Predecessor_CID,Predecessor_Name,Successor_CID,Successor_Name,Transformation,Biosystem,Enzyme,Source_ID,Source,Source_Description,Dataset_DOI,Dataset_Description,Evidence_ID,Evidence_Description
5736,zotepine,12882299,Zotepine -oxide,S-oxidation of diarylthioether to sulfoxide / Human Phase I,Human,CYP1A1; CYP1A2; CYP2B6; CYP3A4; CYP3A5,BIOTID01246,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
5736,zotepine,13309858,Zotepine N-oxide,N-oxidation of aliphatic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID01243,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
5733,Zomepirac,154699595,Zomepirac O-glucuronide,O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01678,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Langendijk PN et al. (1984); Simultaneous determination of zomepirac and its major metabolite zomepirac glucuronide in human plasma and urine; J Chromatogr. 1984 May 11;307(2):371-9.
5732,zolpidem,154699860,methoxyzolpidem,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP3A4(major); CYP1A2 (minor); CYP2D6 (minor),BIOTID01239,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
60857,zolmitriptan,25241756,Zolmitriptan N-oxide,N-oxidation of aliphatic tertiary amine / Human Phase I,Human,CYP1A2,BIOTID01238,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
60854,ziprasidone,15959407,Ziprasidone Sulfoxide,S-Oxidation / Human Phase I,Human,CYP3A4,BIOTID01234,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10771452
10220327,(-)-zileuton,95162932,Zileuton sulfoxide,Thiophene S-oxidation / Human Phase I,Human,CYP3A4,BIOTID00041,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
60490,Zileuton,71752997,Zileuton O-glucuronide,N-hydroxy glucuronidation / Human Phase II,Human,UDP-glucuronosyltransferase 1-9,BIOTID02005,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET00141
5720,zaltoprofen,154699512,Zaltoprofen S-oxide,S-oxidation of dialkylthioether to sulfoxide / Human Phase I,Human,CYP2C9,BIOTID01494,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3683"
5699,xanthurenic acid,11522049,Xanthurenic acid 8-O-sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01905,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0059741
54697550,8-Hydroxywarfarin,71749423,Warfarin 8-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01541,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
54692246,7-Hydroxywarfarin,96364756,Warfarin 7-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01542,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
54731323,6-Hydroxywarfarin,154700067,Warfarin 6-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01543,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
71616,voriconazole,10044355,Voriconazole N-Oxide,N-oxidation of pyrimidine / Human Phase I,Human,CYP2C9 (major); CYP2C19 (major); CYP3A4 (minor),BIOTID01098,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5280793,Vitamin D2,6443809,Vitamin D2 3-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01921,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0010344
27492,Vinyl carbamate,108032,Vinyl carbamate epoxide,Epoxidation / Human Phase I,Human,CYP2E1,BIOTID01289,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11181492
5641,Urethane,27492,Vinyl carbamate,Dehydrogenation / Human Phase I,Human,CYP2E1,BIOTID01288,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:22531028
3009355,vicriviroc,11577561,Vicriviroc N-oxide ,N-oxidation of pyrimidine / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID01095,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3680"
114431,Epoxy-4-vinylcyclohexene,7833,VCH-diepoxide,Alkene epoxidation / Human Phase I,Human,CYP2B6; CYP2E1,BIOTID01499,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"S. M. FONTAINE et al. (2001); ROLE OF INDUCTION OF SPECIFIC HEPATIC CYTOCHROME P450 ISOFORMS IN EPOXIDATION OF 4-VINYLCYCLOHEXENE; DRUG METABOLISM AND DISPOSITION; Vol. 29, No. 9"
7832,"1,2-Epoxy-4-vinylcyclohexane",7833,VCH-diepoxide,Alkene epoxidation / Human Phase I,Human,CYP2B6; CYP2E1,BIOTID01500,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"S. M. FONTAINE et al. (2001); ROLE OF INDUCTION OF SPECIFIC HEPATIC CYTOCHROME P450 ISOFORMS IN EPOXIDATION OF 4-VINYLCYCLOHEXENE; DRUG METABOLISM AND DISPOSITION; Vol. 29, No. 9"
440775,Uroporphyrinogen I,101695106,uroporphyrin,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2E1;CYP3A4,BIOTID00825,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9763408
5494449,tozasertib,10321534,Unii-wuu5ros9AF,N-demethylation / Human Phase I,Human,CYP2C8;CYP3A4,BIOTID01037,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17537870
4497,Nimodipine,10431202,Unii-96S4GG1upr,O-Demethylation / Human Phase I,Human,CYP3A4,BIOTID01517,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:22469047
2355,bergapten,146014903,Unii-3abk64HG9O,Epoxidation / Human Phase I,Human,CYP2D6,BIOTID00299,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9665710
5494449,tozasertib,10028135,Unii-1S9W4WJ8WL,N-Oxidation / Human Phase I,Human,CYP3A4,BIOTID01036,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17537870
5328779,Tyrphostin B42,154699966,"Tyrphostin B42, 4-O-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01555,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
5328779,Tyrphostin B42,154699627,"Tyrphostin B42, 3-O-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01554,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
5610,tyramine,193088,Tyramine glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01917,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0010328
5329099,TSU-68,9949238,TSU-68 metabolite 3,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A1; CYP1A2; CYP2C8,BIOTID01489,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
5329099,TSU-68,154699825,TSU-68 metabolite 2,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A1; CYP1A2; CYP2C8,BIOTID01488,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
5329099,TSU-68,154699483,TSU-68 metabolite 1,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP1A1; CYP2C8,BIOTID01487,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
101363929,"4-[(s)-alpha-(trichloromethyl)-4-methoxybenzyl]-1,2-benzenediol",183678,Tris-hydroxy-methoxychlor,O-demethylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID00174,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12167570
76302,Bis-hydroxy-methoxychlor,183678,Tris-hydroxy-methoxychlor,o-Hydroxylation of phenol / Human Phase I,Human,CYP3A4,BIOTID01423,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Hu, Y. and Kupfer, D. (2002); Metabolism of the Endocrine Disruptor Pesticide-Methoxychlor by Human P450s: Pathways Involving a Novel Catechol Metabolite; Drug Metab Dispos. 2002 Sep;30(9):1035-42."
5587,Tripelennamine,154699868,Tripelennamine N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A3,BIOTID01703,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
305,Choline,3782034,Trimethylazanium,Lysis of choline to trimethylamine / Human Gut Microbial,Gut microbial environment,EC 4.3.99.4,BIOTID02177,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Spanogiannopoulos, P. et al. (2016); Nat Rev Microbiol. 2016 Apr;14(5):273-87. DOI:10.1038/nrmicro.2016.17"
9385,"2,2-dichloro-1,1,1-trifluoroethane",65564,Trifluoroacetyl chloride,Oxidation of halotrifluoroethane / Human Phase I,Human,CYP2E1,BIOTID00150,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
3562,Halothane ,61106,Trifluoroacetyl chloride,Oxidation of halotrifluoroethane / Human Phase I,Human,CYP2E1; CYP2A6,BIOTID01189,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
445258,(R)-halothane,6422,trifluoroacetic acid,Oxidation of halotrifluoroethane / Human Phase I,Human,CYP2E1,BIOTID00008,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Spracklin, D.K. et al (1996); Human reductive halothane metabolism in vitro is catalyzed by cytochrome P450 2A6 and 3A4; Drug Metab Dispos. 1996 Sep;24(9):976-83.|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5564,Triclosan,67606152,Triclosan sulfate,Aromatic-OH glucuronidation / Human Phase II,Human,SULT,BIOTID01831,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Phase II Metabolism in Human Skin: Skin Explants Show Full Coverage for Glucuronidation, Sulfation, N-Acetylation, Catechol Methylation, and Glutathione Conjugation"
6278,Trichloroethane,8259,Trichloroethanol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1,BIOTID01266,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:1664256
638015,retinal,444795,Tretinoin,Aldehyde oxidation / Human Phase I,Human,CYP1A2; CYP1A2; CYP1B1,BIOTID00858,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
638015,retinal,444795,Tretinoin,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2; CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00859,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10681373;PMID:10681376
5533,trazodone,131770015,Trazodone epoxide,"Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP3A4,BIOTID01045,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754426"
853433,trans-isoeugenol,124202102,trans-Isoeugenol-O-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01806,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060021
21694,1-nitropyrene,107705,"trans-4,5- Dihydrodiol- 1-nitropyrene","Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP3A4,BIOTID00120,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11525925
854019,cotinine,10219774,trans-3'-hydroxycotinine,Hydroxylation of heteroalicyclic secondary carbon / Human Phase I,Human,CYP2A6,BIOTID00439,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Oscarson, M; (2001); Genetic Polymorphisms in the Cytochrome P450 2A6 (CYP2A6) Gene: Implications for Interindividual Differences in Nicotine Metabolism; Drug Metabolism and Disposition;  February 2001, 29 (2) 91-95; DMD 29:91-95, 200"
5509,Tolmetin,155656,Tolmetin glucuronide,O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01795,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0042044
38409,ticrynafen,154699897,Tienilic acid-s-oxide,Thiophene S-oxidation / Human Phase I,Human,CYP2C8; CYP2C9 (major),BIOTID01021,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5472,ticlopidine,131750720,Ticlopidine S-oxide,Thiophene S-oxidation / Human Phase I,Human,CYP2C19; CYP2D6,BIOTID01020,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
25201456,Thyroxine,152424,Thyroxine glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01948,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0010326
6989,Thymol,95779,Thymoquinol,p-Hydroxylation of phenol / Human Phase I,Human,CYP1A2; CYP2A6; CYP2D6,BIOTID01483,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
6989,Thymol,12456386,thymol sulfate,3-OH sulfonation of phenolic compound / Human Phase II,Human,SULT,BIOTID01605,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0062720
6989,Thymol,101461902,thymol O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01604,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
5452,Thioridazine,24494,Thioridazine 5-sulfoxide,S-oxidation of diarylthioether to sulfoxide / Human Phase I,Human,CYP1A2; CYP3A4,BIOTID01481,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754425"
5452,Thioridazine,4078,Thioridazine 2-sulfoxide ,S-oxidation of alkylarylthioether to sulfoxide / Human Phase I,Human,CYP2D6; CYP3A4,BIOTID01479,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754425"
38409,ticrynafen,154699925,"Thiophene-4,5-epoxide",Epoxidation of thiophene / Human Phase I,Human,CYP2C8; CYP2C9 (major); CYP2C18; CYP2C19,BIOTID01022,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5359,suprofen,131769994,"Thiophene-4,5-epoxide",Epoxidation of thiophene / Human Phase I,Human,CYP2C9,BIOTID01476,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
5472,ticlopidine,71314787,Thienodihydropyridinium,Formation of imminium ion from N-substituted piperidine / Human Phase I,Human,CYP3A4; CYP2C19,BIOTID01019,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
2519,caffeine,2153,theophylline,N-dealkylation of mixed tertiary amine / Human Phase I,Human,CYP1A2 (major); CYP2C8 (minor); CYP2C9 (minor); CYP3A4 (minor); CYP2E1 (minor),BIOTID00322,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
2519,caffeine,5429,Theobromine,N-dealkylation of N-acylurea / Human Phase I,Human,CYP1A2 (major); CYP2E1 (minor),BIOTID00321,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
176907,Dihydrodazein,6430026,Tetrahydrodaidzein,Dehydration of isoflavanone / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02154,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
6013,testosterone,119207,Testosterone sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01835,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0002833
6386,tert-butanol,10005178,Tert-butyl hydrogen sulfate,O-sulfation / Human Phase II,Human,SULT,BIOTID01718,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:24887323|https://ofmpub.epa.gov/eims/eimscomm.getfile?p_download_id=528031
15413,tert-butyl methyl ether,6386,tert-butanol,O-desmethylation / Human Phase I,Human,CYP2A6;CYP2E1,BIOTID00998,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9101044
12512,tert-butyl ethyl ether (ETBE),6386,tert-butanol,O-desmethylation / Human Phase I,Human,CYP2A6;CYP2E1,BIOTID00997,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9101044
61247,tert-amyl methyl ether,6405,tert-amyl alcohol,O-desmethylation / Human Phase I,Human,CYP2A6;CYP2E1,BIOTID00996,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9101044
13450,Terbutryn,101593708,Terbutrynsulfoxide,S-Oxidation / Human Phase I,Human,CYP1A2;CYP2B6;CYP3A4,BIOTID01141,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9305587
452548,teniposide,101670240,Teniposide catechol ,O-aryl dealkylation adjacent to substituted carbon / Human Phase I,Human,CYP3A4; CYP3A5 ,BIOTID00985,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
3016,diazepam,5391,Temazepam,"3-Hydroxylation of 5-aryl-1,4-benzodiazepine / Human Phase I",Human,CYP3A4; CYP3A5; CYP2C19 (minor),BIOTID00488,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2733526,tamoxifen,154699993,Tamoxifen N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A4,BIOTID01584,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
449459,4-Hydroxytamoxifen,154699530,Tamoxifen 4-O-sulfate,4-OH sulfonation of phenolic compound / Human Phase II,Human,SULT1A1,BIOTID01583,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
449459,4-Hydroxytamoxifen,71749358,Tamoxifen 4-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A1; UGT1A4; UGT1A6; UGT1A7; UGT1A8; UGT1A9; UGT1A10; UGT2B15; UGT2B17; UGT2B7,BIOTID01582,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5359,suprofen,131769993,Suprofen -sulfoxide,Thiophene S-oxidation / Human Phase I,Human,CYP2C9,BIOTID01475,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
38988334,Sulprofos,588272,Sulprofos sulfoxide,S-oxidation of dialkylthioether to sulfoxide / Human Phase I,Human,CYP1A1; CYP1A2; CYP3A4; CYP2C9; CYP2C18; CYP2C19; CYP2D6,BIOTID01474,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Usmani, K.A.; (2004b). In vitro sulfoxidation of thioether compounds by human cytochrome P450 and flavin-containing monooxygenase isoforms with particular reference to the CYP2C subfamily. Drug Metab. Dispos., Vol. 32, No. 3, (333-339)."
57146948,schembl149458,5452,Sulphoridazine,S-reduction / Human Phase I,Human,CYP2D6,BIOTID00907,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16272405
70693563,"2-[(S)-[4-(cyclopropylmethoxy)pyridin-2-yl]methanesulfinyl]-5-fluoro-1H-1,3-benzodiazole",142657211,Sulphone,S-Oxidation / Human Phase I,Human,CYP1A2;CYP2C9;CYP3A4,BIOTID00367,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10611141
20974,"2,4-dinitrobenzylalcohol",10683971,"Sulfuric acid 2,4-dinitrobenzyl ester",Sulfation of primary alcohol / Human Phase II,Human,SULT1A1,BIOTID01636,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5342,Sulfinpyrazone,70676,Sulfinpyrazone sulfone,S-oxidation of sulfoxide to sulfone / Human Phase I,Human,CYP3A4; CYP2C9,BIOTID01472,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
77327,sulfinpyrazone_sulfide,5342,Sulfinpyrazone,S-Oxidation / Human Phase I,Human,CYP2C9;CYP3A4,BIOTID01152,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11302937
5336,Sulfapyridine,58638,"Sulfapyridine, N-acetyl",N-acetylation of arylamine / Human Phase II,Human,NAT,BIOTID01655,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Taggart, A.J. et al. (1992); The Effect of Age and Acetylator Phenotype on the Pharmacokinetics of Sulfasalazine in Patients with Rheumatoid Arthritis; Clinical Pharmacokinetics; October 1992, Volume 23, Issue 4, pp 311-320"
5329,sulfamethoxazole,114821,Sulfamethoxazole N4-hydroxylamine,N-hydroxylation of primary arylamine / Human Phase I,Human,CYP2C9,BIOTID00962,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5215,sulfadiazine,45028334,Sulfadiazine hydroxylamine,Hydroxylation / Human Phase I,Human,CYP2B6;CYP2C8;CYP2C9;CYP2C19,BIOTID00961,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15843491
7501,styrene,7276,"Styrene 7,8-oxide","Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP2E1,BIOTID00960,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259993"
7501,styrene,7276,"Styrene 7,8-oxide","Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP2E1,BIOTID01471,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
644020,sparteine,91747587,"Sparteine, 13-hydroxy",Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00957,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12392820
14050068,zinc188,71315019,S-oxide cyamemazine,S-Oxidation / Human Phase I,Human,CYP1A2;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID01217,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17951033
216239,Sorafenib,71752221,Sorafenib |A-D-GlucuronideDISCONTINUED,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01827,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET01001
637775,Sinapinic acid,124202107,Sinapinic acid-O-glucuronide isomer,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01794,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060019
1833,5-methoxytryptamine,5202,serotonin,O-demethylation / Human Phase I,Human,CYP2D6,BIOTID00188,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12777961
12299899,senecionine,6104648,senecionine N-oxide,N-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00941,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:2009596
5281697,Scutellarein,21969382,Scutellarein 7-O-glucuronide,Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01673,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5280460,Scopoletin,25791063,Scopoletin hydroxy-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01544,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
2078,Alachlor,154700039,S-(alachlor)glutathione,GSH-conjugation of organohalide / Human Phase II,Human,GST,BIOTID01714,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Park SG et al. (2009); Detoxification of cytotoxic alachlor by glutathione: characterization of conjugated adducts by electrospray ionization tandem mass spectrometry; J Agric Food Chem.;57(20):9838-47; PMID:19788241; DOI:10.1021/jf902077h
7482,4-nitrobenzyl chloride,5133,S-(4-Nitrobenzyl)glutathione,GSH-conjugation of organohalide / Human Phase II,Human,GST,BIOTID01711,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Shokeer A et al. (2005); Residue 234 in glutathione transferase T1-1 plays a pivotal role in the catalytic activity and the selectivity against alternative substrates; Biochem. J. 388, 387-392; PMID:15683365; DOI:10.1042/BJ20042064"
1693,rac-4-hydroxynonenal,134820111,S-(4-hydroxy-1-oxononan-3-yl)glutathione,"GSH-conjugation of alpha,beta-unsaturated carbonyl / Human Phase II",Human,GST,BIOTID02150,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
7482,4-nitrobenzyl chloride,5133,S-(4-Nitrobenzyl)glutathione,GSH-conjugation / Human Phase II,Human,GST,BIOTID01713,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
6,"1-chloro-2,4-dinitrobenzene",97535,"S-(2,4-dinitrophenyl)glutathione",GSH-conjugation / Human Phase II,Human,GST,BIOTID01665,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Gildenhuys S et al. (2010); Arginine 15 stabilizes an S(N)Ar reaction transition state and the binding of anionic ligands at the active site of human glutathione transferase A1-1; Biophys. Chem. 146, 118-125"
7434,"1,3,5-trinitrobenzene",5288478,"S-(2,4,6-trinitrocyclohexa-2,5-dien-1-yl)glutathione",GSH-conjugation of benzene substituted with an electron donating group / Human Phase II,Human,GSTA1,BIOTID01663,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Gildenhuys S et al. (2010); Arginine 15 stabilizes an S(N)Ar reaction transition state and the binding of anionic ligands at the active site of human glutathione transferase A1-1; Biophys. Chem. 146, 118-125"
33096,"1-chloro-2,3-dinitrobenzene",87333628,"S-(2,3-dinitrophenyl)glutathione",GSH-conjugation / Human Phase II,Human,GST,BIOTID01664,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
489128,"2-chloro-3-pyridin-3-yl-5,6,7,8-tetrahydroindolizine-1-carboxamide",70240244,RPR 122701,N-Oxidation / Human Phase I,Human,CYP2C8,BIOTID00140,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11453890
12136803,Rosuvastatin,154699802,Rosuvastatin 5 S-lactone,Esterification / Human Phase I,Human,CYP2C9,BIOTID01468,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3686"
5281744,riddelliine,154699822,riddelliine N-Oxide,N-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00863,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12693032
22615990,RG12525,154699754,RG12525 N2-glucuronide,N-glucuronidation of azole / Human Phase II,Human,UGT1A1; UGT2B7,BIOTID01683,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
445354,retinol,638015,retinal,Oxidation of primary alcohol to aldehyde / Human Phase I,Human,CYP1A1; CYP1A2; CYP3A4; CYP1B1,BIOTID00860,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
445354,retinol,638015,retinal,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A1;CYP2C8; CYP2C9; CYP2C19;CYP2D6;CYP3A4,BIOTID00862,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:2916844;PMID:10681376
121892,retigabine,22228602,retigabine N2-glucuronide,Glucuronidation of primary aromatic amine / Human Phase II,Human,UGT1A1; UGT1A9,BIOTID01690,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
644020,sparteine,197754,Retamine,Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00959,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12392820
445154,Resveratrol,5273285,Resveratrol 3-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01628,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
119220,7-Methoxyresorufin,69462,Resorufin,O-aryl demethylation / Human Phase I,Human,CYP1A1; CYP1A2,BIOTID01332,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
114982,7-Benzyloxyresorufin,69462,Resorufin,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP1A1; CYP1A2; CYP1B1,BIOTID01110,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
107683,pentoxyresorufin,69462,Resorufin,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP1A1; CYP1A2; CYP1B1,BIOTID00786,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
3294,7-ethoxyresorufin,69462,Resorufin,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP1A2; CYP1A1,BIOTID00202,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
65981,repaglinide,57826284,Repaglinide aromatic amine,N-dealkylation / Human Phase I,Human,CYP2C8;CYP3A4,BIOTID00856,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12919179
5035,raloxifene,10100752,Raloxifene 6-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01553,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
489128,"2-chloro-3-pyridin-3-yl-5,6,7,8-tetrahydroindolizine-1-carboxamide",9817505,rac-RPR 127025,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C8;CYP2C9;CYP3A4,BIOTID00139,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11453890
9949996,Rabeprazole (rabeprazole_thioether),5029,Rabeprazole,S-oxidation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00019,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16389533
114864,R-Ibuprofen,29981596,R-2-Hydroxyibuprofen,Hydroxylation of alkyl methine / Human Phase I,Human,CYP2C8; CYP2C9,BIOTID01400,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3677"
114864,R-Ibuprofen,154699636,"R,S-3-Hydroxyibuprofen",Hydroxylation of terminal methyl / Human Phase I,Human,CYP2C8; CYP2C9,BIOTID01399,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
65871,Quinotolast,101661861,Quinotolast N-glucuronide,N-glucuronidation / Human Phase II,Human,UGT,BIOTID01680,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Terakawa M. et al. (1993); Steady-State Pharmacokinetics of Quinotolast Sodium in Man; Drug Metabolism and Pharmacokinetics; Vol. 8 (1993) No. 5 P 1029-1040
154699698,cp_125_611,154699999,quinone,O-Detrifluoromethylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00448,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17965517
7047,quinoline,15366,Quinoline 1-oxide,N-oxidation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2E1;CYP3A4,BIOTID00835,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8824525
441074,quinidine,14589189,Quinidine-N-oxide,Oxidation of nitrogen in a strained ring system / Human Phase I,Human,CYP3A4; CYP2C9; CYP2E1,BIOTID00832,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5002,quetiapine,10431050,Quetiapine Sulfoxide,S-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00829,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10482125
5281699,tamarixetin,5280343,Quercetin,O-dealkylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP3A4,BIOTID00967,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11955666
5280459,Quercitrin,5280343,Quercetin,Glycoside hydrolysis / Human Gut Microbial,Gut microbial environment,EC 3.2.1.X,BIOTID02157,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
7047,quinoline,148175,"Q-8,6-epoxide",Epoxidation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2D6;CYP2E1;,BIOTID00834,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8824525
13754,Diazoxon,135444498,Pyrimidinol,C-de-esterification / Human Phase I,Human,CYP2C19,BIOTID01370,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kappers, W.A. et al.; (2001). Diazinon Is Activated by CYP2C19 in Human Liver. Toxicol. Appl. Pharmacol., Vol. 177, No. 1, (68-76)|Buratti, F.M. et al.; Toxicology and Applied Pharmacology 186 (2003) 143-154."
3017,Diazinon,135444498,Pyrimidinol,Dearylation of organphosphosulfur compound / Human Phase I,Human,CYP2C19,BIOTID00489,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kappers, W.A. et al.; (2001). Diazinon Is Activated by CYP2C19 in Human Liver. Toxicol. Appl. Pharmacol., Vol. 177, No. 1, (68-76)|Buratti, F.M. et al.; Toxicology and Applied Pharmacology 186 (2003) 143-154."
70693563,"2-[(S)-[4-(cyclopropylmethoxy)pyridin-2-yl]methanesulfinyl]-5-fluoro-1H-1,3-benzodiazole",154699890,Pyridone,O-dealkylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP3A4,BIOTID00369,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10611141
93486,Pyributicarb,101930793,Pyributicarb metabolite 1,O-aryl demethylation / Human Phase I,Human,CYP2C19,BIOTID01473,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Ohkawa, H and Inui, H. (2015); Metabolism of agrochemicals and relatedenvironmental chemicals based on cytochromeP450s in mammals and plants; Pest Manag Sci.; 71: 824-828"
146932,2-hydroxymethylpyrene,179886,Pyren-2-ylmethyl hydrogen sulfate,O-sulfonation / Human Phase II,Human,SULT2A1,BIOTID01848,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
1548970,(r)-fluoxetine,67874,p-Trifluoromethyl phenol,O-dealkylation / Human Phase I,Human,CYP2D6,BIOTID01299,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Ring, B.J. et al. (2001); Identification of the human cytochromes p450 responsible for in vitro formation of R- and S-norfluoxetine; J Pharmacol Exp Ther. 2001 Jun;297(3):1044-50.|Margolis J.M.; (R)-, (S)-, and racemic fluoxetine N-demethylation by human cytochrome P450 enzymes; Drug Metab Dispos. 2000 Oct;28(10):1187-91; PMID:10997938; Drug Metab Dispos. 2000 Oct;28(10):1187-91."
1548968,(s)-fluoxetine,67874,p-Trifluoromethyl phenol,O-dealkylation / Human Phase I,Human,CYP2C19; CYP3A4,BIOTID00092,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Ring, B.J. et al. (2001); Identification of the human cytochromes p450 responsible for in vitro formation of R- and S-norfluoxetine; J Pharmacol Exp Ther. 2001 Jun;297(3):1044-50.|Margolis J.M.; (R)-, (S)-, and racemic fluoxetine N-demethylation by human cytochrome P450 enzymes; Drug Metab Dispos. 2000 Oct;28(10):1187-91; PMID:10997938; Drug Metab Dispos. 2000 Oct;28(10):1187-91."
3386,Fluoxetine ,67874,p-Trifluoromethyl phenol,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP2C19; CYP3A4,BIOTID01389,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
547,"3,4-dihydroxyphenylacetic acid",72,Protocatehuic acid,Alpha-oxidation of carboxylic acid / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02164,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
33643,1-iodopropane,98438,propyl-glutathione,O-glucuronidation / Human Phase II,Human,GST,BIOTID01874,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
4927,Promethazine,63032,Promethazine sulfoxide,S-Oxidation / Human Phase I,Human,CYP2D6,BIOTID01164,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:27994650
4927,Promethazine,92023828,Promethazine N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A3,BIOTID01696,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
4926,promazine,547559,Promazine 5-sulfoxide,S-oxidation of alkylarylthioether to sulfoxide / Human Phase I,Human,CYP1A2 (major); CYP3A4 (major); CYP2A6 (minor); CYP2B6 (minor; CYP2D6 (minor); CYP2E1 (minor),BIOTID00818,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
8955,pregnenolone,20845972,Pregn-5-en-20-on-3b-yl sulfurate,3-hydroxy-sulfation of sterol / Human Phase II,Human,SULT,BIOTID02145,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0000774
154699594,Prechrysophanol,102517602,Prechrysophanol O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01670,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
175805,ropivacaine,10014180,PPX,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00886,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754426"
1388,"1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine",95056,p-hydroxy-MPTP,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00118,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Bajpai, P. et al. (2013); Metabolism of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine by Mitochondrion-targeted Cytochrome P450 2D6 IMPLICATIONS IN PARKINSON DISEASE; THE JOURNAL OF BIOLOGICAL CHEMISTRY, 2013, 288, 4436-4451|Coleman, T. et al. (1996); 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) is N-demethylated by cytochromes P450 2D6, 1A2 and 3A4--implications for susceptibility to Parkinson's disease; Journal of Pharmacology and Experimental Therapeutics, 1996, 277, 685-690"
6450546,Gavestinel,10548468,p-hydroxy-gavestinel,Hydroxylation of benzene on carbon para to an electron donating group / Human Phase I,Human,CYP2C9,BIOTID01392,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
9939321,Methoxymorpholinyldoxorubicin,154700070,PNU-159682,Dehydroxylation  / Human Phase I,Human,CYP3A,BIOTID01505,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Broggini M. (2007) Nemorubicin. In: Krohn K. (eds) Anthracycline Chemistry and Biology II. Topics in Current Chemistry, vol 283. Springer, Berlin, Heidelberg; PMID:28068470"
16666,(-)-Menthol,19100,"p-Menthane-3,-8-diol",Hydroxylation of alkyl methine / Human Phase I,Human,CYP2A6,BIOTID01417,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
58823201,pradefovir,60172,PMEA,Oxidation / Human Phase I,Human,CYP3A4,BIOTID00808,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16940083
5533,trazodone,46781917,p-Hydroxytrazodone,Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP3A4,BIOTID01044,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754425"
8249,phenformin,10013772,p-Hydroxyphenylethylbiguanide,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00799,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12502361
2218,Aprindine,85832321,p-Hydroxyphenylaprindine,Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP2D6,BIOTID01351,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259987"
4763,Phenobarbital,9785,p-Hydroxyphenobarbital,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C9; CYP2C19; CYP2E1,BIOTID01282,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Lee, A.M. et al. (2006); Phenobarbital induces monkey brain CYP2E1 protein but not hepatic CYP2E1, in vitro or in vivo chlorzoxazone metabolism; Eur J Pharmacol. 2006 Dec 15;552(1-3):151-8; PMID:17049344; DOI:10.1016/j.ejphar.2006.09.006"
4449,nefazodone,10435492,P-Hydroxynefazodone,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00744,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10445380
941361,flunarizine,6438877,p-Hydroxyflunarizine,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2D6,BIOTID00566,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|"
135413497,bropirimine,135435147,p-hydroxybropirimine,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP1A2,BIOTID00316,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wynalda, M.A. et al. (1998); Human biotransformation of bropirimine. Characterization of the major bropirimine oxidative metabolites formed in vitro; Drug Metab Dispos; 26(10):1048-51; PMID:9763414"
4790,Phorate,17424,Phorate sulfoxide,S-oxidation of dialkylthioether to sulfoxide / Human Phase I,Human,CYP1A2; CYP3A4; CYP2B6; CYP2C9; CYP2C18; CYP2C19; CYP2D6,BIOTID01450,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Usmani, K.A.; (2004b). In vitro sulfoxidation of thioether compounds by human cytochrome P450 and flavin-containing monooxygenase isoforms with particular reference to the CYP2C subfamily. Drug Metab. Dispos., Vol. 32, No. 3, (333-339)."
59846969,"2-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one",359,Phloroglucinol,Keto hydrolysis / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02173,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Joannou, G.E. et al., J. Steroid Biochem. Mol. Biol., 54, 167-184, 1995|Coldham, N.G. et al., Xenobiotica, 32, 45-62, 2002."
72276,Epicatechin,359,Phloroglucinol,Flavan-3-ol C-ring fission / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02152,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
4788,Phloretin,154699926,"Phloretin, 4p-hydroxy-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01535,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
4788,Phloretin,154699517,"Phloretin, 2p-hydroxy-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01534,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
15897928,4'-Hydroxy-PhIP,154699997,PhIP 4'-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01570,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k|Walters DG et al. (2004); Carcinogenesis vol.25 no.9 pp.1659-1669; doi:10.1093/carcin/bgh164"
3345,fentanyl,998,Phenylacetaldehyde,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00558,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Feierman, D. et al. (1996); Metabolism of fentanyl, a synthetic opioid analgesic, by human liver microsomes; Drug metabolism and disposition; 0090-9556/96/2409-0932-939$02.OO/O"
9841596,NE-100,10688629,"Phenol, 4-[2-(dipropylamino)ethyl]-2-(2-phenylethoxy)-",O-demethylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP2D6,BIOTID00360,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15618733
65856,reboxetine,139600706,Phenol B,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00847,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10534319
65856,reboxetine,154699954,Phenol A,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00848,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10534319
241,benzene,996,phenol,Hydroxylation of aromatic carbon / Human Phase I,Human,CYP2E1,BIOTID00296,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
6451435,(s)-mephobarbital,4763,Phenobarbital,N-demethylation / Human Phase I,Human,CYP2B6,BIOTID00097,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11124227
995,phenanthrene,439929,"Phenanthrene-3,4-diol",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2E1;CYP3A4,BIOTID00795,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9152594|PMID:8062229
995,phenanthrene,9543118,"Phenanthrene-1,2-diol",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2E1;CYP3A4,BIOTID00794,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9152594|PMID:8062229
3559,haloperidol,101359,p-Fluorobenzoylpropionic acid and 4-(4-chlorophenyl)-4-hydroxypiperidine,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP2D6,BIOTID00597,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
107807,Perindopril,179962,Perindoprilat glucuronide,O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01725,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060863
439250,(-)-limonene,369312,Perillyl alcohol,Allylic hydroxylation / Human Phase I,Human,CYP2C9; CYP2C19; CYP3A4,BIOTID00036,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
4744,perazine,159893,Perazine sulfoxide,S-Oxidation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00787,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15056479
12335,1-iodopentane,57376159,pentyl-glutathione,GSH-conjugation / Human Phase II,Human,GST,BIOTID02019,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
501254,lisofylline,4740,pentoxifylline,Oxidation of secondary alcohol to ketone / Human Phase I,Human,CYP1A2,BIOTID00677,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Lee, S.H. et al. (1997); Cytochrome P450 Isozymes Involved in Lisofylline Metabolism to Pentoxifylline in Human Liver Microsomes, Drug Metabolism and Disposition, 1997, 25, 1354-1358|Lillibridge. et al. (1996); Metabolism of Lisofylline and Pentoxifylline in Human Liver Microsomes and Cytosol, Drug Metabolism and Disposition, 1996, 24, 1174-1179|Shin, H.S. et al. (1998); CYP3A4-mediated Oxidation of Lisofylline to Lisofylline 4,5-diol in Human Liver Microsomes, Journal of Pharmaceutical Sciences, 1998, 87, 390-393"
12679,hexamethylphosphoramide,66283,Pentamethylphosphoramide,N-Deethylation / Human Phase I,Human,CYP2A6,BIOTID00602,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"1996, Vol. 10, p. 229; K. L. Kunze, J. K. Racha, and J. Calamia,|PMID:11016631"
11855,pentachlorobenzene,992,Pentachlorophenol,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00785,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8759309
8370,HEXACHLOROBENZENE,992,Pentachlorophenol,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01526,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9074885
6919009,Pefloxacin,4539,"pefloxacin, N-desmethyl",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP1A2,BIOTID00784,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Philip Lee et al. (2014) Handbook of Metabolic Pathways of Xenobiotics; DOI:10.1002/9781118541203.xen370
6919009,Pefloxacin,154699896,Pefloxacin O-glucuronide,O-glucuronidation of aromatic acid / Human Phase II,Human,GST,BIOTID01667,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Philip Lee et al. (2014) Handbook of Metabolic Pathways of Xenobiotics; DOI:10.1002/9781118541203.xen370
6989,Thymol,95873,"p-Cymene-2,3-diol",o-Hydroxylation of phenol / Human Phase I,Human,CYP1A2; CYP2A6; CYP2D6,BIOTID01482,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
6989,Thymol,6429037,p-Cymen-8-en-3-ol,Terminal desaturation / Human Phase I,Human,CYP1A2; CYP2A6; CYP2D6,BIOTID01484,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
6468,phencyclidine,98840,PCHP,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00797,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9152594
2727,chlorpropamide,89785,p-Chlorobenzene sulfonylurea,N-dealkylation of urea / Human Phase I,Human,CYP2D6,BIOTID00400,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Shon, J. (2004), Chlorpropamide 2 hydroxylation is catalysed by CYP2C9 and CYP2C19 in vitro: chlorpropamide disposition is influenced by CYP2C9, but not by CYP2C19 genetic polymorphism, British Journal of Clinical Pharmacology; DOI:10.1111/j.1365-2125.2005.02364.x"
2519,caffeine,4687,paraxanthine,N-dealkylation of N-acylurea / Human Phase I,Human,CYP1A2,BIOTID00320,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
991,parathion,9395,Paraoxon,Desulfation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00783,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17079358
5284543,dihydrocodeine,273032,Paramorfan,O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00498,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19902987
77999,rosiglitazone,9864316,para-hydroxyrosiglitazone ,Hydroxylation of heteroaromatic carbon / Human Phase I,Human,CYP2C8,BIOTID01464,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3683"
5073,risperidone,115237,Paliperidone,Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00879,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10482125
5284603,oxycodone,4639,oxymorphone,O-demethylation / Human Phase I,Human,CYP2C19,BIOTID00775,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15039299
4631,Oxoprenolol,162729,Oxprenolol glucuronide,Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01677,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Laethem, ME et al. (1995); Clin Pharmacol Ther. 1995 Apr;57(4):419-24."
56108,Oxodipine,101592397,Oxodipine(m2),O-Demethylation / Human Phase I,Human,CYP3A,BIOTID01523,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:1560383
56108,Oxodipine,101592396,Oxodipine(m1),Dehydrogenation / Human Phase I,Human,CYP3A,BIOTID01522,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:1560383
798,indole,321710,Oxindole,C-Oxidation / Human Phase I,Human,CYP2A6;CYP2C19;CYP2E1,BIOTID00621,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11076521
4485,nifedipine,128753,Oxidized nifedipine,"Dehydrogenation of 4-aryl substituted 1,4-dihydropyridine / Human Phase I",Human,CYP3A4,BIOTID00755,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
4616,Oxazepam,160870,Oxazepam glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID02079,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0041969
12325869,schembl29464,4616,Oxazepam,N-Demethylation / Human Phase I,Human,CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID00910,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9586962
2997,nordiazepam,4616,Oxazepam,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C19;CYP3A4,BIOTID00758,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8948091
77999,rosiglitazone,100995317,ortho-hydroxyrosiglitazone,Hydroxylation of heteroaromatic carbon / Human Phase I,Human,CYP2C8,BIOTID01466,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3685"
3010100,"4'-Hydroxy-5,6,7,8-tetramethoxyflavone",5318041,OROBOL,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00186,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12828569
5280961,Genistein,5281801,Orobol,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2E1,BIOTID00586,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10409400
5280961,Genistein,5281801,Orobol,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00587,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10409400
10003684,Dehydrogenated pranidipine,9996712,OPC-13463,N-Demethylation / Human Phase I,Human,CYP1A2;CYP2D6;CYP3A4,BIOTID00772,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9929520
748472,"(4R)-5-(methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid",9996712,OPC-13463,Dehydrogenation / Human Phase I,Human,CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00013,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9929520
2754,cilostazol,10045635,OPC-13326,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2D6;CYP3A4,BIOTID00405,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10889516
2754,cilostazol,10022985,OPC-13217,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C19;CYP3A4,BIOTID00406,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10889516
19734439,8-Hydroxyondansetron,15700432,ondansetron 8-O-sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01616,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
19734439,8-Hydroxyondansetron,91668158,ondansetron 8-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01615,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
71749264,7-Hydroxyondansetron,154700154,ondansetron 7-O-sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01618,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
71749264,7-Hydroxyondansetron,154699497,ondansetron 7-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01617,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
20152440,6-Hydroxyondansetron,154699527,ondansetron 6-O-sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01620,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
20152440,6-Hydroxyondansetron,154699514,ondansetron 6-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01619,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
289,Catechol,22473,o-Methoxyphenyl sulfate,Aromatic-OH glucuronidation / Human Phase II,Human,SULT,BIOTID01797,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060013
3082,Dimethoate,14210,Omethoate,Desulfuration of organophosphorodithioate / Human Phase I,Human,CYP1A1; CYP1A2; CYP2A6; CYP2B6; CYP2C8; CYP2C9; CYP2C19; CYP3A4,BIOTID01367,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Buratti, F.M. and Testai, E. (2007). Evidences for CYP3A4 autoactivation in the desulfuration of dimethoate by the human liver. Toxicology, Vol. 241, No. 1-2, (33-46)."
9568614,esomeprazole,145900,Omeprazole sulfone ,S-oxidation of sulfoxide to sulfone / Human Phase I,Human,CYP3A4 ,BIOTID00522,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
4594,omeprazole,145900,Omeprazole sulfone ,S-oxidation of sulfoxide to sulfone / Human Phase I,Human,CYP3A4,BIOTID01446,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
86287518,imidacloprid,137177223,olefin,Dehydrogenation / Human Phase I,Human,CYP3A4,BIOTID00612,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12230409
135398745,olanzapine,135409492,Olanzapine N-Oxide,N-oxidation / Human Phase I,Human,CYP1A2;CYP2D6;CYP3A4,BIOTID00765,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8632334
3009355,vicriviroc,11548108,O-Desmethylvicriviroc ,O-dealkylation of dialkylether / Human Phase I,Human,CYP2C9; CYP3A4; CYP3A5,BIOTID01093,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3678"
11846746,(s)-venlafaxine,9816723,O-Desmethylvenlafaxine,O-aryl demethylation / Human Phase I,Human,CYP2D6,BIOTID00108,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
33741,tramadol,130829,O-desmethyl-tramadol,O-demethylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID01041,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19902987
156391,naproxen,13393711,O-Desmethylnaproxen,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP2C9 (major); CYP1A2 ,BIOTID00743,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
6918906,ac1ocg1j,11405,O-Desmethylmethoxyphenamine,O-demethylation / Human Phase I,Human,CYP2D6,BIOTID00219,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7835228
3715,indomethacin,159665,O-Desmethylindomethacin,O-aryl demethylation / Human Phase I,Human,CYP2C9 (major); CYP2C19 (minor); CYP2D6 (minor); CYP1A2 (minor),BIOTID00623,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
9651,galantamine,443722,O-Desmethylgalantamine,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP2D6,BIOTID00581,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
185395,(s)-(-)-carvedilol,40425346,O-Desmethylcarvedilol,O-aryl demethylation / Human Phase I,Human,CYP2C9 (major); CYP2D6 (minor); CYP1A2 (minor); CYP2E1 (minor),BIOTID00086,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
44571,brofaromine,129154,O-desmethyl-brofaromine,O-aryl demethylation / Human Phase I,Human,CYP2D6,BIOTID00311,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
44274898,2prime_hydroxy_indomethacin_phenethylamide,154700063,O-Desmethyl-2p-hydroxy-Indomethacin phenethylamide,O-Demethylation / Human Phase I,Human,CYP2C19;CYP2D6,BIOTID00389,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14709628
123631,gefitinib,135496227,O-Desmethyl Gefitinib,O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00584,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"North American ZSSX Meeting, Bal Harbour, FL, November 2-6,|PMID:15788367"
65856,reboxetine,10469169,O-desethylreboxetine,Desethylation / Human Phase I,Human,CYP3A4,BIOTID00846,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10534319
157717,(r)-metoprolol,40561637,O-Demethylmetoprolol,O-dealkylation of dialkylether / Human Phase I,Human,CYP2D6; CYP3A4,BIOTID00080,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693."
10113707,kr-60436,19369784,O-demethyl-KR-60436,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00645,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15585365
48041,Encainide,54736,O-demethylencainide,O-aryl demethylation / Human Phase I,Human,CYP2D6,BIOTID01378,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
39186,diltiazem,25834477,O-Demethyldiltiazem,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP2D6,BIOTID00501,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kurokawa, T. et al. (2015); Characterization of Species Differences in Tissue Diltiazem Deacetylation Identifies Ces2a as a Rat-Specific Diltiazem Deacetylase; The American Society for Pharmacology and Experimental Therapeutics; 43:1218-1225, August 2015;"
31553,silybin ,78210148,O-demethylated-silybin,O-aryl dealkylation adjacent to substituted carbon / Human Phase I,Human,CYP2C8,BIOTID01469,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3687"
206044,muraglitazar,44448345,O-Demethyl muraglitazar,O-Demethylation / Human Phase I,Human,CYP2C8;CYP2D6,BIOTID00716,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17062778
969516,curcumin,5469426,O-demethyl curcumin,O-aryl demethylation / Human Phase I,Human,CYP2D6,BIOTID00450,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
12380,1-iodooctane,443115,octyl-glutathione,GSH-conjugation / Human Phase II,Human,GST,BIOTID01902,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
1140,toluene,335,o-Cresol,o-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP1A2,BIOTID01031,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
27919,Np-nitrosonornicotine,154699884,"Np-nitrosonornicotine, N-glucuronide",N-Glucuronidation / Human Phase II,Human,UGT2B10,BIOTID01586,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k|Chen G et al. (2008); Glucuronidation of Tobacco-Specific Nitrosamines by UGT2B10; Drug Metab Dispos. 2008 May;36(5):824-30; PMID:18238858; DOI:10.1124/dmd.107.019406"
51263,alfentanil,12107,N-phenylpropionamide,N-dealkylation of tertiary carboxamide / Human Phase I,Human,CYP3A4,BIOTID00235,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
969472,eszopiclone,162548,N-oxide-zopiclone,N-Oxidation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00536,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10460808
941731,Zoplicone,162548,N-oxide-zopiclone,N-hydroxylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID01495,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"J. Bolleddula et al.; Drug Metab Rev, 2014; 46(3): 379-419"
9851116,k-11777,154700073,N-oxide k-11777,N-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00640,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11038163
5736,zotepine,10041551,Norzotepine,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP1A1; CYP1A2; CYP3A4; CYP3A5; CYP2B6; CYP2C19,BIOTID01242,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
2520,Verapamil,104972,Norverapamil,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2C8; CYP1A2; CYP3A4; CYP3A5,BIOTID01166,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
2160,amitriptyline,4543,nortriptyline,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2C19; CYP3A4; CYP2C9; CYP1A2,BIOTID00253,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"R1) Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5284603,oxycodone,627285,noroxycodone,N-demethylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00776,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15039299
89594,nicotine,91462,Nornicotine,N-dealkylation of cyclic tertiary amines; N-dealkylation of alicyclic tertiary amines (pattern1) / Human Phase I,Human,CYP2A6; CYP2B6; CYP2A13,BIOTID00754,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
9971176,Nornalmefene,10322049,Nornalmefene O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01669,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
154699668,morphine,154700034,Normorphine,O-Demethylation / Human Phase I,Human,CYP2C8;CYP3A4,BIOTID00715,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12936704
4058,meperidine,32414,normeperidine,N-demethylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C19;CYP2D6;CYP3A4,BIOTID00698,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15319333
22308,alphacetylmethadol,15129,norLAAM,N-demethylation / Human Phase I,Human,CYP2B6;CYP2C8;CYP2C19;CYP3A4,BIOTID00243,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9394023
10101,ketobemidone,161154,Norketobemidone,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP2C9,BIOTID00644,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
644025,(r)-ketamine,10105008,Norketamine,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C9; CYP2B6; CYP3A4 ,BIOTID00077,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5284569,hydrocodone,13001737,Norhydromorphone,N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00605,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"furafylline by human P4501A2, ZSSX Proceedings, 7th North Amen-|PMID:14998425"
5284570,Hydromorphone,10355824,Norhydromorphone,N-dealkylation of mixed tertiary amine / Human Phase I,Human,CYP3A4; CYP2C9; CYP2D6,BIOTID01398,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
3386,Fluoxetine ,4541,Norfluoxetine,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C9 (major); CYP2D6,BIOTID01388,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
3345,fentanyl,259381,Norfentanyl,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00558,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Feierman, D. et al. (1996); Metabolism of fentanyl, a synthetic opioid analgesic, by human liver microsomes; Drug metabolism and disposition; 0090-9556/96/2409-0932-939$02.OO/O"
5359271,ethylmorphine,13728875,Norethylmorphine,N-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00541,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7756104
6230,Norethindrone,71751192,Norethindrone-O-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01782,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://pubchem.ncbi.nlm.nih.gov/compound/71751192
667468,doxepin,5353833,Nordoxepin,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2C19,BIOTID00510,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Musshoff F. et al. (2010); Pharmacogenetics and forensic toxicology; Forensic Sci Int.; 203, 53-62. DOI:doi:10.1016/j.forsciint.2010.07.011"
3016,diazepam,2997,nordiazepam,N-dealkylation of secondary carboxamide / Human Phase I,Human,CYP2B6; CYP3A4; CYP3A5; CYP2C19; CYP2C8; CYP2C9; CYP2C18,BIOTID00487,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
10100,dextropropoxyphene,18804,Nordextropropoxyphene,N-demethylation / Human Phase I,Human,CYP3A4,BIOTID00481,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15764408
66265,dexfenfluramine,15897,nordexfenfluramine,N-dealkylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID00474,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9825834
854019,cotinine,92223,Norcotinine,N-dealkylation of tertiary carboxamide / Human Phase I,Human,CYP2A6,BIOTID00440,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Oscarson, M; (2001); Genetic Polymorphisms in the Cytochrome P450 2A6 (CYP2A6) Gene: Implications for Interindividual Differences in Nicotine Metabolism; Drug Metabolism and Disposition;  February 2001, 29 (2) 91-95; DMD 29:91-95, 200"
5284371,codeine,9925873,norcodeine,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00436,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Caraco, Y et al. (1996); Microsomal codeine N-demethylation: cosegregation with cytochrome P4503A4 activity; Drug Metab Dispos. 1996 Jul;24(7):761-4"
644018,(-)-pseudococaine,154699498,Norcocaine,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00037,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. (1997); Human Cytochrome P450 Enzymes: A Status Report Summarizing Their Reactions, Substrates, Inducers, and Inhibitors; Drug Metabolism reviews 1997, 29, 413-580|Brone, R.F. et al. (1977); Biological Effects of Cocaine Derivatives I: Improved Systhesis and Pharmacological Evaluation of Norcocaine; J. Pharm. Sci. 1977, 66, 119-120."
5311047,cisapride,9861621,Norcisapride,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP2C8; CYP2B6,BIOTID00411,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2769,(+-)-Cisapride,3019427,Norcisapride,N-dealkylation of mixed tertiary amine / Human Phase I,Human,CYP3A4; CYP2C8; CYP2B6 ,BIOTID00415,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
644073,Buprenorphine,114976,Norbuprenorphine,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP2C8; CYP2C9; CYP3A5,BIOTID01355,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"(R) Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
2247,astemizole,123618,norastemizole,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4 (minor),BIOTID00290,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Matsumoto, S.and Yamazoe, Y. (2001); Involvement of multiple human cytochromes P450 in the liver microsomal metabolism of astemizole and a comparison with terfenadine; Br J Clin Pharmacol.; 51(2):133-42; PMID:11259984; PMCID:PMC2014443"
2206,antipyrine,70335,Norantipyrine,N-dealkylation of hydrazine / Human Phase I,Human,CYP2C8; CYP2C19; CYP2C9; CYP1A2,BIOTID00259,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
51263,alfentanil,162172,Noralfentanil,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00236,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5070,riluzole,9859774,N-Hydroxyriluzole,N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1A1,BIOTID00876,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754426"
4754,phenacetin,29539,N-Hydroxyphenacetin,N-hydroxylation of secondary arylamide / Human Phase I,Human,CYP1A1; CYP1A2,BIOTID00792,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Venkatakrishnan, K. et al. (1998); Human cytochromes P450 mediating phenacetin O-deethylation in vitro: validation of the high affinity component as an index of CYP1A2 activity; J Pharm Sci. 1998 Dec;87(12):1502-7; PMID:10189256"
62275,meiqx,115104,N-HydroxyMeIQX,N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1A2,BIOTID00693,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Fujita, K. et al. (2002). Down-regulation of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx)-induced CYP1A2 expression is associated with bovine lactoferrin inhibition of MeIQx-induced liver and colon carcinogenesis in rats. PMID:12079509"
53462,"2-Amino-3-methylimidazo(4,5-F)quinoline",105079,"N-Hydroxy-2-amino-3-methylimidazo[4,5-f]quinoline (N-Hydroxy-IQ)",N-Hydroxylation / Human Phase I,Human,CYP1A2; CYP1A1,BIOTID00005,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9111224
6124,N-Nitrosodimethylamine,119111,N-Nitroso-N-methyl-N-hydroxymethylamine,Hydroxylation of sp3-carbon adjacent to N in nitrosamine / Human Phase I,Human,CYP2E1; CYP2A6,BIOTID01126,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
25418,ethylmethylnitrosamine,108081,N-Nitrosomethylamine,N-dealkylation / Human Phase I,Human,CYP2A6;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00540,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8824531
6124,N-Nitrosodimethylamine,108081,N-Nitrosomethylamine,N-dealkylation of N-alkylnitrosamine / Human Phase I,Human,CYP1A2; CYP2E1,BIOTID01127,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kelley, R.W. et al. (2006); Heteromeric Complex Formation between CYP2E1 and CYP1A2: Evidence for the involvement of electrostatic interactions; Biochemistry. 2006 December 26; 45(51): 15807-15816.; doi:10.1021/bi061803n; PMCID:PMC1994092"
25418,ethylmethylnitrosamine,149201,N-Nitrosoethanamine,N-dealkylation / Human Phase I,Human,CYP2A6;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00539,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8824531
5921,Nitrosodiethylamine,149201,N-Nitrosoethanamine,N-dealkylation of nitrosodialkylamine / Human Phase I,Human,CYP2A6; CYP2B6; CYP2E1,BIOTID01125,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|Ekins, S. and Wrighton, S.A. (1999); The role of CYP2B6 in Human Xenobiotic Metabolism; Drug Metabolism Reviews, 31:3, 719-754, DOI:10.1081/ DMR-100101942; PMID:10461547"
14335,N'-nitrosoanabasine,154699534,"N'-nitrosoanabasine, N-glucuronide",N-Glucuronidation / Human Phase II,Human,UGT2B10,BIOTID01585,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k|Chen G et al. (2008); Glucuronidation of Tobacco-Specific Nitrosamines by UGT2B10; Drug Metab Dispos. 2008 May;36(5):824-30; PMID:18238858; DOI:10.1124/dmd.107.019406"
5281071,olopatadine,14127209,N-monodemethylolopatadine,N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00770,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12433826
949,"N,N-Dimethylaniline",7515,N-Methylaniline,N-Demethylation / Human Phase I,Human,CYP1A2;CYP2B1;CYP4B1,BIOTID01274,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Karki, S. B., Dinnocenzo, J. P., Jones, J. P., Korzekwa, K. R. (1995). Mechanism of oxidative amine dealkylation of substituted N,N-dimethylanilines by cytochrome P-450: application of isotope effect profiles. Journal of the American Chemical Society. 117:"
13909090,(S)-Methylenedioxyethylamphetamine,145996806,"N-methyl-3,4-methylenedioxyamphetamine",Demethylenation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2D6;CYP2E1;CYP3A4,BIOTID01061,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10799653
1615,"N-methyl-3,4methylenedioxyamphetamine ",161126,"N-Methyl-3,4dihydroxyamphetamine ",Methylenedioxy ring opening / Human Phase I,Human,CYP2D6; CYP1A2 ,BIOTID01433,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
667458,"(R)-3,4-Methylenedioxymethamphetamine",67851484,"N-Methyl-3,4- dihydroxyamphetamine",Methylenedioxy ring opening / Human Phase I,Human,CYP1A2; CYP2D6,BIOTID00011,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
119590,deramciclane,9865894,"N-Methyl-2-[(1,7,7-trimethyl-2-phenyl-2-bicyclo[2.2.1]heptanyl)oxy]ethanamine",N-demethylation / Human Phase I,Human,CYP3A4,BIOTID00468,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14566442
4927,Promethazine,169959,N-Methyl-1-(10H-phenothiazin-10-yl)propan-2-amine,N-Demethylation / Human Phase I,Human,CYP2D6,BIOTID01165,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8946477
8931837,4-Methylaminomethyl-7-methoxycoumarin,15896064,N-methyl 7-hydroxy-4-(aminomethyl)-coumarin,N-Dealkylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID00179,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11095593
10783,clomethiazole,581759,NLA-715,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6,BIOTID00426,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12734608
157704,"3,5-pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester, (4r)-",146012,Nitrendipine M (dehydro),Dehydrogenation / Human Phase I,Human,CYP3A4 ,BIOTID00164,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:2061924
91480,Nirvanol,53463653,Nirvanol N-glucuronide,N-glucuronidation / Human Phase II,Human,UGT,BIOTID01706,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
107921,S-Mephenytoin,6540813,Nirvanol,N-dealkylation of dicarboximide / Human Phase I,Human,CYP2C19; CYP2C18; CYP2D6; CYP1A2; CYP3A4; CYP2B6,BIOTID01301,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Koyama, E. et al. (1997); Reappraisal of Human CYP Isoforms Involved in Imipramine N-Demethylation and 2-Hydroxylation: A Study Using Microsomes Obtained from Putative Extensive and Poor Metabolizers of S-Mephenytoin and Eleven Recombinant Human CYPs; Journal of Pharmacology and Experimental Therapeutics; 281 (3) 1199-1210;"
942,Nicotine,154699943,Nicotine N-glucuronide,N-Glucuronidation / Human Phase II,Human,UGT1A4; UGT1A9,BIOTID01587,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
904,acetanilide,115251,N-Hydroxy-N-phenylacetamide,N-hydroxylation of anilide / Human Phase I,Human,CYP2E1,BIOTID00228,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2955,dapsone,65387,N-Hydroxydapsone,N-hydroxylation of aniline to hydroxylamine / Human Phase I,Human,CYP2E1; CYP3A4; CYP2C9; CYP2C8,BIOTID00458,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Winter HR, Wang Y, Unadkat JD (2000); CYP2C8/9 mediate dapsone N-hydroxylation at clinical concentrations of dapsone; Drug Metab Dispos. 2000 Aug;28(8):865-8, PMID:10901692"
17534,6-chrysenamine,115225,N-Hydroxychrysene,N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1B1; CYP1A2; CYP1A1; CYP2A6; CYP2B6,BIOTID01342,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
153360,N-hydroxy-benzidine,129827299,N-hydroxy-benzidine O-acetyl,O-acetylation of N-hydroxylarylamine / Human Phase II,Human,NAT1,BIOTID01648,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Murata, M. et al. (2005); Carcinogenic 3-nitrobenzanthrone induces oxidative damage to isolated and cellular DNA; Free Radical Biology & Medicine 40 (2006) 1242-1249"
6115,aniline,7518,N-Hydroxyaniline,N-hydroxylation of primary arylamine / Human Phase I,Human,CYP2E1,BIOTID00258,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
24121,6-nitrochrysene,154699544,N-hydroxy-6-AC,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00193,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8481905
154699664,3-aminobenzanthrone,154700116,N-hydroxy-3-aminobenzanthrone,N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1A1; CYP1A2; CYP1B1; CYP2A6; CYP2B6; ,BIOTID01326,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Murata, M. et al. (2005); Carcinogenic 3-nitrobenzanthrone induces oxidative damage to isolated and cellular DNA; Free Radical Biology & Medicine 40 (2006) 1242-1249"
7057,2-naphthylamine,69176,N-Hydroxy-2-naphthalenamine,N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1A2,BIOTID00141,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S., Di Carlo, F. (1997) Human Cytochrome P450 Enzymes: A Status Report Summarizing Their Reactions, Substrates, Inducers, and Inhibitors; Drug Metabolism Reviews, 29:1-2, 413-580; DOI:10.3109/03602539709037591; PMID:9187528"
5895,N-hydroxy-2-aminofluorene,149047,"N-hydroxy-2-aminofluorene, O-acetyl",O-acetylation of N-hydroxylarylamine / Human Phase II,Human,NAT1,BIOTID01649,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Murata, M. et al. (2005); Carcinogenic 3-nitrobenzanthrone induces oxidative damage to isolated and cellular DNA; Free Radical Biology & Medicine 40 (2006) 1242-1249"
5897,2-Acetylaminofluorene,5896,N-Hydroxy-2-acetamidofluorene,N-hydroxylation of secondary arylamide / Human Phase I,Human,CYP1A2,BIOTID00134,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"McManus, M. E. et al (1990), Metablism of 2-acetylaminofluorene and Benzo(a)pyrene activation of food-derived heterocyclic amine mutagens by human cytochromes P-450; Cancer research, 50 (11); 3367-3376, PMID:2334931"
5897,2-Acetylaminofluorene,5896,N-Hydroxy-2-acetamidofluorene,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00137,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"McManus, M. E. et al (1990), Metablism of 2-acetylaminofluorene and Benzo(a)pyrene activation of food-derived heterocyclic amine mutagens by human cytochromes P-450; Cancer research, 50 (11); 3367-3376, PMID:2334931"
15352,1-aminopyrene,114981,N-hydroxy-1-aminopyrene,N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1A1; CYP1A2; CYP3A4,BIOTID01319,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. and Guengerich, F.P. (2012); Contributions of Human Enzymes in Carcinogen Metabolism; Chem Res Toxicol; 25(7): 1316-1383; DOI:10.1021/tx300132k; PMID:22531028"
4284,DEET,39241640,N-Ethyl-N-(2-hydroxyethyl)-3-methylbenzamide,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2A6; CYP2C19; CYP3A4; CYP3A5,BIOTID01130,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Usmani, K.A. et al (2002); In vitro human metabolism and interactions of repellent N,N-diethyl-m-toluamide; Drug. Metab. Dispos.;30(3):289-94.; PMID11854147"
12051,"n,n-diethylformamide",20086843,N-Ethyl-N-(1-hydroxyethyl)formamide,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1;CYP3A4,BIOTID00736,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11684354
4284,DEET,93103,N-ethyl-m-toluamide,N-dealkylation of tertiary carboxamide / Human Phase I,Human,CYP2C19; CYP3A4,BIOTID01369,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Usmani, K.A.; (2002). In vitro human metabolism and interactions of repellent N,N-diethyl-m- toluamide. Drug Metab. Dispos., Vol. 30, No. 3, (289-294)."
