Name_neutral Formula_Neutral InChI_neutral InChIKey_neutral SMILES_neutral ChEBI_neutral KEGG_neutral MetaCyc_neutral HMDB_neutral LipidMaps_neutral SwissLipids_neutral Wikidata_neutral Pubchem_neutral Metabolights_neutral Chemspider_neutral 10-formyltetrahydrofolic acid C20H23N7O7 InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t11-,13+/m1/s1 AUFGTPPARQZWDO-YPMHNXCESA-N [H]C(=O)N(C[C@H]1CNC2=C(N1)C(=O)NC(N)=N2)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O CHEBI:15637 Q27098160 6326742 4885489 (R)-propane-1,2-diol C3H8O2 InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3/t3-/m1/s1 DNIAPMSPPWPWGF-GSVOUGTGSA-N C[C@@H](O)CO CHEBI:28972 C02912 Q27093218 259994 228188 3-phospho-D-glyceroyl dihydrogen phosphate C3H8O10P2 InChI=1S/C3H8O10P2/c4-2(1-12-14(6,7)8)3(5)13-15(9,10)11/h2,4H,1H2,(H2,6,7,8)(H2,9,10,11)/t2-/m1/s1 LJQLQCAXBUHEAZ-UWTATZPHSA-N O[C@H](COP(O)(O)=O)C(=O)OP(O)(O)=O CHEBI:16001 C00236 Q27098334 439191 388331 19-hydroxyicosanoic acid C20H40O3 InChI=1S/C20H40O3/c1-19(21)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20(22)23/h19,21H,2-18H2,1H3,(H,22,23) NRYRXKPIZDFLGD-UHFFFAOYSA-N CC(O)CCCCCCCCCCCCCCCCCC(O)=O 1-methylnicotinamide C7H9N2O InChI=1S/C7H8N2O/c1-9-4-2-3-6(5-9)7(8)10/h2-5H,1H3,(H-,8,10)/p+1 LDHMAVIPBRSVRG-UHFFFAOYSA-O C[N+]1=CC(=CC=C1)C(N)=O CHEBI:16797 C02918 HMDB0000699;HMDB00699 Q27088080 457 444 (3R,5S)-1-pyrroline-3-hydroxy-5-carboxylic acid C5H7NO3 InChI=1S/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h2-4,7H,1H2,(H,8,9)/t3-,4+/m1/s1 WFOFKRKDDKGRIK-DMTCNVIQSA-N [H][C@]1(C[C@@H](O)C=N1)C(O)=O CHEBI:6151 C04281 HMDB0062585;HMDB62585 Q27107108 11966267 10140260 (S)-1-pyrroline-5-carboxylic acid C5H7NO2 InChI=1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h3-4H,1-2H2,(H,7,8)/t4-/m0/s1 DWAKNKKXGALPNW-BYPYZUCNSA-N [H][C@]1(CCC=N1)C(O)=O CHEBI:371 C03912 Q27105294 440162 389153 20-HETE C20H32O3 InChI=1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h1,3-4,6-7,9-10,12,21H,2,5,8,11,13-19H2,(H,22,23)/b3-1-,6-4-,9-7-,12-10- NNDIXBJHNLFJJP-DTLRTWKJSA-N OCCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:34306 C14748 HMDB0005998;HMDB05998 LMFA03060009 Q21099666 5283157 4446281 20-hydroxyicosanoic acid C20H40O3 InChI=1S/C20H40O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h21H,1-19H2,(H,22,23) JLDIWYKSFMPIDW-UHFFFAOYSA-N OCCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:79190 LMFA01050075 Q27148258 5282919 4446046 20-hydroxyhenicosanoic acid C21H42O3 InChI=1S/C21H42O3/c1-20(22)18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-19-21(23)24/h20,22H,2-19H2,1H3,(H,23,24) KEELWVJBLPISGL-UHFFFAOYNA-N CC(O)CCCCCCCCCCCCCCCCCCC(O)=O 21-hydroxyhenicosanoic acid C21H42O3 InChI=1S/C21H42O3/c22-20-18-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-17-19-21(23)24/h22H,1-20H2,(H,23,24) NENJNFMRWQAPAC-UHFFFAOYSA-N OCCCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:79195 LMFA01050076 Q27148262 5282920 4446047 SAICAR C13H19N4O12P InChI=1S/C13H19N4O12P/c14-10-7(11(22)16-4(13(23)24)1-6(18)19)15-3-17(10)12-9(21)8(20)5(29-12)2-28-30(25,26)27/h3-5,8-9,12,20-21H,1-2,14H2,(H,16,22)(H,18,19)(H,23,24)(H2,25,26,27)/t4-,5+,8+,9+,12+/m0/s1 NAQGHJTUZRHGAC-ZZZDFHIKSA-N [H][C@]1(COP(O)(O)=O)O[C@]([H])([C@H](O)[C@@H]1O)N1C=NC(C(=O)N[C@@H](CC(O)=O)C(O)=O)=C1N CHEBI:18319 C04823 HMDB0000797;HMDB00797 Q3502778 160666 141175 L-2-amino-3-oxobutanoic acid C4H7NO3 InChI=1S/C4H7NO3/c1-2(6)3(5)4(7)8/h3H,5H2,1H3,(H,7,8)/t3-/m0/s1 SAUCHDKDCUROAO-VKHMYHEASA- leucodopachrome C9H9NO4 InChI=1S/C9H9NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10-12H,1H2,(H,13,14)/t6-/m0/s1 JDWYRSDDJVCWPB-LURJTMIESA-N OC(=O)[C@@H]1CC2=CC(O)=C(O)C=C2N1 CHEBI:60872 C05604 HMDB04067;HMDB0004067 Q15491505 161255 141655 2-deoxy-D-ribose C5H10O4 InChI=1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m0/s1 ASJSAQIRZKANQN-CRCLSJGQSA-N OC[C@@H](O)[C@@H](O)CC=O Q27887395 5460005 4573703 2-deoxy-alpha-D-ribose 1-phosphate C5H11O7P InChI=1S/C5H11O7P/c6-2-4-3(7)1-5(11-4)12-13(8,9)10/h3-7H,1-2H2,(H2,8,9,10)/t3-,4+,5+/m0/s1 KBDKAJNTYKVSEK-VPENINKCSA-N OC[C@H]1O[C@@H](C[C@@H]1O)OP(O)(O)=O CHEBI:11563 C00672 Q27108892 5460448 4573972 2-deoxy-D-ribose 5-phosphate C5H11O7P InChI=1S/C5H11O7P/c6-2-1-4(7)5(8)3-12-13(9,10)11/h2,4-5,7-8H,1,3H2,(H2,9,10,11)/t4-,5+/m0/s1 ALQNUOMIEBHXQG-CRCLSJGQSA-N O[C@H](COP(O)(O)=O)[C@@H](O)CC=O CHEBI:16132 HMDB01031 Q27098393 150629 132775 2-hydroxybutyric acid C4H8O3 InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7) AFENDNXGAFYKQO-UHFFFAOYSA-N CCC(O)C(O)=O CHEBI:1148 C05984 HMDB00008;HMDB0000008 LMFA01050004 Q3288610 11266 10792 (S)-2-hydroxyglutaric acid C5H8O5 InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/t3-/m0/s1 HWXBTNAVRSUOJR-VKHMYHEASA-N O[C@@H](CCC(O)=O)C(O)=O CHEBI:380;CHEBI:32797 C03196 HMDB0000694;HMDB00694 Q27104223 439939 388969 (2-hydroxyphenyl)acetic acid C8H8O3 InChI=1S/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11) CCVYRRGZDBSHFU-UHFFFAOYSA-N OC(=O)CC1=CC=CC=C1O CHEBI:28478 C05852 HMDB00669;HMDB0000669 Q27103728 11970 11476 4-methylthio-2-oxobutanoic acid C5H8O3S InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8) SXFSQZDSUWACKX-UHFFFAOYSA-N CSCCC(=O)C(O)=O CHEBI:33574 C01180 HMDB0001553;HMDB01553 LMFA01060170 Q27093278 473 460 2-methylacetoacetyl-CoA C26H42N7O18P3S InChI=1S/C26H42N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,15,18-20,24,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t13?,15-,18-,19-,20+,24-/m1/s1 NHNODHRSCRALBF-NQNBQJKNSA-N CC(C(C)=O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N 2-methylcrotonoyl-CoA C26H42N7O17P3S InChI=1S/C26H42N7O17P3S/c1-5-14(2)25(38)54-9-8-28-16(34)6-7-29-23(37)20(36)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-19(49-51(39,40)41)18(35)24(48-15)33-13-32-17-21(27)30-12-31-22(17)33/h5,12-13,15,18-20,24,35-36H,6-11H2,1-4H3,(H,28,34)(H,29,37)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/b14-5+/t15-,18-,19-,20+,24-/m1/s1 PMWATMXOQQZNBX-DKBZLLMOSA-N C\C=C(/C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15478;CHEBI:1204 HMDB02054 LMFA07050191 Q3528332 6443760 4947725 2-methylbutanoyl-CoA C26H44N7O17P3S InChI=1S/C26H44N7O17P3S/c1-5-14(2)25(38)54-9-8-28-16(34)6-7-29-23(37)20(36)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-19(49-51(39,40)41)18(35)24(48-15)33-13-32-17-21(27)30-12-31-22(17)33/h12-15,18-20,24,35-36H,5-11H2,1-4H3,(H,28,34)(H,29,37)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t14?,15-,18-,19-,20+,24-/m1/s1 LYNVNYDEQMMNMZ-XGXNYEOVSA-N CCC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:1201;CHEBI:15477 C01033 HMDB01041 LMFA07050190 Q27089462 11966141 10140135 2-methyl-3-oxopropanoic acid C4H6O3 InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7) VOKUMXABRRXHAR-UHFFFAOYSA-N CC(C=O)C(O)=O CHEBI:16256 C00349 HMDB01172;HMDB0001172 LMFA01060193 Q2823209 296 290 methacrylyl-CoA C25H40N7O17P3S InChI=1S/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1 NPALUEYCDZWBOV-NDZSKPAWSA-N CC(=C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:1208;CHEBI:27754 C03460 LMFA07050350 Q28487605 165390 2-oxobutanoic acid C4H6O3 InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7) TYEYBOSBBBHJIV-UHFFFAOYSA-N CCC(=O)C(O)=O CHEBI:30831 C00109 HMDB0000005;HMDB00005 LMFA01060002 Q209457 58 57 2-oxoadipic acid C6H8O5 InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11) FGSBNBBHOZHUBO-UHFFFAOYSA-N OC(=O)CCCC(=O)C(O)=O CHEBI:15753 C00322 HMDB0000225;HMDB00225 LMFA01170121 Q2823207 71 70 2-phospho-D-glyceric acid C3H7O7P InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1 GXIURPTVHJPJLF-UWTATZPHSA-N OC[C@@H](OP(O)(O)=O)C(O)=O CHEBI:17835 C00631 HMDB03391;HMDB0003391 439278 388411 2-phosphoglycolic acid C2H5O6P InChI=1S/C2H5O6P/c3-2(4)1-8-9(5,6)7/h1H2,(H,3,4)(H2,5,6,7) ASCFNMCAHFUBCO-UHFFFAOYSA-N OC(=O)COP(O)(O)=O CHEBI:17150;CHEBI:11652;CHEBI:19764 C00988 HMDB00816;HMDB0000816 Q2823206 529 514 trans-hexadec-2-enal C16H30O InChI=1S/C16H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h14-16H,2-13H2,1H3/b15-14+ KLJFYXOVGVXZKT-CCEZHUSRSA-N [H]C(=O)\C=C\CCCCCCCCCCCCC CHEBI:19791;CHEBI:17585 C06123 HMDB0060482;HMDB60482 LMFA06000089 Q27102466 5280541 4444172 3,4-dihydroxymandelaldehyde C8H8O4 InChI=1S/C8H8O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-4,8,10-12H YUGMCLJIWGEKCK-UHFFFAOYSA-N [H]C(=O)C(O)C1=CC(O)=C(O)C=C1 CHEBI:1382;CHEBI:27852;CHEBI:19883 C05577 HMDB0006242;HMDB06242 Q27103374 151725 21232458;133725 3,4-dihydroxyphenylethyleneglycol C8H10O4 InChI=1S/C8H10O4/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8-12H,4H2 MTVWFVDWRVYDOR-UHFFFAOYSA-N OCC(O)C1=CC(O)=C(O)C=C1 CHEBI:1387 C05576 HMDB00318;HMDB0000318 Q262270 91528 82648 3,4-dihydroxyphenylacetaldehyde C8H8O3 InChI=1S/C8H8O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,4-5,10-11H,3H2 IADQVXRMSNIUEL-UHFFFAOYSA-N [H]C(=O)CC1=CC=C(O)C(O)=C1 CHEBI:27978 C04043 HMDB03791;HMDB0003791 Q4634065 119219 106504 3,4-dihydroxyphenylacetic acid C8H8O4 InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12) CFFZDZCDUFSOFZ-UHFFFAOYSA-N OC(=O)CC1=CC(O)=C(O)C=C1 CHEBI:41941 C01161 HMDB0001336;HMDB01336 Q4634071 547 532 L-dopa C9H11NO4 InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1 WTDRDQBEARUVNC-LURJTMIESA-N N[C@@H](CC1=CC=C(O)C(O)=C1)C(O)=O CHEBI:15765 C00355 HMDB00181;HMDB0000181 Q300989 6047 5824 3-(4-hydroxyphenyl)lactic acid C9H10O4 InChI=1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13) JVGVDSSUAVXRDY-UHFFFAOYSA-N OC(CC1=CC=C(O)C=C1)C(O)=O CHEBI:17385 C03672 HMDB0000755;HMDB00755 9378 9010 (4-hydroxyphenyl)pyruvic acid C9H8O4 InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13) KKADPXVIOXHVKN-UHFFFAOYSA-N OC(=O)C(=O)CC1=CC=C(O)C=C1 CHEBI:15999;CHEBI:20426 C01179 HMDB00707;HMDB0000707 Q2823224 979 954 3',5'-cyclic GMP C10H12N5O7P InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1 ZOOGRGPOEVQQDX-UUOKFMHZSA-N NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(O)(=O)O[C@H]3[C@H]2O)C(=O)N1 CHEBI:16356 C00942 HMDB0001314;HMDB01314 Q422511 24316 22734 3,5-diiodo-L-tyrosine C9H9I2NO3 InChI=1S/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)/t7-/m0/s1 NYPYHUZRZVSYKL-ZETCQYMHSA-N N[C@@H](CC1=CC(I)=C(O)C(I)=C1)C(O)=O CHEBI:15768 C01060 HMDB0003474;HMDB03474 Q410521 9305;6181 8946 (R)-3-aminoisobutyric acid C4H9NO2 InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1 QCHPKSFMDHPSNR-GSVOUGTGSA-N C[C@H](CN)C(O)=O CHEBI:16320 C01205 HMDB0002299;HMDB02299 LMFA01100049 Q27101849 5459822 4573585 (25S)-3alpha-hydroxy-5alpha-cholest-7-en-26-oic acid C27H44O3 InChI=1S/C27H44O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h9,17-20,22-24,28H,5-8,10-16H2,1-4H3,(H,29,30)/t17-,18+,19+,20-,22-,23+,24+,26+,27-/m1/s1 WWAMLGNSINNDPI-NDGCQPAQSA-N [H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC[C@H](C)C(O)=O CHEBI:83149 Q27156667 86290042 34448700 3-dehydro-L-gulonic acid C6H10O7 InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-3,5,7-9,11H,1H2,(H,12,13)/t2-,3+,5-/m0/s1 WTAHRPBPWHCMHW-LWKDLAHASA-N OC[C@H](O)[C@@H](O)C(=O)[C@H](O)C(O)=O CHEBI:11777;CHEBI:16142 C00618 HMDB0006334;HMDB06334 Q27098398 439273 388406 3-demethylubiquinol-9 C53H82O4 InChI=1S/C53H82O4/c1-39(2)21-13-22-40(3)23-14-24-41(4)25-15-26-42(5)27-16-28-43(6)29-17-30-44(7)31-18-32-45(8)33-19-34-46(9)35-20-36-47(10)37-38-49-48(11)50(54)52(56)53(57-12)51(49)55/h21,23,25,27,29,31,33,35,37,54-56H,13-20,22,24,26,28,30,32,34,36,38H2,1-12H3/b40-23+,41-25+,42-27+,43-29+,44-31+,45-33+,46-35+,47-37+ ALAJATOGWWBPQT-NSCWJZNLSA-N COC1=C(O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C(O)=C1O CHEBI:84423 Q27157747 86583403 34999437 3-diphospho-1D-myo-inositol 1,2,4,5,6-pentakisphosphate C6H19O27P7 InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3+,4-,5-,6-/m0/s1 UPHPWXPNZIOZJL-PTQMNWPWSA-N OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O CHEBI:62922 C11174 HMDB0012494;HMDB12494 Q27132282 26332921 3-dehydrosphinganine C18H37NO2 InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17,20H,2-16,19H2,1H3/t17-/m0/s1 KBUNOSOGGAARKZ-KRWDZBQOSA-N CCCCCCCCCCCCCCCC(=O)[C@@H](N)CO CHEBI:17862 C02934 HMDB01480;HMDB0001480 LMSP01020002 Q27073739 439853 388895 3-hydroxyanthranilic acid C7H7NO3 InChI=1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11) WJXSWCUQABXPFS-UHFFFAOYSA-N NC1=C(O)C=CC=C1C(O)=O CHEBI:15793 C00632 HMDB0001476;HMDB01476 Q2823213 86 84 (S)-3-hydroxybutanoyl-CoA C25H42N7O18P3S InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14+,18+,19+,20-,24+/m0/s1 QHHKKMYHDBRONY-VKBDFPRVSA-N C[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:394;CHEBI:15453 C01144 LMFA07050153 Q27089442 9543037 7822010 (R)-3-hydroxybutanoyl-CoA C25H42N7O18P3S InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14-,18-,19-,20+,24-/m1/s1 QHHKKMYHDBRONY-WZZMXTMRSA-N C[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15452;CHEBI:323 C03561 HMDB01166 LMFA07050148 Q27089441 11966146 10140140 (S)-3-hydroxyisobutyryl-CoA C25H42N7O18P3S InChI=1S/C25H42N7O18P3S/c1-13(8-33)24(38)54-7-6-27-15(34)4-5-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14+,17+,18+,19-,23+/m0/s1 WWEOGFZEFHPUAM-UQCJFRAESA-N C[C@@H](CO)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28259;CHEBI:399 C06000 HMDB01052 LMFA07050157 Q27103588 11966163 10140156 3-hydroxyisovaleryl-CoA C26H44N7O18P3S InChI=1S/C26H44N7O18P3S/c1-25(2,20(37)23(38)29-6-5-15(34)28-7-8-55-16(35)9-26(3,4)39)11-48-54(45,46)51-53(43,44)47-10-14-19(50-52(40,41)42)18(36)24(49-14)33-13-32-17-21(27)30-12-31-22(17)33/h12-14,18-20,24,36-37,39H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t14-,18-,19-,20+,24-/m1/s1 PEVZKILCBDEOBT-CITAKDKDSA-N CC(C)(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28291 HMDB06870 LMFA07050222 Q27103612 11966188 10140181 (2S,3S)-3-hydroxy-2-methylbutanoyl-CoA C26H44N7O18P3S InChI=1S/C26H44N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-15,18-20,24,34,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t13-,14-,15+,18+,19+,20-,24+/m0/s1 PEKYNTFSOBAABV-LQUDNSJZSA-N C[C@H](O)[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15449;CHEBI:191 C04405 HMDB01356 LMFA07050109 Q27089440 11966220 10140213 3-hydroxyisobutyric acid C4H8O3 InChI=1S/C4H8O3/c1-3(2-5)4(6)7/h3,5H,2H2,1H3,(H,6,7) DBXBTMSZEOQQDU-UHFFFAOYSA-N CC(CO)C(O)=O CHEBI:18064;CHEBI:11805 C01188 HMDB0062640;HMDB62640;HMDB0126088 Q2823215 11966314;87 85 3-hydroxypropanoyl-CoA C24H40N7O18P3S InChI=1S/C24H40N7O18P3S/c1-24(2,19(36)22(37)27-5-3-14(33)26-6-8-53-15(34)4-7-32)10-46-52(43,44)49-51(41,42)45-9-13-18(48-50(38,39)40)17(35)23(47-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,32,35-36H,3-10H2,1-2H3,(H,26,33)(H,27,37)(H,41,42)(H,43,44)(H2,25,28,29)(H2,38,39,40)/t13-,17-,18-,19+,23-/m1/s1 BERBFZCUSMQABM-IEXPHMLFSA-N CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCO CHEBI:27762 C05668 LMFA07050226 Q27103311 11966171 10140164 3-hydroxypropionic acid C3H6O3 InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6) ALRHLSYJTWAHJZ-UHFFFAOYSA-N OCCC(O)=O CHEBI:33404 C01013 HMDB0000700;HMDB00700 LMFA01050003 Q2823220 68152 61460 3-hydroxy-N(6),N(6),N(6)-trimethyl-L-lysine C9H21N2O3 InChI=1S/C9H20N2O3/c1-11(2,3)6-4-5-7(12)8(10)9(13)14/h7-8,12H,4-6,10H2,1-3H3/p+1/t7?,8-/m0/s1 ZRJHLGYVUCPZNH-MQWKRIRWSA-O C[N+](C)(C)CCCC(O)[C@H](N)C(O)=O CHEBI:15786 C01259 HMDB0001422;HMDB01422 Q28487651 439460 388565 3-methylbut-2-enoyl-CoA C26H42N7O17P3S InChI=1S/C26H42N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h9,12-13,15,19-21,25,36-37H,5-8,10-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21+,25-/m1/s1 BXIPALATIYNHJN-ZMHDXICWSA-N CC(C)=CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15486 HMDB01493 LMFA07050232 Q27089470 9549326 7828242 trans-3-methylglutaconyl-CoA C27H42N7O19P3S InChI=1S/C27H42N7O19P3S/c1-14(8-17(36)37)9-18(38)57-7-6-29-16(35)4-5-30-25(41)22(40)27(2,3)11-50-56(47,48)53-55(45,46)49-10-15-21(52-54(42,43)44)20(39)26(51-15)34-13-33-19-23(28)31-12-32-24(19)34/h8,12-13,15,20-22,26,39-40H,4-7,9-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,45,46)(H,47,48)(H2,28,31,32)(H2,42,43,44)/b14-8+/t15-,20-,21-,22+,26-/m1/s1 ZMMFWDHIXCPOHZ-XRYKKJIBSA-N C\C(CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)=C/C(O)=O CHEBI:15488 LMFA07050388 Q27089472 11966117 10140111 1-methyl-4-imidazoleacetic acid C6H8N2O2 InChI=1S/C6H8N2O2/c1-8-3-5(7-4-8)2-6(9)10/h3-4H,2H2,1H3,(H,9,10) ZHCKPJGJQOPTLB-UHFFFAOYSA-N CN1C=NC(CC(O)=O)=C1 CHEBI:1606 C05828 HMDB0002820;HMDB02820 Q27105479 75810 68319 3-methyl-2-oxobutanoic acid C5H8O3 InChI=1S/C5H8O3/c1-3(2)4(6)5(7)8/h3H,1-2H3,(H,7,8) QHKABHOOEWYVLI-UHFFFAOYSA-N CC(C)C(=O)C(O)=O CHEBI:16530 C00141 HMDB00019;HMDB0000019 LMFA01020274 Q2823217 49 48 (S)-3-methyl-2-oxovaleric acid C6H10O3 InChI=1S/C6H10O3/c1-3-4(2)5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9)/t4-/m0/s1 JVQYSWDUAOAHFM-BYPYZUCNSA-N CC[C@H](C)C(=O)C(O)=O CHEBI:15614 C00671 LMFA01020275 Q27452360 439286 388419 3-nonaprenyl-4,5-dihydroxybenzoic acid C52H78O4 InChI=1S/C52H78O4/c1-39(2)19-11-20-40(3)21-12-22-41(4)23-13-24-42(5)25-14-26-43(6)27-15-28-44(7)29-16-30-45(8)31-17-32-46(9)33-18-34-47(10)35-36-48-37-49(52(55)56)38-50(53)51(48)54/h19,21,23,25,27,29,31,33,35,37-38,53-54H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3,(H,55,56)/b40-21+,41-23+,42-25+,43-27+,44-29+,45-31+,46-33+,47-35+ FMSCZYMOUYOENK-OPSRSWOASA-N CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(=CC(O)=C1O)C(O)=O CHEBI:62788 Q27132176 25245372 26332871 3-nonaprenyl-4-hydroxy-5-methoxybenzoic acid C53H80O4 InChI=1S/C53H80O4/c1-40(2)20-12-21-41(3)22-13-23-42(4)24-14-25-43(5)26-15-27-44(6)28-16-29-45(7)30-17-31-46(8)32-18-33-47(9)34-19-35-48(10)36-37-49-38-50(53(55)56)39-51(57-11)52(49)54/h20,22,24,26,28,30,32,34,36,38-39,54H,12-19,21,23,25,27,29,31,33,35,37H2,1-11H3,(H,55,56)/b41-22+,42-24+,43-26+,44-28+,45-30+,46-32+,47-34+,48-36+ FDPPBYXDOXRDHA-JSGWLJPKSA-N COC1=C(O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=CC(=C1)C(O)=O CHEBI:62790 Q27132178 25245445 26332873 4-hydroxy-3-all-trans-nonaprenylbenzoic acid C52H78O3 InChI=1S/C52H78O3/c1-40(2)19-11-20-41(3)21-12-22-42(4)23-13-24-43(5)25-14-26-44(6)27-15-28-45(7)29-16-30-46(8)31-17-32-47(9)33-18-34-48(10)35-36-49-39-50(52(54)55)37-38-51(49)53/h19,21,23,25,27,29,31,33,35,37-39,53H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3,(H,54,55)/b41-21+,42-23+,43-25+,44-27+,45-29+,46-31+,47-33+,48-35+ YKKKMRBEPIZPBH-XWEAJCOCSA-N CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=CC(=CC=C1O)C(O)=O CHEBI:84501 C03885 Q27157805 6443777 4947740 3'-phosphoadenylyl selenate C10H11N5O13P2Se InChI=1S/C10H15N5O13P2Se/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1 AZRLZPIFEZUZLW-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)O[Se](O)(=O)=O)[C@@H](OP(O)(O)=O)[C@H]1O CHEBI:28450 C05696 HMDB11104;HMDB0011104 Q27103702 24892762 30785505 3-phospho-D-glyceric acid C3H7O7P InChI=1S/C3H7O7P/c4-2(3(5)6)1-10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)/t2-/m1/s1 OSJPPGNTCRNQQC-UWTATZPHSA-N O[C@H](COP(O)(O)=O)C(O)=O CHEBI:17794 C00197 HMDB0060180;HMDB60180 Q223118 439183 388326 3-phosphonooxypyruvic acid C3H5O7P InChI=1S/C3H5O7P/c4-2(3(5)6)1-10-11(7,8)9/h1H2,(H,5,6)(H2,7,8,9) LFLUCDOSQPJJBE-UHFFFAOYSA-N OC(=O)C(=O)COP(O)(O)=O CHEBI:1661;CHEBI:30933 C03232 HMDB0001024;HMDB01024 Q4353545 105 103 3-sulfino-L-alanine C3H7NO4S InChI=1S/C3H7NO4S/c4-2(3(5)6)1-9(7)8/h2H,1,4H2,(H,5,6)(H,7,8)/t2-/m0/s1 ADVPTQAUNPRNPO-REOHCLBHSA-N N[C@@H](CS(O)=O)C(O)=O CHEBI:16345 C00606 HMDB00996;HMDB60179;HMDB0060179 Q2823252 1549098 1266065 3-sulfinylpyruvic acid C3H4O5S InChI=1S/C3H4O5S/c4-2(3(5)6)1-9(7)8/h1H2,(H,5,6)(H,7,8) JXYLQEMXCAAMOL-UHFFFAOYSA-N OC(=O)C(=O)CS(O)=O CHEBI:1665 C05527 HMDB0002332;HMDB01405;HMDB0001405;HMDB02332 Q27105488 110 108 3-sulfopyruvic acid C3H4O6S InChI=1S/C3H4O6S/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H,7,8,9) BUTHMSUEBYPMKJ-UHFFFAOYSA-N OC(=O)C(=O)CS(O)(=O)=O CHEBI:16894;CHEBI:45736 C05528 HMDB04045;HMDB0004045 Q27093216 440717 389590 3-ureidoisobutyric acid C5H10N2O3 InChI=1S/C5H10N2O3/c1-3(4(8)9)2-7-5(6)10/h3H,2H2,1H3,(H,8,9)(H3,6,7,10) PHENTZNALBMCQD-UHFFFAOYSA-N CC(CNC(N)=O)C(O)=O CHEBI:1670 C05100 HMDB02031;HMDB0002031 Q2823221 160663 141172;21233848 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid C10H9NO5 InChI=1S/C10H9NO5/c11-9-5(2-1-3-6(9)12)7(13)4-8(14)10(15)16/h1-3,12H,4,11H2,(H,15,16) YCJNYHCCOXVYAF-UHFFFAOYSA-N NC1=C(C=CC=C1O)C(=O)CC(=O)C(O)=O C05645 HMDB0004083;HMDB04083 Q61444911 440741 389612 4-acetamidobutanoic acid C6H11NO3 InChI=1S/C6H11NO3/c1-5(8)7-4-2-3-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10) UZTFMUBKZQVKLK-UHFFFAOYSA-N CC(=O)NCCCC(O)=O CHEBI:17645 C02946 HMDB03681;HMDB0003681 Q27102497 18189 17180 gamma-aminobutyric acid C4H9NO2 InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7) BTCSSZJGUNDROE-UHFFFAOYSA-N NCCCC(O)=O CHEBI:16865 C00334 HMDB0000112;HMDB00112 LMFA01100039 Q210021 119 116 4-aminobenzoic acid C7H7NO2 InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10) ALYNCZNDIQEVRV-UHFFFAOYSA-N NC1=CC=C(C=C1)C(O)=O CHEBI:30753;CHEBI:44778 C00568 HMDB01392;HMDB0001392 Q284959 978 953 4-(2-aminophenyl)-2,4-dioxobutanoic acid C10H9NO4 InChI=1S/C10H9NO4/c11-7-4-2-1-3-6(7)8(12)5-9(13)10(14)15/h1-4H,5,11H2,(H,14,15) CAOVWYZQMPNAFJ-UHFFFAOYSA-N NC1=CC=CC=C1C(=O)CC(=O)C(O)=O CHEBI:17442 C01252 HMDB00978;HMDB0000978 Q27102401 472 459 4-coumaroyl-CoA C30H42N7O18P3S InChI=1S/C30H42N7O18P3S/c1-30(2,25(42)28(43)33-10-9-20(39)32-11-12-59-21(40)8-5-17-3-6-18(38)7-4-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-8,15-16,19,23-25,29,38,41-42H,9-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/t19-,23-,24-,25+,29-/m1/s1 DMZOKBALNZWDKI-FUEUKBNZSA-N CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C=CC1=CC=C(O)C=C1 CHEBI:15499 HMDB0060153;HMDB60153 LMFA07050265 Q57828471 147899 21864784 4-fumarylacetoacetic acid C8H8O6 InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/b2-1+ GACSIVHAIFQKTC-OWOJBTEDSA-N OC(=O)CC(=O)CC(=O)\C=C\C(O)=O CHEBI:47904;CHEBI:30907 C01036;C01061 HMDB0001268;HMDB01268 LMFA01170066 Q5508538 5280398;5280393 4444081;4444078 4-hydroxy-2-oxoglutaric acid C5H6O6 InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11) WXSKVKPSMAHCSG-UHFFFAOYSA-N OC(CC(=O)C(O)=O)C(O)=O CHEBI:30923 C01127 HMDB0002070;HMDB02070 Q27104173 599 579 4-hydroxybenzoic acid C7H6O3 InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10) FJKROLUGYXJWQN-UHFFFAOYSA-N OC(=O)C1=CC=C(O)C=C1 CHEBI:30763 C00156 HMDB0000500;HMDB00500 Q229970 135 132 4-hydroxybenzoyl-CoA C28H40N7O18P3S InChI=1S/C28H40N7O18P3S/c1-28(2,22(39)25(40)31-8-7-18(37)30-9-10-57-27(41)15-3-5-16(36)6-4-15)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h3-6,13-14,17,20-22,26,36,38-39H,7-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t17-,20-,21-,22+,26-/m1/s1 LTVXPVBFJBTNIJ-TYHXJLICSA-N CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C1=CC=C(O)C=C1 CHEBI:40998;CHEBI:1859;CHEBI:15500 C02949 HMDB60140;HMDB0060140 Q27089482 168718 147584 L-4-hydroxyglutamic semialdehyde C5H9NO4 InChI=1S/C5H9NO4/c6-4(5(9)10)1-3(8)2-7/h2-4,8H,1,6H2,(H,9,10)/t3-,4+/m1/s1 XCXUZPXOFFRGGP-DMTCNVIQSA-N N[C@@H](C[C@@H](O)C=O)C(O)=O CHEBI:27809 C05938 HMDB06556;HMDB0006556 Q27103349 440851 389693 (4-hydroxyphenyl)acetaldehyde C8H8O2 InChI=1S/C8H8O2/c9-6-5-7-1-3-8(10)4-2-7/h1-4,6,10H,5H2 IPRPPFIAVHPVJH-UHFFFAOYSA-N [H]C(=O)CC1=CC=C(O)C=C1 CHEBI:15621 C03765 HMDB03767;HMDB0003767 Q9552908 440113 389113 4-hydroxyphenylacetic acid C8H8O3 InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) XQXPVVBIMDBYFF-UHFFFAOYSA-N OC(=O)CC1=CC=C(O)C=C1 CHEBI:18101;CHEBI:12014 C00642 HMDB00020;HMDB0000020 Q4637160 127 124 4-hydroxy-L-proline C5H9NO3 InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3?,4-/m0/s1 PMMYEEVYMWASQN-BKLSDQPFSA-N OC1CN[C@@H](C1)C(O)=O CHEBI:18240;CHEBI:63727 HMDB06055 Q27102938 69248 62461 trans-4-hydroxy-L-proline C5H9NO3 InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1 PMMYEEVYMWASQN-DMTCNVIQSA-N O[C@H]1CN[C@@H](C1)C(O)=O CHEBI:58375;CHEBI:18095 C01157 HMDB00725;HMDB0000725 Q27089020 5810 5605 3-(4-oxo-4,5-dihydro-1H-imidazol-5-yl)propanoic acid C6H8N2O3 InChI=1S/C6H8N2O3/c9-5(10)2-1-4-6(11)8-3-7-4/h3-4H,1-2H2,(H,9,10)(H,7,8,11) HEXMLHKQVUFYME-UHFFFAOYSA-N OC(=O)CCC1NC=NC1=O CHEBI:27384 C03680 HMDB0001014;HMDB01014 Q30582 128 21232480;125 4-maleylacetoacetic acid C8H8O6 InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)/b2-1- GACSIVHAIFQKTC-UPHRSURJSA-N OC(=O)CC(=O)CC(=O)\C=C/C(O)=O CHEBI:47904 C01036 HMDB62563;HMDB02052;HMDB0002052 LMFA01170114 Q2823225 5280393 4444078 4-methyl-2-oxopentanoic acid C6H10O3 InChI=1S/C6H10O3/c1-4(2)3-5(7)6(8)9/h4H,3H2,1-2H3,(H,8,9) BKAJNAXTPSGJCU-UHFFFAOYSA-N CC(C)CC(=O)C(O)=O CHEBI:48430 C00233 HMDB0000695;HMDB00695 Q622421 70 69 4-oxoglutaramic acid C5H7NO4 InChI=1S/C5H7NO4/c6-5(10)3(7)1-2-4(8)9/h1-2H2,(H2,6,10)(H,8,9) UGKYJAWJZICPEX-UHFFFAOYSA-N NC(=O)C(=O)CCC(O)=O CHEBI:30883 Q27104164 440726 389598 (R)-4'-phosphopantothenic acid C9H18NO8P InChI=1S/C9H18NO8P/c1-9(2,5-18-19(15,16)17)7(13)8(14)10-4-3-6(11)12/h7,13H,3-5H2,1-2H3,(H,10,14)(H,11,12)(H2,15,16,17)/t7-/m0/s1 XHFVGHPGDLDEQO-ZETCQYMHSA-N CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(O)=O CHEBI:15905 C03492 Q27098291 41635 37997 N-[(R)-4-phosphopantothenoyl]-L-cysteine C12H23N2O9PS InChI=1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/t7-,9-/m0/s1 XQYALQVLCNHCFT-CBAPKCEASA-N CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(O)=O CHEBI:15769 C04352 HMDB0001117;HMDB01117 Q27098222 440304 389278 4-trimethylammoniobutanal C7H16NO InChI=1S/C7H16NO/c1-8(2,3)6-4-5-7-9/h7H,4-6H2,1-3H3/q+1 OITBLCDWXSXNCN-UHFFFAOYSA-N [H]C(=O)CCC[N+](C)(C)C CHEBI:1940;CHEBI:18020 C01149 HMDB0001345;HMDB01345 Q27073961 133 130 4-(trimethylammonio)butanoate C7H15NO2 InChI=1S/C7H15NO2/c1-8(2,3)6-4-5-7(9)10/h4-6H2,1-3H3 JHPNVNIEXXLNTR-UHFFFAOYSA-N C[N+](C)(C)CCCC([O-])=O CHEBI:16244 C05543 HMDB06831;HMDB0006831 Q27073962 725 705 5,6-dihydrothymine C5H8N2O2 InChI=1S/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9) NBAKTGXDIBVZOO-UHFFFAOYSA-N CC1CNC(=O)NC1=O CHEBI:27468 C00906 HMDB0000079;HMDB00079 Q3027885 93556 84456 5,6-dihydrouracil C4H6N2O2 InChI=1S/C4H6N2O2/c7-3-1-2-5-4(8)6-3/h1-2H2,(H2,5,6,7,8) OIVLITBTBDPEFK-UHFFFAOYSA-N O=C1CCNC(=O)N1 CHEBI:15901 C00429 HMDB00076;HMDB0000076 Q409340 649 629 17beta-hydroxy-5alpha-androstan-3-one C19H30O2 InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1 NVKAWKQGWWIWPM-ABEVXSGRSA-N [H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C CHEBI:16330;CHEBI:41876 C03917 HMDB0002961;HMDB02961 LMST02020042 Q411054 10635 10189 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylic acid C9H14N3O9P InChI=1S/C9H14N3O9P/c10-7-4(9(15)16)11-2-12(7)8-6(14)5(13)3(21-8)1-20-22(17,18)19/h2-3,5-6,8,13-14H,1,10H2,(H,15,16)(H2,17,18,19)/t3-,5-,6-,8-/m1/s1 XFVULMDJZXYMSG-ZIYNGMLESA-N NC1=C(N=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O)C(O)=O CHEBI:28413 C04751 HMDB06273;HMDB0006273 Q2816671 165388 144983 (R)-5-diphosphomevalonic acid C6H14O10P2 InChI=1S/C6H14O10P2/c1-6(9,4-5(7)8)2-3-15-18(13,14)16-17(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H,13,14)(H2,10,11,12)/t6-/m1/s1 SIGQQUBJQXSAMW-ZCFIWIBFSA-N C[C@@](O)(CCOP(O)(=O)OP(O)(O)=O)CC(O)=O CHEBI:15899 C01143 HMDB0001090;HMDB01090 LMFA01050416 Q27088509 439418 388531 5-formyltetrahydrofolic acid C20H23N7O7 InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12?,13-/m0/s1 VVIAGPKUTFNRDU-ABLWVSNPSA-N [H]C(=O)N1C(CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC2=C1C(=O)NC(N)=N2 2-Oxoarginine C6H11N3O3 InChI=1S/C6H11N3O3/c7-6(8)9-3-1-2-4(10)5(11)12/h1-3H2,(H,11,12)(H4,7,8,9) ARBHXJXXVVHMET-UHFFFAOYSA-N NC(=N)NCCCC(=O)C(O)=O CHEBI:28116 C03771 HMDB04225;HMDB0004225 Q27103511 558 542 5(S)-HETE C20H32O3 InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1 KGIJOOYOSFUGPC-JGKLHWIESA-N CCCCC\C=C/C\C=C/C\C=C/C=C/[C@@H](O)CCCC(O)=O CHEBI:28209 C04805 HMDB0011134;HMDB11134 LMFA03060002 Q2823230 5280733 4444314 (5-hydroxyindol-3-yl)acetaldehyde C10H9NO2 InChI=1S/C10H9NO2/c12-4-3-7-6-11-10-2-1-8(13)5-9(7)10/h1-2,4-6,11,13H,3H2 OBFAPCIUSYHFIE-UHFFFAOYSA-N OC1=CC=C2NC=C(CC=O)C2=C1 CHEBI:50157 C05634 HMDB04073;HMDB0004073 Q27073985 74688 67261 (5-hydroxyindol-3-yl)acetic acid C10H9NO3 InChI=1S/C10H9NO3/c12-7-1-2-9-8(4-7)6(5-11-9)3-10(13)14/h1-2,4-5,11-12H,3H2,(H,13,14) DUUGKQCEGZLZNO-UHFFFAOYSA-N OC(=O)CC1=CNC2=CC=C(O)C=C12 CHEBI:27823 C05635 HMDB0000763;HMDB00763 Q238532 1826 1760 5(S)-HPETE C20H32O4 InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1 JNUUNUQHXIOFDA-JGKLHWIESA-N CCCCC\C=C/C\C=C/C\C=C/C=C/[C@H](CCCC(O)=O)OO CHEBI:15632 C05356 HMDB01193;HMDB0001193 LMFA03060012 Q2823231 5280778 4444340 5-hydroxytryptophan C11H12N2O3 InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16) LDCYZAJDBXYCGN-UHFFFAOYSA-N NC(CC1=CNC2=C1C=C(O)C=C2)C(O)=O CHEBI:28171 C01017 Q27103541 144 141 S-methyl-5-thio-alpha-D-ribose 1-phosphate C6H13O7PS InChI=1S/C6H13O7PS/c1-15-2-3-4(7)5(8)6(12-3)13-14(9,10)11/h3-8H,2H2,1H3,(H2,9,10,11)/t3-,4-,5-,6-/m1/s1 JTFITTQBRJDSTL-KVTDHHQDSA-N CSC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O CHEBI:27859 Q27103377 11988266 10160733 S-methyl-5-thio-D-ribulose 1-phosphate CHEBI:28096 InChI=1S/C6H13O7PS/c1-15-3-5(8)6(9)4(7)2-13-14(10,11)12/h5-6,8-9H,2-3H2,1H3,(H2,10,11,12)/t5-,6+/m1/s1 CNSJRYUMVMWNMC-RITPCOANSA-N CSC[C@@H](O)[C@@H](O)C(=O)COP(O)(O)=O CHEBI:28096 C04582 HMDB0001299;HMDB01299 Q27103501 174549 152225 5'-S-methyl-5'-thioadenosine C11H15N5O3S InChI=1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1 WUUGFSXJNOTRMR-IOSLPCCCSA-N CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N CHEBI:17509 C00170 HMDB01173;HMDB0001173 Q3599216 439176 388321 5-methyltetrahydrofolic acid C20H25N7O6 InChI=1S/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t12-,13-/m0/s1 ZNOVTXRBGFNYRX-STQMWFEESA-N CN1[C@@H](CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC2=C1C(=O)NC(N)=N2 CHEBI:15641 C00440 HMDB01396 Q192553 444412 388371 5-oxoproline C5H7NO3 InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9) ODHCTXKNWHHXJC-UHFFFAOYSA-N OC(=O)C1CCC(=O)N1 CHEBI:16010 C02237 HMDB0060262;HMDB00805;HMDB60262;HMDB0000805 Q27887010 499 485 (R)-5-phosphomevalonic acid C6H13O7P InChI=1S/C6H13O7P/c1-6(9,4-5(7)8)2-3-13-14(10,11)12/h9H,2-4H2,1H3,(H,7,8)(H2,10,11,12)/t6-/m1/s1 OKZYCXHTTZZYSK-ZCFIWIBFSA-N C[C@@](O)(CCOP(O)(O)=O)CC(O)=O CHEBI:17436 C01107 HMDB0001343;HMDB01343 LMFA01050415 Q27464491 439400 388517 pentaglutamyl folate C39H47N11O18 InChI=1S/C39H47N11O18/c40-39-49-31-30(33(58)50-39)43-19(16-42-31)15-41-18-3-1-17(2-4-18)32(57)48-24(38(67)68)8-13-28(54)46-22(36(63)64)6-11-26(52)44-20(34(59)60)5-10-25(51)45-21(35(61)62)7-12-27(53)47-23(37(65)66)9-14-29(55)56/h1-4,16,20-24,41H,5-15H2,(H,44,52)(H,45,51)(H,46,54)(H,47,53)(H,48,57)(H,55,56)(H,59,60)(H,61,62)(H,63,64)(H,65,66)(H,67,68)(H3,40,42,49,50,58)/t20-,21-,22-,23-,24-/m0/s1 IVSPPVMFGMVDLI-LSBAASHUSA-N NC1=NC(=O)C2=NC(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)C(O)=O)C(O)=O)=CN=C2N1 CHEBI:140748 HMDB06487;HMDB0006487 73374 66096 1,5-bis(diphospho)-1D-myo-inositol 2,3,4,6-tetrakisphosphate C6H20O30P8 InChI=1S/C6H20O30P8/c7-37(8,9)29-1-2(30-38(10,11)12)5(33-43(25,26)35-41(19,20)21)4(32-40(16,17)18)6(3(1)31-39(13,14)15)34-44(27,28)36-42(22,23)24/h1-6H,(H,25,26)(H,27,28)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4-,5+,6-/m1/s1 HHQOOERQSFJGEP-SLWYWOEDSA-N OP(O)(=O)O[C@@H]1[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H]1OP(O)(O)=O CHEBI:77983;CHEBI:62923 Q27132283 26327699 6-phospho-D-gluconic acid C6H13O10P InChI=1S/C6H13O10P/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15)/t2-,3-,4+,5-/m1/s1 BIRSGZKFKXLSJQ-SQOUGZDYSA-N O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O CHEBI:48928;CHEBI:40282 C00345 HMDB0001316;HMDB01316 Q245501 91493 82615 6-O-phosphono-D-glucono-1,5-lactone C6H11O9P InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1 IJOJIVNDFQSGAB-SQOUGZDYSA-N O[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC(=O)[C@@H]1O CHEBI:16938 C01236 HMDB0001127;HMDB01127 Q245503 439452 388559 dyspropterin C9H11N5O3 InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h4,12H,2H2,1H3,(H4,10,11,13,14,17) WBJZXBUVECZHCE-UHFFFAOYSA-N CC(=O)C(=O)C1CNC2=C(N1)C(=O)NC(N)=N2 CHEBI:17804 C03684 HMDB01195;HMDB0001195 Q245508 128973 114280 7alpha-hydroxy-3-oxo-4-cholestenoic acid C27H42O4 InChI=1S/C27H42O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h14,16-17,20-24,29H,5-13,15H2,1-4H3,(H,30,31)/t16-,17?,20-,21+,22+,23-,24+,26+,27-/m1/s1 SATGKQGFUDXGAX-MYWFJNCASA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O CHEBI:83036 C17337 HMDB0012458;HMDB12458 3081085 2338765 7-dehydrocholesterol C27H44O InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1 UCTLRSWJYQTBFZ-DDPQNLDTSA-N [H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C CHEBI:17759 cholesta-5,7-dien-3beta-ol C27H44O InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1 UCTLRSWJYQTBFZ-DDPQNLDTSA-N [H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C CHEBI:17759 C01164 HMDB00032;HMDB0000032 LMST01010069 Q139350 439423 388534 Heptaglutamyl folic acid C54H68N14O27 InChI=1S/C54H68N14O27/c55-24(5-12-31(69)70)39(83)52(49(92)93,40(84)25(56)6-13-32(71)72)53(41(85)26(57)7-14-33(73)74,42(86)27(58)8-15-34(75)76)54(43(87)28(59)9-16-35(77)78,50(94)95-48(91)30(61)11-18-37(81)82)68(47(90)29(60)10-17-36(79)80)46(89)21-1-3-22(4-2-21)63-19-23-20-64-44-38(65-23)45(88)67-51(62)66-44/h1-4,20,24-30,63H,5-19,55-61H2,(H,69,70)(H,71,72)(H,73,74)(H,75,76)(H,77,78)(H,79,80)(H,81,82)(H,92,93)(H3,62,64,66,67,88)/t24-,25-,26-,27-,28-,29-,30-,54?/m0/s1 KNLHIYYNBQALAI-IMYKNWLQSA-N C(C(C(C(C(=O)OC([C@@H](N)CCC(=O)O)=O)(N(C(=O)C=1C=CC(=CC1)NCC2=NC=3C(=O)NC(N)=NC3N=C2)C([C@@H](N)CCC(=O)O)=O)C([C@@H](N)CCC(=O)O)=O)(C([C@@H](N)CCC(=O)O)=O)C([C@@H](N)CCC(=O)O)=O)(C([C@@H](N)CCC(=O)O)=O)C([C@@H](N)CCC(=O)O)=O)(=O)O CHEBI:89846 HMDB0006559;HMDB06559 Q27162030 53477856 35016009 3,5-bis(diphospho)-1D-myo-inositol 1,2,4,6-tetrakisphosphate C6H20O30P8 InChI=1S/C6H20O30P8/c7-37(8,9)29-1-2(30-38(10,11)12)5(33-43(25,26)35-41(19,20)21)4(32-40(16,17)18)6(3(1)31-39(13,14)15)34-44(27,28)36-42(22,23)24/h1-6H,(H,25,26)(H,27,28)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4-,5+,6-/m0/s1 HHQOOERQSFJGEP-ZSIQDKGESA-N OP(O)(=O)O[C@@H]1[C@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@H]1OP(O)(O)=O CHEBI:62924 Q27132284 26332922 acetoacetyl-CoA C25H40N7O18P3S InChI=1S/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1 OJFDKHTZOUZBOS-CITAKDKDSA-N CC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15345 C00332 HMDB01484 LMFA07050030 Q2639429 92153 83198 aminoacetone C3H7NO InChI=1S/C3H7NO/c1-3(5)2-4/h2,4H2,1H3 BCDGQXUMWHRQCB-UHFFFAOYSA-N CC(=O)CN CHEBI:17906 C01888 HMDB0002134;HMDB02134 Q4545767 215 210 L-arabinitol C5H12O5 InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m0/s1 HEBKCHPVOIAQTA-IMJSIDKUSA-N OC[C@H](O)C(O)[C@@H](O)CO CHEBI:18403 C00532 HMDB0001851;HMDB01851 Q27103054 439255 388391 2''-O-acetyl-ADP-D-ribose C17H25N5O15P2 InChI=1S/C17H25N5O15P2/c1-6(23)34-13-11(25)8(36-17(13)27)3-33-39(30,31)37-38(28,29)32-2-7-10(24)12(26)16(35-7)22-5-21-9-14(18)19-4-20-15(9)22/h4-5,7-8,10-13,16-17,24-27H,2-3H2,1H3,(H,28,29)(H,30,31)(H2,18,19,20)/t7-,8-,10-,11-,12-,13-,16-,17?/m1/s1 BFNOPXRXIQJDHO-YDKGJHSESA-N CC(=O)O[C@H]1C(O)O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@H]1O acetic acid C2H4O2 InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4) QTBSBXVTEAMEQO-UHFFFAOYSA-N CC(O)=O CHEBI:15366 C00033 HMDB00042;HMDB0000042 LMFA01010002 Q47512 176 171 acetoacetic acid C4H6O3 InChI=1S/C4H6O3/c1-3(5)2-4(6)7/h2H2,1H3,(H,6,7) WDJHALXBUFZDSR-UHFFFAOYSA-N CC(=O)CC(O)=O CHEBI:15344 C00164 HMDB00060;HMDB0000060 LMFA01060003 Q409692 96 94 acetaldehyde C2H4O InChI=1S/C2H4O/c1-2-3/h2H,1H3 IKHGUXGNUITLKF-UHFFFAOYSA-N [H]C(C)=O CHEBI:15343 C00084 HMDB0000990;HMDB00990 Q61457 177 172 N-acetyl-beta-D-glucosaminylamine C8H16N2O5 InChI=1S/C8H16N2O5/c1-3(12)10-5-7(14)6(13)4(2-11)15-8(5)9/h4-8,11,13-14H,2,9H2,1H3,(H,10,12)/t4-,5-,6-,7-,8-/m1/s1 MCGXOCXFFNKASF-FMDGEEDCSA-N CC(=O)N[C@H]1[C@H](N)O[C@H](CO)[C@@H](O)[C@@H]1O CHEBI:15947 C01239 HMDB0001104;HMDB01104 Q27098314 439454 388560 N(4)-(beta-N-acetyl-D-glucosaminyl)-L-asparagine C12H21N3O8 InChI=1S/C12H21N3O8/c1-4(17)14-8-10(20)9(19)6(3-16)23-11(8)15-7(18)2-5(13)12(21)22/h5-6,8-11,16,19-20H,2-3,13H2,1H3,(H,14,17)(H,15,18)(H,21,22)/t5-,6+,8+,9+,10+,11+/m0/s1 YTTRPBWEMMPYSW-HRRFRDKFSA-N CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1NC(=O)C[C@H](N)C(O)=O CHEBI:17261 C04540 HMDB0000489;HMDB00489 Q4807723 123826 110370 acetyl-CoA C23H38N7O17P3S InChI=1S/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1 ZSLZBFCDCINBPY-ZSJPKINUSA-N CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15351 C00024 HMDB0001206;HMDB01206 LMFA07050281 Q715317 444493 392413 N-acetyl-D-galactosamine C8H15NO6 InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8?/m1/s1 OVRNDRQMDRJTHS-KEWYIRBNSA-N CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O CHEBI:28037 C01074;C01132 Q27103467 35717 32855;24225627 N-acetyl-beta-D-glucosamine C8H15NO6 InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8-/m1/s1 OVRNDRQMDRJTHS-FMDGEEDCSA-N CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O CHEBI:28009;CHEBI:7169 C03878 HMDB00803;HMDB0000803 Q284367 24139 22563 N-acetyl-D-glucosamine 1-phosphate C8H16NO9P InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8-/m1/s1 BRGMHAYQAZFZDJ-FMDGEEDCSA-N CC(=O)N[C@H]1[C@H](O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O CHEBI:50565 Q27122116 10040501 8216065 N-acetyl-D-glucosamine 6-phosphate C8H16NO9P InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1 BRGMHAYQAZFZDJ-RTRLPJTCSA-N CC(=O)N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O CHEBI:7127;CHEBI:21521;CHEBI:15784 C00357 HMDB01062;HMDB0001062 Q27098230 440996 21864795;389821 acetylcholine C7H16NO2 InChI=1S/C7H16NO2/c1-7(9)10-6-5-8(2,3)4/h5-6H2,1-4H3/q+1 OIPILFWXSMYKGL-UHFFFAOYSA-N CC(=O)OCC[N+](C)(C)C CHEBI:40559;CHEBI:15355 C01996 HMDB0000895;HMDB00895 Q180623 187 182 cis-aconitic acid C6H6O6 InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1- GTZCVFVGUGFEME-IWQZZHSRSA-N OC(=O)C\C(=C\C(O)=O)C(O)=O CHEBI:32805 C00417 HMDB00072;HMDB0000072 Q27104226 643757 558863 N(2)-acetyl-L-ornithine C7H14N2O3 InChI=1S/C7H14N2O3/c1-5(10)9-6(7(11)12)3-2-4-8/h6H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t6-/m0/s1 JRLGPAXAGHMNOL-LURJTMIESA-N CC(=O)N[C@@H](CCCN)C(O)=O CHEBI:57805;CHEBI:16543 C00437 HMDB0003357;HMDB03357 Q26690116 439232 388369 O-Acetyl-L-carnitine C9H17NO4 InChI=1S/C9H17NO4/c1-7(11)14-8(5-9(12)13)6-10(2,3)4/h8H,5-6H2,1-4H3/t8-/m1/s1 RDHQFKQIGNGIED-MRVPVSSYSA-N CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:57589 C02571 HMDB0000201;HMDB00201 LMFA07070050 Q311992 7045767 5406074 O-acetyl-L-serine C5H9NO4 InChI=1S/C5H9NO4/c1-3(7)10-2-4(6)5(8)9/h4H,2,6H2,1H3,(H,8,9)/t4-/m0/s1 VZXPDPZARILFQX-BYPYZUCNSA-N CC(=O)OC[C@H](N)C(O)=O CHEBI:17981 C00979 HMDB03011;HMDB0003011 Q309897 99478 89874 adenine C5H5N5 InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10) GFFGJBXGBJISGV-UHFFFAOYSA-N NC1=C2N=CNC2=NC=N1 CHEBI:16708 C00147 HMDB0000034;HMDB00034 Q15277 190 185 alpha-D-galactose C6H12O6 InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6+/m1/s1 WQZGKKKJIJFFOK-PHYPRBDBSA-N OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:28260;CHEBI:28061;CHEBI:42741 C00984;C01582 HMDB0000143;HMDB00143 Q181381 439357 388480 adenosine C10H13N5O4 InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 OIRDTQYFTABQOQ-KQYNXXCUSA-N NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1 CHEBI:40558;CHEBI:16335 C00212 HMDB00050;HMDB0000050 Q190012 60961 54923 adenosylcobinamide C58H84CoN16O11 InChI=1S/C48H73N11O8.C10H12N5O3.Co/c1-23(60)22-55-38(67)16-17-45(6)29(18-35(52)64)43-48(9)47(8,21-37(54)66)28(12-15-34(51)63)40(59-48)25(3)42-46(7,20-36(53)65)26(10-13-32(49)61)30(56-42)19-31-44(4,5)27(11-14-33(50)62)39(57-31)24(2)41(45)58-43;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h19,23,26-29,43,60H,10-18,20-22H2,1-9H3,(H14,49,50,51,52,53,54,55,56,57,58,59,61,62,63,64,65,66,67);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-1/t23-,26-,27-,28-,29+,43-,45-,46+,47+,48+;4-,6-,7-,10-;/m11./s1 KQXSPGAEBZWHMC-QMUWONGRSA-M [H][C@@]12[C@H](CC(N)=O)[C@@](C)(CCC(=O)NC[C@@H](C)O)C3=C(C)C4=[N+]5C(=CC6=[N+]7C(=C(C)C8=[N+]([C@]1(C)[C@@](C)(CC(N)=O)[C@@H]8CCC(N)=O)[Co--]57(C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC5=C1N=CN=C5N)N23)[C@@](C)(CC(N)=O)[C@@H]6CCC(N)=O)C(C)(C)[C@@H]4CCC(N)=O CHEBI:2480 C06508 HMDB0006903;HMDB06903 Q27105676 29368593 Adenosylcobalamin C72H100CoN18O17P InChI=1S/C62H90N13O14P.C10H12N5O3.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);2-4,6-7,10,16-17H,1H2,(H2,11,12,13);/q;;+2/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;4-,6-,7-,10-;/m11./s1 ZIHHMGTYZOSFRC-OUCXYWSSSA-L [C@H]1(C[Co-3]2345[N+]6=C7C(C)=C8N2[C@]([H])([C@H](CC(=O)N)[C@]8(CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@@H]2[C@@H](CO)O[C@H](N8C=[N+]3C3=CC(C)=C(C)C=C83)[C@@H]2O)C)[C@@]2(C)[C@@](CC(=O)N)([C@H](CCC(=O)N)C(C(C)=C3[N+]4=C(C=C6C([C@@H]7CCC(=O)N)(C)C)[C@@H](CCC(=O)N)[C@@]3(CC(=O)N)C)=[N+]52)C)O[C@@H](N2C3=C(N=C2)C(=NC=N3)N)[C@H](O)[C@@H]1O CHEBI:18408 HMDB02086;HMDB0002086 Q28529677 ADP C10H15N5O10P2 InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 XTWYTFMLZFPYCI-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O CHEBI:16761 C00008 HMDB01341;HMDB0001341 Q185253 6022 5800 ADP alpha-D-glucoside C16H25N5O15P2 InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1 WFPZSXYXPSUOPY-ROYWQJLOSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H]1O CHEBI:15751 C00498 HMDB06557;HMDB0006557;HMDB65570 Q27098215 16500 15642 ADP-alpha-D-mannose C16H25N5O15P2 InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11-,12+,15-,16-/m1/s1 WFPZSXYXPSUOPY-RYRBFGMPSA-N NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O)C2=NC=N1 CHEBI:28845 C06192 HMDB06369;HMDB0006369 Q27103926 440940 389769 ADP-D-ribose C15H23N5O14P2 InChI=1S/C15H23N5O14P2/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-35(26,27)34-36(28,29)31-2-6-9(22)11(24)15(25)33-6/h3-6,8-11,14-15,21-25H,1-2H2,(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9-,10-,11-,14-,15?/m1/s1 SRNWOUGRCWSEMX-TYASJMOZSA-N NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4OC(O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H]3O)C2=NC=N1 CHEBI:16960 C00301 HMDB01178 Q61416 33576 adenylyl selenate C10H14N5O10PSe InChI=1S/C10H14N5O10PSe/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-26(18,19)25-27(20,21)22/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H,20,21,22)/t4-,6-,7-,10-/m1/s1 XCADVMZZFPIERR-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)O[Se](O)(=O)=O)[C@@H](O)[C@H]1O CHEBI:2485 C05686 HMDB0004112;HMDB04112 Q27105680 440758 389628 S-adenosyl-L-homocysteine C14H20N6O5S InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1 ZJUKTBDSGOFHSH-WFMPWKQPSA-N N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O CHEBI:45495;CHEBI:16680;CHEBI:57856 C00021 HMDB00939;HMDB0000939 Q307434 439155 388301 7,8-dihydroneopterin 3'-triphosphate C9H16N5O13P3 InChI=1S/C9H16N5O13P3/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(15)2-25-29(21,22)27-30(23,24)26-28(18,19)20/h4,6,15-16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H4,10,11,13,14,17)/t4-,6+/m1/s1 DGGUVLXVLHAAGT-XINAWCOVSA-N NC1=NC2=C(N=C(CN2)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C(=O)N1 CHEBI:18372 C04895 HMDB0000980;HMDB00980 Q4642857 121885 108735 AICA ribonucleotide C9H15N4O8P InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6-,9-/m1/s1 NOTGFIUVDGNKRI-UUOKFMHZSA-N [H][C@]1(COP(O)(O)=O)O[C@]([H])([C@H](O)[C@@H]1O)N1C=NC(C(N)=O)=C1N CHEBI:18406 C04677 HMDB01517;HMDB0001517 Q2817102 65110 58620 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole C8H14N3O7P InChI=1S/C8H14N3O7P/c9-5-1-10-3-11(5)8-7(13)6(12)4(18-8)2-17-19(14,15)16/h1,3-4,6-8,12-13H,2,9H2,(H2,14,15,16)/t4-,6-,7-,8-/m1/s1 PDACUKOKVHBVHJ-XVFCMESISA-N NC1=CN=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O CHEBI:138560;CHEBI:28843 C03373 HMDB0001235;HMDB01235 Q2817103 161500 141854 2-oxoglutaric acid C5H6O5 InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10) KPGXRSRHYNQIFN-UHFFFAOYSA-N OC(=O)CCC(=O)C(O)=O CHEBI:30915 C00026 HMDB00208;HMDB0000208 Q306140 51 50 2-oxoglutaramic acid C5H7NO4 InChI=1S/C5H7NO4/c6-4(8)2-1-3(7)5(9)10/h1-2H2,(H2,6,8)(H,9,10) COJBGNAUUSNXHX-UHFFFAOYSA-N NC(=O)CCC(=O)C(O)=O CHEBI:30882 C00940 HMDB0001552;HMDB01552 Q27104163 48 47 D-alanine C3H7NO2 InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m1/s1 QNAYBMKLOCPYGJ-UWTATZPHSA-N C[C@@H](N)C(O)=O CHEBI:15570 C00133 HMDB0001310;HMDB01310 Q27076975 71080 64234 L-alanine C3H7NO2 InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1 QNAYBMKLOCPYGJ-REOHCLBHSA-N C[C@H](N)C(O)=O CHEBI:16977 C00041 HMDB00161;HMDB0000161 Q218642 5950 5735 Ala-Ala-Ala C9H17N3O4 InChI=1S/C9H17N3O4/c1-4(10)7(13)11-5(2)8(14)12-6(3)9(15)16/h4-6H,10H2,1-3H3,(H,11,13)(H,12,14)(H,15,16)/t4-,5-,6-/m0/s1 BYXHQQCXAJARLQ-ZLUOBGJFSA-N C[C@H](N)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(O)=O CHEBI:73313 Q27140430 5478845 4585992 beta-alanine C3H7NO2 InChI=1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) UCMIRNVEIXFBKS-UHFFFAOYSA-N NCCC(O)=O CHEBI:41050;CHEBI:16958;CHEBI:57966 C00099 HMDB0000056;HMDB00056 Q310919 239 234 Ala-Lys C9H19N3O3 InChI=1S/C9H19N3O3/c1-6(11)8(13)12-7(9(14)15)4-2-3-5-10/h6-7H,2-5,10-11H2,1H3,(H,12,13)(H,14,15)/t6-,7-/m0/s1 QXRNAOYBCYVZCD-BQBZGAKWSA-N C[C@H](N)C(=O)N[C@@H](CCCCN)C(O)=O Ala-Val C8H16N2O3 InChI=1S/C8H16N2O3/c1-4(2)6(8(12)13)10-7(11)5(3)9/h4-6H,9H2,1-3H3,(H,10,11)(H,12,13)/t5-,6-/m0/s1 LIWMQSWFLXEGMA-WDSKDSINSA-N CC(C)[C@H](NC(=O)[C@H](C)N)C(O)=O CHEBI:73809 HMDB0028700;HMDB28700 Q27144125 96799 87399 2-aminomuconic 6-semialdehyde C6H7NO3 InChI=1S/C6H7NO3/c7-5(6(9)10)3-1-2-4-8/h1-4H,7H2,(H,9,10)/b2-1-,5-3+ QCGTZPZKJPTAEP-REDYYMJGSA-N [H]C(=O)\C=C/C=C(/N)C(O)=O CHEBI:15745 C03824 HMDB01280;HMDB0001280 5280625 4444230 4alpha-methyl-5alpha-cholest-8(14)-en-3beta-ol C28H48O InChI=1S/C28H48O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h18-20,22-23,25-26,29H,7-17H2,1-6H3/t19-,20+,22-,23+,25+,26+,27-,28+/m1/s1 UIPYFONRKZTOIY-GQZGFCDBSA-N [H][C@@]1(CCC2=C3CC[C@@]4([H])[C@H](C)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C CHEBI:71581 Q27139729 23621393 19962396 S-adenosyl-L-methioninate C15H22N6O5S InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/t7-,8+,10+,11+,14+,27?