64143,Nelfinavir,475066,Nelfinavir hydroxyl-t- butylamide,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2C19,BIOTID01260,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
622606,N-Desmethylclomipramine,3085253,N-Didesmethylclomipramine,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C19; CYP3A4; CYP1A2,BIOTID01381,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
4932,Propafenone ,128820,N-Despropylpropafenone,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP1A2; CYP3A4,BIOTID01459,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"R1) Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
969472,eszopiclone,162892,N-desmethyl-zopiclone,N-desmethylation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00535,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10460808
60857,zolmitriptan,178536,N-Desmethylzolmitriptan,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP1A2,BIOTID01237,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
11846746,(s)-venlafaxine,9860056,N-Desmethylvenlafaxine,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2C19 (major); CYP3A4 (minor); CYP2C9 (minor),BIOTID00107,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
33741,tramadol,198555,N-desmethyltramadol,N-demethylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID01040,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19902987
3005573,toremifene,3035212,N-desmethyltoremifene,N-dealkylation of aliphatic tertiary amines (pattern1); N-dealkylation of acyclic tertiary amines / Human Phase I,Human,CYP1A1; CYP1A2; CYP3A4 (major),BIOTID01034,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
3005573,toremifene,3035212,N-desmethyltoremifene,Deamino / Human Phase I,Human,CYP1A1; CYP1A2; CYP3A4 (major),BIOTID01035,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
5452,Thioridazine,558813,N-desmethylthioridazine ,N-dealkylation of mixed tertiary amine / Human Phase I,Human,CYP1A2; CYP3A4,BIOTID01480,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754425"
1549008,terbinafine,6443233,N-Desmethylterbinafine,N-dealkylation of aliphatic tertiary amines (pattern1); N-dealkylation of acyclic tertiary amines / Human Phase I,Human,CYP2C8; CYP2C9; CYP1A2,BIOTID00988,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
2733526,tamoxifen,6378383,N-Desmethyltamoxifen,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2D6; CYP1A2; CYP1A1; CYP3A4; CYP1B1 (at a high concentration (250uM)); CYP2C9 (at a high concentration (250uM)); CYP2C19 (at a high concentration (250uM)); CYP3A5 (at a high concentration (250uM)); CYP2E1,BIOTID00968,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
68617,sertraline,577181,N-desmethylsertraline,N-desmethylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00945,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15547048
12136803,Rosuvastatin,124653453,N-Desmethylrosuvastatin,N-dealkylation of mixed tertiary amine / Human Phase I,Human,CYP2C9; CYP2C19 ,BIOTID01467,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3686"
77999,rosiglitazone,12000328,N-Desmethylrosiglitazone ,N-dealkylation of mixed tertiary amine / Human Phase I,Human,CYP2C8,BIOTID01465,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3684"
3955,loperamide,9805944,N-Desmethyloperamide,N-dealkylation of tertiary carboxamide / Human Phase I,Human,CYP3A4; CYP2D6; CYP2C8; CYP2B6,BIOTID00678,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kalgutkar, A.S. et al. (2004); IDENTIFICATION OF AN N-METHYL-4-PHENYLPYRIDINIUM-LIKE METABOLITE OF THE ANTIDIARRHEAL AGENT LOPERAMIDE IN HUMAN LIVER MICROSOMES: UNDER LYING REASON(S) FOR THE LACK OF NEUROTOXICITY DESPITE THE BIOACTIVATION EVENT,  DRUG METABOLISM  AND DISPOSITION, 2004, 32, 943-952|Yue, L. et al. (2016); Identification of novel small-molecule inhibitors targeting menin-MLL interaction, repurposing the antidiarrheal loperamide, Organic & Biomolecular Chemistry, 2016, 14, 8503-8519|Niemi, M. et al. (2006); Itraconazole, gemfibrozil and their combination markedly raise the plasma concentrations of loperamide, Eur J Clin Pharmacol 2006, 62: 463-472, DOI:10.1007/s00228-006-0133-z|Kim, K-A. et al. (2004); Identification of cytochrome P450 isoforms involved in the metabolism of loperamide in human liver microsomes,  Eur J Clin Pharmacol, 2004, 60, 575-581, DOI 10.1007/s00228-004-0815-3"
135398745,olanzapine,135446209,N-Desmethylolanzapine,N-desmethylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID00767,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8632334
4205,Mirtazapine,10467350,N-Desmethylmirtazapine,N-dealkylation of mixed tertiary amine / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID01415,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
154412,(R)-mianserin,153935,N-Desmethylmianserin,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP2D6; CYP1A2; CYP3A4; CYP2B6,BIOTID00840,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Rendic, S., Di Carlo, F. (1997) Human Cytochrome P450 Enzymes: A Status Report Summarizing Their Reactions, Substrates, Inducers, and Inhibitors; Drug Metabolism Reviews, 29:1-2, 413-580; DOI:10.3109/03602539709037591; PMID:9187528"
6450813,indiplon,44390222,N-Desmethylindiplon,N-dealkylation of tertiary carboxamide / Human Phase I,Human,CYP3A4; CYP1A2,BIOTID00619,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
5291,imatinib,9869737,N-desmethylimatinib,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4 (major); CYP2C8,BIOTID00610,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Vol. 10, p. 230.."
9651,galantamine,9838394,N-desmethylgalantamine,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP2D6,BIOTID00583,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Mannens, G.S.J. et al. (2002). The metabolism and excretion of galantamine in rats, dogs, and humans; Drug Metab Dispos. 2002 May;30(5):553-63.|"
154699873,erythromycin,154699974,N-Desmethylerythromycin,N-dealkylation of aliphatic tertiary amines (pattern1) / Human Phase I,Human,CYP3A4; CYP2B6,BIOTID00520,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
154699501,eletriptan,154699580,N-Desmethyleletriptan,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2D6 (major); CYP3A4 (major); CYP2C9 (minor); CYP2C19 (minor); CYP1A2 (minor); CYP2C8 (minor),BIOTID00517,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
3100,diphenhydramine,40791,N-Desmethyldiphenhydramine,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2D6; CYP1A2; CYP2C9; CYP2C19; CYP2B6,BIOTID00502,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
2895,cyclobenzaprine,9918,N-Desmethylcyclobenzaprine,N-dealkylation of aliphatic tertiary amines (pattern1); N-dealkylation of acyclic tertiary amines / Human Phase I,Human,CYP1A2 (major); CYP3A4 (major); CYP2D6 (minor),BIOTID00451,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
135398737,clozapine,135409468,N-Desmethylclozapine,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP1A2; CYP3A4; CYP2D6; CYP2C19; CYP2C8; CYP3A5; CYP2C9,BIOTID00433,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2801,clomipramine,622606,N-Desmethylclomipramine,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2C19; CYP3A4; CYP1A2,BIOTID00429,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
2789,clobazam,89657,N-desmethylclobazam,N-desmethylation / Human Phase I,Human,CYP2C9;CYP2C19,BIOTID00424,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15483195
154699474,clarithromycin,13923912,N-desmethyl-CLAR,N-demethylation / Human Phase I,Human,CYP3A4,BIOTID00421,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9152603
2771,Citalopram,162180,N-Desmethylcitalopram,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2D6; CYP2C19; CYP3A4,BIOTID01364,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"(R) Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
154700058,aminopyrine,154699540,N-Desmethylaminopyrine,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP1A2; CYP3A4; CYP2C18; CYP2C19; CYP2C8; CYP2C9; CYP2D6,BIOTID00251,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
4926,promazine,28315,N-Desmethyl promazine,N-dealkylation of aliphatic tertiary amines (pattern1); N-dealkylation of acyclic tertiary amines / Human Phase I,Human,CYP1A2 (major); CYP2C9 (minor); CYP2C19 (major); CYP2A6 (minor); CYP2B6 (minor); CYP2D6 (minor); CYP2E1 (minor),BIOTID00819,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
153999,ruboxistaurin,54543568,N-desmethyl LY333531,N-desmethylation / Human Phase I,Human,CYP3A4(major);CYP2D6(minor),BIOTID00888,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12167559
9851116,k-11777,154699829,N-desmethyl k-11777,N-Desmethylation / Human Phase I,Human,CYP3A4;CYP2D6,BIOTID00641,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11038163
446598,clindamycin,139595202,N-desmethyclindamycin,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00422,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12814964
21138,dexpropranolol (propranolol),159899,N-Desisopropylpropranolol,N-desisopropylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID00476,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8877032|PMID:8781788|PMID:10460802
156295,disopiramide,107858,N-Desisopropyldisopyramide,N-desalkylation / Human Phase I,Human,CYP3A4,BIOTID00503,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10901704
3114,Disopyramide,107858,N-Desisopropyldisopyramide,N-Dealkylation / Human Phase I,Human,CYP,BIOTID01513,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:23406671
5625,delavirdine,468304,N-Desisopropyl delavirdine,N-desalkylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00464,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9660845
5216,Simazine,13878,N-Desethylsimazine,N-dealkylation of secondary arylalkylamine / Human Phase I,Human,CYP1A1; CYP1A2; CYP2A6; CYP2C19; CYP2D6,BIOTID01470,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Ohkawa, H. and Inui, H. (2014); Metabolism of agrochemicals and related environmental chemicals based on cytochrome P450s in mammals and plants; Pest Manag Sci 2015; 71: 824-828"
206530,(s)-oxybutynin,9945371,N-desethyloxybutynin,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00100,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Sato, Y. et al. (2012); Conclusive Identification of the Oxybutynin-Hydrolyzing Enzyme in Human Liver; DRUGMETABOLISM ANDDISPOSITION 2012, 40, 902-906|MIZUSHIMA, H. et al. (2007); Stereoselective pharmacokinetics of oxybutynin and N-desethyloxybutynin in vitro and in vivo; Xenobiotica, 2007, 37, 59-73|Abramov, Y. et al. (2004); Oxybutynin for treatment of urge urinary incontinence and overactive bladder: an updated review; Expert Opin. Pharmacother., 2004, 5, 2351-2359"
2157,amiodarone,104774,N-Desethylamiodarone,N-dealkylation of aliphatic tertiary amines (pattern1); N-dealkylation of acyclic tertiary amines / Human Phase I,Human,CYP3A4; CYP2C8; CYP2C9; CYP1A2; CYP2D6,BIOTID00252,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
6378383,N-Desmethyltamoxifen,3036172,N-Desdimethyltamoxifen,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID01430,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
3009355,vicriviroc,11587992,N-Desalkylvicriviroc ,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID01090,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
24867300,itraconazole,14349865,N-Desalkyl-iteraconazole,N-Desalkylation / Human Phase I,Human,CYP3A4,BIOTID00354,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15242978
93250,2-oxoquazepam,4540,N-Desalkyl-2-oxoquazepam,N-dealkylation of tertiary carboxamide / Human Phase I,Human,CYP3A4; CYP2C9,BIOTID00144,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Miura, M and Ohkubo, T (2004); In vitrometabolism of quazepam in human liver and intestine and assessment of drug interactions; Xenobiotica; 34(11-12):1001-11; PMID:15801544; DOI:10.1080/02772240400015214"
48041,Encainide,55647,N-demethylencainide,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP2D6,BIOTID01377,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
3033767,3-Hydroxytamoxifen,3035880,N-Demethyldroloxifene,N-Demethylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID01198,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19817501;PMID:19902987
3120,Diuron,19113,N-demethyldiuron,N-dealkylation of urea / Human Phase I,Human,CYP1A1; CYP1A2; CYP2C19; CYP3A4,BIOTID01373,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Abass, K. et al. (2007c). Characterization of diuron N-demethylation by mammalian hepatic microsomes and cDNA- expressed human cytochrome P450 enzymes. Drug Metab. Dispos., Vol. 35, No. 9, (1634-1641)."
39186,diltiazem,107891,N-Demethyldiltiazem,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP3A4 (major); CYP2C8 (minor); CYP2C9 (minor),BIOTID00500,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kurokawa, T. et al. (2015); Characterization of Species Differences in Tissue Diltiazem Deacetylation Identifies Ces2a as a Rat-Specific Diltiazem Deacetylase; The American Society for Pharmacology and Experimental Therapeutics; 43:1218-1225, August 2015;"
135564686,schembl69463,154699828,N-Demethyl-DA-8159,N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00919,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15801542
14050068,zinc188,10403087,N-demethyl-cyamemazine,N-demethylations / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C19;CYP3A4,BIOTID01218,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17951033
37632,adinazolam,119094,N-demethyladinazolam,N-demethylation / Human Phase I,Human,CYP2C19;CYP3A4,BIOTID00230,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9600717
339455,pyrazoloacridine,154700075,N-DEMETHYL Pyrazoloacridine,N-demethylation / Human Phase I,Human,CYP3A4,BIOTID00823,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14977851
1548972,fluvastatin,131750727,N-Deisopropyl-fluvastatin,N-deisopropylation / Human Phase I,Human,CYP2C9,BIOTID00574,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|Chugh, R. et al. (2007); Assessment of ifosfamide pharmacokinetics, toxicity, and relation to CYP3A4 activity as measured by the erythromycin breath test in patients with sarcoma; Cancer. 2007 Jun 1;109(11):2315-22; PMID:17464949; DOI:10.1002/cncr.22669"
3075626,ac1mip3e,154340,N-deethylated  ac1mip3e,N-deethylation / Human Phase I,Human,CYP3A4,BIOTID00217,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10219965
443879,tolterodine,9857016,N-Dealkylated tolterodine,N-deisopropylation / Human Phase I,Human,CYP3A4 (major); CYP2C9 (minor); CYP2C19 (minor),BIOTID01028,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
4748,perphenazine,10451115,N-Dealkylated perphenazine,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP1A2; CYP3A4; CYP2C9; CYP2C19; CYP2D6 ,BIOTID00789,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
13542,n-nitrosodibutylamine,186984,N-Butyl-N-(1-hydroxybutyl)nitrous amide,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2E1,BIOTID00734,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10837014
932,Narigenin,51136360,Narigenin 7-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01560,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
931,naphthalene,108063,"naphthalene-1,2 Expodation",Epoxidation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00742,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16243959
5360515,Naltrexone,71750923,Naltrexone-3-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01832,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
154699606,n_ac_pcbc,154699662,N-Ac-PCBC-SO,S-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00727,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8555406
154699700,n_ac_ffvc,154699710,N-Ac-FFVC-SO,S-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00726,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15025515
1983,acetaminophen,39763,N-Acetyl-p-benzoquinone,Oxidation of p-substituted anilides / Human Phase I,Human,CYP1A2; CYP2E1; CYP3A4; CYP2A6; CYP2C9; CYP2D6; CYP1A1,BIOTID00001,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
18787,N-Acetylbenzidine,78173372,"N-Acetylbenzidine, N-glucuronide",Glucuronidation of primary aromatic amine / Human Phase II,Human,UGT1A1; UGT1A4; UGT1A9,BIOTID01689,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
896,melatonin,903,N-Acetyl-5-hydroxytryptamine,O-aryl demethylation / Human Phase I,Human,CYP2C19 (major); CYP1A2; CYP2E1,BIOTID00696,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Kazumi, Y.Y. et al. (2011); Construction of a CYP2E1-template system for prediction of the metabolism on both site and preference order; Drug Metabolism Reviews; 43:4; 409-439; DOI:10.3109/03602532.2011.624103; PMID:22017508"
49971,Glu-P-1,128685,"N-Acetyl-2-amino-6-methyldipyrido(1,2-a-3',2'-d)imidazole",N-acetylation / Human Phase II,Human,"NAT1,NAT2",BIOTID01814,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
154700145,n_ac_dfec,154699596,N-Ac-DFEC-SO,S-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00725,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15025515
1935,tacrine,3655,N4-hydroxylamine,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP1A2,BIOTID00963,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259993"
104954,N2-Hydroxy-PhIP,154699553,N2-Hydroxy-PhIP-N3-glucuronide,N-Glucuronidation / Human Phase II,Human,UGT,BIOTID01568,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k|Walters DG et al. (2004); Carcinogenesis vol.25 no.9 pp.1659-1669; doi:10.1093/carcin/bgh164"
104954,N2-Hydroxy-PhIP,121230711,N2-Hydroxy-PhIP-N2-glucuronide,Hydroxylamine O-glucuronidation / Human Phase II,Human,UGT,BIOTID01569,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k|Walters DG et al. (2004); Carcinogenesis vol.25 no.9 pp.1659-1669; doi:10.1093/carcin/bgh164"
13226840,N-(2-methoxyphenyl)hydroxylamine,153707036,"N-(2-methoxyphenyl)hydroxylamine, O-acetyl",O-acetylation of N-hydroxylarylamine / Human Phase II,Human,NAT1,BIOTID01651,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Murata, M. et al. (2005); Carcinogenic 3-nitrobenzanthrone induces oxidative damage to isolated and cellular DNA; Free Radical Biology & Medicine 40 (2006) 1242-1249"
157717,(r)-metoprolol,92978216,N_DEISOPROPYLATION,N-deisopropylation / Human Phase I,Human,CYP2C19,BIOTID00081,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
6850809,"Lopinavir, D-valine diastereomer-",75213007,"N-[5-[[2-(2,6-Dimethylphenoxy)acetyl]amino]-4-hydroxy-1,6-diphenylhexan-2-yl]-2-(4-hydroxy-2-oxo-1,3-diazinan-1-yl)-3-methylbutanamide",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00212,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10421617
6850809,"Lopinavir, D-valine diastereomer-",73729739,"N-[5-[[2-(2,6-Dimethylphenoxy)acetyl]amino]-4-hydroxy-1,6-diphenylhexan-2-yl]-2-(2,4-dioxo-1,3-diazinan-1-yl)-3-methylbutanamide",C-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00213,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10421617
3033634,"N-[4-(2,4-dichlorophenoxy)phenyl]hydroxylamine",154699813,"N-[4-(2,4-dichlorophenoxy)phenyl]hydroxylamine O-acetyl",O-acetylation of N-hydroxylarylamine / Human Phase II,Human,NAT1,BIOTID01650,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Murata, M. et al. (2005); Carcinogenic 3-nitrobenzanthrone induces oxidative damage to isolated and cellular DNA; Free Radical Biology & Medicine 40 (2006) 1242-1249"
2218,Aprindine,10337233,"N-[3-(N,NDiethylamino)propyl]-N-phenyl-2-aminoindan-5-ol",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6,BIOTID01350,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
65885,ecabapide,117563617,"N-[2-(3,4-dimethoxyphenyl)ethyl]-2-oxoacetamide",N-dealkylation of secondary arylalkylamine / Human Phase I,Human,CYP3A4,BIOTID00514,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Fujimaki, N. et al. (1999); Identification of cytochromes P450 involved in human liver microsomal metabolism of ecabapide, a prokinetic agent; xenobiotica; 29:12, 1273-1282; DOI:10.1080/004982599237930"
41781,torasemide,14475217,"N-[(4-{[3-(hydroxymethyl)phenyl]imino}-1,4-dihydropyridin-3-yl)sulfonyl]propane-2-carbamimidic acid",Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C9,BIOTID01033,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
101663689,N-demethylencainide,159040,"N,O-didemethylencainide",O-aryl demethylation / Human Phase I,Human,CYP2D6,BIOTID01383,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
54736,O-demethylencainide,159040,"N,O-didemethylencainide",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP2D6,BIOTID01384,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
45138909,schembl7750160,101650227,"N,N-Dimethyl-5-[5-oxo-2-(trifluoromethyl)phenothiazin-10-yl]pentan-1-amine",S-Oxidation / Human Phase I,Human,CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00928,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8100507
45138909,schembl7750160,101650225,"N,N-Dimethyl-5-[2-(trifluoromethyl)phenothiazin-10-yl]pentan-1-amine oxide",N-Oxidation / Human Phase I,Human,CYP2D6,BIOTID00927,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8100507
4284,DEET,155712,"N,N-diethyl-m-hydroxymethylbenzamide",Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP1A2; CYP2B6; CYP2D6; CYP2E1,BIOTID01129,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Usmani, K.A. et al (2002); In vitro human metabolism and interactions of repellent N,N-diethyl-m-toluamide; Drug. Metab. Dispos.;30(3):289-94.; PMID11854147"
40791,N-Desmethyldiphenhydramine,36060,"N,N-Didesmethyldiphenhydramine",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2D6; CYP1A2; CYP2C9; CYP2C19,BIOTID01428,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
162180,desmethylcitalopram,162976,"N,N-Didesmethylcitalopram",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2D6,BIOTID00469,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
11255350,Desmethylescitalopram,162976,"N,N-Didesmethylcitalopram",N-Demethylation / Human Phase I,Human,CYP2D6,BIOTID01064,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10575324
38989112,Monodesethylchloroquine,122672,"N,N-didesethylchloroquinone",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2D6,BIOTID01462,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
1988,Acetachlor,89188136,N-(Ethoxymethyl)-2-ethyl-6-methylaniline,N-demethoxymethylation / Human Phase I,Human,CYP2B6; CYP3A4,BIOTID01335,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Coleman, S. et al.; Comparative metabolism of chloroacetamide herbicides and selected metabolites in human and rat liver microsomes.; Environ Health Perspect. 2000 Dec;108(12):1151-7"
6918154,zatosetron,14838375,"N-(8-Azabicyclo[3.2.1]octan-3-yl)-5-chloro-2,2-dimethyl-3H-1-benzofuran-7-carboxamide",N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID01209,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8070310
8764,4-phenoxyaniline,80579,N-(4-Phenoxyphenyl)acetamide,N-acetylation / Human Phase II,Human,NAT,BIOTID01903,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:735860|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
95213,O-isopropyl acetaminophen,79616,N-(4-Methoxyphenyl)formamide,C-dealkylation / Human Phase I,Human,CYP1A2,BIOTID01139,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11139129
9891080,schembl4023988,154700129,N-(4-chlorophenyl)-N-(2-methyl-2H-tetrazol-5-ylmethyl)amine,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00915,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15022728
5325,sulfamerazine,67181,N(4)-Acetylsulfamerazine,N-acetylation / Human Phase II,Human,NAT,BIOTID01968,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:487121|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
154575,RP73401,57188144,"N-(3,5-Dichloropyridin-4-yl)-3-(3-hydroxycyclopentyl)oxy-4-methoxybenzamide",Aliphatic Hydroxylation / Human Phase I,Human,CYP2B6,BIOTID01151,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9316851
22770,4-aminoveratrole,244160,"N-(3,4-Dimethoxyphenyl)acetamide",N-acetylation / Human Phase II,Human,NAT,BIOTID01840,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:735860|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
92253,levobupivacaine,115282,"N-(2,6-Dimethylphenyl)piperidine-2-carboxamide",N-demethylation / Human Phase I,Human,CYP2C19;CYP2D6;CYP3A4,BIOTID00664,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10725304
6896,"2,6-Xylidine",145679,"N-(2,6-dimethylphenyl)hydroxylamine",N-hydroxylation of primary arylamine / Human Phase I,Human,CYP2A6; CYP2E1,BIOTID01325,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
7259,"2,5-dimethylaniline",16304,"N-(2,5-Dimethylphenyl)acetamide",N-acetylation of arylamine / Human Phase II,Human,NAT1; NAT2,BIOTID01660,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:686074|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
7250,"2,4-dimethylaniline",16303,"N-(2,4-Dimethylphenyl)acetamide",N-acetylation of arylamine / Human Phase II,Human,NAT1; NAT2,BIOTID01659,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:686074|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
6893,"2,3-dimethylaniline",8656,"N-(2,3-Dimethylphenyl)acetamide",N-acetylation of arylamine / Human Phase II,Human,NAT1; NAT2,BIOTID01658,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:686074|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
57363,finasteride,20034539,"N-(1-Hydroxy-2-methylpropan-2-yl)-9a,11a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,5a,6,9b,10,11-dodecahydroindeno[5,4-f]quinoline-1-carboxamide",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00559,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8654202
71750,"8-aminoisoindolo (1,2-b)quinazolin-12(10H)-one",356023,"N-(12-Oxo-10H-isoindolo[1,2-b]quinazolin-8-yl)acetamide",N-acetylation of arylamine / Human Phase II,Human,NAT,BIOTID01723,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:735860|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
206044,muraglitazar,44448487,N-((4-Hydroxyphenyl)methyl)-N-((4-methoxyphenoxy)carbonyl)glycine,Aromatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP2D6;CYP3A4,BIOTID00720,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17062778
446541,mycophenolic acid,6442661,Mycophenolic acid glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01631,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5284371,codeine,5288826,morphine,O-aryl demethylation / Human Phase I,Human,CYP2D6,BIOTID00435,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Caraco, Y et al. (1996); Microsomal codeine N-demethylation: cosegregation with cytochrome P4503A4 activity; Drug Metab Dispos. 1996 Jul;24(7):761-4"
5359271,ethylmorphine,4253,Morphine,O-dealkylation / Human Phase I,Human,CYP3A4,BIOTID00542,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7756104
5281040,montelukast,15297728,montelukast sulfoxide,S-oxidation of dialkylthioether to sulfoxide / Human Phase I,Human,CYP3A4; CYP2A6,BIOTID00711,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"R1) Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5281040,montelukast,9960377,"Montelukast 1, 2-Diol",Hydroxylation of terminal methyl / Human Phase I,Human,CYP2C9,BIOTID00714,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"R1) Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3678"
4115,Methoxychlor,183679,Mono-hydroxy-methoxychlor,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP1A2; CYP2A6; CYP2B6; CYP2C8; CYP2C9; CYP2D6; CYP2C19; CYP3A4,BIOTID01419,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Hu, Y. and Kupfer, D. (2002); Metabolism of the Endocrine Disruptor Pesticide-Methoxychlor by Human P450s: Pathways Involving a Novel Catechol Metabolite; Drug Metab Dispos. 2002 Sep;30(9):1035-42."
108213,bifendate,124746,Mono-O-demethylated bdd,O-Demethylation / Human Phase I,Human,CYP1A2,BIOTID00305,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11259320
3676,lidocaine,24415,Monoethylglycinexylidide,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP1A2; CYP3A4; CYP3A5; CYP2C8; CYP2C18; CYP2B6; CYP2A6,BIOTID00668,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Ekins, S. and Wrighton, S.A. (1999); The role of CYP2B6 in Human Xenobiotic Metabolism; Drug Metabolism Reviews, 31:3, 719-754, DOI:10.1081/ DMR-100101942; PMID:10461547|Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
446536,qun,45039956,"Monodesethyl Quinacrine, Dihydrochloride",N-desethylation / Human Phase I,Human,CYP3A4,BIOTID00837,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16581945
55245,mifepristone,10070462,Monodemethylated mifepristone,N-dealkylation of mixed tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00707,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Khan, K. K. et al. (2002); Midazolam oxidation by cytochrome P450 3A4 and active-site mutants: An evaluation of multiple binding sites and of the metabolic pathway that leads to enzyme inactivation; Mol. Pharmacol. 61:495-506|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996016"
4168,metoclopramide,33761,monodeethylmetoclopramide,N-dealkylation / Human Phase I,Human,CYP1A2;CYP2C8;CYP2C19;CYP2D6;CYP3A4,BIOTID00704,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11854155
2955,dapsone,11257,Monoacetyldapsone,N-acetylation of arylamine / Human Phase II,Human,NAT2,BIOTID02142,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
368697,n-({4-[(5-bromopyrimidin-2-yl)oxy]-3-methylphenyl}carbamoyl)-2-(dimethylamino)benzamide,10253524,mmBPU,N-Demethylation / Human Phase I,Human,CYP1A1;CYP2D6;CYP2C9;CYP3A4;CYP3A5;CYP3A7,BIOTID00728,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16322314
4205,Mirtazapine,46782381,Mirtazapine N-oxide,N-oxidation of alicyclic tertiary amine / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID01414,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
5280343,Quercetin,13258914,Mikwelianin,O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02087,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
4192,midazolam,154699994,Midazolam N-glucuronide,N-glucuronidation of azole / Human Phase II,Human,UGT1A4,BIOTID01687,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
4184,Mianserine,3085244,Mianserin N-oxide,N-oxidation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4 (R>S); CYP1A2 (S>R),BIOTID01413,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
135413497,bropirimine,135435127,m-hydroxybropirimine,m-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP1A2,BIOTID00315,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wynalda, M.A. et al. (1998); Human biotransformation of bropirimine. Characterization of the major bropirimine oxidative metabolites formed in vitro; Drug Metab Dispos; 26(10):1048-51; PMID:9763414"
3475,Gliclazide,192219,Methylhydroxygliclazide,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID01394,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3676"
6328,1-iodomethane,115260,methylglutathione,GSH-conjugation of organohalide / Human Phase II,Human,GST,BIOTID02004,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
123606,almotriptan,71315712,methyl(2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethyl)amine,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP1A2; CYP2C8; CYP2E1; CYP2D6; CYP3A4,BIOTID00239,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
42586,Metalaxyl,20055269,Methyl N-(2-(hydroxymethyl)-6-methylphenyl)-N-(methoxyacetyl)-DL-alanine,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01173,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:21783735
31254,n-methylformamide,12228,Methyl Isocyanate,Oxidation of alkyl formamide / Human Phase I,Human,CYP2E1,BIOTID00732,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"J. Bolleddula et al.; Drug Metab Rev, 2014; 46(3): 379-419"
21603871,zinc1698316,18412844,"Methyl 7,18-dihydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate",Aromatic Hydroxylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID01215,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15289791
76957258,unii-vg463bm9rl component dtjqbbhyrqydeg-rlhiphhxsa-n,20642901,"Methyl 17-(2-hydroxyethyl)-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene-1-carboxylate",O-demethylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID01071,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12019193
26757,selegiline,36604,Methamphetamine,N-depropargylation of secondary or tertiary amine / Human Phase I,Human,CYP2B6; CYP2C19; CYP2D6; CYP1A2; CYP2C9; CYP3A4,BIOTID00938,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
42586,Metalaxyl,13073467,Metalaxyl acid,O-Demethylation / Human Phase I,Human,CYP2B6;CYP3A4,BIOTID01171,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:21783735
4075,mesalazine,65512,"mesalazine, N-acetyl",N-acetylation of arylamine / Human Phase II,Human,NAT,BIOTID01654,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Taggart, A.J. et al. (1992); The Effect of Age and Acetylator Phenotype on the Pharmacokinetics of Sulfasalazine in Patients with Rheumatoid Arthritis; Clinical Pharmacokinetics; October 1992, Volume 23, Issue 4, pp 311-320"
119467,s-methyl diethylthiocarbamate,3035711,MeDTC sulfoxide,S-oxidation of thiocarbamate / Human Phase I,Human,CYP3A4; CYP2A6; CYP2C9; CYP1A2; CYP2B6; CYP2E1; CYP2D6,BIOTID00897,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754426"
6279,Medroxyprogesterone Acetate,154699547,Medroxyprogesterone Acetate,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4;,BIOTID01501,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18725509
12704,"Methyl N,N-diethyldithiocarbamate",9989831,MeDDC sulfine ,S-oxidation of dithiocarbamate / Human Phase I,Human,CYP1A2; CYP2A6; CYP2B6; CYP2E1; CYP3A4; CYP3A5,BIOTID01116,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
9796365,"1-Methyl-10-alpha-methoxy-9,10-dihydrolysergol",597497,MDL,N-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00017,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8971425
12358970,Malathion,15415,Maloxon,Desulfuration of organophosphorodithioate / Human Phase I,Human,CYP1A2; CYP2B6; CYP2C19; CYP3A4,BIOTID01410,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Buratti, F.M. et al. (2005). Malathion bioactivation in the human liver liver: The contribution of different cytochrome P450 isoform. Drug Metab. Dispos., Vol. 33, No. 3, (295-302)."
2520,Verapamil,625729,M9 (D-703),O-aryl dealkylation adjacent to substituted carbon / Human Phase I,Human,CYP2C8,BIOTID01168,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
3749,irbesartan,101944494,M7,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2C9,BIOTID00629,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
154699840,N-[4-[2-[[(2R)-2-hydroxy-2-pyridin-3-ylethyl]amino]ethyl]phenyl]-4-[5-[4-(trifluoromethyl)phenyl]-3H-pyrrol-2-yl]benzenesulfonamide,154699471,M4,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00438,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12065436
9925883,YM-64227,154699790,"M-3 (1,3-trans)",Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP1A2,BIOTID01492,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
6279,Medroxyprogesterone Acetate,131699380,M-3,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4;,BIOTID01503,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18725509
9823886,CP-195543,154699637,M3,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4 ,BIOTID01075,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14742142
3749,irbesartan,11676932,M3,C-Oxidation / Human Phase I,Human,CYP2C9,BIOTID00630,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|PMID:9571222"
87173364,schembl896413,154700088,M28,O-Demethylation / Human Phase I,Human,CYP2C9;CYP2C19,BIOTID00930,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15319345
87173364,schembl896413,154700113,M24,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00931,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15319345
9925883,YM-64227,154699791,"M-2 (1,3-cis)",Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP1A2,BIOTID01491,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
6279,Medroxyprogesterone Acetate,71749110,M-2,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4;,BIOTID01502,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18725509
154699840,N-[4-[2-[[(2R)-2-hydroxy-2-pyridin-3-ylethyl]amino]ethyl]phenyl]-4-[5-[4-(trifluoromethyl)phenyl]-3H-pyrrol-2-yl]benzenesulfonamide,154700114,M2,N-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00437,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12065436
9823886,CP-195543,154699593,M1 and M2,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4 ,BIOTID01074,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14742142
154699547,Medroxyprogesterone Acetate,154699862,M-1,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4;,BIOTID01504,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18725509
101944494,M7,101944491,M1,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2C9,BIOTID01409,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5280445,Luteolin,5488307,Luteolin-7-glucuronide,O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02106,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
151166,Lumiracoxib,154699610,Lumiracoxib O-glucuronide,O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01671,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
151166,Lumiracoxib,154585067,Lumiracoxib metabolite 1,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID01407,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
9904747,4p-Carboxylumiracoxib,154699950,Lumiracoxib M22,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01867,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET01281
9904747,4p-Carboxylumiracoxib,154699950,Lumiracoxib M22,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01967,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
9576167,L-trofosfamide,3690,Ifosfamide,N-dechloroethylation / Human Phase I,Human,CYP3A4; CYP2B6,BIOTID00655,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|May-Manke, A. et al. (1999); Investigation of the major human hepatic cytochrome P450 involved in 4-hydroxylation and N -dechloroethylation of trofosfamide; Cancer Chemother Pharmacol. 1999;44(4):327-34; PMID:10447581; DOI:10.1007/s002800050985"
5280459,Quercitrin,25310,L-Rhamnose,Glycoside hydrolysis / Human Gut Microbial,Gut microbial environment,EC 3.2.1.X,BIOTID02156,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
3964,Loxepine,154699771,Loxepine N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A3,BIOTID01698,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
9802264,losartan carboxaldehyde,108185,Losartan carboxylic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00683,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7736913
3961,losartan,108185,Losartan carboxylic acid,Oxidation of prim alcohol to carboxylic acid / Human Phase I,Human,CYP2C9; CYP3A4; CYP3A5,BIOTID00681,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Ekins, S. and Wrighton, S.A. (1999); The role of CYP2B6 in Human Xenobiotic Metabolism; Drug Metabolism Reviews, 31:3, 719-754, DOI:10.1081/ DMR-100101942; PMID:10461547|Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
3958,Lorazepam,62966,Lorazepam glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01947,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0041917
501254,lisofylline,154700141,"lisofylline 4,5-diol",Hydroxylation of acyclic aliphatic secondary carbon / Human Phase I,Human,CYP3A4; CYP2A6,BIOTID00676,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Shin, H.S. et al. (1998); CYP3A4-mediated Oxidation of Lisofylline to Lisofylline 4,5-diol in Human Liver Microsomes, Journal of Pharmaceutical Sciences, 1998, 87, 390-393"
5365682,linoleyl alcohol,101105916,linoleyl O-glucuronide,Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01621,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jude, R.A. et al. (2001); Glucuronidation of Linoleic Acid Diols by Human Microsomal and Recombinant UDP-Glucuronosyltransferases: Identification of UGT2B7 as the Major Isoform Involved; Archives of Biochemistry and Biophysics; Vol. 389, No. 2, May 15, pp. 176-186, 2001; doi:10.1006/abbi.2001.2344"
440917,(+)-limonene,10819,Limonen-10-ol,Hydroxlation of methyl carbon adjacent to an aliphatic ring / Human Phase I,Human,CYP2C9; CYP2C19; CYP3A4,BIOTID01461,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
9576167,L-trofosfamide,154699918,l-ifosfamide,4-alkyl hydroxylation of oxoazaphosphorine / Human Phase I,Human,CYP3A4; CYP2B6; CYP2A6; CYP2C9,BIOTID00654,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023"
133021,licofelone,22500686,Licofelone M4,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP3A4; CYP2C8; CYP2C19; CYP2D6,BIOTID00665,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
133021,licofelone,154699910,Licofelone M2,Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP2C8; CYP2C9,BIOTID00666,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5280450,Linoleic acid,6246154,Leukotoxin,"Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP2C9; CYP2C19,BIOTID01404,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
9576167,L-trofosfamide,9554282,l-cyclophosphamide,N-dechloroethylation / Human Phase I,Human,CYP3A4; CYP2B6,BIOTID00656,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|May-Manke, A. et al. (1999); Investigation of the major human hepatic cytochrome P450 involved in 4-hydroxylation and N -dechloroethylation of trofosfamide; Cancer Chemother Pharmacol. 1999;44(4):327-34; PMID:10447581; DOI:10.1007/s002800050985"
154699570,Lansoprazole,154699880,Lansoprazole sulfone,S-oxidation of sulfoxide to sulfone / Human Phase I,Human,CYP3A4,BIOTID01402,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3676"
9578005,lansoprazole,10385385,Lansoprazole Sulfone,S-Oxidation / Human Phase I,Human,CYP3A4,BIOTID01390,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12975331
3827,Ketotifen,131769918,Ketotifen N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A3,BIOTID01700,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
3825,Ketoprofen,131281,Ketoprofen glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01873,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0010334
24867300,itraconazole,21281914,keto-iteraconazole ,C-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00353,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15242978
10101,ketobemidone,154700036,Ketobemidone sulfate,3-OH sulfonation of phenolic compound / Human Phase II,Human,SULT,BIOTID01709,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
10101,ketobemidone,154699543,Ketobemidone O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01708,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5280863,Kaempferol,22846027,Kaempferol-3-glucuronide,O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01852,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5281666,kaempferide,5280863,Kaempferol,O-aryl demethylation / Human Phase I,Human,CYP1A2 ; CYP2C9,BIOTID00643,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5281616,galangin,5280863,Kaempferol,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP1A2 ; CYP2C9,BIOTID00580,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"human cytochrome P450 1A2 by furafylline, ISSX Proceedings, 5th"
446284,eicosapentaenoic acid,5312543,Juniperonic acid,Epoxidation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C11;CYP2C23,BIOTID00516,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15766564
9797370,JNJ-10198409,18445712,JNJ-10198409 N-glucuronide C,N-glucuronidation of azole / Human Phase II,Human,UGT1A4; UGT1A9,BIOTID01686,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
9797370,JNJ-10198409,18445703,JNJ-10198409 N-glucuronide B,N-glucuronidation of azole / Human Phase II,Human,UGT1A9,BIOTID01684,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
5273755,eupatilin,5379096,Jaceosidine,O-demethylation / Human Phase I,Human,CYP1A2;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP2E1,BIOTID00553,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17701830
5464461,Jaceidin,21722026,Jaceidin 4'-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01862,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0031656
8405,isoquinoline,290378,isoquinoline N-oxide,N-Oxidation / Human Phase I,Human,CYP3A4; CYP2E1,BIOTID00633,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14977867
3767,isoniazid,71602,isoniazid N-acetyl,N-acetylation of Hydrazine derivative / Human Phase II,Human,NAT2,BIOTID01652,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.pharmgkb.org/pathway/PA166151813
5280450,Linoleic acid,5356421,Isoleukotoxin,"Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP2C9; CYP2C19,BIOTID01405,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
62275,meiqx,85785449,IQx-8-COOH,Oxidation of methyl to carboxylic acid / Human Phase I,Human,CYP1A2,BIOTID00694,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Fujita, K. et al. (2002). Down-regulation of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx)-induced CYP1A2 expression is associated with bovine lactoferrin inhibition of MeIQx-induced liver and colon carcinogenesis in rats. PMID:12079509"
798,indole,50591,Indoxyl,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2C19;CYP2E1,BIOTID00620,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11076521
802,Indole-3-acetic-acid,124202110,Indole-3-acetic-acid-O-glucuronide,O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01735,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060001
3696,imipramine,75162816,Imipramine N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A3,BIOTID01705,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
92805,hyocholic acid,154700091,hyocholic acid 6-O-glucuronide,6-OH glucuronidation of sterol / Human Phase II,Human,UGT,BIOTID01627,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Trottier, J. et al (2013); Profiling serum bile acid glucuronides in humans: gender divergences, genetic determinants and response to fenofibrate; Clin Pharmacol Ther. 2013 October ; 94(4): 533-543. doi:10.1038/clpt.2013.122.|http://www.uniprot.org/uniprot/P22309"
92805,hyocholic acid,126843482,hyocholic acid 24-O-glucuronide,Bile acid C24 acyl glucuronidation / Human Phase II,Human,UGT,BIOTID01626,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Trottier, J. et al (2013); Profiling serum bile acid glucuronides in humans: gender divergences, genetic determinants and response to fenofibrate; Clin Pharmacol Ther. 2013 October ; 94(4): 533-543. doi:10.1038/clpt.2013.122.|http://www.uniprot.org/uniprot/P22309"
5283834,"3alpha,12beta-dihydroxy-5alpha-cholan-24-oic acid",14298688,hyocholic acid (HCA),Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4 ,BIOTID00165,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19130183
10220327,(-)-zileuton,154700148,Hydroxyzileuton,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP2C9,BIOTID00042,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
71046,4p-Hydroxytriamterene,162951,Hydroxytriamterene sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID02027,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
6604035,terfenadine,9805485,hydroxyterfenadine,Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00387,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9733666
1549008,terbinafine,21917706,Hydroxyterbinafine,Hydroxylation of terminal methyl / Human Phase I,Human,CYP1A2; CYP2C8; CYP2C9; CYP2C19,BIOTID00989,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3676"
4449,nefazodone,11755137,Hydroxynefazodone,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00745,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10445380
688590,R-Tolperisone,71748883,hydroxymethyl-tolperisone,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C19;CYP2D6,BIOTID01073,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12695352
71616,voriconazole,125264509,Hydroxymethyl Voriconazole,Hydroxylation of terminal methyl / Human Phase I,Human,CYP3A4,BIOTID01097,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
6292,methaqualone,619742,hydroxy-methaqualone,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00700,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12900872
6292,methaqualone,63122,hydroxy-methaqualone,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00701,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12900872
6292,methaqualone,21143,hydroxy-methaqualone,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00699,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12900872
154699570,Lansoprazole,154699614,Hydroxylansoprazole,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C19; CYP2C9; CYP3A4,BIOTID01401,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
9891080,schembl4023988,11299037,hydroxy-KR-31543,N-Demethylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00914,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15022728
24867300,itraconazole,108222,Hydroxy-iteraconazole,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00352,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15242978
148124,docetaxel,15765778,Hydroxy-Docetaxel,Hydroxylation of terminal methyl / Human Phase I,Human,CYP3A4,BIOTID00504,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rodriguez-Antona, C. et al. (2006); Cytochrome P450 pharmacogenetics and cancer. Nature publishing group. (2006) 25, 1679-1691; DOI:10.1038/sj.onc.1209377"
135564686,schembl69463,154699990,Hydroxy-DA-8164,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00925,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15801542
135564686,schembl69463,154699935,Hydroxy-DA-8164,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00924,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15801542
135564686,schembl69463,154699749,Hydroxy-DA-8164,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00920,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15801542
135564686,schembl69463,154699748,Hydroxy-DA-8164,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00921,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15801542
135564686,schembl69463,154699578,Hydroxy-DA-8164,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00923,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15801542
135564686,schembl69463,154699573,Hydroxy-DA-8164,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00922,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15801542
2811,clotiazepam,154699886,Hydroxy-clotiazepam,Aliphatic Hydroxylation / Human Phase I,Human,CYP2B6;CYP3A4;CYP2C18;CYP2C19,BIOTID00431,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:6133664; PMID:16141545
3314,eugenol,70775,Hydroxychavicol,O-demethylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2D6;CYP2E1,BIOTID00552,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15576237
2662,celecoxib,9908776,Hydroxy celecoxib,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C9 (major); CYP3A4 (minor); CYP2C19 (minor),BIOTID00337,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Karjalainen, M. (2008), Blackwell Publishing Ltd In vitro Inhibition of CYP1A2 by Model Inhibitors, Anti-Inflammatory Analgesics and Female Sex Steroids: Predictability of in vivo Interactions; DOI:10.1111/j.1742-7843.2008.00252.x|Werner, U. ( 2003);Celecoxib inhibits metabolism ofcytochrome P450 2D6 substratemetoprolol in humans; (2003), DOI:10.1016/S0009-9236(03)00120-6"
104865,bosentan,6426755,Hydroxy Bosentan,Hydroxylation of terminal methyl / Human Phase I,Human,CYP3A4 (major); CYP2C9 (minor),BIOTID00308,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
996,phenol,785,Hydroquinone,p-Hydroxylation of phenol / Human Phase I,Human,CYP2E1,BIOTID00800,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5284570,Hydromorphone,46781713,Hydromorphone 3-sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID02014,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5284570,Hydromorphone,131769997,Hydromorphone 3-beta-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID02013,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET00180
5284569,hydrocodone,3648,Hydromorphone,O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00604,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"furafylline by human P4501A2, ZSSX Proceedings, 7th North Amen-|PMID:14998425"
3637,hydralazine,31507,hydralazine N-acetyl,N-acetylation of Hydrazine derivative / Human Phase II,Human,NAT,BIOTID01653,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Lemke, L.E. and McQueen, C.A. (1995); Acetylation and its role in the mutagenicity of the antihypertensive agent hydralazine.; Drug Metab Dispos. 1995 May;23(5):559-65.; PMID:7587931"
4296,1-(3-Trifluoromethylphenyl)piperazine,86055599,HO-TFMPP,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6; CYP1A2; CYP3A4,BIOTID00004,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14505325;PMID:14698036;PMID:15833296
92973650,zinc33952402,71379228,HO-MPPP,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C19;CYP2D6,BIOTID01220,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12867484
96365834,schembl17043265,66971611,HO-MPBP,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C19;CYP2D6,BIOTID00908,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17962373
40463419,"p-Methoxymethamphetamine, R-(-)-",4655,HO-MA,O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID01059,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15039289
8058,hexane,12297,Hexanol,Hydroxylation of penultimate aliphatic secondary carbon / Human Phase I,Human,CYP2B6; CYP2E1,BIOTID00603,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
72281,Hesperetin,56598869,Hesperetin 7-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01558,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
72281,Hesperetin,101644602,Hesperetin 3p-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01559,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
20274,1-iodoheptane,57458810,heptyl-glutathione,GSH-conjugation / Human Phase II,Human,GST,BIOTID01927,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
5280953,harmine,53663937,Harmol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6 (major); CYP2C9 (minor); CYP2C19 (minor); CYP1A2 (minor),BIOTID00600,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"North American ZSSX Meeting, San Diego, CA, October 20-25,"
3564,harmaline,3565,Harmalol,O-aryl demethylation / Human Phase I,Human,CYP2D6 (major); CYP1A2 (minor),BIOTID00599,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
3559,haloperidol,9975463,Haloperidol pyridinium,Formation of pyridinium from 4-substituted piperidine / Human Phase I,Human,CYP3A4,BIOTID00598,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"human cytochrome P450 1A2 by furafylline, ISSX Proceedings, 7th"
16048564,reduced_haloperidol,3559,haloperidol,Dehydrogenation / Human Phase I,Human,CYP3A4,BIOTID00349,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11717183
4483446,Gypsogenin,13919536,Gypsogenin 3-O-b-D-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01988,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0034520
5702063,guanabenz,9567831,Guanoxabenz,N-hydroxylation of guanidine or aminohydrazone / Human Phase I,Human,CYP1A2,BIOTID00596,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
24415,Monoethylglycinexylidide,87833,Glycinexylidide,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP1A2; CYP3A4,BIOTID01427,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
6918408,brostallicin,154699928,glutathionyl-brostallicin,GSH-conjugation / Human Phase II,Human,GST,BIOTID02077,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
5280373,biochanin a,5280961,Genistein,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19; CYP2D6; CYP2E1,BIOTID00306,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12166960
10548468,p-Hydroxygavestinel,154699638,gavestinel 4-sulfate,4-OH sulfonation of phenolic compound / Human Phase II,Human,SULT,BIOTID01596,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675.|http://www.hmdb.ca/metabolites/HMDB0061130"
6450546,Gavestinel,154699690,gavestinel 4-O-acyl glucuronide,O-glucuronidation of aromatic acid / Human Phase II,Human,UGT,BIOTID01594,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/drugs/DB06741
9651,galantamine,11748698,Galantamine N-oxide,N-oxidation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00582,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
40469545,zinc03978059,253325,free cortisol,Aliphatic Hydroxylation (6 beta-hydroxylation) / Human Phase I,Human,CYP3A4,BIOTID01213,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10234596
5324346,fluvoxamine,46781165,Fluvoxamino alcohol,O-dealkylation of dialkylether / Human Phase I,Human,CYP2D6 (major); CYP1A2 (minor),BIOTID00576,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
371436,dibenzylfluorescein,22090827,Fluorescein benzyl ester,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP2C8; CYP2C9; CYP2C19; CYP3A4,BIOTID00493,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
26369045,zinc15020070,16850,Fluorescein,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2C19,BIOTID01214,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17332142
4474062,flosequinan,131270,flosequinan sulfone,S-oxidation of sulfoxide to sulfone / Human Phase I,Human,CYP3A4,BIOTID00563,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kashiyama, E. et al, (1997); CYTOCHROME P450 RESPONSIBLE FOR THE STEREOSELECTIVE S-OXIDATION OF FLOSEQUINAN IN HEPATIC MICROSOMES FROM RATS AND HUMANS; The American Society for Pharmacology and Experimental Therapeutics; DOI:0090-9556/97/2506-07"
229016,4p-Hydroxyflavone,154699919,Flavone 4p-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01565,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
229015,3p-Hydroxyflavone,154699552,Flavone 3p-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01564,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
161860,2p-Hydroxyflavone,154699598,Flavone 2p-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01561,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
1890,7-Hydroxyflavanone,154699985,Flavanone 7-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01556,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
3346,Fenthion,23046,Fenthion oxon,Desulfuration of organophosphothioates / Human Phase I,Human,CYP1A2; CYP2B6; CYP2C9; CYP2C19; CYP3A4; CYP3A5,BIOTID01386,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Leoni, C. et al. (2008). The participation of human hepatic P450 isoforms, flavin-containing monooxygenases and aldehyde oxidase in the biotransformation of the insecticide fenthion. Toxicol. Appl. Pharmacol., Vol. 233, No. 2, (343-352)."