/m0/s1 MEFKEPWMEQBLKI-AIRLBKTGSA-N C[S+](CC[C@H](N)C([O-])=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N CHEBI:67040 C00019 HMDB01185 Q27135598 34755 31982 S-adenosylmethioninamine C14H23N6O3S InChI=1S/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/t8-,10-,11-,14-,24?/m1/s1 ZUNBITIXDCPNSD-LSRJEVITSA-N C[S+](CCCN)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N CHEBI:15625 C01137 HMDB00988;HMDB0000988 Q3943310 439415 388529 adenosine 5'-monophosphate C10H14N5O7P InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 UDMBCSSLTHHNCD-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O CHEBI:16027 C00020 HMDB0000045;HMDB00045 Q318369 6083 5858 2-aminomuconic acid C6H7NO4 InChI=1S/C6H7NO4/c7-4(6(10)11)2-1-3-5(8)9/h1-3H,7H2,(H,8,9)(H,10,11)/b3-1+,4-2- ZRHONLCTYUYMIQ-TZFCGSKZSA-N N\C(=C/C=C/C(O)=O)C(O)=O CHEBI:11524;CHEBI:16886 Q2823202 5459864 4573610 androsterone C19H30O2 InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1 QGXBDMJGAMFCBF-HLUDHZFRSA-N [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C CHEBI:16032 C00523 HMDB00031;HMDB0000031 LMST02020001 Q422469 5879 5668 androsterone 3-glucosiduronic acid C25H38O8 InChI=1S/C25H38O8/c1-24-9-7-13(32-23-20(29)18(27)19(28)21(33-23)22(30)31)11-12(24)3-4-14-15-5-6-17(26)25(15,2)10-8-16(14)24/h12-16,18-21,23,27-29H,3-11H2,1-2H3,(H,30,31)/t12-,13+,14-,15-,16-,18-,19-,20+,21-,23+,24-,25-/m0/s1 VFUIRAVTUVCQTF-BSOWLZGZSA-N [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](CC[C@]12C)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O CHEBI:22556;CHEBI:28832 C11135 HMDB02829;HMDB0002829 LMST05010013 Q27103919 114833 102793 anthranilic acid C7H7NO2 InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10) RWZYAGGXGHYGMB-UHFFFAOYSA-N NC1=C(C=CC=C1)C(O)=O CHEBI:30754 C00108 HMDB0001123;HMDB01123 Q385140 227 222 P(1),P(4)-bis(5'-adenosyl) tetraphosphate C20H28N10O19P4 InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1 YOAHKNVSNCMZGQ-XPWFQUROSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O CHEBI:17422 C01260 HMDB0001211;HMDB01211 Q27102391 21706 20402 alpha-aminopropionitrile C3H6N2 InChI=1S/C3H6N2/c1-3(5)2-4/h3H,5H2,1H3 UAMZETBJZRERCQ-UHFFFAOYSA-N CC(N)C#N CHEBI:27959 Q27103423 411840 364609 N-acetylputrescine C6H14N2O InChI=1S/C6H14N2O/c1-6(9)8-5-3-2-4-7/h2-5,7H2,1H3,(H,8,9) KLZGKIDSEJWEDW-UHFFFAOYSA-N CC(=O)NCCCCN CHEBI:17768;CHEBI:7222 C02714 HMDB02064;HMDB60268;HMDB0002064;HMDB0060268 Q27102595 122356 109095 5'-adenylyl sulfate C10H14N5O10PS InChI=1S/C10H14N5O10PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-26(18,19)25-27(20,21)22/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H,20,21,22)/t4-,6-,7-,10-/m1/s1 IRLPACMLTUPBCL-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O CHEBI:17709 C00224 HMDB0001003;HMDB01003 Q356138 10238 9821 aldehydo-L-arabinose C5H10O5 InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m0/s1 PYMYPHUHKUWMLA-VAYJURFESA-N [H]C(=O)[C@H](O)[C@@H](O)[C@@H](O)CO CHEBI:6182 D-arginine C6H14N4O2 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1 ODKSFYDXXFIFQN-SCSAIBSYSA-N N[C@H](CCCNC(N)=N)C(O)=O CHEBI:41855;CHEBI:15816 C00792 HMDB0003416;HMDB03416 Q27076987 71070 64224 L-arginine C6H14N4O2 InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1 ODKSFYDXXFIFQN-BYPYZUCNSA-N N[C@@H](CCCNC(N)=N)C(O)=O CHEBI:32682;CHEBI:16467 C00062 HMDB00517;HMDB0000517 Q173670 6322 6082 L-ascorbic acid C6H8O6 InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1 CIWBSHSKHKDKBQ-JLAZNSOCSA-N [H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO CHEBI:29073 C00072;C01041 HMDB0000044;HMDB00044 Q199678 54670067 10189562 ascr#1 C13H24O6 InChI=1S/C13H24O6/c1-8(5-3-4-6-12(16)17)18-13-11(15)7-10(14)9(2)19-13/h8-11,13-15H,3-7H2,1-2H3,(H,16,17)/t8-,9+,10-,11-,13-/m1/s1 KBTQMAFDKPKMEJ-UYNYGYNWSA-N C[C@H](CCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78786 Q27147958 11471380 9646210 ascr#10 C15H28O6 InChI=1S/C15H28O6/c1-10(7-5-3-4-6-8-14(18)19)20-15-13(17)9-12(16)11(2)21-15/h10-13,15-17H,3-9H2,1-2H3,(H,18,19)/t10-,11+,12-,13-,15-/m1/s1 MILZHQPVNOSJIP-WPLOAARJSA-N C[C@H](CCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78838 Q27147989 86289662 31150603 ascr#10-CoA C36H62N7O21P3S InChI=1S/C36H62N7O21P3S/c1-20(60-35-23(45)15-22(44)21(2)61-35)9-7-5-6-8-10-26(47)68-14-13-38-25(46)11-12-39-33(50)30(49)36(3,4)17-59-67(56,57)64-66(54,55)58-16-24-29(63-65(51,52)53)28(48)34(62-24)43-19-42-27-31(37)40-18-41-32(27)43/h18-24,28-30,34-35,44-45,48-49H,5-17H2,1-4H3,(H,38,46)(H,39,50)(H,54,55)(H,56,57)(H2,37,40,41)(H2,51,52,53)/t20-,21+,22-,23-,24-,28-,29-,30+,34-,35-/m1/s1 RZJQHWLIHIAVBC-OUSLZRTPSA-N C[C@H](CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139616 ascr#11 C10H18O6 InChI=1S/C10H18O6/c1-5(3-9(13)14)15-10-8(12)4-7(11)6(2)16-10/h5-8,10-12H,3-4H2,1-2H3,(H,13,14)/t5-,6+,7-,8-,10-/m1/s1 VQZVOFZWXBQLCG-MGPZHUSASA-N C[C@H](CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78743 Q27147937 86289642 31150592 ascr#11-CoA C31H52N7O21P3S InChI=1S/C31H52N7O21P3S/c1-15(55-30-18(40)10-17(39)16(2)56-30)9-21(42)63-8-7-33-20(41)5-6-34-28(45)25(44)31(3,4)12-54-62(51,52)59-61(49,50)53-11-19-24(58-60(46,47)48)23(43)29(57-19)38-14-37-22-26(32)35-13-36-27(22)38/h13-19,23-25,29-30,39-40,43-44H,5-12H2,1-4H3,(H,33,41)(H,34,45)(H,49,50)(H,51,52)(H2,32,35,36)(H2,46,47,48)/t15-,16+,17-,18-,19-,23-,24-,25+,29-,30-/m1/s1 LCKLCDFFQNBIME-KORRKESGSA-N C[C@H](CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139619 ascr#12 C12H22O6 InChI=1S/C12H22O6/c1-7(4-3-5-11(15)16)17-12-10(14)6-9(13)8(2)18-12/h7-10,12-14H,3-6H2,1-2H3,(H,15,16)/t7-,8+,9-,10-,12-/m1/s1 LGGOKKRYYYYXPA-VEOFNUSFSA-N C[C@H](CCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78841 Q27147991 86289663 31150604 ascr#12-CoA C33H56N7O21P3S InChI=1S/C33H56N7O21P3S/c1-17(57-32-20(42)12-19(41)18(2)58-32)6-5-7-23(44)65-11-10-35-22(43)8-9-36-30(47)27(46)33(3,4)14-56-64(53,54)61-63(51,52)55-13-21-26(60-62(48,49)50)25(45)31(59-21)40-16-39-24-28(34)37-15-38-29(24)40/h15-21,25-27,31-32,41-42,45-46H,5-14H2,1-4H3,(H,35,43)(H,36,47) FOLUBALGOGRIEZ-VEFQNNLJSA-N C[C@H](CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139622 ascr#13 C14H24O6 InChI=1S/C14H24O6/c1-9(6-4-3-5-7-13(17)18)19-14-12(16)8-11(15)10(2)20-14/h5,7,9-12,14-16H,3-4,6,8H2,1-2H3,(H,17,18)/b7-5+/t9-,10+,11-,12-,14-/m1/s1 OZXQOEFFYWNZJI-UYWLPYIRSA-N C[C@H](CCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78851 Q27147996 86289665 31150606 ascr#13-CoA C35H58N7O21P3S InChI=1S/C35H58N7O21P3S/c1-19(59-34-22(44)14-21(43)20(2)60-34)8-6-5-7-9-25(46)67-13-12-37-24(45)10-11-38-32(49)29(48)35(3,4)16-58-66(55,56)63-65(53,54)57-15-23-28(62-64(50,51)52)27(47)33(61-23)42-18-41-26-30(36)39-17-40-31(26)42/h7,9,17-23,27-29,33-34,43-44,47-48H,5-6,8,10-16H2,1-4H3,(H,37,45)(H,38,49)(H,53,54)(H,55,56)(H2,36,39,40)(H2,50,51,52)/b9-7+/t19-,20+,21-,22-,23-,27-,28-,29+,33-,34-/m1/s1 BZOSSFCCBGARFP-UPNUWOGRSA-N C[C@H](CCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139625 ascr#14 C14H26O6 InChI=1S/C14H26O6/c1-9(6-4-3-5-7-13(17)18)19-14-12(16)8-11(15)10(2)20-14/h9-12,14-16H,3-8H2,1-2H3,(H,17,18)/t9-,10+,11-,12-,14-/m1/s1 HRHMWTOQBKRTTG-CYRBOEJBSA-N C[C@H](CCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78905 Q27148019 86289672 31150616 ascr#14-CoA C35H60N7O21P3S InChI=1S/C35H60N7O21P3S/c1-19(59-34-22(44)14-21(43)20(2)60-34)8-6-5-7-9-25(46)67-13-12-37-24(45)10-11-38-32(49)29(48)35(3,4)16-58-66(55,56)63-65(53,54)57-15-23-28(62-64(50,51)52)27(47)33(61-23)42-18-41-26-30(36)39-17-40-31(26)42/h17-23,27-29,33-34,43-44,47-48H,5-16H2,1-4H3,(H,37,45)(H,38,49)(H,53,54)(H,55,56)(H2,36,39,40)(H2,50,51,52)/t19-,20+,21-,22-,23-,27-,28-,29+,33-,34-/m1/s1 RZUKLRGQPVCBLQ-NNDSVNHDSA-N C[C@H](CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139628 ascr#15 C16H28O6 InChI=1S/C16H28O6/c1-11(8-6-4-3-5-7-9-15(19)20)21-16-14(18)10-13(17)12(2)22-16/h7,9,11-14,16-18H,3-6,8,10H2,1-2H3,(H,19,20)/b9-7+/t11-,12+,13-,14-,16-/m1/s1 MZJGOAYSXTVLMG-NSKGPKHTSA-N C[C@H](CCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78852 Q27147997 86289666 31150607 ascr#15-CoA C37H62N7O21P3S InChI=1S/C37H62N7O21P3S/c1-21(61-36-24(46)16-23(45)22(2)62-36)10-8-6-5-7-9-11-27(48)69-15-14-39-26(47)12-13-40-34(51)31(50)37(3,4)18-60-68(57,58)65-67(55,56)59-17-25-30(64-66(52,53)54)29(49)35(63-25)44-20-43-28-32(38)41-19-42-33(28)44/h9,11,19-25,29-31,35-36,45-46,49-50H,5-8,10,12-18H2,1-4H3,(H,39,47)(H,40,51)(H,55,56)(H,57,58)(H2,38,41,42)(H2,52,53,54)/b11-9+/t21-,22+,23-,24-,25-,29-,30-,31+,35-,36-/m1/s DRNHUKCQXFSRSS-JNLIZQSQSA-N C[C@H](CCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139631 ascr#16 C16H30O6 InChI=1S/C16H30O6/c1-11(8-6-4-3-5-7-9-15(19)20)21-16-14(18)10-13(17)12(2)22-16/h11-14,16-18H,3-10H2,1-2H3,(H,19,20)/t11-,12+,13-,14-,16-/m1/s1 UMKVAMCFIAMCAV-JTTNIQEDSA-N C[C@H](CCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78950 Q27148031 86289687 31150624 ascr#16-CoA C37H64N7O21P3S InChI=1S/C37H64N7O21P3S/c1-21(61-36-24(46)16-23(45)22(2)62-36)10-8-6-5-7-9-11-27(48)69-15-14-39-26(47)12-13-40-34(51)31(50)37(3,4)18-60-68(57,58)65-67(55,56)59-17-25-30(64-66(52,53)54)29(49)35(63-25)44-20-43-28-32(38)41-19-42-33(28)44/h19-25,29-31,35-36,45-46,49-50H,5-18H2,1-4H3,(H,39,47)(H,40,51)(H,55,56)(H,57,58)(H2,38,41,42)(H2,52,53,54)/t21-,22+,23-,24-,25-,29-,30-,31+,35-,36-/m1/s1 XTCPWIMNUWLNDA-JCHDDRLYSA-N C[C@H](CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139634 ascr#17 C17H30O6 InChI=1S/C17H30O6/c1-12(9-7-5-3-4-6-8-10-16(20)21)22-17-15(19)11-14(18)13(2)23-17/h8,10,12-15,17-19H,3-7,9,11H2,1-2H3,(H,20,21)/b10-8+/t12-,13+,14-,15-,17-/m1/s1 NEVPBIQTDNVVMK-KUTOLYOMSA-N CC(CCCCCC\C=C\C(O)=O)OC1OC(C)C(O)CC1O CHEBI:78952 Q27148034 31150625 ascr#17-CoA C38H64N7O21P3S InChI=1S/C38H64N7O21P3S/c1-22(62-37-25(47)17-24(46)23(2)63-37)11-9-7-5-6-8-10-12-28(49)70-16-15-40-27(48)13-14-41-35(52)32(51)38(3,4)19-61-69(58,59)66-68(56,57)60-18-26-31(65-67(53,54)55)30(50)36(64-26)45-21-44-29-33(39)42-20-43-34(29)45/h10,12,20-26,30-32,36-37,46-47,50-51H,5-9,11,13-19H2,1-4H3,(H,40,48)(H,41,52)(H,56,57)(H,58,59)(H2,39,42,43)(H2,53,54,55)/b12-10+/t22-,23+,24-,25-,26-,30-,31-,32+,36-,37-/m1/s1 NTTGTUXVGXRUEX-HUIHDKTASA-N C[C@H](CCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139637 ascr#18 C17H32O6 InChI=1S/C17H32O6/c1-12(9-7-5-3-4-6-8-10-16(20)21)22-17-15(19)11-14(18)13(2)23-17/h12-15,17-19H,3-11H2,1-2H3,(H,20,21)/t12-,13+,14-,15-,17-/m1/s1 AHRWSOYISAIFOZ-JRBZFYFNSA-N CC(CCCCCCCCC(O)=O)OC1OC(C)C(O)CC1O CHEBI:78955 Q27148038 71514784 31150627 ascr#18-CoA C38H66N7O21P3S InChI=1S/C38H66N7O21P3S/c1-22(62-37-25(47)17-24(46)23(2)63-37)11-9-7-5-6-8-10-12-28(49)70-16-15-40-27(48)13-14-41-35(52)32(51)38(3,4)19-61-69(58,59)66-68(56,57)60-18-26-31(65-67(53,54)55)30(50)36(64-26)45-21-44-29-33(39)42-20-43-34(29)45/h20-26,30-32,36-37,46-47,50-51H,5-19H2,1-4H3,(H,40,48)(H,41,52)(H,56,57)(H,58,59)(H2,39,42,43)(H2,53,54,55)/t22-,23+,24-,25-,26-,30-,31-,32+,36-,37-/m1/s1 LYOSJULANSOBFP-NQIYERBDSA-N C[C@H](CCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139640 ascr#19 C18H32O6 InChI=1S/C18H32O6/c1-13(23-18-16(20)12-15(19)14(2)24-18)10-8-6-4-3-5-7-9-11-17(21)22/h9,11,13-16,18-20H,3-8,10,12H2,1-2H3,(H,21,22)/b11-9+/t13-,14+,15-,16-,18-/m1/s1 KSEGTUNZXFPMMN-RSADRIIDSA-N C[C@H](CCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78957 Q27148040 86289690 31150628 ascr#19-CoA C39H66N7O21P3S InChI=1S/C39H66N7O21P3S/c1-23(63-38-26(48)18-25(47)24(2)64-38)12-10-8-6-5-7-9-11-13-29(50)71-17-16-41-28(49)14-15-42-36(53)33(52)39(3,4)20-62-70(59,60)67-69(57,58)61-19-27-32(66-68(54,55)56)31(51)37(65-27)46-22-45-30-34(40)43-21-44-35(30)46/h11,13,21-27,31-33,37-38,47-48,51-52H,5-10,12,14-20H2,1-4H3,(H,41,49)(H,42,53)(H,57,58)(H,59,60)(H2,40,43,44)(H2,54,55,56)/b13-11+/t23-,24+,25-,26-,27-,31-,32-,33+,37-,38-/m1/s1 SDXGXVRQIWEAFM-KDRAIMEQSA-N C[C@H](CCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139643 ascr#1-CoA C34H58N7O21P3S InChI=1S/C34H58N7O21P3S/c1-18(58-33-21(43)13-20(42)19(2)59-33)7-5-6-8-24(45)66-12-11-36-23(44)9-10-37-31(48)28(47)34(3,4)15-57-65(54,55)62-64(52,53)56-14-22-27(61-63(49,50)51)26(46)32(60-22)41-17-40-25-29(35)38-16-39-30(25)41/h16-22,26-28,32-33,42-43,46-47H,5-15H2,1-4H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/t18-,19+,20-,21-,22-,26-,27-,28+,32-,33-/m1/s1 JHLVPKOFYBDMGA-UCLBOIGHSA-N C[C@H](CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139645 ascr#2 C12H22O5 InChI=1S/C12H22O5/c1-7(13)4-5-8(2)16-12-11(15)6-10(14)9(3)17-12/h8-12,14-15H,4-6H2,1-3H3/t8-,9+,10-,11-,12-/m1/s1 KDIFLHQRDPSWHT-IYKVGLELSA-N C[C@H](CCC(C)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78812 Q27147971 16066475 17226058 ascr#20 C18H34O6 InChI=1S/C18H34O6/c1-13(23-18-16(20)12-15(19)14(2)24-18)10-8-6-4-3-5-7-9-11-17(21)22/h13-16,18-20H,3-12H2,1-2H3,(H,21,22)/t13-,14+,15-,16-,18-/m1/s1 SNWMNYQPRXIDAR-ORDFZIBCSA-N C[C@H](CCCCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78958 Q27148041 86289691 31150629 ascr#20-CoA C39H68N7O21P3S InChI=1S/C39H68N7O21P3S/c1-23(63-38-26(48)18-25(47)24(2)64-38)12-10-8-6-5-7-9-11-13-29(50)71-17-16-41-28(49)14-15-42-36(53)33(52)39(3,4)20-62-70(59,60)67-69(57,58)61-19-27-32(66-68(54,55)56)31(51)37(65-27)46-22-45-30-34(40)43-21-44-35(30)46/h21-27,31-33,37-38,47-48,51-52H,5-20H2,1-4H3,(H,41,49)(H,42,53)(H,57,58)(H,59,60)(H2,40,43,44)(H2,54,55,56)/t23-,24+,25-,26-,27-,31-,32-,33+,37-,38-/m1/s1 LTJQAXAZDNZYTJ-XMGAAXOPSA-N C[C@H](CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139648 ascr#21 C19H34O6 InChI=1S/C19H34O6/c1-14(24-19-17(21)13-16(20)15(2)25-19)11-9-7-5-3-4-6-8-10-12-18(22)23/h10,12,14-17,19-21H,3-9,11,13H2,1-2H3,(H,22,23)/b12-10+/t14-,15+,16-,17-,19-/m1/s1 XUGAOOQYBZSMCP-ZXSNAGKJSA-N C[C@H](CCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78959 Q27148042 86289692 31150630 ascr#21-CoA C40H68N7O21P3S InChI=1S/C40H68N7O21P3S/c1-24(64-39-27(49)19-26(48)25(2)65-39)13-11-9-7-5-6-8-10-12-14-30(51)72-18-17-42-29(50)15-16-43-37(54)34(53)40(3,4)21-63-71(60,61)68-70(58,59)62-20-28-33(67-69(55,56)57)32(52)38(66-28)47-23-46-31-35(41)44-22-45-36(31)47/h12,14,22-28,32-34,38-39,48-49,52-53H,5-11,13,15-21H2,1-4H3,(H,42,50)(H,43,54)(H,58,59)(H,60,61) IJFOVOXYTMJNNT-OMZVDAQLSA C[C@H](CCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139651 ascr#22 C19H36O6 InChI=1S/C19H36O6/c1-14(24-19-17(21)13-16(20)15(2)25-19)11-9-7-5-3-4-6-8-10-12-18(22)23/h14-17,19-21H,3-13H2,1-2H3,(H,22,23)/t14-,15+,16-,17-,19-/m1/s1 LCCMRNZRAPDWCS-FSNPWBFUSA-N C[C@H](CCCCCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78960 Q27148043 86289693 31150631 ascr#22-CoA C40H70N7O21P3S InChI=1S/C40H70N7O21P3S/c1-24(64-39-27(49)19-26(48)25(2)65-39)13-11-9-7-5-6-8-10-12-14-30(51)72-18-17-42-29(50)15-16-43-37(54)34(53)40(3,4)21-63-71(60,61)68-70(58,59)62-20-28-33(67-69(55,56)57)32(52)38(66-28)47-23-46-31-35(41)44-22-45-36(31)47/h22-28,32-34,38-39,48-49,52-53H,5-21H2,1-4H3,(H,42,50)(H,43,54)(H,58,59)(H,60,61)(H2,41,44,45)(H2,55,56,57)/t24-,25+,26-,27-,28-,32-,33-,34+,38-,39-/m1/s1 NGYZNCDTCQYDGF-GVCRIRRXSA-N C[C@H](CCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139654 ascr#23 C20H36O6 InChI=1S/C20H36O6/c1-15(25-20-18(22)14-17(21)16(2)26-20)12-10-8-6-4-3-5-7-9-11-13-19(23)24/h11,13,15-18,20-22H,3-10,12,14H2,1-2H3,(H,23,24)/b13-11+/t15-,16+,17-,18-,20-/m1/s1 VZEGHYGOTDETNP-VKEQHCKMSA-N C[C@H](CCCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78961 Q27148045 86289694 31150632 ascr#23-CoA C41H70N7O21P3S InChI=1S/C41H70N7O21P3S/c1-25(65-40-28(50)20-27(49)26(2)66-40)14-12-10-8-6-5-7-9-11-13-15-31(52)73-19-18-43-30(51)16-17-44-38(55)35(54)41(3,4)22-64-72(61,62)69-71(59,60)63-21-29-34(68-70(56,57)58)33(53)39(67-29)48-24-47-32-36(42)45-23-46-37(32)48/h13,15,23-29,33-35,39-40,49-50,53-54H,5-12,14,16-22H2,1-4H3,(H,43,51)(H,44,55)(H,59,60)(H,61,62)(H2,42,45,46)(H2,56,57,58)/b15-13+/t25-,26+,27-,28-,29-,33-,34-,35+,39-,40-/m1/s1 UFXVOSFJYVNYID-SHZXPBJVSA-N C[C@H](CCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139657 ascr#24 C20H38O6 InChI=1S/C20H38O6/c1-15(25-20-18(22)14-17(21)16(2)26-20)12-10-8-6-4-3-5-7-9-11-13-19(23)24/h15-18,20-22H,3-14H2,1-2H3,(H,23,24)/t15-,16+,17-,18-,20-/m1/s1 NRXYKCLIMLPUIO-KWXDATOUSA-N C[C@H](CCCCCCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78962 Q27148046 86289695 31150633 ascr#24-CoA C41H72N7O21P3S InChI=1S/C41H72N7O21P3S/c1-25(65-40-28(50)20-27(49)26(2)66-40)14-12-10-8-6-5-7-9-11-13-15-31(52)73-19-18-43-30(51)16-17-44-38(55)35(54)41(3,4)22-64-72(61,62)69-71(59,60)63-21-29-34(68-70(56,57)58)33(53)39(67-29)48-24-47-32-36(42)45-23-46-37(32)48/h23-29,33-35,39-40,49-50,53-54H,5-22H2,1-4H3,(H,43,51)(H,44,55)(H,59,60)(H,61,62)(H2,42,45,46)(H2,56,57,58)/t25-,26+,27-,28-,29-,33-,34-,35+,39-,40-/m1/s1 RHEUNSXBOXZGRN-MOFCAGNDSA-N C[C@H](CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139660 ascr#25 C21H38O6 InChI=1S/C21H38O6/c1-16(26-21-19(23)15-18(22)17(2)27-21)13-11-9-7-5-3-4-6-8-10-12-14-20(24)25/h12,14,16-19,21-23H,3-11,13,15H2,1-2H3,(H,24,25)/b14-12+/t16-,17+,18-,19-,21-/m1/s1 MTVUVHUAEUQKIN-YWWXTUTHSA-N C[C@H](CCCCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78963 Q27148048 86289696 31150634 ascr#25-CoA C42H72N7O21P3S InChI=1S/C42H72N7O21P3S/c1-26(66-41-29(51)21-28(50)27(2)67-41)15-13-11-9-7-5-6-8-10-12-14-16-32(53)74-20-19-44-31(52)17-18-45-39(56)36(55)42(3,4)23-65-73(62,63)70-72(60,61)64-22-30-35(69-71(57,58)59)34(54)40(68-30)49-25-48-33-37(43)46-24-47-38(33)49/h14,16,24-30,34-36,40-41,50-51,54-55H,5-13,15,17-23H2,1-4H3,(H,44,52)(H,45,56)(H,60,61)(H,62,63)(H2,43,46,47)(H2,57,58,59)/b16-14+/t26-,27+,28-,29-,30-,34-,35-,36+,40-,41-/m1/s1 QLEPULYDFSZHPW-LIXKYBONSA-N C[C@H](CCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139663 ascr#26 C21H40O6 InChI=1S/C21H40O6/c1-16(26-21-19(23)15-18(22)17(2)27-21)13-11-9-7-5-3-4-6-8-10-12-14-20(24)25/h16-19,21-23H,3-15H2,1-2H3,(H,24,25)/t16-,17+,18-,19-,21-/m1/s1 GOMRKSMHAWREDI-TWHPPBISSA-N C[C@H](CCCCCCCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78964 Q27148049 86289697 31150635 ascr#26-CoA C42H74N7O21P3S InChI=1S/C42H74N7O21P3S/c1-26(66-41-29(51)21-28(50)27(2)67-41)15-13-11-9-7-5-6-8-10-12-14-16-32(53)74-20-19-44-31(52)17-18-45-39(56)36(55)42(3,4)23-65-73(62,63)70-72(60,61)64-22-30-35(69-71(57,58)59)34(54)40(68-30)49-25-48-33-37(43)46-24-47-38(33)49/h24-30,34-36,40-41,50-51,54-55H,5-23H2,1-4H3,(H,44,52)(H,45,56)(H,60,61)(H,62,63)(H2,43,46,47)(H2,57,58,59)/t26-,27+,28-,29-,30-,34-,35-,36+,40-,41-/m1/s1 RVYQRLOPDNJHLO-UMSZONRMSA-N C[C@H](CCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139666 ascr#27 C22H40O6 InChI=1S/C22H40O6/c1-17(27-22-20(24)16-19(23)18(2)28-22)14-12-10-8-6-4-3-5-7-9-11-13-15-21(25)26/h13,15,17-20,22-24H,3-12,14,16H2,1-2H3,(H,25,26)/b15-13+/t17-,18+,19-,20-,22-/m1/s1 PHSQDXKUQRUWOG-PXMSNCRXSA-N C[C@H](CCCCCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78965 Q27148050 86289698 31150636 ascr#27-CoA C43H74N7O21P3S InChI=1S/C43H74N7O21P3S/c1-27(67-42-30(52)22-29(51)28(2)68-42)16-14-12-10-8-6-5-7-9-11-13-15-17-33(54)75-21-20-45-32(53)18-19-46-40(57)37(56)43(3,4)24-66-74(63,64)71-73(61,62)65-23-31-36(70-72(58,59)60)35(55)41(69-31)50-26-49-34-38(44)47-25-48-39(34)50/h15,17,25-31,35-37,41-42,51-52,55-56H,5-14,16,18-24H2,1-4H3,(H,45,53)(H,46,57)(H,61,62)(H,63,64)(H2,44,47,48)(H2,58,59,60)/b17-15+/t27-,28+,29-,30-,31-,35-,36-,37+,41-,42-/m1/s1 FVMIHDGOAXLYMB-HSASIRTJSA-N C[C@H](CCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139669 ascr#28 C22H42O6 InChI=1S/C22H42O6/c1-17(27-22-20(24)16-19(23)18(2)28-22)14-12-10-8-6-4-3-5-7-9-11-13-15-21(25)26/h17-20,22-24H,3-16H2,1-2H3,(H,25,26)/t17-,18+,19-,20-,22-/m1/s1 HSLYPVWJYLQYET-AIYVTKCESA-N CC(CCCCCCCCCCCCCC(O)=O)OC1OC(C)C(O)CC1O CHEBI:78966 Q27148051 31150637 ascr#28-CoA C43H76N7O21P3S InChI=1S/C43H76N7O21P3S/c1-27(67-42-30(52)22-29(51)28(2)68-42)16-14-12-10-8-6-5-7-9-11-13-15-17-33(54)75-21-20-45-32(53)18-19-46-40(57)37(56)43(3,4)24-66-74(63,64)71-73(61,62)65-23-31-36(70-72(58,59)60)35(55)41(69-31)50-26-49-34-38(44)47-25-48-39(34)50/h25-31,35-37,41-42,51-52,55-56H,5-24H2,1-4H3,(H,45,53)(H,46,57)(H,61,62)(H,63,64)(H2,44,47,48)(H2,58,59,60)/t27?,28?,29?,30?,31-,35-,36-,37+,41-,42?