64929,Fenofibric Acid,10028724,Fenofibryl glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01842,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
15278225,(+)-fipronil,3078139,fipronil sulfone,S-oxidation of sulfoxide to sulfone / Human Phase I,Human,CYP3A4,BIOTID00048,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tang, J. et al. (2004); In vitro metabolism of fipronil by human and rat cytochrome P450 and its interactions with testosterone and diazepam; Chem Biol Interact. 2004 Apr 15;147(3):319-29"
188927,ezlopitant,6426129,"Ezlopitant, hydroxy-",Dehydrogenation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00557,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10950851
188927,ezlopitant,6426122,"Ezlopitant, dehydro-",Dehydrogenation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00556,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10950851
150311,Ezetimibe,9894653,Ezetimibe-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01630,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
123619,etoricoxib,44266508,Etoricoxib 1'-N'-oxide,Pyridine N-oxidation / Human Phase I,Human,CYP3A4 (major); CYP2C9 (minor); CYP2D6 (minor); CYP1A2 (minor),BIOTID00551,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|Chugh, R. et al. (2007); Assessment of ifosfamide pharmacokinetics, toxicity, and relation to CYP3A4 activity as measured by the erythromycin breath test in patients with sarcoma; Cancer. 2007 Jun 1;109(11):2315-22; PMID:17464949; DOI:10.1002/cncr.22669"
154700020,etoposide,53462036,Etoposide Catechol,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2E1;CYP3A4,BIOTID00549,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9732391
5880,Etiocholanolone,443078,Etiocholanolone glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01912,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0004484
6340,1-iodoethane,107650,ethylglutathione,GSH-conjugation / Human Phase II,Human,GST,BIOTID01816,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
9930667,ethiprole,22618433,Ethiprole Sulfone,S-oxidation of sulfoxide to sulfone / Human Phase I,Human,CYP3A4,BIOTID00538,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Caboni, P. et al. (2003); Phenylpyrazole Insecticide Photochemistry, Metabolism, and GABAergic Action: Ethiprole Compared with Fipronil; J. Agric. Food Chem. 2003, 51, 7055-7061; DOI:10.1021/jf030439"
6291,Mestranol,5991,ethinylestradiol,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP2C9,BIOTID01418,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
55456,tauromustine,3086342,"Ethanesulfonamide, 2-((((2-chloroethyl)nitrosoamino)carbonyl)amino)-N-methyl-",N-Dealkylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00979,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10553719
55456,tauromustine,3021902,"Ethanesulfonamide, 2-((((2-chloroethyl)amino)carbonyl)amino)-N,N-dimethyl-",Denitrosation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00980,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10553719
9971251,4-hydroxyestrone,129011097,Estrone 4-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A1; UGT1A3; UGT1A7; UGT1A8; UGT1A10,BIOTID01577,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
440623,2-hydroxyestrone,14016224,Estrone 2-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A1; UGT1A7; UGT1A8; UGT1A10,BIOTID01576,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
247304,2-hydroxyestradiol,14016228,Estradiol 2-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A1; UGT1A3; UGT1A7; UGT1A8; UGT1A10,BIOTID01571,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
101235253,"(13alpha)-3-methoxy-estra-1,3,5(10)-triene-17alpha-ol",12313794,Estradiol,O-Demethylation / Human Phase I,Human,CYP2C19(major);CYP2C9;CYP1A2;CYP3A4,BIOTID00052,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9714305
176870,Erlotinib,16045730,Erlotinib M14,O-dealkylation of dialkylether / Human Phase I,Human,CYP3A4; CYP3A5; CYP1A1; CYP1A2,BIOTID01205,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
6430026,Tetrahydrodaidzein,382975,Equol,Isoflavan-4-ol dehydroxylation / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02155,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
638078,"cyclohexene, 4-ethenyl-, (s)-",114431,Epoxy-4-vinylcyclohexene,Epoxidation / Human Phase I,Human,CYP2B6;CYP2E1,BIOTID00452,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11159809
7499,4-VINYLCYCLOHEXENE,114431,Epoxy-4-vinylcyclohexene,Alkene epoxidation / Human Phase I,Human,CYP2B6; CYP2E1,BIOTID01497,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"S. M. FONTAINE et al. (2001); ROLE OF INDUCTION OF SPECIFIC HEPATIC CYTOCHROME P450 ISOFORMS IN EPOXIDATION OF 4-VINYLCYCLOHEXENE; DRUG METABOLISM AND DISPOSITION; Vol. 29, No. 9"
10204,Epitestosterone,154699817,Epitestosterone O-glucuronide,17-OH glucuronidation of sterol / Human Phase II,Human,UGT,BIOTID01625,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"de Wildt, S.N. et al. (2012); Glucuronidation in Humans; Clinical Pharmacokinetics; June 1999, Volume 36, Issue 6, pp 439-452"
5816,Epinephrine,3035453,Epinephrine sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01844,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0001876
10685477,Enterolactone,154700118,Enterolactone O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01551,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5281081,Entacapone,29979332,Entacapone 3-o-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01629,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
60919,Tasosartan,10741138,enoltasosartan,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01524,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15974591
10090750,Endoxifen,131770047,Endoxifen O-sulfate,4-OH sulfonation of phenolic compound / Human Phase II,Human,SULT,BIOTID01550,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0061140
10090750,Endoxifen,71315759,Endoxifen O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01549,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
6378383,N-Desmethyltamoxifen,10090750,Endoxifen,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2D6,BIOTID01431,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
449459,4-Hydroxytamoxifen,10090750,Endoxifen,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID00177,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
3220,Emodin,154699998,Emodin 3-hydroxy-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01548,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
2566,Carbofuran,27975,e-hydroxy-carbofuran,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP1A2; CYP2C19; CYP3A4,BIOTID00336,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Abass, K. et al. (2010). Metabolism of carbosulfan II. Human interindividual variability in its in vitro hepatic biotransformation and the identification of the cytochrome P450 isoforms involved. Chem. Biol. Interact., Vol. 185, No. 3, (163-173).|Usmani et al.,Chem. Biol. Inter.,150,221,2004 PMID:15560889"
85782009,4-(ethylaminomethyl)-7-methoxycoumarin,154700024,EHAMC,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2C19;CYP2D6,BIOTID00171,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11095593
4543,nortriptyline,6420504,E-10-hydroxynortriptyline,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2D6,BIOTID00759,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
2160,amitriptyline,6420900,E-10-hydroxyamitriptyline,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2D6,BIOTID00254,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"R1) Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3676"
667477,Doxepin,131637124,Doxepin N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A3,BIOTID01702,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
681,Dopamine,76064178,Dopamine 4- D-Glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01593,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/drugs/DB00988
681,Dopamine,122136,dopamine 3-O-sulfate,3-OH sulfonation of phenolic compound / Human Phase II,Human,SULT,BIOTID01592,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0002028
5610,tyramine,681,Dopamine,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID01053,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9731223
154699794,reduced_dolasetron,154699640,Dolasetron N-oxide,Oxidation of nitrogen in a strained ring system / Human Phase I,Human,CYP3A4,BIOTID00849,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
3118,Disulfoton,17242,Disulfoton sulfoxide,S-oxidation of dialkylthioether to sulfoxide / Human Phase I,Human,CYP1A2; CYP2B6; CYP2C9; CYP2C18; CYP2C19; CYP2D6; CYP3A4,BIOTID01372,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Usmani, K.A.; (2004b). In vitro sulfoxidation of thioether compounds by human cytochrome P450 and flavin-containing monooxygenase isoforms with particular reference to the CYP2C subfamily. Drug Metab. Dispos., Vol. 32, No. 3, (333-339)."
12130,NDPA,8902,Dipropylimine,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1;CYP3A4,BIOTID01147,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10910959
11487,Diphenylamine,154699678,Diphenylamine N-glucuronide,N-glucuronidation / Human Phase II,Human,UGT1A3,BIOTID01695,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
289,Catechol,124202060,Diphenol glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01607,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0059998
3100,diphenhydramine,53463054,Diphenhydramine N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A3,BIOTID01697,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
5576,trimethadione,3081,Dimethadione,N-demethylation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2E1;CYP3A4,BIOTID01049,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14651673
114683,Dihyroxy-1H-indole,124202061,Dihyroxy-1H-indole glucuronide I,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01969,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0059997
5280343,Quercetin,471,Dihydroquercetin,Flavonoid C-ring reduction / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02159,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
10341948,beta-artelinic acid,540327,Dihydroqinghaosu (DQHS),O-Debenzylation / Human Phase I,Human,CYP3A4,BIOTID00301,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10456689
154699476,beta_arteether,154699699,DIHYDROQINGHAOSU,O-dealkylation / Human Phase I,Human,CYP2B6;CYP3A4,BIOTID00300,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9531517
5280961,Genistein,9838356,Dihydrogenistein,Reduction of isoflavone to isoflavanone / Human Gut Microbial,Gut microbial environment,Unspecified bacterial isoflavone reductase,BIOTID02169,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
931,naphthalene,11318,dihydrodiol,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00741,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16243959
5281708,Daidzein,176907,Dihydrodazein,4'-Dehydroxylation of substitued benzene / Human Gut Microbial,Gut microbial environment,Unspecified bacterial dehydroxylase,BIOTID02153,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
92973653,zinc33952517,71378089,di-HO-MDPPP,O-Demethylation / Human Phase I,Human,CYP2C19;CYP2D6,BIOTID01221,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16019948
154700044,digitoxin,92999,Digoxigenin Bisdigitoxoside,O-dealkylation / Human Phase I,Human,CYP3A4,BIOTID00497,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:1944247
3017,Diazinon,655,Diethyl thiophosphate,Dearylation of organphosphosulfur compound / Human Phase I,Human,CYP2C19,BIOTID00490,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kappers, W.A. et al.; (2001). Diazinon Is Activated by CYP2C19 in Human Liver. Toxicol. Appl. Pharmacol., Vol. 177, No. 1, (68-76)|Buratti, F.M. et al.; Toxicology and Applied Pharmacology 186 (2003) 143-154."
21804,Chlorpyrifos-oxon,654,Diethyl phosphorothioate,Dearylation of organphosphosulfur compound / Human Phase I,Human,CYP2C19; CYP2B6; CYP3A4,BIOTID01362,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
13754,Diazoxon,654,Diethyl phosphorothioate,Dearylation of organphosphosulfur compound / Human Phase I,Human,CYP2C19,BIOTID01371,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kappers, W.A. et al.; (2001). Diazinon Is Activated by CYP2C19 in Human Liver. Toxicol. Appl. Pharmacol., Vol. 177, No. 1, (68-76)|Buratti, F.M. et al.; Toxicology and Applied Pharmacology 186 (2003) 143-154."
2730,Chlorpyrifos,654,Diethyl phosphorothioate,Dearylation of organphosphosulfur compound / Human Phase I,Human,CYP2C19; CYP2B6; CYP3A4,BIOTID00402,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
13586,butadiene_monoxide,11254,diepoxybutane (DEB),Epoxidation / Human Phase I,Human,CYP2A6;CYP2C9;CYP2E1,BIOTID00319,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9016811
10070462,Monodemethylated mifepristone,16654965,Didemethylated mifepristone,N-dealkylation of secondary arylalkylamine / Human Phase I,Human,CYP3A4,BIOTID01422,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Khan, K. K. et al. (2002); Midazolam oxidation by cytochrome P450 3A4 and active-site mutants: An evaluation of multiple binding sites and of the metabolic pathway that leads to enzyme inactivation; Mol. Pharmacol. 61:495-506|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996017"
71771,aceclofenac,3033,diclofenac,Hydrolysis of carboxylic ester / Human Phase I,Human,CYP2C9,BIOTID00224,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
6344,Methylene chloride,169730,Dichloromethanol,Hydroxylation of carbon adjacent to halogen / Human Phase I,Human,CYP2E1,BIOTID01265,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
41384,Carbosulfan,21163218,dibutyl(sulfanyl)amine,NS-cleavage / Human Phase I,Human,CYP1A1; CYP1A2; CYP2A6; CYP2B6; CYP2C8; CYP2C19; CYP3A4,BIOTID01360,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Abass, K. et al. (2010). Metabolism of carbosulfan II. Human interindividual variability in its in vitro hepatic biotransformation and the identification of the cytochrome P450 isoforms involved. Chem. Biol. Interact., Vol. 185, No. 3, (163-173)."
15418687,"dibenzo[a,l]pyrene-11,12- diol",154699486,"dibenzo[a,l]pyrene-12-ol, 11-O-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A1; UGT1A4,BIOTID01580,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
15418687,"dibenzo[a,l]pyrene-11,12- diol",154700038,"dibenzo[a,l]pyrene-11-ol, 12-O-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A1; UGT1A4,BIOTID01579,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5889,"dibenzo(a,h)anthracene",154699726,"dibenzo(a,h)anthracene 3,4-epoxide",Arene epoxidation / Human Phase I,Human,CYP1A2 (major); CYP2B6 (minor); CYP2C9 (major),BIOTID01132,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
5889,"dibenzo(a,h)anthracene",15629705,"dibenzo(a,h)anthracene 1,2-epoxide",Arene epoxidation / Human Phase I,Human,CYP1A1; CYP1A2,BIOTID01131,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
3017,Diazinon,13754,Diazoxon,Desulfuration of organophosphothioates / Human Phase I,Human,CYP1A2; CYP2A6; CYP2B6; CYP2C8; CYP2C9; CYP2C19; CYP2D6; CYP3A4,BIOTID00491,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kappers, W.A. et al.; (2001). Diazinon Is Activated by CYP2C19 in Human Liver. Toxicol. Appl. Pharmacol., Vol. 177, No. 1, (68-76)|Buratti, F.M. et al.; Toxicology and Applied Pharmacology 186 (2003) 143-154."
54579998,benzodioxolyl-butanamine (BDB),20329954,DHABB,O-demethylenation / Human Phase I,Human,CYP2C19;CYP2D6;CYP3A4,BIOTID00351,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19576971
3033053,Dezocine,195975,Dezocine glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01858,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
5360696,dextromethorphan,5360697,Dextrorphan,O-dealkylation / Human Phase I,Human,CYP2D6 (major); CYP2C9 (minor); CYP3A4 (minor),BIOTID00479,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Yu, A. et al; (2001); COMPARATIVE CONTRIBUTION TO DEXTROMETHORPHAN METABOLISM BY CYTOCHROME P450 ISOFORMS IN VITRO: CAN DEXTROMETHORPHAN BE USED AS A DUAL PROBE FOR BOTH CYP2D6 AND CYP3A ACTIVITIES?; Drug metabolism and Disposition, 2001 Vol. 29, No. 11"
40973,desogestrel,154700152,Desogestrel 17-O-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01674,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5282594,(r)-trimipramine,160632,Desmethyltrimipramine,N-demethylation / Human Phase I,Human,CYP2C19,BIOTID00082,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19902987
937011,(S)-Sibutramine,10199199,Desmethylsibutramine,N-demethylation / Human Phase I,Human,CYP2B6;CYP2C19;CYP3A4,BIOTID01072,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18474675
26757,selegiline,185859,Desmethylselegiline,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2B6 (major); CYP2C19; CYP2D6; CYP1A2; CYP2C9; CYP3A4,BIOTID00937,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
3001055,ranitidine,10380064,Desmethylranitidine,N-dealkylation of aliphatic tertiary amines (pattern1); N-dealkylation of acyclic tertiary amines / Human Phase I,Human,CYP2C19; CYP1A2; CYP2D6,BIOTID00845,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
9949996,Rabeprazole (rabeprazole_thioether),15166260,Desmethylrabeprazole-thioether,O-Desmethylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00020,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16389533
4184,Mianserine,115194,Desmethylmianserin,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP2B6 (R>S); CYP3A4 (R>S); CYP2C19 (R>S); CYP1A2 (R>S),BIOTID01412,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
4011,maprotiline,119409,desmethylmaprotiline,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2D6; CYP1A2,BIOTID00689,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Regioselective Metabolism of Toluene and o-, m- and p-Xylene1|PMID:12071336"
3380,flunitrazepam,520217,desmethylflunitrazepam,N-demethylation  / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00569,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11159802
135409468,N-Desmethylclozapine,154699764,Desmethylclozapine N-glucuronide,N-glucuronidation / Human Phase II,Human,UGT1A3,BIOTID01693,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
2811,clotiazepam,135624512,desmethyl-clotiazepam,N-desmethylation / Human Phase I,Human,CYP2B6;CYP3A4;CYP2C18;CYP2C19,BIOTID00432,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:6133664; PMID:16141545
5284543,dihydrocodeine,625501,Desmethyl dihydrocodeine,N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00499,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19902987
133017,Rupatadine,124087,Desloratadine,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID01203,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.pharmacorama.com/en/ezine/20100130120151.php; PMID:27632557
3957,loratadine,124087,Desloratadine,N-dealkylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00679,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|PMID:19702548"
3191,ebastine,54343088,Deslakylebastine,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00512,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Hashizume, T. et al. (2002); Involvement of CYP2J2 and CYP4F12 in the methabolism of Ebastine in Human Intestinal Microsomes. The journal of pharmacology and exprimental therapeutics. 2002, 300 (1) 2980304; DOI:https://doi.org/10.1124/jpet.300.1.298"
2995,Desipramine,154700002,Desipramine N-glucuronide,N-glucuronidation / Human Phase II,Human,UGT1A3,BIOTID01694,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
3696,imipramine,2995,Desipramine,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2C19; CYP2C18; CYP2D6; CYP1A2 ,BIOTID00614,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2218,Aprindine,162697,Desethylaprindine,N-dealkylation of aliphatic tertiary amines (pattern1); N-dealkylation of acyclic tertiary amines / Human Phase I,Human,CYP2D6,BIOTID01352,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259988"
4543,nortriptyline,160755,demethylnortriptyline,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C19,BIOTID00760,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Musshoff F. et al. (2010); Pharmacogenetics and forensic toxicology; Forensic Sci Int.; 203, 53-62. DOI:doi:10.1016/j.forsciint.2010.07.011"
42586,Metalaxyl,12878837,demethylmetalaxyl,O-Demethylation / Human Phase I,Human,CYP2B6;CYP3A4,BIOTID01170,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:21783735
5469424,Demethoxycurcumin,90478404,Demethoxycurcumin O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01546,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5719,zaleplon,9993635,Dementhylazed-zaleplon,N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID01208,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9604298
124389532,Dehydroxyzyleuton,154699738,Dehydroxyzyleuton sulfoxide,Thiophene S-oxidation / Human Phase I,Human,CYP3A4,BIOTID00021,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
4474,Nicardipine,3017161,Dehydronicardipine,"Dehydrogenation of 4-aryl substituted 1,4-dihydropyridine / Human Phase I",Human,CYP1A1; CYP1A2; CYP2C8; CYP2D6; CYP2E1; CYP3A4; CYP3A5,BIOTID01439,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
5881,Dehydroisoandrosterone,53480448,Dehydroisoandrosterone 3-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01809,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0010327
6436048,Pranidipine,10003684,Dehydrogenated pranidipine,"Dehydrogenation of 4-aryl substituted 1,4-dihydropyridine / Human Phase I",Human,CYP3A4,BIOTID01456,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
941699,(r)-(+)-felodipine,62970,Dehydrofelodipine,"Dehydrogenation of 4-aryl substituted 1,4-dihydropyridine / Human Phase I",Human,CYP3A4,BIOTID00065,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322"
60795,aripiprazole,10114519,dehydro-aripiprazole,"Dehydrogenation of alpha,beta-unsaturated amide / Human Phase I",Human,CYP3A4,BIOTID00282,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Bauman, N. et al (2008), Comparison of the Bioactivation Potential of the Antidepressant and Hepatotaxin Nefazodone with Aripiprazole, a Structural Analog and Marketed Drug, DMD 36:1016-1029, 2008"
4499,nisoldipine,10385461,Dehydro Nisoldipine,Dehydrogenation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID01519,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15618694;PMID:24816159
4497,Nimodipine,529928,Dehydro nimodipine,Dehydrogenation / Human Phase I,Human,CYP3A4,BIOTID01516,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:22469047
4284,DEET,155712,"N,N-diethyl-m-hydroxymethylbenzamide",Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP1A1; CYP2B6; CYP2D6; CYP2E1,BIOTID01368,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Usmani, K.A.; (2002). In vitro human metabolism and interactions of repellent N,N-diethyl-m- toluamide. Drug Metab. Dispos., Vol. 30, No. 3, (289-294)."
9554282,l-cyclophosphamide,92254917,Dechloroethyl cyclophosphamide,N-dechloroethylation / Human Phase I,Human,CYP2B6; CYP3A4; CYP3A5,BIOTID00650,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Whirl-Carrillo, M. et al. (2012); Pharmacogenomics knowledge for personalized medicine; Clin Pharmacol Ther. 2012 Oct;92(4):414-7. DOI:10.1038/clpt.2012.96; PMID:22992668; PMCID:PMC3660037"
4474,Nicardipine,12529164,De-benzylated nicardipine,N-dealkylation of aliphatic tertiary amines (pattern1); N-dealkylation of acyclic tertiary amines / Human Phase I,Human,CYP2C8; CYP3A4,BIOTID01438,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
5280378,formononetin,5281708,Daidzein,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP1A2,BIOTID00577,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
16590,diallyl disulfide,65036,DADSO,S-Oxidation / Human Phase I,Human,CYP2A6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP2E1,BIOTID00486,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10383929
135564686,schembl69463,135499879,DA-8164,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00918,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15801542
104972,Norverapamil,90238777,D-715 (PR-22),O-aryl dealkylation adjacent to substituted carbon / Human Phase I,Human,CYP2C8; CYP3A4; CYP2D6,BIOTID01441,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
2520,Verapamil,157039,D-702,O-aryl dealkylation adjacent to substituted carbon / Human Phase I,Human,CYP2C8; CYP2C18,BIOTID01167,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
2520,Verapamil,93168,D-617,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2C8; CYP3A4; CYP1A2,BIOTID01169,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
2913,Cyproheptadine,78173912,Cyproheptadine N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A3,BIOTID01704,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
154699876,cyclosporine_a,6436407,Cyclosporine metabolite M21,N-demethylation / Human Phase I,Human,CYP3A4,BIOTID00455,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15450954
5717,zafirlukast,71549171,cyclopentyl N-[1-(hydroxymethyl)-3-({2-methoxy-4-[(2-methylbenzenesulfonyl)carbamoyl]phenyl}methyl)indol-5-yl]carbamate,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C9; CYP3A4,BIOTID01206,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
3476,Glimepiride,130939,Cyclohexylhydroymethylglimepiride,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2C9,BIOTID01396,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3678"
6178111,Proguanil,9049,Cycloguanil,Formation of cycloguanide / Human Phase I,Human,CYP1A2; CYP2C19; CYP2D6; CYP3A4; CYP2C9 (minor),BIOTID01155,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Diaz, D.S. et al. (2008); Role of Specific Cytochrome P450 Isoforms in the Conversion of Phenoxypropoxybiguanide Analogs in Human Liver Microsomes to Potent Antimalarial Dihydrotriazines; Drug Metabolism and Disposition February 2008, 36 (2) 380-385; DOI:https://doi.org/10.1124/dmd.106.013920|Birkett, D.J. et al. (1994); In vitro proguanil activation to cycloguanil by human liver microsomes is mediated by CYP3A isoforms as well as by S-mephenytoin hydroxylase; Br J Clin Pharmacol.; 37(5):413-20."
7855,acrylonitrile,20662,Cyanoethylene oxide,Epoxitation of monosubstituted alkene / Human Phase I,Human,CYP2E1,BIOTID00229,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, H. et al, (2002) Cytochrome p450 2E1 is essential for acrylonitrile metabolism to cyanide: comparative studies using CYP2E1-null and wild-type mice, DMD: 30:911-917, 2002"
969516,curcumin,71315012,Curcumin 4-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01545,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
6468,phencyclidine,162171,c-PPC/t-PPC,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00798,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9152594
16048564,reduced_haloperidol,38282,CPHP,N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00348,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11717183
154699698,cp_125_611,11694142,"CP-919,230",N-Dealkylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00447,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17965517
23192118,2-Methoxy-5-trifluoromethoxybenzylamine,11694142,"CP-919,230",O-Demethylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00024,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17965517
154699537,"(2R,3S)-2-(diphenylmethyl)-N-{[2-methoxy-5-(prop-1-en-2-yl)phenyl]methyl}-1-azabicyclo[2.2.2]octan-3-amine",18928631,"CP-616,762",Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00419,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11408374
154699537,"(2R,3S)-2-(diphenylmethyl)-N-{[2-methoxy-5-(prop-1-en-2-yl)phenyl]methyl}-1-azabicyclo[2.2.2]octan-3-amine",54051310,"CP-611,781",Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00418,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11408374
323,coumarin,126771,"Coumarin 3,4-epoxide","Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP1A1; CYP1A2; CYP2E1,BIOTID00444,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Born, S.L. et al. (2002); Identification of the Cytochromes P450 That Catalyze Coumarin 3,4-Epoxidation and 3-Hydroxylation; Drug Metab Dispos; 30(5):483-7; PMID:11950775; DOI:https://doi.org/10.1124/dmd.30.5.483"
854019,cotinine,154700093,Cotinine N-glucuronide,N-Glucuronidation / Human Phase II,Human,UGT1A4; UGT1A9,BIOTID01588,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
53278,(R)-colchicine,10156,Colchiceine,O-demethylation  / Human Phase I,Human,CYP3A4,BIOTID00343,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8960070
135398737,clozapine,135445691,Clozapine-N-oxide,N-oxidation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP1A2; CYP2C8; CYP2C19; CYP3A5,BIOTID00434,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
135398737,clozapine,154699958,Clozapine N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A3,BIOTID01699,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
2788,Clioquinol,54571499,Clioquinol O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01679,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
446598,clindamycin,73046007,clindamycin sulfoxide,S-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00423,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12814964
2771,Citalopram,10068142,Citalopram N-oxide,N-oxidation of aliphatic tertiary amine / Human Phase I,Human,CYP2D6,BIOTID01363,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"(R) Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
92142,(-)-thalidomide,154699639,5'-Hydroxythalidomide,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP2C19,BIOTID00038,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
252325,beta-methylstyrene,5315892,Cinnamyl alcohol,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2E1;CYP3A4,BIOTID00303,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16038959
1547484,cinnarizine,637511,Cinnamaldehyde,N-dealkylation of aliphatic tertiary amines (pattern1) / Human Phase I,Human,CYP2C9; CYP1A2; CYP2A6,BIOTID00409,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
345501,deoxypodophyllotoxin,4865,"5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C19;CYP3A4,BIOTID00466,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18050240
221493,Cholic acid,21252309,Cholic acid glucuronide,3-OH glucuronidation of sterol / Human Phase II,Human,UGT,BIOTID01727,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET00553
160520,trihydroxycoprostane,3482062,"Cholestane-3,7,12,25-tetrol",Aliphatic Hydroxylation / Human Phase I,Human,CYP2B6;CYP2C19;CYP3A4,BIOTID01048,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9931427
2730,Chlorpyrifos,21804,Chlorpyrifos-oxon,Desulfuration of organophosphothioates / Human Phase I,Human,CYP1A2; CYP2B6; CYP2C8; CYP2C9; CYP2C19; CYP2D6; CYP3A4,BIOTID00403,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2726,chlorpromazine,62875,"Chlorpromazine, N-desmethyl",N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP1A2,BIOTID00397,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322"
2726,chlorpromazine,154700059,Chlorpromazine N-glucuronide,N-glucuronidation of tertiary aliphatic amine / Human Phase II,Human,UGT1A3,BIOTID01701,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Green MD et al. (1998); Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3; Drug Metab Dispos.;26(6):507-12; PMID:9616184
3562,Halothane ,6408,chlorotrifluoroethane,Reduction of halotrifluoroethane / Human Phase I,Human,CYP2A6; CYP3A4,BIOTID01190,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
98260,chlorofluoroacetic acid,54244650,chloroacetyl-S-glutathione,GSH-conjugation of organohalide / Human Phase II,Human,GST,BIOTID01710,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Board PG et al. (2003); Clarification of the role of key active site residues of glutathione transferase zeta/maleylacetoacetate isomerase by a new spectrophotometric technique; Biochem. J. 374, 731-737; PMID:12852784; PMCID:PMC1223650; DOI:10.1042/BJ20030625"
6575,Trichloroethylene,2707,Chloral hydrate,Epoxidation / Human Phase I,Human,CYP2E1; CYP1A2; CYP3A4,BIOTID01486,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
83898,cevimeline,14716289,Cevimeline Sulfoxide,S-Oxidation / Human Phase I,Human,CYP2C19;CYP2D6;CYP3A4;CYP1A2;CYP2A6;CYP2E1,BIOTID00340,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11725960
13590210,Mono-hydroxy-methoxychlor,86178807,Catechol-methoxychlor,o-Hydroxylation of phenol / Human Phase I,Human,CYP2B6; CYP3A4; CYP3A5,BIOTID01420,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Hu, Y. and Kupfer, D. (2002); Metabolism of the Endocrine Disruptor Pesticide-Methoxychlor by Human P450s: Pathways Involving a Novel Catechol Metabolite; Drug Metab Dispos. 2002 Sep;30(9):1035-42."
289,Catechol,3083879,catechol sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01606,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0061713
996,phenol,289,Catechol,p-Hydroxylation of phenol / Human Phase I,Human,CYP2E1,BIOTID00801,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7923572
440917,(+)-limonene,7438,Carveol,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID01460,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
439250,(-)-limonene,7438,Carveol,Allylic hydroxylation / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID00035,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
443156,(+)-3-carene,59057784,Carene epoxide,"Epoxitation of 1,1,2-trisubstituted alkene / Human Phase I",Human,CYP1A2,BIOTID00046,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
41384,Carbosulfan,2566,Carbofuran,NS-cleavage / Human Phase I,Human,CYP1A1; CYP1A2; CYP2A6; CYP2B6; CYP2C8; CYP2C19; CYP3A4,BIOTID01360,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Abass, K. et al. (2010). Metabolism of carbosulfan II. Human interindividual variability in its in vitro hepatic biotransformation and the identification of the cytochrome P450 isoforms involved. Chem. Biol. Interact., Vol. 185, No. 3, (163-173)."
6129,carbaryl,21341,carbaryl methylol,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C19;CYP3A4,BIOTID00335,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12385721
2554,carbamazepine,2555,"Carbamazepine 10,11-epoxide ","Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP3A4; CYP2C8 ,BIOTID00329,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
10962,1-iodobutane,14972243,butyl-glutathione,GSH-conjugation / Human Phase II,Human,GST,BIOTID01881,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
7845,butadiene,13586,butadiene_monoxide,Epoxidation / Human Phase I,Human,CYP2A6;CYP2C9;CYP2E1,BIOTID01149,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8203896
644073,Buprenorphine,131769995,Buprenorphine glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01804,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET00176
1832,"n,n-dimethyl-5-methoxytryptamine",10257,Bufotenine,O-demethylation / Human Phase I,Human,CYP2D6,BIOTID00737,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12777961
54680676,Brodifacoum,154699988,Brodifacoum O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01668,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"USEPA; Reregistration Eligibility Decision Document - Rodenticide Cluster. Washington, DC: USEPA, Off Pest Prog. USEPA 738-R-98-007 p.36 July 1998. Available from, as of March 17, 2003"
13590210,Mono-hydroxy-methoxychlor,76302,Bis-hydroxy-methoxychlor,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP1A2; CYP2C8; CYP2C19; CYP2D6,BIOTID01421,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Hu, Y. and Kupfer, D. (2002); Metabolism of the Endocrine Disruptor Pesticide-Methoxychlor by Human P450s: Pathways Involving a Novel Catechol Metabolite; Drug Metab Dispos. 2002 Sep;30(9):1035-42."
5315472,Bisdemethoxycurcumin,154700117,"Bisdemethoxycurcumin, 4-O-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01547,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
941361,flunarizine,9582,bis(4-fluorophenyl)methanone,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP2C9; CYP1A1,BIOTID00567,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|"
114886,monochlorobimane,77914340,Bimane-glutathione,GSH-conjugation of organohalide / Human Phase II,Human,GST,BIOTID01715,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Mukanganyama S et al. (2011); The evaluation of novel natural products as inhibitors of human glutathione transferase P1-1; J. Enzyme Inhib. Med. Chem. 26, 460-467; PMID:21028940; DOI:10.3109/14756366.2010.526769"
5280352,Bilirubin,25245462,Bilirubin acyl-b-D-glucuronide (mixture),O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01624,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"de Wildt, S.N. et al. (2012); Glucuronidation in Humans; Clinical Pharmacokinetics; June 1999, Volume 36, Issue 6, pp 439-452"
9851116,k-11777,154700085,b-hydroxy-homoPhe K11777,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00642,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11038163
85782015,4-(butylaminomethyl)-7-methoxycoumarin,154700055,BHAMC,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6,BIOTID00169,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11095593
162381,Bioresmethrin,12364396,BFA,Oxidation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID01160,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18948380
6436048,Pranidipine,252325,beta-methylstyrene,C-de-esterification / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID01457,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
2118,alprazolam,154699804,Beta-Hydroxyalprazolam,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C9 (minor); CYP2C19 (minor); CYP3A4 (minor),BIOTID00245,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
1140,toluene,244,Benzyl alcohol,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2E1 (at low concentrations); CYP2B6 (at hight concentrations); CYP2C8; CYP1A2; CYP1A1,BIOTID01030,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
1547484,cinnarizine,3102,Benzophenone,Oxidative deamination of tertiary amines; N-dealkylation of alicyclic tertiary amines (pattern1) / Human Phase I,Human,CYP2C9; CYP1A2; CYP2A6,BIOTID00410,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
72710712,(R)-Bunitrolol,129632,"Benzonitrile, 2-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-5-hydroxy-",Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID01076,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9914647
2336,Benzo[a]pyrene,37455,"Benzo[a]pyrene-7,8-epoxide",Arene epoxidation / Human Phase I,Human,CYP1A1; CYP1A2; CYP1B1,BIOTID01247,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2336,Benzo[a]pyrene,37786,"Benzo[a]pyrene-4,5-epoxide",Arene epoxidation / Human Phase I,Human,CYP1A1; CYP1B1,BIOTID01251,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
25892,"7,8-Dihydrobenzo[a]pyrene-7,8-diol",41322,Benzo(a)pyrene diol epoxide,Epoxidation / Human Phase I,Human,CYP1A1;CYP1B1,BIOTID01158,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10409402;PMID:1068451
76861,7-methylbenz(c)acridine,51818,BENZ(c)ACRIDINE-7-METHANOL,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00208,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7866988
6001,"7,12 Dimethylbenzanthracene",185879,"Benz(a)anthracene-8,9-diol, 7,12-dimethyl-",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2E1;CYP3A4,BIOTID01118,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8989918
6001,"7,12 Dimethylbenzanthracene",51458,"BENZ(a)ANTHRACENE-3,4-DIOL, 7,12-DIMETHYL-",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2E1;CYP3A4,BIOTID01119,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8989918
6001,"7,12 Dimethylbenzanthracene",47885,"BENZ(a)ANTHRACEN-2-OL, 7,12-DIMETHYL-",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2E1;CYP3A4,BIOTID01120,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8989918
6604035,terfenadine,15723,azacyclonol,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00388,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9733666
54670067,Ascorbic acid,98048983,Ascorbic acid-2-sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01834,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060649
65808,dexverapamil,15593907,arverapamil,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2C8; CYP1A2; CYP3A4; CYP3A5,BIOTID00482,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
10113945,"(2R,3S)-2-((R)-1-(3,5-Bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholine",154699761,aprepitant_M2,Dehydrogenation / Human Phase I,Human,CYP3A4,BIOTID00023,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15304427
13297,Sudan I,6115,aniline,Reduction of azobenzene / Human Gut Microbial,Gut microbial environment,EC 1.7.1.6,BIOTID02176,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Claus, SP et al. (2016); npj Biofilms and Microbiomes, 2, 16003; doi:10.1038/npjbiofilms.2016.3"
6013,testosterone,6128,Androstenedione ,Oxidation of secondary alcohol to ketone / Human Phase I,Human,CYP2C19; CYP2C9 ,BIOTID01006,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259989"
10836,Metamphetamine,5826,Amphetamine,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2D6,BIOTID01263,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
37888393,Fenproporex,3007,amphetamine,N-dealkylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2D6;CYP3A4,BIOTID01063,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15294457
389710,Aminoflavone,154699509,"Aminoflavone, N5-Hydroxyl",N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1A2; CYP2C9; CYP2C19,BIOTID01344,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
389710,Aminoflavone,154699521,"Aminoflavone, N4'-Hydroxy",N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1A2; CYP1A1; CYP2C9; CYP2C19,BIOTID01343,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
154699521,"Aminoflavone, N4'-Hydroxy",154699607,"Aminoflavone, N4', N5-dihydroxy",N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1A2; CYP2C9; CYP2C19,BIOTID01346,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
154699509,"Aminoflavone, N5-Hydroxyl",154699607,"Aminoflavone, N4', N5-dihydroxy",N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1A1; CYP1A2; CYP2C9; CYP2C19,BIOTID01347,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
389710,Aminoflavone,154699656,"Aminoflavone, C3-hydroxy",Hydroxylation of carbon alpha to conjugated carbonyl / Human Phase I,Human,CYP1A2,BIOTID01345,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
389710,Aminoflavone,154699946,Aminoflavone N-glucuronide (MX),Glucuronidation of primary aromatic amine / Human Phase II,Human,UGT,BIOTID01609,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
154699607,"Aminoflavone, N4', N5-dihydroxy",154699608,Aminoflavone M-V O-sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01614,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
154699656,"Aminoflavone, C3-hydroxy",154699955,Aminoflavone M-IV O-sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01613,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
154699521,"Aminoflavone, N4'-Hydroxy",154700132,Aminoflavone MIII O-glucuronide,Glucuronidation of primary aromatic amine / Human Phase II,Human,UGT,BIOTID01612,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
154699509,"Aminoflavone, N5-Hydroxyl",154699741,Aminoflavone M-II O-sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01611,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
154699509,"Aminoflavone, N5-Hydroxyl",154699898,Aminoflavone M-II O-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01610,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
15487106,schembl237672,87489075,"AMHC (3-[2-(N,N-diethyl-Nmethylammonium)ethyl]-7-hydroxy-4-methylcoumarin)",O-Demethylation / Human Phase I,Human,CYP1A2;CYP2D6;CYP2B6,BIOTID00909,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11502727
130754406,4-Hydroxy-alpha-thujone,154699989,"alpha-thujone, 4-O-glucuronide",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01672,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
3033895,Tamoxifen N-oxide,72201074,alpha-hydroxy-tamoxifen N-oxide,Hydroxylation of penultimate aliphatic secondary carbon / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID01477,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
6378383,N-Desmethyltamoxifen,10474509,alpha-hydroxy-N-desmethyltamoxifen,Hydroxylation of penultimate aliphatic secondary carbon / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID01432,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
2451,brotizolam,173861,alpha-hydroxy-BRT,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00317,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9381732
12130,NDPA,154700069,Alpha-OH NDPA,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2B6;CYP2C8;CYP2C9;CYP2D6;CYP2E1;CYP3A4,BIOTID01146,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10910959
3046161,"3,4-Methylenedioxymethamphetamine",17005,Alpha-methyldopamine,O-Demethylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00078,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10720722
7432381,(2r)-1-(2-methoxyphenyl)propan-2-amine,84732347,alpha-Methyl-3-hydroxy-2-methoxybenzeneethanamine,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00054,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10456690
5280459,Quercitrin,439710,alpha-L-Rhamnose,Rhamnohydrolysis of alpha-L-rhamnoside / Human Gut Microbial,Gut microbial environment,EC 3.2.1.40,BIOTID02158,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
5556,triazolam,1963,alpha-Hydroxytriazolam,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01046,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10640299
2733526,tamoxifen,3036580,alpha-Hydroxytamoxifen,Hydroxylation of penultimate aliphatic secondary carbon / Human Phase I,Human,CYP3A4; CYP2D6; CYP2B6 (give smaller amounts of alpha-hydroxylation); CYP2C9  (give smaller amounts of alpha-hydroxylation); CYP2C19 (give smaller amounts of alpha-hydroxylation); CYP3A5 (give smaller amounts of alpha-hydroxylation),BIOTID00971,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
9812133,salmeterol,197627,alpha-Hydroxysalmeterol,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00901,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8723736
157717,(r)-metoprolol,3082567,alpha-Hydroxymetoprolol,Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring / Human Phase I,Human,CYP2D6,BIOTID00079,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985; PMID:18259985"
3307,etizolam,15135972,alpha-Hydroxyetizolam,Aliphatic Hydroxylation / Human Phase I,Human,CYP2B6;CYP2C19;CYP3A4,BIOTID00544,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16141545|PMID:18855614
444795,Tretinoin,5281877,All-trans-retinoyl glucuronide,O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01622,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Rune Blomhoff and Heidi Kiil Blomhoff (2005); Overview of Retinoid Metabolism and Function; DOI 10.1002/neu.20242
2082,albendazole,83969,Albendazole oxide,S-Oxidation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00234,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10759686
2040,Afloqualone,154700037,Afloqualone N-glucuronide,Glucuronidation of primary aromatic amine / Human Phase II,Human,UGT1A4,BIOTID01688,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
186907,aflatoxin b1,101288447,Aflatoxin Q1 ,Allylic hydroxylation / Human Phase I,Human,CYP3A4 ,BIOTID00233,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
186907,aflatoxin b1,15558498,Aflatoxin M1 ,Allylic hydroxylation / Human Phase I,Human,CYP1A2 ,BIOTID00232,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
186907,aflatoxin b1,154699739,"Aflatoxin B1- exo-8,9-oxide ",Epoxidation of vinyl ether / Human Phase I,Human,CYP1A2; CYP3A5; CYP3A4; CYP2A13 ,BIOTID00231,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5329,sulfamethoxazole,65280,Acetylsulfamethoxazole,N-acetylation of arylamine / Human Phase II,Human,"NAT1, NAT2",BIOTID02084,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
177,acetaldehyde,176,Acetic Acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1,BIOTID00225,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10446146
1983,acetaminophen,83939,Acetaminophen sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01908,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0059911
95213,O-isopropyl acetaminophen,1983,acetaminophen,O-deethylation / Human Phase I,Human,CYP1A2,BIOTID01138,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11139129
5827,p-Methoxyacetanilide,1983,acetaminophen,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP1A2,BIOTID01140,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Yun, C.H. et al (2001); Oxidations of p-alkoxyacylanilides catalyzed by human cytochrome P450 1A2: structure-activity relationships and simulation of rate constants of individual steps in catalysis.; Biochemistry 2001, 40, 4521-4530; PMID:11284709."
4754,phenacetin,1983,acetaminophen,O-dealkylation / Human Phase I,Human,CYP1A1; CYP1A2; CYP2E1; CYP2D6; CYP2C19; CYP2C9; CYP2A6,BIOTID00791,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Venkatakrishnan, K. et al. (1998); Human cytochromes P450 mediating phenacetin O-deethylation in vitro: validation of the high affinity component as an index of CYP1A2 activity; J Pharm Sci. 1998 Dec;87(12):1502-7; PMID:10189256"
904,acetanilide,1983,acetaminophen,p-Hydroxylation of anilide / Human Phase I,Human,CYP1A2; CYP2E1,BIOTID00227,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
4284,DEET,177,acetaldehyde,N-dealkylation of tertiary carboxamide / Human Phase I,Human,CYP2C19; CYP3A4,BIOTID01369,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Usmani, K.A.; (2002). In vitro human metabolism and interactions of repellent N,N-diethyl-m- toluamide. Drug Metab. Dispos., Vol. 30, No. 3, (289-294)."
702,ethanol,177,acetaldehyde,Oxidation of primary alcohol to aldehyde / Human Phase I,Human,CYP2E1,BIOTID00537,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
305,Choline,177,acetaldehyde,Lysis of choline to trimethylamine / Human Gut Microbial,Gut microbial environment,EC 4.3.99.4,BIOTID02178,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Spanogiannopoulos, P. et al. (2016); Nat Rev Microbiol. 2016 Apr;14(5):273-87. DOI:10.1038/nrmicro.2016.17"
4913,Procainamide,4342,Acecainide,N-acetylation of arylamine / Human Phase II,Human,NAT,BIOTID02038,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Phase II Metabolism in Human Skin: Skin Explants Show Full Coverage for Glucuronidation, Sulfation, N-Acetylation, Catechol Methylation, and Glutathione Conjugation"
154699712,1-[(2S)-4-(5-benzylthiophen-2-yl)but-3-yn-2-yl]-1-hydroxyurea,154699776,ABT-515,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00214,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9763401
66833621,schembl895799,154699663,ABT-438 Hydroxy,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP3A4;CYP2E1,BIOTID00929,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9763401
132971,abiraterone,71312701,abiraterone sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01994,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET00788
4114,methoxsalen,10421433,"9-Methoxy-5,7,11-trioxatetracyclo[8.4.0.03,8.04,6]tetradeca-1,3(8),9,13-tetraen-12-one",Epoxidation / Human Phase I,Human,CYP2A6,BIOTID00702,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9665710
5073,risperidone,475100,9-Hydroxy-risperidone,Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00878,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10482125
2554,carbamazepine,141058406,9-Hydroxycarbamazepine ,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4; CYP2C8 ,BIOTID00332,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Panesar, S. K. et al. (1996). Comparative effects of carbamazepine and carbamazepine-10,11-epoxide on hepatic cytochromes P450 in the rat. Drug Metab. Dispos. 24:619-628"
2336,Benzo[a]pyrene,37456,9-Hydroxybenzo[a]pyrene,Arene epoxidation / Human Phase I,Human,CYP1A1; CYP1B1,BIOTID01249,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
206044,muraglitazar,44448594,9-Hydroxy muraglitazar,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00718,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17062778
444899,arachidonic acid,102242663,9-HETE,"Aliphatic hydroxylation of acyclic 1,2-disubstituted alkene / Human Phase I",Human,CYP1A2; CYP2C8; CYP2C9,BIOTID00280,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
5284566,granisetron,11243474,9'-Desmethylgranisetron,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4 (major); CYP1A1; CYP2D6; CYP3A5,BIOTID00593,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
69504,9-anthraldehyde,2201,9-Anthracenecarboxylic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2B6;CYP2C19;CYP2E1;CYP3A4,BIOTID00210,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15618706
446536,qun,19080,9-Amino-6-chloro-2-methoxyacridine,O-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00839,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16581945
995,phenanthrene,123074,"9,10-Dihydroxyphenanthrene",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2E1;CYP3A4,BIOTID00796,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9152594|PMID:8062229
54699177,(R)-acenocoumarol,57369794,8-hydroxy-R-acenocoumarol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID01338,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3677"
4595,Ondansetron,19734439,8-hydroxy-ondansetron,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID01449,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
622606,N-Desmethylclomipramine,154699655,8-hydroxy-N-desmethylclomipramine,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6,BIOTID01382,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
4205,Mirtazapine,154700053,8-hydroxy-mirtazapine,Hydroxylation of heteroaromatic carbon / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID01416,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
16078,delta-9-Tetrahydrocannabinol,154699682,8-hydroxy-delta-9-Tetrahydrocannabinol,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID01195,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
2801,clomipramine,134222,8-hydroxy-clomipramine,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6,BIOTID00428,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
185395,(s)-(-)-carvedilol,90478462,8-hydroxy-carvedilol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2 (major); CYP3A4 (minor); CYP1A1 (minor),BIOTID00088,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
21694,1-nitropyrene,105022,8-hydroxy-1-nitropyrene,Hydroxylation of aromatic carbon / Human Phase I,Human,CYP1A2,BIOTID00122,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11525925
969464,(R)-(+)-Rebamipide,154699600,8-Hydroxyrebamipide,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01057,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12162853
10755325,8-Hydroxynevirapine,154699692,8-Hydroxynevirapine O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01600,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675.|http://www.hmdb.ca/metabolites/HMDB0061130"
4463,nevirapine,10755325,8-Hydroxynevirapine,Hydroxylation of heteroaromatic carbon / Human Phase I,Human,CYP2D6 (major); CYP2B6 (minor); CYP3A4 (minor),BIOTID00749,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
4184,Mianserine,162817,8-Hydroxymianserin,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,"CYP2D6 (major; (major, R>S)); CYP2B6 (R>S); CYP3A4  (S>R) ",BIOTID01411,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
64139,efavirenz,487643,8-hydroxyefavirenz,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2B6; CYP1A2; CYP3A4,BIOTID00515,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
159055,(+)-Camphor,130813327,8-hydroxycamphor,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2D6,BIOTID01359,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
65752,rutaecarpine,136734738,"8-Hydroxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2D6;CYP3A4,BIOTID00890,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16318905
444899,arachidonic acid,11976122,8-HETE,"Aliphatic hydroxylation of acyclic 1,2-disubstituted alkene / Human Phase I",Human,CYP1A1; CYP1A2; CYP2C8; CYP2C9,BIOTID00281,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
656665,tropisetron,10199314,8-Azabicyclo[3.2.1]octan-3-yl 1H-indole-3-carboxylate,N-demethylation / Human Phase I,Human,CYP3A4,BIOTID01052,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7598739
16078,delta-9-Tetrahydrocannabinol,154699681,8alpha-hydroxy-delta-9-Tetrahydrocannabinol,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID01196,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
444899,arachidonic acid,5283203,"8,9-EET","Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP1A1; CYP1A2; CYP2B6 (minor); CYP2D6,BIOTID00275,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
487643,8-hydroxyefavirenz,16725849,"8,14-dihydroxy-efavirenz",Hydroxylation of alicyclic secondary carbon; Hydroxylation of alicyclic secondary carbon (pattern1) / Human Phase I,Human,CYP2B6,BIOTID00209,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
82146,Bexarotene,101142043,7-oxo-bexarotene,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A;CYP2C9;CYP2C19,BIOTID01186,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11408365
82146,Bexarotene,101142042,7-oxo-bexarotene,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A;CYP2C9;CYP2C19,BIOTID01185,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11408365
10106,1_4_cineole,113623,"7-Oxabicyclo[2.2.1]heptan-2-ol, 1-methyl-4-(1-methylethyl)-",Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00112,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11695850
5070,riluzole,85752611,7-hydroxy-riluzole,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP1A1,BIOTID00875,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754425"
54699177,(R)-acenocoumarol,57369793,7-hydroxy-R-acenocoumarol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID01337,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3676"
4595,Ondansetron,71749264,7-hydroxy-ondansetron,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID01448,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
3475,Gliclazide,131750725,7-hydroxy-gliclazide,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2C9,BIOTID01393,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
16078,delta-9-Tetrahydrocannabinol,154699555,7-hydroxy-delta-9-Tetrahydrocannabinol,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID01193,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5429,theobromine,68374,7-Methylxanthine,N-demethylation / Human Phase I,Human,CYP1A2;CYP2E1,BIOTID01010,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10215755
76861,7-methylbenz(c)acridine,13332617,"7-Methyl-8,9-dihydronaphtho[1,2-b]quinoline-8,9-diol",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00205,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7866988
442768,6-Hydroxy-7-methoxyl-4-phenylcoumarin,154699520,"7-methoxyl-4-phenylcoumarin, 6-O-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01540,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
1935,tacrine,115008035,7-Hydroxytacrine,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2,BIOTID00966,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259993"
3035604,7-benzyloxyquinoline,57515736,7-Hydroxyquinoline,O-dealkylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00196,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12065444
54681545,(R)-phenprocoumon,54681539,7-Hydroxyphenprocoumon,Aromatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP3A4,BIOTID00365,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15742978
135398745,olanzapine,136198623,7-Hydroxyolanzapine,Aromatic hydroxylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID00766,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8632334
6001,"7,12 Dimethylbenzanthracene",11285,7-Hydroxymethyl-12-methylbenz[a]anthracene,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2E1;CYP3A4,BIOTID01121,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8989918
11515637,KR-33028,129825212,7-hydroxy-KR-33028,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4;CYP1A2,BIOTID00382,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16857327
3747,ipriflavone,5376891,7-Hydroxyisoflavone,O-dealkylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP3A4,BIOTID00625,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17624023
5284566,granisetron,135516793,7-Hydroxygranisetron,Hydroxylation of aromatic carbon / Human Phase I,Human,CYP1A1,BIOTID00592,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Chenery, Characterization of the inhibition of P450 1A2 by"
667528,(-)-etodolac,14112821,7-Hydroxyetodolac,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9,BIOTID00034,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
154699794,reduced_dolasetron,154699835,7-Hydroxydolasetron,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6; CYP2C9,BIOTID00852,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
35703,7-ethoxycoumarin,5281426,7-Hydroxycoumarin,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP1A1 (major); CYP2B6; CYP2E1; CYP1A2; CYP2A6; CYP3A7; CYP2C9; CYP2C19,BIOTID00200,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015;|PMID:16649998"
10748,7-methoxycoumarin,5281426,7-Hydroxycoumarin,O-dealkylation / Human Phase I,Human,CYP1A2;CYP2A6,BIOTID00203,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16649998
323,coumarin,5281426,7-Hydroxycoumarin,7-Hydroxylation of coumarin / Human Phase I,Human,CYP2A6; CYP2B6; CYP1A1; CYP1A2,BIOTID00442,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Ekins, S. and Wrighton, S.A. (1999); The role of CYP2B6 in Human Xenobiotic Metabolism; Drug Metabolism Reviews, 31:3, 719-754, DOI:10.1081/ DMR-100101942; PMID:10461547|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
5409279,7-Hydroxychromone,154699863,"7-Hydroxychromone, 7-hydroxy-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01536,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
2726,chlorpromazine,16414,7-Hydroxychlorpromazine,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6; CYP1A2,BIOTID00395,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
82146,Bexarotene,71748830,7-hydroxy-bexarotene,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A;CYP2C9;CYP2C19,BIOTID01184,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11408365
91456,(+)-isothujone,130754407,7-Hydroxy-beta-thujone,Hydroxylation of penultimate aliphatic tertiary carbon / Human Phase I,Human,CYP2A6; CYP2B6; CYP2D6; CYP3A4,BIOTID00051,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
261491,alpha-thujone,11041106,7-Hydroxy-alpha-thujone,Hydroxylation of penultimate aliphatic tertiary carbon / Human Phase I,Human,CYP2A6; CYP2B6; CYP2D6; CYP3A4,BIOTID00242,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
101149749,"4-(trifluoromethyl)-7-[2,5-bis(trifluoromethyl)benzyloxy]coumarin",5375667,7-Hydroxy-4-trifluoromethylcourmarin,O-Dealklyation / Human Phase I,Human,CYP3A4,BIOTID00173,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11465405
2267955,zinc02949712,5375667,7-Hydroxy-4-trifluoromethylcourmarin,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID01212,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15205384
848780,7-benzyloxy-4-trifluoromethylcoumarin,5375667,7-Hydroxy-4-trifluoromethylcourmarin,O-Deethylation / Human Phase I,Human,CYP2A6;CYP2B6;CYP2C9;CYP2C19;CYP2D6;CYP2E1,BIOTID00195,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11315104
688586,7-methoxy-4-trifluoromethylcoumarin,5375667,7-Hydroxy-4-trifluoromethylcourmarin,O-Demethylation  / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2C9;CYP2C19;CYP2D6;CYP2E1,BIOTID01109,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12065444;PMID:14689466
130779,7-Ethoxy-4-trifluoromethylcoumarin,5375667,7-Hydroxy-4-trifluoromethylcourmarin,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP1A2; CYP2B6; CYP2E1; CYP2C9; CYP2C19,BIOTID01108,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
8758226,4-(Aminomethyl)-7-methoxycoumarin,12514021,7-hydroxy-4-(aminomethyl)-coumarin (HAMC),N-Dealkylation / Human Phase I,Human,CYP1A2;CYP2C19;CYP2D6,BIOTID01124,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11095593
65752,rutaecarpine,102351043,"7-Hydroxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one",Aromatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP2D6;CYP3A4,BIOTID00892,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16318905
5002,quetiapine,132203,7-Hydroxy Quetiapine,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00830,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10482125
444899,arachidonic acid,101925465,7-HETE,Bisallylic hydroxylation / Human Phase I,Human,CYP1A2; CYP3A4,BIOTID00265,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
60838,irinotecan,10077584,7-ethyl-10-[4-N-(5-aminopentanoic acid)-1-piperidino] carbonyloxycamptothecin,Ring opening of N-substituted piperidine / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID00631,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rouits, E. et al (2008); Pharmacokinetic and pharmacogenetic determinants of the activity and toxicity of irinotecan in metastatic colorectal cancer patients; British Journal of Cancer 99, 1239 - 1245"
133184,estrone,154699807,7alpha-hydroxy-estrone,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP1A1,BIOTID00531,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754427"
16078,delta-9-Tetrahydrocannabinol,154699556,7alpha-hydroxy-delta-9-Tetrahydrocannabinol,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID01194,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
9865776,schembl3207291,75216113,"7-[3-Hydroxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-(1,3-thiazol-2-yl)-1,8-naphthyridine-3-carboxylic acid",O-dealkylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00912,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19074528
60823,atorvastatin,3364535,"7-[2-(4-Fluorophenyl)-4-[(4-hydroxyphenyl)carbamoyl]-3-phenyl-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid",Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00292,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11038166
60823,atorvastatin,3364534,"7-[2-(4-Fluorophenyl)-4-[(2-hydroxyphenyl)carbamoyl]-3-phenyl-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid",Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00291,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11038166
53903022,schembl14329530,102005165,7-[(5-Hydroxyhexyl)oxy]coumarin,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00906,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10620357
53903022,schembl14329530,102005166,7-[(4-Hydroxyhexyl)oxy]coumarin,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00905,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10620357
53903022,schembl14329530,102005167,7-[(3-Hydroxyhexyl)oxy]coumarin,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00904,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10620357
6001,"7,12 Dimethylbenzanthracene",146189,"7,12-Dimethylbenz(a)anthracene-5,6-diol",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2E1;CYP3A4,BIOTID01117,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8989918
9865776,schembl3207291,25204357,"7-(3-Amino-4-methoxypyrrolidin-1-yl)-4-oxo-1-(1,3-thiazol-2-yl)-1,8-naphthyridine-3-carboxylic acid",N-dealkylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00911,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19074528
30544,6-hydroxymethylbenzo[a]pyrene,50026,6-Sulfooxymethylbenzo(a)pyrene,O-sulfonation / Human Phase II,Human,SULT1B1; SULT1C3,BIOTID01799,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
54699177,(R)-acenocoumarol,154699941,6-hydroxy-R-acenocoumarol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9; CYP1A2; CYP2C19,BIOTID01336,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
4595,Ondansetron,20152440,6-hydroxy-ondansetron,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4; CYP2D6; CYP1A2,BIOTID01447,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
123964,DMXAA,53951284,6-hydroxy-MXAA,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP1A2,BIOTID01123,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
3475,Gliclazide,75051323,6-hydroxy-gliclazide,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2C9,BIOTID01395,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3677"
1548972,fluvastatin,131750726,6-hydroxy-fluvastatin,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9,BIOTID00573,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|Chugh, R. et al. (2007); Assessment of ifosfamide pharmacokinetics, toxicity, and relation to CYP3A4 activity as measured by the erythromycin breath test in patients with sarcoma; Cancer. 2007 Jun 1;109(11):2315-22; PMID:17464949; DOI:10.1002/cncr.22669"
2451,brotizolam,174711,6-hydroxy-BRT,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00318,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9381732
21694,1-nitropyrene,104988,6-hydroxy-1-nitropyrene,Hydroxylation of aromatic carbon / Human Phase I,Human,CYP3A4; CYP1A2,BIOTID00121,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11525925
446541,mycophenolic acid,25879063,6-O-desmethyl-MPA (DM-MPA),O-Desmethylation / Human Phase I,Human,CYP3A4,BIOTID00723,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15570183
3152,donepezil,14553555,6-O-Desmethyl Donepezil,O-aryl dealkylation adjacent to substituted carbon / Human Phase I,Human,CYP3A4; CYP2C9,BIOTID01376,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3677"
54686349,4-Hydroxy-6-methylcoumarin,154699599,"6-methylcoumarin, 4-O-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01539,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
15564,6-methylchrysene,53790925,"6-MeC-1,2-diol",Epoxidation / Human Phase I,Human,CYP1A2;CYP2D6;CYP2E1;CYP3A4,BIOTID00192,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8542586
17534,6-chrysenamine,3025891,"6-MeC-1,2-diol",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2D6;CYP3A4,BIOTID00191,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8542586
969464,(R)-(+)-Rebamipide,13471531,6-Hydroxyrebamipide,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01058,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12162853
54681545,(R)-phenprocoumon,54681540,6-Hydroxyphenprocoumon,Aromatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP3A4,BIOTID00364,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15742978
59846969,"2-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one",20601635,6'-Hydroxy-O-desmethylangolensin,"Reduction of alpha,beta unsaturated carbon-carbon double bond adjacent to an electron withdrawing group / Human Gut Microbial",Gut microbial environment,EC 1.6.99.1,BIOTID02171,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Joannou, G.E. et al., J. Steroid Biochem. Mol. Biol., 54, 167-184, 1995|Coldham, N.G. et al., Xenobiotica, 32, 45-62, 2002."