/m1/s1 RRDVQYNRPDBKQP-QAUVGVQKSA- CC(CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)OC4OC(C)C(O)CC4O CHEBI:139672 ascr#29 C23H42O6 InChI=1S/C23H42O6/c1-18(28-23-21(25)17-20(24)19(2)29-23)15-13-11-9-7-5-3-4-6-8-10-12-14-16-22(26)27/h14,16,18-21,23-25H,3-13,15,17H2,1-2H3,(H,26,27)/b16-14+/t18-,19+,20-,21-,23-/m1/s1 XUIDIXMFLJXJDI-XUAZKPKSSA-N C[C@H](CCCCCCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78967 Q27148052 86289700 31150638 ascr#29-CoA C44H76N7O21P3S InChI=1S/C44H76N7O21P3S/c1-28(68-43-31(53)23-30(52)29(2)69-43)17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(55)76-22-21-46-33(54)19-20-47-41(58)38(57)44(3,4)25-67-75(64,65)72-74(62,63)66-24-32-37(71-73(59,60)61)36(56)42(70-32)51-27-50-35-39(45)48-26-49-40(35)51/h16,18,26-32,36-38,42-43,52-53,56-57H,5-15,17,19-25H2,1-4H3,(H,46,54)(H,47,58)(H,62,63)(H,64,65)(H2,45,48,49)(H2,59,60,61)/b18-16+/t28-,29+,30-,31-,32-,36-,37-,38+,42-,43-/m1/s1 ACNHBEAUYZKWJY-OFUCUYLESA- C[C@H](CCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139675 ascr#3 C15H26O6 InChI=1S/C15H26O6/c1-10(7-5-3-4-6-8-14(18)19)20-15-13(17)9-12(16)11(2)21-15/h6,8,10-13,15-17H,3-5,7,9H2,1-2H3,(H,18,19)/b8-6+/t10-,11+,12-,13-,15-/m1/s1 MWGRRKDIJLJLMO-OSYKULTDSA-N C[C@H](CCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78821 Q27147975 16066476 17226059 ascr#30 C23H44O6 InChI=1S/C23H44O6/c1-18(28-23-21(25)17-20(24)19(2)29-23)15-13-11-9-7-5-3-4-6-8-10-12-14-16-22(26)27/h18-21,23-25H,3-17H2,1-2H3,(H,26,27)/t18-,19+,20-,21-,23-/m1/s1 XIVYAVYHUZLGIV-AIDNLNPPSA-N C[C@H](CCCCCCCCCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78968 Q27148053 86289701 31150639 ascr#30-CoA C44H78N7O21P3S InChI=1S/C44H78N7O21P3S/c1-28(68-43-31(53)23-30(52)29(2)69-43)17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(55)76-22-21-46-33(54)19-20-47-41(58)38(57)44(3,4)25-67-75(64,65)72-74(62,63)66-24-32-37(71-73(59,60)61)36(56)42(70-32)51-27-50-35-39(45)48-26-49-40(35)51/h26-32,36-38,42-43,52-53,56-57H,5-25H2,1-4H3,(H,46,54)(H,47,58)(H,62,63)(H,64,65)(H2,45,48,49)(H2,59,60,61)/t28-,29+,30-,31-,32-,36-,37-,38+,42-,43-/m1/s CCLLNHFPRJSACA-PXGZYQLKSA C[C@H](CCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139679 ascr#31 C24H44O6 InChI=1S/C24H44O6/c1-19(29-24-22(26)18-21(25)20(2)30-24)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-23(27)28/h15,17,19-22,24-26H,3-14,16,18H2,1-2H3,(H,27,28)/b17-15+/t19-,20+,21-,22-,24-/m1/s1 AUKDJCIZWSIDEC-QGKNABGUSA-N C[C@H](CCCCCCCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78969 Q27148054 86289702 31150640 ascr#31-CoA C45H78N7O21P3S InChI=1S/C45H78N7O21P3S/c1-29(69-44-32(54)24-31(53)30(2)70-44)18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-35(56)77-23-22-47-34(55)20-21-48-42(59)39(58)45(3,4)26-68-76(65,66)73-75(63,64)67-25-33-38(72-74(60,61)62)37(57)43(71-33)52-28-51-36-40(46)49-27-50-41(36)52/h17,19,27-33,37-39,43-44,53-54,57-58H,5-16,18,20-26H2,1-4H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/b19-17+/t29-,30+,31-,32-,33-,37-,38-,39+,43-,44-/m1/s1 PGBXNMCJTCWEAK-YRWWTNLCSA-N C[C@H](CCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139682 ascr#32 C24H46O6 InChI=1S/C24H46O6/c1-19(29-24-22(26)18-21(25)20(2)30-24)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-23(27)28/h19-22,24-26H,3-18H2,1-2H3,(H,27,28)/t19-,20+,21-,22-,24-/m1/s1 SRGDNDRZLIZKNJ-AQKHVRLOSA-N C[C@H](CCCCCCCCCCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78970 Q27148055 86289703 31150641 ascr#32-CoA C45H80N7O21P3S InChI=1S/C45H80N7O21P3S/c1-29(69-44-32(54)24-31(53)30(2)70-44)18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-35(56)77-23-22-47-34(55)20-21-48-42(59)39(58)45(3,4)26-68-76(65,66)73-75(63,64)67-25-33-38(72-74(60,61)62)37(57)43(71-33)52-28-51-36-40(46)49-27-50-41(36)52/h27-33,37-39,43-44,53-54,57-58H,5-26H2,1-4H3,(H,47,55)(H,48,59)(H,63 LEXUARBYNCJZRF-UYLIICFWSA-N C[C@H](CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139685 ascr#33 C25H46O6 InChI=1S/C25H46O6/c1-20(30-25-23(27)19-22(26)21(2)31-25)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-24(28)29/h16,18,20-23,25-27H,3-15,17,19H2,1-2H3,(H,28,29)/b18-16+/t20-,21+,22-,23-,25-/m1/s1 JQBYGLLYFPDQJA-NVJHKYEUSA-N C[C@H](CCCCCCCCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78971 Q27148056 86289704 31150642 ascr#33-CoA C46H80N7O21P3S InChI=1S/C46H80N7O21P3S/c1-30(70-45-33(55)25-32(54)31(2)71-45)19-17-15-13-11-9-7-5-6-8-10-12-14-16-18-20-36(57)78-24-23-48-35(56)21-22-49-43(60)40(59)46(3,4)27-69-77(66,67)74-76(64,65)68-26-34-39(73-75(61,62)63)38(58)44(72-34)53-29-52-37-41(47)50-28-51-42(37)53/h18,20,28-34,38-40,44-45,54-55,58-59H,5-17,19,21-27H2,1-4H3,(H,48,56)(H,49,60)(H,64,65)(H,66,67)(H2,47,50,51)(H2,61,62,63)/b20-18+/t30-,31+,32-,33-,34-,38-,39-,40+,44-,45-/m1/s1 JOLWLBYSXWQTIQ-PYISUOGTSA-N C[C@H](CCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139688 ascr#34 C25H48O6 InChI=1S/C25H48O6/c1-20(30-25-23(27)19-22(26)21(2)31-25)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-24(28)29/h20-23,25-27H,3-19H2,1-2H3,(H,28,29)/t20-,21+,22-,23-,25-/m1/s1 CGDGMTQYHSCWOZ-FYEJASGKSA-N C[C@H](CCCCCCCCCCCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78972 Q27148057 86289705 31150643 ascr#34-CoA C46H82N7O21P3S InChI=1S/C46H82N7O21P3S/c1-30(70-45-33(55)25-32(54)31(2)71-45)19-17-15-13-11-9-7-5-6-8-10-12-14-16-18-20-36(57)78-24-23-48-35(56)21-22-49-43(60)40(59)46(3,4)27-69-77(66,67)74-76(64,65)68-26-34-39(73-75(61,62)63)38(58)44(72-34)53-29-52-37-41(47)50-28-51-42(37)53/h28-34,38-40,44-45,54-55,58-59H,5-27H2,1-4H3,(H,48,56)(H,49,60)(H,64,65)(H,66,67)(H2,47,50,51)(H2,61,62,63)/t30-,31+,32-,33-,34-,38-,39-,40+,44-,45-/m1/s1 VXRIAHGMUGBBCY-LHEWSEIRSA-N C[C@H](CCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139691 ascr#35 C26H48O6 InChI=1S/C26H48O6/c1-21(31-26-24(28)20-23(27)22(2)32-26)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-25(29)30/h17,19,21-24,26-28H,3-16,18,20H2,1-2H3,(H,29,30)/b19-17+/t21-,22+,23-,24-,26-/m1/s1 GIUKRFWFBBFDTQ-LAOJQUNESA-N C[C@H](CCCCCCCCCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78973 Q27148058 86289706 31150644 ascr#35-CoA C47H82N7O21P3S InChI=1S/C47H82N7O21P3S/c1-31(71-46-34(56)26-33(55)32(2)72-46)20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-37(58)79-25-24-49-36(57)22-23-50-44(61)41(60)47(3,4)28-70-78(67,68)75-77(65,66)69-27-35-40(74-76(62,63)64)39(59)45(73-35)54-30-53-38-42(48)51-29-52-43(38)54/h19,21,29-35,39-41,45-46,55-56,59-60H,5-18,20,22-28H2,1-4H3,(H,49,57)(H,50,61)(H,65,66)(H,67,68)(H2,48,51,52)(H2,62,63,64)/b21-19+/t31-,32+,33-,34-,35-,39-,40-,41+,45-,46-/m1/s XYAXNAMSUNUDIK-YNGOTIRLSA-N C[C@H](CCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139694 ascr#36 C26H50O6 InChI=1S/C26H50O6/c1-21(31-26-24(28)20-23(27)22(2)32-26)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-25(29)30/h21-24,26-28H,3-20H2,1-2H3,(H,29,30)/t21-,22+,23-,24-,26-/m1/s1 HXSYLHMSXGUNTO-DHWOPMESSA-N C[C@H](CCCCCCCCCCCCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78974 Q27148060 86289707 31150645 ascr#36-CoA C47H84N7O21P3S InChI=1S/C47H84N7O21P3S/c1-31(71-46-34(56)26-33(55)32(2)72-46)20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-37(58)79-25-24-49-36(57)22-23-50-44(61)41(60)47(3,4)28-70-78(67,68)75-77(65,66)69-27-35-40(74-76(62,63)64)39(59)45(73-35)54-30-53-38-42(48)51-29-52-43(38)54/h29-35,39-41,45-46,55-56,59-60H,5-28H2,1-4H3,(H,49,57)(H,50,61)(H,65,66)(H,67,68)(H2,48,51,52)(H2,62,63,64)/t31-,32+,33-,34-,35-,39-,40-,41+,45-,46-/m1/s1 WSYUIORUTAGAAC-YKORAKNESA-N C[C@H](CCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139697 ascr#37 C27H50O6 InChI=1S/C27H50O6/c1-22(32-27-25(29)21-24(28)23(2)33-27)19-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20-26(30)31/h18,20,22-25,27-29H,3-17,19,21H2,1-2H3,(H,30,31)/b20-18+/t22-,23+,24-,25-,27-/m1/s1 IRXQRQDBIJEMEI-OQERHXAMSA-N C[C@H](CCCCCCCCCCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78975 Q27148061 86289708 31150646 ascr#37-CoA C48H84N7O21P3S InChI=1S/C48H84N7O21P3S/c1-32(72-47-35(57)27-34(56)33(2)73-47)21-19-17-15-13-11-9-7-5-6-8-10-12-14-16-18-20-22-38(59)80-26-25-50-37(58)23-24-51-45(62)42(61)48(3,4)29-71-79(68,69)76-78(66,67)70-28-36-41(75-77(63,64)65)40(60)46(74-36)55-31-54-39-43(49)52-30-53-44(39)55/h20,22,30-36,40-42,46-47,56-57,60-61H,5-19,21,23-29H2,1-4H3,(H,50,58)(H,51,62)(H,66,67)(H,68,69)(H2,49,52,53)(H2,63,64,65)/b22-20+/t32-,33+,34-,35-,36-,40-,41-,42+,46-,47-/m1/s1 XNBBZGOWLSWVFT-PKLBZRTESA-N C[C@H](CCCCCCCCCCCCCCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139700 ascr#38 C27H52O6 InChI=1S/C27H52O6/c1-22(32-27-25(29)21-24(28)23(2)33-27)19-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20-26(30)31/h22-25,27-29H,3-21H2,1-2H3,(H,30,31)/t22-,23+,24-,25-,27-/m1/s1 NISHIBVYPLRXFI-VYXBAIFMSA-N C[C@H](CCCCCCCCCCCCCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78976 Q27148063 86289709 31150647 ascr#38-CoA C48H86N7O21P3S InChI=1S/C48H86N7O21P3S/c1-32(72-47-35(57)27-34(56)33(2)73-47)21-19-17-15-13-11-9-7-5-6-8-10-12-14-16-18-20-22-38(59)80-26-25-50-37(58)23-24-51-45(62)42(61)48(3,4)29-71-79(68,69)76-78(66,67)70-28-36-41(75-77(63,64)65)40(60)46(74-36)55-31-54-39-43(49)52-30-53-44(39)55/h30-36,40-42,46-47,56-57,60-61H,5-29H2,1-4H3,(H,50,58)(H,51,62)(H,66,67)(H,68,69)(H2,49,52,53)(H2,63,64,65)/t32-,33+,34-,35-,36-,40-,41-,42+,46-,47-/m1/s1 JTCPZVKUUJIJGR-ZZJOQUIBSA-N C[C@H](CCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139703 ascr#3-CoA C36H60N7O21P3S InChI=1S/C36H60N7O21P3S/c1-20(60-35-23(45)15-22(44)21(2)61-35)9-7-5-6-8-10-26(47)68-14-13-38-25(46)11-12-39-33(50)30(49)36(3,4)17-59-67(56,57)64-66(54,55)58-16-24-29(63-65(51,52)53)28(48)34(62-24)43-19-42-27-31(37)40-18-41-32(27)43/h8,10,18-24,28-30,34-35,44-45,48-49H,5-7,9,11-17H2,1-4H3,(H,38,46)(H,39,50)(H,54,55)(H,56,57)(H2,37,40,41)(H2,51,52,53)/b10-8+/t20-,21+,22-,23-,24-,28-,29-,30+,34-,35-/m1/s1 LJNHJSMQBSSAJU-RSGXBDOCSA- C[C@H](CCCC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139705 ascr#5 C9H16O6 InChI=1S/C9H16O6/c1-5-6(10)4-7(11)9(15-5)14-3-2-8(12)13/h5-7,9-11H,2-4H2,1H3,(H,12,13)/t5-,6+,7+,9+/m0/s1 RYYMJVGKZLQYPG-YYWONIAYSA-N C[C@@H]1O[C@@H](OCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:78829 Q27147980 44202063 26394943 ascr#5-CoA C30H50N7O21P3S InChI=1S/C30H50N7O21P3S/c1-15-16(38)10-17(39)29(55-15)52-8-5-20(41)62-9-7-32-19(40)4-6-33-27(44)24(43)30(2,3)12-54-61(50,51)58-60(48,49)53-11-18-23(57-59(45,46)47)22(42)28(56-18)37-14-36-21-25(31)34-13-35-26(21)37/h13-18,22-24,28-29,38-39,42-43H,4-12H2,1-3H3,(H,32,40)(H,33,44)(H,48,49)(H,50,51)(H2,31,34,35)(H2,45,46,47)/t15-,16+,17+,18+,22+,23+,24-,28+,29+/m0/s1 HLMBFYDZMWTTKY-NBUDWVCKSA-N C[C@@H]1O[C@@H](OCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139708 ascr#7 C13H22O6 InChI=1S/C13H22O6/c1-8(5-3-4-6-12(16)17)18-13-11(15)7-10(14)9(2)19-13/h4,6,8-11,13-15H,3,5,7H2,1-2H3,(H,16,17)/b6-4+/t8-,9+,10-,11-,13-/m1/s1 GGHOMCWJOMBZEK-LHYQPRBASA-N C[C@H](CC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78830 Q27147981 86289656 31150600 ascr#7-CoA C34H56N7O21P3S InChI=1S/C34H56N7O21P3S/c1-18(58-33-21(43)13-20(42)19(2)59-33)7-5-6-8-24(45)66-12-11-36-23(44)9-10-37-31(48)28(47)34(3,4)15-57-65(54,55)62-64(52,53)56-14-22-27(61-63(49,50)51)26(46)32(60-22)41-17-40-25-29(35)38-16-39-30(25)41/h6,8,16-22,26-28,32-33,42-43,46-47H,5,7,9-15H2,1-4H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/b8-6+/t18-,19+,20-,21-,22-,26-,27-,28+,32-,33-/m1/s1 SESCPHWMUINXHL-JHOQZYNTSA-N C[C@H](CC/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139711 ascr#8 C20H27NO7 InChI=1S/C20H27NO7/c1-12(27-20-17(23)11-16(22)13(2)28-20)5-3-4-6-18(24)21-15-9-7-14(8-10-15)19(25)26/h4,6-10,12-13,16-17,20,22-23H,3,5,11H2,1-2H3,(H,21,24)(H,25,26)/b6-4+/t12-,13+,16-,17-,20-/m1/s1 WMKIQPAVTRWYKZ-XPUFHXNMSA-N C[C@H](CC\C=C\C(=O)NC1=CC=C(C=C1)C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:78834 Q27147985 86289660 31150602 ascr#9 C11H20O6 InChI=1S/C11H20O6/c1-6(3-4-10(14)15)16-11-9(13)5-8(12)7(2)17-11/h6-9,11-13H,3-5H2,1-2H3,(H,14,15)/t6-,7+,8-,9-,11-/m1/s1 NZMXMOQNHSVRAJ-WNPHYYBUSA-N C[C@H](CCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79018 Q27148097 71514783 31150664 ascr#9-CoA C32H54N7O21P3S InChI=1S/C32H54N7O21P3S/c1-16(56-31-19(41)11-18(40)17(2)57-31)5-6-22(43)64-10-9-34-21(42)7-8-35-29(46)26(45)32(3,4)13-55-63(52,53)60-62(50,51)54-12-20-25(59-61(47,48)49)24(44)30(58-20)39-15-38-23-27(33)36-14-37-28(23)39/h14-20,24-26,30-31,40-41,44-45H,5-13H2,1-4H3,(H,34,42)(H,35,46)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/t16-,17+,18-,19-,20-,24-,25-,26+,30-,31-/m1/s1 HVPROCKVGKTEMD-XLWBODOSSA-N C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139715 ascarylopyranose C6H12O4 InChI=1S/C6H12O4/c1-3-4(7)2-5(8)6(9)10-3/h3-9H,2H2,1H3/t3-,4+,5+,6?/m0/s1 KYPWIZMAJMNPMJ-JMSAOHGTSA-N C[C@@H]1OC(O)[C@H](O)C[C@H]1O CHEBI:78771 Q27147950 12303781 31150594 L-adenosylselenohomocysteine C14H20N6O5Se InChI=1S/C14H20N6O5Se/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1 UVSMMLABJBJNGH-WFMPWKQPSA-N N[C@@H](CC[Se]C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12)C(O)=O CHEBI:77028 C05692 HMDB62526;HMDB11117;HMDB0062526 Q27146558 446317 393706 L-asparagine C4H8N2O3 InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1 DCXYFEDJOCDNAF-REOHCLBHSA-N N[C@@H](CC(N)=O)C(O)=O CHEBI:17196 C00152 HMDB0000168;HMDB00168 Q29519883 6267 6031 arsenous acid AsH3O3 InChI=1S/AsH3O3/c2-1(3)4/h2-4H GCPXMJHSNVMWNM-UHFFFAOYSA-N O[As](O)O CHEBI:49900 C13619 HMDB11620;HMDB0011620 Q423271 545 530 arsenic acid AsH3O4 InChI=1S/AsH3O4/c2-1(3,4)5/h(H3,2,3,4,5) DJHGAFSJWGLOIV-UHFFFAOYSA-N O[As](O)(O)=O CHEBI:18231 C01478 HMDB0012190;HMDB12190 Q413334 234 229 D-aspartic acid C4H7NO4 InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1 CKLJMWTZIZZHCS-UWTATZPHSA-N N[C@H](CC(O)=O)C(O)=O CHEBI:17364;CHEBI:41764 C00402 HMDB06483;HMDB0006483 Q27076990 83887 75697 L-aspartic acid C4H7NO4 InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1 CKLJMWTZIZZHCS-REOHCLBHSA-N N[C@@H](CC(O)=O)C(O)=O CHEBI:17053;CHEBI:21244 C00049 HMDB00191;HMDB0000191 Q178450 5960 5745 androst-5-ene-3,17-dione C19H26O2 InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,14-16H,4-11H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1 SQGZFRITSMYKRH-QAGGRKNESA-N [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(=O)CC[C@]12C CHEBI:83865 C20252 HMDB62415;HMDB0062415 Q15277399 160531 141063 L-allothreonine C4H9NO3 InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3-/m0/s1 AYFVYJQAPQTCCC-HRFVKAFMSA-N C[C@H](O)[C@H](N)C(O)=O CHEBI:28718 C05519 HMDB04041;HMDB0004041 Q27103859 99289 89699 ATP C10H16N5O13P3 InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 ZKHQWZAMYRWXGA-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O CHEBI:15422 C00002 HMDB00538;HMDB0000538 5957 5742 crotonoyl-CoA C25H40N7O17P3S InChI=1S/C25H40N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h4-5,12-14,18-20,24,35-36H,6-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/b5-4+/t14-,18-,19-,20+,24-/m1/s1 KFWWCMJSYSSPSK-PAXLJYGASA-N C\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15473 C00877 HMDB02009;HMDB0059627;HMDB59627 LMFA07050307 Q303169 5497143 4593713 beta-alanine betaine C6H13NO2 InChI=1S/C6H13NO2/c1-7(2,3)5-4-6(8)9/h4-5H2,1-3H3 ACZVSMNFVFBOTM-UHFFFAOYSA-N C[N+](C)(C)CCC([O-])=O CHEBI:28825 C08263 Q27103917 441440 390173 Betaine aldehyde C5H12NO InChI=1S/C5H12NO/c1-6(2,3)4-5-7/h5H,4H2,1-3H3/q+1 SXKNCCSPZDCRFD-UHFFFAOYSA-N [H]C(=O)C[N+](C)(C)C CHEBI:15710 C00576 HMDB01252;HMDB0001252 Q10859645 249 244 betanidin C18H16N2O8 InChI=1S/C18H16N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13,21-22H,4-5H2,(H,23,24)(H,25,26)(H,27,28)/t11-,13-/m0/s1 BBJUSJOGHYQDQX-AAEUAGOBSA-N [H]C(=CN1[C@@H](CC2=C1C=C(O)C(O)=C2)C(O)=O)C1=CC(=N[C@@H](C1)C(O)=O)C(O)=O CHEBI:3079 C08539 Q27105937 21864734 betanidin quinone C18H14N2O8 InChI=1S/C18H14N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13H,4-5H2,(H,23,24)(H,25,26)(H,27,28)/t11-,13-/m0/s1 WAVPHGICHZOYMQ-AAEUAGOBSA-N OC(=O)[C@@H]1CC2=CC(=O)C(=O)C=C2N1C=CC1=CC(=N[C@@H](C1)C(O)=O)C(O)=O CHEBI:133394 bhas#1 C13H24O7 InChI=1S/C13H24O7/c1-7(3-4-9(14)5-12(17)18)19-13-11(16)6-10(15)8(2)20-13/h7-11,13-16H,3-6H2,1-2H3,(H,17,18)/t7-,8+,9+,10-,11-,13-/m1/s1 LIEFCBSFNITGPQ-JNSYVGBKSA-N C[C@H](CC[C@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139717 bhas#10 C15H28O7 InChI=1S/C15H28O7/c1-9(5-3-4-6-11(16)7-14(19)20)21-15-13(18)8-12(17)10(2)22-15/h9-13,15-18H,3-8H2,1-2H3,(H,19,20)/t9-,10+,11-,12-,13-,15-/m1/s1 WNUSOZJRAZSLBP-AOWZIMASSA-N C[C@H](CCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79223 Q27148275 86289814 31150747 bhas#10-CoA C36H62N7O22P3S InChI=1S/C36H62N7O22P3S/c1-19(61-35-23(46)14-22(45)20(2)62-35)7-5-6-8-21(44)13-26(48)69-12-11-38-25(47)9-10-39-33(51)30(50)36(3,4)16-60-68(57,58)65-67(55,56)59-15-24-29(64-66(52,53)54)28(49)34(63-24)43-18-42-27-31(37)40-17-41-32(27)43/h17-24,28-30,34-35,44-46,49-50H,5-16H2,1-4H3,(H,38,47)(H,39,51)(H,55,56)(H,57,58)(H2,37,40,41)(H2,52,53,54)/t19-,20+,21-,22-,23-,24-,28-,29-,30+,34-,35-/m1/s1 ABHJRUGLNZRBIH-SLNSTPALSA-N C[C@H](CCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139720 bhas#12 C12H22O7 InChI=1S/C12H22O7/c1-6(3-8(13)4-11(16)17)18-12-10(15)5-9(14)7(2)19-12/h6-10,12-15H,3-5H2,1-2H3,(H,16,17)/t6-,7+,8-,9-,10-,12-/m1/s1 ZWVCIFMJGVSXAP-BVTIPKRDSA-N C[C@H](C[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139722 bhas#12-CoA C33H56N7O22P3S InChI=1S/C33H56N7O22P3S/c1-16(58-32-20(43)11-19(42)17(2)59-32)9-18(41)10-23(45)66-8-7-35-22(44)5-6-36-30(48)27(47)33(3,4)13-57-65(54,55)62-64(52,53)56-12-21-26(61-63(49,50)51)25(46)31(60-21)40-15-39-24-28(34)37-14-38-29(24)40/h14-21,25-27,31-32,41-43,46-47H,5-13H2,1-4H3,(H,35,44)(H,36,48)(H,52,53)(H,54,55)(H2,34,37,38)(H2,49,50,51)/t16-,17+,18-,19-,20-,21-,25-,26-,27+,31-,32-/m1/s XBAWSFFIUSWJMC-FHHZALDKSA-N C[C@H](C[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139724 bhas#14 C14H26O7 InChI=1S/C14H26O7/c1-8(4-3-5-10(15)6-13(18)19)20-14-12(17)7-11(16)9(2)21-14/h8-12,14-17H,3-7H2,1-2H3,(H,18,19)/t8-,9+,10-,11-,12-,14-/m1/s1 SRSINORKWDRXFU-SVALUAMDSA-N C[C@H](CCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139726 bhas#14-CoA C35H60N7O22P3S InChI=1S/C35H60N7O22P3S/c1-18(60-34-22(45)13-21(44)19(2)61-34)6-5-7-20(43)12-25(47)68-11-10-37-24(46)8-9-38-32(50)29(49)35(3,4)15-59-67(56,57)64-66(54,55)58-14-23-28(63-65(51,52)53)27(48)33(62-23)42-17-41-26-30(36)39-16-40-31(26)42/h16-23,27-29,33-34,43-45,48-49H,5-15H2,1-4H3,(H,37,46)(H,38,50)(H,54,55)(H,56,57)(H2,36,39,40)(H2,51,52,53)/t18-,19+,20-,21-,22-,23-,27-,28-,29+,33-,34-/m1/s1 LMCNGJXGQWTHKD-SZMMRAMESA-N C[C@H](CCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139728 bhas#16 C16H30O7 InChI=1S/C16H30O7/c1-10(6-4-3-5-7-12(17)8-15(20)21)22-16-14(19)9-13(18)11(2)23-16/h10-14,16-19H,3-9H2,1-2H3,(H,20,21)/t10-,11+,12-,13-,14-,16-/m1/s1 XLKCBPRCWUMKHY-NVWMEEMDSA-N C[C@H](CCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79227 Q27148278 86289816 31150749 bhas#16-CoA C37H64N7O22P3S InChI=1S/C37H64N7O22P3S/c1-20(62-36-24(47)15-23(46)21(2)63-36)8-6-5-7-9-22(45)14-27(49)70-13-12-39-26(48)10-11-40-34(52)31(51)37(3,4)17-61-69(58,59)66-68(56,57)60-16-25-30(65-67(53,54)55)29(50)35(64-25)44-19-43-28-32(38)41-18-42-33(28)44/h18-25,29-31,35-36,45-47,50-51H,5-17H2,1-4H3,(H,39,48)(H,40,52)(H,56,57)(H,58,59)(H2,38,41,42)(H2,53,54,55)/t20-,21+,22-,23-,24-,25-,29-,30-,31+,35-,36-/m1/s1 JCUONTDMGOHBKY-XRJVTYHBSA-N C[C@H](CCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139731 bhas#18 C17H32O7 InChI=1S/C17H32O7/c1-11(23-17-15(20)10-14(19)12(2)24-17)7-5-3-4-6-8-13(18)9-16(21)22/h11-15,17-20H,3-10H2,1-2H3,(H,21,22)/t11-,12+,13-,14-,15-,17-/m1/s1 NJSZAOQCCDFSCR-DZGCXMPZSA-N C[C@H](CCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79229 Q27148280 86289818 31150751 bhas#18-CoA C38H66N7O22P3S InChI=1S/C38H66N7O22P3S/c1-21(63-37-25(48)16-24(47)22(2)64-37)9-7-5-6-8-10-23(46)15-28(50)71-14-13-40-27(49)11-12-41-35(53)32(52)38(3,4)18-62-70(59,60)67-69(57,58)61-17-26-31(66-68(54,55)56)30(51)36(65-26)45-20-44-29-33(39)42-19-43-34(29)45/h19-26,30-32,36-37,46-48,51-52H,5-18H2,1-4H3,(H,40,49)(H,41,53)(H,57,58)(H,59,60)(H2,39,42,43)(H2,54,55,56)/t21-,22+,23-,24-,25-,26-,30-,31-,32+,36-,37-/m1/s1 BCEVLFLZEOWTTI-VDJIOSEESA-N C[C@H](CCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139734 bhas#1-CoA C34H58N7O22P3S InChI=1S/C34H58N7O22P3S/c1-17(59-33-21(44)12-20(43)18(2)60-33)5-6-19(42)11-24(46)67-10-9-36-23(45)7-8-37-31(49)28(48)34(3,4)14-58-66(55,56)63-65(53,54)57-13-22-27(62-64(50,51)52)26(47)32(61-22)41-16-40-25-29(35)38-15-39-30(25)41/h15-22,26-28,32-33,42-44,47-48H,5-14H2,1-4H3,(H,36,45)(H,37,49)(H,53,54)(H,55,56)(H2,35,38,39)(H2,50,51,52)/t17-,18+,19+,20-,21-,22-,26-,27-,28+,32-,33-/m1/s1 VNRGWZVCJQQVTD-YYKFPHJGSA-N C[C@H](CC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139736 bhas#20 C18H34O7 InChI=1S/C18H34O7/c1-12(24-18-16(21)11-15(20)13(2)25-18)8-6-4-3-5-7-9-14(19)10-17(22)23/h12-16,18-21H,3-11H2,1-2H3,(H,22,23)/t12-,13+,14-,15-,16-,18-/m1/s1 LOQQYUUEPVHUQQ-RDEONCLASA-N C[C@H](CCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79230 Q27148281 86289819 31150752 bhas#20-CoA C39H68N7O22P3S InChI=1S/C39H68N7O22P3S/c1-22(64-38-26(49)17-25(48)23(2)65-38)10-8-6-5-7-9-11-24(47)16-29(51)72-15-14-41-28(50)12-13-42-36(54)33(53)39(3,4)19-63-71(60,61)68-70(58,59)62-18-27-32(67-69(55,56)57)31(52)37(66-27)46-21-45-30-34(40)43-20-44-35(30)46/h20-27,31-33,37-38,47-49,52-53H,5-19H2,1-4H3,(H,41,50)(H,42,54)(H,58,59)(H,60,61)(H2,40,43,44)(H2,55,56,57)/t22-,23+,24-,25-,26-,27-,31-,32-,33+,37-,38-/m1/s1 IHZFDLUHVLMDSE-XRJSQUDDSA-N C[C@H](CCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139739 bhas#22 C19H36O7 InChI=1S/C19H36O7/c1-13(25-19-17(22)12-16(21)14(2)26-19)9-7-5-3-4-6-8-10-15(20)11-18(23)24/h13-17,19-22H,3-12H2,1-2H3,(H,23,24)/t13-,14+,15-,16-,17-,19-/m1/s1 ARJGFPSUJRWUSF-CQQDWVGSSA-N C[C@H](CCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79231 Q27148282 86289820 31150753 bhas#22-CoA C40H70N7O22P3S InChI=1S/C40H70N7O22P3S/c1-23(65-39-27(50)18-26(49)24(2)66-39)11-9-7-5-6-8-10-12-25(48)17-30(52)73-16-15-42-29(51)13-14-43-37(55)34(54)40(3,4)20-64-72(61,62)69-71(59,60)63-19-28-33(68-70(56,57)58)32(53)38(67-28)47-22-46-31-35(41)44-21-45-36(31)47/h21-28,32-34,38-39,48-50,53-54H,5-20H2,1-4H3,(H,42,51)(H,43,55)(H,59,60)(H,61,62)(H2,41,44,45)(H2,56,57,58)/t23-,24+,25-,26-,27-,28-,32-,33-,34+,38-,39-/m1/s1 WCLZJUARWWPEGO-OMUZDNNPSA- C[C@H](CCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139742 bhas#24 C20H38O7 InChI=1S/C20H38O7/c1-14(26-20-18(23)13-17(22)15(2)27-20)10-8-6-4-3-5-7-9-11-16(21)12-19(24)25/h14-18,20-23H,3-13H2,1-2H3,(H,24,25)/t14-,15+,16-,17-,18-,20-/m1/s1 UXIWWNCPRZIUAB-XGZVRMHOSA-N C[C@H](CCCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79232 