123619,etoricoxib,44266438,6-Hydroxymethyletoricoxib,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP3A4 (major); CYP2C9 (minor); CYP2D6 (minor); CYP1A2 (minor),BIOTID00550,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|Chugh, R. et al. (2007); Assessment of ifosfamide pharmacokinetics, toxicity, and relation to CYP3A4 activity as measured by the erythromycin breath test in patients with sarcoma; Cancer. 2007 Jun 1;109(11):2315-22; PMID:17464949; DOI:10.1002/cncr.22669"
896,melatonin,1864,6-Hydroxymelatonin,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A1; CYP1A2; CYP2C19 (minor); CYP2E1,BIOTID00695,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Kazumi, Y.Y. et al. (2011); Construction of a CYP2E1-template system for prediction of the metabolism on both site and preference order; Drug Metabolism Reviews; 43:4; 409-439; DOI:10.3109/03602532.2011.624103; PMID:22017508"
798,indole,524508,6-Hydroxyindole,Aromatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2C19;CYP2E1,BIOTID00622,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11076521
667528,(-)-etodolac,14146232,6-Hydroxyetodolac,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9,BIOTID00033,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
65885,ecabapide,101013560,6-hydroxy-ecabapide,Hydroxylation of benzene on carbon ortho to a strongly electron donating group / Human Phase I,Human,CYP3A4,BIOTID00513,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Fujimaki, N. et al. (1999); Identification of cytochromes P450 involved in human liver microsomal metabolism of ecabapide, a prokinetic agent; xenobiotica; 29:12, 1273-1282; DOI:10.1080/004982599237930"
154699794,reduced_dolasetron,154700143,6-Hydroxydolasetron,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6 (major); CYP3A4; CYP2C9,BIOTID00850,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2733,chlorzoxazone,2734,6-Hydroxychlorzoxazone,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2E1; CYP1A2; CYP1A1; CYP2A6; CYP2D6; CYP3A4,BIOTID00404,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
82146,Bexarotene,10067357,6-hydroxy-bexarotene,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A;CYP2C9;CYP2C19,BIOTID01183,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11408365
2247,astemizole,10027871,6-Hydroxyastemizole,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6; CYP3A4 (minor),BIOTID00288,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Matsumoto, S.and Yamazoe, Y. (2001); Involvement of multiple human cytochromes P450 in the liver microsomal metabolism of astemizole and a comparison with terfenadine; Br J Clin Pharmacol.; 51(2):133-42; PMID:11259984; PMCID:PMC2014443"
2099,alosetron,19799269,"6-Hydroxy-5-methyl-2-[(5-methyl-1H-imidazol-4-yl)methyl]-3,4-dihydropyrido[4,3-b]indol-1-one",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID01279,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16019944;PMID:17701832
65752,rutaecarpine,136734737,"6-Hydroxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2D6;CYP3A4,BIOTID00891,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16318905
71733,Bufuralol,101674387,6-Hydroxubufuralol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP2D6,BIOTID01179,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Yamazaki, H. et al. (1994); Bufuralol hydroxylation by cytochrome P450 2D6 and 1A2 enzymes in human liver microsomes; Molecular Pharmacology September 1994, 46 (3) 568-577"
5073,risperidone,849421,"6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole",N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00881,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10482125
54454,simvastatin,15925972,6'-exomethylene,Terminal desaturation / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID00949,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259987"
2247,astemizole,155805,6-desmethylastermizole,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP2D6,BIOTID00289,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Matsumoto, S.and Yamazoe, Y. (2001); Involvement of multiple human cytochromes P450 in the liver microsomal metabolism of astemizole and a comparison with terfenadine; Br J Clin Pharmacol.; 51(2):133-42; PMID:11259984; PMCID:PMC2014443"
446536,qun,416254,6-Chloro-9-[5-(diethylamino)pentan-2-ylamino]acridin-2-ol,O-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00838,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16581945
60854,ziprasidone,132263367,"6-Chloro-5-ethyl-1,3-dihydroindol-2-one",N-dealkylation / Human Phase I,Human,CYP3A4,BIOTID01236,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10771452
5994,progesterone,200149,6beta-hydroxy-progesterone,Hydroxylation of carbon gamma to conjugated carbonyl / Human Phase I,Human,CYP3A4; CYP3A4; CYP4B1,BIOTID00812,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3676"
154699569,17alpha-Ethinylestradiol,154699893,6beta-hydroxy-17beta-Ethinylestradiol,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2C9; CYP3A4,BIOTID01322,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5743,dexamethasone,13848411,6-beta-OH DEXAMETHASONE,Hydroxylation of carbon gamma to conjugated carbonyl / Human Phase I,Human,CYP3A4,BIOTID00473,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Daniela, M. (1995); DexamethasoneMetabolismby Human Liverin Vitro.Metabolite Identificationand Inhibitionof 6-Hydroxylation; Department of Pharmacology & Therapeutics, University of Liverpool; 0022-3565/96/2771-0105$"
53232,lovastatin,68178378,6'beta-Hydroxylovastatin,Hydroxylation of penultimate aliphatic tertiary carbon / Human Phase I,Human,CYP3A4,BIOTID00684,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Jacobsen, W. et al. (1999); Comparison of Cytochrome P-450-Dependent Metabolism and Drug Interactions of the 3-Hydroxy-3-methylglutaryl-CoA Reductase Inhibitors Lovastatin and Pravastatin in the Liver; DRUG METABOLISM  AND DISPOSITION, 1999, 27, 173-179|Wang, R.W. et al. (1991); Biotransformation of lovastatin: IV. Identification of cytochrome P450 3A proteins as the major enzymes responsible for the oxidative metabolism of lovastatin in rat and human liver microsomes; Archives of Biochemistry and Biophysics, 1991, 290, 355-361|Caron, G. et al. (2007); Predicting the Oxidative Metabolism of Statins: An Application of the MetaSite Algorithm; Pharmaceutical Research, 2007, 24, 480-501"
443872,eplerenone,154699545,6beta-hydroxyeplerenone,Hydroxylation of carbon gamma to conjugated carbonyl / Human Phase I,Human,CYP3A4,BIOTID00518,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"cook, C, S. et al. (2002); INVOLVEMENT OF CYP3A IN THE METABOLISM OF EPLERENONE IN HUMANS AND DOGS: DIFFERENTIAL METABOLISM BY CYP3A4 AND CYP3A5; The American Society for Pharmacology and Experimental Therapeutics; 30:1344-1351, 2002; DOI:0090-9556/02/3011"
124905398,androstenedione,154700066,6beta-hydroxy-androstenedione,Hydroxylation of carbon gamma to conjugated carbonyl / Human Phase I,Human,CYP3A4,BIOTID00256,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
133184,estrone,22295472,6beta-estrone,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4; CYP3A5; CYP3A7,BIOTID00530,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754426"
93233157,zinc36377943,74601158,6beta - HYDROXYBUDESONIDE,O-dealkylation / Human Phase I,Human,CYP3A4,BIOTID01223,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7720517
93233157,zinc36377943,633586,6beta - HYDROXYBUDESONIDE,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01222,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7720517
133184,estrone,21122975,6alpha-hydroxy-estrone,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP1A1; CYP3A4; CYP3A5; CYP3A7,BIOTID00529,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754425"
154699569,17alpha-Ethinylestradiol,154699892,6alpha-hydroxy-17beta-Ethinylestradiol,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2C9; CYP3A4,BIOTID01323,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5743,dexamethasone,10386732,6-alpha-OH DEXAMETHASONE,Hydroxylation of carbon gamma to conjugated carbonyl / Human Phase I,Human,CYP3A4,BIOTID00472,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Daniela, M. (1995); DexamethasoneMetabolismby Human Liverin Vitro.Metabolite Identificationand Inhibitionof 6-Hydroxylation; Department of Pharmacology & Therapeutics, University of Liverpool; 0022-3565/96/2771-0105$"
6013,testosterone,65543,6alpha-Hydroxytestosterone ,Hydroxylation of carbon gamma to conjugated carbonyl / Human Phase I,Human,CYP3A4; CYP3A5;  CYP2C9; CYP1A1; CYP1B1,BIOTID00999,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
54454,simvastatin,25221209,6'-alpha-Hydroxysimvastatin ,Allylic hydroxylation / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID00947,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
14060306,taxol,125121557,6alpha-Hydroxypaclitaxel ,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2C8,BIOTID00981,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
9903,Lithocholic Acid,5283820,6alpha-Hydroxylithocholic acid,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID01406,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5280352,Bilirubin,5280588,"6-[3-[2-[[3-(2-carboxyethyl)-5-[(Z)-(4-ethenyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methyl]-5-[(Z)-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01623,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"de Wildt, S.N. et al. (2012); Glucuronidation in Humans; Clinical Pharmacokinetics; June 1999, Volume 36, Issue 6, pp 439-452"
896,melatonin,131769970,"6-[3-(2-Acetamidoethyl)-5-methoxyindol-1-yl]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02147,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060830
21319,flucloxacillin,23277243,"6-[[3-(2-Chloro-6-fluorophenyl)-5-(hydroxymethyl)-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00564,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11409940
1864,6-Hydroxymelatonin,131769951,"6-[[3-(2-Acetamidoethyl)-5-methoxy-1H-indol-6-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01792,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060786
59023617,2-Hydroxydoxepin,131769921,"6-[[(11E)-11-[3-(Dimethylamino)propylidene]-6H-benzo[c][1]benzoxepin-2-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02063,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060700
154700052,cyclic N-Acetylserotonin,131769960,"6-[(3-Acetyl-2,4-dihydro-1H-pyrrolo[2,3-b]indol-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02050,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060812
345501,deoxypodophyllotoxin,69791988,"6,7-Dihydroxy-4-(3,4,5-trimethoxyphenyl)-3a,4,9,9a-tetrahydro-1H-benzo[f][2]benzofuran-3-one",O-Demethylation / Human Phase I,Human,CYP2C19;CYP3A4,BIOTID00465,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18050240
9908684,tpa-023,9969202,"6-((1H-1,2,4-Triazol-3-yl)methoxy)-7-tert-butyl-3-(2-fluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazine",N-demethylation / Human Phase I,Human,CYP3A4,BIOTID01039,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17460031
237332,5-hydroxymethylfurfural,154718,5-Sulfooxymethylfurfural,Sulfation of primary alcohol / Human Phase II,Human,SULT1A1,BIOTID01640,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
92142,(-)-thalidomide,44250311,5-hydroxy-thalidomide,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C19,BIOTID00039,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"R1) Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
73346713,Seratrodast,154699488,5-hydroxy-seratrodast,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C19; CYP2C9; CYP2C8; CYP3A4; CYP2B6,BIOTID00393,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5090,Rofecoxib,9973893,5-hydroxy-rofecoxib,Aliphatic hydroxylation of carbon adjacent to oxygen / Human Phase I,Human,CYP1A2; CYP3A4,BIOTID01463,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
5070,riluzole,19063893,5-hydroxy-riluzole,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A1,BIOTID00874,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
1548972,fluvastatin,124518231,5-hydroxy-fluvastatin,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9 (major); CYP2C8 (minor); CYP2D6 (minor); CYP3A4 (minor),BIOTID00575,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|Chugh, R. et al. (2007); Assessment of ifosfamide pharmacokinetics, toxicity, and relation to CYP3A4 activity as measured by the erythromycin breath test in patients with sarcoma; Cancer. 2007 Jun 1;109(11):2315-22; PMID:17464949; DOI:10.1002/cncr.22669"
151182,"5-Methoxy-N,N-diisopropyltryptamine",71360804,5-hydroxy-DIPT,O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00006,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17980859;PMID:20942780
185395,(s)-(-)-carvedilol,40425353,5'-hydroxy-carvedilol,Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP2D6 (major); CYP2E1 (minor); CYP2C9 (minor); CYP3A4 (minor),BIOTID00087,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
5897,2-Acetylaminofluorene,154700124,5-hydroxy-AFF,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00136,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"McManus, M. E. et al (1990), Metablism of 2-acetylaminofluorene and Benzo(a)pyrene activation of food-derived heterocyclic amine mutagens by human cytochromes P-450; Cancer research, 50 (11); 3367-3376, PMID:2334931"
71771,aceclofenac,101998321,5-hydroxy-aceclofenac,Hydroxylation of aromatic carbon; Hydroxylation of benzene para to EDG / Human Phase I,Human,CYP2C9,BIOTID00223,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
9568614,esomeprazole,29918914,5-O-Desmethylomeprazole ,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP2C19 ,BIOTID00523,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259987"
4594,omeprazole,10404448,5'-O-Desmethyl omeprazole,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP2C19,BIOTID01445,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
3152,donepezil,11503234,5-O-Desmethyl Donepezil,O-aryl dealkylation adjacent to substituted carbon / Human Phase I,Human,CYP3A4; CYP2C9; CYP2D6,BIOTID01374,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
19427,5-methylchrysene,49838,"5-Methyl-1,2-dihydrochrysene-1,2-diol",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2D6;CYP2E1;CYP3A4,BIOTID00189,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8542586
151182,"5-Methoxy-N,N-diisopropyltryptamine",707167,5-MeO-IPT,N-deisopropylation / Human Phase I,Human,CYP1A2;CYP3A4;CYP2C9;CYP2C19,BIOTID00007,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17980859;PMID:20942780
3121,valproic acid,135244,5-Hydroxyvalproate,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2C9; CYP2B6; CYP2A6,BIOTID01083,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5430,thiabendazole,108227,5-hydroxythiabendazole ,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2,BIOTID01016,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754426"
21138,dexpropranolol (propranolol),10446087,5-Hydroxypropranolol,Aromatic hydroxylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID00477,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8877032|PMID:8781788|PMID:10460802
4932,Propafenone ,107927,5-Hydroxypropafenone,Hydroxylation of benzene on carbon para to an electron donating group / Human Phase I,Human,CYP2D6,BIOTID01458,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"R1) Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
54676228,piroxicam,54676301,5'-Hydroxypiroxicam,Hydroxylation of heteroaromatic carbon / Human Phase I,Human,CYP2C9,BIOTID00807,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
9568614,esomeprazole,40507393,5-Hydroxyomeprazole ,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C19 ,BIOTID00521,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
4594,omeprazole,119560,5-Hydroxyomeprazole,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C19; CYP3A4; CYP2C9,BIOTID01444,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
443879,tolterodine,9819382,5-Hydroxymethyl tolterodine,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2D6,BIOTID01029,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
54677470,meloxicam,54738103,5-Hydroxymethyl meloxicam,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP3A4,BIOTID00697,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9493314
54690031,lornoxicam,54691489,5'-Hydroxylornoxicam,Hydroxylation of heteroaromatic carbon / Human Phase I,Human,CYP2C9 ,BIOTID00680,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
338,salicylic acid,3469,5-hydroxylation,Aromatic Hydroxylation / Human Phase I,Human,CYP2E1;CYP3A4,BIOTID00900,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10064561
9578005,lansoprazole,9800271,5-Hydroxylansoprazole,Aromatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP3A4,BIOTID01391,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12975331
11515637,KR-33028,129825166,5-hydroxy-KR-33028,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00381,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16857327
86287518,imidacloprid,136241533,5-hydroxy-imidacloprid,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00611,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12230409
60835,Duloxetine,44344235,5-Hydroxyduloxetine,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID01269,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12920170
154699794,reduced_dolasetron,154699622,5-Hydroxydolasetron,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6; CYP2C9,BIOTID00851,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
3033,diclofenac,3052566,5-hydroxydiclofenac,Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP2B6; CYP2C8; CYP2C19; CYP3A4,BIOTID00496,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Bort, R. (1999); Hepatic metabolism of diclofenac: role of human CYP in the minor oxidative pathways; Biochem Pharmacol. 1999 Sep 1;58(5):787-96; PMID:10449188"
854019,cotinine,9815515,5'-hydroxycotinine,Hydroxylation of  carbon next to amide / Human Phase I,Human,CYP2A6,BIOTID00441,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Oscarson, M; (2001); Genetic Polymorphisms in the Cytochrome P450 2A6 (CYP2A6) Gene: Implications for Interindividual Differences in Nicotine Metabolism; Drug Metabolism and Disposition;  February 2001, 29 (2) 91-95; DMD 29:91-95, 200"
6129,carbaryl,21342,5-hydroxycarbaryl,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C19;CYP3A4,BIOTID00334,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12385721
5379265,"5,7-Dihydroxy-3p,4p,5p-trimethoxyflavone",154699736,"5-Hydroxy-3p,4p,5p-trimethoxyflavone, 7-O-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01566,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
65752,rutaecarpine,136734739,"5-Hydroxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15,17,19-octaen-14-one",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2D6;CYP3A4,BIOTID00893,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16318905
444899,arachidonic acid,9862886,5-HETE,"Aliphatic hydroxylation of acyclic 1,2-disubstituted alkene / Human Phase I",Human,CYP1A1; CYP1A2; CYP2C8; CYP2C9,BIOTID00264,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
5386,Tegafur,3385,5-Fluorouracil,N-dealkylation of mixed tertiary amine / Human Phase I,Human,CYP2A6; CYP1A2; CYP2C8,BIOTID01478,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
159055,(+)-Camphor,154699783,5-exo-hydroxycamphor,Hydroxlation of methyl carbon adjacent to an aliphatic ring / Human Phase I,Human,CYP2D6,BIOTID01358,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
4449,nefazodone,10379527,"5-Ethyl-4-(2-phenoxyethyl)-2-(3-hydroxypropyl)-2H-1,2,4-triazol-3(4H)-one",N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00747,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10445380
54677946,laquinimod,154699630,"5-chloro-N-ethyl-4-hydroxy-N-(4-hydroxyphenyl)-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamide",p-Hydroxylation of anilide / Human Phase I,Human,CYP3A4,BIOTID00657,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2005); CYTOCHROME P450 3A4 IS THE MAJOR ENZYME RESPONSIBLE FOR THEMETABOLISM OF LAQUINIMOD, A NOVEL IMMUNOMODULATOR; DRUG METABOLISM AND DISPOSITION, 2005, 33, 866-872"
54677946,laquinimod,129041023,"5-chloro-N-ethyl-4-hydroxy-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide",N-dealkylation of secondary carboxamide / Human Phase I,Human,CYP3A4,BIOTID00659,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2005); CYTOCHROME P450 3A4 IS THE MAJOR ENZYME RESPONSIBLE FOR THEMETABOLISM OF LAQUINIMOD, A NOVEL IMMUNOMODULATOR; DRUG METABOLISM AND DISPOSITION, 2005, 33, 866-872"
54677946,laquinimod,154699731,"5-chloro-N-ethyl-4,8-dihydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4,BIOTID00660,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2005); CYTOCHROME P450 3A4 IS THE MAJOR ENZYME RESPONSIBLE FOR THEMETABOLISM OF LAQUINIMOD, A NOVEL IMMUNOMODULATOR; DRUG METABOLISM AND DISPOSITION, 2005, 33, 866-872"
54677946,laquinimod,154699716,"5-chloro-N-ethyl-4,7-dihydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4,BIOTID00661,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2005); CYTOCHROME P450 3A4 IS THE MAJOR ENZYME RESPONSIBLE FOR THEMETABOLISM OF LAQUINIMOD, A NOVEL IMMUNOMODULATOR; DRUG METABOLISM AND DISPOSITION, 2005, 33, 866-872"
54677946,laquinimod,150636292,"5-chloro-N-ethyl-4,6-dihydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4,BIOTID00662,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2005); CYTOCHROME P450 3A4 IS THE MAJOR ENZYME RESPONSIBLE FOR THEMETABOLISM OF LAQUINIMOD, A NOVEL IMMUNOMODULATOR; DRUG METABOLISM AND DISPOSITION, 2005, 33, 866-872"
54677946,laquinimod,54687473,"5-chloro-4-hydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide",N-dealkylation of secondary carboxamide / Human Phase I,Human,CYP3A4,BIOTID00658,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2005); CYTOCHROME P450 3A4 IS THE MAJOR ENZYME RESPONSIBLE FOR THEMETABOLISM OF LAQUINIMOD, A NOVEL IMMUNOMODULATOR; DRUG METABOLISM AND DISPOSITION, 2005, 33, 866-872"
6918154,zatosetron,10384207,"5-Chloro-3-hydroxy-2,2-dimethyl-N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)-3H-1-benzofuran-7-carboxamide",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01211,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8070310
3151,domperidone,104607,5-Chloro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one,N-dealkylation / Human Phase I,Human,CYP3A4,BIOTID00508,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15327587
60149,sertindole,9862272,5-Chloro-1-(4-fluorophenyl)-3-(piperidin-4-yl)-1H-indole,N-dealkylation / Human Phase I,Human,CYP2D6,BIOTID00944,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10482125
65885,ecabapide,19822904,5-amino-2-hydroxy-N-methylbenzamide,N-dealkylation of secondary arylalkylamine / Human Phase I,Human,CYP3A4,BIOTID00514,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Fujimaki, N. et al. (1999); Identification of cytochromes P450 involved in human liver microsomal metabolism of ecabapide, a prokinetic agent; xenobiotica; 29:12, 1273-1282; DOI:10.1080/004982599237930"
29977651,D-702,161569,"5-Amino-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile",N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID01366,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
13537153,D-617,161569,"5-Amino-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID01365,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
104972,Norverapamil,161569,"5-Amino-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C8; CYP3A4; CYP2D6,BIOTID01442,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
4276,myristicin,11389746,"5-allyl-1-methoxy-2,3-dihydroxybenzene",Nifedipine Oxidation / Human Phase I,Human,CYP3A4;CYP1A2,BIOTID00724,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12523956
135413536,aprepitant,135985157,"5-oxo-1,4-dihydro-1,2,4-triazole-3-carbaldehyde",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP3A5; CYP1A2; CYP2C19,BIOTID00262,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322"
135413536,aprepitant,154699529,"5-{[(2S,3S)-3-(4-fluorophenyl)-2-hydroxymorpholin-4-yl]methyl}-2,4-dihydro-1,2,4-triazol-3-one",O-dealkylation of dialkylether / Human Phase I,Human,CYP3A4; CYP3A5; CYP1A2; CYP2C19,BIOTID00263,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322"
4829,Pioglitazone,4147757,"5-[(4-{2-[5-(1-hydroxyethyl)pyridin-2-yl]ethoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione",Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C8; CYP3A4,BIOTID01453,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
1775,phenytoin,152954,"5-(3,4-dihydroxycyclohexa-1,5-dien-1-yl)-5-phenylimidazolidine-2,4-dione",Dihydrogenation of double bond / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID00804,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3679"
4829,Pioglitazone,9864268,"5-({4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione",Hydroxylation of aliphatic secondary carbon / Human Phase I,Human,CYP2C8; CYP3A4,BIOTID01454,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
129211,tamsulosin,11510266,5-[2-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-hydroxybenzenesulfonamide,O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00974,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9849639
10969297,schembl7562446,18936387,"5-[(3,5-Ditert-butyl-4-hydroxyphenyl)methyl]-1-oxo-1,3-thiazolidin-4-one",S-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00926,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9394028
6199,psoralen,10465439,"5,7,11-Trioxatetracyclo[8.4.0.03,8.04,6]tetradeca-1,3(8),9,13-tetraen-12-one",Epoxidation / Human Phase I,Human,CYP2A6,BIOTID00822,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9665710
444795,Tretinoin,5363137,"5,6-Epoxy-retinoic acid","Epoxitation of 1,1,2,2-tetrasubstituted alkene / Human Phase I",Human,CYP2C8; CYP2C9; CYP1A1; CYP2D6,BIOTID01256,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
444899,arachidonic acid,5283202,"5,6-EET","Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP1A1; CYP1A2; CYP2B6 (minor); CYP2D6,BIOTID00276,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
68077,tangeretin,44258635,"5,6-Dihydroxy-7,8,4'-trimethoxyflavone",O-dealkylation / Human Phase I,Human,CYP3A4,BIOTID00978,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12828569
9177,"Dibenz[a,j]acridine",154700068,"5,6-DHD",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID01115,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7866988
3152,donepezil,10446897,"5,6-dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydroinden-1-one",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP2C9,BIOTID01375,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3676"
6436048,Pranidipine,173322,"5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid",C-de-esterification / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID01457,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
443869,barnidipine,173322,"5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid",O-dealkylation / Human Phase I,Human,CYP2A6;CYP2D6;CYP3A4,BIOTID00294,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9381730
345501,deoxypodophyllotoxin,1689,"5-(4-Hydroxy-3,5-dimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one",O-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00467,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18050240
44389510,"5-(3p,4p-Dihydroxyphenyl)-gamma-valerolactone-4p-O-methyl",124202064,"5-(3',4'-Dihydroxyphenyl)-gamma-valerolactone-4'-O-methyl-3'-O-glucuronide",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01889,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0059990
72276,Epicatechin,152432,"5-(3',4'-dihydroxyphenyl)-gamma-valerolactone",Flavan-3-ol C-ring fission / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02151,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
91597,3'-HPPH,169703,"5-(3,4-Dihydroxyphenyl)-5-phenylhydantoin",Hydroxylation of benzene on carbon ortho to a strongly electron donating group / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID01328,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11038165
17732,4-Hydroxyphenytoin,169703,"5-(3,4-Dihydroxyphenyl)-5-phenylhydantoin",Hydroxylation of benzene on carbon ortho to a strongly electron donating group / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID01329,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11038165
44389277,"5-(3p,4p,5p-Trihydroxyphenyl)-gamma-valerolactone",124202080,"5-(3',4',5'-Trihydroxyphenyl)-gamma-valerolactone-3'-O-glucuronide",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02059,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0059984
178030,Alvameline,10443071,"5-(2-Ethyltetrazol-5-yl)-1-methyl-1-oxido-3,6-dihydro-2H-pyridin-1-ium",N-Oxidation / Human Phase I,Human,CYP1A2;CYP2C19,BIOTID01135,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9884321
178030,Alvameline,9820835,"5-(2-Ethyl-2H-tetrazol-5-yl)-1,2,3,6-tetrahydro-pyridine",N-demethylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2C19;CYP3A4,BIOTID01134,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9884321
60835,Duloxetine,10086952,5-((S)-3-Methylamino-1-thiophen-2-yl-propoxy)-naphthalen-2-ol,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID01268,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12920170
3478,Glipizide,131769999,4-trans-hydroxy-glipizide,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2C9,BIOTID01397,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3679"
104865,bosentan,6426756,"4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-hydroxyphenoxy)-[2,2-]bipyrimidinyl-4-yl]-benzenesulfonamide",O-aryl demethylation / Human Phase I,Human,CYP3A4 (major); CYP2C9 (minor),BIOTID00309,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5282362,4p-Hydroxychalcone,154699800,"4p-Hydroxychalcone, 4p-hydroxy-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01533,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
151166,Lumiracoxib,9904747,4p-Carboxylumiracoxib,Hydroxylation of aromatic carbon meta to halide group / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID01408,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
42267,"benzo[a]pyrene-7,8-diol",152023,"4-Oxahexacyclo[11.6.2.02,8.03,5.010,20.017,21]henicosa-1(20),2(8),3(5),6,9,11,13(21),14,16,18-decaene-6,7-diol",Epoxidation / Human Phase I,Human,CYP1A2,BIOTID00298,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9806168
60846,valsartan,9911647,4-hydroxy-valsartan,Hydroxylation of acyclic aliphatic secondary carbon / Human Phase I,Human,CYP2C9,BIOTID01086,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
72099,(s)-flurbiprofen,40578888,4-hydroxy-S-flurbiprofen,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C9,BIOTID00094,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
73346713,Seratrodast,154699922,4'-hydroxy-seratrodast,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C19; CYP2C9; CYP2C8,BIOTID00394,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5070,riluzole,85752610,4-hydroxy-riluzole,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A1,BIOTID00873,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
4943,propofol,3014064,4-hydroxy-propofol,Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP2B6 (major); CYP2C9 (major); CYP1A2 (minor); CYP2A6 (minor); CYP2C8 (minor); CYP2C19 (minor); CYP2D6 (minor),BIOTID00820,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5310985,gts-21,135508231,4-hydroxy-GTS-21,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2E1;CYP3A4,BIOTID00594,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"furafylline, Xenobioticu, 24, 517-526 (1994); J. K. Racha, A. E.;PMID:10456692"
3347,Esfenvalerate,188070,4'-hydroxy-esfenvalerate,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C8; CYP2C9; CYP2C19; CYP3A4; CYP3A5,BIOTID01380,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3677"
40585,Deltamethrin,6455385,4'-hydroxy-deltamethrin,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C8; CYP2C19; CYP3A4; CYP3A5,BIOTID01181,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
185395,(s)-(-)-carvedilol,40425351,4'-hydroxy-carvedilol,Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP2D6 (major); CYP2E1 (minor); CYP2C9 (minor); CYP3A4 (minor),BIOTID00085,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
2206,antipyrine,98889,4-hydroxy-antipyrine,Hydroxylation of carbon alpha to conjugated carbonyl / Human Phase I,Human,CYP3A4 (major); CYP1A2 (minor),BIOTID00261,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
71771,aceclofenac,9842299,4'-hydroxy-aceclofenac,Hydroxylation of aromatic carbon meta to halide group / Human Phase I,Human,CYP2C9,BIOTID00222,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
7485,4-nitroanisole,980,4-Nitrophenol,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00182,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9364740
79266,4-nitrophenethyl bromide,154699603,4-nitrophenethyl-glutathione,GSH-conjugation of organohalide / Human Phase II,Human,GST,BIOTID02140,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
980,4-Nitrophenol,3505109,4-nitrocatechol (4NC) ,Aromatic Hydroxylation / Human Phase I,Human,CYP2E1,BIOTID01157,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8267647
7482,4-nitrobenzyl chloride,97538,4-nitrobenzyl-glutathione,GSH-conjugation / Human Phase II,Human,GST,BIOTID01712,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
5280567,4-Methylumbelliferone,91553,4-Methylumbelliferone O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01538,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
1140,toluene,2879,4-Methylphenol,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C8; CYP1A2,BIOTID01032,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2879,4-Methylphenol,9958,4-methyl-hydroquinone,Aromatic Hydroxylation / Human Phase I,Human,CYP2E1,BIOTID00777,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16174805
7809,p-xylene,11505,4-Methylbenzylalcohol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1,BIOTID00780,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8558417
8931830,4-[(dimethylamino)methyl]-7-methoxychromen-2-one,8931837,4-Methylaminomethyl-7-methoxycoumarin,N-dealkylation / Human Phase I,Human,CYP1A2,BIOTID00373,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11095593
7813,p-Toluidine,7684,4'-Methylacetanilide,N-acetylation / Human Phase II,Human,NAT,BIOTID01989,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Phase II Metabolism in Human Skin: Skin Explants Show Full Coverage for Glucuronidation, Sulfation, N-Acetylation, Catechol Methylation, and Glutathione Conjugation"
2879,4-Methylphenol,15361578,"4-Methyl-2,5-cyclohexadien-1-one",Dehydrogenation / Human Phase I,Human,CYP1A2;CYP2C19;CYP2D6;CYP2E1,BIOTID00778,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16174805
9971251,4-hydroxyestrone,194066,4-methoxyestrone,O-methylation / Human Phase II,Human,S-COMT,BIOTID01578,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
6918906,ac1ocg1j,179091,4-Methoxy-3-[2-(methylamino)propyl]phenol,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00220,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7835228
12085,4-Iodobenzoic acid,154699902,4-Iodobenzoyl glyucuronide,O-glucuronidation of aromatic acid / Human Phase II,Human,UGT,BIOTID01676,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jensen,BP. et al. (2004); Application of inductively coupled plasma mass spectrometry and high-performance liquid chromatography--with parallel electrospray mass spectrometry to the investigation of the disposition and metabolic fate of 2-, 3- and 4-iodobenzoic acids in the rat.; J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Oct 5;809(2):279-85."
3121,valproic acid,134467,4-Hydroxyvalproate,Hydroxylation of penultimate aliphatic secondary carbon / Human Phase I,Human,CYP2C9; CYP2B6; CYP2A6,BIOTID01082,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5556,triazolam,128260,4-Hydroxytriazolam,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01047,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10640299
5505,tolbutamide,3656,4-Hydroxytolbutamide,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID01027,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
2733526,tamoxifen,449459,4-Hydroxytamoxifen,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2D6 (major); CYP2B6; CYP2C9; CYP3A4 (at a high concentration (250uM)); CYP1A1 (at a high concentration (250uM)); CYP1A2 (at a high concentration (250uM)); CYP3A5 (at a high concentration (250uM)),BIOTID00969,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
2733526,tamoxifen,5284643,4'-Hydroxytamoxifen,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2D6; CYP2B6,BIOTID00970,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
77327,sulfinpyrazone_sulfide,161594,4-Hydroxysulfinpyrazone,Aromatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP3A4,BIOTID01153,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11302937
445354,retinol,6080476,4-Hydroxyretinol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8,BIOTID00861,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:2916844;PMID:10681376
444795,Tretinoin,6438629,4-Hydroxyretinoic acid,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP1A2; CYP3A7; CYP2C8 (major); CYP3A4; CYP2C9 (minor); CYP2B6; CYP3A5; CYP2A6,BIOTID01254,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
21138,dexpropranolol (propranolol),91565,4-Hydroxypropranolol,Aromatic hydroxylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID00478,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8877032|PMID:8781788|PMID:10460802
17732,4-Hydroxyphenytoin,135250,4-Hydroxyphenytoin glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID02112,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060769
1775,phenytoin,17732,4-Hydroxyphenytoin,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C9 (major); CYP2C19 (minor),BIOTID00803,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3679"
547,"3,4-dihydroxyphenylacetic acid",127,4-hydroxyphenylacetic acid,Dehydroxylation of catechol / Human Gut Microbial,Gut microbial environment,Unspecified bacterial dehydroxylase,BIOTID02163,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
59846969,"2-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one",19424742,4-hydroxyphenyl-2-propenoic acid,Keto hydrolysis / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02172,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Joannou, G.E. et al., J. Steroid Biochem. Mol. Biol., 54, 167-184, 1995|Coldham, N.G. et al., Xenobiotica, 32, 45-62, 2002."
54681545,(R)-phenprocoumon,54704412,4'-Hydroxyphenprocoumon,Aromatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID00363,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15742978
7340,[2-methyl-4-(o-tolylazo)phenyl]amine,167637,4'-hydroxy-o-aminoazotoJuene,Aromatic hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00109,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:6756667
54676478,linomide,54682853,"4-hydroxy-N-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide",N-dealkylation of tertiary carboxamide / Human Phase I,Human,CYP3A4,BIOTID00673,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2000) Identification of cytochrome P4503A as the major subfamily responsible for the metabolismof roquinimex in man, Xenobiotica, 30:9, 905-914, DOI:10.1080/004982500433327"
54676478,linomide,54717849,"4-hydroxy-N-(4-hydroxyphenyl)-N,1-dimethyl-2-oxo-1,2-dihydroquinoline-3-carboxamide",Hydroxylation of benzene on carbon para to an electron donating group / Human Phase I,Human,CYP3A4,BIOTID00675,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2000) Identification of cytochrome P4503A as the major subfamily responsible for the metabolism of roquinimex in man, Xenobiotica, 30:9, 905-914, DOI:10.1080/004982500433327"
4199,minaprine,71258,4-Hydroxyminaprine,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2D6,BIOTID00709,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
4192,midazolam,124449,4-Hydroxymidazolam,"3-Hydroxylation of 5-aryl-1,4-benzodiazepine / Human Phase I",Human,CYP3A4; CYP3A5; CYP3A7,BIOTID00706,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Khan, K. K. et al. (2002); Midazolam oxidation by cytochrome P450 3A4 and active-site mutants: An evaluation of multiple binding sites and of the metabolic pathway that leads to enzyme inactivation; Mol. Pharmacol. 61:495-506|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
10836,Metamphetamine,158815,4-Hydroxymethamphetamine,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2D6,BIOTID01262,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
6451435,(s)-mephobarbital,133152,4-hydroxymephobarbital,Aromatic Hydroxylation / Human Phase I,Human,CYP2C19,BIOTID00096,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11124227
107921,S-Mephenytoin,40572060,4'-Hydroxymephenytoin,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2D6;  CYP2C19;  CYP1A2;  CYP2C18;  CYP3A4,BIOTID01300,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Koyama, E. et al. (1997); Reappraisal of Human CYP Isoforms Involved in Imipramine N-Demethylation and 2-Hydroxylation: A Study Using Microsomes Obtained from Putative Extensive and Poor Metabolizers of S-Mephenytoin and Eleven Recombinant Human CYPs; Journal of Pharmacology and Experimental Therapeutics; 281 (3) 1199-1210;"
9588020,l-ifosfamide,154699704,4-Hydroxyifosfamide,4-alkyl hydroxylation of oxoazaphosphorine / Human Phase I,Human,CYP2B6 (major); CYP3A4 (major); CYP2A6 (minor); CYP2C8 (minor); CYP2C9 (minor); CYP2C19 (minor); CYP3A5 (minor),BIOTID00653,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|Chugh, R. et al. (2007); Assessment of ifosfamide pharmacokinetics, toxicity, and relation to CYP3A4 activity as measured by the erythromycin breath test in patients with sarcoma; Cancer. 2007 Jun 1;109(11):2315-22; PMID:17464949; DOI:10.1002/cncr.22669"
133184,estrone,9971251,4-hydroxyestrone,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A1; CYP1A2; CYP2C9; CYP3A4; CYP3A5; CYP3A7,BIOTID00528,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
14880,estradiol isomer,5282360,4-Hydroxyestradiol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1B1 ,BIOTID00526,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
5757,17-beta-estradiol,5282360,4-Hydroxyestradiol,Aromatic Hydroxylation / Human Phase I,Human,CYP1B1,BIOTID01278,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18259985
3261,estazolam,11666741,4-hydroxyestazolam,Hydroxylation of heteroalicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00524,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"M. Miura, K. Otani & T. Ohkubo (2005) Identification of human cytochrome P450 enzymes involved in the formation of 4-hydroxyestazolam from estazolam, Xenobiotica, 35:5, 455-465, DOI:10.1080/00498250500111612"
60835,Duloxetine,29981497,4-Hydroxyduloxetine,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID01267,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12920170
3033,diclofenac,116545,4'-hydroxydiclofenac,Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP2C9,BIOTID00495,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Bort, R. (1999); Hepatic metabolism of diclofenac: role of human CYP in the minor oxidative pathways; Biochem Pharmacol. 1999 Sep 1;58(5):787-96; PMID:10449188"
2966,debrisoquine,107669,4-Hydroxydebrisoquine,Hydroxylation of heteroalicyclic secondary carbon / Human Phase I,Human,CYP2D6,BIOTID00459,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2789,clobazam,14275474,4-Hydroxyclobazam,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID00425,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15483195
5282361,4-Hydroxychalcone,154699814,"4-Hydroxychalcone, 4-hydroxy-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01531,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
6129,carbaryl,21956,4-hydroxycarbaryl,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C19;CYP3A4,BIOTID00333,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12385721
71733,Bufuralol,173807,4-Hydroxybufuralol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP2D6,BIOTID01178,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Yamazaki, H. et al. (1994); Bufuralol hydroxylation by cytochrome P450 2D6 and 1A2 enzymes in human liver microsomes; Molecular Pharmacology September 1994, 46 (3) 568-577"
91456,(+)-isothujone,45096397,4-Hydroxy-beta-thujone,Hydroxylation of penultimate aliphatic tertiary carbon / Human Phase I,Human,CYP2A6; CYP2B6; CYP2D6; CYP3A4,BIOTID00050,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
2879,4-Methylphenol,125,4-Hydroxybenzyl alcohol,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C19;CYP2D6;CYP2E1,BIOTID00779,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16174805
60795,aripiprazole,9847259,4-Hydroxyaripiprazole,Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP2D6,BIOTID00283,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Shi, R. et al, (2003), Catalytic mechanism of Cytochrome P450 2D6 for 4-hyroxylation of aripirazole: A QM/MM study; DOI:10.1002/ejoc.201300427"
44287448,4-Hydroxyandrostenedione,128210,4-Hydroxyandrostenedione glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID02021,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0010315
32893,Amphetamine,3651,4-Hydroxyamphetamine,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2D6,BIOTID01349,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2118,alprazolam,182017,4-Hydroxyalprazolam,Hydroxylation of heteroalicyclic secondary carbon / Human Phase I,Human,CYP3A4 (major); CYP2C9 (minor),BIOTID00244,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
261491,alpha-thujone,130754406,4-Hydroxy-alpha-thujone,Hydroxylation of penultimate aliphatic tertiary carbon / Human Phase I,Human,CYP2A6; CYP2B6; CYP2D6; CYP3A4,BIOTID00241,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
6436082,9-cis-retinal,449171,4-hydroxy-9-cis-retinals,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C19;CYP3A4,BIOTID00211,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10681373
10748,7-methoxycoumarin,54691408,4-Hydroxy-7-methoxycoumarin,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2A6,BIOTID00204,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16649998
68077,tangeretin,3010100,"4'-Hydroxy-5,6,7,8-tetramethoxyflavone",O-dealkylation / Human Phase I,Human,CYP1A2;CYP2D6;CYP3A4,BIOTID00977,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12828569
52920333,"4-Hydroxy-5-(3p,5p-dihydroxyphenyl)-valeric acid",124202069,"4-Hydroxy-5-(3',5'-dihydroxyphenyl)-valeric acid-O-methyl-O-glucuronide",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01880,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0059974
6896,"2,6-Xylidine",76543,"4-hydroxy-2,6-dimethylaniline",Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP2A6; CYP2E1,BIOTID01324,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
54676478,linomide,54676449,"4-hydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide",N-dealkylation of tertiary carboxamide / Human Phase I,Human,CYP3A4,BIOTID00674,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2000) Identification of cytochrome P4503A as the major subfamily responsible for the metabolismof roquinimex in man, Xenobiotica, 30:9, 905-914, DOI:10.1080/004982500433327"
6093336,(s)-tomoxetine,9816910,4-Hydroxy-(s)-tomoxetine,Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP2D6; CYP2A6; CYP2B6; CYP2C9; CYP2C19; CYP2E1; CYP3A4,BIOTID00104,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
348154,"3,4-dihydroxyphenylpropionic acid",10394,4-hydroxy- 4-Hydroxyphenylpropionic acid,Dehydroxylation of catechol / Human Gut Microbial,Gut microbial environment,Unspecified bacterial dehydroxylase,BIOTID02166,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
3747,ipriflavone,10469827,"4H-1-Benzopyran-4-one, 3-(4-hydroxyphenyl)-7-(1-methylethoxy)-",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19,BIOTID00627,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17624023
2448,bromperidol,68498,4'-Fluorobutyrophenone,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID01285,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11133003
2769,(+-)-Cisapride,101146906,4-Fluoro-2-hydroxycisapride,"2-Hydroxylation of 1,4-disubstituted benzene / Human Phase I",Human,CYP3A4,BIOTID00417,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5311047,cisapride,101124818,4-Fluoro-2- hydroxycisapride,Hydroxylation of benzene on carbon ortho to an electron donating group / Human Phase I,Human,CYP3A4,BIOTID00414,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
3121,valproic acid,104896,4-ene-valproate,Terminal desaturation / Human Phase I,Human,CYP2C9,BIOTID01085,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
123631,gefitinib,11190016,4-Defluoro-4-hydroxy Gefitinib,oxidative defluorination / Human Phase I,Human,CYP3A4,BIOTID00585,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"North American ZSSX Meeting, Bal Harbour, FL, November 2-6,|PMID:15788367"
3075626,ac1mip3e,154699472,4-cis-OH ac1mip3e,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00218,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10219965
6178111,Proguanil,19933,4-Chlorophenylbiguanide,N-deisopropylation / Human Phase I,Human,CYP2C19,BIOTID01156,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Diaz, D.S. et al. (2008); Role of Specific Cytochrome P450 Isoforms in the Conversion of Phenoxypropoxybiguanide Analogs in Human Liver Microsomes to Potent Antimalarial Dihydrotriazines; Drug Metabolism and Disposition February 2008, 36 (2) 380-385; DOI:https://doi.org/10.1124/dmd.106.013920|Birkett, D.J. et al. (1994); In vitro proguanil activation to cycloguanil by human liver microsomes is mediated by CYP3A isoforms as well as by S-mephenytoin hydroxylase; Br J Clin Pharmacol.; 37(5):413-20."
154699569,17alpha-Ethinylestradiol,154699846,4beta-hydroxy-17beta-Ethinylestradiol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9; CYP3A4,BIOTID01321,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
62134,4-nitropyrene,119443,4-aminopyrene,Reduction of nitro to amine / Human Phase I,Human,CYP1A2; CYP3A4,BIOTID00183,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
6115,aniline,403,4-aminophenol,Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP2E1,BIOTID00257,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
7102,4-aminobiphenyl,81261,"4-aminobiphenyl, N-oxide",N-hydroxylation of primary arylamine / Human Phase I,Human,CYP1A2,BIOTID00175,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Butler, M.A. et al. (1989); Human cytochrome P-450PA (P-450IA2), the phenacetin O-deethylase, is primarily responsible for the hepatic 3-demethylation of caffeine and N-oxidation of carcinogenic arylamines; Proc Natl Acad Sci U S A. 1989 Oct;86(20):7696-700; PMID:2813353; PMCID:PMC298137"
2762419,3-Hydroxy-4-aminopyridine,92043695,4-Amino-3-hydroxypyridine Sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01946,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0061120
6101785,"[(3R,6R)-6-(methylamino)-4,4-diphenylheptan-3-yl] acetate",170384,"4-Amino-1-ethyl-2,2-diphenylpentyl acetate",N-demethylation / Human Phase I,Human,CYP2B6,BIOTID01068,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11396966
4876,4-aminobenzoate,6918889,4-acetylaminobenzoate,N-acetylation of arylamine / Human Phase II,Human,NAT,BIOTID01656,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:735647|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
4409,nabumetone,9816279,4-hydroxy-4-(6-methoxynaphthalen-2-yl)butan-2-one,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP1A2,BIOTID00738,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Montellano, P. R. O (2013); Cytochrome P450-activated prodrugs; Future Med Chem., 5(2): 213-228. doi:10.4155/fmc.12.197."
81976,2-(4-aminobenzamido)pyridine,215925,4-acetamido-N-(pyridin-2-yl)benzamide,N-acetylation of arylamine / Human Phase II,Human,GST,BIOTID01661,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:487114|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
119607,valdecoxib,9818888,"4-[5-(hydroxymethyl)-3-phenyl-1,2-oxazol-4-yl]benzene-1-sulfonamide",Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C9; CYP3A4,BIOTID01080,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
119607,valdecoxib,72710738,"4-[3-(3-hydroxyphenyl)-5-methyl-1,2-oxazol-4-yl]benzene-1-sulfonamide",m-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C9; CYP3A4,BIOTID01081,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
60795,aripiprazole,56851120,"4-[(2-oxo-3,4-dihydro-1H-quinolin-7-yl)oxy]butanal",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00284,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Caccia, S. (2007); N-Delakylation of arylpiprazine derivatives: Disposition and metabolism of 1-arylpiperazines formed, Curr Drug Metab 8: 612-622."
1547484,cinnarizine,91994288,4-{phenyl[4-(3-phenylprop-2-en-1-yl)piperazin-1-yl]methyl}phenol,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2B6,BIOTID00407,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
1547484,cinnarizine,10430125,4-{3-[4-(diphenylmethyl)piperazin-1-yl]prop-1-en-1-yl}phenol,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2D6,BIOTID00408,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
3455,vanoxerine,10504397,4-[3-[4-[2-[Bis(4-fluorophenyl)methoxy]ethyl]piperazino]propyl]phenol,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID01088,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7587951
71360,iloperidone,9823904,"4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxy-a-methylbenzene methanol",Reduction  / Human Phase I,Human,CYP1A2;CYP2E1;CYP3A4,BIOTID00607,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9732390
44290645,"(2S)-1-(1,3-Benzodioxol-5-yl)-N-methyl-2-butanamine",91360001,"4-[2-(Methylamino)butyl]benzene-1,2-diol",O-Demethylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C19;CYP2D6;CYP3A4,BIOTID00392,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10720722
5095,ropinirole,133741,"4-[2-(Dipropylamino)ethyl]-7-hydroxy-1,3-dihydro-2h-indol-2-one",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00884,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9224778
77327,sulfinpyrazone_sulfide,21123997,"4-[2-(4-Hydroxyphenyl)sulfinylethyl]-1,2-diphenylpyrazolidine-3,5-dione",Aromatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP3A4,BIOTID01154,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11302937
219101,traxoprodil,69503224,"4-[1-Hydroxy-2-(4-hydroxy-4-phenylpiperidin-1-yl)propyl]benzene-1,2-diol",Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID01042,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12485956
43815,Paroxetine,59215182,"4-[[(3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl]methoxy]benzene-1,2-diol",O-Demethylenation / Human Phase I,Human,CYP2D6,BIOTID01283,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19817501;PMID:19902987
47289,NNK,53297437,4-[(Hydroxymethyl)nitrosoamino]-1-(3-pyridinyl)-1-butanone,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP1A1; CYP1A2; CYP1B1; CYP2A6; CYP2B6; CYP2D6; CYP2E1,BIOTID01128,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
8931830,4-[(dimethylamino)methyl]-7-methoxychromen-2-one,8481465,4-[(Dimethylamino)methyl]-7-hydroxychromen-2-one,N-dealkylation / Human Phase I,Human,CYP1A2;CYP2C19;CYP2D6,BIOTID00374,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11095593
65937,dexloxiglumide,101235750,"4-[(3,4-Dichlorobenzoyl)amino]-5-[3-hydroxypropyl(pentyl)amino]-5-oxopentanoic acid",O-demethylation / Human Phase I,Human,CYP2B6;CYP2C8;CYP2C9;CYP3A4,BIOTID00475,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15108219
6951129,(R)-1-(4-Methoxyphenyl)propan-2-amine,12234986,4-[(2R)-2-Aminopropyl]phenol,O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00016,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10456690
54676478,linomide,154699478,"4,8-dihydroxy-N,1-dimethyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4,BIOTID00670,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson, H. et al.(2005); CYTOCHROME P450 3A4 IS THE MAJOR ENZYME RESPONSIBLE FOR THEMETABOLISM OF LAQUINIMOD, A NOVEL IMMUNOMODULATOR; DRUG METABOLISM AND DISPOSITION, 2005, 33, 866-827"
54676478,linomide,154699823,"4,7-dihydroxy-N,1-dimethyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4,BIOTID00671,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2000) Identification of cytochrome P4503A as the major subfamily responsible for the metabolismof roquinimex in man, Xenobiotica, 30:9, 905-914, DOI:10.1080/004982500433327"
54676478,linomide,54717876,"4,6-dihydroxy-N,1-dimethyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4,BIOTID00672,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tuvesson,H. et al.(2000) Identification of cytochrome P4503A as the major subfamily responsible for the metabolismof roquinimex in man, Xenobiotica, 30:9, 905-914, DOI:10.1080/004982500433327"
3052566,5-hydroxydiclofenac,3052567,"4',5-Dihydroxydiclofenac",Aromatic Hydroxylation / Human Phase I,Human,CYP2C9,BIOTID00187,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10449188
115368,Perospirone,10526361,"4,5,6,7-Tetrahydro-2-[4-[4-(1,2-benzisothiazole-3-yl)piperazino]butyl]-2H-isoindole-1,3-dione",Dehydrogenation / Human Phase I,Human,CYP3A4,BIOTID01506,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:20363276
16308,"4,4'-Dichlorobiphenyl",6452830,"4,4-²-Dichloro-3-biphenylol",Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP1A2,BIOTID01330,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
154700058,aminopyrine,154700001,"4-(Dimethylamino)-5-methyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one",N-dealkylation of hydrazide / Human Phase I,Human,CYP2C19; CYP2C8; CYP2D6; CYP2C18; CYP1A2,BIOTID00250,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
206530,(s)-oxybutynin,82735,4-(diethylamino)but-2-yn-1-ol,Hydrolysis of carboxylic ester / Human Phase I,Human,CYP3A4,BIOTID00099,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Sato, Y. et al. (2012); Conclusive Identification of the Oxybutynin-Hydrolyzing Enzyme in Human Liver; DRUGMETABOLISM ANDDISPOSITION 2012, 40, 902-906|MIZUSHIMA, H. et al. (2007); Stereoselective pharmacokinetics of oxybutynin and N-desethyloxybutynin in vitro and in vivo; Xenobiotica, 2007, 37, 59-73|Abramov, Y. et al. (2004); Oxybutynin for treatment of urge urinary incontinence and overactive bladder: an updated review; Expert Opin. Pharmacother., 2004, 5, 2351-2359"
71339287,"2h-1-benzopyran-2-one, 4-(chloromethyl)-7-ethoxy-",5398846,4-(Chloromethyl)-7-hydroxychromen-2-one,O-Deethylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2B6;CYP2C8;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00156,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9732386
85782015,4-(butylaminomethyl)-7-methoxycoumarin,8758226,4-(Aminomethyl)-7-methoxycoumarin,N-Demethylation / Human Phase I,Human,CYP1A2,BIOTID00170,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11095593
85782009,4-(ethylaminomethyl)-7-methoxycoumarin,8758226,4-(Aminomethyl)-7-methoxycoumarin,N-Dealkylation / Human Phase I,Human,CYP1A2,BIOTID00172,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11095593
75598,4-amino-3-methylbenzoic acid,3015948,4-(Acetylamino)-3-methylbenzoic acid,N-acetylation of arylamine / Human Phase II,Human,NAT1; NAT2,BIOTID01657,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:675406|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
127601,isoursodeoxycholic acid,12771428,"4-(7-Hydroxy-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)pentanoic acid",Dehydrogenation / Human Phase I,Human,CYP3A4,BIOTID00635,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18583509
9785,p-Hydroxyphenobarbital,71371485,"4-(5-Ethyl-2,4,6-trioxohexahydropyrimidin-5-yl)phenyl hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID02082,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
3191,ebastine,3017584,4-(4-tert-butylphenyl)-4-oxobutanal,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00512,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Hashizume, T. et al. (2002); Involvement of CYP2J2 and CYP4F12 in the methabolism of Ebastine in Human Intestinal Microsomes. The journal of pharmacology and exprimental therapeutics. 2002, 300 (1) 2980304; DOI:https://doi.org/10.1124/jpet.300.1.298"
2448,bromperidol,93911,4-(4-Bromophenyl)piperidin-4-ol,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID01284,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11133003
22809970,(R)-m-Methoxyamphetamine,197139,4-(2-Aminopropyl)-2-methoxyphenol,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00362,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10456690
9841596,NE-100,18986923,4-(2-{5-[2-(Dipropylamino)ethyl]-2-methoxyphenoxy}ethyl)phenol,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00358,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15618733
5095,ropinirole,10398490,4-(2-(Propylamino)ethyl)indolin-2-one,N-Despropylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00883,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9224778
1935,tacrine,179850,4- Hydroxytacrine,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP1A2,BIOTID00964,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259993"
3488,Glyburide,71749057,3-trans-Hydroxycyclohexyl glyburide,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4; CYP2C9; CYP2C19,BIOTID01293,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
14060306,taxol,90469727,3'-p-Hydroxy Paclitaxel,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP3A4 ,BIOTID00982,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996016"
138121,1-iodo-3-phenylpropane,68147343,3-phenylpropyl-glutathione,GSH-conjugation / Human Phase II,Human,GST,BIOTID01877,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
3747,ipriflavone,101159250,3-Phenyl-7-(1-methyl-2-hydroxyethoxy)-4H-1-benzopyran-4-one,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19,BIOTID00626,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17624023
19539,3-Phenoxybenozoic acid,171625,3-Phenoxybenzoylglycine,Glycination of aromatic acid / Human Phase II,Human,GLYAT (EC 2.3.1.13),BIOTID01590,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
19539,3-Phenoxybenozoic acid,6453558,3-Phenoxybenzoic acid glucuronide,O-glucuronidation of aromatic acid / Human Phase II,Human,UGT,BIOTID01589,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
15342836,"3p-Benzyloxy-5,7-dihydroxy-3,4p-dimethoxyflavone",154700021,"3p-Benzyloxy-5-hydroxy-3,4p-dimethoxyflavone, 7-O-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01563,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
5283878,"3alpha,7beta,12beta-trihydroxy-5alpha-cholan-24-oic acid",4046638,"3-Oxo-7a,12a-dihydroxy-5b-cholanic acid",Dehydrogenation / Human Phase I,Human,CYP3A4,BIOTID00166,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18583509
440623,2-hydroxyestrone,13831793,3-O-methoxyestrone,O-methylation / Human Phase II,Human,S-COMT,BIOTID01575,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
247304,2-hydroxyestradiol,13267935,3-O-methoxyestradiol,O-methylation / Human Phase II,Human,S-COMT,BIOTID01573,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5736,zotepine,12882320,3-hydroxy-zotepine,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A1; CYP1A2; CYP3A4; CYP2D6; CYP2C19,BIOTID01245,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
175805,ropivacaine,24892799,3-hydroxy-ropivacaine,Hydroxylation of benzene on carbon ortho to an electron donating group / Human Phase I,Human,CYP1A2,BIOTID00885,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754426"
7047,quinoline,11376,3OHQ,Aromatic hydroxylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2E1,BIOTID00836,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8824525
5463854,3-Hydroxymorphinan,76973589,3-hydroxy-morphinan-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01598,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675.|http://www.hmdb.ca/metabolites/HMDB0061130"
2206,antipyrine,123963,3-hydroxy-methylantipyrine,Hydroxylation of carbon gamma to conjugated carbonyl / Human Phase I,Human,CYP1A2 ; CYP2C9,BIOTID00260,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
4011,maprotiline,86125615,3-hydroxy-maprotiline,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6; CYP1A2,BIOTID00690,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|PMID:12071336"
2727,chlorpropamide,131750724,3-hydroxy-chlorpropamide,Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP2D6,BIOTID00399,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Shon, J. (2004), Chlorpropamide 2 hydroxylation is catalysed by CYP2C9 and CYP2C19 in vitro: chlorpropamide disposition is influenced by CYP2C9, but not by CYP2C19 genetic polymorphism, British Journal of Clinical Pharmacology; DOI:10.1111/j.1365-2125.2005.02364.x"
13031686,3-hydroxy-7-ethoxycourmarin,154699629,3-hydroxy-7-ethoxycourmarin O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01608,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
21694,1-nitropyrene,104936,3-hydroxy-1-nitropyrene,Hydroxylation of aromatic carbon / Human Phase I,Human,CYP3A4,BIOTID00119,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11525925
7036944,(s)-hexobarbital,154700109,3'-hydroxy-(S)-hexobarbital,Allylic hydroxylation / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID00095,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
443869,barnidipine,91992444,"3-O-(1-Benzylpyrrolidin-3-yl) 5-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate",Dehydrogenation / Human Phase I,Human,CYP2A6;CYP2D6;CYP3A4,BIOTID00295,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9381730
5429,theobromine,70639,3-Methylxanthine,N-demethylation / Human Phase I,Human,CYP2E1,BIOTID01011,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10215755
2153,theophylline,70639,3-Methylxanthine,N-dealkylation of N-acylurea / Human Phase I,Human,CYP1A2,BIOTID01015,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259987"
6736,3-methylindole,18427220,"3-methylindole-2,3-epoxide",Pyrrole expoxidation / Human Phase I,Human,CYP2F1; CYP2A6; CYP3A4; CYP2C8,BIOTID00163,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kalgutkar, A.S. et al. (2002); On the Diversity of Oxidative Bioactivation Reactions on Nitrogen-Containing Xenobiotics; Current Drug Metabolism, 3, 379-424; PMID:12093357"
6736,3-methylindole,18763384,3-methyleneindolenine,Terminal desaturation / Human Phase I,Human,CYP2F1,BIOTID00162,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kalgutkar, A.S. et al. (2002); On the Diversity of Oxidative Bioactivation Reactions on Nitrogen-Containing Xenobiotics; Current Drug Metabolism, 3, 379-424; PMID:12093357"
7929,m-xylene,11476,3-Methylbenzylalcohol,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2E1,BIOTID00688,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tassaneeyakul, W. et al. (1996); Human cytochrome P450 isoform specificity in the regioselective metabolism of toluene and o-, m- and p-xylene, The Journal of Pharmacology and Experimental Therapeutics January 1996,  276, 101-108"
5360696,dextromethorphan,6603912,3-methoxymorphinan,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4 (major); CYP2D6 (minor); CYP2C9 (minor); CYP2B6 (minor); CYP2C19 (minor),BIOTID00480,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Yu, A. et al; (2001); COMPARATIVE CONTRIBUTION TO DEXTROMETHORPHAN METABOLISM BY CYTOCHROME P450 ISOFORMS IN VITRO: CAN DEXTROMETHORPHAN BE USED AS A DUAL PROBE FOR BOTH CYP2D6 AND CYP3A ACTIVITIES?; Drug metabolism and Disposition, 2001 Vol. 29, No. 11"
3921635,4p-Hydroxy-3-methoxyflavanone,154700043,3-methoxyflavanone 4p-O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01557,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
10805,3-Methoxy-4-hydroxyphenylethyleneglycol,22833525,3-Methoxy-4-hydroxyphenylglycol glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01939,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0000496
7091,"2,3-Dihydroxynaphthalene",599943,3-Methoxy-2-naphthol,O-methylation / Human Phase II,Human,COMT,BIOTID01945,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Phase II Metabolism in Human Skin: Skin Explants Show Full Coverage for Glucuronidation, Sulfation, N-Acetylation, Catechol Methylation, and Glutathione Conjugation"
12060,3-Iodobenzoic acid,154699675,3-Iodobenzoyl glyucuronide,O-glucuronidation of aromatic acid / Human Phase II,Human,UGT,BIOTID01675,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jensen,BP. et al. (2004); Application of inductively coupled plasma mass spectrometry and high-performance liquid chromatography--with parallel electrospray mass spectrometry to the investigation of the disposition and metabolic fate of 2-, 3- and 4-iodobenzoic acids in the rat.; J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Oct 5;809(2):279-85."