Q27148284 86289821 31150754 bhas#24-CoA C41H72N7O22P3S InChI=1S/C41H72N7O22P3S/c1-24(66-40-28(51)19-27(50)25(2)67-40)12-10-8-6-5-7-9-11-13-26(49)18-31(53)74-17-16-43-30(52)14-15-44-38(56)35(55)41(3,4)21-65-73(62,63)70-72(60,61)64-20-29-34(69-71(57,58)59)33(54)39(68-29)48-23-47-32-36(42)45-22-46-37(32)48/h22-29,33-35,39-40,49-51,54-55H,5-21H2,1-4H3,(H,43,52)(H,44,56)(H,60,61)(H,62,63)(H2,42,45,46)(H2,57,58,59)/t24-,25+,26-,27-,28-,29-,33-,34-,35+,39-,40-/m1/s1 FYBKTGFMMIVAMX-BFCOYXHPSA- C[C@H](CCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139745 bhas#26 C21H40O7 InChI=1S/C21H40O7/c1-15(27-21-19(24)14-18(23)16(2)28-21)11-9-7-5-3-4-6-8-10-12-17(22)13-20(25)26/h15-19,21-24H,3-14H2,1-2H3,(H,25,26)/t15-,16+,17-,18-,19-,21-/m1/s1 WDFCEBWMCPQIFZ-XBIRKDKFSA-N C[C@H](CCCCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79233 Q27148285 86289822 31150755 bhas#26-CoA C42H74N7O22P3S InChI=1S/C42H74N7O22P3S/c1-25(67-41-29(52)20-28(51)26(2)68-41)13-11-9-7-5-6-8-10-12-14-27(50)19-32(54)75-18-17-44-31(53)15-16-45-39(57)36(56)42(3,4)22-66-74(63,64)71-73(61,62)65-21-30-35(70-72(58,59)60)34(55)40(69-30)49-24-48-33-37(43)46-23-47-38(33)49/h23-30,34-36,40-41,50-52,55-56H,5-22H2,1-4H3,(H,44,53)(H,45,57)(H,61,62)(H,63,64)(H2,43,46,47)(H2,58,59,60)/t25-,26+,27-,28-,29-,30-,34-,35-,36+,40-,41-/m1/s IITVBXVYXBIMDR-PYTUUMMTSA- C[C@H](CCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139748 bhas#28 C22H42O7 InChI=1S/C22H42O7/c1-16(28-22-20(25)15-19(24)17(2)29-22)12-10-8-6-4-3-5-7-9-11-13-18(23)14-21(26)27/h16-20,22-25H,3-15H2,1-2H3,(H,26,27)/t16-,17+,18-,19-,20-,22-/m1/s1 QQIOQZRDFXAPQI-IGKFWFGWSA-N C[C@H](CCCCCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79234 Q27148286 86289823 31150756 bhas#28-CoA C43H76N7O22P3S InChI=1S/C43H76N7O22P3S/c1-26(68-42-30(53)21-29(52)27(2)69-42)14-12-10-8-6-5-7-9-11-13-15-28(51)20-33(55)76-19-18-45-32(54)16-17-46-40(58)37(57)43(3,4)23-67-75(64,65)72-74(62,63)66-22-31-36(71-73(59,60)61)35(56)41(70-31)50-25-49-34-38(44)47-24-48-39(34)50/h24-31,35-37,41-42,51-53,56-57H,5-23H2,1-4H3,(H,45,54)(H,46,58)(H,62,63)(H,64,65)(H2,44,47,48)(H2,59,60,61)/t26-,27+,28-,29-,30-,31-,35-,36-,37+,41-,42-/m1/s RLSGUZNIMQYCMW-YYQFBSEUSA-N C[C@H](CCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139751 bhas#30 C23H44O7 InChI=1S/C23H44O7/c1-17(29-23-21(26)16-20(25)18(2)30-23)13-11-9-7-5-3-4-6-8-10-12-14-19(24)15-22(27)28/h17-21,23-26H,3-16H2,1-2H3,(H,27,28)/t17-,18+,19-,20-,21-,23-/m1/s1 MUVQYJIVDRBMJO-XBTHPWMNSA-N C[C@H](CCCCCCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79235 Q27148287 86289824 31150757 bhas#30-CoA C44H78N7O22P3S InChI=1S/C44H78N7O22P3S/c1-27(69-43-31(54)22-30(53)28(2)70-43)15-13-11-9-7-5-6-8-10-12-14-16-29(52)21-34(56)77-20-19-46-33(55)17-18-47-41(59)38(58)44(3,4)24-68-76(65,66)73-75(63,64)67-23-32-37(72-74(60,61)62)36(57)42(71-32)51-26-50-35-39(45)48-25-49-40(35)51/h25-32,36-38,42-43,52-54,57-58H,5-24H2,1-4H3,(H,46,55)(H,47,59)(H,63,64)(H,65,66)(H2,45,48,49)(H2,60,61,62)/t27-,28+,29-,30-,31-,32-,36-,37-,38+,42-,43-/m1/s1 WQGYPMZVURQWPT-HNRDPMOBSA-N C[C@H](CCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139754 bhas#32 C24H46O7 InChI=1S/C24H46O7/c1-18(30-24-22(27)17-21(26)19(2)31-24)14-12-10-8-6-4-3-5-7-9-11-13-15-20(25)16-23(28)29/h18-22,24-27H,3-17H2,1-2H3,(H,28,29)/t18-,19+,20-,21-,22-,24-/m1/s1 FHMZFRKIYGFIOX-RQOGSKLQSA-N C[C@H](CCCCCCCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79236 Q27148290 86289825 31150758 bhas#32-CoA C45H80N7O22P3S InChI=1S/C45H80N7O22P3S/c1-28(70-44-32(55)23-31(54)29(2)71-44)16-14-12-10-8-6-5-7-9-11-13-15-17-30(53)22-35(57)78-21-20-47-34(56)18-19-48-42(60)39(59)45(3,4)25-69-77(66,67)74-76(64,65)68-24-33-38(73-75(61,62)63)37(58)43(72-33)52-27-51-36-40(46)49-26-50-41(36)52/h26-33,37-39,43-44,53-55,58-59H,5-25H2,1-4H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/t28-,29+,30-,31-,32-,33-,37-,38-,39+,43-,44-/m1/s1 YCEOSNLYHRNHND-OYXRDPLTSA-N C[C@H](CCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139757 bhas#34 C25H48O7 InChI=1S/C25H48O7/c1-19(31-25-23(28)18-22(27)20(2)32-25)15-13-11-9-7-5-3-4-6-8-10-12-14-16-21(26)17-24(29)30/h19-23,25-28H,3-18H2,1-2H3,(H,29,30)/t19-,20+,21-,22-,23-,25-/m1/s1 PRXKHETUIWVNNB-MYSWHGEBSA-N C[C@H](CCCCCCCCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79237 Q27148291 86289826 31150759 bhas#34-CoA C46H82N7O22P3S InChI=1S/C46H82N7O22P3S/c1-29(71-45-33(56)24-32(55)30(2)72-45)17-15-13-11-9-7-5-6-8-10-12-14-16-18-31(54)23-36(58)79-22-21-48-35(57)19-20-49-43(61)40(60)46(3,4)26-70-78(67,68)75-77(65,66)69-25-34-39(74-76(62,63)64)38(59)44(73-34)53-28-52-37-41(47)50-27-51-42(37)53/h27-34,38-40,44-45,54-56,59-60H,5-26H2,1-4H3,(H,48,57)(H,49,61)(H,65,66)(H,67,68)(H2,47,50,51)(H2,62,63,64)/t29-,30+,31-,32-,33-,34-,38-,39-,40+,44-,45-/m1/s WIDCLROOGINGDA-DXSSGSNISA-N C[C@H](CCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139760 bhas#36 C26H50O7 InChI=1S/C26H50O7/c1-20(32-26-24(29)19-23(28)21(2)33-26)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-22(27)18-25(30)31/h20-24,26-29H,3-19H2,1-2H3,(H,30,31)/t20-,21+,22-,23-,24-,26-/m1/s1 SJIIOKVLMUJXBB-VFRMFGFGSA-N C[C@H](CCCCCCCCCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79238 Q27148292 86289827 31150760 bhas#36-CoA C47H84N7O22P3S InChI=1S/C47H84N7O22P3S/c1-30(72-46-34(57)25-33(56)31(2)73-46)18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-32(55)24-37(59)80-23-22-49-36(58)20-21-50-44(62)41(61)47(3,4)27-71-79(68,69)76-78(66,67)70-26-35-40(75-77(63,64)65)39(60)45(74-35)54-29-53-38-42(48)51-28-52-43(38)54/h28-35,39-41,45-46,55-57,60-61H,5-27H2,1-4H3,(H,49,58)(H,50,62)(H,66,67)(H,68,69)(H2,48,51,52)(H2,63,64,65)/t30-,31+,32-,33-,34-,35-,39-,40-,41+,45-,46-/m1/s1 JQGFHUYZMIUIEP-QGTZMMSPSA-N C[C@H](CCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139763 bhas#38 C27H52O7 InChI=1S/C27H52O7/c1-21(33-27-25(30)20-24(29)22(2)34-27)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-23(28)19-26(31)32/h21-25,27-30H,3-20H2,1-2H3,(H,31,32)/t21-,22+,23-,24-,25-,27-/m1/s1 LONSJLDZLUHCRR-LJNMJUOLSA-N C[C@H](CCCCCCCCCCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:79239 Q27148293 86289828 31150761 bhas#38-CoA C48H86N7O22P3S InChI=1S/C48H86N7O22P3S/c1-31(73-47-35(58)26-34(57)32(2)74-47)19-17-15-13-11-9-7-5-6-8-10-12-14-16-18-20-33(56)25-38(60)81-24-23-50-37(59)21-22-51-45(63)42(62)48(3,4)28-72-80(69,70)77-79(67,68)71-27-36-41(76-78(64,65)66)40(61)46(75-36)55-30-54-39-43(49)52-29-53-44(39)55/h29-36,40-42,46-47,56-58,61-62H,5-28H2,1-4H3,(H,50,59)(H,51,63)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t31-,32+,33-,34-,35-,36-,40-,41-,42+,46-,47-/m1/s1 KHCHEDULCUNUSD-RFKNJEBASA C[C@H](CCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139766 bhas#9 C11H20O7 InChI=1S/C11H20O7/c1-5-7(12)3-9(14)11(17-5)18-6(2)8(13)4-10(15)16/h5-9,11-14H,3-4H2,1-2H3,(H,15,16)/t5-,6+,7+,8-,9+,11-/m0/s1 NBWMDYKZESSGHF-WKWISIMFSA-N C[C@@H](O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O)[C@@H](O)CC(O)=O CHEBI:139768 bhas#9-CoA C32H54N7O22P3S InChI=1S/C32H54N7O22P3S/c1-15-17(40)9-19(42)31(57-15)58-16(2)18(41)10-22(44)65-8-7-34-21(43)5-6-35-29(47)26(46)32(3,4)12-56-64(53,54)61-63(51,52)55-11-20-25(60-62(48,49)50)24(45)30(59-20)39-14-38-23-27(33)36-13-37-28(23)39/h13-20,24-26,30-31,40-42,45-46H,5-12H2,1-4H3,(H,34,43)(H,35,47)(H,51,52)(H,53,54)(H2,33,36,37)(H2,48,49,50)/t15-,16+,17+,18-,19+,20+,24+,25+,26-,30+,31-/m0/s1 DBGIMOTZXDBYAM-MWLQJOIYSA-N C[C@@H](O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O)[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34 CHEBI:139770 bhos#1 C13H24O7 InChI=1S/C13H24O7/c1-8-10(15)7-11(16)13(20-8)19-5-3-2-4-9(14)6-12(17)18/h8-11,13-16H,2-7H2,1H3,(H,17,18)/t8-,9+,10+,11+,13+/m0/s1 PPPMARDPGRKOJY-ZZZDWPBISA-N C[C@@H]1O[C@@H](OCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139772 bhos#10 C15H28O7 InChI=1S/C15H28O7/c1-10-12(17)9-13(18)15(22-10)21-7-5-3-2-4-6-11(16)8-14(19)20/h10-13,15-18H,2-9H2,1H3,(H,19,20)/t10-,11+,12+,13+,15+/m0/s1 DGLIIKDKPYKHDK-KMCWBVRRSA-N C[C@@H]1O[C@@H](OCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79256 Q27148311 86289844 31150777 bhos#10-CoA C36H62N7O22P3S InChI=1S/C36H62N7O22P3S/c1-20-22(45)15-23(46)35(62-20)59-12-7-5-4-6-8-21(44)14-26(48)69-13-11-38-25(47)9-10-39-33(51)30(50)36(2,3)17-61-68(57,58)65-67(55,56)60-16-24-29(64-66(52,53)54)28(49)34(63-24)43-19-42-27-31(37)40-18-41-32(27)43/h18-24,28-30,34-35,44-46,49-50H,4-17H2,1-3H3,(H,38,47)(H,39,51)(H,55,56)(H,57,58)(H2,37,40,41)(H2,52,53,54)/t20-,21+,22+,23+,24+,28+,29+,30-,34+,35+/m0/s WVYOUKSDJUHZFC-KVKWJEPMSA-N C[C@@H]1O[C@@H](OCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139775 bhos#12 C12H22O7 InChI=1S/C12H22O7/c1-7-9(14)6-10(15)12(19-7)18-4-2-3-8(13)5-11(16)17/h7-10,12-15H,2-6H2,1H3,(H,16,17)/t7-,8+,9+,10+,12+/m0/s1 LGWODORTMOUWMN-PORUNHMFSA-N C[C@@H]1O[C@@H](OCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139777 bhos#12-CoA C33H56N7O22P3S InChI=1S/C33H56N7O22P3S/c1-17-19(42)12-20(43)32(59-17)56-9-4-5-18(41)11-23(45)66-10-8-35-22(44)6-7-36-30(48)27(47)33(2,3)14-58-65(54,55)62-64(52,53)57-13-21-26(61-63(49,50)51)25(46)31(60-21)40-16-39-24-28(34)37-15-38-29(24)40/h15-21,25-27,31-32,41-43,46-47H,4-14H2,1-3H3,(H,35,44)(H,36,48)(H,52,53)(H,54,55)(H2,34,37,38)(H2,49,50,51)/t17-,18+,19+,20+,21+,25+,26+,27-,31+,32+/m0/s1 UGENGPKSXSGTSW-XTKLXGSESA- C[C@@H]1O[C@@H](OCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139779 bhos#14 C14H26O7 InChI=1S/C14H26O7/c1-9-11(16)8-12(17)14(21-9)20-6-4-2-3-5-10(15)7-13(18)19/h9-12,14-17H,2-8H2,1H3,(H,18,19)/t9-,10+,11+,12+,14+/m0/s1 DDSHMLNDDYZMTL-WRYZSIRCSA-N C[C@@H]1O[C@@H](OCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139781 bhos#14-CoA C35H60N7O22P3S InChI=1S/C35H60N7O22P3S/c1-19-21(44)14-22(45)34(61-19)58-11-6-4-5-7-20(43)13-25(47)68-12-10-37-24(46)8-9-38-32(50)29(49)35(2,3)16-60-67(56,57)64-66(54,55)59-15-23-28(63-65(51,52)53)27(48)33(62-23)42-18-41-26-30(36)39-17-40-31(26)42/h17-23,27-29,33-34,43-45,48-49H,4-16H2,1-3H3,(H,37,46)(H,38,50)(H,54,55)(H,56,57)(H2,36,39,40)(H2,51,52,53)/t19-,20+,21+,22+,23+,27+,28+,29-,33+,34+/m0/s1 UNDOHHNRGOCTNV-RIBQYTEQSA- C[C@@H]1O[C@@H](OCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139783 bhos#16 C16H30O7 InChI=1S/C16H30O7/c1-11-13(18)10-14(19)16(23-11)22-8-6-4-2-3-5-7-12(17)9-15(20)21/h11-14,16-19H,2-10H2,1H3,(H,20,21)/t11-,12+,13+,14+,16+/m0/s1 ICHNWKCNPXYDRV-UTHRFFRBSA-N C[C@@H]1O[C@@H](OCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79258 Q27148313 86289846 31150779 bhos#16-CoA C37H64N7O22P3S InChI=1S/C37H64N7O22P3S/c1-21-23(46)16-24(47)36(63-21)60-13-8-6-4-5-7-9-22(45)15-27(49)70-14-12-39-26(48)10-11-40-34(52)31(51)37(2,3)18-62-69(58,59)66-68(56,57)61-17-25-30(65-67(53,54)55)29(50)35(64-25)44-20-43-28-32(38)41-19-42-33(28)44/h19-25,29-31,35-36,45-47,50-51H,4-18H2,1-3H3,(H,39,48)(H,40,52)(H,56,57)(H,58,59)(H2,38,41,42)(H2,53,54,55)/t21-,22+,23+,24+,25+,29+,30+,31-,35+,36+/m0/s KZRCZSLTCSMCOR-ISABJCDJSA-N C[C@@H]1O[C@@H](OCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139786 bhos#18 C17H32O7 InChI=1S/C17H32O7/c1-12-14(19)11-15(20)17(24-12)23-9-7-5-3-2-4-6-8-13(18)10-16(21)22/h12-15,17-20H,2-11H2,1H3,(H,21,22)/t12-,13+,14+,15+,17+/m0/s1 GGYMGUAMSXCZMJ-ZAPJKBGESA-N C[C@@H]1O[C@@H](OCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79259 Q27148314 86289847 31150780 bhos#18-CoA C38H66N7O22P3S InChI=1S/C38H66N7O22P3S/c1-22-24(47)17-25(48)37(64-22)61-14-9-7-5-4-6-8-10-23(46)16-28(50)71-15-13-40-27(49)11-12-41-35(53)32(52)38(2,3)19-63-70(59,60)67-69(57,58)62-18-26-31(66-68(54,55)56)30(51)36(65-26)45-21-44-29-33(39)42-20-43-34(29)45/h20-26,30-32,36-37,46-48,51-52H,4-19H2,1-3H3,(H,40,49)(H,41,53)(H,57,58)(H,59,60)(H2,39,42,43)(H2,54,55,56)/t22-,23+,24+,25+,26+,30+,31+,32-,36+,37+/m0/s1 ZHVCWYPEZHKVQZ-WFUIHTIISA-N C[C@@H]1O[C@@H](OCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139789 bhos#1-CoA C34H58N7O22P3S InChI=1S/C34H58N7O22P3S/c1-18-20(43)13-21(44)33(60-18)57-10-5-4-6-19(42)12-24(46)67-11-9-36-23(45)7-8-37-31(49)28(48)34(2,3)15-59-66(55,56)63-65(53,54)58-14-22-27(62-64(50,51)52)26(47)32(61-22)41-17-40-25-29(35)38-16-39-30(25)41/h16-22,26-28,32-33,42-44,47-48H,4-15H2,1-3H3,(H,36,45)(H,37,49)(H,53,54)(H,55,56)(H2,35,38,39)(H2,50,51,52)/t18-,19+,20+,21+,22+,26+,27+,28-,32+,33+/m0/s1 ITWURHMOIIHFHO-ZLNILRLQSA-N C[C@@H]1O[C@@H](OCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139791 bhos#20 C18H34O7 InChI=1S/C18H34O7/c1-13-15(20)12-16(21)18(25-13)24-10-8-6-4-2-3-5-7-9-14(19)11-17(22)23/h13-16,18-21H,2-12H2,1H3,(H,22,23)/t13-,14+,15+,16+,18+/m0/s1 SOTOQKINJMPSIE-CWIFOLKKSA-N C[C@@H]1O[C@@H](OCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79260 Q27148315 86289848 31150781 bhos#20-CoA C39H68N7O22P3S InChI=1S/C39H68N7O22P3S/c1-23-25(48)18-26(49)38(65-23)62-15-10-8-6-4-5-7-9-11-24(47)17-29(51)72-16-14-41-28(50)12-13-42-36(54)33(53)39(2,3)20-64-71(60,61)68-70(58,59)63-19-27-32(67-69(55,56)57)31(52)37(66-27)46-22-45-30-34(40)43-21-44-35(30)46/h21-27,31-33,37-38,47-49,52-53H,4-20H2,1-3H3,(H,41,50)(H,42,54)(H,58,59)(H,60,61)(H2,40,43,44)(H2,55,56,57)/t23-,24+,25+,26+,27+,31+,32+,33-,37+,38+/m0/s1 FTWDSJJYJVYKSS-NHKRLHBJSA-N C[C@@H]1O[C@@H](OCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139794 bhos#22 C19H36O7 InChI=1S/C19H36O7/c1-14-16(21)13-17(22)19(26-14)25-11-9-7-5-3-2-4-6-8-10-15(20)12-18(23)24/h14-17,19-22H,2-13H2,1H3,(H,23,24)/t14-,15+,16+,17+,19+/m0/s1 XUIRIUDIZICRKQ-SEFVSHJNSA-N C[C@@H]1O[C@@H](OCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79261 Q27148316 86289849 31150782 bhos#22-CoA C40H70N7O22P3S InChI=1S/C40H70N7O22P3S/c1-24-26(49)19-27(50)39(66-24)63-16-11-9-7-5-4-6-8-10-12-25(48)18-30(52)73-17-15-42-29(51)13-14-43-37(55)34(54)40(2,3)21-65-72(61,62)69-71(59,60)64-20-28-33(68-70(56,57)58)32(53)38(67-28)47-23-46-31-35(41)44-22-45-36(31)47/h22-28,32-34,38-39,48-50,53-54H,4-21H2,1-3H3,(H,42,51)(H,43,55)(H,59,60)(H,61,62)(H2,41,44,45)(H2,56,57,58)/t24-,25+,26+,27+,28+,32+,33+,34-,38+,39+/m0/s ZEXWFLNGXVGPOQ-DVNLUXLOSA- C[C@@H]1O[C@@H](OCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139797 bhos#24 C20H38O7 InChI=1S/C20H38O7/c1-15-17(22)14-18(23)20(27-15)26-12-10-8-6-4-2-3-5-7-9-11-16(21)13-19(24)25/h15-18,20-23H,2-14H2,1H3,(H,24,25)/t15-,16+,17+,18+,20+/m0/s1 OEUPNEHVNNGMKN-VAVNGKDRSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79262 Q27148317 86289850 31150783 bhos#24-CoA C41H72N7O22P3S InChI=1S/C41H72N7O22P3S/c1-25-27(50)20-28(51)40(67-25)64-17-12-10-8-6-4-5-7-9-11-13-26(49)19-31(53)74-18-16-43-30(52)14-15-44-38(56)35(55)41(2,3)22-66-73(62,63)70-72(60,61)65-21-29-34(69-71(57,58)59)33(54)39(68-29)48-24-47-32-36(42)45-23-46-37(32)48/h23-29,33-35,39-40,49-51,54-55H,4-22H2,1-3H3,(H,43,52)(H,44,56)(H,60,61)(H,62,63)(H2,42,45,46)(H2,57,58,59)/t25-,26+,27+,28+,29+,33+,34+,35-,39+,40+/m0/s1 FXHNBRLYRCNMEF-BLRFJLJMSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139800 bhos#26 C21H40O7 InChI=1S/C21H40O7/c1-16-18(23)15-19(24)21(28-16)27-13-11-9-7-5-3-2-4-6-8-10-12-17(22)14-20(25)26/h16-19,21-24H,2-15H2,1H3,(H,25,26)/t16-,17+,18+,19+,21+/m0/s1 CQOIGQHIJMHXGX-HMPZBHLVSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79263 Q27148318 86289851 31150784 bhos#26-CoA C42H74N7O22P3S InChI=1S/C42H74N7O22P3S/c1-26-28(51)21-29(52)41(68-26)65-18-13-11-9-7-5-4-6-8-10-12-14-27(50)20-32(54)75-19-17-44-31(53)15-16-45-39(57)36(56)42(2,3)23-67-74(63,64)71-73(61,62)66-22-30-35(70-72(58,59)60)34(55)40(69-30)49-25-48-33-37(43)46-24-47-38(33)49/h24-30,34-36,40-41,50-52,55-56H,4-23H2,1-3H3,(H,44,53)(H,45,57)(H,61,62)(H,63,64)(H2,43,46,47)(H2,58,59,60)/t26-,27+,28+,29+,30+,34+,35+,36-,40+,41+/m0/s1 HSZGYVDGKGUWHL-WFYPENTMSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139803 bhos#28 C22H42O7 InChI=1S/C22H42O7/c1-17-19(24)16-20(25)22(29-17)28-14-12-10-8-6-4-2-3-5-7-9-11-13-18(23)15-21(26)27/h17-20,22-25H,2-16H2,1H3,(H,26,27)/t17-,18+,19+,20+,22+/m0/s1 SNINRZCQHRQHTE-SXEONFLVSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79264 Q27148319 86289852 31150785 bhos#28-CoA C43H76N7O22P3S InChI=1S/C43H76N7O22P3S/c1-27-29(52)22-30(53)42(69-27)66-19-14-12-10-8-6-4-5-7-9-11-13-15-28(51)21-33(55)76-20-18-45-32(54)16-17-46-40(58)37(57)43(2,3)24-68-75(64,65)72-74(62,63)67-23-31-36(71-73(59,60)61)35(56)41(70-31)50-26-49-34-38(44)47-25-48-39(34)50/h25-31,35-37,41-42,51-53,56-57H,4-24H2,1-3H3,(H,45,54)(H,46,58)(H,62,63)(H,64,65)(H2,44,47,48)(H2,59,60,61)/t27-,28+,29+,30+,31+,35+,36+,37-,41+,42+/m0/s1 NGTVXMSKJMSUCD-QRQHIKOXSA- C[C@@H]1O[C@@H](OCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139806 bhos#30 C23H44O7 InChI=1S/C23H44O7/c1-18-20(25)17-21(26)23(30-18)29-15-13-11-9-7-5-3-2-4-6-8-10-12-14-19(24)16-22(27)28/h18-21,23-26H,2-17H2,1H3,(H,27,28)/t18-,19+,20+,21+,23+/m0/s1 AVROBGCULUIOHS-QBRBXANFSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79265 Q27148320 86289853 31150786 bhos#30-CoA C44H78N7O22P3S InChI=1S/C44H78N7O22P3S/c1-28-30(53)23-31(54)43(70-28)67-20-15-13-11-9-7-5-4-6-8-10-12-14-16-29(52)22-34(56)77-21-19-46-33(55)17-18-47-41(59)38(58)44(2,3)25-69-76(65,66)73-75(63,64)68-24-32-37(72-74(60,61)62)36(57)42(71-32)51-27-50-35-39(45)48-26-49-40(35)51/h26-32,36-38,42-43,52-54,57-58H,4-25H2,1-3H3,(H,46,55)(H,47,59)(H,63,64)(H,65,66)(H2,45,48,49)(H2,60,61,62)/t28-,29+,30+,31+,32+,36+,37+,38-,42+,43+/m0/s1 BMLIWHQGDVQVOG-PYWGEPFMSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139809 bhos#32 C24H46O7 InChI=1S/C24H46O7/c1-19-21(26)18-22(27)24(31-19)30-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-20(25)17-23(28)29/h19-22,24-27H,2-18H2,1H3,(H,28,29)/t19-,20+,21+,22+,24+/m0/s1 PLOMOPYTWRTKLB-YWCCWUOUSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79266 Q27148321 86289854 31150787 bhos#32-CoA C45H80N7O22P3S InChI=1S/C45H80N7O22P3S/c1-29-31(54)24-32(55)44(71-29)68-21-16-14-12-10-8-6-4-5-7-9-11-13-15-17-30(53)23-35(57)78-22-20-47-34(56)18-19-48-42(60)39(59)45(2,3)26-70-77(66,67)74-76(64,65)69-25-33-38(73-75(61,62)63)37(58)43(72-33)52-28-51-36-40(46)49-27-50-41(36)52/h27-33,37-39,43-44,53-55,58-59H,4-26H2,1-3H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/t29-,30+,31+,32+,33+,37+,38+,39-,43+,44+/m0/s1 RTBDUTFKVDLDQR-ABZUVBNSSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139812 bhos#34 C25H48O7 InChI=1S/C25H48O7/c1-20-22(27)19-23(28)25(32-20)31-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-21(26)18-24(29)30/h20-23,25-28H,2-19H2,1H3,(H,29,30)/t20-,21+,22+,23+,25+/m0/s1 HRSIKXSIYLWWRZ-BKXWLNCVSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79267 Q27148322 86289855 31150788 bhos#34-CoA C46H82N7O22P3S InChI=1S/C46H82N7O22P3S/c1-30-32(55)25-33(56)45(72-30)69-22-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-31(54)24-36(58)79-23-21-48-35(57)19-20-49-43(61)40(60)46(2,3)27-71-78(67,68)75-77(65,66)70-26-34-39(74-76(62,63)64)38(59)44(73-34)53-29-52-37-41(47)50-28-51-42(37)53/h28-34,38-40,44-45,54-56,59-60H,4-27H2,1-3H3,(H,48,57)(H,49,61)(H,65,66)(H,67,68)(H2,47,50,51)(H2,62,63,64)/t30-,31+,32+,33+,34+,38+,39+,40-,44+,45+/m0/s1 ICFZJLGVPACMHD-BTTQSKRZSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139815 bhos#36 C26H50O7 InChI=1S/C26H50O7/c1-21-23(28)20-24(29)26(33-21)32-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-22(27)19-25(30)31/h21-24,26-29H,2-20H2,1H3,(H,30,31)/t21-,22+,23+,24+,26+/m0/s1 GQQORDYSENBKGT-VIMOMQNVSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79268 Q27148323 86289856 31150789 bhos#36-CoA C47H84N7O22P3S InChI=1S/C47H84N7O22P3S/c1-31-33(56)26-34(57)46(73-31)70-23-18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-32(55)25-37(59)80-24-22-49-36(58)20-21-50-44(62)41(61)47(2,3)28-72-79(68,69)76-78(66,67)71-27-35-40(75-77(63,64)65)39(60)45(74-35)54-30-53-38-42(48)51-29-52-43(38)54/h29-35,39-41,45-46,55-57,60-61H,4-28H2,1-3H3,(H,49,58)(H,50,62)(H,66,67)(H,68,69)(H2,48,51,52)(H2,63,64,65)/t31-,32+,33+,34+,35+,39+,40+,41-,45+,46+/m0/s XAVBTEZEYXIWDP-STJTYPLJSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139818 bhos#38 C27H52O7 InChI=1S/C27H52O7/c1-22-24(29)21-25(30)27(34-22)33-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-23(28)20-26(31)32/h22-25,27-30H,2-21H2,1H3,(H,31,32)/t22-,23+,24+,25+,27+/m0/s1 YWCSAWTVTUALQW-JTCWXIJDSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:79269 Q27148325 86289857 31150790 bhos#38-CoA C48H86N7O22P3S InChI=1S/C48H86N7O22P3S/c1-32-34(57)27-35(58)47(74-32)71-24-19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-20-33(56)26-38(60)81-25-23-50-37(59)21-22-51-45(63)42(62)48(2,3)29-73-80(69,70)77-79(67,68)72-28-36-41(76-78(64,65)66)40(61)46(75-36)55-31-54-39-43(49)52-30-53-44(39)55/h30-36,40-42,46-47,56-58,61-62H,4-29H2,1-3H3,(H,50,59)(H,51,63)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t32-,33+,34+,35+,36+,40+,41+,42-,46+,47+/m0/s KCXFBMBOIZUQTN-AIZSDTMFSA- C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139821 bhos#9 C11H20O7 InChI=1S/C11H20O7/c1-6-8(13)5-9(14)11(18-6)17-3-2-7(12)4-10(15)16/h6-9,11-14H,2-5H2,1H3,(H,15,16)/t6-,7+,8+,9+,11+/m0/s1 IXUHVZDKEBBSDJ-UFFKNHFXSA-N C[C@@H]1O[C@@H](OCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O bhos#9-CoA C32H54N7O22P3S InChI=1S/C32H54N7O22P3S/c1-16-18(41)11-19(42)31(58-16)55-8-5-17(40)10-22(44)65-9-7-34-21(43)4-6-35-29(47)26(46)32(2,3)13-57-64(53,54)61-63(51,52)56-12-20-25(60-62(48,49)50)24(45)30(59-20)39-15-38-23-27(33)36-14-37-28(23)39/h14-20,24-26,30-31,40-42,45-46H,4-13H2,1-3H3,(H,34,43)(H,35,47)(H,51,52)(H,53,54)(H2,33,36,37)(H2,48,49,50)/t16-,17+,18+,19+,20+,24+,25+,26-,30+,31+/m0/s1 TWKBKZFHWVXQLR-FLBLPZDGSA-N C[C@@H]1O[C@@H](OCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139825 bis(beta-glucosyluronic acid)bilirubin C45H52N4O18 InChI=1S/C45H52N4O18/c1-7-20-19(6)40(58)49-27(20)14-25-18(5)23(10-12-31(51)65-45-37(57)33(53)35(55)39(67-45)43(62)63)29(47-25)15-28-22(17(4)24(46-28)13-26-16(3)21(8-2)41(59)48-26)9-11-30(50)64-44-36(56)32(52)34(54)38(66-44)42(60)61/h7-8,13-14,32-39,44-47,52-57H,1-2,9-12,15H2,3-6H3,(H,48,59)(H,49,58)(H,60,61)(H,62,63)/b26-13+,27-14+/t32-,33-,34-,35-,36+,37+,38-,39-,44+,45+/m0/s1 SCJLWMXOOYZBTH-SDXZDYKGSA-N CC1=C(C=C)\C(NC1=O)=C/C1=C(C)C(CCC(=O)O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)=C(CC2=C(CCC(=O)O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C(C)=C(N2)\C=C2\NC(=O)C(C=C)=C2C)N1 bilirubin C33H36N4O6 InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14- BPYKTIZUTYGOLE-IFADSCNNSA-N CC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(N2)\C=C2/NC(=O)C(C=C)=C2C)N1 CHEBI:72719;CHEBI:16990 C00486 HMDB00054;HMDB0000054 Q104219 21252250;5280352 4444055;13628097 bkas#1 C13H22O7 InChI=1S/C13H22O7/c1-7(3-4-9(14)5-12(17)18)19-13-11(16)6-10(15)8(2)20-13/h7-8,10-11,13,15-16H,3-6H2,1-2H3,(H,17,18)/t7-,8+,10-,11-,13-/m1/s1 SUJXPSLMLQAVSH-FXQRJEMGSA-N C[C@H](CCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139827 bkas#10 C15H26O7 InChI=1S/C15H26O7/c1-9(5-3-4-6-11(16)7-14(19)20)21-15-13(18)8-12(17)10(2)22-15/h9-10,12-13,15,17-18H,3-8H2,1-2H3,(H,19,20)/t9-,10+,12-,13-,15-/m1/s1 OTXHLDGCTPIDNN-PFZXPDKNSA-N C[C@H](CCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139829 bkas#10-CoA C36H60N7O22P3S InChI=1S/C36H60N7O22P3S/c1-19(61-35-23(46)14-22(45)20(2)62-35)7-5-6-8-21(44)13-26(48)69-12-11-38-25(47)9-10-39-33(51)30(50)36(3,4)16-60-68(57,58)65-67(55,56)59-15-24-29(64-66(52,53)54)28(49)34(63-24)43-18-42-27-31(37)40-17-41-32(27)43/h17-20,22-24,28-30,34-35,45-46,49-50H,5-16H2,1-4H3,(H,38,47)(H,39,51)(H,55,56)(H,57,58)(H2,37,40,41)(H2,52,53,54)/t19-,20+,22-,23-,24-,28-,29-,30+,34-,35-/m1/s1 DHQBQECJOOZVTJ-KPPZHRRPSA-N C[C@H](CCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139831 bkas#12 C12H20O7 InChI=1S/C12H20O7/c1-6(3-8(13)4-11(16)17)18-12-10(15)5-9(14)7(2)19-12/h6-7,9-10,12,14-15H,3-5H2,1-2H3,(H,16,17)/t6-,7+,9-,10-,12-/m1/s1 WOLLVTGRGSGBEL-WBAPNQQASA-N C[C@H](CC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139833 bkas#12-CoA C33H54N7O22P3S InChI=1S/C33H54N7O22P3S/c1-16(58-32-20(43)11-19(42)17(2)59-32)9-18(41)10-23(45)66-8-7-35-22(44)5-6-36-30(48)27(47)33(3,4)13-57-65(54,55)62-64(52,53)56-12-21-26(61-63(49,50)51)25(46)31(60-21)40-15-39-24-28(34)37-14-38-29(24)40/h14-17,19-21,25-27,31-32,42-43,46-47H,5-13H2,1-4H3,(H,35,44)(H,36,48)(H,52,53)(H,54,55)(H2,34,37,38)(H2,49,50,51)/t16-,17+,19-,20-,21-,25-,26-,27+,31-,32-/m1/s SOIDBLBUCQIJLL-AUNNCQRVSA-N C[C@H](CC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139835 bkas#14 C14H24O7 InChI=1S/C14H24O7/c1-8(4-3-5-10(15)6-13(18)19)20-14-12(17)7-11(16)9(2)21-14/h8-9,11-12,14,16-17H,3-7H2,1-2H3,(H,18,19)/t8-,9+,11-,12-,14-/m1/s1 CIBOJXXSVUMMMT-FSEFYBDASA-N C[C@H](CCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139837 bkas#14-CoA C35H58N7O22P3S InChI=1S/C35H58N7O22P3S/c1-18(60-34-22(45)13-21(44)19(2)61-34)6-5-7-20(43)12-25(47)68-11-10-37-24(46)8-9-38-32(50)29(49)35(3,4)15-59-67(56,57)64-66(54,55)58-14-23-28(63-65(51,52)53)27(48)33(62-23)42-17-41-26-30(36)39-16-40-31(26)42/h16-19,21-23,27-29,33-34,44-45,48-49H,5-15H2,1-4H3,(H,37,46)(H,38,50)(H,54,55)(H,56,57)(H2,36,39,40)(H2,51,52,53)/t18-,19+,21-,22-,23-,27-,28-,29+,33-,34-/m1/s1 GHYLTHAPGVQFBU-JYVUXFISSA-N C[C@H](CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139839 bkas#16 C16H28O7 InChI=1S/C16H28O7/c1-10(6-4-3-5-7-12(17)8-15(20)21)22-16-14(19)9-13(18)11(2)23-16/h10-11,13-14,16,18-19H,3-9H2,1-2H3,(H,20,21)/t10-,11+,13-,14-,16-/m1/s1 KLCHBSZWWKJIFZ-DVAKLYJDSA-N C[C@H](CCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139841 bkas#16-CoA C37H62N7O22P3S InChI=1S/C37H62N7O22P3S/c1-20(62-36-24(47)15-23(46)21(2)63-36)8-6-5-7-9-22(45)14-27(49)70-13-12-39-26(48)10-11-40-34(52)31(51)37(3,4)17-61-69(58,59)66-68(56,57)60-16-25-30(65-67(53,54)55)29(50)35(64-25)44-19-43-28-32(38)41-18-42-33(28)44/h18-21,23-25,29-31,35-36,46-47,50-51H,5-17H2,1-4H3,(H,39,48)(H,40,52)(H,56, HTLWASUKQCZOKR-NWYLSFCUSA-N C[C@H](CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139843 bkas#18 C17H30O7 InChI=1S/C17H30O7/c1-11(23-17-15(20)10-14(19)12(2)24-17)7-5-3-4-6-8-13(18)9-16(21)22/h11-12,14-15,17,19-20H,3-10H2,1-2H3,(H,21,22)/t11-,12+,14-,15-,17-/m1/s1 QPKLZPWSLJHGNI-CSDUCGJJSA-N C[C@H](CCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139845 bkas#18-CoA C38H64N7O22P3S InChI=1S/C38H64N7O22P3S/c1-21(63-37-25(48)16-24(47)22(2)64-37)9-7-5-6-8-10-23(46)15-28(50)71-14-13-40-27(49)11-12-41-35(53)32(52)38(3,4)18-62-70(59,60)67-69(57,58)61-17-26-31(66-68(54,55)56)30(51)36(65-26)45-20-44-29-33(39)42-19-43-34(29)45/h19-22,24-26,30-32,36-37,47-48,51-52H,5-18H2,1-4H3,(H,40,49)(H,41,53)(H,57,58)(H,59,60)(H2,39,42,43)(H2,54,55,56)/t21-,22+,24-,25-,26-,30-,31-,32+,36-,37-/m1/s1 TUXSJBCZTAYNOM-SCEUTBFNSA-N C[C@H](CCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139847 bkas#1-CoA C34H56N7O22P3S InChI=1S/C34H56N7O22P3S/c1-17(59-33-21(44)12-20(43)18(2)60-33)5-6-19(42)11-24(46)67-10-9-36-23(45)7-8-37-31(49)28(48)34(3,4)14-58-66(55,56)63-65(53,54)57-13-22-27(62-64(50,51)52)26(47)32(61-22)41-16-40-25-29(35)38-15-39-30(25)41/h15-18,20-22,26-28,32-33,43-44,47-48H,5-14H2,1-4H3,(H,36,45)(H,37,49)(H,53,54)(H,55,56)(H2,35,38,39)(H2,50,51,52)/t17-,18+,20-,21-,22-,26-,27-,28+,32-,33-/m1/s1 LVHFDVAPUCDDHA-USQYBSOGSA-N C[C@H](CCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139849 bkas#20 C18H32O7 InChI=1S/C18H32O7/c1-12(24-18-16(21)11-15(20)13(2)25-18)8-6-4-3-5-7-9-14(19)10-17(22)23/h12-13,15-16,18,20-21H,3-11H2,1-2H3,(H,22,23)/t12-,13+,15-,16-,18-/m1/s1 IRSPDSMWRKYLPC-HYUSYPKPSA-N C[C@H](CCCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139851 bkas#20-CoA C39H66N7O22P3S InChI=1S/C39H66N7O22P3S/c1-22(64-38-26(49)17-25(48)23(2)65-38)10-8-6-5-7-9-11-24(47)16-29(51)72-15-14-41-28(50)12-13-42-36(54)33(53)39(3,4)19-63-71(60,61)68-70(58,59)62-18-27-32(67-69(55,56)57)31(52)37(66-27)46-21-45-30-34(40)43-20-44-35(30)46/h20-23,25-27,31-33,37-38,48-49,52-53H,5-19H2,1-4H3,(H,41,50)(H,42,54)(H,58,59)(H,60,61)(H2,40,43,44)(H2,55,56,57)/t22-,23+,25-,26-,27-,31-,32-,33+,37-,38-/m1/s UMVRERCZHYRKNO-IJOGGILESA-N C[C@H](CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139853 bkas#22 C19H34O7 InChI=1S/C19H34O7/c1-13(25-19-17(22)12-16(21)14(2)26-19)9-7-5-3-4-6-8-10-15(20)11-18(23)24/h13-14,16-17,19,21-22H,3-12H2,1-2H3,(H,23,24)/t13-,14+,16-,17-,19-/m1/s1 YOLPWJUPZXRYNQ-UGEIDEBPSA-N C[C@H](CCCCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139855 bkas#22-CoA C40H68N7O22P3S InChI=1S/C40H68N7O22P3S/c1-23(65-39-27(50)18-26(49)24(2)66-39)11-9-7-5-6-8-10-12-25(48)17-30(52)73-16-15-42-29(51)13-14-43-37(55)34(54)40(3,4)20-64-72(61,62)69-71(59,60)63-19-28-33(68-70(56,57)58)32(53)38(67-28)47-22-46-31-35(41)44-21-45-36(31)47/h21-24,26-28,32-34,38-39,49-50,53-54H,5-20H2,1-4H3,(H,42,51)(H,43,55)(H,59,60)(H,61,62)(H2,41,44,45)(H2,56,57,58)/t23-,24+,26-,27-,28-,32-,33-,34+,38-,39-/m1/s ZNWSXQAEJJQUJM-SSFUEFIKSA-N C[C@H](CCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139858 bkas#24 C20H36O7 InChI=1S/C20H36O7/c1-14(26-20-18(23)13-17(22)15(2)27-20)10-8-6-4-3-5-7-9-11-16(21)12-19(24)25/h14-15,17-18,20,22-23H,3-13H2,1-2H3,(H,24,25)/t14-,15+,17-,18-,20-/m1/s1 ADCGSPXIVLKMAL-XXECKMAJSA-N C[C@H](CCCCCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139860 bkas#24-CoA C41H70N7O22P3S InChI=1S/C41H70N7O22P3S/c1-24(66-40-28(51)19-27(50)25(2)67-40)12-10-8-6-5-7-9-11-13-26(49)18-31(53)74-17-16-43-30(52)14-15-44-38(56)35(55)41(3,4)21-65-73(62,63)70-72(60,61)64-20-29-34(69-71(57,58)59)33(54)39(68-29)48-23-47-32-36(42)45-22-46-37(32)48/h22-25,27-29,33-35,39-40,50-51,54-55H,5-21H2,1-4H3,(H,43,52)(H,44,56)(H,60,61)(H,62,63)(H2,42,45,46)(H2,57,58,59)/t24-,25+,27-,28-,29-,33-,34-,35+,39-,40-/m1/s KAEHZKXUEDFDPU-MSRNHSFWSA-N C[C@H](CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139862 bkas#26 C21H38O7 InChI=1S/C21H38O7/c1-15(27-21-19(24)14-18(23)16(2)28-21)11-9-7-5-3-4-6-8-10-12-17(22)13-20(25)26/h15-16,18-19,21,23-24H,3-14H2,1-2H3,(H,25,26)/t15-,16+,18-,19-,21-/m1/s1 MQUSJLFIKPWUQJ-BKRRIZPZSA-N C[C@H](CCCCCCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139864 bkas#26-CoA C42H72N7O22P3S InChI=1S/C42H72N7O22P3S/c1-25(67-41-29(52)20-28(51)26(2)68-41)13-11-9-7-5-6-8-10-12-14-27(50)19-32(54)75-18-17-44-31(53)15-16-45-39(57)36(56)42(3,4)22-66-74(63,64)71-73(61,62)65-21-30-35(70-72(58,59)60)34(55)40(69-30)49-24-48-33-37(43)46-23-47-38(33)49/h23-26,28-30,34-36,40-41,51-52,55-56H,5-22H2,1-4H3,(H,44,53)(H,45,57)(H,61,62)(H,63,64)(H2,43,46,47)(H2,58,59,60)/t25-,26+,28-,29-,30-,34-,35-,36+,40-,41-/m1/s1 KYBVXOLPOWVXON-OBNMEJALSA-N C[C@H](CCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139866 bkas#28 C22H40O7 InChI=1S/C22H40O7/c1-16(28-22-20(25)15-19(24)17(2)29-22)12-10-8-6-4-3-5-7-9-11-13-18(23)14-21(26)27/h16-17,19-20,22,24-25H,3-15H2,1-2H3,(H,26,27)/t16-,17+,19-,20-,22-/m1/s1 RYEGSQBSXWUUPK-HTJFHPCASA-N C[C@H](CCCCCCCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139868 bkas#28-CoA C43H74N7O22P3S InChI=1S/C43H74N7O22P3S/c1-26(68-42-30(53)21-29(52)27(2)69-42)14-12-10-8-6-5-7-9-11-13-15-28(51)20-33(55)76-19-18-45-32(54)16-17-46-40(58)37(57)43(3,4)23-67-75(64,65)72-74(62,63)66-22-31-36(71-73(59,60)61)35(56)41(70-31)50-25-49-34-38(44)47-24-48-39(34)50/h24-27,29-31,35-37,41-42,52-53,56-57H,5-23H2,1-4H3,(H,45,54)(H,46,58)(H,62,63)(H,64,65)(H2,44,47,48)(H2,59,60,61)/t26-,27+,29-,30-,31-,35-,36-,37+,41-,42-/m1/s1 QFWBASFTHJWYGC-CYQGFKKRSA-N C[C@H](CCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139870 bkas#30 C23H42O7 InChI=1S/C23H42O7/c1-17(29-23-21(26)16-20(25)18(2)30-23)13-11-9-7-5-3-4-6-8-10-12-14-19(24)15-22(27)28/h17-18,20-21,23,25-26H,3-16H2,1-2H3,(H,27,28)/t17-,18+,20-,21-,23-/m1/s1 OOUQCPKBYBBXMY-XPKGIBFMSA-N C[C@H](CCCCCCCCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139872 bkas#30-CoA C44H76N7O22P3S InChI=1S/C44H76N7O22P3S/c1-27(69-43-31(54)22-30(53)28(2)70-43)15-13-11-9-7-5-6-8-10-12-14-16-29(52)21-34(56)77-20-19-46-33(55)17-18-47-41(59)38(58)44(3,4)24-68-76(65,66)73-75(63,64)67-23-32-37(72-74(60,61)62)36(57)42(71-32)51-26-50-35-39(45)48-25-49-40(35)51/h25-28,30-32,36-38,42-43,53-54,57-58H,5-24H2,1-4H3,(H,46,55)(H,47,59)(H,63,64)(H,65,66)(H2,45,48,49)(H2,60,61,62)/t27-,28+,30-,31-,32-,36-,37-,38+,42-,43-/m1/s IJKXTUNOMVFDCE-YWQCAHSSSA-N C[C@H](CCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139874 bkas#32 C24H44O7 InChI=1S/C24H44O7/c1-18(30-24-22(27)17-21(26)19(2)31-24)14-12-10-8-6-4-3-5-7-9-11-13-15-20(25)16-23(28)29/h18-19,21-22,24,26-27H,3-17H2,1-2H3,(H,28,29)/t18-,19+,21-,22-,24-/m1/s1 GFVALBCHWUVIRD-MMUOCADFSA-N C[C@H](CCCCCCCCCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139876 bkas#32-CoA C45H78N7O22P3S InChI=1S/C45H78N7O22P3S/c1-28(70-44-32(55)23-31(54)29(2)71-44)16-14-12-10-8-6-5-7-9-11-13-15-17-30(53)22-35(57)78-21-20-47-34(56)18-19-48-42(60)39(59)45(3,4)25-69-77(66,67)74-76(64,65)68-24-33-38(73-75(61,62)63)37(58)43(72-33)52-27-51-36-40(46)49-26-50-41(36)52/h26-29,31-33,37-39,43-44,54-55,58-59H,5-25H2,1-4H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/t28-,29+,31-,32-,33-,37-,38-,39+,43-,44-/m1/s1 FNQYKJBDADQDOW-SJKUMDECSA-N C[C@H](CCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139878 bkas#34 C25H46O7 InChI=1S/C25H46O7/c1-19(31-25-23(28)18-22(27)20(2)32-25)15-13-11-9-7-5-3-4-6-8-10-12-14-16-21(26)17-24(29)30/h19-20,22-23,25,27-28H,3-18H2,1-2H3,(H,29,30)/t19-,20+,22-,23-,25-/m1/s1 WUFAAKWTJAFYDQ-ZJSDICRLSA-N C[C@H](CCCCCCCCCCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139880 bkas#34-CoA C46H80N7O22P3S InChI=1S/C46H80N7O22P3S/c1-29(71-45-33(56)24-32(55)30(2)72-45)17-15-13-11-9-7-5-6-8-10-12-14-16-18-31(54)23-36(58)79-22-21-48-35(57)19-20-49-43(61)40(60)46(3,4)26-70-78(67,68)75-77(65,66)69-25-34-39(74-76(62,63)64)38(59)44(73-34)53-28-52-37-41(47)50-27-51-42(37)53/h27-30,32-34,38-40,44-45,55-56,59-60H,5-26H2,1-4H3,(H,48,57)(H,49,61)(H,65,66)(H,67,68)(H2,47,50,51)(H2,62,63,64)/t29-,30+,32-,33-,34-,38-,39-,40+,44-,45-/m1/s1 UKYLPFINYTZZCN-HYMMUCJFSA-N C[C@H](CCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139882 bkas#36 C26H48O7 InChI=1S/C26H48O7/c1-20(32-26-24(29)19-23(28)21(2)33-26)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-22(27)18-25(30)31/h20-21,23-24,26,28-29H,3-19H2,1-2H3,(H,30,31)/t20-,21+,23-,24-,26-/m1/s1 PLCLTIPDLZLRTE-RNSHZHDHSA-N C[C@H](CCCCCCCCCCCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139884 bkas#36-CoA C47H82N7O22P3S InChI=1S/C47H82N7O22P3S/c1-30(72-46-34(57)25-33(56)31(2)73-46)18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-32(55)24-37(59)80-23-22-49-36(58)20-21-50-44(62)41(61)47(3,4)27-71-79(68,69)76-78(66,67)70-26-35-40(75-77(63,64)65)39(60)45(74-35)54-29-53-38-42(48)51-28-52-43(38)54/h28-31,33-35,39-41,45-46,56-57,60-61H,5-27H2,1-4H3,(H,49,58)(H,50,62)(H,66,67)(H,68,69)(H2,48,51,52)(H2,63,64,65)/t30-,31+,33-,34-,35-,39-,40-,41+,45-,46-/m1/s1 JJUTWCDFHADBPH-CQLIVUGMSA-N C[C@H](CCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139886 bkas#38 C27H50O7 InChI=1S/C27H50O7/c1-21(33-27-25(30)20-24(29)22(2)34-27)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-23(28)19-26(31)32/h21-22,24-25,27,29-30H,3-20H2,1-2H3,(H,31,32)/t21-,22+,24-,25-,27-/m1/s1 NJKRNAJKXVWNFU-OPYPCFFTSA-N C[C@H](CCCCCCCCCCCCCCCCC(=O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O CHEBI:139888 bkas#38-CoA C48H84N7O22P3S InChI=1S/C48H84N7O22P3S/c1-31(73-47-35(58)26-34(57)32(2)74-47)19-17-15-13-11-9-7-5-6-8-10-12-14-16-18-20-33(56)25-38(60)81-24-23-50-37(59)21-22-51-45(63)42(62)48(3,4)28-72-80(69,70)77-79(67,68)71-27-36-41(76-78(64,65)66)40(61)46(75-36)55-30-54-39-43(49)52-29-53-44(39)55/h29-32,34-36,40-42,46-47,57-58,61-62H,5-28H2,1-4H3,(H,50,59)(H,51,63)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t31-,32+,34-,35-,36-,40-,41-,42+,46-,47-/m1/s1 QUCOELVSMKTXLR-XQZQJGDVSA-N C[C@H](CCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)O[C@@H]4O[C@@H](C)[C@H](O)C[C@H]4O CHEBI:139890 bkas#9 C11H18O7 InChI=1S/C11H18O7/c1-5-7(12)3-9(14)11(17-5)18-6(2)8(13)4-10(15)16/h5-7,9,11-12,14H,3-4H2,1-2H3,(H,15,16)/t5-,6+,7+,9+,11-/m0/s1 IVDIZIGRLYEYMK-IREMQWHZSA-N C[C@@H](O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O)C(=O)CC(O)=O CHEBI:139892 bkas#9-CoA C32H52N7O22P3S InChI=1S/C32H52N7O22P3S/c1-15-17(40)9-19(42)31(57-15)58-16(2)18(41)10-22(44)65-8-7-34-21(43)5-6-35-29(47)26(46)32(3,4)12-56-64(53,54)61-63(51,52)55-11-20-25(60-62(48,49)50)24(45)30(59-20)39-14-38-23-27(33)36-13-37-28(23)39/h13-17,19-20,24-26,30-31,40,42,45-46H,5-12H2,1-4H3,(H,34,43)(H,35,47)(H,51,52)(H,53,54)(H2,33,36,37)(H2,48,49,50)/t15-,16+,17+,19+,20+,24+,25+,26-,30+,31-/m0/s1 CVWKWHBDRBFTQA-VRBBHYMUSA-N C[C@@H](O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O)C(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34 CHEBI:139894 bkos#1 C13H22O7 InChI=1S/C13H22O7/c1-8-10(15)7-11(16)13(20-8)19-5-3-2-4-9(14)6-12(17)18/h8,10-11,13,15-16H,2-7H2,1H3,(H,17,18)/t8-,10+,11+,13+/m0/s1 WYDXDFMJTTYATA-BQKRADJCSA-N C[C@@H]1O[C@@H](OCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139896 bkos#10 C15H26O7 InChI=1S/C15H26O7/c1-10-12(17)9-13(18)15(22-10)21-7-5-3-2-4-6-11(16)8-14(19)20/h10,12-13,15,17-18H,2-9H2,1H3,(H,19,20)/t10-,12+,13+,15+/m0/s1 XTGCOILJPOGNOY-XTWPYSKKSA-N C[C@@H]1O[C@@H](OCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139898 bkos#10-CoA C36H60N7O22P3S InChI=1S/C36H60N7O22P3S/c1-20-22(45)15-23(46)35(62-20)59-12-7-5-4-6-8-21(44)14-26(48)69-13-11-38-25(47)9-10-39-33(51)30(50)36(2,3)17-61-68(57,58)65-67(55,56)60-16-24-29(64-66(52,53)54)28(49)34(63-24)43-19-42-27-31(37)40-18-41-32(27)43/h18-20,22-24,28-30,34-35,45-46,49-50H,4-17H2,1-3H3,(H,38,47)(H,39,51)(H,55,56)(H,57,58)(H2,37,40,41)(H2,52,53,54)/t20-,22+,23+,24+,28+,29+,30-,34+,35+/m0/s1 XYYTYCVYIGZVHC-QNDIWHFOSA-N C[C@@H]1O[C@@H](OCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139900 bkos#12 C12H20O7 InChI=1S/C12H20O7/c1-7-9(14)6-10(15)12(19-7)18-4-2-3-8(13)5-11(16)17/h7,9-10,12,14-15H,2-6H2,1H3,(H,16,17)/t7-,9+,10+,12+/m0/s1 MKWGPNVDPNHKIX-CKIYVRPFSA-N C[C@@H]1O[C@@H](OCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139902 bkos#12-CoA C33H54N7O22P3S InChI=1S/C33H54N7O22P3S/c1-17-19(42)12-20(43)32(59-17)56-9-4-5-18(41)11-23(45)66-10-8-35-22(44)6-7-36-30(48)27(47)33(2,3)14-58-65(54,55)62-64(52,53)57-13-21-26(61-63(49,50)51)25(46)31(60-21)40-16-39-24-28(34)37-15-38-29(24)40/h15-17,19-21,25-27,31-32,42-43,46-47H,4-14H2,1-3H3,(H,35,44)(H,36,48)(H,52,53)(H,54,55)(H2,34,37,38)(H2,49,50,51)/t17-,19+,20+,21+,25+,26+,27-,31+,32+/m0/s1 XEXFZJDKGHLWIB-PWGBCQQASA-N C[C@@H]1O[C@@H](OCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139904 bkos#14 C14H24O7 InChI=1S/C14H24O7/c1-9-11(16)8-12(17)14(21-9)20-6-4-2-3-5-10(15)7-13(18)19/h9,11-12,14,16-17H,2-8H2,1H3,(H,18,19)/t9-,11+,12+,14+/m0/s1 HLAXQXHJWGJUFT-LEJCRSTHSA-N C[C@@H]1O[C@@H](OCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139906 bkos#14-CoA C35H58N7O22P3S InChI=1S/C35H58N7O22P3S/c1-19-21(44)14-22(45)34(61-19)58-11-6-4-5-7-20(43)13-25(47)68-12-10-37-24(46)8-9-38-32(50)29(49)35(2,3)16-60-67(56,57)64-66(54,55)59-15-23-28(63-65(51,52)53)27(48)33(62-23)42-18-41-26-30(36)39-17-40-31(26)42/h17-19,21-23,27-29,33-34,44-45,48-49H,4-16H2,1-3H3,(H,37,46)(H,38,50)(H,54,55)(H,56,57)(H2,36,39,40)(H2,51,52,53)/t19-,21+,22+,23+,27+,28+,29-,33+,34+/m0/s1 YTQUEXXGYCWVEC-DMONYOBISA-N C[C@@H]1O[C@@H](OCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139908 bkos#16 C16H28O7 InChI=1S/C16H28O7/c1-11-13(18)10-14(19)16(23-11)22-8-6-4-2-3-5-7-12(17)9-15(20)21/h11,13-14,16,18-19H,2-10H2,1H3,(H,20,21)/t11-,13+,14+,16+/m0/s1 YWCJWMBWXGNJHN-ADSMDIBLSA-N C[C@@H]1O[C@@H](OCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139910 bkos#16-CoA C37H62N7O22P3S InChI=1S/C37H62N7O22P3S/c1-21-23(46)16-24(47)36(63-21)60-13-8-6-4-5-7-9-22(45)15-27(49)70-14-12-39-26(48)10-11-40-34(52)31(51)37(2,3)18-62-69(58,59)66-68(56,57)61-17-25-30(65-67(53,54)55)29(50)35(64-25)44-20-43-28-32(38)41-19-42-33(28)44/h19-21,23-25,29-31,35-36,46-47,50-51H,4-18H2,1-3H3,(H,39,48)(H,40,52)(H,56,57)(H,58,59)(H2,38,41,42)(H2,53,54,55)/t21-,23+,24+,25+,29+,30+,31-,35+,36+/m0/s1 UEMLVZQNYBLKOV-HTVSJTJUSA-N C[C@@H]1O[C@@H](OCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139912 bkos#18 C17H30O7 InChI=1S/C17H30O7/c1-12-14(19)11-15(20)17(24-12)23-9-7-5-3-2-4-6-8-13(18)10-16(21)22/h12,14-15,17,19-20H,2-11H2,1H3,(H,21,22)/t12-,14+,15+,17+/m0/s1 HRHVGAZDZGAQDB-DPAVQSFQSA-N C[C@@H]1O[C@@H](OCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139914 bkos#18-CoA C38H64N7O22P3S InChI=1S/C38H64N7O22P3S/c1-22-24(47)17-25(48)37(64-22)61-14-9-7-5-4-6-8-10-23(46)16-28(50)71-15-13-40-27(49)11-12-41-35(53)32(52)38(2,3)19-63-70(59,60)67-69(57,58)62-18-26-31(66-68(54,55)56)30(51)36(65-26)45-21-44-29-33(39)42-20-43-34(29)45/h20-22,24-26,30-32,36-37,47-48,51-52H,4-19H2,1-3H3,(H,40,49)(H,41,53)(H,57,58)(H,59,60)(H2,39,42,43)(H2,54,55,56)/t22-,24+,25+,26+,30+,31+,32-,36+,37+/m0/s TVTNLEOCUBDOPO-GOCJXLSSSA-N C[C@@H]1O[C@@H](OCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139916 bkos#1-CoA C34H56N7O22P3S InChI=1S/C34H56N7O22P3S/c1-18-20(43)13-21(44)33(60-18)57-10-5-4-6-19(42)12-24(46)67-11-9-36-23(45)7-8-37-31(49)28(48)34(2,3)15-59-66(55,56)63-65(53,54)58-14-22-27(62-64(50,51)52)26(47)32(61-22)41-17-40-25-29(35)38-16-39-30(25)41/h16-18,20-22,26-28,32-33,43-44,47-48H,4-15H2,1-3H3,(H,36,45)(H,37,49)(H,53,54)(H,55,56)(H2,35,38,39)(H2,50,51,52)/t18-,20+,21+,22+,26+,27+,28-,32+,33+/m0/s1 QBVUPCXIUKCLFI-SMBRNFTKSA-N C[C@@H]1O[C@@H](OCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139918 bkos#20 C18H32O7 InChI=1S/C18H32O7/c1-13-15(20)12-16(21)18(25-13)24-10-8-6-4-2-3-5-7-9-14(19)11-17(22)23/h13,15-16,18,20-21H,2-12H2,1H3,(H,22,23)/t13-,15+,16+,18+/m0/s1 WGVYYBXTSRMWHN-AAJLLMFJSA-N C[C@@H]1O[C@@H](OCCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139920 bkos#20-CoA C39H66N7O22P3S InChI=1S/C39H66N7O22P3S/c1-23-25(48)18-26(49)38(65-23)62-15-10-8-6-4-5-7-9-11-24(47)17-29(51)72-16-14-41-28(50)12-13-42-36(54)33(53)39(2,3)20-64-71(60,61)68-70(58,59)63-19-27-32(67-69(55,56)57)31(52)37(66-27)46-22-45-30-34(40)43-21-44-35(30)46/h21-23,25-27,31-33,37-38,48-49,52-53H,4-20H2,1-3H3,(H,41,50)(H,42,54)(H,58,59)(H,60,61)(H2,40,43,44)(H2,55,56,57)/t23-,25+,26+,27+,31+,32+,33-,37+,38+/m0/s1 AJNDFUYMDZHGRA-NQJQYTTBSA-N C[C@@H]1O[C@@H](OCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139922 bkos#22 C19H34O7 InChI=1S/C19H34O7/c1-14-16(21)13-17(22)19(26-14)25-11-9-7-5-3-2-4-6-8-10-15(20)12-18(23)24/h14,16-17,19,21-22H,2-13H2,1H3,(H,23,24)/t14-,16+,17+,19+/m0/s1 QEYNEQYNKJBVIN-KNIMUDFMSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139924 bkos#22-CoA C40H68N7O22P3S InChI=1S/C40H68N7O22P3S/c1-24-26(49)19-27(50)39(66-24)63-16-11-9-7-5-4-6-8-10-12-25(48)18-30(52)73-17-15-42-29(51)13-14-43-37(55)34(54)40(2,3)21-65-72(61,62)69-71(59,60)64-20-28-33(68-70(56,57)58)32(53)38(67-28)47-23-46-31-35(41)44-22-45-36(31)47/h22-24,26-28,32-34,38-39,49-50,53-54H,4-21H2,1-3H3,(H,42,51)(H,43,55)(H,59,60)(H,61,62)(H2,41,44,45)(H2,56,57,58)/t24-,26+,27+,28+,32+,33+,34-,38+,39+/m0/s1 KZLLMHRQZUFGPG-NCOQZWFFSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139926 bkos#24 C20H36O7 InChI=1S/C20H36O7/c1-15-17(22)14-18(23)20(27-15)26-12-10-8-6-4-2-3-5-7-9-11-16(21)13-19(24)25/h15,17-18,20,22-23H,2-14H2,1H3,(H,24,25)/t15-,17+,18+,20+/m0/s1 AIEAPXFPBVVEMM-ZCDKGFTFSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139928 bkos#24-CoA C41H70N7O22P3S InChI=1S/C41H70N7O22P3S/c1-25-27(50)20-28(51)40(67-25)64-17-12-10-8-6-4-5-7-9-11-13-26(49)19-31(53)74-18-16-43-30(52)14-15-44-38(56)35(55)41(2,3)22-66-73(62,63)70-72(60,61)65-21-29-34(69-71(57,58)59)33(54)39(68-29)48-24-47-32-36(42)45-23-46-37(32)48/h23-25,27-29,33-35,39-40,50-51,54-55H,4-22H2,1-3H3,(H,43,52)(H,44,56)(H,60,61)(H,62,63)(H2,42,45,46)(H2,57,58,59)/t25-,27+,28+,29+,33+,34+,35-,39+,40+/m0/s KOOYXIKZAMFMQF-JBZRVMOZSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139930 bkos#26 C21H38O7 InChI=1S/C21H38O7/c1-16-18(23)15-19(24)21(28-16)27-13-11-9-7-5-3-2-4-6-8-10-12-17(22)14-20(25)26/h16,18-19,21,23-24H,2-15H2,1H3,(H,25,26)/t16-,18+,19+,21+/m0/s1 ZYUWEIIDMKELLR-HKJQZYRSSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139932 bkos#26-CoA C42H72N7O22P3S InChI=1S/C42H72N7O22P3S/c1-26-28(51)21-29(52)41(68-26)65-18-13-11-9-7-5-4-6-8-10-12-14-27(50)20-32(54)75-19-17-44-31(53)15-16-45-39(57)36(56)42(2,3)23-67-74(63,64)71-73(61,62)66-22-30-35(70-72(58,59)60)34(55)40(69-30)49-25-48-33-37(43)46-24-47-38(33)49/h24-26,28-30,34-36,40-41,51-52,55-56H,4-23H2,1-3H3,(H,44,53)(H,45,57)(H,61,62)(H,63,64)(H2,43,46,47)(H2,58,59,60)/t26-,28+,29+,30+,34+,35+,36-,40+,41+/m0/s1 RNGXWGWSIXNJNH-MCKZJXPSSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139934 bkos#28 C22H40O7 InChI=1S/C22H40O7/c1-17-19(24)16-20(25)22(29-17)28-14-12-10-8-6-4-2-3-5-7-9-11-13-18(23)15-21(26)27/h17,19-20,22,24-25H,2-16H2,1H3,(H,26,27)/t17-,19+,20+,22+/m0/s1 ROKPPLKXJYFRQP-RJJVWVDVSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139936 bkos#28-CoA C43H74N7O22P3S