69867,3-Indole carboxylic acid,53481645,3-Indole carboxylic acid glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01930,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0013189
3121,valproic acid,134459,3-Hydroxyvalproate,Hydroxylation of acyclic aliphatic secondary carbon / Human Phase I,Human,CYP2C9; CYP2B6; CYP2A6,BIOTID01084,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2733526,tamoxifen,3033767,3-Hydroxytamoxifen,m-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP3A4; CYP3A5; CYP2B6,BIOTID00972,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
65752,rutaecarpine,637395,3-Hydroxyrutaecarpine,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2D6;CYP3A4,BIOTID00889,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16318905
441074,quinidine,13217486,3-Hydroxyquinidine,Allylic hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00831,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5910,pilocarpine,154699528,3-hydroxypilocarpine,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6,BIOTID00805,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17178767
547,"3,4-dihydroxyphenylacetic acid",12122,3-hydroxyphenylacetic acid,Dehydroxylation of catechol / Human Gut Microbial,Gut microbial environment,Unspecified bacterial dehydroxylase,BIOTID02162,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
4594,omeprazole,71587579,3-Hydroxyomeprazole,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP3A4,BIOTID01443,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
10978907,3-Hydroxynevirapine,154699812,3-Hydroxynevirapine O-glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01602,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675.|http://www.hmdb.ca/metabolites/HMDB0061130"
10978907,3-Hydroxynevirapine,154699812,3-Hydroxynevirapine O-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID02040,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
4463,nevirapine,10978907,3-Hydroxynevirapine,Hydroxylation of heteroaromatic carbon / Human Phase I,Human,CYP2B6,BIOTID00750,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
5463854,3-Hydroxymorphinan,154699758,3-Hydroxymorphinan sulfate,Aromatic-OH glucuronidation / Human Phase II,Human,SULT,BIOTID01599,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675.|http://www.hmdb.ca/metabolites/HMDB0061130"
161824,3-Hydroxylidocaine,3015693,3-Hydroxymonoethyl glycinexylidide,N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID01327,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
24415,Monoethylglycinexylidide,3015693,3-Hydroxymonoethyl glycinexylidide,Hydroxylation of aromatic carbon / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID01426,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
4044,mefenamic acid,610738,3-hydroxymethyl mefenamic aci,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP2C9 ,BIOTID00692,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Hug, F. (2007); Molecular Modelling Analysis of the Metabolism of Mefenamic Acid. Journal of Pharmacology and Toxicology, 2: 72-79; DOI:10.3923/jpt.2007.72.79"
53232,lovastatin,154699506,3-Hydroxylovastatin,Hydroxylation of acyclic aliphatic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00686,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Jacobsen, W. et al. (1999); Comparison of Cytochrome P-450-Dependent Metabolism and Drug Interactions of the 3-Hydroxy-3-methylglutaryl-CoA Reductase Inhibitors Lovastatin and Pravastatin in the Liver; DRUG METABOLISM  AND DISPOSITION, 1999, 27, 173-179|Wang, R.W. et al. (1991); Biotransformation of lovastatin: IV. Identification of cytochrome P450 3A proteins as the major enzymes responsible for the oxidative metabolism of lovastatin in rat and human liver microsomes; Archives of Biochemistry and Biophysics, 1991, 290, 355-361|Caron, G. et al. (2007); Predicting the Oxidative Metabolism of Statins: An Application of the MetaSite Algorithm; Pharmaceutical Research, 2007, 24, 480-501"
3676,lidocaine,161824,3-Hydroxylidocaine,Hydroxylation of benzene on carbon ortho to an electron donating group / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID00669,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Ekins, S. and Wrighton, S.A. (1999); The role of CYP2B6 in Human Xenobiotic Metabolism; Drug Metabolism Reviews, 31:3, 719-754, DOI:10.1081/ DMR-100101942; PMID:10461547|Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|Thomas, J., Meffin, P. (1972). Aromatic hydroxylation of lidocaine and mepivacaine in rats and humans. J. Med. Chem. 15:1046-1049."
39912,(S)-(+)-ibuprofen,154699635,3-Hydroxyibuprofen,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2C9; CYP2C8,BIOTID00090,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
154699952,3-hydroxyguanfacine,154699491,3-hydroxyguanfacine glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01597,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/drugs/DB01018
55191,gepirone,9842584,3-Hydroxygepirone,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00590,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18840371
3380,flunitrazepam,128908,3-hydroxyflunitrazepam,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP3A4,BIOTID00570,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11159802
323,coumarin,13650,3-Hydroxycoumarin,7-Hydroxylation of coumarin / Human Phase I,Human,CYP3A4,BIOTID00443,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Born, S.L. et al. (2002); Identification of the Cytochromes P450 That Catalyze Coumarin 3,4-Epoxidation and 3-Hydroxylation; Drug Metab Dispos; 30(5):483-7; PMID:11950775; DOI:https://doi.org/10.1124/dmd.30.5.483"
2554,carbamazepine,135290,3-Hydroxycarbamazepine ,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4; CYP2C8 ,BIOTID00331,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Panesar, S. K., Bandiera, S. M., Abbott, F. S. (1996). Comparative effects of carbamazepine and carbamazepine-10,11-epoxide on hepatic cytochromes P450 in the rat. Drug Metab. Dispos. 24:619-628"
2441,Bromazepam,166774,3-Hydroxybromazepam,"3-Hydroxylation of 5-aryl-1,4-benzodiazepine / Human Phase I",Human,CYP1A2; CYP2D6,BIOTID01339,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Bolleddula, J. et al. (2014); Biotransformation and bioactivation reactions of alicyclic amines in drug molecules, Drug Metabolism Reviews, 46:3, 379-419, DOI:10.3109/03602532.2014.924962."
2336,Benzo[a]pyrene,154699641,3-Hydroxybenzo[a]pyrene,Arene epoxidation / Human Phase I,Human,CYP3A4; CYP2C8; CYP2C9;CYP2C19; CYP1A1; CYP1B1,BIOTID01248,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
1983,acetaminophen,161950,3-Hydroxyacetaminophen,Hydroxylation of benzene on carbon ortho to a strongly electron donating group / Human Phase I,Human,CYP2A6 (major); CYP2E1; CYP1A2; CYP2C8; CYP2C9; CYP3A4,BIOTID00002,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
93250,2-oxoquazepam,135860,3-Hydroxy-2-oxoquazepam,"3-Hydroxylation of 5-aryl-1,4-benzodiazepine / Human Phase I",Human,CYP3A4; CYP2C9,BIOTID00143,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Miura, M and Ohkubo, T (2004); In vitrometabolism of quazepam in human liver and intestine and assessment of drug interactions; Xenobiotica; 34(11-12):1001-11; PMID:15801544; DOI:10.1080/02772240400015214"
55191,gepirone,10222057,"3-Hydroxy-1-[4-[4-(5-hydroxypyrimidin-2-yl)piperazin-1-yl]butyl]-4,4-dimethylpiperidine-2,6-dione",Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00588,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18840371
65981,repaglinide,46781896,3'-Hydroxy Repaglinide(Mixture of Diastereomers),Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP3A4,BIOTID00853,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12919179
1775,phenytoin,91597,3'-HPPH,m-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID00802,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3679"
2769,(+-)-Cisapride,101146908,3-Fluoro-4-hydroxycisapride,Hydroxylation of aromatic carbon / Human Phase I,Human,CYP2C8,BIOTID00416,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5311047,cisapride,101124816,3-Fluoro-4-hydroxycisapride,Hydroxylation of benzene on carbon para to an electron donating group / Human Phase I,Human,CYP2C8,BIOTID00413,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
12101,3-ethylphenol,86290012,3-Ethylphenyl sulfate,3-OH sulfonation of phenolic compound / Human Phase II,Human,SULT,BIOTID01822,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0062721
135430996,unii-3es85mm31y,136114017,"3-Ethyl-5-(5-piperazin-1-ylsulfonyl-2-propoxyphenyl)-2-(pyridin-2-ylmethyl)-6H-pyrazolo[4,3-d]pyrimidin-7-one",N-dealkylation / Human Phase I,Human,CYP3A4,BIOTID01062,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11569532
5202,serotonin,15366337,3-Ethyl-1H-indol-5-ol,Unknown Reduction / Human Phase I,Human,CYP2B6 (major); CYP2C19; CYP2D6; CYP1A2; CYP2C9; CYP3A4,BIOTID00942,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14718257
3034034,quinine,92,3-Ethenyl-6-[hydroxy-(6-methoxyquinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-3-ol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C19;CYP3A4,BIOTID00833,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8968357
53278,(R)-colchicine,494161,3-demethylcolchicine,O-demethylation  / Human Phase I,Human,CYP3A4,BIOTID00341,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8960070
9588020,l-ifosfamide,91826887,3-Dechloroethylifosfamide,N-dechloroethylation / Human Phase I,Human,CYP2B6; CYP3A4; CYP3A5,BIOTID00651,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|Chugh, R. et al. (2007); Assessment of ifosfamide pharmacokinetics, toxicity, and relation to CYP3A4 activity as measured by the erythromycin breath test in patients with sarcoma; Cancer. 2007 Jun 1;109(11):2315-22; PMID:17464949; DOI:10.1002/cncr.22669"
688917,3-cyano-7-methoxycoumarin,5393173,3-Cyano-7-hydroxycoumarin,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C19;CYP2E1,BIOTID00161,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12065444
164045,3-cyano-7-ethoxycoumarin,5393173,3-Cyano-7-hydroxycoumarin,O-Demethylation / Human Phase I,Human,"CYP1A2;CYP2A6;CYP2B6;CYP2C9;CYP2C19,CYP2D6;CYP2E1",BIOTID00160,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15205384;PMID:9732386;PMID:14689466
3488,Glyburide,29981563,3-cis-Hydroxycyclohexyl glyburide,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4; CYP2C9; CYP2C19,BIOTID01294,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
3083543,Furametpyr,101086897,"3-Chloro-5-methyl-N-(1,1,3-trimethyl-3H-2-benzofuran-4-yl)-1H-pyrazole-4-carboxamide",N-Demethylation  / Human Phase I,Human,CYP1A1;CYP1A2;CYP2C19;CYP3A4,BIOTID01159,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,DOI:10.5772/28088;PMID:11087551
443156,(+)-3-carene,129775894,3-Caren-10-ol,Hydroxlation of methyl carbon adjacent to an aliphatic ring / Human Phase I,Human,CYP2B6; CYP2C19; CYP2D6,BIOTID00045,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jaeger, W. and Haeferl, M.; Metabolism of Terpenoids in Animal Models and Humans (Chapter 9) in Handbook of Essential Oils - Science, Technology, and Applications, Second Edition; Edited by K. Husnu Can Baser and Gerhard Buchbauer; CRC Press 2015; pp. 253-279."
7845,butadiene,6570,3-buten-2-one,C-Oxidation / Human Phase I,Human,CYP2A6;CYP2C9;CYP2E1,BIOTID01150,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8203896
40973,desogestrel,9858547,3-beta-hydroxy-desogestrel,Allylic hydroxylation / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID00471,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
40973,desogestrel,29981456,3-alpha-hydroxydesogestrel,Allylic hydroxylation / Human Phase I,Human,CYP2C9; CYP2C19,BIOTID00470,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
2758,"1,8-Cineole",439906,"3alpha-hydroxy-1,8-cineole",Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00114,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duisken, M. et al. (2005); Metabolism of 1,8-cineole by human cytochrome P450 enzymes: identification of a new hydroxylated metabolite; / Biochimica et Biophysica Acta 1722; 304-31."
5717,zafirlukast,10393637,3-hydroxycyclopentyl N-[3-({2-methoxy-4-[(2-methylbenzenesulfonyl)carbamoyl]phenyl}methyl)-1-methylindol-5-yl]carbamate,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2C9; CYP3A4,BIOTID01207,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3676"
14340,Dihydroferulic acid,187489,3-[3-Methoxy-4-(sulfooxy)phenyl]propanoic acid,O-sulfonation / Human Phase II,Human,SULT,BIOTID01817,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0041724
3151,domperidone,158069,3-[3-[4-(5-Chloro-2-oxo-3H-benzimidazol-1-yl)piperidin-1-yl]propyl]-6-hydroxy-1H-benzimidazol-2-one,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2D6;CYP3A4,BIOTID00507,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15327587
6918916,pimobendan,122345,"3-[2-(4-Hydroxyphenyl)-3H-benzimidazol-5-yl]-4-methyl-4,5-dihydro-1H-pyridazin-6-one",N-demethylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00221,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10611143
158797,tecalcet,22011047,3-[1-[3-(2-Chlorophenyl)propylamino]ethyl]phenol,O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00983,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15060507
3433,furafylline,154699821,"3-[(furan-2-yl)methyl]-8-hydroxy-1-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione   ",Alkyl hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00578,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kunze, k.l. et al. (1992); Mechanism-based inhibition of human cytochrome P450 1A2 by furafylline, ISSX Proceedings, 5th North American ZSSX Meeting, Bal Harbour, FL, November 2-6, 1992, 2, 16|Clarke, S.E. et al. (1994); Characterization of the inhibition of P450 1A2 by furafylline, Xenobioticu, 1994, 24, 517-526|Racha, J.K. et al. (1996); Mechanistic studies on the inactivation of human cytochrome P450 1A2 by furafylline, ISSX Proceedings, 7th North American ZSSX Meeting, San Diego, CA, October 20-25, 1996, 10, 229|Kunze. K.L. et al. (1996); Novel aspects of the oxidation of 8-ethyl xanthine analogs of furafylline by human P4501A2, ZSSX Proceedings, 7th North Amencan ZSSX Meeting, San Diego, CA, USA, October 20-25, 1996, 10, 230."
5429,theobromine,83126,"3,7-Dimethyluric acid",Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1,BIOTID01012,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10215755
5881,Dehydroisoandrosterone,22245198,"3,7-Dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00462,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14977864
127601,isoursodeoxycholic acid,495539,"3,6,7-Trihydroxycholan-24-oic acid",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00636,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18583509
21804,Chlorpyrifos-oxon,23017,"3,5,6-Trichloro-2-pyridinol",Dearylation of organphosphosulfur compound / Human Phase I,Human,CYP2C19; CYP2B6; CYP3A4,BIOTID01362,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2730,Chlorpyrifos,23017,"3,5,6-Trichloro-2-pyridinol",Dearylation of organphosphosulfur compound / Human Phase I,Human,CYP2C19; CYP2B6; CYP3A4,BIOTID00401,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5380905,"3,4p-Dimethoxy-5,7,3p-trihydroxyflavone",154699992,"3,4p-Dimethoxy-5,3p-dihydroxyflavone, 7-O-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01562,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
667458,"(R)-3,4-Methylenedioxymethamphetamine",3046161,"3,4-Methylenedioxymethamphetamine",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2D6 (major); CYP1A2; CYP2B6; CYP3A4,BIOTID00012,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zanger, U.M. and Klein, K. (2013); Pharmacogenetics of cytochrome P450 2B6 (CYP2B6): advances on polymorphisms, mechanisms, and clinical relevance; Front Genet. 2013; 4: 24.; DOI:10.3389/fgene.2013.00024|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
13909090,(S)-Methylenedioxyethylamphetamine,3050061,"3,4-methylenedioxyamphetamine",N-Dealkylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP3A4,BIOTID01060,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10799653
5393175,"3,4-Diphenyl-7-hydroxycoumarin",154699900,"3,4-Diphenyl-7-hydroxycoumarin, 7-hydroxy-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01537,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
7237,o-xylene,10687,"3,4-Dimethylphenol",Aromatic Hydroxylation / Human Phase I,Human,CYP2E1,BIOTID00762,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8558417
449459,4-Hydroxytamoxifen,10386463,"3,4-Dihydroxy-Tamoxifen",Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00178,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10348797
128861,Cyanidin,547,"3,4-dihydroxyphenylacetic acid",Anthocyanidin C-ring fission / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02168,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Aura, A.-M. et al., Eur. J. Nutr., 44, 133-142, 2005|Fleschhut, J. et al., Eur. J. Nutr., 45, 7-15, 2006"
64143,Nelfinavir,154699909,"3,4-Dihydroxynelfinavir",Hydroxylation of benzene on carbon ortho to a strongly electron donating group / Human Phase I,Human,CYP3A4,BIOTID01261,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
7239,"1,2-dichlorobenzene",7258,"3,4-dichlorophenol",Hydroxylation of aromatic carbon para to halide group / Human Phase I,Human,CYP1A1; CYP1A2; CYP2E1 (major); CYP3A4,BIOTID00126,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"bogaards, JJP et al. (1995); Human Cytochrome P450 Enzyme Selectivities in the Oxidation of Chlorinated Benzenes; Toxicol Appl Pharmacol. 1995 May;132(1):44-52; PMID:7747284|Nedelcheva, V. et al. (1998); Cytochrome P450 catalyzed oxidation of monochlorobenzene, 1,2- and 1,4-dichlorobenzene in rat, mouse, and human liver microsomes; Chemico-Biological Interactions 115 (1998) 53-70"
3767,isoniazid,3768,"3,4,5-Trihydroxy-6-[2-(pyridine-4-carbonyl)hydrazinyl]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01707,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
5881,Dehydroisoandrosterone,627623,"3,16-Dihydroxyandrost-5-en-17-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00461,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14977864
54454,simvastatin,102329665,"3', 5'-Dihydrodiol","Aliphatic hydroxylation of acyclic 1,2-disubstituted alkene / Human Phase I",Human,CYP3A4; CYP3A5,BIOTID00948,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
74166,2-propylquinoline,21806134,3-(Quinolin-2-yl)propan-1-ol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2C9;CYP2C19;CYP2E1;CYP3A4,BIOTID00148,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12745870
1548970,(r)-fluoxetine,407877,3-(methylamino)-1-phenylpropan-1-one,O-dealkylation / Human Phase I,Human,CYP2D6,BIOTID01299,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Ring, B.J. et al. (2001); Identification of the human cytochromes p450 responsible for in vitro formation of R- and S-norfluoxetine; J Pharmacol Exp Ther. 2001 Jun;297(3):1044-50.|Margolis J.M.; (R)-, (S)-, and racemic fluoxetine N-demethylation by human cytochrome P450 enzymes; Drug Metab Dispos. 2000 Oct;28(10):1187-91; PMID:10997938; Drug Metab Dispos. 2000 Oct;28(10):1187-91."
1548968,(s)-fluoxetine,407877,3-(methylamino)-1-phenylpropan-1-one,O-dealkylation / Human Phase I,Human,CYP2C19; CYP3A4,BIOTID00093,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Ring, B.J. et al. (2001); Identification of the human cytochromes p450 responsible for in vitro formation of R- and S-norfluoxetine; J Pharmacol Exp Ther. 2001 Jun;297(3):1044-50.|Margolis J.M.; (R)-, (S)-, and racemic fluoxetine N-demethylation by human cytochrome P450 enzymes; Drug Metab Dispos. 2000 Oct;28(10):1187-91; PMID:10997938; Drug Metab Dispos. 2000 Oct;28(10):1187-91."
9853559,MK-429,10159447,"3-(6-Oxo-1H-pyridin-3-yl)-3-[2-oxo-3-[3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)propyl]imidazolidin-1-yl]propanoic acid",O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID01054,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15258111
5311047,cisapride,3020239,3-(4-fluorophenoxy)propanal,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP2C8; CYP2B6,BIOTID00412,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
6426760,L-775606,10614907,"3-(3-Piperazin-1-yl-propyl)-5-[1,2,4]triazol-4-yl-1H-indole",N-Dealkylation / Human Phase I,Human,CYP3A4;CYP2C8,BIOTID01177,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10659950
348154,"3,4-dihydroxyphenylpropionic acid",91,3-(3-hydroxyphenyl)propanoic acid,Dehydroxylation of catechol / Human Gut Microbial,Gut microbial environment,Unspecified bacterial dehydroxylase,BIOTID02165,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
9795741,PNU-96391,10890006,3-(3-(Methylsulfonyl)phenyl)piperidine,N-dealkylation / Human Phase I,Human,CYP1A2;CYP2C19;CYP2D6;CYP3A4,BIOTID00372,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12433806
22809970,(R)-m-Methoxyamphetamine,102551,3-(2-Aminopropyl)phenol,O-DEMETHYLATION / Human Phase I,Human,CYP2D6,BIOTID00361,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10456690
903,N-Acetyl-5-hydroxytryptamine,45479248,3-(2-Acetamidoethyl)-1H-indol-5-yl hydrogen sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID02008,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
9841596,NE-100,71374942,3-(2-{5-[2-(Dipropylamino)ethyl]-2-methoxyphenoxy}ethyl)phenol,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00357,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15618733
10444765,"1-propanol, 3-[3-(1-piperidinylmethyl)phenoxy]-",826974,3-(1-Piperidinylmethyl)phenol,O-dealkylation / Human Phase I,Human,CYP2D6,BIOTID00123,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11556126
115368,Perospirone,2772144,"3-(1-Piperazinyl)-1,2-benzisothiazole",N-Dealkylation / Human Phase I,Human,CYP1A1;CYP2C8;CYP3A4,BIOTID01509,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:20363276
60854,ziprasidone,2772144,"3-(1-Piperazinyl)-1,2-benzisothiazole",N-dealkylation / Human Phase I,Human,CYP3A4,BIOTID01235,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10771452
6603844,(-)-ethosuximide,54520268,"3-(1-Hydroxyethyl)-3-methylpyrrolidine-2,5-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1;CYP3A4,BIOTID00032,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12637244
3488,Glyburide,131770000,2-trans-hydroxycyclohexyl glyburide ,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4; CYP2C9; CYP2C19,BIOTID01290,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
7361,furfuryl alcohol,101669210,2-Sulfoxymethylfuran,Sulfation of primary alcohol / Human Phase II,Human,SULT1A1; SULT1C2,BIOTID01642,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
74166,2-propylquinoline,19432906,"2-Quinolinemethanol, alpha-ethyl-",Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2C9;CYP2C19;CYP2E1;CYP3A4,BIOTID00149,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12745870
13591,NPYR,6455187,"2-Pyrrolidinol, 1-nitroso-",Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2E1,BIOTID01148,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19356087
4201,Minoxidil,4219798,"2-Pyrimidinamine, 1,6-dihydro-6-imino-4-(1-piperidinyl)-1-(sulfooxy)-",O-sulfonation / Human Phase II,Human,SULT,BIOTID01918,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Phase II Metabolism in Human Skin: Skin Explants Show Full Coverage for Glucuronidation, Sulfation, N-Acetylation, Catechol Methylation, and Glutathione Conjugation"
14980287,2-(pyren-1-yl)ethanol,91201566,2-Pyren-1-ylethyl hydrogen sulfate,Sulfation of primary alcohol / Human Phase II,Human,SULT1A1; SULT1A2; SULT1C1; SULT1C2; SULT1C3; SULT1E1; SULT2A1,BIOTID01632,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
638276,2p-Hydroxychalcone,154699691,"2p-Hydroxychalcone, 2p-hydroxy-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01532,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
12122,3-hydroxyphenylacetic acid,999,2-Phenylacetic acid,3'-Dehydroxylation of substitued benzene / Human Gut Microbial,Gut microbial environment,Unspecified bacterial dehydroxylase,BIOTID02160,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
127,4-hydroxyphenylacetic acid,999,2-Phenylacetic acid,4'-Dehydroxylation of substitued benzene / Human Gut Microbial,Gut microbial environment,Unspecified bacterial dehydroxylase,BIOTID02161,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duda-Chodak, A. et al. (2015); Interaction of dietary compounds, especially polyphenols, with the intestinal microbiota: a review; Eur J Nutr (2015) 54:325-341; DOI 10.1007/s00394-015-0852-y"
25805,MNAN,175643,"2-Pentanol, 5-(methylnitrosoamino)-",Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2E1,BIOTID01145,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9892192
15543903,"4-hydroxy-2p,3,5-trichlorobiphenyl",154700092,"2p,3,5-trichlorobiphenyl, 4-sulfate",4-OH sulfonation of phenolic compound / Human Phase II,Human,SULT1A2,BIOTID01591,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Liu Y et al. (2006); Hydroxylated polychlorinated biphenyls are substrates and inhibitors of human hydroxysteroid sulfotransferase SULT2A1; Chem. Res. Toxicol. 19, 1420-1425"
4999,quazepam,93250,2-oxoquazepam,Desulfurization of thioamide into amide / Human Phase I,Human,CYP2C9,BIOTID00826,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Miura, M and Ohkubo, T (2004); In vitrometabolism of quazepam in human liver and intestine and assessment of drug interactions; Xenobiotica; 34(11-12):1001-11; PMID:15801544; DOI:10.1080/02772240400015214"
4999,quazepam,93250,2-oxoquazepam,Desulfurization of thioamide into amide / Human Phase I,Human,CYP2C19,BIOTID00827,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Miura, M and Ohkubo, T (2004); In vitrometabolism of quazepam in human liver and intestine and assessment of drug interactions; Xenobiotica; 34(11-12):1001-11; PMID:15801544; DOI:10.1080/02772240400015214"
4999,quazepam,93250,2-oxoquazepam,Desulfurization of thioamide into amide / Human Phase I,Human,CYP3A4,BIOTID00828,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Miura, M and Ohkubo, T (2004); In vitrometabolism of quazepam in human liver and intestine and assessment of drug interactions; Xenobiotica; 34(11-12):1001-11; PMID:15801544; DOI:10.1080/02772240400015214"
667556,ac1ldic9,15097010,2-oxo-clopidogrel,C-Oxidation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2D6;CYP2C1;CYP3A4,BIOTID00216,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19812348;PMID:19170597
247304,2-hydroxyestradiol,66414,2-O-methoxyestradiol,O-methylation / Human Phase II,Human,S-COMT,BIOTID01572,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5736,zotepine,12882318,2-hydroxy-zotepine,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2,BIOTID01244,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
4011,maprotiline,58600339,2-hydroxy-maprotiline,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6; CYP1A2,BIOTID00691,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|PMID:12071336"
5310985,gts-21,135524501,2-hydroxy-GTS-21,O-Demethylation / Human Phase I,Human,CYP1A2;CYP2E1;CYP3A4,BIOTID00595,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"furafylline, Xenobioticu, 24, 517-526 (1994); J. K. Racha, A. E.;PMID:10456692"
3397,flutamide,91649,2-hydroxy-flutamide,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP1A2; CYP1B1,BIOTID00571,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
3347,Esfenvalerate,188116,2'-hydroxy-esfenvalerate,o-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C8; CYP2C9; CYP2C19; CYP3A4; CYP3A5,BIOTID01379,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3677"
667468,doxepin,58600463,2-hydroxy-doxepin,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6,BIOTID00511,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Musshoff F. et al. (2010); Pharmacogenetics and forensic toxicology; Forensic Sci Int.; 203, 53-62. DOI:doi:10.1016/j.forsciint.2010.07.011"
2801,clomipramine,10246110,2-hydroxy-clomipramine,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6,BIOTID00427,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
2727,chlorpropamide,131750723,2-hydroxy-chlorpropamide,Hydroxylation of benzene on carbon ortho to an electron donating group / Human Phase I,Human,CYP2C9 (major); CYP2C19 (minor); CYP2C8 (minor); CYP1A2 (minor); CYP3A4 (minor),BIOTID00398,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Shon, J. (2004), Chlorpropamide 2 hydroxylation is catalysed by CYP2C9 and CYP2C19 in vitro: chlorpropamide disposition is influenced by CYP2C9, but not by CYP2C19 genetic polymorphism, British Journal of Clinical Pharmacology; DOI:10.1111/j.1365-2125.2005.02364.x"
123606,almotriptan,154700009,2-hydroxy-almotriptan,Hydroxylation of heteroalicyclic secondary carbon / Human Phase I,Human,CYP2D6; CYP3A4,BIOTID00238,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
931,naphthalene,8663,2-Naphthol,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00739,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16243959
252325,beta-methylstyrene,123339,2-methyl-3-phenyloxirane,Epoxidation / Human Phase I,Human,CYP1A2;CYP2E1;CYP3A4,BIOTID00302,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16038959
440623,2-hydroxyestrone,440624,2-Methoxyestrone,O-methylation / Human Phase II,Human,S-COMT,BIOTID01574,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
66414,2-O-methoxyestradiol,443076,2-Methoxy-estradiol-17beta 3-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID02010,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0006765
124559876,cp_122_721,23192118,2-Methoxy-5-trifluoromethoxybenzylamine,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00446,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17965517
1935,tacrine,179849,2-Hydroxytacrine,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP1A2,BIOTID00965,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259993"
5353833,Nordoxepin,154700027,2-Hydroxynordoxepin,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6,BIOTID01440,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Musshoff F. et al. (2010); Pharmacogenetics and forensic toxicology; Forensic Sci Int.; 203, 53-62. DOI:doi:10.1016/j.forsciint.2010.07.011"
89594,nicotine,23615292,2'-Hydroxynicotine,Hydroxylation of heteroalicyclic secondary carbon / Human Phase I,Human,CYP2A6,BIOTID00753,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
10850461,2-Hydroxynevirapine,131769929,2-Hydroxynevirapine glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01603,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060720
4463,nevirapine,10850461,2-Hydroxynevirapine,Hydroxylation of heteroaromatic carbon / Human Phase I,Human,CYP3A4,BIOTID00748,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
6604414,Flecainide,15055937,"2-hydroxy-N-[(piperidin-2-yl)methyl]-5-(2,2,2-trifluoroethoxy)benzamide",O-aryl dealkylation adjacent to substituted carbon / Human Phase I,Human,CYP2D6,BIOTID01387,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S-F.; (2016); Cytochrome P450 2D6: Structure, Function, Regulation and Polymorphism; Edited by CRC Press; ISBN 9781466597884 - CAT# KE23693"
7340,[2-methyl-4-(o-tolylazo)phenyl]amine,167638,2'-hydroxymethyl-3-raethyl-4-aminoazoberizene,Aliphatic hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00110,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:6756667
135398745,olanzapine,135515431,2-Hydroxymethyl Olanzapine,Aliphatic hydroxylation / Human Phase I,Human,CYP1A2;CYP2D6;CYP3A4,BIOTID00764,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8632334
6093336,(s)-tomoxetine,9881925,2-Hydroxymethyatomoxetine,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2D6; CYP2C19 (major),BIOTID00105,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Sauer, J-M. et al. (2005); Clinical Pharmacokinetics of Atomoxetine; Clinical Pharmacokinetics; Volume 44, Issue 6, pp 571-590"
3696,imipramine,108051,2-Hydroxyimipramine ,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C19 (major); CYP2D6 ,BIOTID00613,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
39912,(S)-(+)-ibuprofen,12617415,2-Hydroxyibuprofen,Hydroxylation of penultimate aliphatic tertiary carbon / Human Phase I,Human,CYP2C9; CYP2C8,BIOTID00089,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
133184,estrone,440623,2-hydroxyestrone,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4; CYP3A5; CYP3A7; CYP1A2; CYP2B6; CYP2C8; CYP2C9; CYP2C19; CYP2D6,BIOTID00527,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
14880,estradiol isomer,247304,2-hydroxyestradiol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP3A4; CYP1A1,BIOTID00525,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5757,17-beta-estradiol,247304,2-hydroxyestradiol,Aromatic Hydroxylation / Human Phase I,Human,CYP1A1;CYP1A2;CYP3A4;CYP3A5,BIOTID01277,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18259985;PMID:23333322
2995,Desipramine,121249,2-hydroxy-desipramine ,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID01264,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10575324
5367146,2-Hydroxychalcone,154699619,"2-Hydroxychalcone, 2-OH glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01530,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
2554,carbamazepine,129274,2-Hydroxycarbamazepine ,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP3A4; CYP2C8,BIOTID00330,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Panesar, S. K., Bandiera, S. M., Abbott, F. S. (1996). Comparative effects of carbamazepine and carbamazepine-10,11-epoxide on hepatic cytochromes P450 in the rat. Drug Metab. Dispos. 24:619-627"
68481,2'-methoxyacetophenone,8375,2'-Hydroxyacetophenone,O-Demethylation / Human Phase I,Human,CYP2A6,BIOTID00155,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11016631
65981,repaglinide,22132924,2-Hydroxy-4-[2-[[3-methyl-1-(2-piperidin-1-ylphenyl)butyl]amino]-2-oxoethyl]benzoic acid,O-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00855,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12919179
8955,pregnenolone,440705,"2-Hydroxy-1-(3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C19;CYP2D6,BIOTID00810,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9667077
6093336,(s)-tomoxetine,154699717,2-Hydroxy-(s)-tomoxetine,Aliphatic hydroxylation of carbon alpha to secondary or tertiary alkyl-N / Human Phase I,Human,CYP2D6; CYP2B6; CYP2C19,BIOTID00106,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
35703,7-ethoxycoumarin,54716827,"2H-1-Benzopyran-2-one, 7-ethoxy-4-hydroxy-",Aromatic Hydroxylation / Human Phase I,Human,CYP1A1 (major); CYP2B6; CYP2E1; CYP1A2; CYP2A6; CYP3A7; CYP2C9; CYP2C19,BIOTID00201,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015;|PMID:16649998"
4095,methadone,154699546,"2-ethylidene-1,5-dimethyl-3,3-diphenylpyrolidine",N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2D6; CYP3A4 (major); CYP2B6; CYP2C8; CYP2C19,BIOTID01424,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
11357,2-ethylaniline,36332,2-Ethylacetanilide,N-acetylation / Human Phase II,Human,NAT,BIOTID01853,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:686074|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
53278,(R)-colchicine,541033,2-demethyicolchicine,O-demethylation  / Human Phase I,Human,CYP3A4,BIOTID00342,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8960070
9588020,l-ifosfamide,13093129,2-Dechloroethylifosfamide,N-dechloroethylation / Human Phase I,Human,CYP2B6; CYP3A4; CYP3A5,BIOTID00652,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|Chugh, R. et al. (2007); Assessment of ifosfamide pharmacokinetics, toxicity, and relation to CYP3A4 activity as measured by the erythromycin breath test in patients with sarcoma; Cancer. 2007 Jun 1;109(11):2315-22; PMID:17464949; DOI:10.1002/cncr.22669"
206530,(s)-oxybutynin,777375,2-cyclohexyl-2-phenylglycolic acid,Hydrolysis of carboxylic ester / Human Phase I,Human,CYP3A4,BIOTID00099,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Sato, Y. et al. (2012); Conclusive Identification of the Oxybutynin-Hydrolyzing Enzyme in Human Liver; DRUGMETABOLISM ANDDISPOSITION 2012, 40, 902-906|MIZUSHIMA, H. et al. (2007); Stereoselective pharmacokinetics of oxybutynin and N-desethyloxybutynin in vitro and in vivo; Xenobiotica, 2007, 37, 59-73|Abramov, Y. et al. (2004); Oxybutynin for treatment of urge urinary incontinence and overactive bladder: an updated review; Expert Opin. Pharmacother., 2004, 5, 2351-2359"
6338,VINYL CHLORIDE,24472,2-Chlorooxirane,Epoxidation / Human Phase I,Human,CYP2E1,BIOTID01201,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18259985
11140605,s-metolachlor,3017607,2-Chloro-N-(2-ethyl-6-methylphenyl)-N-(2-hydroxy-1-methylethyl)acetamide,O-demethylation / Human Phase I,Human,CYP2B6;CYP3A4,BIOTID00898,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11133395
1988,Acetachlor,670477,2-Chloro-N-(2-ethyl-6-methylphenyl)acetamide,N-dealkoxylation of N-aryl-N-chloroacetamide / Human Phase I,Human,CYP2B6; CYP3A4,BIOTID01334,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Coleman, S. et al.; Comparative metabolism of chloroacetamide herbicides and selected metabolites in human and rat liver microsomes.; Environ Health Perspect. 2000 Dec;108(12):1151-7"
31677,Butachlor,96338,"2-Chloro-N-(2,6-diethylphenyl)acetamide",N-dealkoxylation of N-aryl-N-chloroacetamide / Human Phase I,Human,CYP2B6; CYP3A4,BIOTID01353,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Coleman, S. et al.; Comparative metabolism of chloroacetamide herbicides and selected metabolites in human and rat liver microsomes.; Environ Health Perspect. 2000 Dec;108(12):1151-7"
31677,Butachlor,96338,"2-Chloro-N-(2,6-diethylphenyl)acetamide",N-demethoxymethylation / Human Phase I,Human,CYP2B6; CYP3A4,BIOTID01354,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Coleman, S. et al.; Comparative metabolism of chloroacetamide herbicides and selected metabolites in human and rat liver microsomes.; Environ Health Perspect. 2000 Dec;108(12):1151-7"
2078,Alachlor,96338,"2-Chloro-N-(2,6-diethylphenyl)acetamide",N-dealkoxylation of N-aryl-N-chloroacetamide / Human Phase I,Human,CYP2B6; CYP3A4,BIOTID01340,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Coleman, S. et al.; Comparative metabolism of chloroacetamide herbicides and selected metabolites in human and rat liver microsomes.; Environ Health Perspect. 2000 Dec;108(12):1151-7|Coleman et al.,Chem. Biol. Inter.,122,27,1999(PMID:10475613)"
9588020,l-ifosfamide,33,2-chloroacetaldehyde,N-dechloroethylation / Human Phase I,Human,CYP2B6; CYP3A4; CYP3A5,BIOTID00651,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675|Zhang, J. et al. (2005); Metabolism and transport of oxazaphosphorines and the clinical implications; Drug Metab Rev. 2005;37(4):611-703; PMID:16393888; DOI:10.1080/03602530500364023|Chugh, R. et al. (2007); Assessment of ifosfamide pharmacokinetics, toxicity, and relation to CYP3A4 activity as measured by the erythromycin breath test in patients with sarcoma; Cancer. 2007 Jun 1;109(11):2315-22; PMID:17464949; DOI:10.1002/cncr.22669"
9554282,l-cyclophosphamide,33,2-chloroacetaldehyde,N-dechloroethylation / Human Phase I,Human,CYP2B6; CYP3A4; CYP3A5,BIOTID00650,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Whirl-Carrillo, M. et al. (2012); Pharmacogenomics knowledge for personalized medicine; Clin Pharmacol Ther. 2012 Oct;92(4):414-7. DOI:10.1038/clpt.2012.96; PMID:22992668; PMCID:PMC3660037"
445258,(R)-halothane,9664,"2-chloro-1,1-difluoroethene",Reduction of halotrifluoroethane / Human Phase I,Human,CYP2A6; CYP3A4; CYP2B6; CYP2C9; CYP2D6,BIOTID00009,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Spracklin, D.K. et al (1996); Human reductive halothane metabolism in vitro is catalyzed by cytochrome P450 2A6 and 3A4; Drug Metab Dispos. 1996 Sep;24(9):976-83.|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
3562,Halothane ,9664,"2-chloro-1,1-difluoroethene",Reduction of halotrifluoroethane / Human Phase I,Human,CYP2A6; CYP3A4,BIOTID01191,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
7839,1_2-dibromoethane,105131,2-bromoacetaldehyde ,Oxidation / Human Phase I,Human,CYP2A6;CYP2B6;CYP2E1,BIOTID01258,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8870687
5994,progesterone,14311676,2beta-hydroxy-progesterone,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP3A4,BIOTID00811,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
154699569,17alpha-Ethinylestradiol,154699976,2beta-hydroxy-17beta-Ethinylestradiol,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9; CYP3A4; CYP2C19; CYP1A2,BIOTID01320,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
6013,testosterone,14311667,2beta-Hydroxytestosterone ,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP3A4 ,BIOTID01001,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
13090,2-nitropyrene,107762,2-aminopyrene,Reduction of nitro to amine / Human Phase I,Human,CYP1A1; CYP1A2,BIOTID00142,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
94955,4-nitro-3-(trifluoromethyl)aniline,46780317,2-amino-5-nitro-4-(trifluoromethyl)phenol,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00180,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16507648
1530,"2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine",71313317,"2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine, N2-glucuronide",Glucuronidation of primary aromatic amine / Human Phase II,Human,UGT1A1; UGT1A3; UGT1A4),BIOTID01567,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k|Walters DG et al. (2004); Carcinogenesis vol.25 no.9 pp.1659-1669; doi:10.1093/carcin/bgh164"
6013,testosterone,14311666,2alpha-Hydroxytestosterone ,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP3A4 ,BIOTID01000,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2758,"1,8-Cineole",529885,"2alpha-hydroxy-1,8-cineole",Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00113,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Duisken, M. et al. (2005); Metabolism of 1,8-cineole by human cytochrome P450 enzymes: identification of a new hydroxylated metabolite; / Biochimica et Biophysica Acta 1722; 304-31."
5896,N-Hydroxy-2-acetamidofluorene,28091,2-Acetylaminofluorene-N-sulfate,O-sulfonation / Human Phase II,Human,SULT1A1,BIOTID01886,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
1539,2-aminofluorene,5897,2-Acetylaminofluorene,N-acetylation / Human Phase II,Human,NAT,BIOTID01836,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Liu, L.  et al. (2007); Arylamine N-Acetyltransferases: Characterization of the Substrate Specificities and Molecular Interactions of Environmental Arylamines with Human NAT1 and NAT2"
45073667,25-Hydroxyvitamin D2,6444033,25-Hydroxyvitamin D2-25-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID01894,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0010342
5994,progesterone,6166,21-hydroxy-progesterone,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP2C9,BIOTID00817,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3681"
5281040,montelukast,11801753,21-Hydroxymontelukast,Hydroxylation of acyclic aliphatic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00712,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"R1) Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3676"
443872,eplerenone,91810647,21-hydroxyeplerenone,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP3A4,BIOTID00519,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"cook, C, S. et al. (2002); INVOLVEMENT OF CYP3A IN THE METABOLISM OF EPLERENONE IN HUMANS AND DOGS: DIFFERENTIAL METABOLISM BY CYP3A4 AND CYP3A5; The American Society for Pharmacology and Experimental Therapeutics; 30:1344-1351, 2002; DOI:0090-9556/02/3011"
5281040,montelukast,10841306,21(S)-Hydroxy Montelukast,Hydroxylation of acyclic aliphatic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00713,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"R1) Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3677"
444899,arachidonic acid,5283157,20-HETE,Hydroxylation of terminal methyl / Human Phase I,Human,CYP1A1; CYP1A2; CYP2A6,BIOTID00268,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
1355,1-(3-Chlorophenyl)piperazine,10420741,2-chloro-4-(piperazin-1-yl)phenol,Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP2D6,BIOTID00115,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"J. Bolleddula et al.; Drug Metab Rev, 2014; 46(3): 379-419"
4443,Nateglinide,90687555,2-{[4-(2-hydroxypropan-2-yl)cyclohexyl]formamido}-3-phenylpropanoic acid,Hydroxylation of penultimate aliphatic tertiary carbon / Human Phase I,Human,CYP2C9; CYP3A4,BIOTID01437,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
4443,Nateglinide,75039361,2-{[4-(1-hydroxypropan-2-yl)cyclohexyl]formamido}-3-phenylpropanoic acid,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2C9; CYP3A4,BIOTID01436,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
4829,Pioglitazone,10068721,"2-[6-(2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)pyridin-3-yl]acetic acid",Oxidation of prim alcohol to carboxylic acid / Human Phase I,Human,CYP2C8; CYP3A4,BIOTID01452,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
5487,Tizanidine,46781916,"2-[(5-chloro-2,1,3-benzothiadiazol-4-yl)amino]-4,5-dihydro-1H-imidazol-4-ol",Hydroxylation of heteroalicyclic secondary carbon / Human Phase I,Human,CYP1A2,BIOTID01485,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
51263,alfentanil,154699939,"2-(4-ethyl-5-oxo-1,2,3,4-tetrazol-1-yl)acetaldehyde",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00236,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
9908684,tpa-023,154572835,"2-[6-[(2-Ethyl-1,2,4-triazol-3-yl)methoxy]-3-(2-fluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-7-yl]-2-methylpropan-1-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01038,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17460031
371436,dibenzylfluorescein,9932001,2-[6-(benzyloxy)-3-oxo-3H-xanthen-9-yl]benzoic acid,Hydrolysis of carboxylic ester / Human Phase I,Human,CYP2C8; CYP2C9; CYP2C19; CYP3A4,BIOTID00494,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
40589,etoperidone,20234063,"2-[3-[4-(3-Chlorophenyl)piperazin-1-yl]propyl]-4-ethyl-5-(1-hydroxyethyl)-1,2,4-triazol-3-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00548,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12487725
44274898,2prime_hydroxy_indomethacin_phenethylamide,10027899,2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-N-phenacylacetamide,Dehydrogenation / Human Phase I,Human,CYP3A4,BIOTID00390,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14709628
4292,n-(2-phenylethyl)indomethacin amide,10480135,2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-N-(2-hydroxy-2-phenylethyl)acetamide,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C19;CYP3A4,BIOTID00729,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14709628
22206,terbuthylazine,779516,"2-[[4-Chloro-6-(ethylamino)-1,3,5-triazin-2-yl]amino]-2-methylpropan-1-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00994,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9305587
13450,Terbutryn,146035701,"2-[[4-(Ethylamino)-6-methylsulfanyl-1,3,5-triazin-2-yl]amino]-2-methylpropan-1-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID01143,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9305587
6675,Taurocholic acid,53477754,"2-[[(4R)-4-[(3R,5R,7R,10S,12S,13R)-7,12-Dihydroxy-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid",O-sulfonation / Human Phase II,Human,SULT,BIOTID02088,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0002581
124559876,cp_122_721,9929090,2-[[(2-Phenylpiperidin-3-yl)amino]methyl]-4-(trifluoromethoxy)phenol,O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00445,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17965517
12313657,3s14s-ochratoxin a,14550626,"2-[(5-Chloro-4,8-dihydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carbonyl)amino]-3-phenylpropanoic acid",Aliphatic hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP3A4,BIOTID00167,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11134544
12878837,demethylmetalaxyl,71028606,"2-[(2,6-Dimethylphenyl)(hydroxyacetyl)amino]propionic acid",O-Demethylation / Human Phase I,Human,CYP2B6;CYP3A4,BIOTID01174,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:21783735
42586,Metalaxyl,76543038,"2-[(2,6-Dimethyl-3-hydroxyphenyl)(methoxyacetyl)amino]propionic acid methyl ester",Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01172,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:21783735
97250,"2,8-Dihydroxyquinoline",53481014,"2,8-Dihydroxyquinoline-beta-D-glucuronide",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01870,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0011658
4499,nisoldipine,14900023,"2,6-Dimethyl-5-(2-methylpropoxycarbonyl)-4-(2-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid",O-Demethylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP2E1,BIOTID01521,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15618694;PMID:24816159
4497,Nimodipine,10021411,"2,6-Dimethyl-4-(3-nitrophenyl)-5-propan-2-yloxycarbonyl-1,4-dihydropyridine-3-carboxylic acid",O-dealkylation / Human Phase I,Human,CYP3A4,BIOTID01518,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:22469047
2078,Alachlor,19433721,"2,6-Diethyl-N-(methoxymethyl)aniline",N-demethoxymethylation / Human Phase I,Human,CYP2B6; CYP3A4,BIOTID01341,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Coleman, S. et al.; In vitro metabolism of alachlor by human liver microsomes and human cytochrome P450 isoforms; Chemico-Biological Interactions 122 (1999) 27-39"
7809,p-xylene,7267,"2,5-dimethylphenol",Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1,BIOTID00781,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8558417
7017,2-phenylphenol,14116,"2,5-dihydroxybiphenyl",Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP1A2; CYP2B6; CYP2D6; CYP2E1; CYP3A4,BIOTID00145,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
4685,"1,4-dichlorobenzene",66,"2,5-dichlorophenol",Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP2E1 (major),BIOTID01314,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"bogaards, JJP et al. (1995); Human Cytochrome P450 Enzyme Selectivities in the Oxidation of Chlorinated Benzenes; Toxicol Appl Pharmacol. 1995 May;132(1):44-52; PMID:7747284|Nedelcheva, V. et al. (1998); Cytochrome P450 catalyzed oxidation of monochlorobenzene, 1,2- and 1,4-dichlorobenzene in rat, mouse, and human liver microsomes; Chemico-Biological Interactions 115 (1998) 53-70"
7929,m-xylene,7771,"2,4-Dimethylphenol","2-Hydroxylation of 1,4-disubstituted benzene / Human Phase I",Human,CYP1A2,BIOTID00687,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Tassaneeyakul, W. et al. (1996); Human cytochrome P450 isoform specificity in the regioselective metabolism of toluene and o-, m- and p-xylene, The Journal of Pharmacology and Experimental Therapeutics January 1996,  276, 101-108"
6990,Resacetophenone,10657183,"2,4-Dihydroxyacetophenone 5-sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID01843,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
128861,Cyanidin,68099,"2,4,6-Trihydroxybenzaldehyde",Anthocyanidin C-ring fission / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02167,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Aura, A.-M. et al., Eur. J. Nutr., 44, 133-142, 2005|Fleschhut, J. et al., Eur. J. Nutr., 45, 7-15, 2006"
13,"1,2,4-trichlorobenzene",7271,"2,4,5-trichlorophenol",Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP2E1 (major); CYP1A1,BIOTID00129,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"bogaards, JJP et al. (1995); Human Cytochrome P450 Enzyme Selectivities in the Oxidation of Chlorinated Benzenes; Toxicol Appl Pharmacol. 1995 May;132(1):44-52; PMID:7747284|Nedelcheva, V. et al. (1998); Cytochrome P450 catalyzed oxidation of monochlorobenzene, 1,2- and 1,4-dichlorobenzene in rat, mouse, and human liver microsomes; Chemico-Biological Interactions 115 (1998) 53-70"
7237,o-xylene,7249,"2,3-Dimethylphenol",Aromatic Hydroxylation / Human Phase I,Human,CYP2E1,BIOTID00761,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8558417
7239,"1,2-dichlorobenzene",11334,"2,3-dichlorophenol",Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP1A1; CYP1A2; CYP2E1 (major); CYP3A4,BIOTID00125,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"bogaards, JJP et al. (1995); Human Cytochrome P450 Enzyme Selectivities in the Oxidation of Chlorinated Benzenes; Toxicol Appl Pharmacol. 1995 May;132(1):44-52; PMID:7747284|Nedelcheva, V. et al. (1998); Cytochrome P450 catalyzed oxidation of monochlorobenzene, 1,2- and 1,4-dichlorobenzene in rat, mouse, and human liver microsomes; Chemico-Biological Interactions 115 (1998) 53-70"
3282572,Homo-Tienilic Alcohol,9970501,"2,3-Dichloro-4-hydroxyphenyl 2-thienyl ketone",O-Demethylation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C19,BIOTID00015,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10387023
60795,aripiprazole,851833,"2,3-dichlorophenylpiperazine",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00284,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Caccia, S. (2007); N-Delakylation of arylpiprazine derivatives: Disposition and metabolism of 1-arylpiperazines formed, Curr Drug Metab 8: 612-622."
13,"1,2,4-trichlorobenzene",13618,"2,3,6-trichlorophenol",Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP3A4 (major),BIOTID00128,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"bogaards, JJP et al. (1995); Human Cytochrome P450 Enzyme Selectivities in the Oxidation of Chlorinated Benzenes; Toxicol Appl Pharmacol. 1995 May;132(1):44-52; PMID:7747284|Nedelcheva, V. et al. (1998); Cytochrome P450 catalyzed oxidation of monochlorobenzene, 1,2- and 1,4-dichlorobenzene in rat, mouse, and human liver microsomes; Chemico-Biological Interactions 115 (1998) 53-70"
13,"1,2,4-trichlorobenzene",13619,"2,3,5-trichlorophenol",Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP2E1 (major),BIOTID00127,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"bogaards, JJP et al. (1995); Human Cytochrome P450 Enzyme Selectivities in the Oxidation of Chlorinated Benzenes; Toxicol Appl Pharmacol. 1995 May;132(1):44-52; PMID:7747284|Nedelcheva, V. et al. (1998); Cytochrome P450 catalyzed oxidation of monochlorobenzene, 1,2- and 1,4-dichlorobenzene in rat, mouse, and human liver microsomes; Chemico-Biological Interactions 115 (1998) 53-70"
37807,"2,2',4,5,5'-pentachlorobiphenyl",6453821,"2,2',4',5,5'-pentachloro-[1,1'-biphenyl]-4-ol",Hydroxylation of aromatic carbon meta to halide group / Human Phase I,Human,CYP2A6; CYP3A4; CYP2C18,BIOTID00151,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
37807,"2,2',4,5,5'-pentachlorobiphenyl",6453821,"2,2',4',5,5'-pentachloro-[1,1'-biphenyl]-4-ol",Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP2A6; CYP3A4; CYP2C18,BIOTID00152,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
88747,2-(1-piperazinyl)pyrimidine,34180809,2-(Piperazin-1-yl)pyrimidin-5-ol,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00133,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15507542
9802596,DRF_4367,135401984,2-(Hydroxymethyl)-4-[3-(trifluoromethyl)-5-(4-hydroxyphenyl)-1H-pyrazole-1-yl]benzenesulfonamide,O-demethylation / Human Phase I,Human,CYP2C19;CYP2D6,BIOTID00350,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17315542
265266,(+)-2-bromo-3-(4-nitrophenyl)propanoic acid,129847590,2-(glutathion-S-yl)-3-(4-nitrophenyl)propanoic acid,GSH-conjugation of organohalide / Human Phase II,Human,GST,BIOTID01662,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Board PG et al. (2003); Clarification of the role of key active site residues of glutathione transferase zeta/maleylacetoacetate isomerase by a new spectrophotometric technique; Biochem. J. 374, 731-737"
11052326,(r)-enflurane,154699977,"2-(difluoromethoxy)-2,2-difluoroacetyl fluoride",Oxidation of halotrifluoroethane / Human Phase I,Human,CYP2E1,BIOTID00076,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kenna, J.G. et Al. (2013); Drug-induced Disease (3rd Edition) (2013), Chapter 23 - Mechanisim, Pathology, and Clinical Presentation of Hepatoxicity of Anesthetic Agents 2013, 403-422 http://dx.doi.org/10.1016/B978-0-12-387817-5.00023-6|Chris, D.D. et al. (1988); Potential Metabolic basis for enflurane hepatitis and the appaarent cross-sensutuzation between enflurane and halothane; Drug Metab Dispos 1988, 16, 135-140"
2247,astemizole,440113,2-(4-hydroxyphenyl)acetaldehyde,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4 (minor),BIOTID00290,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Matsumoto, S.and Yamazoe, Y. (2001); Involvement of multiple human cytochromes P450 in the liver microsomal metabolism of astemizole and a comparison with terfenadine; Br J Clin Pharmacol.; 51(2):133-42; PMID:11259984; PMCID:PMC2014443"
9838356,Dihydrogenistein,59846969,"2-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one",Isoflavanone C-ring fission / Human Gut Microbial,Gut microbial environment,Unspecified gut bacterial enzyme,BIOTID02170,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Joannou, G.E. et al., J. Steroid Biochem. Mol. Biol., 54, 167-184, 1995|Coldham, N.G. et al., Xenobiotica, 32, 45-62, 2002."
3749,irbesartan,154700101,"2-(3-hydroxybutyl)-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-diazaspiro[4.4]non-1-en-4-one",Hydroxylation of penultimate aliphatic secondary carbon / Human Phase I,Human,CYP2C9,BIOTID00628,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
15593907,arverapamil,79781,"2-(3,4-dimethoxyphenyl)acetaldehyde",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C8; CYP3A4; CYP2D6,BIOTID00287,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
104972,Norverapamil,79781,"2-(3,4-dimethoxyphenyl)acetaldehyde",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C8; CYP3A4; CYP2D6,BIOTID01442,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
65808,dexverapamil,79781,"2-(3,4-dimethoxyphenyl)acetaldehyde",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C8; CYP3A4; CYP1A2,BIOTID00484,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
2520,Verapamil,79781,"2-(3,4-dimethoxyphenyl)acetaldehyde",N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP2C8; CYP3A4; CYP1A2,BIOTID01169,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
9815618,(s)-norfenfluramine,104223,2-(3-(Trifluoromethyl)phenyl)ethanamine,C-dealkylation / Human Phase I,Human,CYP1A2,BIOTID00098,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9825834
7432381,(2r)-1-(2-methoxyphenyl)propan-2-amine,541960,2-(2-Aminopropyl)phenol,O-Demethylation / Human Phase I,Human,CYP2D6,BIOTID00053,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10456690
55191,gepirone,88747,2-(1-piperazinyl)pyrimidine,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00591,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18840371
7237,o-xylene,6994,2 Methylbenzylalcohol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1,BIOTID00763,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8558417
104977,1-hydroxymethylpyrene,131320,1-Sulfooxymethylpyrene,Sulfation of primary alcohol / Human Phase II,Human,"SULT1A1; SULT1B1, SULT2A1",BIOTID01634,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
119118,1-(1-pyrenyl)ethanol,179887,1-Pyren-1-ylethyl hydrogen sulfate,Sulfation of secondary alcohol / Human Phase II,Human,SULT1A1; SULT1E1,BIOTID01633,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
3151,domperidone,1527023,"1-Propyl-1,3-dihydro-2H-benzimidazol-2-one",N-dealkylation / Human Phase I,Human,CYP3A4,BIOTID00509,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15327587
3455,vanoxerine,401916,"1-Phenyl-3-[4-[2-(4,4'-difluorobenzhydryloxy)ethyl]piperazino]-1-propanol",Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID01089,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7587951
29010891,zinc968306,102554,1-Phenyl-2-benzylaminopropane,N-Demethylation / Human Phase I,Human,CYP2B6;CYP2C8;CYP3A4,BIOTID01233,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10461547|PMID:8424894
5897,2-Acetylaminofluorene,14371,1-hydroxy-AFF,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00135,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"McManus, M. E. et al (1990), Metablism of 2-acetylaminofluorene and Benzo(a)pyrene activation of food-derived heterocyclic amine mutagens by human cytochromes P-450; Cancer research, 50 (11); 3367-3376, PMID:2334931"
12613538,1'-nitrosonornicotine,188075,1-Nitroso-5-(pyridin-3-yl)pyrrolidin-2-ol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2D6;CYP2E1;CYP3A4,BIOTID00130,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9276639
12613538,1'-nitrosonornicotine,3017881,1-Nitroso-2-(3-pyridinyl)-2-pyrrolidinol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2D6;CYP2E1;CYP3A4,BIOTID00131,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9276639
7005,1-Naphthol,114851,1-Naphthyl glucuronide,Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01552,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|R(2) http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
931,naphthalene,7005,1-Naphthol,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00740,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16243959
6195,1-Naphtaldehyde,6847,1-Naphthoic acid,Aldehyde oxidation / Human Phase I,Human,CYP3A4,BIOTID01435,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
1549008,terbinafine,6195,1-Naphtaldehyde,N-dealkylation of aliphatic tertiary amines (pattern1) / Human Phase I,Human,CYP3A4,BIOTID00990,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3677"
6195,1-Naphtaldehyde,20908,1-Nahthalenethanol,Reduction of aldehyde to alcohol / Human Phase I,Human,CYP3A4,BIOTID01434,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
4687,paraxanthine,80220,1-Methylxanthine,N-Demethylation / Human Phase I,Human,CYP1A2,BIOTID01272,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8162667;PMID:19754423
2153,theophylline,80220,1-Methylxanthine,N-dealkylation of N-acylurea / Human Phase I,Human,CYP1A2,BIOTID01014,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
178030,Alvameline,10241140,"1-Methyl-5-(2H-tetrazol-5-yl)-3,6-dihydro-2H-pyridine",N-demethylation / Human Phase I,Human,CYP2D6,BIOTID01136,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9884321
1388,"1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine",39484,1-methyl-4-phenylpyridin-1-ium,N-dehydrogenation of alicyclic tertiary amines (pattern1) / Human Phase I,Human,CYP2D6,BIOTID00117,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Bajpai, P. et al. (2013); Metabolism of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine by Mitochondrion-targeted Cytochrome P450 2D6 IMPLICATIONS IN PARKINSON DISEASE; THE JOURNAL OF BIOLOGICAL CHEMISTRY, 2013, 288, 4436-4451|Coleman, T. et al. (1996); 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) is N-demethylated by cytochromes P450 2D6, 1A2 and 3A4--implications for susceptibility to Parkinson's disease; Journal of Pharmacology and Experimental Therapeutics, 1996, 277, 685-690"
4192,midazolam,107917,1'-Hydroxymidazolam,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP3A4; CYP3A5; CYP3A7; CYP2B6,BIOTID00705,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Khan, K. K. et al. (2002); Midazolam oxidation by cytochrome P450 3A4 and active-site mutants: An evaluation of multiple binding sites and of the metabolic pathway that leads to enzyme inactivation; Mol. Pharmacol. 61:495-506|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
7127,methyleugenol,198104,1-hydroxylate methyleugenol,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6,BIOTID00703,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16411663
2336,Benzo[a]pyrene,85982680,1-Hydroxybenzo[a]pyrene,Arene epoxidation / Human Phase I,Human,CYP1A1,BIOTID01250,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
154699507,11_oxo_delta8_tetrahydrocannabinol,1411,"1-Hydroxy-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carboxylic acid",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID00132,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15618706
86287518,imidacloprid,183033,"1H-Imidazol-2-amine, 1-[(6-chloro-3-pyridinyl)methyl]-4,5-dihydro-N-nitroso-",Reduction of nitroimine / Human Phase I,Human,CYP2B6; CYP2D6; CYP2E1; CYP3A4,BIOTID01403,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Schulz-Jander, D.A. and Casida, J.E. (2002). Imidacloprid insecticide metabolism: human cytochrome P450 isozymes differ in selectivity for imidazolidine oxidation versus nitroimine reduction. Toxicol. Lett., Vol. 132, No. 1, (65-70)."
1868,pinoline,159959,"1H,2H,3H,4H,9H-pyrido[3,4]indol-6-ol",O-aryl demethylation / Human Phase I,Human,CYP2D6,BIOTID00003,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Yu, A. (2003) Screening for endogenous substrates reveals that CYP2D6 is a 5-methoxyindolethylamine O-demethylase; Pharmacogenetics 2003, Vol 13 No 6"
1547484,cinnarizine,726896,1-Cinnamylpiperazine,Oxidative deamination of tertiary amines; N-dealkylation of alicyclic tertiary amines (pattern1) / Human Phase I,Human,CYP2C9; CYP1A2; CYP2A6,BIOTID00410,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
445258,(R)-halothane,6408,"1-chloro-2,2,2-trifluoroethanide",Reduction of terminal aliphatic trihalide / Human Phase I,Human,CYP2A6; CYP3A4; CYP2B6; CYP2C9; CYP2D6,BIOTID00010,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Spracklin, D.K. et al (1996); Human reductive halothane metabolism in vitro is catalyzed by cytochrome P450 2A6 and 3A4; Drug Metab Dispos. 1996 Sep;24(9):976-83.|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
1547484,cinnarizine,70048,1-Benzhydrylpiperazine,N-dealkylation of aliphatic tertiary amines (pattern1) / Human Phase I,Human,CYP2C9; CYP1A2; CYP2A6,BIOTID00409,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
39185,"1,8-dinitropyrene",108113,1-amino-8-nitropyrene,Reduction of nitro to amine / Human Phase I,Human,CYP1A1,BIOTID01315,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. and Guengerich, F.P. (2012); Contributions of Human Enzymes in Carcinogen Metabolism; Chem Res Toxicol; 25(7): 1316-1383; DOI:10.1021/tx300132k; PMID:22531028"
13297,Sudan I,14535,1-Amino-2-naphthol,Reduction of azobenzene / Human Gut Microbial,Gut microbial environment,EC 1.7.1.6,BIOTID02175,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Claus, SP et al. (2016); npj Biofilms and Microbiomes, 2, 16003; doi:10.1038/npjbiofilms.2016.3"
444899,arachidonic acid,20839325,19-HETE,Hydroxylation of penultimate aliphatic secondary carbon / Human Phase I,Human,CYP1A1; CYP1A2; CYP2C8; CYP2C9; CYP2C19; CYP2E1,BIOTID00269,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
444795,Tretinoin,6506224,18-Hydroxyretinoic acid,Hydroxlation of methyl carbon adjacent to an aliphatic ring / Human Phase I,Human,CYP4A11; CYP3A7; CYP1A1; CYP2C8; CYP2C9; CYP2C18; CYP3A4; CYP3A5,BIOTID01255,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
445639,oleic acid,5312773,18-Hydroxyoleic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1;CYP4A11,BIOTID00768,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10553002
444899,arachidonic acid,6442778,18-HETE,Hydroxylation of acyclic aliphatic secondary carbon / Human Phase I,Human,CYP1A1; CYP1A2; CYP2E1,BIOTID00270,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
5281,Stearic Acid,5282914,17-Hydroxystearic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1;CYP4A11,BIOTID00824,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10553002
445639,oleic acid,5312772,17-Hydroxyoleic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1;CYP4A11,BIOTID00769,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10553002
9868258,zinc21985223,13911053,"17-Hydroxy-17-[(E)-3-hydroxyprop-1-enyl]-13-methyl-11-[4-(methylamino)phenyl]-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one",N-demethylations / Human Phase I,Human,CYP3A4,BIOTID01219,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9321513
154699672,onapristone,14694564,"17-Hydroxy-17-(3-hydroxypropyl)-13-methyl-11-[4-(methylamino)phenyl]-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one",N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00771,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9321513
206044,muraglitazar,136036579,17-Hydroxy muraglitazar,Aromatic Hydroxylation / Human Phase I,Human,CYP2C19,BIOTID00719,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17062778
444899,arachidonic acid,6442740,17-HETE,Hydroxylation of acyclic aliphatic secondary carbon / Human Phase I,Human,CYP1A1; CYP1A2,BIOTID00271,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
5991,ethinylestradiol,53461753,"17-Ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,4,17-triol",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4;,BIOTID01253,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15304426
5991,ethinylestradiol,73743402,"17-Ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-2,3,17-triol",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID01252,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15304426
5757,17-beta-estradiol,13783824,17-beta-Estradiol-3-glucuronide,O-glucuronidation / Human Phase II,Human,"UGT1A1, UGT1A3",BIOTID01975,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5757,17-beta-estradiol,9955293,17-beta-Estradiol glucuronide,17-OH glucuronidation of sterol / Human Phase II,Human,UGT1A1; UGT1A3; UGT1A7; UGT1A8; UGT1A10,BIOTID01581,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
6238,17alpha-hydroxy-progesterone,440707,17Beta-21-dihydroxyprogesterone,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP2D4; CYP2D6,BIOTID01455,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
5994,progesterone,6238,17alpha-hydroxy-progesterone,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP2D4; CYP2D6; CYP2C19 ,BIOTID00816,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3680"
55245,mifepristone,13605512,17alpha-hydroxymifepristone ,Aliphatic hydroxylation of methyl carbon adjacent to alkyne ring / Human Phase I,Human,CYP3A4,BIOTID00708,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Khan, K. K. et al. (2002); Midazolam oxidation by cytochrome P450 3A4 and active-site mutants: An evaluation of multiple binding sites and of the metabolic pathway that leads to enzyme inactivation; Mol. Pharmacol. 61:495-506|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996018"
6013,testosterone,65545,16-Hydroxytestosterone ,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4; CYP2B6 ,BIOTID01004,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259987"
444899,arachidonic acid,6442739,16-HETE,Allylic hydroxylation / Human Phase I,Human,CYP1A1; CYP1A2,BIOTID00272,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
5994,progesterone,22213151,16beta-hydroxy-progesterone,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4; CYP1A1; CYP2D6; CYP2C19,BIOTID00815,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3679"
133184,estrone,154700060,16beta-hydroxy-estrone,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP2C8; CYP3A4; CYP3A5,BIOTID00534,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754430"
6013,testosterone,15708880,16beta-Hydroxytestosterone ,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4; CYP2B6 ,BIOTID01005,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259988"
133184,estrone,154700061,16alpha-hydroxy-estrone,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP1A1; CYP2C8; CYP3A4; CYP3A5; CYP3A7,BIOTID00533,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754429"
445643,fk_506,101656646,15-O-Desmethyltacrolimus,O-dealkylation of dialkylether / Human Phase I,Human,CYP3A4,BIOTID00561,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
6013,testosterone,247021,15-Hydroxytestosterone ,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID01002,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
985,palmitic acid,5312759,15-Hydroxy-hexadecanoic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1;CYP4A11,BIOTID00782,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10553002
444899,arachidonic acid,9966861,15-HETE,"Aliphatic hydroxylation of acyclic 1,2-disubstituted alkene / Human Phase I",Human,CYP1A1; CYP1A2; CYP2C8,BIOTID00277,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
6013,testosterone,53255472,15beta-Hydroxytestosterone ,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID01003,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259987"
133184,estrone,154699586,15alpha-hydroxy-estrone,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP1A1; CYP3A7,BIOTID00532,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754428"
644020,sparteine,523576,14-Hydroxysparteine,Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00958,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12392820
444899,arachidonic acid,5283205,"14,15-EET","Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP1A1; CYP1A2; CYP2B6 (minor); CYP2D6,BIOTID00273,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
154699474,clarithromycin,13921564,14-(R)-hydroxy-CLAR,Aliphatic Hydroxylation (14-(R)-hydroxylation) / Human Phase I,Human,CYP3A4,BIOTID00420,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9152603
445643,fk_506,154699847,13-O-Desmethyltacrolimus,O-dealkylation of dialkylether / Human Phase I,Human,CYP3A4; CYP3A5,BIOTID00560,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
11005,tetradecanoic acid,13111890,13-Hydroxytetradecanoic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2E1;CYP4A11,BIOTID01007,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10553002
7057975,zinc8660420,44257412,"13-Hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01231,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15540952
7057975,zinc8660420,303992,"13-Hydroxy-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4;CYP2C19,BIOTID01230,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15540952
444899,arachidonic acid,53481471,13-HETE,Bisallylic hydroxylation / Human Phase I,Human,CYP1A2; CYP2C8; CYP2C9; CYP3A4,BIOTID00267,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
154699854,fk_506_m1,154700045,13-Desmethyl_fk_506,O-demethylation / Human Phase I,Human,CYP3A4,BIOTID00562,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:1373595
4463,nevirapine,154700103,12-hydroxy-nevirapine,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP3A4 (major); CYP2D6 (minor); CYP2C9 (minor),BIOTID00751,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
154699505,12-Hydroxynevirapine,154699759,12-Hydroxynevirapine O-glucuronide,Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01601,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675.|http://www.hmdb.ca/metabolites/HMDB0061130"
6001,"7,12 Dimethylbenzanthracene",11284,12-Hydroxymethyl-7-methylbenz(a)anthracene,Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C8;CYP2C9;CYP2E1;CYP3A4,BIOTID01122,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8989918
3893,lauric acid,79034,12-Hydroxylauric acid,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2E1 (major); CYP2C8 (minor); CYP2B6 (minor),BIOTID00663,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
92223505,zinc4556587,457967,12-hydroxyibogamine,O-demethylation / Human Phase I,Human,CYP2C19;CYP2D6;CYP3A4,BIOTID01228,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9698290
206044,muraglitazar,44448403,12-Hydroxy muraglitazar,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID00717,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17062778
444899,arachidonic acid,13786989,12-HETE,"Aliphatic hydroxylation of acyclic 1,2-disubstituted alkene / Human Phase I",Human,CYP1A1; CYP1A2; CYP2C9,BIOTID00278,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
71733,Bufuralol,154699601,1'2'-Ethenylbufuralol,Terminal desaturation / Human Phase I,Human,CYP2D6,BIOTID01180,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
16078,delta-9-Tetrahydrocannabinol,644022,11-hydroxy-delata-Tetrahydrocannabinol,Hydroxlation of methyl carbon adjacent to an aliphatic ring / Human Phase I,Human,CYP2C9; CYP2C19; CYP3A4,BIOTID01192,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
92750,11-Hydroxyprogesterone,42621273,11-Hydroxyprogesterone 11-glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID02062,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0010364
444899,arachidonic acid,14123410,11-HETE,"Aliphatic hydroxylation of acyclic 1,2-disubstituted alkene / Human Phase I",Human,CYP1A1; CYP1A2; CYP2C8,BIOTID00279,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
5282594,(r)-trimipramine,160610,"11-[3-(Dimethylamino)-2-methylpropyl]-5,6-dihydrobenzo[b][1]benzazepin-3-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00084,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19902987
444899,arachidonic acid,5283204,"11,12-EET","Epoxidation of 1,2-disubstituted alkene / Human Phase I",Human,CYP1A1; CYP1A2; CYP2B6 (minor); CYP2D6,BIOTID00274,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
4744,perazine,151090,10-Piperazinylpropylphenothiazine,N-demethylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C19;CYP2D6,BIOTID00788,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15056479
5720,zaltoprofen,69583459,10-hydroxy-zaltoprofen,Reduction of ketones to alcohol / Human Phase I,Human,CYP2C9,BIOTID01493,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3682"
2801,clomipramine,154699866,10-hydroxy-clomipramine,Hydroxylation of heteroalicyclic secondary carbon / Human Phase I,Human,CYP2D6,BIOTID00430,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754424"
444899,arachidonic acid,53481450,10-HETE,Bisallylic hydroxylation / Human Phase I,Human,CYP1A2; CYP2C8; CYP3A4,BIOTID00266,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
10435492,P-Hydroxynefazodone,154700072,"1-{3-[4-(3-chloro-1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)piperazin-1-yl]propyl}-3-ethyl-4-(2-phenoxyethyl)-4,5-dihydro-1H-1,2,4-triazol-5-one",Oxidation of 4-substituted phenol / Human Phase I,Human,CYP3A4,BIOTID01317,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Bolleddula, J. et al. (2014); Biotransformation and bioactivation reactions of alicyclic amines in drug molecules, Drug Metabolism Reviews, 46:3, 379-419, DOI:10.3109/03602532.2014.924962."
941361,flunarizine,152932,1-[bis(4-fluorophenyl)methyl]piperazine,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP1A2; CYP2C9,BIOTID00565,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|"
10435492,P-Hydroxynefazodone,154699746,"1-[3-(4-{3-chloro-4-hydroxy-7-oxabicyclo[4.1.0]hepta-2,4-dien-1-yl}piperazin-1-yl)propyl]-3-ethyl-4-(2-phenoxyethyl)-4,5-dihydro-1H-1,2,4-triazol-5-one",Epoxidation / Human Phase I,Human,CYP3A4,BIOTID01318,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Bolleddula, J. et al. (2014); Biotransformation and bioactivation reactions of alicyclic amines in drug molecules, Drug Metabolism Reviews, 46:3, 379-419, DOI:10.3109/03602532.2014.924962."
135413536,aprepitant,121616,"1-[3,5-bis(trifluoromethyl)phenyl]ethanone",O-dealkylation of dialkylether / Human Phase I,Human,CYP3A4; CYP3A5; CYP1A2; CYP2C19,BIOTID00263,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322"
154225,N-hydroxy-aminophenylnorharman,71366829,1-{[4-(9H-beta-Carbolin-9-yl)anilino]oxy}ethan-1-one,O-acetylation of N-hydroxylarylamine / Human Phase II,Human,NAT1; NAT2,BIOTID01646,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Oda, Y. et al. (2006); Activation of aminophenylnorharman, aminomethylphenylnorharman and aminophenylharman to genotoxic metabolites by human N-acetyltransferases and cytochrome P450 enzymes expressed in Salmonella typhimurium umu tester strains; Mutagenesis, Volume 21, Issue 6, 1 November 2006, Pages 411-416"
5362440,indinavir,22899299,"1-[4-Benzyl-2-hydroxy-5-[(2-hydroxy-2,3-dihydro-1H-inden-1-yl)amino]-5-oxopentyl]-N-tert-butylpiperazine-2-carboxamide",N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00616,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9175724
55191,gepirone,10270833,"1-[4-[4-(5-Hydroxypyrimidin-2-yl)piperazin-1-yl]butyl]-4,4-dimethylpiperidine-2,6-dione",Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00589,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18840371
71360,iloperidone,18467218,"1-[4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxyphenyl]-2-hydroxyethanone",Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00609,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9732390
71360,iloperidone,11742411,"1-[4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]- propoxy]-3-hydroxyphenyl]ethanone",O-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00608,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9732390
60149,sertindole,21460411,1-[2-[4-[5-Chloro-1-(4-fluorophenyl)indol-3-yl]piperidin-1-yl]ethyl]-4-hydroxyimidazolidin-2-one,Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00943,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10482125
9838199,"Desmethylsibutramine, (S)-",134772,1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutylamine,N-demethylation / Human Phase I,Human,CYP2B6,BIOTID01066,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18474675
12428581,CTK0G1203,101649858,"1-[[(Pyridin-4-yl)amino][(1,2,2-trimethylpropyl)amino]methylene]urea",C-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00384,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11851418
9571004,Azimilide,10388708,"1-[(E)-[5-(4-Chlorophenyl)furan-2-yl]methylideneamino]-3-(4-piperazin-1-ylbutyl)imidazolidine-2,4-dione",N-Demethylation / Human Phase I,Human,CYP3A4;CYP3A5;CYP2D6,BIOTID01511,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16052551
135409453,tegaserod,135410312,1-[(E)-(5-Hydroxy-1H-indol-3-yl)methylideneamino]-2-pentylguanidine,O-desmethylation / Human Phase I,Human,CYP1A2;CYP2D6,BIOTID00984,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11560869
4687,paraxanthine,91611,"1,7-Dimethyluric acid",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2A6,BIOTID01271,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8162667;PMID:19754423
2153,theophylline,70346,"1,3-Dimethyluric acid",Hydroxylation of heteroaromatic carbon; Hydroxylation of aromatic carbon adjacent to N / Human Phase I,Human,CYP1A2; CYP1A1 ,BIOTID01013,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
2519,caffeine,79437,"1,3,7-Trimethyluric acid",Hydroxylation of aromatic carbon adjacent to N / Human Phase I,Human,CYP1A2 (major); CYP2C8 (minor); CYP2C9 (minor); CYP3A4 (minor); CYP2E1 (minor),BIOTID00323,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
13263,Ametryn,603744,"1,3,5-Triazine-2,4-diamine, N-ethyl-6-(methylthio)-",N-deisopropylation / Human Phase I,Human,CYP1A1; CYP1A2; CYP2C8; CYP2C9; CYP2C19; CYP3A4,BIOTID00249,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|Lang, D.H.et al. (1997). Identification of enzymes involved in the metabolism of atrazine, terbuthylazine, ametryne, and terbutryne in human liver microsomes. Chem. Res. Toxicol., Vol. 10, No. 9, (1037-1044"
13263,Ametryn,608030,"1,3,5-Triazine-2,4-diamine, N-(1-methylethyl)-6-(methylthio)-",N-dealkylation of secondary arylalkylamine / Human Phase I,Human,CYP1A1; CYP1A2; CYP2C19; CYP3A4,BIOTID00248,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|Lang, D.H.et al. (1997). Identification of enzymes involved in the metabolism of atrazine, terbuthylazine, ametryne, and terbutryne in human liver microsomes. Chem. Res. Toxicol., Vol. 10, No. 9, (1037-1044"
16362,pimozide,88638,"1,3- dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one (DHPBI)",N-dealkylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00806,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9580580
10805,3-Methoxy-4-hydroxyphenylethyleneglycol,4183,"1,2-Ethanediol, 1-(3-methoxy-4-(sulfooxy)phenyl)-",4-OH sulfonation of phenolic compound / Human Phase II,Human,SULT,BIOTID02100,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0000559
638078,"cyclohexene, 4-ethenyl-, (s)-",7832,"1,2-Epoxy-4-vinylcyclohexane",Epoxidation / Human Phase I,Human,CYP2B6;CYP2E1,BIOTID00453,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11159809
7499,4-VINYLCYCLOHEXENE,7832,"1,2-Epoxy-4-vinylcyclohexane",Alkene epoxidation / Human Phase I,Human,CYP2B6; CYP2E1,BIOTID01498,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"S. M. FONTAINE et al. (2001); ROLE OF INDUCTION OF SPECIFIC HEPATIC CYTOCHROME P450 ISOFORMS IN EPOXIDATION OF 4-VINYLCYCLOHEXENE; DRUG METABOLISM AND DISPOSITION; Vol. 29, No. 9"
24121,6-nitrochrysene,21119321,"1,2-DHD-6-NC ",Reduction / Human Phase I,Human,CYP2E1;CYP3A4,BIOTID00194,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8481905
269722,1-(4-methoxyphenyl)piperazine,92467,1-(4-hydroxyphenyl)piperazine,O-aryl dealkylation not adjacent to substituted carbon / Human Phase I,Human,CYP2D6,BIOTID00116,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"STAACK, R.F. et al. (2004); In vivo metabolism of the new designer drug 1-(4-methoxyphenyl)piperazine (MeOPP) in rat and identification of the human cytochrome P450 enzymes responsible for the major metabolic step; xenobiotica, 2004, 34, 179-192"
66833826,"4'-Methoxy-alpha-pyrrolidinopropiophenone, (S)-",21186619,1-(4-Hydroxyphenyl)-2-pyrrolidin-1-ylpropan-1-one,O-demethylation / Human Phase I,Human,CYP2C19;CYP2D6,BIOTID01069,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14555336
40589,etoperidone,1355,1-(3-Chlorophenyl)piperazine,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00546,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12487725
5533,trazodone,1355,1-(3-Chlorophenyl)piperazine,N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID01043,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang and Zhou; Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754425"
4449,nefazodone,1355,1-(3-Chlorophenyl)piperazine,N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00746,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10445380
44290645,"(2S)-1-(1,3-Benzodioxol-5-yl)-N-methyl-2-butanamine",129870,"1-(3,4-Methylenedioxyphenyl)-2-butanamine",N-Demethylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C19;CYP2D6;CYP3A4,BIOTID00391,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10720722
8955,pregnenolone,4092289,"1-(3,16-Dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C19;CYP3A4,BIOTID00809,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9667077
131769972,N-Desmethyl p-hydroxyrosiglitazone,131769973,"[6-[2-[4-[(2,4-Dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]ethylamino]pyridin-3-yl] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID01747,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060839
5035,raloxifene,102197542,"[6,7-Dihydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-yl][4-(2-piperidinoethoxy)phenyl]methanone",Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00843,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12119000
154699575,"5-Hydroxy, 6-methoxy duloxetine",131770039,[5-[1-(Furan-2-yl)-3-(methylamino)propoxy]-2-methoxynaphthalen-1-yl] hydrogen sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID02011,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0061128
3014064,4-hydroxy-propofol,10446031,"[4-Hydroxy-3,5-di(propan-2-yl)phenyl] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID01986,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
131601,ibrolipim,9979682,[4-[(4-Bromo-2-cyanophenyl)carbamoyl]phenyl]methyl-ethoxyphosphinic acid,O-deethylation / Human Phase I,Human,CYP2C8;CYP3A4,BIOTID00606,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"can ZSSX Meeting, San Diego, CA, USA, October 20-25, 1996,|PMID:11854149"
86278298,N-Desmethyl o-hydroxyrosiglitazone,131769971,"[2-[2-[4-[(2,4-Dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]ethylamino]pyridin-3-yl] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID02043,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060837
9841596,NE-100,10710332,[2-(4-Methoxy-3-phenethyloxy-phenyl)-ethyl]-propyl-amine; hydrochloride,N-demethylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00359,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15618733
154699539,N-Oxide abiraterone,131769975,"[10,13-Dimethyl-17-(1-oxidopyridin-1-ium-3-yl)-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID02064,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060848
637566,Geraniol,134888928,"[(2E)-3,7-Dimethylocta-2,6-dienyl] hydrogen sulfate",GSH-conjugation / Human Phase II,Human,GST,BIOTID01803,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Kinetics and dosin
104954,N2-hydroxy-PhIP,71448983,"[(1-Methyl-6-phenylimidazo[4,5-b]pyridin-2-yl)amino] hydrogen sulfate",Hydroxylamine O-sulfonation / Human Phase II,Human,SULT1A1,BIOTID01754,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5312138,domitroban,44210817,(Z)-7-[3-(Benzenesulfonamido)-6-hydroxy-2-bicyclo[2.2.1]heptanyl]hept-5-enoic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C9,BIOTID00505,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9010633
5312138,domitroban,44210816,(Z)-7-[3-(Benzenesulfonamido)-5-hydroxy-2-bicyclo[2.2.1]heptanyl]hept-5-enoic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00506,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9010633
1548968,(s)-fluoxetine,3058751,(s)-Norfluoxetine,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C9 (major); CYP2D6; CYP2C19; CYP3A4; CYP3A5,BIOTID00091,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Ring, B.J. et al. (2001); Identification of the human cytochromes p450 responsible for in vitro formation of R- and S-norfluoxetine; J Pharmacol Exp Ther. 2001 Jun;297(3):1044-50.|Margolis J.M.; (R)-, (S)-, and racemic fluoxetine N-demethylation by human cytochrome P450 enzymes; Drug Metab Dispos. 2000 Oct;28(10):1187-91; PMID:10997938; Drug Metab Dispos. 2000 Oct;28(10):1187-91."
89594,nicotine,181139,(S)-Nicotine iminium ion,Formation of iminium from pyrrolidine ring / Human Phase I,Human,CYP2A6 (major); CYP2B6; CYP2A13,BIOTID00752,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
184820,(s)-propafenone,40582745,(S)-N-Despropylpropafenone,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP1A2; CYP3A4,BIOTID00102,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
154315,(S)-mianserin,29984842,"(S)-mianserin, N-oxide",N-oxidation of alicyclic tertiary amine / Human Phase I,Human,CYP1A2,BIOTID01308,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic, S., Di Carlo, F. (1997) Human Cytochrome P450 Enzymes: A Status Report Summarizing Their Reactions, Substrates, Inducers, and Inhibitors; Drug Metabolism Reviews, 29:1-2, 413-580; DOI:10.3109/03602539709037591; PMID:9187528"
154315,(S)-mianserin,153934,"(S)-mianserin, N-Desmethyl",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP1A2; CYP2B6; CYP3A4,BIOTID01306,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic, S., Di Carlo, F. (1997) Human Cytochrome P450 Enzymes: A Status Report Summarizing Their Reactions, Substrates, Inducers, and Inhibitors; Drug Metabolism Reviews, 29:1-2, 413-580; DOI:10.3109/03602539709037591; PMID:9187528"
154315,(S)-mianserin,154699695,"(S)-mianserin, 8-hydroxy",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP2D6; CYP3A4,BIOTID01307,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Rendic, S., Di Carlo, F. (1997) Human Cytochrome P450 Enzymes: A Status Report Summarizing Their Reactions, Substrates, Inducers, and Inhibitors; Drug Metabolism Reviews, 29:1-2, 413-580; DOI:10.3109/03602539709037591; PMID:9187528"
12831281,(s)-azelastine,40584685,"(s)-azelastine, N-desmethyl",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP2D6; CYP1A2 (minor),BIOTID01309,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
184820,(s)-propafenone,40565857,(S)-5-Hydroxypropafenone,Hydroxylation of benzene on carbon para to a strongly electron donating group / Human Phase I,Human,CYP2D6,BIOTID00101,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
184820,(s)-propafenone,154699855,(S)-4'-Hydroxypropafenone,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2D6 (implied),BIOTID00103,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
185376,(S)-(-)-Mexiletine,92288857,"(S)-(-)-Mexiletine, p-hydroxyl",Hydroxylation of aromatic carbon / Human Phase I,Human,CYP1A2 (minor); CYP2D6 (major),BIOTID01302,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Zhou, S.F. and Wang, B. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218; PMID:19754423"
185376,(S)-(-)-Mexiletine,92288930,"(S)-(-)-Mexiletine, N-hydroxy",N-hydroxylation of primary or secondary aliphatic amine / Human Phase I,Human,CYP1A2 (major); CYP2B6; CYP2E1,BIOTID01305,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Abolfathi, Z. et al. (1995); CYP1A2 is the Major Enzyme Involved in the N-Oxidation of Mexiletine (MEX) in Man. Clin. Pharmacol. Ther.; 57; 221 (OIII- A33)|Labbe, L. et al.; (2003). Role of specific cytochrome P450 enzymes in the N-oxidation of the antiarrhythmic agent mexiletine. Xenobi- otica 33:13-25."
185376,(S)-(-)-Mexiletine,73356610,"(S)-(-)-Mexiletine, m-hydroxyl",Hydroxylation of aromatic carbon / Human Phase I,Human,CYP1A2 (minor); CYP2D6 (major),BIOTID01303,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Zhou, S.F. and Wang, B. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218; PMID:19754423"
185376,(S)-(-)-Mexiletine,71349963,"(S)-(-)-Mexiletine, 2-hydroxy-hydroxymethyl",Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring / Human Phase I,Human,CYP1A2 (minor); CYP2D6 (major),BIOTID01304,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Zhou, S.F. and Wang, B. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218; PMID:19754423"
1548970,(r)-fluoxetine,9797657,(r)-Norfluoxetine,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C9 (major); CYP2D6; CYP2C19; CYP3A5 ,BIOTID01298,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Ring, B.J. et al. (2001); Identification of the human cytochromes p450 responsible for in vitro formation of R- and S-norfluoxetine; J Pharmacol Exp Ther. 2001 Jun;297(3):1044-50.|Margolis J.M.; (R)-, (S)-, and racemic fluoxetine N-demethylation by human cytochrome P450 enzymes; Drug Metab Dispos. 2000 Oct;28(10):1187-91; PMID:10997938; Drug Metab Dispos. 2000 Oct;28(10):1187-91."
154412,(R)-mianserin,29984837,"(R)-mianserin, N-oxide",N-oxidation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00842,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Rendic, S., Di Carlo, F. (1997) Human Cytochrome P450 Enzymes: A Status Report Summarizing Their Reactions, Substrates, Inducers, and Inhibitors; Drug Metabolism Reviews, 29:1-2, 413-580; DOI:10.3109/03602539709037591; PMID:9187528"
154699696,"(R)-mianserin, 8-hydroxy",154699734,"(R)-mianserin, 8-hydroxy-N-desmethyl",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP2D6; CYP1A2; CYP3A4,BIOTID01333,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
153935,N-Desmethylmianserin,154699734,"(R)-mianserin, 8-hydroxy-N-desmethyl",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6; CYP1A2; CYP3A4,BIOTID01429,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423"
154412,(R)-mianserin,154699696,"(R)-mianserin, 8-hydroxy",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2D6; CYP3A4,BIOTID00841,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, B. and Zhou, S.F. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry; Vol. 16, No. 31; PMID:19754423|Rendic, S., Di Carlo, F. (1997) Human Cytochrome P450 Enzymes: A Status Report Summarizing Their Reactions, Substrates, Inducers, and Inhibitors; Drug Metabolism Reviews, 29:1-2, 413-580; DOI:10.3109/03602539709037591; PMID:9187528"
65808,dexverapamil,13537153,(R)-D-617,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C8; CYP3A4; CYP1A2,BIOTID00485,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
444810,(r)-chloroquine,38989112,"(r)-chloroquine, N-desethyl",N-dealkylation of aliphatic tertiary amines (pattern1); N-dealkylation of acyclic tertiary amines / Human Phase I,Human,CYP2C8; CYP2D6; CYP3A4; CYP3A5,BIOTID00075,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
12831280,(r)-azelastine,40584683,"(r)-azelastine, N-desmethyl",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP2D6; CYP1A2 (minor),BIOTID00070,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
180621,(R)-(-)-Mexiletine,71351213,"(R)-(-)-Mexiletine, p-hydroxyl",Hydroxylation of aromatic carbon; Hydroxylation of benzene para to EDG / Human Phase I,Human,CYP1A2 (minor); CYP2D6 (major),BIOTID00066,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Zhou, S.F. and Wang, B. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218; PMID:19754423"
180621,(R)-(-)-Mexiletine,92288929,"(R)-(-)-Mexiletine, N-hydroxy",N-hydroxylation of primary or secondary aliphatic amine / Human Phase I,Human,CYP1A2 (major); CYP2B6; CYP2E1,BIOTID00069,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Abolfathi, Z. et al. (1995); CYP1A2 is the Major Enzyme Involved in the N-Oxidation of Mexiletine (MEX) in Man. Clin. Pharmacol. Ther.; 57; 221 (OIII- A33).|Labbe, L. et al.; (2003). Role of specific cytochrome P450 enzymes in the N-oxidation of the antiarrhythmic agent mexiletine. Xenobi- otica 33:13-25."
180621,(R)-(-)-Mexiletine,73211883,"(R)-(-)-Mexiletine, m-hydroxyl",Hydroxylation of aromatic carbon; Hydroxylation of benzene ortho to EDG / Human Phase I,Human,CYP1A2 (minor); CYP2D6 (major),BIOTID00067,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Zhou, S.F. and Wang, B. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218; PMID:19754423"
180621,(R)-(-)-Mexiletine,92288928,"(R)-(-)-Mexiletine, 2-hydroxy-hydroxymethyl",Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring / Human Phase I,Human,CYP1A2 (minor); CYP2D6 (major),BIOTID00068,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987|Zhou, S.F. and Wang, B. (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218; PMID:19754423"
446156,cerivastatin,17774619,"(E)-7-[4-(4-Fluorophenyl)-6-(1-hydroxypropan-2-yl)-5-(methoxymethyl)-2-propan-2-ylpyridin-3-yl]-3,5-dihydroxyhept-6-enoic acid",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8,BIOTID00339,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10976657
446156,cerivastatin,91981504,"(E)-7-[4-(4-Fluorophenyl)-5-(hydroxymethyl)-2,6-di(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoic acid",O-Demethylation  / Human Phase I,Human,CYP2C8;CYP3A4,BIOTID00338,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10976657
3899,leflunomide,135923055,(E)-3-Hydroxy-2-methanimidoyl-N-[4-(trifluoromethyl)phenyl]but-2-enamide,N-O bond cleavage / Human Phase I,Human,CYP1A2;CYP2C9;CYP3A4,BIOTID01270,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19754423
8029,furan,5323604,(E)-2-Butenedial,Oxidation / Human Phase I,Human,CYP2E1,BIOTID00579,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:20043645
440624,2-Methoxyestrone,22833612,"(8R,9S,13S,14S)-2-Methoxy-13-methyl-3-[(2R,3R,4S,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]oxy-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01890,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET00568
10359957,"(6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxyphenyl)methanone",25211155,"(7-Hydroxy-6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxyphenyl)methanone",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00379,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17403915
10359957,"(6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxyphenyl)methanone",10449104,"(6-Hydroxy-1H-indol-3-yl)-(3,4,5-trimethoxyphenyl)methanone",O-Demethylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00378,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17403915
10359957,"(6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxyphenyl)methanone",44578660,"(5-Hydroxy-6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxyphenyl)methanone",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00380,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17403915
74559,5-hydroxy-resacetophenone,10848131,"(5-Acetyl-2,4-dihydroxyphenyl) hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID02048,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
38989112,"(r)-chloroquine, N-desethyl",40579070,"(4R)-4-N-(7-chloroquinolin-4-yl)pentane-1,4-diamine",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C8; CYP2D6; CYP3A4; CYP3A5,BIOTID01297,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322|Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015"
1752,4-nonylphenol,18186063,(4-Nonylphenyl) hydrogen sulfate,O-sulfonation / Human Phase II,Human,SULT1C1; SULT1C2,BIOTID01855,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:645675
10359957,"(6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxyphenyl)methanone",11645570,"(4-Hydroxy-3,5-dimethoxyphenyl)-(6-methoxy-1H-indol-3-yl)methanone",O-Demethylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00377,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17403915
101619702,"(3z)-5-[(1alpha,4alpha)-3beta-[(phenylsulfonyl)amino]bicyclo[2.2.1]heptan-2alpha-yl]-3-pentenoic acid",154699705,(3Z)-5-{3-benzenesulfonamido-6-hydroxybicyclo[2.2.1]heptan-2-yl}pent-3-enoic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP3A4,BIOTID00063,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9010633
101619702,"(3z)-5-[(1alpha,4alpha)-3beta-[(phenylsulfonyl)amino]bicyclo[2.2.1]heptan-2alpha-yl]-3-pentenoic acid",154699496,(3Z)-5-{3-benzenesulfonamido-5-hydroxybicyclo[2.2.1]heptan-2-yl}pent-3-enoic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00064,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9010633
43859,trans-Permethrin,26295,(3-Phenoxyphenyl)methanol,Oxidation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID01161,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12898643;PMID:18948380
115368,Perospirone,102254148,"(3As,7aS)-2-[4-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]butyl]-7a-hydroxy-4,5,6,7-tetrahydro-3aH-isoindole-1,3-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A1;CYP2C8;CYP3A4,BIOTID01508,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:20363276
154699907,"4,5-Dihydrodrospirenone",131770037,"(2S,4R,10S,14S,16S,18S)-10,14-Dimethyl-5'-oxospiro[hexacyclo[9.8.0.02,4.05,10.014,19.016,18]nonadecane-15,2'-oxolane]-7-sulfonic acid",O-sulfonation / Human Phase II,Human,SULT,BIOTID01961,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0061126
9859500,O-Desmethylvenlafaxine,71316024,"(2S,3S,4S,5R,6S)-6-[4-[2-Amino-1-(1-hydroxycyclohexyl)ethyl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01869,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0061172
130829,O-desmethyl-tramadol,29919004,"(2S,3S,4S,5R,6S)-6-[3-[(1R,2R)-2-[(Dimethylazaniumyl)methyl]-1-hydroxycyclohexyl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02020,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060856
29981497,4-Hydroxyduloxetine,29981512,"(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[4-[(1S)-3-(methylazaniumyl)-1-thiophen-2-ylpropoxy]naphthalen-1-yl]oxyoxane-2-carboxylate",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02029,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060763
104856,4-(methylnitrosamino)-1-(3- pyridyl)-1-butanol,53297451,"(2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[3-[1-hydroxy-4-[methyl(nitroso)amino]butyl]pyridin-1-ium-1-yl]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01979,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11408353;  PMID:17638922;  PMID:14709623;  http://www.hmdb.ca/metabolites/HMDB0060498
1254,Neomenthol,183838,"(2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-(5-methyl-2-propan-2-ylcyclohexyl)oxyoxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID02041,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060012
263,butanol,69607982,"(2S,3S,4S,5R)-6-Butoxy-3,4,5-trihydroxyoxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01737,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jurowich, S. et al. (2004); Glucuronidation of aliphatic alcohols in human liver microsomes in vitro; Alcohol 32 (2004) 187-194"
243,benzoic acid,54117809,"(2S,3S,4S,5R)-6-Benzoyloxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation of aromatic acid / Human Phase II,Human,UGT,BIOTID01746,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Belsito, D. et al. (2012); A toxicological and dermatological assessment of aryl alkyl alcohol simple acid ester derivatives when used as fragrance ingredients; Food and Chemical Toxicology 50 (2012) S269-S313"
5281672,Myricetin,14058645,"(2S,3S,4S,5R)-6-[5,7-Dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01992,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5281654,Isorhamnetin,89646653,"(2S,3S,4S,5R)-6-[5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02102,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5280445,Luteolin,15372481,"(2S,3S,4S,5R)-6-[5-(5,7-Dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02107,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
3463,Gemfibrozil,91971832,"(2S,3S,4S,5R)-6-[5-(2,5-Dimethylphenoxy)-2,2-dimethylpentanoyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02125,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
3559,haloperidol,92131856,"(2S,3S,4S,5R)-6-[4-(4-Chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]piperidin-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02117,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET00105
5280863,Kaempferol,24721466,"(2S,3S,4S,5R)-6-[3,5-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01851,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
2541,Candesartan,131769984,"(2S,3S,4S,5R)-6-[2-Ethoxy-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]benzimidazole-4-carbonyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A3,BIOTID02113,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
3033,diclofenac,90842887,"(2S,3S,4S,5R)-6-[2-[2-(2,6-Dichloroanilino)phenyl]acetyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01820,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
4943,propofol,101649830,"(2S,3S,4S,5R)-6-[2,6-Di(propan-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,"UGT1A8, UGT1A9",BIOTID01850,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218|Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z"
2797,Clofibric acid,133401,"(2S,3S,4S,5R)-6-[2-(4-Chlorophenoxy)-2-methylpropanoyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01807,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://pubchem.ncbi.nlm.nih.gov/compound/155696#section=IUPAC-Name
5317284,6-Methoxyluteolin,54375297,"(2S,3S,4S,5R)-6-[2-(3,4-Dihydroxyphenyl)-5-hydroxy-6-methoxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01956,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
3308,Etodolac,131769991,"(2S,3S,4S,5R)-6-[2-(1,8-Diethyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl)acetyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01774,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
39562,Lonidamine,16042756,"(2S,3S,4S,5R)-6-[1-[(2,4-Dichlorophenyl)methyl]indazole-3-carbonyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01801,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
2585,Carvedilol,129627137,"(2S,3S,4S,5R)-6-[1-(9H-Carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)ethylamino]propan-2-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01757,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Makoto Sekimoto et al (2016); In Vitro Enhancement of Carvedilol Glucuronidation by Amiodarone-Mediated Altered Protein Binding in Incubation Mixture of Human Liver Microsomes with Bovine Serum Albumin; Biological and Pharmaceutical Bulletin; Vol. 39 (2016) No. 8 p. 1359-1363
5202,serotonin,73707588,"(2S,3S,4S,5R)-6-[[3-(2-Aminoethyl)-1H-indol-5-yl]oxy]-3,4,5-trihydroxy-2-oxanecarboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01910,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:673033
5284371,codeine,21309489,"(2S,3S,4S,5R)-6-[[(4R,4Ar,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01898,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; First-pass metabolism via UDP-glucuronosyltransferase- a barrier to oral bioavailability of phenolics
5288826,morphine,9847115,"(2S,3S,4S,5R)-6-[[(4R,4Ar,7S,7aR,12bS)-9-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01957,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; First-pass metabolism via UDP-glucuronosyltransferase- a barrier to oral bioavailability of phenolics
5288826,morphine,18595497,"(2S,3S,4S,5R)-6-[[(4R,4Ar,7S,7aR,12bS)-7-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01958,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; First-pass metabolism via UDP-glucuronosyltransferase- a barrier to oral bioavailability of phenolics
5359421,Dihydromorphine,53987586,"(2S,3S,4S,5R)-6-[[(4R,4Ar,7S,7aR,12bS)-7-hydroxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01872,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
4684,4-Chlorophenol,22827811,"(2S,3S,4S,5R)-6-(4-Chlorophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01916,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
14347,4-Hydroxybenzophenone,70500973,"(2S,3S,4S,5R)-6-(4-Benzoylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02094,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
1983,acetaminophen,10404153,"(2S,3S,4S,5R)-6-(4-Acetamidophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01909,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; First-pass metabolism via UDP-glucuronosyltransferase- a barrier to oral bioavailability of phenolics
10106551,4p-Hydroxyfenoprofen,131769945,"(2S,3S,4S,5R)-4-[4-[3-(1-Carboxyethyl)phenoxy]phenoxy]-3,5,6-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02095,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060772
359310,3p-Amino-3p-deoxythimidine,131769941,"(2S,3S,4S,5R)-4-[[3-Amino-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]-3,5,6-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01935,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060751
3776,2-propanol,20717005,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-propan-2-yloxyoxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01779,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jurowich, S. et al. (2004); Glucuronidation of aliphatic alcohols in human liver microsomes in vitro; Alcohol 32 (2004) 187-194"
6276,pentanol,66709879,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-pentoxyoxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01778,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jurowich, S. et al. (2004); Glucuronidation of aliphatic alcohols in human liver microsomes in vitro; Alcohol 32 (2004) 187-194"
5280961,Genistein,68980674,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[5-hydroxy-3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02054,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5280443,Apigenin,12912213,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02134,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5281612,Diosmetin,68852783,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",Aromatic O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02058,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5322064,"5,7,2p-Trihydroxyflavone",21309393,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[5-hydroxy-2-(2-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01751,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
3014064,4-hydroxy-propofol,101649831,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[4-hydroxy-2,6-di(propan-2-yl)phenoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,"UGT1A8, UGT1A9",BIOTID01985,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
10047220,Carboxy celecoxib,118753620,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[4-[2-(4-sulfamoylphenyl)-5-(trifluoromethyl)pyrazol-3-yl]benzoyl]oxyoxane-2-carboxylic acid",O-glucuronidation of aromatic acid / Human Phase II,Human,UGT,BIOTID01755,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
6623,Bisphenol A,91120616,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[4-[2-(4-hydroxyphenyl)propan-2-yl]phenoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01893,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5281708,Daidzein,91117088,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01966,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
394397,Tizoxanide,92132084,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[2-[(5-nitro-1,3-thiazol-2-yl)carbamoyl]phenoxy]oxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01748,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060643
4946,Propranolol,10048595,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02089,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Yang, G. et al. (2017); Glucuronidation: driving factors and their impact on glucuronide disposition;  Drug Metab Rev. 2017 May;49(2):105-138. DOI:10.1080/03602532.2017.1293682; PMID:28266877"
176907,Dihydrodazein,122421244,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[[3-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01772,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5870,estrone,13783435,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[[(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid",3-OH glucuronidation of sterol / Human Phase II,Human,"UGT1A1, 1A3, 1A7,1A8, 1A10",BIOTID01756,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
156391,naproxen,54484412,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[(2S)-2-(6-methoxynaphthalen-2-yl)propanoyl]oxyoxane-2-carboxylic acid",O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID02046,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
6386,tert-butanol,53831690,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[(2-methylpropan-2-yl)oxy]oxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01717,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:24887323|https://ofmpub.epa.gov/eims/eimscomm.getfile?p_download_id=528031
5320315,Oroxylin A,10366977,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(5-hydroxy-6-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01785,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5393151,"3,5-Dihydroxyflavone",68735468,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(5-hydroxy-4-oxo-2-phenylchromen-3-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01813,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
29352,4-Propoxyphenol,21349584,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(4-propoxyphenoxy)oxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01818,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
7103,4-Phenylphenol,54264794,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(4-phenylphenoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01950,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z||  http://www.chem.qmul.ac.uk/iubmb/enzyme/EC2/4/1/17.html
11349,3-Hydroxyflavone,66808570,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(4-oxo-2-phenylchromen-3-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01991,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z|Yang, G. et al. (2017); Glucuronidation: driving factors and their impact on glucuronide disposition;  Drug Metab Rev. 2017 May;49(2):105-138. DOI:10.1080/03602532.2017.1293682; PMID:28266877"
980,4-Nitrophenol,22788341,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(4-nitrophenoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01929,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
2879,4-Methylphenol,66849195,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(4-methylphenoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01993,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
9015,4-Methoxyphenol,18654381,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(4-methoxyphenoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01811,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
3327,Farnesol,90715086,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(3,7,11-trimethyldodeca-2,6,10-trienoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01942,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
3121,valproic acid,101061009,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(2-propylpentanoyloxy)oxane-2-carboxylic acid",O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01819,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
3314,eugenol,54086604,"(2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(2-methoxy-4-prop-2-enylphenoxy)oxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01821,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
441243,Saquinavir,122197282,"(2S)-N-[(2S,3R)-4-[(3S,4aS,8aS)-3-[(1-hydroxy-2-methylpropan-2-yl)carbamoyl]-decahydroisoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-[(quinolin-2-yl)formamido]butanediamide",Hydroxylation of terminal methyl / Human Phase I,Human,CYP3A4,BIOTID00060,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Fitzsimmons, M.E. and Collins, J.M. (1997); Selective Biotransformation of the HIV Protease Inhibitor Saquinavir by Human Small Intestinal Cytochrome P450 3A4: Potential Contribution to High First-Pass Metabolism. Drug Metab. Dispos.; 25; pp. 256-266"
441243,Saquinavir,154700110,"(2S)-N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-7-hydroxy-decahydroisoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-[(quinolin-2-yl)formamido]butanediamide",Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00062,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Fitzsimmons, M.E. and Collins, J.M. (1997); Selective Biotransformation of the HIV Protease Inhibitor Saquinavir by Human Small Intestinal Cytochrome P450 3A4: Potential Contribution to High First-Pass Metabolism. Drug Metab. Dispos.; 25; pp. 256-266"
441243,Saquinavir,154700013,"(2S)-N-[(2S,3R)-4-[(3S,4aR,8aS)-3-(tert-butylcarbamoyl)-6-hydroxy-decahydroisoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-[(quinolin-2-yl)formamido]butanediamide",Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00061,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Fitzsimmons, M.E. and Collins, J.M. (1997); Selective Biotransformation of the HIV Protease Inhibitor Saquinavir by Human Small Intestinal Cytochrome P450 3A4: Potential Contribution to High First-Pass Metabolism. Drug Metab. Dispos.; 25; pp. 256-266"
6518172,"(2s,5s)-troglitazone",154699646,"(2S)-3-(4-{[(2S)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-1-benzopyran-2-yl]methoxy}phenyl)-2-(hydroxysulfanyl)propanecarbonyl isocyanate","2,4-thiazolidinedione ring opening / Human Phase I",Human,CYP3A4,BIOTID00058,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"He, K. et al. (2001); Troglitazone quinone formation catalyzed by human and rat CYP3A: an atypical CYP oxidation reaction; Biochem Pharmacol.; 62(2):191-8|Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322|Sanchez, A. ET AL. (2006); Thiazolidinedione Bioactivation: A Comparison of the Bioactivation Potentials of Troglitazone, Rosiglitazone, and Pioglitazone Using Stable Isotope-Labeled Analogues and Liquid Chromatography Tandem Mass Spectrometry; Current Medicinal Chemistry, 2009 Vol. 16, No. 27"
14189358,"Aflatoxin B1 exo 8,9-epoxide",20832910,"(2S)-2-Amino-5-[[(2R)-1-(carboxymethylamino)-3-[(4-hydroxy-11-methoxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,9,11,13(17)-tetraen-5-yl)sulfanyl]-1-oxopropan-2-yl]amino]-5-oxopentanoic acid",GSH-conjugation / Human Phase II,Human,GST1A1; GST1A2; GSTM1; GSTM3; GSTP1,BIOTID01987,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
13393711,O-Desmethylnaproxen,184679,(2s)-2-[6-(Sulfooxy)naphthalen-2-yl]propanoic acid,O-sulfonation / Human Phase II,Human,SULT1A1; SULT1B1; SULT1E1,BIOTID01763,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
667684,(s)-bupropion,22943245,(2S)-2-(tert-butylamino)-1-(3-chlorophenyl)-3-hydroxypropan-1-one,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2C19,BIOTID01311,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Chen, Y. et al. (2010); The in vitro metabolism of bupropion revisited: concentration dependent involvement of cytochrome P450 2C19, Xenobiotica, 40:8, 536-546, DOI:10.3109/00498254.2010.492880"
667684,(s)-bupropion,154699793,(2S)-2-(tert-butylamino)-1-(3-chloro-5-hydroxyphenyl)propan-1-one,Hydroxylation of aromatic carbon meta to halide group / Human Phase I,Human,CYP2B6;CYP2C19; CYP2E1,BIOTID01313,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Chen, Y. et al. (2010); The in vitro metabolism of bupropion revisited: concentration dependent involvement of cytochrome P450 2C19, Xenobiotica, 40:8, 536-546, DOI:10.3109/00498254.2010.492880|Faucette, S.R. et al. (2000); Validation of Bupropion Hydroxylation as a Selective Marker of Human Cytochrome P450 2B6 Catalytic Activity. Drug Metab. Dispos. 2000, 28, 1222 - 1230."