InChI=1S/C43H74N7O22P3S/c1-27-29(52)22-30(53)42(69-27)66-19-14-12-10-8-6-4-5-7-9-11-13-15-28(51)21-33(55)76-20-18-45-32(54)16-17-46-40(58)37(57)43(2,3)24-68-75(64,65)72-74(62,63)67-23-31-36(71-73(59,60)61)35(56)41(70-31)50-26-49-34-38(44)47-25-48-39(34)50/h25-27,29-31,35-37,41-42,52-53,56-57H,4-24H2,1-3H3,(H,45,54)(H,46,58)(H,62,63)(H,64,65)(H2,44,47,48)(H2,59,60,61)/t27-,29+,30+,31+,35+,36+,37-,41+,42+/m0/s KXYKIKCZOWBPPM-WVYCKIPGSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139938 bkos#30 C23H42O7 InChI=1S/C23H42O7/c1-18-20(25)17-21(26)23(30-18)29-15-13-11-9-7-5-3-2-4-6-8-10-12-14-19(24)16-22(27)28/h18,20-21,23,25-26H,2-17H2,1H3,(H,27,28)/t18-,20+,21+,23+/m0/s1 WBJYSXRSIAGUFW-BWKHYTDRSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139940 bkos#30-CoA C44H76N7O22P3S InChI=1S/C44H76N7O22P3S/c1-28-30(53)23-31(54)43(70-28)67-20-15-13-11-9-7-5-4-6-8-10-12-14-16-29(52)22-34(56)77-21-19-46-33(55)17-18-47-41(59)38(58)44(2,3)25-69-76(65,66)73-75(63,64)68-24-32-37(72-74(60,61)62)36(57)42(71-32)51-27-50-35-39(45)48-26-49-40(35)51/h26-28,30-32,36-38,42-43,53-54,57-58H,4-25H2,1-3H3,(H,46,55)(H,47,59)(H,63,64)(H,65,66)(H2,45,48,49)(H2,60,61,62)/t28-,30+,31+,32+,36+,37+,38-,42+,43+/m0/s1 DCFYDWXLOJZNMV-XVZYYBCOSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139942 bkos#32 C24H44O7 InChI=1S/C24H44O7/c1-19-21(26)18-22(27)24(31-19)30-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-20(25)17-23(28)29/h19,21-22,24,26-27H,2-18H2,1H3,(H,28,29)/t19-,21+,22+,24+/m0/s1 XZCVSZXMQDQUSB-IEEQIXEPSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139944 bkos#32-CoA C45H78N7O22P3S InChI=1S/C45H78N7O22P3S/c1-29-31(54)24-32(55)44(71-29)68-21-16-14-12-10-8-6-4-5-7-9-11-13-15-17-30(53)23-35(57)78-22-20-47-34(56)18-19-48-42(60)39(59)45(2,3)26-70-77(66,67)74-76(64,65)69-25-33-38(73-75(61,62)63)37(58)43(72-33)52-28-51-36-40(46)49-27-50-41(36)52/h27-29,31-33,37-39,43-44,54-55,58-59H,4-26H2,1-3H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/t29-,31+,32+,33+,37+,38+,39-,43+,44+/m0/s1 APBHWNXEAUZPBJ-YCHRLHCWSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139946 bkos#34 C25H46O7 InChI=1S/C25H46O7/c1-20-22(27)19-23(28)25(32-20)31-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-21(26)18-24(29)30/h20,22-23,25,27-28H,2-19H2,1H3,(H,29,30)/t20-,22+,23+,25+/m0/s1 JXEOQVNRNLRIBS-LVVCFHABSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139948 bkos#34-CoA C46H80N7O22P3S InChI=1S/C46H80N7O22P3S/c1-30-32(55)25-33(56)45(72-30)69-22-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-31(54)24-36(58)79-23-21-48-35(57)19-20-49-43(61)40(60)46(2,3)27-71-78(67,68)75-77(65,66)70-26-34-39(74-76(62,63)64)38(59)44(73-34)53-29-52-37-41(47)50-28-51-42(37)53/h28-30,32-34,38-40,44-45,55-56,59-60H,4-27H2,1-3H3,(H,48,57)(H,49,61)(H,65,66)(H,67,68)(H2,47,50,51)(H2,62,63,64)/t30-,32+,33+,34+,38+,39+,40-,44+,45+/m0/s1 DFQWHFGHAMKSPO-NJQKTMOASA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139950 bkos#36 C26H48O7 InChI=1S/C26H48O7/c1-21-23(28)20-24(29)26(33-21)32-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-22(27)19-25(30)31/h21,23-24,26,28-29H,2-20H2,1H3,(H,30,31)/t21-,23+,24+,26+/m0/s1 KHVXYRDBDLMDMB-YZWUSWEISA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139952 bkos#36-CoA C47H82N7O22P3S InChI=1S/C47H82N7O22P3S/c1-31-33(56)26-34(57)46(73-31)70-23-18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-32(55)25-37(59)80-24-22-49-36(58)20-21-50-44(62)41(61)47(2,3)28-72-79(68,69)76-78(66,67)71-27-35-40(75-77(63,64)65)39(60)45(74-35)54-30-53-38-42(48)51-29-52-43(38)54/h29-31,33-35,39-41,45-46,56-57,60-61H,4-28H2,1-3H3,(H,49,58)(H,50,62)(H,66,67)(H,68,69)(H2,48,51,52)(H2,63,64,65)/t31-,33+,34+,35+,39+,40+,41-,45+,46+/m0/s1 PZVCNCBAEUMLNN-NUBFDJBOSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139954 bkos#38 C27H50O7 InChI=1S/C27H50O7/c1-22-24(29)21-25(30)27(34-22)33-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-23(28)20-26(31)32/h22,24-25,27,29-30H,2-21H2,1H3,(H,31,32)/t22-,24+,25+,27+/m0/s1 JNNOKSGGRUSJAB-YEEIMHOPSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139956 bkos#38-CoA C48H84N7O22P3S InChI=1S/C48H84N7O22P3S/c1-32-34(57)27-35(58)47(74-32)71-24-19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-20-33(56)26-38(60)81-25-23-50-37(59)21-22-51-45(63)42(62)48(2,3)29-73-80(69,70)77-79(67,68)72-28-36-41(76-78(64,65)66)40(61)46(75-36)55-31-54-39-43(49)52-30-53-44(39)55/h30-32,34-36,40-42,46-47,57-58,61-62H,4-29H2,1-3H3,(H,50,59)(H,51,63)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t32-,34+,35+,36+,40+,41+,42-,46+,47+/m0/s1 HFVNRVKVUDIOGD-UMGNQYTGSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N3C=NC4=C(N)N=CN=C34)[C@H](O)C[C@H]1O CHEBI:139958 bkos#9 C11H18O7 InChI=1S/C11H18O7/c1-6-8(13)5-9(14)11(18-6)17-3-2-7(12)4-10(15)16/h6,8-9,11,13-14H,2-5H2,1H3,(H,15,16)/t6-,8+,9+,11+/m0/s1 XKFOFXRCSUBDPV-YXYNTAJPSA-N C[C@@H]1O[C@@H](OCCC(=O)CC(O)=O)[C@H](O)C[C@H]1O CHEBI:139960 bkos#9-CoA C32H52N7O22P3S InChI=1S/C32H52N7O22P3S/c1-16-18(41)11-19(42)31(58-16)55-8-5-17(40)10-22(44)65-9-7-34-21(43)4-6-35-29(47)26(46)32(2,3)13-57-64(53,54)61-63(51,52)56-12-20-25(60-62(48,49)50)24(45)30(59-20)39-15-38-23-27(33)36-14-37-28(23)39/h14-16,18-20,24-26,30-31,41-42,45-46H,4-13H2,1-3H3,(H,34,43)(H,35,47)(H,51,52)(H,53,54)(H2,33,36,37)(H2,48,49,50)/t16-,18+,19+,20+,24+,25+,26-,30+,31+/m0/s1 QUSYCGNKRPSLGM-SSTSQUPRSA-N C[C@@H]1O[C@@H](OCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139962 O-butanoyl-L-carnitine C11H21NO4 InChI=1S/C11H21NO4/c1-5-6-11(15)16-9(7-10(13)14)8-12(2,3)4/h9H,5-8H2,1-4H3/t9-/m1/s1 QWYFHHGCZUCMBN-SECBINFHSA-N CCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:21949 C02862 HMDB0002013;HMDB02013 LMFA07070003 Q27109418 213144 184820 biotin C10H16N2O3S InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1 YBJHBAHKTGYVGT-ZKWXMUAHSA-N [H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2 CHEBI:15956;CHEBI:41236 C00120 HMDB00030;HMDB0000030 Q181354 171548 149962 butyric acid C4H8O2 InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6) FERIUCNNQQJTOY-UHFFFAOYSA-N CCCC(O)=O CHEBI:41208;CHEBI:30772 C00246 HMDB0000039;HMDB00039 LMFA01010004 Q193213 264 259 13-methyltetradecanal C15H30O InChI=1S/C15H30O/c1-15(2)13-11-9-7-5-3-4-6-8-10-12-14-16/h14-15H,3-13H2,1-2H3 KEKMLOYOUUVRDN-UHFFFAOYSA-N [H]C(=O)CCCCCCCCCCCC(C)C CHEBI:71034 LMFA06000258 Q27139265 11085507 9260653 trans-13-methyltetradec-2-enal C15H28O InChI=1S/C15H28O/c1-15(2)13-11-9-7-5-3-4-6-8-10-12-14-16/h10,12,14-15H,3-9,11,13H2,1-2H3/b12-10+ XCQVBFWYULNOQE-ZRDIBKRKSA-N [H]C(=O)\C=C\CCCCCCCCCC(C)C CHEBI:70995 LMFA06000261 Q27139238 11333582 9508528 3-dehydro-15-methylhexadecasphinganine C17H35NO2 InChI=1S/C17H35NO2/c1-15(2)12-10-8-6-4-3-5-7-9-11-13-17(20)16(18)14-19/h15-16,19H,3-14,18H2,1-2H3/t16-/m0/s1 RGDAORVPVAQJHT-INIZCTEOSA-N CC(C)CCCCCCCCCCCC(=O)[C@@H](N)CO CHEBI:70843 Q27139139 70678996 28533328 15-methylhexadecasphing-4-enine-1-phosphocholine C22H47N2O5P InChI=1S/C22H47N2O5P/c1-20(2)15-13-11-9-7-6-8-10-12-14-16-22(25)21(23)19-29-30(26,27)28-18-17-24(3,4)5/h14,16,20-22,25H,6-13,15,17-19,23H2,1-5H3/b16-14+/t21-,22+/m0/s1 IKLLJLKSBDTNCU-DSKXTJLJSA-N CC(C)CCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP([O-])(=O)OCC[N+](C)(C)C CHEBI:71056 Q27139285 70679040 28533431 15-methylhexadecasphinganine 1-phosphate C17H38NO5P InChI=1S/C17H38NO5P/c1-15(2)12-10-8-6-4-3-5-7-9-11-13-17(19)16(18)14-23-24(20,21)22/h15-17,19H,3-14,18H2,1-2H3,(H2,20,21,22)/t16-,17+/m0/s1 NWNOHXIGPZLKDY-DLBZAZTESA-N CC(C)CCCCCCCCCCC[C@@H](O)[C@@H](N)COP(O)(O)=O CHEBI:71059 Q27139288 70679056 28533433 15-methylhexadecasphinganine C17H37NO2 InChI=1S/C17H37NO2/c1-15(2)12-10-8-6-4-3-5-7-9-11-13-17(20)16(18)14-19/h15-17,19-20H,3-14,18H2,1-2H3/t16-,17+/m0/s1 VFYHIOGWELBGIK-DLBZAZTESA-N CC(C)CCCCCCCCCCC[C@@H](O)[C@@H](N)CO CHEBI:70852 Q27139145 70679000 28533333 15-methylhexadecasphing-4-enine C17H35NO2 InChI=1S/C17H35NO2/c1-15(2)12-10-8-6-4-3-5-7-9-11-13-17(20)16(18)14-19/h11,13,15-17,19-20H,3-10,12,14,18H2,1-2H3/b13-11+/t16-,17+/m0/s1 LZKPPSAEINBHRP-KORIGIIASA-N CC(C)CCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO CHEBI:70798 LMSP01080005 Q27139101 42608345 24823208 15-methylhexadecasphing-4-enine 1-phosphate C17H36NO5P InChI=1S/C17H36NO5P/c1-15(2)12-10-8-6-4-3-5-7-9-11-13-17(19)16(18)14-23-24(20,21)22/h11,13,15-17,19H,3-10,12,14,18H2,1-2H3,(H2,20,21,22)/b13-11+/t16-,17+/m0/s1 KGHLSJONZZZQPJ-KORIGIIASA-N CC(C)CCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(O)(O)=O CHEBI:71036 Q27139267 70679238 28533417 N-carbamoyl-beta-alanine C4H8N2O3 InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9) JSJWCHRYRHKBBW-UHFFFAOYSA-N NC(=O)NCCC(O)=O CHEBI:18261;CHEBI:46352;CHEBI:11892 C02642 HMDB0000026;HMDB62812;HMDB00026;HMDB0062812 Q3008585 111;6971254 109 3',5'-cyclic AMP C10H12N5O6P InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 IVOMOUWHDPKRLL-KQYNXXCUSA-N NC1=C2N=CN([C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O)C2=NC=N1 CHEBI:17489 C00575 HMDB0000058;HMDB00058 Q210041 6076 5851 O-decanoyl-L-carnitine C17H33NO4 InChI=1/C17H33NO4/c1-5-6-7-8-9-10-11-12-17(21)22-15(13-16(19)20)14-18(2,3)4/h15H,5-14H2,1-4H3/t15-/s2 InChIKey=LZOSYCMHQXPBFU-GGYSOQFKNA-N CCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-decanoyl-L-carnitine C17H33NO4 InChI=1S/C17H33NO4/c1-5-6-7-8-9-10-11-12-17(21)22-15(13-16(19)20)14-18(2,3)4/h15H,5-14H2,1-4H3/t15-/m1/s1 LZOSYCMHQXPBFU-OAHLLOKOSA-N CCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:28717 C03299 HMDB62631;HMDB0062631 LMFA07070006 Q27103858 11953821 10128122 O-dodecanoyl-L-carnitine C19H37NO4 InChI=1S/C19H37NO4/c1-5-6-7-8-9-10-11-12-13-14-19(23)24-17(15-18(21)22)16-20(2,3)4/h17H,5-16H2,1-4H3/t17-/m1/s1 FUJLYHJROOYKRA-QGZVFWFLSA-N CCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:77086 HMDB02250;HMDB0002250 LMFA07070062 Q27146632 168381 147288 11-methyldodecanoyl-L-carnitine C20H39NO4 InChI=1/C20H39NO4/c1-17(2)13-11-9-7-6-8-10-12-14-20(24)25-18(15-19(22)23)16-21(3,4)5/h17-18H,6-16H2,1-5H3/t18-/s2 WVSKAENGKYNHGM-LGWFVXIRNA-N CC(C)CCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-tetradecanoyl-L-carnitine C21H41NO4 InChI=1S/C21H41NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-21(25)26-19(17-20(23)24)18-22(2,3)4/h19H,5-18H2,1-4H3/t19-/m1/s1 PSHXNVGSVNEJBD-LJQANCHMSA-N CCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:84634 HMDB0005066;HMDB05066 LMFA07070107 Q27157950 53477791 30776567 13-methyltetradecanoyl-L-carnitine C22H43NO4 InChI=1/C22H43NO4/c1-19(2)15-13-11-9-7-6-8-10-12-14-16-22(26)27-20(17-21(24)25)18-23(3,4)5/h19-20H,6-18H2,1-5H3/t20-/s2 ZXSCUWOHNPYHGO-GNLPSFAGNA-N CC(C)CCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-palmitoyl-L-carnitine C23H45NO4 InChI=1S/C23H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h21H,5-20H2,1-4H3/t21-/m1/s1 XOMRRQXKHMYMOC-OAQYLSRUSA-N CCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:17490 C02990 HMDB0000222;HMDB00222 LMFA07070004 Q27102424 11953816 10128117 15-methylhexadecanoyl-L-carnitine C24H47NO4 InChI=1/C24H47NO4/c1-21(2)17-15-13-11-9-7-6-8-10-12-14-16-18-24(28)29-22(19-23(26)27)20-25(3,4)5/h21-22H,6-20H2,1-5H3/t22-/s2 BGFOOMQLURIKCP-ANBDAQEENA-N CC(C)CCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-palmitoleyl-L-carnitine C23H43NO4 InChI=1/C23H43NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h10-11,21H,5-9,12-20H2,1-4H3/b11-10-/t21-/s2 InChIKey=JFAGPSOZZSTLRF-GYKXUYELNA-N CCCCCC\C=C/CCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-stearoyl-L-carnitine C25H49NO4 InChI=1/C25H49NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h23H,5-22H2,1-4H3/t23-/s2 InChIKey=FNPHNLNTJNMAEE-QWVACARCNA-N CCCCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-17-methyloctadecanoyl-L-carnitine C26H51NO4 InChI=1/C26H51NO4/c1-23(2)19-17-15-13-11-9-7-6-8-10-12-14-16-18-20-26(30)31-24(21-25(28)29)22-27(3,4)5/h23-24H,6-22H2,1-5H3/t24-/s2 USEXJCCNPVRQHM-FQKVKQEKNA-N CC(C)CCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-vaccenyl-L-carnitine C25H47NO4 InChI=1S/C25H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(26(2,3)4)21-22-24(27)28/h10-11,23H,5-9,12-22H2,1-4H3/b11-10-/t23-/m0/s1 HITOYGLMAFIRNI-JCKUYFFHSA-N CHEBI:89742 HMDB13338 Q27161932 53481695 30776715 oleoyl-L-carnitine C25H47NO4 InChI=1S/C25H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h12-13,23H,5-11,14-22H2,1-4H3/b13-12-/t23-/m1/s1 IPOLTUVFXFHAHI-WHIOSMTNSA-N CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:84651 HMDB0005065;HMDB05065 Q27157965 46907933 21403150 O-gamma-linolenoyl-L-carnitine C25H43NO4 InChI=1/C25H43NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h9-10,12-13,15-16,23H,5-8,11,14,17-22H2,1-4H3/b10-9-,13-12-,16-15-/t23-/s2 InChIKey=YCINYVPLUUGAJO-MOCPCWPDNA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-alpha-Linolenoyl-L-carnitine C25H43NO4 InChI=1/C25H43NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h6-7,9-10,12-13,23H,5,8,11,14-22H2,1-4H3/b7-6-,10-9-,13-12-/t23-/s2 WJCRATGUUISKDG-QPKKWJRPNA-N [H]\C(CC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-Stearidonyl-L-carnitine C25H41NO4 InChI=1/C25H41NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h6-7,9-10,12-13,15-16,23H,5,8,11,14,17-22H2,1-4H3/b7-6-,10-9-,13-12-,16-15-/t23-/s2 InChIKey=KUEMHIPTNWTLCC-HXPYEGJENA-N [H]\C(CC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-arachidoyl-L-carnitine C27H53NO4 InChI=1S/C27H53NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-27(31)32-25(23-26(29)30)24-28(2,3)4/h25H,5-24H2,1-4H3/t25-/m1/s1 SVJLJQBGUITFLI-RUZDIDTESA-N CCCCCCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:84645 HMDB06460 Q27157961 90659870 34999519 O-dihomo-gamma-linolenyl-L-carnitine C27H47NO4 InChI=1/C27H47NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-27(31)32-25(23-26(29)30)24-28(2,3)4/h9-10,12-13,15-16,25H,5-8,11,14,17-24H2,1-4H3/b10-9-,13-12-,16-15-/t25-/s2 InChIKey=RDIZZXFTCZPSRY-ZRRYZNKENA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-arachidonoyl-L-carnitine C25H43NO4 InChI=1/C27H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-27(31)32-25(23-26(29)30)24-28(2,3)4/h9-10,12-13,15-16,18-19,25H,5-8,11,14,17,20-24H2,1-4H3/b10-9-,13-12-,16-15-,19-18-/t25-/s2 RBFQHRALHSUPIA-LCAHIEFCNA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CC([H])=C([H])CCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-arachidonoyl-L-carnitine C27H45NO4 InChI=1/C27H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-27(31)32-25(23-26(29)30)24-28(2,3)4/h9-10,12-13,15-16,18-19,25H,5-8,11,14,17,20-24H2,1-4H3/b10-9-,13-12-,16-15-,19-18-/t25-/s2 RBFQHRALHSUPIA-LCAHIEFCNA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CC([H])=C([H])CCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-(8Z,11Z,14Z,17Z)-icosatetraenoyl-L-carnitine C27H45NO4 InChI=1/C27H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-27(31)32-25(23-26(29)30)24-28(2,3)4/h6-7,9-10,12-13,15-16,25H,5,8,11,14,17-24H2,1-4H3/b7-6-,10-9-,13-12-,16-15-/t25-/s2 VPEBWBVNBKLXSR-SDNBJKDINA-N [H]\C(CC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-timnodonyl-L-carnitine C27H43NO4 InChI=1/C27H43NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-27(31)32-25(23-26(29)30)24-28(2,3)4/h6-7,9-10,12-13,15-16,18-19,25H,5,8,11,14,17,20-24H2,1-4H3/b7-6-,10-9-,13-12-,16-15-,19-18-/t25-/s2 InChIKey=USUPQTJPNBGUSJ-OAYSXPAYNA-N [H]\C(CC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CC([H])=C([H])CCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-docosanoyl-L-carnitine C29H57NO4 InChI=1/C29H57NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-29(33)34-27(25-28(31)32)26-30(2,3)4/h27H,5-26H2,1-4H3/t27-/s2 InChIKey=IUMXSSOVGPXXJL-XUESUEPENA-N CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-tetracosanoyl-L-carnitine C31H61NO4 InChI=1/C31H61NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-31(35)36-29(27-30(33)34)28-32(2,3)4/h29H,5-28H2,1-4H3/t29-/s2 InChIKey=YDUFZFUYBBPVLJ-KSTXGFNDNA-N CCCCCCCCCCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C cerotoyl-L-carnitine C33H65NO4 InChI=1/C33H65NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-33(37)38-31(29-32(35)36)30-34(2,3)4/h31H,5-30H2,1-4H3/t31-/s2 KOCKWDDTAHPJSX-GUZXWJHPNA-N CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C O-hexanoyl-L-carnitine C13H25NO4 InChI=1S/C13H25NO4/c1-5-6-7-8-13(17)18-11(9-12(15)16)10-14(2,3)4/h11H,5-10H2,1-4H3/t11-/m1/s1 VVPRQWTYSNDTEA-LLVKDONJSA-N CCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:84834 HMDB00756;HMDB0000756 LMFA07070001 Q27158103 3246938 2497478 O-octanoyl-L-carnitine C15H29NO4 InChI=1S/C15H29NO4/c1-5-6-7-8-9-10-15(19)20-13(11-14(17)18)12-16(2,3)4/h13H,5-12H2,1-4H3/t13-/m1/s1 CXTATJFJDMJMIY-CYBMUJFWSA-N CCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:18102 C02838 HMDB00791;HMDB0000791 LMFA07070002 Q27102821 11953814 10128115 beta-carotene C40H56 InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+ OENHQHLEOONYIE-JLTXGRSLSA-N C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C CHEBI:17579 HMDB0000561;HMDB00561 LMPR01070001 Q306135 5927371;5280489 4444129 N-carbamoyl-L-aspartic acid C5H8N2O5 InChI=1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)/t2-/m0/s1 HLKXYZVTANABHZ-REOHCLBHSA-N NC(=O)N[C@@H](CC(O)=O)C(O)=O CHEBI:15859 C00438 HMDB00828;HMDB0000828 Q55177068 93072 84022 cob(I)alamin C62H89CoN13O14P InChI=1S/C62H90N13O14P.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);/q;+1/p-1/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;/m1./s1 OMAOKVYASDIYQG-DSRCUDDDSA-M [H][C@]12[C@H](CC(N)=O)[C@@]3(C)CCC(=O)NC[C@@H](C)OP(O)(=O)O[C@@H]4[C@@H](CO)O[C@@H]([C@@H]4O)N4C=[N+](C5=CC(C)=C(C)C=C45)[Co-4]456N1C3=C(C)C1=[N+]4C(=CC3=[N+]5C(=C(C)C4=[N+]6[C@]2(C)[C@@](C)(CC(N)=O)[C@@H]4CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]3CCC(N)=O)C(C)(C)[C@@H]1CCC(N)=O CHEBI:3784;CHEBI:15982 C00853 HMDB03429;HMDB0003429 Q27098329 25195380;53477772 carbamoyl phosphate CH4NO5P InChI=1S/CH4NO5P/c2-1(3)7-8(4,5)6/h(H2,2,3)(H2,4,5,6) FFQKYPRQEYGKAF-UHFFFAOYSA-N NC(=O)OP(O)(O)=O CHEBI:17672 C00169 HMDB01096;HMDB0001096 Q424409 278 272 CDP C9H15N3O11P2 InChI=1S/C9H15N3O11P2/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 ZWIADYZPOWUWEW-XVFCMESISA-N NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O CHEBI:17239 C00112 HMDB0001546;HMDB01546 Q416847 6132 5902 CDP-choline(1+) C14H27N4O11P2 InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/p+1/t9-,11-,12-,13-/m1/s1 RZZPDXZPRHQOCG-OJAKKHQRSA-O C[N+](C)(C)CCOP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O CHEBI:49086 Q421308 13805 13208 CDP-ethanolamine C11H20N4O11P2 InChI=1S/C11H20N4O11P2/c12-2-4-23-27(19,20)26-28(21,22)24-5-6-8(16)9(17)10(25-6)15-3-1-7(13)14-11(15)18/h1,3,6,8-10,16-17H,2,4-5,12H2,(H,19,20)(H,21,22)(H2,13,14,18)/t6-,8-,9-,10-/m1/s1 WVIMUEUQJFPNDK-PEBGCTIMSA-N NCCOP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O CHEBI:16732;CHEBI:13257 C00570 HMDB0001564;HMDB01564 Q26997412 123727 110296 L-cysteinylglycine C5H10N2O3S InChI=1S/C5H10N2O3S/c6-3(2-11)5(10)7-1-4(8)9/h3,11H,1-2,6H2,(H,7,10)(H,8,9)/t3-/m0/s1 ZUKPVRWZDMRIEO-VKHMYHEASA-N N[C@@H](CS)C(=O)NCC(O)=O CHEBI:61694;CHEBI:4047 C01419 HMDB0000078;HMDB00078 Q27106297 439498 388596 5alpha-cholesta-7,24-dien-3beta-ol C27H44O InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,10,19-21,23-25,28H,6,8-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1 PKEPPDGGTSZLBL-SKCNUYALSA-N [H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C CHEBI:16290;CHEBI:2140 C05439 LMST01010206 Q27101835 5459827 4573588 choline C5H14NO InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1 OEYIOHPDSNJKLS-UHFFFAOYSA-N C[N+](C)(C)CCO CHEBI:15354 C00114 HMDB00097;HMDB0000097 Q193166 305 299 cholic acid C24H40O5 InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1 BHQCQFFYRZLCQQ-OELDTZBJSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(O)=O CHEBI:41494;CHEBI:16359 C00695 HMDB00619;HMDB0000619 LMST04010001 Q287415 221493 192176 choloyl-CoA C45H74N7O20P3S InChI=1S/C45H74N7O20P3S/c1-23(26-7-8-27-34-28(18-31(55)45(26,27)5)44(4)12-10-25(53)16-24(44)17-29(34)54)6-9-33(57)76-15-14-47-32(56)11-13-48-41(60)38(59)43(2,3)20-69-75(66,67)72-74(64,65)68-19-30-37(71-73(61,62)63)36(58)42(70-30)52-22-51-35-39(46)49-21-50-40(35)52/h21-31,34,36-38,42,53-55,58-59H,6-20H2,1-5H3,(H,47,56)(H,48,60)(H,64,65)(H,66,67)(H2,46,49,50)(H2,61,62,63)/t23-,24+,25-,26-,27+,28+,29-,30-,31+,34+,36-,37-,38+,42-,44+,45-/m1/s1 ZKWNOTQHFKYUNU-JGCIYWTLSA-N [H][C@@](C)(CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C CHEBI:15519;CHEBI:3671 C01794 Q27098074 644071 559123 (24E)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-en-26-oyl-CoA C48H78N7O20P3S InChI=1S/C48H78N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h9,23-25,27-34,36,38-40,44,56-58,60-61H,7-8,10-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/b26-9+/t25-,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 QVDPWQVOSKJUES-JMOYVIBVSA-N [H][C@@](C)(CC\C=C(/C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C CHEBI:52432 LMFA07050102 Q27123433 46224544 26330579 3alpha,7alpha,12alpha-trihydroxy-24-oxo-5beta-cholestan-26-oyl-CoA C48H78N7O21P3S InChI=1S/C48H78N7O21P3S/c1-24(28-8-9-29-36-30(19-34(59)48(28,29)6)47(5)13-11-27(56)17-26(47)18-32(36)58)7-10-31(57)25(2)45(64)80-16-15-50-35(60)12-14-51-43(63)40(62)46(3,4)21-73-79(70,71)76-78(68,69)72-20-33-39(75-77(65,66)67)38(61)44(74-33)55-23-54-37-41(49)52-22-53-42(37)55/h22-30,32-34,36,38-40,44,56,58-59,61-62H,7-21H2,1-6H3,(H,50,60)(H,51,63)(H,68,69)(H,70,71)(H2,49,52,53)(H2,65,66,67)/t24-,25?,26+,27-,28-,29+,30+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 AWLXQJGPNLCTLM-YFXOTMPNSA-N [H][C@@](C)(CCC(=O)C(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C CHEBI:27379 Q27103097 25195379 21864886 (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA C48H80N7O20P3S InChI=1S/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26-,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 MNYDLIUNNOCPHG-FJWDCHQMSA-N [H][C@@](C)(CCC[C@@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C CHEBI:37642 C15613 HMDB0060305;HMDB60305 LMFA07050104 Q27117214 15942889 13085542 (25S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA C48H80N7O20P3S InChI=1S/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 MNYDLIUNNOCPHG-SEGQUPMDSA-N [H][C@@](C)(CCC[C@H](C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C CHEBI:37643 C17343 