667684,(s)-bupropion,154699773,(2S)-2-(tert-butylamino)-1-(3-chloro-4-hydroxyphenyl)propan-1-one,Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP2B6;CYP2C19; CYP2E1,BIOTID01312,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Chen, Y. et al. (2010); The in vitro metabolism of bupropion revisited: concentration dependent involvement of cytochrome P450 2C19, Xenobiotica, 40:8, 536-546, DOI:10.3109/00498254.2010.492880|Faucette, S.R. et al. (2000); Validation of Bupropion Hydroxylation as a Selective Marker of Human Cytochrome P450 2B6 Catalytic Activity. Drug Metab. Dispos. 2000, 28, 1222 - 1230."
667684,(s)-bupropion,9813763,(2S)-1-(3-chlorophenyl)-2-[(1-hydroxy-2-methylpropan-2-yl)amino]propan-1-one,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2B6; CYP3A4,BIOTID01310,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Chen, Y. et al. (2010); The in vitro metabolism of bupropion revisited: concentration dependent involvement of cytochrome P450 2C19, Xenobiotica, 40:8, 536-546, DOI:10.3109/00498254.2010.492880"
9948768,4-Oxo-9-cis-retinoic acid,131769834,"(2R,3S,4R,5R,6S)-6-[(2E,4E,6Z,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-5-oxocyclohexen-1-yl)nona-2,4,6,8-tetraenoyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02129,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0060122
135413536,aprepitant,10113945,"(2R,3S)-2-((R)-1-(3,5-Bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholine",N-dealkylation of alicyclic tertiary amine / Human Phase I,Human,CYP3A4; CYP3A5; CYP1A2; CYP2C19,BIOTID00262,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322"
18692,Pentaerythritol Dibromide,71751501,"(2R,3R,4R,5S,6S)-6-[2,2-Bis(bromomethyl)-3-hydroxypropoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01888,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
3877978,Pyridine N-oxide,131770061,"(2R,3R,4R,5S,6R)-3,4,5-Trihydroxy-6-pyridin-1-ium-1-yloxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01906,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET00994
154699667,N-Carbamoyllorcaserin,131770057,"(2R,3R,4R,5S)-6-(7-Chloro-5-methyl-1,2,4,5-tetrahydro-3-benzazepine-3-carbonyl)oxy-3,4,5-trimethyloxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02065,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0061159
15593907,arverapamil,154699515,(2R)-5-amino-2-(3-methoxyphenyl)-2-(propan-2-yl)pentanenitrile,N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP2C8; CYP3A4; CYP2D6,BIOTID00286,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
15593907,arverapamil,154699688,"(2R)-5-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-2-(3-methoxyphenyl)-2-(propan-2-yl)pentanenitrile",O-aryl dealkylation adjacent to substituted carbon / Human Phase I,Human,CYP2C8; CYP3A4; CYP2D6,BIOTID00285,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
65808,dexverapamil,91810609,"(2R)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(4-hydroxy-3-methoxyphenyl)-2-(propan-2-yl)pentanenitrile",O-aryl dealkylation adjacent to substituted carbon / Human Phase I,Human,CYP2C8,BIOTID00483,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Tracy, T.S. et al. (1999); Cytochrome P450 isoforms involved in metabolism of the enantiomers of verapamil and norverapamil; Br J Clin Pharmacol. 1999 May; 47(5): 545-552; DOI:10.1046/j.1365-2125.1999.00923.x|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423"
688387,(r)-bupropion,22943248,(2R)-2-(tert-butylamino)-1-(3-chlorophenyl)-3-hydroxypropan-1-one,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2C19,BIOTID00072,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Chen, Y. et al. (2010); The in vitro metabolism of bupropion revisited: concentration dependent involvement of cytochrome P450 2C19, Xenobiotica, 40:8, 536-546, DOI:10.3109/00498254.2010.492880"
688387,(r)-bupropion,154699792,(2R)-2-(tert-butylamino)-1-(3-chloro-5-hydroxyphenyl)propan-1-one,Hydroxylation of aromatic carbon meta to halide group / Human Phase I,Human,CYP2B6;CYP2C19; CYP2E1,BIOTID00074,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Chen, Y. et al. (2010); The in vitro metabolism of bupropion revisited: concentration dependent involvement of cytochrome P450 2C19, Xenobiotica, 40:8, 536-546, DOI:10.3109/00498254.2010.492880|Faucette, S.R. et al. (2000); Validation of Bupropion Hydroxylation as a Selective Marker of Human Cytochrome P450 2B6 Catalytic Activity. Drug Metab. Dispos. 2000, 28, 1222 - 1230."
688387,(r)-bupropion,49849377,(2R)-2-(tert-butylamino)-1-(3-chloro-4-hydroxyphenyl)propan-1-one,Hydroxylation of aromatic carbon ortho to halide group / Human Phase I,Human,CYP2B6;CYP2C19; CYP2E1,BIOTID00073,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Chen, Y. et al. (2010); The in vitro metabolism of bupropion revisited: concentration dependent involvement of cytochrome P450 2C19, Xenobiotica, 40:8, 536-546, DOI:10.3109/00498254.2010.492880|Faucette, S.R. et al. (2000); Validation of Bupropion Hydroxylation as a Selective Marker of Human Cytochrome P450 2B6 Catalytic Activity. Drug Metab. Dispos. 2000, 28, 1222 - 1230."
688387,(r)-bupropion,9879135,(2R)-1-(3-chlorophenyl)-2-[(1-hydroxy-2-methylpropan-2-yl)amino]propan-1-one,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2B6; CYP3A4,BIOTID00071,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Chen, Y. et al. (2010); The in vitro metabolism of bupropion revisited: concentration dependent involvement of cytochrome P450 2C19, Xenobiotica, 40:8, 536-546, DOI:10.3109/00498254.2010.492880"
11092,Paeonol,174699,(2-Acetyl-5-methoxyphenyl) hydrogen sulfate,Aromatic-OH glucuronidation / Human Phase II,Human,SULT,BIOTID01738,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
6917864,Artesunate,44573579,"(1S,4S,5R,8S,9R,10R,12R,13R)-1,5,9-Trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-ol",O-dealkylation / Human Phase I,Human,CYP2A6,BIOTID01202,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12920490
6518172,"(2s,5s)-troglitazone",154700084,"(1S)-1-(formylcarbamoyl)-2-(4-{[(2S)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]methoxy}phenyl)ethane-1-sulfinic acid","2,4-thiazolidinedione ring opening / Human Phase I",Human,CYP3A4,BIOTID00059,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"He, K. et al. (2001); Troglitazone quinone formation catalyzed by human and rat CYP3A: an atypical CYP oxidation reaction; Biochem Pharmacol.; 62(2):191-8|Zanger, U.M. and Schwab, M.; Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation; Pharmacology & Therapeutics 138 (2013) 103-141; PMID:23333322|Sanchez, A. ET AL. (2006); Thiazolidinedione Bioactivation: A Comparison of the Bioactivation Potentials of Troglitazone, Rosiglitazone, and Pioglitazone Using Stable Isotope-Labeled Analogues and Liquid Chromatography Tandem Mass Spectrometry; Current Medicinal Chemistry, 2009 Vol. 16, No. 27"
124389532,Dehydroxyzyleuton,154699894,(1S)-1-(6-hydroxy-1-benzothiophen-2-yl)ethylurea,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP2C9,BIOTID00022,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
6442177,everolimus,57494726,"(1R,9S,12S,15R,16Z,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-Dihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone",N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00554,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11384247
37034,2_2_4_4_5_5-hexachlorobiphenyl,6452977,"(1,1'-Biphenyl)-3-ol, 2,2',4,4',5,5'-hexachloro-",Aromatic Hydroxylation / Human Phase I,Human,CYP2B6,BIOTID01259,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7626059
12299899,senecionine,154699970,"6,7-dmydn>7-hydroxy-l-hydroxymethyl-5J/-pyrrolizine (DHP)",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00939,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:2009596
36688213,(+)-halofantrine,76971137,"(+)-halofantrine, N-desbutyl",N-dealkylation of acyclic tertiary amine / Human Phase I,Human,CYP3A4,BIOTID00049,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Halliday, R.C. et al. An investigation of the interaction between halofantrine, CYP2D6 and CYP3A4: studies with human liver microsomes and heterologous enzyme expression systems. Br J Clin Phar- macol 1995; 40: 369-78."
6604464,(+)-bisoprolol,154699480,"(+)-bisoprolol, O-deisopropyl",O-deisopropylation / Human Phase I,Human,CYP2D6; CYP3A4,BIOTID00047,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Horikiri, Y. (1998); Pharmacokinetics and Metabolism of Bisoprolol Enantiomers in Humans; Journal of Pharmaceutical Sciences; Vol. 87, No. 3"
92142,(-)-thalidomide,154699796,(-)-thalidomide arene oxide,Arene epoxidation / Human Phase I,Human,CYP1A1; CYP1A2; CYP2C19; CYP2E1,BIOTID00040,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
72277,(-)-Epigallocatechin,76970196,"(-)-Epigallocatechin, 3p-hydroxy-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01529,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
65064,(-)-Epigallocatechin gallate,154699542,"(-)-Epigallocatechin gallate, 4p-hydroxy-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01528,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
65064,(-)-Epigallocatechin gallate,154700057,"(-)-Epigallocatechin gallate, 3p-hydroxy-glucuronide",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01527,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
10892731,(-)-bisoprolol,154699479,"(-)-bisoprolol, O-deisopropyl",O-deisopropylation / Human Phase I,Human,CYP2D6; CYP3A4,BIOTID01296,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Horikiri, Y. (1998); Pharmacokinetics and Metabolism of Bisoprolol Enantiomers in Humans; Journal of Pharmaceutical Sciences; Vol. 87, No. 3"
102212421,Thienorphine,154700157,"(2S,3S,4S,5R)-6-[[(1R,2S,6R,15R)-5-(cyclopropylmethyl)-16-[(2R)-2-hydroxy-4-thiophen-2-ylbutan-2-yl]-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02104,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Nov 1;859(1):52-61; PMID:17933594; DOI:10.1016/j.jchromb.2007.09.028
9853559,MK-429,154700156,"3-[3-[3-(7-hydroxy-5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)propyl]-2-oxoimidazolidin-1-yl]-3-(6-oxo-1H-pyridin-3-yl)propanoic acid",Aromatic Hydroxylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID01055,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15258111
178030,Alvameline,154700153,"3-(2-ethyltetrazol-5-yl)-1-methyl-2,5-dihydropyridin-1-ium",Hydrogenation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2C19;CYP3A4,BIOTID01137,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9884321
154699563,7-hydroxy-12-methylbenz[a]anthracene,154700151,(12-methylbenzo[a]anthracen-7-yl) hydrogen sulfate,O-sulfonation / Human Phase II,Human,SULT2A1,BIOTID01875,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
265699,"3-Hydroxy-7,4p-dimethoxyflavone",154700150,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[7-methoxy-2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01780,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5393152,"3,7-Dihydroxyfavone",154700149,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(7-hydroxy-4-oxo-2-phenylchromen-3-yl)oxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01734,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
2449,Seratrodast,154700147,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoyl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02101,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
49849820,"5,6-O-DiDesmethyl Donepezil",154700146,"(2S,3S,4S,5R)-6-[[2-[(1-benzylpiperidin-4-yl)methyl]-6-hydroxy-3-oxo-1,2-dihydroinden-5-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01864,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5281610,Datiscetin,154700144,"(2S,3S,4S,5R)-6-[5,7-dihydroxy-2-(2-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01996,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
18925065,Erlotinib M18,154700142,"(2S,3S,4S,5R)-6-[4-(3-ethynylanilino)-7-(2-methoxyethoxy)quinazolin-6-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02025,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
62134,4-nitropyrene,154700140,"(4R,5R)-9-nitro-4,5-dihydropyrene-4,5-diol",Epoxidation of arene / Human Phase I,Human,CYP1A2,BIOTID00184,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985|Wang and Zhou; Current Medicinal Chemistry, 2009 Vol. 16, No. 31; PMID:19754423|Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
154699631,N-hydroxy-aminophenylharman,154700139,"[4-(1-methylpyrido[3,4-b]indol-9-yl)anilino] acetate",O-acetylation of N-hydroxylarylamine / Human Phase II,Human,NAT1; NAT2,BIOTID01647,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Oda, Y. et al. (2006); Activation of aminophenylnorharman, aminomethylphenylnorharman and aminophenylharman to genotoxic metabolites by human N-acetyltransferases and cytochrome P450 enzymes expressed in Salmonella typhimurium umu tester strains; Mutagenesis, Volume 21, Issue 6, 1 November 2006, Pages 411-416"
5273569,Fraxetin,154700138,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(8-hydroxy-6-methoxy-2-oxochromen-7-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01974,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Yang, G. et al. (2017); Glucuronidation: driving factors and their impact on glucuronide disposition;  Drug Metab Rev. 2017 May;49(2):105-138. DOI:10.1080/03602532.2017.1293682; PMID:28266877"
578729,3-Hydroxy-2p-methoxyflavone,154700137,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(2-methoxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02071,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
154699908,ivermectin,154700136,"(11E,13Z,17Z)-16-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-7,26-dihydroxy-6,15,17-trimethyl-5'-propan-2-ylspiro[2,21-dioxatetracyclo[18.3.2.14,8.011,26]hexacosa-5,11,13,17-tetraene-22,2'-oxane]-3-one",O-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00637,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9574819
9895247,cp-199331,154700135,"N-[3-[[6-[(5,6-difluoro-1,3-benzothiazol-2-yl)methoxy]-4-hydroxy-3,4-dihydro-2H-chromen-3-yl]methyl]-4-hydroxyphenyl]-1,1,1-trifluoromethanesulfonamide",O-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00449,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11602515
5353357,"6,7-Dihydroxyflavone",154700134,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(6-hydroxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01896,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
9842299,4'-hydroxy-aceclofenac,154700133,"2-[2-[2-(2,6-dichloro-4-sulfooxyanilino)phenyl]acetyl]oxyacetic acid",O-sulfonation / Human Phase II,Human,SULT,BIOTID01879,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
3076831,brn 4201400,154700131,"3-(cyclohexylmethyl)-8-(hydroxymethyl)-1-methyl-7H-purine-2,6-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00310,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9585555
104954,N2-hydroxy-PhIP,154700130,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(1-methyl-6-phenylimidazo[4,5-b]pyridin-2-yl)amino]oxyoxane-2-carboxylic acid",Hydroxylamine O-glucuronidation / Human Phase II,Human,"UGT1A1, 1A3, 1A6",BIOTID01753,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
6250403,"3,7-Dihydroxy-3p,4p,5p-trimethoxyflavone",154700128,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[3-hydroxy-4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-7-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02138,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
12299899,senecionine,154700126,"(4E)-4-ethylidene-7,13-dihydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00940,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:2009596
131411,Arbidol,154700125,"(2S,3S,4S,5R)-6-[6-bromo-4-[(dimethylamino)methyl]-3-ethoxycarbonyl-1-methyl-2-(phenylsulfanylmethyl)indol-5-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01944,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Yang, G. et al. (2017); Glucuronidation: driving factors and their impact on glucuronide disposition;  Drug Metab Rev. 2017 May;49(2):105-138. DOI:10.1080/03602532.2017.1293682; PMID:28266877"
688713,"3-Hydroxy-2p,3p-dimethoxyflavone",154700123,"6-[2-(2,3-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01722,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
6918154,zatosetron,154700122,"5-chloro-2,2-dimethyl-N-(8-methyl-8-oxido-8-azoniabicyclo[3.2.1]octan-3-yl)-3H-1-benzofuran-7-carboxamide",N-Oxidation / Human Phase I,Human,CYP3A4,BIOTID01210,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8070310
6442695,tentoxin,154700121,"(6E)-6-benzylidene-1,12-dimethyl-9-(2-methylpropyl)-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone",N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00987,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9432003
108213,bifendate,154700120,"methyl 4-(2,3-dihydroxy-4-methoxy-6-methoxycarbonylphenyl)-7-methoxy-1,3-benzodioxole-5-carboxylate",O-Demethylation / Human Phase I,Human,CYP2C9;CYP3A4,BIOTID00304,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11259320
398553,1-methoxy-3-indolylmethyl-alcohol,154700119,(1-methoxyindol-3-yl)methyl hydrogen sulfate,Sulfation of primary alcohol / Human Phase II,Human,SULT1A1,BIOTID01635,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
41384,Carbosulfan,154700115,"(2,2-dimethyl-3H-1-benzofuran-7-yl) N-dibutylsulfinamoyl-N-methylcarbamate",Oxidation of S adjacent to an aliphatic nitrogen / Human Phase I,Human,CYP1A1; CYP2B6; CYP2C19; CYP3A4,BIOTID01361,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Abass, K. et al. (2010). Metabolism of carbosulfan II. Human interindividual variability in its in vitro hepatic biotransformation and the identification of the cytochrome P450 isoforms involved. Chem. Biol. Interact., Vol. 185, No. 3, (163-173)."
68112,5-Hydroxyflavone,154700108,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-oxo-2-phenylchromen-5-yl)oxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01784,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5391149,"7,2p-Dihydroxyflavone",154700107,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(2-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02111,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
23274496,"2h-1-benzopyran-2-one, 7-(pentyloxy)-",154700106,7-(4-hydroxypentoxy)chromen-2-one,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00158,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10620357
119026,4-hydroxycyclopenta[def]chrysene,154700105,"19-pentacyclo[14.2.1.03,8.09,18.012,17]nonadeca-1,3,5,7,9(18),10,12(17),13,15-nonaenyl hydrogen sulfate",Sulfation of secondary alcohol / Human Phase II,Human,SULT1E1,BIOTID01765,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
9842299,4'-hydroxy-aceclofenac,154700104,"(2S,3S,4S,5R)-6-[4-[2-[2-(carboxymethoxy)-2-oxoethyl]anilino]-3,5-dichlorophenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01878,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
19709702,OT-7100 M5,154700102,"(5-butylpyrazolo[1,5-a]pyrimidin-7-yl)sulfamic acid",O-sulfonation / Human Phase II,Human,SULT,BIOTID02024,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
676308,"3,6,4p-Trihydroxyflavone",154700100,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[6-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01866,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
92288929,"(R)-(-)-Mexiletine, N-hydroxy",154700098,"(2S,3S,4S,5R)-6-[[(2R)-1-(2,6-dimethylphenoxy)propan-2-yl]amino]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01808,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://pubchem.ncbi.nlm.nih.gov/compound/197617#section=InChI
154368,N-hydroxy-mexiletine,154700097,"(2S,3S,4S,5R)-6-[1-(2,6-dimethylphenoxy)propan-2-ylamino]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02119,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
688659,"3,6-Dihydroxyfavone",154700096,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(6-hydroxy-4-oxo-2-phenylchromen-3-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02128,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
65752,rutaecarpine,154700095,"11-hydroxy-3,13,21-triazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4,6,8,15,17,19-octaen-14-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00894,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16318905
19709702,OT-7100 M5,154700094,"(2S,3S,4S,5R)-6-[(5-butylpyrazolo[1,5-a]pyrimidin-7-yl)amino]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02023,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
115368,Perospirone,154700090,"(3aS,7aR)-2-(4-hydroxybutyl)-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione",N-Dealkylation / Human Phase I,Human,CYP1A1;CYP2C8;CYP3A4,BIOTID01510,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:20363276
31101,bromocriptine,154700089,"5-bromo-N-[2,11-dihydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00313,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|PMID:11197065"
5625,delavirdine,154700087,N-[2-[4-[6-oxo-3-(propan-2-ylamino)-1H-pyridin-2-yl]piperazine-1-carbonyl]-1H-indol-5-yl]methanesulfonamide,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00463,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9660845
16045730,Erlotinib M14,154700086,"(2S,3S,4S,5R)-6-[2-[4-(3-ethynylanilino)-6-(2-methoxyethoxy)quinazolin-7-yl]oxyethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02141,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
101280927,Thalifendine,154700083,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(17-methoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-16-yl)oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01815,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Yang, G. et al. (2017); Glucuronidation: driving factors and their impact on glucuronide disposition;  Drug Metab Rev. 2017 May;49(2):105-138. DOI:10.1080/03602532.2017.1293682; PMID:28266877"
102123094,"3-(furan-2-ylmethyl)-1,7,8-trimethylpurine-2,6-dione",154700082,"3-(furan-2-ylmethyl)-8-(hydroxymethyl)-1,7-dimethylpurine-2,6-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00028,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9585555
15529,4-Phenylazophenol,154700081,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-phenyldiazenylphenoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02016,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
443722,O-Desmethylgalantamine,154700080,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[(1S,12S,14R)-14-hydroxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-9-yl]oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02056,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
10113707,kr-60436,154700079,"1-(4-methoxy-2-methylphenyl)-6-(trifluoromethoxy)-2,3-dihydropyrrolo[3,2-c]quinolin-4-amine",N-dehydroxyethylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00646,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15585365
382975,Equol,154700078,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[3-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl]oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02093,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
70693563,"2-[(S)-[4-(cyclopropylmethoxy)pyridin-2-yl]methanesulfinyl]-5-fluoro-1H-1,3-benzodiazole",154700077,2-[[4-(cyclopropylmethoxy)pyridin-2-yl]methylsulfinyl]-6-fluoro-1H-benzimidazol-5-ol,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C9;CYP2C19;CYP3A4,BIOTID00368,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10611141
10862355,{4-[5-(4-Fluoro-phenyl)-2-methylsulfanyl-3H-imidazol-4-yl]-pyridin-2-yl}-(1-phenyl-ethyl)-amine,154700076,4-[5-(4-fluorophenyl)-2-methylsulfinyl-1H-imidazol-4-yl]-1-hydroxy-N-(1-phenylethyl)pyridin-1-ium-2-amine,N-oxidation / Human Phase I,Human,CYP3A4,BIOTID00346,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17344341
455313,"3,2p-Dihydroxyflavone",154700074,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(2-hydroxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01976,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
6436153,Oxeclosporin,154700071,"30-ethyl-12-(2-hydroxyethoxymethyl)-33-[(E)-1-hydroxy-2-methylhex-4-enyl]-1,4,10,15,19,25,28-heptamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone",N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00936,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7628296
14080459,fenchone metabo1,154700065,"(2S,3S,4S,5R)-6-[(2,4-dimethyl-3-oxo-2-bicyclo[2.2.1]heptanyl)methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01962,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,From Jarleips validations
154699845,8-Hydroxy-7-methoxyisoflavone,154700064,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(6-methoxy-4-oxo-3-phenylchromen-8-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01739,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
154699621,miocamycin,154700062,"[(11E,13E)-10-acetyloxy-6-[5-(4-acetyloxy-5-hydroxy-4,6-dimethyl-5-propanoyloxyoxan-2-yl)oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl] propanoate",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00710,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10725309
3827,Ketotifen,154700056,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[1-methyl-4-(8-oxo-6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,10,12-pentaen-2-ylidene)piperidin-1-ium-1-yl]oxane-2-carboxylic acid",N-glucuronidation / Human Phase II,Human,UGT,BIOTID01787,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Dalvie, D. et al (2009); Assessment of Three Human in Vitro Systems in the Generation of Major Human Excretory and Circulating Metabolites; Chem. Res. Toxicol. 2009, 22, 357-36"
13393711,O-Desmethylnaproxen,154700054,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(2S)-2-(6-hydroxynaphthalen-2-yl)propanoyl]oxyoxane-2-carboxylic acid",O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01762,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5311068,Dexmedetomidine,154700051,"(2S,3S,4S,5R)-6-[5-[(1S)-1-(2,3-dimethylphenyl)ethyl]imidazol-1-yl]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT2B20; UGT1A4,BIOTID01978,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
130754407,7-Hydroxy-beta-thujone,154700050,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-[(1R,4S,5R)-4-methyl-3-oxo-1-bicyclo[3.1.0]hexanyl]propan-2-yloxy]oxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01728,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
11041106,7-Hydroxy-alpha-thujone,154700049,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-[(1R,4R,5R)-4-methyl-3-oxo-1-bicyclo[3.1.0]hexanyl]propan-2-yloxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01887,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
133021,licofelone,154700048,"(2S,3S,4S,5R)-6-[2-[2-(4-chlorophenyl)-6,6-dimethyl-1-phenyl-5,7-dihydropyrrolizin-3-yl]acetyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02015,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675.|http://www.hmdb.ca/metabolites/HMDB0061130"
115104,N-hydroxy-MeIQX,154700047,"(2S,3S,4S,5R)-6-[(3,8-dimethylimidazo[4,5-f]quinoxalin-2-yl)amino]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A1,BIOTID02122,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5391151,7-Hydroxy-3-methylflavone,154700046,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(3-methyl-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01839,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
216416,Lasofoxifene,154700042,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[(5R,6S)-6-phenyl-5-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01876,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://pubchem.ncbi.nlm.nih.gov/compound/46782042
74963268,Erlotinib M16,154700041,"[4-[[6,7-bis(2-methoxyethoxy)quinazolin-4-yl]amino]-2-ethynylphenyl] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID02092,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
7453,4-sec-Butylphenol,154700040,"(2S,3S,4S,5R)-6-(4-butan-2-ylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02135,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
129636129,fenchone metabo5,154700035,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(2,2,4-trimethyl-3-oxo-1-bicyclo[2.2.1]heptanyl)oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02053,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,From Jarleips validations
5362440,indinavir,154700033,"N-tert-butyl-1-[2-hydroxy-5-[(2-hydroxy-2,3-dihydro-1H-inden-1-yl)amino]-4-[(4-hydroxyphenyl)methyl]-5-oxopentyl]-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide",Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00617,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9175724
102123094,"3-(furan-2-ylmethyl)-1,7,8-trimethylpurine-2,6-dione",154700032,"3-[(4-hydroxyfuran-2-yl)methyl]-1,7,8-trimethylpurine-2,6-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00025,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9585555
102518369,(11R)-11-hydroperoxylinoleic acid,154700031,"(9Z,11R,12Z)-11-[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]sulfanylperoxyoctadeca-9,12-dienoic acid",GSH-conjugation / Human Phase II,Human,GST,BIOTID02123,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Dong, GQ. ET AL. (2014); Prediction of substrates for glutathione transferases by covalent docking; J Chem Inf Model. 2014 Jun 23;54(6):1687-99. DOI:10.1021/ci5001554"
5281026,(11S)-11-hydroperoxylinoleic acid,154700030,"(9Z,11S,12Z)-11-[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]sulfanylperoxyoctadeca-9,12-dienoic acid",GSH-conjugation / Human Phase II,Human,GST,BIOTID02045,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Dong, GQ. ET AL. (2014); Prediction of substrates for glutathione transferases by covalent docking; J Chem Inf Model. 2014 Jun 23;54(6):1687-99. DOI:10.1021/ci5001554"
5281614,Fisetin,154700029,"(2S,3S,4S,5R)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01931,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5896,N-Hydroxy-2-acetamidofluorene,154700028,"(2S,3S,4S,5R)-6-[acetyl(9H-fluoren-2-yl)amino]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,"UGT1A4, 1A6",BIOTID01885,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
116545,4'-hydroxydiclofenac,154700025,"2-[2-(2,6-dichloro-4-sulfooxyanilino)phenyl]acetic acid",O-sulfonation / Human Phase II,Human,SULT,BIOTID01941,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
60572,LOSIGAMONE,154700023,2-[(2-chloro-4-hydroxyphenyl)-hydroxymethyl]-3-methoxy-2H-furan-5-one,Aromatic Hydroxylation / Human Phase I,Human,CYP2A6,BIOTID01162,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9625272;PMID:8886611
5280666,Chrysoeriol,154700022,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02073,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
3086401,Quinagolide,154700019,"(2S,3S,4S,5R)-6-[[(3S,4aS,10aR)-3-(diethylsulfamoylamino)-1-propyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]quinolin-6-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01960,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/drugs/DB09097
154700111,org_30659,154700018,"17-ethynyl-7,17-dihydroxy-13-methyl-11-methylidene-2,6,7,8,9,10,12,14-octahydro-1H-cyclopenta[a]phenanthren-3-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00774,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11871398
129211,tamsulosin,154700017,5-[2-[2-(2-ethoxy-5-hydroxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00973,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9849639
177823,N-hydroxy-2-acetylamino-3-methyl-5-phenylpyridine,154700016,"(2S,3S,4S,5R)-6-[acetyl-(3-methyl-5-phenylpyridin-2-yl)amino]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-sulfonation / Human Phase II,Human,SULT1A1,BIOTID01900,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
4499,nisoldipine,154700014,"5-O-(1-hydroxy-2-methylpropyl) 3-O-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID01520,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15618694;PMID:24816159
10245060,N-(1-Phenyl-1H-pyrazole-5-yl)-p-toluenesulfonamide,154700012,N-[2-(4-hydroxyphenyl)pyrazol-3-yl]-4-methylbenzenesulfonamide,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP2C19,BIOTID00386,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12767217
104903,tirilazad,154700011,"(8S,10R,13S,14S,16R,17S)-17-[2-[4-(2,6-dipyrrolidin-1-ylpyrimidin-4-yl)piperazin-1-yl]acetyl]-6-hydroxy-10,13,16-trimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01525,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8627581
31242,4-Ethylphenol,154700010,"(2S,3S,4S,5R)-6-(4-ethylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01936,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
173835,Nirvanol (N-demethylmephenytoin,154700008,"(2S,3S,4S,5R)-6-[4-ethyl-4-(4-hydroxyphenyl)-2,5-dioxoimidazolidin-1-yl]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01999,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5391140,"7,3p-Dihydroxyflavone",154700007,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(3-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01768,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5288209,Fenretinide,154700005,"(2S,3S,4S,5R)-6-[4-[[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoyl]amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01789,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; First-pass metabolism via UDP-glucuronosyltransferase- a barrier to oral bioavailability of phenolics
5288209,Fenretinide,154700005,"(2S,3S,4S,5R)-6-[4-[[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoyl]amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",4-OH sulfonation of phenolic compound / Human Phase II,Human,UGT,BIOTID01790,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; First-pass metabolism via UDP-glucuronosyltransferase- a barrier to oral bioavailability of phenolics
6436153,Oxeclosporin,154700004,"30-ethyl-12-(2-hydroxyethoxymethyl)-33-[(E)-1-hydroxy-2-methylhex-4-enyl]-21-(2-hydroxypropan-2-yl)-1,4,7,10,15,19,25,28-octamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3-propan-2-yl-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00935,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7628296
10819,Limonen-10-ol,154700003,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(4-prop-1-en-2-ylcyclohexen-1-yl)methoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01998,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
688675,3-Hydroxy-5-methoxyflavone,154700000,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(5-methoxy-4-oxo-2-phenylchromen-3-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01983,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
6629,cumene hydroperoxide,154699996,(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-(2-phenylpropan-2-ylperoxysulfanyl)propan-2-yl]amino]-5-oxopentanoic acid,GSH-conjugation / Human Phase II,Human,GST,BIOTID02044,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Dong, GQ. ET AL. (2014); Prediction of substrates for glutathione transferases by covalent docking; J Chem Inf Model. 2014 Jun 23;54(6):1687-99. DOI:10.1021/ci5001554"
5280378,formononetin,154699995,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02115,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
44266438,6-Hydroxymethyletoricoxib,154699991,"(2S,3S,4S,5R)-6-[[5-[5-chloro-3-(4-methylsulfonylphenyl)pyridin-2-yl]pyridin-2-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02121,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
9908587,schembl4081913,154699987,2-[1-[1-[2-(2-fluorophenyl)-1-hydroxyethyl]piperidin-4-yl]indol-6-yl]-N-methylacetamide,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00916,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12065439
65981,repaglinide,154699986,2-ethoxy-4-[2-[[3-hydroxy-3-methyl-1-(2-piperidin-1-ylphenyl)butyl]amino]-2-oxoethyl]benzoic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP3A4,BIOTID00854,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12919179
127523,(2r)-2-[4-(3-methylthiophen-2-yl)phenyl]propanoic acid,154699984,(2R)-2-[4-(4-methyl-2-oxo-3H-thiophen-5-yl)phenyl]propanoic acid,C-Oxidation / Human Phase I,Human,CYP2C9,BIOTID00056,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10548450
5281884,valspodar,154699983,"9-(3-hydroxy-2-methylpropyl)-1,4,7,10,12,15,19,25,28-nonamethyl-33-[(E)-2-methylhex-4-enoyl]-6,18,24-tris(2-methylpropyl)-3,21,30-tri(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01087,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9698296
11503234,5-O-Desmethyl Donepezil,154699982,"(2S,3S,4S,5R)-6-[[2-[(1-benzylpiperidin-4-yl)methyl]-6-methoxy-1-oxo-2,3-dihydroinden-5-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01922,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
10364,carvacrol,154699981,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(2-methyl-5-propan-2-ylphenoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02060,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
12769847,S-2-[4-(3-methyl-2-thienyl)phenyl]propionic acid,154699980,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-[4-(3-methylthiophen-2-yl)phenyl]propanoyloxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01860,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
445858,Ferulic Acid,154699979,"(2S,3S,4S,5R)-6-[4-[(E)-2-carboxyethenyl]-2-methoxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01980,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
11426472,2-iodobenzyl bromide,154699978,2-amino-5-[[3-[2-(bromomethyl)phenyl]sulfanyl-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid,GSH-conjugation / Human Phase II,Human,GST,BIOTID01730,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Dong, GQ. ET AL. (2014); Prediction of substrates for glutathione transferases by covalent docking; J Chem Inf Model. 2014 Jun 23;54(6):1687-99. DOI:10.1021/ci5001554"
5287969,Flavopiridol,154699975,"(2S,3S,4S,5R)-6-[2-(2-chlorophenyl)-5-hydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02047,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
16725849,"8,14-dihydroxy-efavirenz",154699973,"(2S,3S,4S,5R)-6-[1-[2-[(4S)-6-chloro-8-hydroxy-2-oxo-4-(trifluoromethyl)-1H-3,1-benzoxazin-4-yl]ethynyl]cyclopropyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01740,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
181248,cis-Dibromochrysanthemic acid,154699972,"(2S,3S,4S,5R)-6-[3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarbonyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02006,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5378832,"3,7-Dihydroxy-3p,4p-dimethoxyflavone",154699969,"(2S,3S,4S,5R)-6-[2-(3,4-dimethoxyphenyl)-3-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02090,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
10364,carvacrol,154699968,(2-methyl-5-propan-2-ylphenyl) hydrogen sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID02061,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
4014291,7-ethyl-10-hydroxycamptothecin,154699967,"(2S,3S,4S,5R)-6-[(10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01788,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
3961,losartan,154699965,"2-[5-[2-[4-[[2-butyl-5-chloro-4-(hydroxymethyl)-1H-imidazol-3-ium-3-yl]methyl]phenyl]phenyl]-1,5-dihydrotetrazol-2-yl]-6-(dihydroxymethyl)oxane-3,4,5-triol",O-glucuronidation / Human Phase II,Human,"UGT1A1, UGT1A3, UGT1A10. UGT2B7, UGT2B17",BIOTID01899,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
93476683,zinc38309998,154699964,"7-[8-(2,2-dimethylbutanoyloxy)-2-methyl-6-methylidene-2,7,8,8a-tetrahydro-1H-naphthalen-1-yl]-3,5-dihydroxyheptanoic acid",Dehydrogenation / Human Phase I,Human,CYP2C8;CYP3A4;CYP3A5,BIOTID01224,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9321523
71082648,schembl14141926,154699963,"methyl 2-(2-chlorophenyl)-2-[5-(2-oxoethyl)-4-sulfanyl-3,6-dihydro-2H-pyridin-1-yl]acetate",Unknown reaction / Human Phase I,Human,CYP2B6;CYP2C9;CYP2C19;CYP3A4,BIOTID00903,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19812348
154699933,15-Hydroxypatchoulol,154699961,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[(1R,3S,4S,7R,8S)-7-hydroxy-8,11,11-trimethyl-4-tricyclo[5.3.1.03,8]undecanyl]methoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02099,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
7465,4-Isopropylphenol,154699960,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-propan-2-ylphenoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02126,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
40589,etoperidone,154699959,"4,5-diethyl-2-propyl-1,2,4-triazol-3-one",N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00545,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12487725
688715,"3,4p-Dihydroxyfavone",154699957,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02039,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
101592321,tetranor-(+)-s-145,154699956,3-[3-(benzenesulfonamido)-6-hydroxy-2-bicyclo[2.2.1]heptanyl]propanoic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01009,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9010633
736186,Isoferulic Acid,154699953,"(2S,3S,4S,5R)-6-[5-[(E)-2-carboxyethenyl]-2-methoxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02136,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
29981456,3-alpha-hydroxydesogestrel,154699951,"[(3R,8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-11-methylidene-1,2,3,6,7,8,9,10,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID01914,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
3052567,"4',5-Dihydroxydiclofenac",154699949,"2-[2-(2,6-dichloro-4-sulfooxyanilino)-5-hydroxyphenyl]acetic acid",O-sulfonation / Human Phase II,Human,SULT,BIOTID02098,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
154584834,Lumiracoxib M25,154699948,"(2S,3S,4S,5R)-6-[3-chloro-5-fluoro-4-(5-methyl-2-oxo-3H-indol-1-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01934,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
154859,"2-hydroxylamino-3-methyl-9H-pyrido[2,3-b]indole",154699947,"[(3-methyl-9H-pyrido[2,3-b]indol-2-yl)amino] hydrogen sulfate",Hydroxylamine O-sulfonation / Human Phase II,Human,SULT1A1,BIOTID01638,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
12769847,S-2-[4-(3-methyl-2-thienyl)phenyl]propionic acid,154699945,2-[2-[4-(3-methylthiophen-2-yl)phenyl]propanoyloxyamino]ethanesulfonic acid,Taurine conjugation of aliphatic acid / Human Phase II,Human,TAU,BIOTID01861,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
14178878,"2,4-diene-VPA",154699944,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(2Z)-2-propylpenta-2,4-dienoyl]oxyoxane-2-carboxylic acid",O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01732,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
11181988,pantoprazole,154699938,[2-[[6-(difluoromethoxy)-1H-benzimidazol-2-yl]sulfinylmethyl]-3-methoxypyridin-4-yl]oxymethanol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C19,BIOTID00366,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9165689
10397396,Mexiletine alcohol,154699937,"(2S,3S,4S,5R)-6-[1-(2,6-dimethylphenoxy)propan-2-yloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02105,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
9785,p-Hydroxyphenobarbital,154699932,"(2S,3S,4S,5R)-6-[4-(5-ethyl-2,4,6-trioxo-1,3-diazinan-5-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT (primary),BIOTID02081,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
3386,Fluoxetine ,154699931,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[methyl-[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amino]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01920,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET00857
9119,"dibenzo[a,l]pyrene",154699930,"6-oxaheptacyclo[11.10.2.02,8.05,7.010,24.017,25.018,23]pentacosa-1(24),2(8),3,5(7),9,11,13(25),14,16,18,20,22-dodecaene",Epoxidation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2C9;CYP3A4,BIOTID00492,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8968059
5281616,galangin,154699929,"(2S,3S,4S,5R)-6-(3,5-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02000,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5281611,Resokaempferol,154699927,"(2S,3S,4S,5R)-6-[4-(3,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01726,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
154699523,N-hydroxy-2-aminobenzanthrone,154699924,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(9-oxo-10H-benzo[a]anthracen-2-yl)amino]oxyoxane-2-carboxylic acid",O-sulfonation / Human Phase II,Human,SULT1A1,BIOTID01904,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
16590,diallyl disulfide,154699921,(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-[(E)-3-(prop-2-enyldisulfanyl)prop-1-enyl]sulfanylpropan-2-yl]amino]-5-oxopentanoic acid,GSH-conjugation / Human Phase II,Human,GST,BIOTID01845,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Kinetics and dosin
5073,risperidone,154699920,"3-ethyl-2,9-dimethyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one",N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00882,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10482125
123339,2-methyl-3-phenyloxirane,154699917,(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-[(3-phenyloxiran-2-yl)methylsulfanyl]propan-2-yl]amino]-5-oxopentanoic acid,GSH-conjugation of epoxide / Human Phase II,Human,GST,BIOTID01823,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
5281744,riddelliine,154699916,"(4Z)-4-ethylidene-7,13-dihydroxy-7-(hydroxymethyl)-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00865,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12693032
22294737,"benzeneethanol, 2-[(2,6-dichlorophenyl)amino]- (reduced_diclofenac)",154699915,"4-(2,6-dichloroanilino)-3-(2-hydroxyethyl)phenol",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2C8;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID00297,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10572000
90942,6-gingerol,154699914,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[5-(5-hydroxy-3-oxodecyl)-2-methoxyphenoxy]oxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01758,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:736680
90942,6-gingerol,154699914,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[5-(5-hydroxy-3-oxodecyl)-2-methoxyphenoxy]oxane-2-carboxylic acid",3-Hydroxy-glucuronidation of a phenolic compound / Human Phase II,Human,UGT,BIOTID01759,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:736680
10245060,N-(1-Phenyl-1H-pyrazole-5-yl)-p-toluenesulfonamide,154699913,4-(hydroxymethyl)-N-(2-phenylpyrazol-3-yl)benzenesulfonamide,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C19,BIOTID00385,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12767217
4980,Psilocin,154699906,"(2S,3S,4S,5R)-6-[[3-[2-(dimethylamino)ethyl]-1H-indol-4-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02133,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
6443013,13-hydroxyoctadecadienoic acid,154699905,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoyl]oxyoxane-2-carboxylic acid",O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01771,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jude, R.A. et al. (2001); Glucuronidation of Linoleic Acid Diols by Human Microsomal and Recombinant UDP-Glucuronosyltransferases: Identification of UGT2B7 as the Major Isoform Involved; Archives of Biochemistry and Biophysics; Vol. 389, No. 2, May 15, pp. 176-186, 2001; doi:10.1006/abbi.2001.2344"
42267,"benzo[a]pyrene-7,8-diol",154699904,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(8-hydroxybenzo[a]pyren-7-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A1,BIOTID02118,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5281727,Pterostilbene,154699903,"(2S,3S,4S,5R)-6-[4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02030,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
102123104,"3-(cyclohexylmethyl)-1,7,8-trimethylpurine-2,6-dione",154699901,"3-[(3-hydroxycyclohexyl)methyl]-1,7,8-trimethylpurine-2,6-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00029,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9585555
156219,7-butoxy-2h-chromen-2-one,154699899,"7-(3-hydroxybutoxy)-3,4,4a,5,6,7,8,8a-octahydro-2H-chromen-2-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00198,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10620357
3715,indomethacin,154699895,"(2S,3S,4S,5R)-6-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02067,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Phase II Metabolism in Human Skin: Skin Explants Show Full Coverage for Glucuronidation, Sulfation, N-Acetylation, Catechol Methylation, and Glutathione Conjugation|https://www.drugbank.ca/metabolites/DBMET00157"
53221454,"4p-hydroxy-2,3p,4-trichlorobiphenyl",154699891,"[2-chloro-4-(2,4-dichlorophenyl)phenyl] hydrogen sulfate",4-OH sulfonation of phenolic compound / Human Phase II,Human,SULT,BIOTID01742,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.8.2.15&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
5288320,FYX-051,154699889,"(2S,3S,4S,5R)-6-[3-(2-cyanopyridin-4-yl)-5-pyridin-4-yl-1,2,4-triazol-1-yl]-3,4,5-trihydroxyoxane-2-carboxylic acid",N-glucuronidation of azole / Human Phase II,Human,UGT1A9,BIOTID01776,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
13393711,O-Desmethylnaproxen,154699888,sulfo (2S)-2-(6-hydroxynaphthalen-2-yl)propanoate,O-sulfonation / Human Phase II,Human,SULT1A1; SULT1B1; SULT1E1,BIOTID01764,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
13450,Terbutryn,154699887,"1-[[4-(tert-butylamino)-6-methylsulfanyl-1,3,5-triazin-2-yl]amino]ethanol",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP2B6;CYP3A4,BIOTID01142,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9305587
115368,Perospirone,154699885,"(3aS,7aR)-2-[4-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]butyl]-5-hydroxy-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A1;CYP2C8;CYP2D6,BIOTID01507,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:20363276
154700127,licofelone_M1,154699882,"(3,4,5,6-tetrahydroxyoxan-2-yl)methyl 2-[2-(4-chlorophenyl)-6-(hydroxymethyl)-6-methyl-1-phenyl-5,7-dihydropyrrolizin-3-yl]acetate",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP2C9,BIOTID00667,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18268076
86318464,zinc40442723,154699881,(2Z)-2-[(4R)-1-[(1R)-2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-sulfanylpiperidin-3-ylidene]acetaldehyde,Unknown reaction / Human Phase I,Human,CYP2B6;CYP2C9;CYP2C19;CYP2D6;CYP3A4,BIOTID01227,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16415119
676296,3-Hydroxy-3p-methoxyflavone,154699879,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(3-methoxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02003,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
97141,3-Hydroxy-4p-methoxyflavone,154699878,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01984,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
154699665,"2-(3-{4-[2-(3-fluorophenyl)ethyl]piperazin-1-yl}propyl)-5-(1,2,4-triazol-4-yl)-1H-indole",154699877,"1-(3-fluorophenyl)-2-[4-[3-[5-(1,2,4-triazol-4-yl)-1H-indol-2-yl]propyl]piperazin-1-yl]ethanol",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP3A4,BIOTID00648,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10659950
92337,Flurbiprofen,154699875,"(2S,3S,4S,5R)-6-[(2R)-2-(3-fluoro-4-phenylphenyl)propanoyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,"UGT2B7, UGT1A1, UGT1A3, UGT1A9, UGT2B4",BIOTID01897,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
12150,4-Ethoxyphenol,154699874,"(2S,3S,4S,5R)-6-(4-ethoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02028,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
23274496,"2h-1-benzopyran-2-one, 7-(pentyloxy)-",154699872,7-(3-hydroxypentoxy)chromen-2-one,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00157,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10620357
102123104,"3-(cyclohexylmethyl)-1,7,8-trimethylpurine-2,6-dione",154699871,"3-(cyclohexylmethyl)-8-(hydroxymethyl)-1,7-dimethylpurine-2,6-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00031,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9585555
91510,Maackiain,154699870,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[(1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-yl]oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02055,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5282594,(r)-trimipramine,154699869,"11-[3-(dimethylamino)-2-methylpropyl]-5,6-dihydrobenzo[b][1]benzazepin-5-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00083,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19902987
6443013,13-hydroxyoctadecadienoic acid,154699867,"(2S,3S,4S,5R)-6-[(6S,7E,9Z)-17-carboxyheptadeca-7,9-dien-6-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01770,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jude, R.A. et al. (2001); Glucuronidation of Linoleic Acid Diols by Human Microsomal and Recombinant UDP-Glucuronosyltransferases: Identification of UGT2B7 as the Major Isoform Involved; Archives of Biochemistry and Biophysics; Vol. 389, No. 2, May 15, pp. 176-186, 2001; doi:10.1006/abbi.2001.2344"
86047059,fenchone metabo4,154699865,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(4,6,6-trimethyl-5-oxo-2-bicyclo[2.2.1]heptanyl)oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01826,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,From Jarleips validations
487643,8-hydroxyefavirenz,154699864,"(2S,3S,4S,5R)-6-[[(4S)-6-chloro-4-(2-cyclopropylethynyl)-2-oxo-4-(trifluoromethyl)-1H-3,1-benzoxazin-8-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02052,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
5073,risperidone,154699861,"3-[2-[4-(6-fluoro-2-hydroxy-1,2-benzoxazol-2-ium-3-yl)piperidin-1-yl]ethyl]-2,9-dimethyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one",N-Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00880,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10482125
53951284,6-Hydroxy-MXAA,154699859,"(2S,3S,4S,5R)-6-[[5-(carboxymethyl)-4-methyl-9-oxoxanthen-3-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02037,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
114976,Norbuprenorphine,154699858,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[(1S,2S,6R,14R,15R,16R)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-yl]oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01868,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5393155,"6,7,3p-Trihydroxflavone",154699857,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[6-hydroxy-2-(3-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01884,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
112230,3p-Hydroxy-diclofenac,154699853,"2-[2-(2,6-dichloro-3-sulfooxyanilino)phenyl]acetic acid",O-sulfonation / Human Phase II,Human,SULT,BIOTID01952,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
11830601,Norpatchoulenol,154699852,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[(1R,3R,7S,8S)-2,2,8-trimethyl-3-tricyclo[5.3.1.03,8]undec-5-enyl]oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02068,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
5282379,isotretinoin,154699851,"(2Z,4E,6Z,8E)-6-hydroxy-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid",Hydroxylation / Human Phase I,Human,CYP2B6;CYP2C8;CYP3A4,BIOTID00634,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:5282379
154699910,Licofelone M2,154699850,"(2S,3S,4S,5R)-6-[2-[2-(4-chloro-3-hydroxyphenyl)-6,6-dimethyl-1-phenyl-5,7-dihydropyrrolizin-3-yl]acetyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation of aliphatic acid / Human Phase II,Human,UGT,BIOTID01796,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675.|http://www.hmdb.ca/metabolites/HMDB0061130"
104998,"N-hydroxy-2-amino-6-methyldipyrido[1,2-a:3p,2p-d]-imidazole",154699849,"[(10-methyl-1,3,8-triazatricyclo[7.4.0.02,7]trideca-2(7),3,5,8,10,12-hexaen-4-yl)amino] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT1A1,BIOTID01854,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
154699908,ivermectin,154699848,"(11E,13Z,17Z)-7,26-dihydroxy-16-[5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-5'-(2-hydroxypropan-2-yl)-6,15,17-trimethylspiro[2,21-dioxatetracyclo[18.3.2.14,8.011,26]hexacosa-5,11,13,17-tetraene-22,2'-oxane]-3-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00639,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9574819
9818306,Estradiol acetate,154699841,"6-[(3-acetyloxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",17-OH glucuronidation of sterol / Human Phase II,Human,UGT,BIOTID01752,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.hmdb.ca/metabolites/HMDB0061687
154699876,cyclosporine_a,154699839,"(3S,6S,9S,12S,15R,18R,21S,24R,30R)-30-ethyl-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-9-(2-hydroxy-2-methylpropyl)-1,4,7,10,12,15,19,25,28-nonamethyl-6,18,24-tris(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00456,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15450954
68400313,N-Desmethyl-4-hydroxy-atomoxetine,154699838,"(2S,3S,4S,5R)-6-[4-[(1R)-3-amino-1-phenylpropoxy]-3-methylphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01744,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.pharmgkb.org/pathway/PA166160830
9732,4-Fluorophenol,154699837,"(2S,3S,4S,5R)-6-(4-fluorophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01767,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
21676187,7-Hydroxy-6-methoxyisoflavone,154699836,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(6-methoxy-4-oxo-3-phenylchromen-7-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02022,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
90942,6-gingerol,154699834,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[1-(3-hydroxy-4-methoxyphenyl)-3-oxodecan-5-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01760,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:736680
154699643,N-acetyl-N-hydroxy-3-aminobenzanthrone,154699833,"[acetyl-(7-oxo-3,3a-dihydrobenzo[a]phenalen-3-yl)amino] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT1A1,BIOTID01643,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
31101,bromocriptine,154699832,"5-bromo-N-[2,10-dihydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00312,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic,S. (2002) Summary of information on human CYP enzymes: human P450 metabolism data, Drug Metabolism Reviews, 34:1-2, 83-448, DOI:10.1081/ DMR-120001392; PMID:11996015|PMID:11197065"
14606540,"3-Hydroxy-5,7-dimethoxyflavone",154699831,"(2S,3S,4S,5R)-6-(5,7-dimethoxy-4-oxo-2-phenylchromen-3-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02132,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
9013,Dulcin,154699830,"(2S,3S,4S,5R)-6-[(4-ethoxyphenyl)carbamoylamino]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01859,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
149704,6-hydroxymethylanthanthrene,154699827,"12-hexacyclo[11.7.1.14,20.02,11.03,8.017,21]docosa-1,3(8),4,6,9,11,13,15,17(21),18,20(22)-undecaenylmethyl hydrogen sulfate",Sulfation of primary alcohol / Human Phase II,Human,SULT1C3,BIOTID01645,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5591,Troglitazone,154699826,"(2S,3S,4S,5R)-6-[[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-2,5,7,8-tetramethyl-3,4-dihydrochromen-6-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02127,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Yang, G. et al. (2017); Glucuronidation: driving factors and their impact on glucuronide disposition;  Drug Metab Rev. 2017 May;49(2):105-138. DOI:10.1080/03602532.2017.1293682; PMID:28266877"
9846880,RPR-106541,154699824,"12,19-difluoro-11-hydroxy-9,13-dimethyl-8-methylsulfinyl-6-propyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one",S-Oxidation / Human Phase I,Human,CYP3A4;CYP3A5,BIOTID01065,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10411567
15939984,"3-Hydroxy-6-methyl-3p,4p-methylenedioxyflavone",154699820,"(2S,3S,4S,5R)-6-[2-(1,3-benzodioxol-5-yl)-6-methyl-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01791,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5775,phentolamine,154699818,"[3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methylanilino]phenyl] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT1A3; SULT1A5,BIOTID01841,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:645680
5720,zaltoprofen,154699816,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(6-oxo-5H-benzo[b][1]benzothiepin-3-yl)propanoyloxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02026,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
22206,terbuthylazine,154699815,"1-[[4-(tert-butylamino)-6-chloro-1,3,5-triazin-2-yl]amino]ethanol",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00993,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9305587
66963260,carvone metabo6,154699811,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(3-methyl-2-oxo-6-prop-1-en-2-ylcyclohex-3-en-1-yl)oxyoxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01750,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,From Jarleips validations
130019492,M23OH,154699810,"(2S,3S,4S,5R)-6-(7-amino-5-butylpyrazolo[1,5-a]pyrimidin-3-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01972,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
9177,"Dibenz[a,j]acridine",154699809,"13-hydroxy-13-azapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1,3(12),4,6,8,10,15,17,19,21-decaene",N-Oxidation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID01111,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7866988
5329,sulfamethoxazole,154699808,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]anilino]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02083,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
15662541,Mequitazine,154699806,10-(1-azabicyclo[2.2.2]octan-4-ylmethyl)phenothiazine 5-oxide,S-Oxidation / Human Phase I,Human,CYP2D6,BIOTID00356,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9454781
154699912,S-MTPPA,154699805,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-methyl-2-[4-(3-methylthiophen-2-yl)phenyl]propanoyl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02076,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5322065,"7,3p,4p-Trihydroxyflavone",154699803,"(2S,3S,4S,5R)-6-[2-(3,4-dihydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01963,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
60572,Losigamone,154699798,2-[(2-chloro-5-hydroxyphenyl)-hydroxymethyl]-3-methoxy-2H-furan-5-one,Aromatic Hydroxylation / Human Phase I,Human,CYP2A6,BIOTID01163,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9625272;PMID:8886611
62829,S-Bioallethrin,154699797,"[(1S)-2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl] (1R,3R)-3-[(Z)-3-hydroxy-2-methylprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP3A4,BIOTID01197,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:18948380; PMID:789062
5377778,7-Hydroxy-3p-methoxyflavone,154699795,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(3-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02131,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
6250403,"3,7-Dihydroxy-3p,4p,5p-trimethoxyflavone",154699789,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[7-hydroxy-4-oxo-2-(3,4,5-trimethoxyphenyl)chromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02139,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
1775,phenytoin,154699788,"(2S,3S,4S,5R)-6-(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02116,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
40589,etoperidone,154699787,"2-[3-[4-(3-chloro-4-hydroxyphenyl)piperazin-1-yl]propyl]-4,5-diethyl-1,2,4-triazol-3-one",Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00547,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12487725
15662541,Mequitazine,154699786,10-(1-azabicyclo[2.2.2]octan-4-ylmethyl)phenothiazin-3-ol,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00355,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9454781
24849078,N-Hydroxy-ABA,154699784,[(7-oxobenzo[a]phenalen-3-yl)amino] hydrogen sulfate,O-sulfonation / Human Phase II,Human,"SULT1A1, SULT1A2",BIOTID01812,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
8434,Ethyl-4-hydroxybenzoate,154699782,"(2S,3S,4S,5R)-6-(4-ethoxycarbonylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01769,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
8434,Ethyl-4-hydroxybenzoate,154699782,"(2S,3S,4S,5R)-6-(4-ethoxycarbonylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01981,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
12580,4-n-Propylphenol,154699781,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-propylphenoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02085,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
154699551,Hydroxyoxid acid,154699780,"(2S,3S,4S,5R)-6-[[(1R,3R,6S,7S,8S)-6-carboxy-2,2,8-trimethyl-3-tricyclo[5.3.1.03,8]undecanyl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01743,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
5287635,"AFB1exo 8,9-epoxide",154699778,"(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[[(3R,4R,7S)-4-hydroxy-11-methoxy-16,18-dioxo-6,8,19-trioxapentacyclo[10.7.0.02,9.03,7.013,17]nonadeca-1,9,11,13(17)-tetraen-5-yl]sulfanyl]-1-oxopropan-2-yl]amino]-5-oxopentanoic acid",GSH-conjugation / Human Phase II,Human,"GSTA1/A2, GSTM1/M3, GSTP1",BIOTID02144,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
22500686,Licofelone M4,154699777,"(2S,3S,4S,5R)-6-[2-[2-(4-chlorophenyl)-1-(4-hydroxyphenyl)-6,6-dimethyl-5,7-dihydropyrrolizin-3-yl]acetyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02072,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675.|http://www.hmdb.ca/metabolites/HMDB0061130"
101998321,5-Hydroxy-aceclofenac,154699775,"2-[2-[2-(2,6-dichloroanilino)-5-sulfooxyphenyl]acetyl]oxyacetic acid",O-sulfonation / Human Phase II,Human,SULT,BIOTID02070,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
689043,Caffeic Acid,154699774,"(2S,3S,4S,5R)-6-[4-[(E)-2-carboxyethenyl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01964,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
6426760,L-775606,154699772,"1-(3-fluorophenyl)-2-[4-[3-[5-(1,2,4-triazol-4-yl)-1H-indol-3-yl]propyl]piperazin-1-yl]ethanol",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4;CYP2C8,BIOTID01176,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10659950
130019492,M23OH,154699770,"(7-amino-5-butylpyrazolo[1,5-a]pyrimidin-3-yl) hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID01973,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
9177,"Dibenz[a,j]acridine",154699769,"13-azapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),4,6,8,10,12,15,17,19,21-decaen-2-one",Aromatic Oxidation  / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID01112,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7866988
3033767,3-Hydroxytamoxifen,154699768,"(2S,3S,4S,5R)-6-[3-[(E)-1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01837,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"John, BA et al. (2002); Pharmacokinetics and metabolism of the anti-oestrogen droloxifene in female human subjects.; Xenobiotica. 2002 Aug;32(8):699-713.; PMID:12296990; DOI:10.1080/00498250210143029"
154699856,Aminoflavone M-VI,154699766,"(2S,3S,4S,5R)-6-[2-(4-amino-3-fluorophenyl)-6,8-difluoro-5-(hydroxyamino)-7-methyl-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01773,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
86583467,Hydroxyfarnesol,154699765,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(2E,6E,10E)-12-hydroxy-2,6,10-trimethyldodeca-2,6,10-trienoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01871,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
9885204,MaxiPost,154699763,"(2S,3S,4S,5R)-6-[3-(5-chloro-2-methoxyphenyl)-3-fluoro-2-oxo-6-(trifluoromethyl)indol-1-yl]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT2B7,BIOTID01938,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
3052567,"4',5-Dihydroxydiclofenac",154699762,"(2S,3S,4S,5R)-6-[4-[2-(carboxymethyl)-4-hydroxyanilino]-3,5-dichlorophenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02097,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
154700063,O-Desmethyl-2p-hydroxy-Indomethacin phenethylamide,154699757,"(2S,3S,4S,5R)-6-[2-[[2-[1-(4-chlorobenzoyl)-5-hydroxy-2-methylindol-3-yl]acetyl]amino]-1-phenylethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01783,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5359,suprofen,154699756,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-[4-(thiophene-2-carbonyl)phenyl]propanoyloxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02066,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
9908587,schembl4081913,154699752,2-[1-[1-[2-(2-fluorophenyl)-2-hydroxyethyl]piperidin-4-yl]indol-6-yl]-N-methylacetamide,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00917,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12065439
29981456,3-alpha-hydroxydesogestrel,154699750,"(2S,3S,4S,5R)-6-[[(8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-11-methylidene-1,2,3,6,7,8,9,10,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01913,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
104903,tirilazad,154699747,"17-[2-[4-[6-(3-hydroxypyrrolidin-1-yl)-2-pyrrolidin-1-ylpyrimidin-4-yl]piperazin-1-yl]acetyl]-10,13,16-trimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01026,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8627581
160461,3p-Oxohexobarbital,154699745,"(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[1-(1,5-dimethyl-2,4,6-trioxo-1,3-diazinan-5-yl)-3-oxocyclohexyl]sulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid",GSH-conjugation / Human Phase II,Human,GST,BIOTID01919,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
9905049,RL-3142,154699744,(E)-1-(4-imidazol-1-ylphenyl)-3-[4-(methylamino)phenyl]prop-2-en-1-one,N-Demethylation / Human Phase I,Human,CYP3A,BIOTID01204,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9925971
9802264,losartan carboxaldehyde,154699743,5-chloro-2-(1-hydroxybutyl)-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carbaldehyde,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00682,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7736913
160460,3p-Hydroxy-hexobarbital,154699742,"(2S,3S,4S,5R)-6-[3-(1,5-dimethyl-2,4,6-trioxo-1,3-diazinan-5-yl)cyclohex-2-en-1-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02080,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
101998321,5-Hydroxy-aceclofenac,154699740,"(2S,3S,4S,5R)-6-[3-[2-(carboxymethoxy)-2-oxoethyl]-4-(2,6-dichloroanilino)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02069,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
87173364,schembl896413,154699737,"2-methoxy-N-[[4-(trifluoromethyl)phenyl]methyl]-4-[(1,2,4-trioxo-1,3-thiazolidin-5-yl)methyl]benzamide",S-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00932,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15319345
5320693,7-Hydroxy-4p-methoxyflavone,154699735,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02002,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
44721143,Dihydroisomorphine,154699733,"(2S,3S,4S,5R)-6-[[(4R,4aR,7aR,12bS)-7-hydroxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02148,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
28061,Ornidazole,154699732,"(2S,3S,4S,5R)-6-[1-chloro-3-(2-methyl-5-nitroimidazol-1-yl)propan-2-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01932,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Yang, G. et al. (2017); Glucuronidation: driving factors and their impact on glucuronide disposition;  Drug Metab Rev. 2017 May;49(2):105-138. DOI:10.1080/03602532.2017.1293682; PMID:28266877"
65981,repaglinide,154699730,2-ethoxy-4-[2-[[1-[2-(4-hydroxybutylamino)phenyl]-3-methylbutyl]amino]-2-oxoethyl]benzoic acid,N-dealkylation / Human Phase I,Human,CYP2C8;CYP3A4,BIOTID00857,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12919179
119141,"8-Hydroxy-2,3,7-TriCDD",154699729,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(3,7,8-trichlorodibenzo-p-dioxin-2-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02078,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kasai, N. et al. (2004); Sequential metabolism of 2,3,7-trichlorodibenzo-p-dioxin (2,3,7-triCDD) by cytochrome P450 and UDP-glucuronosyltransferase in human liver microsomes.; Drug Metab Dispos. 2004 Aug;32(8):870-5."
2099,alosetron,154699728,"6-hydroxy-5-methyl-2-[(5-methyl-2-oxo-1,3-dihydroimidazol-4-yl)methyl]-3,4-dihydropyrido[4,3-b]indol-1-one",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID01280,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16019944;PMID:17701832
6436153,Oxeclosporin,154699727,"33-[(E)-1,6-dihydroxy-2-methylhex-4-enyl]-30-ethyl-12-(2-hydroxyethoxymethyl)-1,4,7,10,15,19,25,28-octamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00934,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7628296
7808,4-Bromophenol,154699725,"(2S,3S,4S,5R)-6-(4-bromophenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02012,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
10862355,{4-[5-(4-Fluoro-phenyl)-2-methylsulfanyl-3H-imidazol-4-yl]-pyridin-2-yl}-(1-phenyl-ethyl)-amine,154699724,4-[5-(4-fluorophenyl)-2-methylsulfonyl-1H-imidazol-4-yl]-N-(1-phenylethyl)pyridin-2-amine,S-oxidation / Human Phase I,Human,CYP1A2;CYP2C19;CYP2D6;CYP3A4,BIOTID00344,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17344341
154699677,nnal,154699723,N-[3-hydroxy-4-(1-oxidopyridin-1-ium-3-yl)-4-oxobutyl]-N-methylnitrous amide,N-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00756,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9029045
9881925,2-Hydroxymethyatomoxetine,154699721,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[2-[(1R)-3-(methylamino)-1-phenylpropoxy]phenyl]methoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02018,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.pharmgkb.org/pathway/PA166160830
3084288,Berberrubine,154699720,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(16-methoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-17-yl)oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01838,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Yang, G. et al. (2017); Glucuronidation: driving factors and their impact on glucuronide disposition;  Drug Metab Rev. 2017 May;49(2):105-138. DOI:10.1080/03602532.2017.1293682; PMID:28266877"
135446209,N-Desmethylolanzapine,154699719,"1-(2-methyl-10H-thieno[2,3-b][1,5]benzodiazepin-4-yl)piperazin-2-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00168,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8632334
5378832,"3,7-Dihydroxy-3p,4p-dimethoxyflavone",154699718,"(2S,3S,4S,5R)-6-[2-(3,4-dimethoxyphenyl)-7-hydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02091,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
135565395,Tizanidine M6,154699714,"[5-chloro-4-(4,5-dihydro-1H-imidazol-2-ylamino)-2,1,3-benzothiadiazol-7-yl] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID01857,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
170262,aminochrome,154699713,"2-amino-5-[[1-(carboxymethylamino)-3-[(5,6-dihydroxy-2,3-dihydro-1H-indol-7-yl)sulfanyl]-1-oxopropan-2-yl]amino]-5-oxopentanoic acid",GSH-conjugation / Human Phase II,Human,GST,BIOTID01716,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
10444765,"1-propanol, 3-[3-(1-piperidinylmethyl)phenoxy]-",154699711,1-[[3-(3-hydroxypropoxy)phenyl]methyl]piperidin-2-ol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00124,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11556126
5288320,FYX-051,154699707,"4-[2-[(3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]-5-pyridin-4-yl-1,2,4-triazol-3-yl]pyridine-2-carbonitrilium",N-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01777,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
5281691,Rhamnetin,154699706,"(2S,3S,4S,5R)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01766,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
10894,4-Iodophenol,154699703,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-iodophenoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01828,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
688676,3-Hydroxy-6-methoxyflavone,154699702,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(6-methoxy-4-oxo-2-phenylchromen-3-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02110,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
154699940,15-alpha-hydroxydesogestrel,154699701,"(2S,3S,4S,5R)-6-[[(8R,9S,10R,13S,14S,15S,17R)-13-ethyl-17-ethynyl-15-hydroxy-11-methylidene-1,2,3,6,7,8,9,10,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02049,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
89805,2-acetylbenzothiophene,154699694,"1-(1-oxo-2,3,3a,4,5,6,7,7a-octahydro-1-benzothiophen-2-yl)ethanol",S-Oxidation / Human Phase I,Human,CYP1A2;CYP2B6;CYP2E1;CYP3A4,BIOTID00138,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14967000
688858,"3-Hydroxy-6,4p-dimethoxyflavone",154699693,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[6-methoxy-2-(4-methoxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01933,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5393165,"3,7,3p-Trihydroxyflavone",154699689,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[7-hydroxy-2-(3-hydroxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01997,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
7432381,(2r)-1-(2-methoxyphenyl)propan-2-amine,154699686,3-(2-aminopropyl)-4-methoxycyclohexan-1-ol,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00055,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10456690
93476683,zinc38309998,154699685,"7-[8-(2,2-dimethylbutanoyloxy)-3,5-dihydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP3A4;CYP3A5,BIOTID01225,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9321523
3052566,5-hydroxydiclofenac,154699684,"2-[2-(2,6-dichloroanilino)-5-sulfooxyphenyl]acetic acid",O-sulfonation / Human Phase II,Human,SULT,BIOTID01971,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
202225,Troleandomycin,154699683,"[(3R,5S,6S,7R,8S,9R,12R,13S,14S,15R)-8-[(2R,4S,5S,6S)-5-acetyloxy-4-methoxy-6-methyloxan-2-yl]oxy-6-[(2S,3R,4S,6R)-3-acetyloxy-6-methyl-4-(methylamino)oxan-2-yl]oxy-5,7,9,12,13,15-hexamethyl-10,16-dioxo-1,11-dioxaspiro[2.13]hexadecan-14-yl] acetate",N-Demethylation / Human Phase I,Human,CYP3A4;CYP3A5,BIOTID01295,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:23333322;PMID:9187528
76861,7-methylbenz(c)acridine,154699680,"7-methylbenzo[c]acridine-5,6-diol",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00206,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7866988
9853559,MK-429,154699679,"3-[3-[3-(5-hydroxy-5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)propyl]-2-oxoimidazolidin-1-yl]-3-(6-oxo-1H-pyridin-3-yl)propanoic acid",Aromatic Hydroxylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID01056,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15258111
135565395,Tizanidine M6,154699676,"(2S,3S,4S,5R)-6-[[5-chloro-4-(4,5-dihydro-1H-imidazol-2-ylamino)-2,1,3-benzothiadiazol-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01856,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
3031,"2,6-dichlorobenzonitrile",154699674,"1,3-dichloro-7-oxabicyclo[4.1.0]hepta-3,5-diene-2-carbonitrile",Epoxidation / Human Phase I,Human,CYP2A6,BIOTID00154,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8649351
5482101,Geraldol,154699673,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01990,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
46926354,"(1-methyl-5-piperazin-1-yl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7-yl)-(5-methyl-pyridin-2-yl)-amine",154699671,"1-[4-[1-methyl-7-[(5-methylpyridin-2-yl)amino]-3-propylpyrazolo[4,3-d]pyrimidin-5-yl]piperazin-1-yl]ethanone",N-acetylation / Human Phase II,Human,NAT,BIOTID02075,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:706918|http://www.brenda-enzymes.org/enzyme.php?ecno=2.3.1.5&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
5281607,Chrysin,154699670,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(5-hydroxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01959,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
3052566,5-hydroxydiclofenac,154699669,"(2S,3S,4S,5R)-6-[3-(carboxymethyl)-4-(2,6-dichloroanilino)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01970,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
25183815,4-hydroxymethyl ambrisentan,154699666,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(2S)-2-[4-(hydroxymethyl)-6-methylpyrimidin-2-yl]oxy-3-methoxy-3,3-diphenylpropanoyl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01810,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET01406
5317750,Glycitein,154699661,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",7-O-glucuronidation of isoflavone / Human Phase II,Human,UGT1A9,BIOTID02042,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
7175,Propyl-4-hydroxybenzoate,154699659,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-propoxycarbonylphenoxy)oxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02149,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
154699785,vitamin_d2,154699658,"(3Z)-3-[(2E)-2-[1-[(E)-5-hydroxy-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01096,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15546903
97714,"7-hydroxy-7,8,9,10-tetrahydrobenzo[a]pyrene",154699657,"7,8,9,10-tetrahydrobenzo[a]pyren-7-yl hydrogen sulfate",Sulfation of secondary alcohol / Human Phase II,Human,SULT1A1,BIOTID01641,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
443869,barnidipine,154699654,"3-O-methyl 5-O-pyrrolidin-3-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate",N-dealkylation / Human Phase I,Human,CYP2A6;CYP2D6;CYP3A4,BIOTID00293,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9381730
6918554,Indacaterol,154699653,"(2S,3S,4S,5R)-6-[(1R)-2-[(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)amino]-1-(8-hydroxy-2-oxo-1H-quinolin-5-yl)ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01720,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/drugs/DB05039
227445,3-Hydroxy-6-methylflavone,154699652,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(6-methyl-4-oxo-2-phenylchromen-3-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01926,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
72544043,fenchone metabo2,154699651,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(1,3,3-trimethyl-2-oxo-7-bicyclo[2.2.1]heptanyl)oxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01949,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,From Jarleips validations
154700112,alpha_dihydroergocryptine,154699650,"N-(2,10-dihydroxy-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00240,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11197065
72300,Magnolol,154699648,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(2-hydroxy-5-prop-2-enylphenyl)-4-prop-2-enylphenoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02033,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Yang, G. et al. (2017); Glucuronidation: driving factors and their impact on glucuronide disposition;  Drug Metab Rev. 2017 May;49(2):105-138. DOI:10.1080/03602532.2017.1293682; PMID:28266877"
72279,6-Hydroxyflavone,154699647,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-oxo-2-phenylchromen-6-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01923,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
49849820,"5,6-O-DiDesmethyl Donepezil",154699642,"(2S,3S,4S,5R)-6-[[2-[(1-benzylpiperidin-4-yl)methyl]-6-hydroxy-1-oxo-2,3-dihydroinden-5-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01865,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
4292,n-(2-phenylethyl)indomethacin amide,154699633,2-[1-(4-chlorobenzoyl)-5-hydroxy-2-methylindol-3-yl]-N-(2-phenylethyl)acetamide,O-Demethylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP2D6,BIOTID00731,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14709628
5281670,Morin,154699632,"(2S,3S,4S,5R)-6-[2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02036,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
7184,Butyl-4-hydroxybenzoate,154699628,"(2S,3S,4S,5R)-6-(4-butoxycarbonylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02086,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
22323,"1-[Amino-(3,4-dichloroanilino)methylidene]-2-propan-2-ylguanidine",154699626,"1-[amino-(3,4-dichloroanilino)methylidene]-2-(2-hydroxypropan-2-yl)guanidine",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C19;,BIOTID00215,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7640152
14553555,6-O-Desmethyl Donepezil,154699625,"(2S,3S,4S,5R)-6-[[2-[(1-benzylpiperidin-4-yl)methyl]-6-methoxy-3-oxo-1,2-dihydroinden-5-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02035,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
76961231,"(3R,11bR)-10-chloro-11b-(2-chlorophenyl)-3-methyl-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one",154699623,"10-chloro-11b-(2-chlorophenyl)-3-hydroxy-3-methyl-5,7-dihydro-2H-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01070,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11181496
3749,irbesartan,154699620,"(1S,4S,5S,6R)-3-[5-[2-[4-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]phenyl]phenyl]-5H-tetrazol-2-ium-2-yl]-2,4,5,6-tetrahydroxycyclohexane-1-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01724,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
4659569,Tolcapone,154699618,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-hydroxy-4-(4-methylbenzoyl)-6-nitrophenoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01928,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
7393,4-tert-Butylphenol,154699617,"(2S,3S,4S,5R)-6-(4-tert-butylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02146,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
40579112,4-Hydroxy-S-flurbiprofen,154699616,"(2S,3S,4S,5R)-6-[4-[4-[(1R)-1-carboxyethyl]-2-fluorophenyl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02108,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
5281894,7-Hydroxyflavone,154699615,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01892,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5391150,7-Hydroxy-2p-methoxyflavone,154699613,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(2-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02051,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
102123104,"3-(cyclohexylmethyl)-1,7,8-trimethylpurine-2,6-dione",154699612,"3-(cyclohexylmethyl)-7-(hydroxymethyl)-1,8-dimethylpurine-2,6-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00030,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9585555
101998811,(1S)-trans-Cyfluthrin,154699611,"[cyano-[4-fluoro-3-(4-hydroxyphenoxy)phenyl]methyl] (1S,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate",Aromatic Hydroxylation / Human Phase I,Human,CYP1A1;CYP1A2;CYP2C8;CYP2C9;CYP2C19;CYP3A4,BIOTID01182,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:27464030;PMID:18948380
15420,4-n-Butylphenol,154699609,"(2S,3S,4S,5R)-6-(4-butylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01943,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
102123094,"3-(furan-2-ylmethyl)-1,7,8-trimethylpurine-2,6-dione",154699605,"3-[(3-hydroxyfuran-2-yl)methyl]-1,7,8-trimethylpurine-2,6-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00026,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9585555
156219,7-butoxy-2h-chromen-2-one,154699604,"7-(1-hydroxybutoxy)-3,4,4a,5,6,7,8,8a-octahydro-2H-chromen-2-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00197,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10620357
448577,"(2S,3R)-3-(4-Hydroxy-phenyl)-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-2,3-dihydro-benzo[1,4]oxathiin-6-ol",154699602,"3-(4-hydroxyphenyl)-2-[4-[2-(pentylamino)ethoxy]phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol",S-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00371,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15833027
5311068,Dexmedetomidine,154699597,"(2S,3S,4S,5R)-6-[5-[(1S)-1-(2,3-dimethylphenyl)ethyl]-1H-imidazol-3-ium-3-yl]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT2B20; UGT1A4,BIOTID01977,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Kaivosaari, S. et al. (2011); N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases.; Xenobiotica. 2011 Aug;41(8):652-69. DOI:10.3109/00498254.2011.563327"
6918594,bms_275183,154699592,"[12-acetyloxy-15-[2,5-dihydroxy-4,4-dimethyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]oxy-1,9-dihydroxy-4-methoxycarbonyloxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00307,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19158314
15202,4-Cyclopentylphenol,154699591,"(2S,3S,4S,5R)-6-(4-cyclopentylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02009,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
1560206,cis-6-(2-acetylvinylthio)purine,154699589,(Z)-4-[2-[(4-amino-4-carboxybutanoyl)amino]-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-4-(7H-purin-6-ylsulfanyl)but-2-en-2-olate,GSH-conjugation / Human Phase II,Human,GST,BIOTID01745,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
52941012,Biochanin A,154699588,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(7-methoxy-4-oxo-3-phenylchromen-8-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01995,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
37455,"Benzo[a]pyrene-7,8-epoxide",154699587,"(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[(8-hydroxy-7,8-dihydrobenzo[a]pyren-7-yl)oxysulfanyl]-1-oxopropan-2-yl]amino]-5-oxopentanoic acid",GSH-conjugation / Human Phase II,Human,GST,BIOTID01915,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
104903,tirilazad,154699585,"17-[2-[4-[2-(3-hydroxypyrrolidin-1-yl)-6-pyrrolidin-1-ylpyrimidin-4-yl]piperazin-1-yl]acetyl]-10,13,16-trimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01025,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8627581
159823,"10-hydroxy-7,8,9,10-tetrahydrobenzo[a]pyrene",154699584,"7,8,9,10-tetrahydrobenzo[a]pyren-10-yl hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT1E1,BIOTID01846,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
14606066,fenchone metabo3,154699583,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(1,5,5-trimethyl-6-oxo-2-bicyclo[2.2.1]heptanyl)oxy]oxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01775,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,From Jarleips validations
5393152,"3,7-Dihydroxyfavone",154699582,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(3-hydroxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01733,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
74166,2-propylquinoline,154699581,"5-propyl-1a,7b-dihydrooxireno[2,3-f]quinoline",Epoxidation / Human Phase I,Human,CYP2C9;CYP2E1;CYP3A4,BIOTID00146,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12745870
656665,tropisetron,154699579,(8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 6-hydroxy-1H-indole-3-carboxylate,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID01051,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7598739
5281744,riddelliine,154699577,"(4Z)-4-ethylidene-7,17-dihydroxy-7-(hydroxymethyl)-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00864,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12693032
5351344,Combretastatin A4,154699576,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01833,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
156219,7-butoxy-2h-chromen-2-one,154699574,"7-(4-hydroxybutoxy)-3,4,4a,5,6,7,8,8a-octahydro-2H-chromen-2-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00199,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10620357
308171,4-Hydroxyifosfamide,154699572,"(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-[[3-(2-chloroethyl)-2-(2-chloroethylamino)-2-oxo-1,3,2lambda5-oxazaphosphinan-4-yl]oxysulfanyl]-1-oxopropan-2-yl]amino]-5-oxopentanoic acid",GSH-conjugation / Human Phase II,Human,GST,BIOTID02096,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
903,N-Acetyl-5-hydroxytryptamine,154699571,"(2S,3S,4S,5R)-6-[[3-(2-acetamidoethyl)-1H-indol-5-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02007,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
145826,"3,3p,4p-Trihydroxyflavone",154699568,"(2S,3S,4S,5R)-6-[2-(3,4-dihydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01825,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
3028409,epicatechin metabo5,154699567,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[3-[(5-oxooxolan-2-yl)methyl]phenoxy]oxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01749,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,From Jarleips validations
5564,Triclosan,154699565,"(2S,3S,4S,5R)-6-[5-chloro-2-(2,4-dichlorophenoxy)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01830,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Phase II Metabolism in Human Skin: Skin Explants Show Full Coverage for Glucuronidation, Sulfation, N-Acetylation, Catechol Methylation, and Glutathione Conjugation"
676295,"3,3p-Dihydroxyflavone",154699564,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[2-(3-hydroxyphenyl)-4-oxochromen-3-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01937,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
44559227,territrem a,154699562,"1,7-dihydroxy-6-(hydroxymethyl)-14-(7-methoxy-1,3-benzodioxol-5-yl)-2,6,10-trimethyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-4,12(17),13-triene-3,16-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP2D6;CYP3A4,BIOTID00995,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12851121
5393156,7-Hydoxy-5-methylflavone,154699561,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(5-methyl-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01883,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
10113707,kr-60436,154699560,"2-[[1-(4-methoxy-2-methylphenyl)-6-(trifluoromethoxy)pyrrolo[3,2-c]quinolin-4-yl]amino]ethanol",Hydrogenation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID00647,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15585365
6041,Phenylephrine,154699559,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02143,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; First-pass metabolism via UDP-glucuronosyltransferase- a barrier to oral bioavailability of phenolics
9816910,4-Hydroxy-(s)-tomoxetine,154699558,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[3-methyl-4-[(1R)-3-(methylamino)-1-phenylpropoxy]phenoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01882,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.pharmgkb.org/pathway/PA166160830
3031,"2,6-dichlorobenzonitrile",154699557,"2,4-dichloro-7-oxabicyclo[4.1.0]hepta-2,4-diene-3-carbonitrile",Epoxidation / Human Phase I,Human,CYP2A6,BIOTID00153,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8649351
5281953,Syringetin,154699554,"(2S,3S,4S,5R)-6-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01955,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
101592321,tetranor-(+)-s-145,154699550,3-[3-(benzenesulfonamido)-5-hydroxy-2-bicyclo[2.2.1]heptanyl]propanoic acid,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C9,BIOTID01008,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9010633
154699908,ivermectin,154699549,"(11E,13Z,17Z)-7,26-dihydroxy-16-[5-hydroxy-5-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-6,15,17-trimethyl-5'-propan-2-ylspiro[2,21-dioxatetracyclo[18.3.2.14,8.011,26]hexacosa-5,11,13,17-tetraene-22,2'-oxane]-3-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00638,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9574819
10862355,{4-[5-(4-Fluoro-phenyl)-2-methylsulfanyl-3H-imidazol-4-yl]-pyridin-2-yl}-(1-phenyl-ethyl)-amine,154699548,4-[5-(4-fluorophenyl)-2-methylsulfinyl-1H-imidazol-4-yl]pyridin-2-amine,N-dealkylation / Human Phase I,Human,CYP3A4,BIOTID00345,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17344341
7469,4-Hydroxyacetophenone,154699538,"(2S,3S,4S,5R)-6-(4-acetylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01829,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
123964,DMXAA,154699536,"(2S,3S,4S,5R)-6-[2-(5,6-dimethyl-9-oxoxanthen-4-yl)acetyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,"UGT1A9, UGT2B7",BIOTID02137,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
5281953,Syringetin,154699535,"(2S,3S,4S,5R)-6-[3,5-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01954,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
114709,10-hydroxycarbazepine,154699532,"(2S,3S,4S,5R)-6-[(11-carbamoyl-5,6-dihydrobenzo[b][1]benzazepin-5-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01781,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,https://www.drugbank.ca/metabolites/DBMET01412
16666,(-)-Menthol,154699531,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01863,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
154699665,"2-(3-{4-[2-(3-fluorophenyl)ethyl]piperazin-1-yl}propyl)-5-(1,2,4-triazol-4-yl)-1H-indole",154699526,"2-[3-(4-methylpiperazin-1-yl)propyl]-5-(1,2,4-triazol-4-yl)-1H-indole",N-dealkylation / Human Phase I,Human,CYP2C8;CYP3A4,BIOTID00649,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10659950
5281804,Prunetin,154699525,"3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-5-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01719,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
5035,raloxifene,154699524,"[2-(3,4-dihydroxyphenyl)-6-hydroxy-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone",Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00844,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12119000
7438,Carveol,154699522,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01891,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
689043,Caffeic Acid,154699519,"(2S,3S,4S,5R)-6-[5-[(E)-2-carboxyethenyl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01965,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
344546,3-Hydroxy-7-methoxyflavone,154699518,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(7-methoxy-4-oxo-2-phenylchromen-3-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02103,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
40621976,7-Hydroxy-efavirenz,154699516,"(2S,3S,4S,5R)-6-[[(4S)-6-chloro-4-(2-cyclopropylethynyl)-2-oxo-4-(trifluoromethyl)-1H-3,1-benzoxazin-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02034,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
6,"1-chloro-2,4-dinitrobenzene",154699513,"2-amino-5-[[1-(carboxymethylamino)-3-(1-chloro-2,4-dinitrocyclohexa-2,5-dien-1-yl)sulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid",GSH-conjugation / Human Phase II,Human,GST,BIOTID01666,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Phase II Metabolism in Human Skin: Skin Explants Show Full Coverage for Glucuronidation, Sulfation, N-Acetylation, Catechol Methylation, and Glutathione Conjugation"
45096397,4-Hydroxy-beta-thujone,154699511,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[[(1S,5S)-2-methyl-3-oxo-5-propan-2-yl-2-bicyclo[3.1.0]hexanyl]oxy]oxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01729,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jager, W. and Hoferl,M. (2016); Metabolism of Terpenoids in Animal Models and Humans"
102123094,"3-(furan-2-ylmethyl)-1,7,8-trimethylpurine-2,6-dione",154699510,"3-[(5-hydroxyfuran-2-yl)methyl]-1,7,8-trimethylpurine-2,6-dione",Aliphatic Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00027,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9585555
7543,"4,4'-methylenebis(2-chloroaniline)",154699508,2-chloro-4-[[3-chloro-4-(oxidoamino)phenyl]methyl]aniline,N-Oxidation / Human Phase I,Human,CYP2A6;CYP3A4,BIOTID00185,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:1740010
13393711,O-Desmethylnaproxen,154699504,"(2S,3S,4S,5R)-6-[6-[(1S)-1-carboxyethyl]naphthalen-2-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01761,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
74166,2-propylquinoline,154699503,"6-propyl-1a,7b-dihydrooxireno[2,3-h]quinoline",Epoxidation / Human Phase I,Human,CYP2C9;CYP2E1;CYP3A4,BIOTID00147,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12745870
154699643,N-acetyl-N-hydroxy-3-aminobenzanthrone,154699502,"[acetyl-(7-oxo-3,3a-dihydrobenzo[a]phenalen-3-yl)amino] acetate",O-acetylation / Human Phase II,Human,NAT1; NAT2,BIOTID01644,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
6560,isobutanol,154699500,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(2-methylpropoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01800,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Jurowich, S. et al. (2004); Glucuronidation of aliphatic alcohols in human liver microsomes in vitro; Alcohol 32 (2004) 187-194"
116545,4'-hydroxydiclofenac,154699499,"(2S,3S,4S,5R)-6-[4-[2-(carboxymethyl)anilino]-3,5-dichlorophenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01940,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
76543,"4-hydroxy-2,6-dimethylaniline",154699495,"(2S,3S,4S,5R)-6-(4-amino-3,5-dimethylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01925,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
10359957,"(6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxyphenyl)methanone",154699494,"(3-hydroxy-4,5-dimethoxyphenyl)-(6-hydroxy-1H-indol-3-yl)methanone",O-Demethylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00375,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17403915
10359957,"(6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxyphenyl)methanone",154699494,"(3-hydroxy-4,5-dimethoxyphenyl)-(6-hydroxy-1H-indol-3-yl)methanone",O-Demethylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP2D6;CYP2E1;CYP3A4,BIOTID00376,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17403915
443722,O-Desmethylgalantamine,154699493,"[(1S,12S,14R)-14-hydroxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-9-yl] hydrogen sulfate",O-sulfonation / Human Phase II,Human,SULT,BIOTID02057,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
9651,galantamine,154699493,"[(1S,12S,14R)-14-hydroxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-9-yl] hydrogen sulfate",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02124,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
9823781,"invega, invega sustenna, 9-hydroxyrisperidone, paliperidone",154699492,"3-[2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl]-7,9-dihydroxy-2-methyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID00624,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10482125
154699677,nnal,154699490,"N-(1,3-dihydroxy-4-oxo-4-pyridin-3-ylbutyl)-N-methylnitrous amide",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00757,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9029045
112230,3p-Hydroxy-diclofenac,154699489,"(2S,3S,4S,5R)-6-[3-[2-(carboxymethyl)anilino]-2,4-dichlorophenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01951,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
3282572,Homo-Tienilic Alcohol,154699487,"[2,3-dichloro-4-(3-hydroxypropoxy)phenyl]-(5-hydroxythiophen-2-yl)methanone",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP2C9;CYP2C19,BIOTID00014,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10387023
12543919,5-Hydroxy-paeonol,154699485,(2-acetyl-4-hydroxy-5-methoxyphenyl) hydrogen sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID01901,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Wang, and Zhou (2009); Synthetic and Natural Compounds that Interact with Human Cytochrome P450 1A2 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 4066-4218"
60838,irinotecan,154699484,"(2S,3S,4S,5R)-6-[[(19S)-10,19-diethyl-14,18-dioxo-7-(4-piperidin-1-ylpiperidine-1-carbonyl)oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-19-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01953,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; First-pass metabolism via UDP-glucuronosyltransferase- a barrier to oral bioavailability of phenolics
23274496,"2h-1-benzopyran-2-one, 7-(pentyloxy)-",154699482,7-(1-hydroxypentoxy)chromen-2-one,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00159,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10620357
4292,n-(2-phenylethyl)indomethacin amide,154699481,2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-N-(1-hydroxy-2-phenylethyl)acetamide,Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00730,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:14709628
5281616,galangin,154699477,"(2S,3S,4S,5R)-6-(5,7-dihydroxy-4-oxo-2-phenylchromen-3-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID02001,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
26105,Misonidazole,154699475,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[1-methoxy-3-(2-nitroimidazol-1-yl)propan-2-yl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01911,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: http://monographs.iarc.fr/ENG/Classification/index.php p. V71 886 (1999)"
7057975,zinc8660420,154699473,"13-hydroxy-16,17-dimethoxy-6-(2-methyloxiran-2-yl)-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one",Epoxidation / Human Phase I,Human,CYP3A4,BIOTID01232,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15540952
178830,2-hydroxylamino-5-phenylpyridine,154699470,[(5-phenylpyridin-2-yl)amino] hydrogen sulfate,Hydroxylamine O-sulfonation / Human Phase II,Human,SULT1A1,BIOTID01639,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
114864,R-Ibuprofen,154699469,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(2R)-2-[4-(2-methylpropyl)phenyl]propanoyl]oxyoxane-2-carboxylic acid",O-glucuronidation of aliphatic acid / Human Phase II,Human,"UGT1A1, UGT1A3, UGTA9, UGT2B4, UGT2B7",BIOTID02120,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
9953076,"n,n-diethyl-n'-(1-ethyl-6-methylergolin-8alpha-yl)sulfamide",85629606,"4-ethyl-N-(ethylsulfamoyl)-7-methyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-amine",N-Dealkylation / Human Phase I,Human,CYP3A4,BIOTID00735,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:1346997
7057975,zinc8660420,77903693,"16-hydroxy-17-methoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one",O-demethylation / Human Phase I,Human,CYP3A4;CYP2C19,BIOTID01229,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15540952
129211,tamsulosin,77434192,5-[2-[2-(2-hydroxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide,O-dealkylation / Human Phase I,Human,CYP3A4,BIOTID00975,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9849639
104903,tirilazad,77315328,"17-[2-[4-(2,6-dipyrrolidin-1-ylpyrimidin-4-yl)piperazin-1-yl]acetyl]-6-hydroxy-10,13,16-trimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID01024,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8627581
9865776,schembl3207291,77295950,"7-[3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-(1,3-thiazol-2-yl)-2,3-dihydro-1,8-naphthyridine-3-carboxylic acid",Hydrogenation / Human Phase I,Human,CYP1A2;CYP2D6;CYP3A4,BIOTID00913,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19074528
93476683,zinc38309998,74603309,"7-[8-(2,2-dimethylbutanoyloxy)-6-hydroxy-2,6-dimethyl-2,7,8,8a-tetrahydro-1H-naphthalen-1-yl]-3,5-dihydroxyheptanoic acid",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C8;CYP3A4;CYP3A5,BIOTID01226,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9321523
5362440,indinavir,74044491,"1-[4-benzyl-2-hydroxy-5-[(2-hydroxy-2,3-dihydro-1H-inden-1-yl)amino]-5-oxopentyl]-N-tert-butyl-4-[(1-oxidopyridin-1-ium-3-yl)methyl]piperazine-2-carboxamide",N-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00615,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9175724
5362440,indinavir,73709638,"1-[4-benzyl-5-[(2,3-dihydroxy-2,3-dihydro-1H-inden-1-yl)amino]-2-hydroxy-5-oxopentyl]-N-tert-butyl-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00618,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9175724
448577,"(2S,3R)-3-(4-Hydroxy-phenyl)-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-2,3-dihydro-benzo[1,4]oxathiin-6-ol",73085554,"3-(4-hydroxyphenyl)-4-oxo-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydro-1,4lambda4-benzoxathiin-6-ol",S-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00370,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15833027
776123,decursinol angelate,72802059,"(2,2-dimethyl-8-oxo-3,4-dihydropyrano[3,2-g]chromen-3-yl) 2,3-dimethyloxirane-2-carboxylate",Epoxidation / Human Phase I,Human,CYP2A6,BIOTID00460,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:17620343
154699876,cyclosporine_a,56681139,"33-[(E)-1,6-dihydroxy-2-methylhex-4-enyl]-30-ethyl-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00454,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15450954
11957,n-nitroso-n-methylaniline (NMPhA),54503076,N-(hydroxymethyl)-N-phenylnitrous amide,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6,BIOTID00733,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10837014
33624,timolol,54498257,"4-[4-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,5-thiadiazol-3-yl]morpholin-2-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID01023,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12392820
25805,MNAN,54481488,N-(hydroxymethyl)-N-pentylnitrous amide,Aliphatic Hydroxylation / Human Phase I,Human,CYP2A6;CYP2E1,BIOTID01144,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9892192
21439,2-aminobenzylalcohol,54460935,(2-aminophenyl)methyl hydrogen sulfate,Sulfation of primary alcohol / Human Phase II,Human,SULT1A1,BIOTID01637,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
13529,Hexafluoroisopropanol,54375198,"(2S,3S,4S,5R)-6-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",Alkyl-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01731,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Acta Anaesthesiol Belg. 1996;47(1):7-14; Metabolism and toxicity of the new anesthetic agents.
164603,"2,2-dichloro-2-fluoroethanol",54194876,"(2S,3S,4S,5R)-6-(2,2-dichloro-2-fluoroethoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01802,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Tong Z et al; Drug Metabolism and Disposition 26 (7): 711-3 (1998)
7409,alpha-methyl benzyl alcohol,54040250,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(1-phenylethoxy)oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01849,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Belsito, D. et al. (2012); A toxicological and dermatological assessment of aryl alkyl alcohol simple acid ester derivatives when used as fragrance ingredients; Food and Chemical Toxicology 50 (2012) S269-S313"
5920,Triiodothyronine,44237357,"(2S,3S,4S,5R)-6-[4-[4-[(2S)-2-amino-2-carboxyethyl]-2,6-diiodophenoxy]-2-iodophenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid",Aromatic-OH glucuronidation / Human Phase II,Human,UGT,BIOTID01721,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Kester MH et al. (2002); Characterization of iodothyronine sulfatase activities in human and rat liver and placenta.; Endocrinology. 2002 Mar;143(3):814-9.
9912743,"(S)-2-(2,6-Dichlorobenzamido)-3-(2',6'-dimethoxy-[1,1'-biphenyl]-4-yl)propanoic acid",22571793,"2-[(2,6-dichlorobenzoyl)amino]-3-[4-(2-hydroxy-6-methoxyphenyl)phenyl]propanoic acid",O-Desmethylation / Human Phase I,Human,CYP2C9,BIOTID00018,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15855725
21603871,zinc1698316,18412807,"methyl 6,18-dihydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate",Aromatic Hydroxylation / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID01216,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15289791
14649075,schembl9652240,14649185,"3,5-dimethyl-1-oxo-2-pyridin-3-yl-1,3-thiazolidin-4-one",S-Oxidation / Human Phase I,Human,CYP2A6,BIOTID00933,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:8627557
656665,tropisetron,14578801,(8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 5-hydroxy-1H-indole-3-carboxylate,Aromatic Hydroxylation / Human Phase I,Human,CYP2D6,BIOTID01050,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7598739
3307,etizolam,13218672,"7-(2-chlorophenyl)-4-ethyl-13-methyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaen-9-ol",Aliphatic Hydroxylation / Human Phase I,Human,CYP2B6;CYP2C19;CYP3A4,BIOTID00543,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16141545|PMID:18855614
5281703,Wogonin,12133317,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(5-hydroxy-8-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A9,BIOTID01824,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,Wu et al. 2011; Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches; Pharm Res (2012) 29:1544-1561; DOI 10.1007/s11095-012-0666-z
132146770,Nitroso-dapsone,154699911,[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-[4-(4-aminophenyl)sulfonylphenyl]-oxoazanium,GSH-conjugation / Human Phase II,Human,GST,BIOTID02074,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
38988177,Perhexiline,131769924,cis-hydroxyperhexilline,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2D6,BIOTID00043,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
38988177,Perhexiline,46781856,trans-hydroxyperhexilline,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP2D6,BIOTID00044,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
12428581,CTK0G1203,64775,"1-cyano-2-(3,3-dimethylbutan-2-yl)-3-(1-hydroxypyridin-4-ylidene)guanidine",N-Oxidation / Human Phase I,Human,CYP3A4,BIOTID00383,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11851418
11895692,Tetrahydrocurcumin,154699819,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[4-[3-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-5-oxohept-3-enyl]-2-methoxyphenoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID02130,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
9571004,Azimilide,154699799,"1-[(Z)-[5-(4-chlorophenyl)furan-2-yl]methylideneamino]-3-[4-(4-methyl-4-oxidopiperazin-4-ium-1-yl)butyl]imidazolidine-2,4-dione",N-Oxidation / Human Phase I,Human,CYP3A4;CYP3A5,BIOTID01512,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16052551
6442177,everolimus,154699934,"(1R,9S,12S,15R,16Z,18R,19R,21R,23S,24E,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1S,3R,4R)-3-hydroxy-4-(2-hydroxyethoxy)cyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone",N-demethylation / Human Phase I,Human,CYP3A4,BIOTID00555,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:11384247
6338015,alilusem,154700006,"[(Z)-[7-chloro-1-[2-(hydroxymethyl)benzoyl]-2,3-dihydroquinolin-4-ylidene]amino] hydrogen sulfate",Aliphatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP3A4,BIOTID00237,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:15618654
5284616,sirolimus,154699923,39-O-Desmethylsirolimus,O-dealkylation of dialkylether / Human Phase I,Human,CYP3A4,BIOTID00950,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
5284616,sirolimus,131874110,16-O-Desmethylsirolimus,O-dealkylation of dialkylether / Human Phase I,Human,CYP3A4,BIOTID00951,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
5284616,sirolimus,154699687,12-Hydroxy-sirolimus,Hydroxylation of heteroalicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00952,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259987"
5284616,sirolimus,154700026,11-Hydroxy-sirolimus,Hydroxylation of alkyl methine / Human Phase I,Human,CYP3A4,BIOTID00953,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259988"
5284616,sirolimus,154699709,25-Hydroxy-sirolimus,Hydroxylation of alkyl methine / Human Phase I,Human,CYP3A4,BIOTID00954,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259989"
5284616,sirolimus,154699634,24-Hydroxy-sirolimus,Hydroxylation of heteroalicyclic secondary carbon / Human Phase I,Human,CYP3A4,BIOTID00955,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259990"
5284616,sirolimus,154699842,46-Hydroxy-sirolimus,Hydroxylation of terminal methyl / Human Phase I,Human,CYP3A4,BIOTID00956,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259991"
5280953,harmine,68094,6-Hydroxy-harmaline,O-aryl demethylation / Human Phase I,Human,CYP2D6,BIOTID00601,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
125483,4-Nitrososulfamethoxazole,154699767,"[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-[4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl]-oxoazanium",GSH-conjugation / Human Phase II,Human,GST,BIOTID02017,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
94955,4-nitro-3-(trifluoromethyl)aniline,154699645,N-[4-nitro-3-(trifluoromethyl)phenyl]-acetamide,N-Hydroxylation; N-Oxidation / Human Phase I,Human,CYP1A2;CYP2A6;CYP2C9;CYP3A4,BIOTID00181,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16507648
76861,7-methylbenz(c)acridine,154699962,4-hydroxy-7-methyl-12H-benzo[c]acridin-3-one,Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID00207,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7866988
16741,phenethyl isothiocyanate,101164969,(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-(2-phenylethylcarbamothioylsulfanyl)propan-2-yl]amino]-5-oxopentanoic acid,GSH-conjugation / Human Phase II,Human,GST,BIOTID01798,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,http://www.brenda-enzymes.org/enzyme.php?ecno=2.5.1.18&Suchword=&reference=&UniProtAcc=&organism%5B%5D=Homo+sapiens&show_tm=0
9177,"Dibenz[a,j]acridine",154699566,"3,4-DHD",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID01113,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7866988
9177,"Dibenz[a,j]acridine",85546557,"1,2-DHD",Aromatic Hydroxylation / Human Phase I,Human,CYP1A2;CYP3A4,BIOTID01114,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:7866988
7340,[2-methyl-4-(o-tolylazo)phenyl]amine,150073,N-hydroxy-oaminoazotohiene,N-Hydroxylation / Human Phase I,Human,CYP1A2,BIOTID00111,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:6756667
6124,N-Nitrosodimethylamine,154699883,acetyl-(dimethylamino)-oxoazanium,O-sulfonation oxidation / Human Phase II,Human,SULT1A1,BIOTID01907,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Rendic, S. et al. 2012; Contributions of Human Enzymes in Carcinogen Metabolism Slobodan Rendic1,* and F. Peter Guengerich; Chem Res Toxicol. 2012 July 16; 25(7): 1316-1383. doi:10.1021/tx300132k"
5732,zolpidem,154699860,methoxyzolpidem,Hydroxylation of  carbon next to amide / Human Phase I,Human,CYP3A4(major); CYP1A2 (minor); CYP2D6 (minor); CYP2C9 (minor); CYP2C19 (minor),BIOTID01240,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
4748,perphenazine,82341,Perphenazine sulfoxide,S-oxidation of diarylthioether to sulfoxide / Human Phase I,Human,CYP2D6,BIOTID00790,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
3488,Glyburide,3082214,4-cis-hydroxycyclohexyl glyburide ,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4; CYP2C9; CYP2C19,BIOTID01291,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
3488,Glyburide,3082214,4-cis-hydroxycyclohexyl glyburide ,Hydroxylation of alicyclic secondary carbon / Human Phase I,Human,CYP3A4; CYP2C9; CYP2C19,BIOTID01292,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. (2009); Polymorphism of Human Cytochrome P450 2D6 and Its Clinical Significance; Clin Pharmacokinet 2009; 48 (11); PMID:19902987"
3372,fluphenazine,3036919,10-{3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl}-2-(trifluoromethyl)-10H-5'-phenothiazin-5-one,S-oxidation of diarylthioether to sulfoxide / Human Phase I,Human,CYP2D6,BIOTID00568,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Smith, D.A. et al. (1992); Speculations on the structure-activity relationship (SAR) of cytochrome P450 enzymes, Biochem. Pharmacol  1992, 44, 2089-2098 (1992).|Li, S-F. et al. (2010); Quantitative analysis of fluphenazine hydrochloride in human urine using excitation-emission matrix fluorescence based on oxidation derivatization and combined with second-order calibration methods; Anal. Methods 2010, 2, 1069-1077, DOI:10.1039/B9AY00299E"
2726,chlorpromazine,70413,Chlorpromazine S-oxide,S-oxidation of diarylthioether to sulfoxide / Human Phase I,Human,CYP3A4,BIOTID00396,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259986"
2541,Candesartan,154699779,"3-[[4-[2-[2-[(3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]tetrazol-5-yl]phenyl]phenyl]methyl]-2-ethoxy-1H-benzimidazol-3-ium-4-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT1A3,BIOTID02114,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
146797,58c80,127009,298C84,Hydroxylation of terminal methyl / Human Phase I,Human,CYP2C9,BIOTID00190,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
2132,ambroxol,81293,"4-Aminocyclohexanol, cis-",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP3A4,BIOTID00247,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10659952
2132,ambroxol,688305,"2-Amino-3,5-dibromobenzaldehyde",N-dealkylation of acyclic secondary amine / Human Phase I,Human,CYP3A4,BIOTID00247,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10659952
2942,dacarbazine,76953,MTIC,N-demethylation / Human Phase I,Human,CYP1A2;CYP2E1,BIOTID00457,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10473105
154699533,rifabutin,154699751,"[(9Z,21E)-2,15,17,18,32-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-1'-(2-methylpropyl)-6,23-dioxospiro[8,33-dioxa-27,29-diazapentacyclo[23.6.1.14,7.05,31.026,30]tritriaconta-1(31),2,4,9,19,21,25(32),26,29-nonaene-28,4'-piperidine]-13-yl] acetate",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00866,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9164417
154699533,rifabutin,154699715,"[(9Z,21E)-2,15,17,32-tetrahydroxy-18-(hydroxymethyl)-11-methoxy-3,7,12,14,16,22-hexamethyl-1'-(2-methylpropyl)-6,23-dioxospiro[8,33-dioxa-27,29-diazapentacyclo[23.6.1.14,7.05,31.026,30]tritriaconta-1(31),2,4,9,19,21,25(32),26,29-nonaene-28,4'-piperidine]-13-yl] acetate",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00867,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9164417
154699533,rifabutin,154700015,"[(9Z,21E)-2,15,17,32-tetrahydroxy-16-(hydroxymethyl)-11-methoxy-3,7,12,14,18,22-hexamethyl-1'-(2-methylpropyl)-6,23-dioxospiro[8,33-dioxa-27,29-diazapentacyclo[23.6.1.14,7.05,31.026,30]tritriaconta-1(31),2,4,9,19,21,25(32),26,29-nonaene-28,4'-piperidine]-13-yl] acetate",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00868,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9164417
154699533,rifabutin,154699971,"[(19Z,21Z)-2,11,15,17,32-pentahydroxy-3,7,12,14,16,18,22-heptamethyl-1'-(2-methylpropyl)-6,23-dioxospiro[8,33-dioxa-27,29-diazapentacyclo[23.6.1.14,7.05,31.026,30]tritriaconta-1(31),2,4,9,19,21,25(32),26,29-nonaene-28,4'-piperidine]-13-yl] acetate",O-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00869,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9164417
135889903,rifalazil,154699649,"[(9Z,21E)-2,6,15,17-tetrahydroxy-16-(hydroxymethyl)-11-methoxy-3,7,12,14,18,22-hexamethyl-30-[4-(2-methylpropyl)piperazin-1-yl]-23,32,37-trioxo-8,27,38-trioxa-24,34-diazahexacyclo[23.11.1.14,7.05,36.026,35.028,33]octatriaconta-1,3,5,9,19,21,25,28,30,33,35-undecaen-13-yl] acetate",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00870,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10923859
135889903,rifalazil,154700155,"[(9Z,21Z)-2,6,15,17-tetrahydroxy-22-(hydroxymethyl)-11-methoxy-3,7,12,14,16,18-hexamethyl-30-[4-(2-methylpropyl)piperazin-1-yl]-23,32,37-trioxo-8,27,38-trioxa-24,34-diazahexacyclo[23.11.1.14,7.05,36.026,35.028,33]octatriaconta-1,3,5,9,19,21,25,28,30,33,35-undecaen-13-yl] acetate",Aliphatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00871,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10923859
135889903,rifalazil,154699936,"(9Z,21E)-2,6,13,15,17-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-30-[4-(2-methylpropyl)piperazin-1-yl]-8,27,38-trioxa-24,34-diazahexacyclo[23.11.1.14,7.05,36.026,35.028,33]octatriaconta-1,3,5,9,19,21,25,28,30,33,35-undecaene-23,32,37-trione",O-deacetylation / Human Phase I,Human,CYP3A4,BIOTID00872,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:10923859
154699942,roxithromycin,154699660,"(10Z)-14-ethyl-7,12,13-trihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy-6-[3-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]oxy-10-(2-methoxyethoxymethoxyimino)-3,5,7,9,11,13-hexamethyl-oxacyclotetradecan-2-one",N-Demethylation / Human Phase I,Human,CYP3A4,BIOTID00887,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:9806945
140484307,3-hydroxy-2-[(2-methoxy-4-nitrophenyl)diazenyl]-N-(2-methoxyphenyl)but-2-enamide,154700099,py74-M1,Aromatic Hydroxylation / Human Phase I,Human,CYP3A4,BIOTID00902,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:16014769
54677971,tenoxicam,54692969,5'-Hydroxytenoxicam,Hydroxylation of heteroaromatic carbon / Human Phase I,Human,CYP2C9,BIOTID00986,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675"
135430158,3-(3-Cyclopentyloxy-4-methoxy-benzyl)-8-isopropyl-adenine,135449988,3-[5-[(6-ethylimino-8-propan-2-yl-7H-purin-3-yl)methyl]-2-methoxyphenoxy]cyclopentan-1-ol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP3A4;,BIOTID01077,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12160484
135430158,3-(3-Cyclopentyloxy-4-methoxy-benzyl)-8-isopropyl-adenine,135469527,2-[3-[(3-cyclopentyloxy-4-methoxyphenyl)methyl]-6-ethylimino-7H-purin-8-yl]propan-2-ol,Aliphatic Hydroxylation / Human Phase I,Human,CYP2C9;CYP3A4;,BIOTID01078,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12160484
135430158,3-(3-Cyclopentyloxy-4-methoxy-benzyl)-8-isopropyl-adenine,154699697,3-[(3-cyclopentyloxy-4-methoxyphenyl)methyl]-8-propan-2-yl-7H-purin-3-ium-6-amine,N-desethylation / Human Phase I,Human,CYP2C9;CYP2C19;CYP2D6;CYP3A4;,BIOTID01079,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:12160484
54684598,(R)-warfarin,101987375,(R)-10-Hydroxywarfarin,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP3A4,BIOTID01099,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
54684598,(R)-warfarin,54750067,(R)-6-Hydroxywarfarin,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP1A1; CYP2C19,BIOTID01100,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
54684598,(R)-warfarin,54744201,(R)-8-Hydroxywarfarin,Hydroxylation of aromatic carbon / Human Phase I,Human,CYP1A2; CYP1A1; CYP2C19,BIOTID01101,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
54684598,(R)-warfarin,54732122,"4,7-dihydroxy-3-[(1R)-3-oxo-1-phenylbutyl]chromen-2-one",Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP1A2; CYP1A1; CYP2C8,BIOTID01102,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
54684598,(R)-warfarin,54717351,(R)-4'-Hydroxywarfarin,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C9; CYP2C18,BIOTID01103,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
54688261,(S)-warfarin,54692246,(S)-7-Hydroxywarfarin,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9,BIOTID01104,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
54688261,(S)-warfarin,54717350,(S)-4'-Hydroxywarfarin,p-Hydroxylation of monosubstituted benzene / Human Phase I,Human,CYP2C9,BIOTID01105,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
54688261,(S)-warfarin,54731323,(S)-6-Hydroxywarfarin,Aromatic hydroxylation of fused benzene ring / Human Phase I,Human,CYP2C9; CYP2C8; CYP2C18; CYP2C19; CYP3A4,BIOTID01106,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
54688261,(S)-warfarin,139247560,(S)-10-Hydroxywarfarin,Alpha hydroxylation of carbonyl group / Human Phase I,Human,CYP3A4,BIOTID01107,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Brown, C.M. et al. (2008); Cytochromes P450: A Structure-Based Summary of Biotransformations Using Representative Substrates; Drug Metabolism Reviews, 40:1, 1-100, DOI:10.1080/03602530701836662; PMID:18259985"
3033818,Dolasetron,86580491,Reduced dolasetron,Hydrogenation;Reduction / Human Phase I,Human,CYP2D6;CYP3A4,BIOTID01187,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,PMID:19902987;PMID:19817501
12309462,Endosulfan-alpha,13766812,Endosulfan sulfate,S-oxidation of organosulfurous compounds / Human Phase I,Human,CYP2C9; CYP2C19; CYP3A4; CYP3A5; CYP3A7,BIOTID01385,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Casabar, R.C.T. (2006). Metabolism of endosulfan- {alpha} by human liver microsomes and its utility as a simultaneous in vitro probe for CYP2B6 and CYP3A4. Drug Metab. Dispos., Vol. 34, No. 10, (1779-1785)|Lee, H. 2006). Stereoselective metabolism of endosulfan by human liver microsomes and human cytochrome P450 isoforms. Drug Metab. Dispos., Vol. 34, No. 7, (1090-1095)."
5311309,Nateglinide,102066185,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(2R)-3-phenyl-2-[(4-propan-2-ylcyclohexanecarbonyl)amino]propanoyl]oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01805,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
62959,trovafloxacin,154699624,"(2S,3S,4S,5R)-6-[7-[(1R,5S)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carbonyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01847,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Dalvie, D. et al (2009); Assessment of Three Human in Vitro Systems in the Generation of Major Human Excretory and Circulating Metabolites; Chem. Res. Toxicol. 2009, 22, 357-36"
70335,Edaravone,154699760,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(5-methyl-2-phenylpyrazol-3-yl)oxyoxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01895,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,
154699541,Dihydrocurcumin,154699753,"(2S,3S,4S,5R)-3,4,5-trihydroxy-6-[4-[(1E)-3-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-5-oxohepta-1,3-dienyl]-2-methoxyphenoxy]oxane-2-carboxylic acid",O-glucuronidation / Human Phase II,Human,UGT,BIOTID01924,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
68094,6-Hydroxyharmaline,5488285,Harmol glucuronide,O-glucuronidation / Human Phase II,Human,UGT,BIOTID02031,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."
68094,6-Hydroxyharmaline,5488302,Harmol sulfate,O-sulfonation / Human Phase II,Human,SULT,BIOTID02032,MetXBioDB,MetXBioDB is a biotransformation database used to improve the knowledge- and machine learning-based systems in BioTransformer (http://biotransformer.ca/),10.5281/zenodo.4056560,S73 | METXBIODB | Metabolite Reaction Database from BioTransformer,10.1186/s13321-018-0324-5,"Zhou, S.F. et al. (2009); Substrates, Inducers, Inhibitors and Structure-Activity Relationships of Human Cytochrome P450 2C9 and Implications in Drug Development; Current Medicinal Chemistry, 2009, 16, 3480-3675."