HMDB60307;HMDB0060307 LMFA07050106 Q27117216 15942888 13085541 phosphocholine C5H15NO4P InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p+1 YHHSONZFOIEMCP-UHFFFAOYSA-O C[N+](C)(C)CCOP(O)(O)=O CHEBI:18132;CHEBI:44707 C00588 HMDB0001565;HMDB01565 Q576895 1014 989 cholest-4-en-3-one C27H44O InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1 NYOXRYYXRWJDKP-GYKMGIIDSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C CHEBI:16175 C00599 HMDB00921;HMDB0000921 LMST01010015 Q27098418 91477 82602 cholesterol C27H46O InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 HVYWMOMLDIMFJA-DPAQBDIFSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C CHEBI:16113 C00187 HMDB0000067;HMDB00067 LMST01010001 Q43656 5997 5775 N,N'-diacetylchitobiose C16H28N2O11 InChI=1S/C16H28N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11-,12-,13-,14-,15?,16+/m1/s1 CDOJPCSDOXYJJF-CBTAGEKQSA-N CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O CHEBI:28681 C01674 HMDB62702;HMDB0062702 Q27103835 439544 388637;21403149 chitotriose C18H35N3O13 InChI=1S/C18H35N3O13/c19-7-12(27)14(5(2-23)30-16(7)29)33-18-9(21)13(28)15(6(3-24)32-18)34-17-8(20)11(26)10(25)4(1-22)31-17/h4-18,22-29H,1-3,19-21H2/t4-,5-,6-,7-,8-,9-,10-,11-,12-,13-,14-,15-,16?,17+,18+/m1/s1 RQFQJYYMBWVMQG-NLJWRWSBSA-N N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@H](O)[C@H]2N)[C@@H]1O Cinnavalininate C14H8N2O6 InChI=1S/C14H8N2O6/c15-10-6(17)4-8-12(9(10)14(20)21)16-11-5(13(18)19)2-1-3-7(11)22-8/h1-4H,15H2,(H,18,19)(H,20,21) FSBKJYLVDRVPTK-UHFFFAOYSA-N Nc1c(C(O)=O)c2nc3c(cccc3oc2cc1=O)C(O)=O CHEBI:3715 C05640 HMDB04078;HMDB0004078 Q27106176 114918 102864 citric acid C6H8O7 InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12) KRKNYBCHXYNGOX-UHFFFAOYSA-N OC(=O)CC(O)(CC(O)=O)C(O)=O CHEBI:30769 C00158 HMDB00094;HMDB0000094 Q159683 311 305 L-citrulline C6H13N3O3 InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1 RHGKLRLOHDJJDR-BYPYZUCNSA-N N[C@@H](CCCNC(N)=O)C(O)=O CHEBI:16349 C00327 HMDB00904;HMDB0000904 Q408641 9750 9367 cellobiose C12H22O11 InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12+/m1/s1 GUBGYTABKSRVRQ-CUHNMECISA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:17057;CHEBI:41353 C00185 Q409017 439178 388323 cytidine 5'-monophosphate C9H14N3O8P InChI=1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 IERHLVCPSMICTF-XVFCMESISA-N NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O CHEBI:23520;CHEBI:17361 C00055 HMDB00095;HMDB0000095 Q412622 6131 5901 2-amino-3-(3-oxoprop-1-enyl)but-2-enedioic acid C7H7NO5 InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13) KACPVQQHDVBVFC-UHFFFAOYSA-N [H]C(=O)C([H])=C([H])C(C(O)=O)=C(N)C(O)=O CHEBI:19448;CHEBI:994 HMDB01330;HMDB0062578;HMDB62578 Q27109180 23;9543319 22 carbon monoxide CO InChI=1S/CO/c1-2 UGFAIRIUMAVXCW-UHFFFAOYSA-N [C-]#[O+] CHEBI:17245 C00237 HMDB01361;HMDB0001361 Q2025 281 275 carbon dioxide CO2 InChI=1S/CO2/c2-1-3 CURLTUGMZLYLDI-UHFFFAOYSA-N O=C=O CHEBI:16526 C00011 HMDB01967;HMDB0001967 Q1997 280 274 coenzyme A C21H36N7O16P3S InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1 RGJOEKWQDUBAIZ-IBOSZNHHSA-N CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCS CHEBI:15346 C00010 HMDB0001423;HMDB01423 87642 3-oxodecanoyl-CoA C31H52N7O18P3S InChI=1S/C31H52N7O18P3S/c1-4-5-6-7-8-9-19(39)14-22(41)60-13-12-33-21(40)10-11-34-29(44)26(43)31(2,3)16-53-59(50,51)56-58(48,49)52-15-20-25(55-57(45,46)47)24(42)30(54-20)38-18-37-23-27(32)35-17-36-28(23)38/h17-18,20,24-26,30,42-43H,4-16H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/t20-,24-,25-,26+,30-/m1/s1 AZCVXMAPLHSIKY-HSJNEKGZSA-N CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28528;CHEBI:1633 C05265 HMDB03939 LMFA07050239 Q27103757 11966155 10140149 3-Oxo-9-methyldecanoyl-CoA C32H54N7O18P3S/ InChI=1S/C32H54N7O18P3S/c1-19(2)8-6-5-7-9-20(40)14-23(42)61-13-12-34-22(41)10-11-35-30(45)27(44)32(3,4)16-54-60(51,52)57-59(49,50)53-15-21-26(56-58(46,47)48)25(43)31(55-21)39-18-38-24-28(33)36-17-37-29(24)39/h17-19,21,25-27,31,43-44H,5-16H2,1-4H3,(H,34,41)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/t21-,25-,26-,27+,31-/m0/s1 GJYKCULWTPKFRB-IRIRNWBTSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-Oxo-9-methyldecanoyl-CoA C32H54N7O18P3S InChI=1S/C32H54N7O18P3S/c1-19(2)8-6-5-7-9-20(40)14-23(42)61-13-12-34-22(41)10-11-35-30(45)27(44)32(3,4)16-54-60(51,52)57-59(49,50)53-15-21-26(56-58(46,47)48)25(43)31(55-21)39-18-38-24-28(33)36-17-37-29(24)39/h17-19,21,25-27,31,43-44H,5-16H2,1-4H3,(H,34,41)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/t21-,25-,26-,27+,31-/m0/s1 GJYKCULWTPKFRB-IRIRNWBTSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (S)-3-hydroxydecanoyl-CoA C31H54N7O18P3S InChI=1S/C31H54N7O18P3S/c1-4-5-6-7-8-9-19(39)14-22(41)60-13-12-33-21(40)10-11-34-29(44)26(43)31(2,3)16-53-59(50,51)56-58(48,49)52-15-20-25(55-57(45,46)47)24(42)30(54-20)38-18-37-23-27(32)35-17-36-28(23)38/h17-20,24-26,30,39,42-43H,4-16H2,1-3H3,(H,33,40)(H,34,44)(H,48,49)(H,50,51)(H2,32,35,36)(H2,45,46,47)/t19-,20+,24+,25+,26-,30+/m0/s1 HIVSMYZAMUNFKZ-PNPVFPMQSA-N CCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28325 C05264 HMDB03938 Q27103637 11966158 10140152 (S)-3-Hydroxy-9-methyldecanoyl-CoA C32H56N7O18P3S InChI=1S/C32H56N7O18P3S/c1-19(2)8-6-5-7-9-20(40)14-23(42)61-13-12-34-22(41)10-11-35-30(45)27(44)32(3,4)16-54-60(51,52)57-59(49,50)53-15-21-26(56-58(46,47)48)25(43)31(55-21)39-18-38-24-28(33)36-17-37-29(24)39/h17-21,25-27,31,40,43-44H,5-16H2,1-4H3,(H,34,41)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/t20-,21+,25+,26+,27-,31+/m0/s1 JDUWMWJXDWDAGG-WKKRHPGJSA-N [H][C@](O)(CCCCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 9-methyldecanoyl-CoA C32H56N7O17P3S InChI=1S/C32H56N7O17P3S/c1-20(2)10-8-6-5-7-9-11-23(41)60-15-14-34-22(40)12-13-35-30(44)27(43)32(3,4)17-53-59(50,51)56-58(48,49)52-16-21-26(55-57(45,46)47)25(42)31(54-21)39-19-38-24-28(33)36-18-37-29(24)39/h18-21,25-27,31,42-43H,5-17H2,1-4H3,(H,34,40)(H,35,44)(H,48,49)(H,50,51)(H2,33,36,37)(H2,45,46,47)/t21-,25-,26-,27+,31-/m0/s1 RCXPSWVRHIYDCZ-IRIRNWBTSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O decanoyl-CoA C31H54N7O17P3S InChI=1S/C31H54N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h18-20,24-26,30,41-42H,4-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/t20-,24-,25-,26+,30-/m1/s1 CNKJPHSEFDPYDB-HSJNEKGZSA-N CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28493;CHEBI:4348 C05274 HMDB06404 LMFA07050022 Q27103740 164800 144473 trans-dec-2-enoyl-CoA C31H52N7O17P3S InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h10-11,18-20,24-26,30,41-42H,4-9,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/b11-10+/t20-,24-,25-,26+,30-/m1/s1 MGNBGCRQQFMNBM-YJHHLLFWSA-N CCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:10723 C05275 HMDB03948 LMFA07050023 Q27108673 24883423 21864765 trans-9-methyldec-2-enoyl-CoA C32H54N7O17P3S InChI=1S/C32H54N7O17P3S/c1-20(2)10-8-6-5-7-9-11-23(41)60-15-14-34-22(40)12-13-35-30(44)27(43)32(3,4)17-53-59(50,51)56-58(48,49)52-16-21-26(55-57(45,46)47)25(42)31(54-21)39-19-38-24-28(33)36-18-37-29(24)39/h9,11,18-21,25-27,31,42-43H,5-8,10,12-17H2,1-4H3,(H,34,40)(H,35,44)(H,48,49)(H,50,51)(H2,33,36,37)(H2,45,46,47)/p-4/b11-9+/t21-,25-,26-,27+,31-/m0/s1 RQFYHLSWELZRBV-FRYPDANNSA-J [H]\C(CCCCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP([O-])([O-])=O 3E-Decenoyl-CoA C31H52N7O17P3S InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h9-10,18-20,24-26,30,41-42H,4-8,11-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/b10-9+/t20-,24-,25-,26+,30-/m1/s1 CQGVNMQHZQJNII-ZJZQAHHTSA-N CCCCCC\C=C\CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N HMDB0002137;HMDB02137 LMFA07050386 Q27109955 16019966 13148715 (3Z)-Decenoyl-CoA(4-) C31H52N7O17P3S InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h9-10,18-20,24-26,30,41-42H,4-8,11-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/b10-9-/t20-,24-,25-,26+,30-/m1/s1 CQGVNMQHZQJNII-UUSBZYPOSA-N [H]\C(CCCCCC)=C(/[H])CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 4Z-Decenoyl-CoA C31H52N7O17P3S InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h8-9,18-20,24-26,30,41-42H,4-7,10-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/b9-8-/t20-,24-,25-,26+,30-/m1/s1 QTOYQSMKQWCWOX-SGUJYKCESA-N CCCCC\C=C/CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N HMDB02145 LMFA07050301 Q27109958 24883430 21864928 2E,2Z-Decadienoyl-CoA C31H50N7O17P3S InChI=1S/C31H50N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h8-11,18-20,24-26,30,41-42H,4-7,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/b9-8-,11-10+/t20-,24-,25-,26+,30-/m1/s1 FASAKYLWSRDQOH-IMVFQKDNSA-N CCCCC\C=C/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N HMDB0062344;HMDB62344 LMFA07050110 Q27109952 6444117 4948054 11-methyldodecanoyl-CoA C34H60N7O17P3S InChI=1S/C34H60N7O17P3S/c1-22(2)12-10-8-6-5-7-9-11-13-25(43)62-17-16-36-24(42)14-15-37-32(46)29(45)34(3,4)19-55-61(52,53)58-60(50,51)54-18-23-28(57-59(47,48)49)27(44)33(56-23)41-21-40-26-30(35)38-20-39-31(26)41/h20-23,27-29,33,44-45H,5-19H2,1-4H3,(H,36,42)(H,37,46)(H,50,51)(H,52,53)(H2,35,38,39)(H2,47,48,49)/t23-,27-,28-,29+,33-/m0/s1 SAZRNJMTRRCRJX-VAFZQPSJSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-oxolauroyl-CoA C33H56N7O18P3S InChI=1S/C33H56N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h19-20,22,26-28,32,44-45H,4-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/t22-,26-,27-,28+,32-/m1/s1 HQANBZHVWIDNQZ-GMHMEAMDSA-N CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:27868;CHEBI:1636 C05263 HMDB03937 LMFA07050247 Q27103381 11966169 10140162 3-Oxo-11-methyldodecanoyl-CoA C34H58N7O18P3S InChI=1S/C34H58N7O18P3S/c1-21(2)10-8-6-5-7-9-11-22(42)16-25(44)63-15-14-36-24(43)12-13-37-32(47)29(46)34(3,4)18-56-62(53,54)59-61(51,52)55-17-23-28(58-60(48,49)50)27(45)33(57-23)41-20-40-26-30(35)38-19-39-31(26)41/h19-21,23,27-29,33,45-46H,5-18H2,1-4H3,(H,36,43)(H,37,47)(H,51,52)(H,53,54)(H2,35,38,39)(H2,48,49,50)/t23-,27-,28-,29+,33-/m0/s1 NPNHPOVKALYFTL-VAFZQPSJSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (S)-3-hydroxylauroyl-CoA C33H58N7O18P3S InChI=1S/C33H58N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h19-22,26-28,32,41,44-45H,4-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/t21-,22+,26+,27+,28-,32+/m0/s1 IJFLXRCJWPKGKJ-LXIXEQKWSA-N CCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:27668 C05262 HMDB03936 LMFA07050012 Q27103249 11966173 10140166 (S)-3-Hydroxy-11-methyldodecanoyl-CoA C34H60N7O18P3S InChI=1S/C34H60N7O18P3S/c1-21(2)10-8-6-5-7-9-11-22(42)16-25(44)63-15-14-36-24(43)12-13-37-32(47)29(46)34(3,4)18-56-62(53,54)59-61(51,52)55-17-23-28(58-60(48,49)50)27(45)33(57-23)41-20-40-26-30(35)38-19-39-31(26)41/h19-23,27-29,33,42,45-46H,5-18H2,1-4H3,(H,36,43)(H,37,47)(H,51,52)(H,53,54)(H2,35,38,39)(H2,48,49,50)/t22-,23+,27+,28+,29-,33+/m0/s1 KDNYKTAISAIWBA-LBZMRERQSA-N [H][C@](O)(CCCCCCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O lauroyl-CoA C33H58N7O17P3S InChI=1S/C33H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h20-22,26-28,32,43-44H,4-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/t22-,26-,27-,28+,32-/m1/s1 YMCXGHLSVALICC-GMHMEAMDSA-N CCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15521 C01832 HMDB03571;HMDB0003571 LMFA07050340 Q27098076 165436 145018 trans-dodec-2-enoyl-CoA C33H56N7O17P3S InChI=1S/C33H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h12-13,20-22,26-28,32,43-44H,4-11,14-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b13-12+/t22-,26-,27-,28+,32-/m1/s1 IRFYVBULXZMEDE-DEEZISNZSA-N CCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15471 C03221 LMFA07050176 Q27089455 11966110 10140104 trans-11-methyldodec-2-enoyl-CoA C34H58N7O17P3S InChI=1S/C34H58N7O17P3S/c1-22(2)12-10-8-6-5-7-9-11-13-25(43)62-17-16-36-24(42)14-15-37-32(46)29(45)34(3,4)19-55-61(52,53)58-60(50,51)54-18-23-28(57-59(47,48)49)27(44)33(56-23)41-21-40-26-30(35)38-20-39-31(26)41/h11,13,20-23,27-29,33,44-45H,5-10,12,14-19H2,1-4H3,(H,36,42)(H,37,46)(H,50,51)(H,52,53)(H2,35,38,39)(H2,47,48,49)/b13-11+/t23-,27-,28-,29+,33-/m0/s1 YCHYHJMQRAXKJR-PUXXFAQNSA-N [H]\C(CCCCCCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (3Z)-Dodecenoyl-CoA C33H56N7O17P3S InChI=1S/C33H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h11-12,20-22,26-28,32,43-44H,4-10,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b12-11-/t22-,26-,27-,28+,32-/m1/s1 XEMIVMKTVGRFTD-REDSNERGSA-N CCCCCCCC\C=C/CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:27989 LMFA07050302 Q27103445 11966217 10140210 (5Z)-Dodecenoyl-CoA C33H56N7O17P3S InChI=1S/C33H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h9-10,20-22,26-28,32,43-44H,4-8,11-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b10-9-/t22-,26-,27-,28+,32-/m1/s1 RCVJZGBRLGUTKT-CGGPSVLLSA-N [H]\C(CCCCCC)=C(/[H])CCCC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 3-Oxo-5Z-Dodecenoyl-CoA C33H54N7O18P3S InChI=1S/C33H54N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h9-10,19-20,22,26-28,32,44-45H,4-8,11-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/b10-9-/t22-,26-,27-,28+,32-/m1/s1 VKLHSLOWDWGVGP-CGGPSVLLSA-N [H]\C(CCCCCC)=C(/[H])CC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (S)-3-Hydroxy-5Z-Dodecenoyl-CoA C33H56N7O18P3S InChI=1S/C33H56N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h9-10,19-22,26-28,32,41,44-45H,4-8,11-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/b10-9-/t21-,22+,26+,27+,28-,32+/m0/s1 AYORDFMYYBNSBO-QCCSJADRSA-N [H]\C(CCCCCC)=C(/[H])C[C@]([H])(O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 3-Oxo-6Z-Dodecenoyl-CoA C33H54N7O18P3S InChI=1S/C33H54N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h8-9,19-20,22,26-28,32,44-45H,4-7,10-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/b9-8-/t22-,26-,27-,28+,32-/m1/s1 QERQHDHPFGSFJE-KOYMAPEVSA-N [H]\C(CCCCC)=C(/[H])CCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (S)-3-Hydroxy-6Z-Dodecenoyl-CoA C33H56N7O18P3S InChI=1S/C33H56N7O18P3S/c1-4-5-6-7-8-9-10-11-21(41)16-24(43)62-15-14-35-23(42)12-13-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h8-9,19-22,26-28,32,41,44-45H,4-7,10-18H2,1-3H3,(H,35,42)(H,36,46)(H,50,51)(H,52,53)(H2,34,37,38)(H2,47,48,49)/b9-8-/t21-,22+,26+,27+,28-,32+/m0/s1 XPCGRNRSXHPWGU-MQKGXVDMSA-N [H]\C(CCCCC)=C(/[H])CC[C@]([H])(O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (2E,5Z)-Dodecadieonyl-CoA C33H54N7O17P3S InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h9-10,12-13,20-22,26-28,32,43-44H,4-8,11,14-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b10-9-,13-12+/t22-,26-,27-,28+,32-/m1/s1 ZSJRXHRCABOSNC-SHJPOGNXSA-N [H]\C(CCCCCC)=C(/[H])C\C([H])=C(/[H])C(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 2E,6Z-Dodecadienoyl-CoA C33H54N7O17P3S InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h8-9,12-13,20-22,26-28,32,43-44H,4-7,10-11,14-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b9-8-,13-12+/t22-,26-,27-,28+,32-/m1/s1 BNPQDIKRZDRREL-GQUYLXGASA-N CCCCC\C=C/CC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28387 C05279 HMDB0062630;HMDB62630;HMDB11123 LMFA07050111 Q27103668 11966194 10140187 3Z,6Z-Dodecadienoyl-CoA C33H54N7O17P3S InChI=1S/C33H54N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h8-9,11-12,20-22,26-28,32,43-44H,4-7,10,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b9-8-,12-11-/t22-,26-,27-,28+,32-/m1/s1 KEPSPLQXVPROMK-ASJCJLDXSA-N CCCCC\C=C/C\C=C/CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N C05280 HMDB03952 LMFA07050295 Q27103451 11966165 10140158 13-methyltetradecanoyl-CoA C36H64N7O17P3S InChI=1S/C36H64N7O17P3S/c1-24(2)14-12-10-8-6-5-7-9-11-13-15-27(45)64-19-18-38-26(44)16-17-39-34(48)31(47)36(3,4)21-57-63(54,55)60-62(52,53)56-20-25-30(59-61(49,50)51)29(46)35(58-25)43-23-42-28-32(37)40-22-41-33(28)43/h22-25,29-31,35,46-47H,5-21H2,1-4H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/t25-,29-,30-,31+,35-/m0/s1 TZHWAJXXUMOTBV-XYCQRFKUSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-oxotetradecanoyl-CoA C35H60N7O18P3S InChI=1S/C35H60N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h21-22,24,28-30,34,46-47H,4-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/t24-,28-,29-,30+,34-/m1/s1 IQNFBGHLIVBNOU-QSGBVPJFSA-N CCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:1654;CHEBI:28726 C05261 HMDB03935;HMDB0003935 LMFA07050256 Q27103864 11966197 10140190 3-Oxo-13-methyltetradecanoyl-CoA C36H62N7O18P3S InChI=1S/C36H62N7O18P3S/c1-23(2)12-10-8-6-5-7-9-11-13-24(44)18-27(46)65-17-16-38-26(45)14-15-39-34(49)31(48)36(3,4)20-58-64(55,56)61-63(53,54)57-19-25-30(60-62(50,51)52)29(47)35(59-25)43-22-42-28-32(37)40-21-41-33(28)43/h21-23,25,29-31,35,47-48H,5-20H2,1-4H3,(H,38,45)(H,39,49)(H,53,54)(H,55,56)(H2,37,40,41)(H2,50,51,52)/t25-,29-,30-,31+,35-/m0/s1 MAMJAMHAMPVLFR-XYCQRFKUSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (S)-3-hydroxytetradecanoyl-CoA C35H62N7O18P3S InChI=1S/C35H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h21-24,28-30,34,43,46-47H,4-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/t23-,24+,28+,29+,30-,34+/m0/s1 OXBHKMHNDGRDCZ-STLSENOWSA-N CCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:27466;CHEBI:400 C05260 HMDB03934 LMFA07050257 Q27103147 11966177 10140170 (S)-3-Hydroxy-13-methyltetradecanoyl-CoA C36H64N7O18P3S InChI=1S/C36H64N7O18P3S/c1-23(2)12-10-8-6-5-7-9-11-13-24(44)18-27(46)65-17-16-38-26(45)14-15-39-34(49)31(48)36(3,4)20-58-64(55,56)61-63(53,54)57-19-25-30(60-62(50,51)52)29(47)35(59-25)43-22-42-28-32(37)40-21-41-33(28)43/h21-25,29-31,35,44,47-48H,5-20H2,1-4H3,(H,38,45)(H,39,49)(H,53,54)(H,55,56)(H2,37,40,41)(H2,50,51,52)/t24-,25+,29+,30+,31-,35+/m0/s1 LWXQJJYOZWNPDR-YHPPSIBPSA-N [H][C@](O)(CCCCCCCCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O Myristoyl-CoA C35H62N7O17P3S InChI=1S/C35H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h22-24,28-30,34,45-46H,4-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30+,34-/m1/s1 DUAFKXOFBZQTQE-QSGBVPJFSA-N CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:15532 trans-tetradec-2-enoyl-CoA C35H60N7O17P3S InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h14-15,22-24,28-30,34,45-46H,4-13,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b15-14+/t24-,28-,29-,30+,34-/m1/s1 MBCVYCOKMMMWLX-YYMFEJJQSA-N CCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:10734;CHEBI:27721 C05273 LMFA07050396 Q27103282 11966172 10140165 trans-13-methyltetradec-2-enoyl-CoA C36H62N7O17P3S InChI=1S/C36H62N7O17P3S/c1-24(2)14-12-10-8-6-5-7-9-11-13-15-27(45)64-19-18-38-26(44)16-17-39-34(48)31(47)36(3,4)21-57-63(54,55)60-62(52,53)56-20-25-30(59-61(49,50)51)29(46)35(58-25)43-23-42-28-32(37)40-22-41-33(28)43/h13,15,22-25,29-31,35,46-47H,5-12,14,16-21H2,1-4H3,(H,38,44)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/b15-13+/t25-,29-,30-,31+,35-/m0/s1 BRWSZHQQYCLCAA-KXYSCUCESA-N [H]\C(CCCCCCCCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (5Z)-Tetradecenoyl-CoA C35H60N7O17P3S InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-12,22-24,28-30,34,45-46H,4-10,13-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b12-11-/t24-,28-,29-,30+,34-/m1/s1 MRVDZOHJMLTLHJ-STFCKWFXSA-N CCCCCCCC\C=C/CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:70712 HMDB62426;HMDB0062426 LMFA07050305 Q27139040 70679011 28533286 3-Oxo-5Z-Tetradecenoyl-CoA C35H58N7O18P3S InChI=1S/C35H58N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h11-12,21-22,24,28-30,34,46-47H,4-10,13-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/b12-11-/t24-,28-,29-,30+,34-/m1/s1 KADPWMJVUVWQNK-STFCKWFXSA-N CCCCCCCC\C=C/CC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:88080 Q27160036 90659296 (S)-3-Hydroxy-5Z-Tetradecenoyl-CoA C35H60N7O18P3S InChI=1S/C35H60N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h11-12,21-24,28-30,34,43,46-47H,4-10,13-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/b12-11-/t23-,24+,28+,29+,30-,34+/m0/s1 KJJPUIFALMAQPF-SUAKZGBESA-N CCCCCCCC\C=C/C[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:88072 Q27160035 91828295 (14Z)-Tetradecenoyl-CoA C35H60N7O17P3S InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h9-10,22-24,28-30,34,45-46H,4-8,11-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b10-9-/t24-,28-,29-,30+,34-/m1/s1 JPIHVKICKVPFFY-TWAFKMGKSA-N [H]\C(CCCCCC)=C(/[H])CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 3-Oxo-7Z-Tetradecenoyl-CoA C35H58N7O18P3S InChI=1S/C35H58N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h9-10,21-22,24,28-30,34,46-47H,4-8,11-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/b10-9-/t24-,28-,29-,30+,34-/m1/s1 BEPLLRGJVXAEJI-TWAFKMGKSA-N [H]\C(CCCCCC)=C(/[H])CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (S)-3-Hydroxy-7Z-Tetradecenoyl-CoA C35H60N7O18P3S InChI=1S/C35H60N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h9-10,21-24,28-30,34,43,46-47H,4-8,11-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/b10-9-/t23-,24+,28+,29+,30-,34+/m0/s1 WGCARZJTIJIWSL-JCJYIPITSA-N [H]\C(CCCCCC)=C(/[H])CCC[C@]([H])(O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (2E,5Z)-Tetradecadienoyl-CoA C35H58N7O17P3S InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-12,14-15,22-24,28-30,34,45-46H,4-10,13,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b12-11-,15-14+/t24-,28-,29-,30+,34-/m1/s1 JVEFYXPCQBMMAA-ZMLWRGBOSA-N CCCCCCCC\C=C/C\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:88067 Q27160034 25244135 (2E,7Z)-Tetradecadienoyl-CoA C35H58N7O17P3S InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h9-10,14-15,22-24,28-30,34,45-46H,4-8,11-13,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b10-9-,15-14+/t24-,28-,29-,30+,34-/m1/s1 MWKSUVQQMPJTPP-DTPVMWFYSA-N [H]\C(CCCCCC)=C(/[H])CCC\C([H])=C(/[H])C(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 5Z,8Z-Tetradecadienoyl-CoA C35H58N7O17P3S InChI=1S/C35H58N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h8-9,11-12,22-24,28-30,34,45-46H,4-7,10,13-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b9-8-,12-11-/t24-,28-,29-,30+,34-/m1/s1 MJBZUCVXTFUVFY-PHQNXBNMSA-N CCCCC\C=C/C\C=C/CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:70713 LMFA07050296 Q27139041 70679008 28533287 3-Oxo-5Z,8Z-Tetradecadienoyl-CoA C35H56N7O18P3S InChI=1S/C35H56N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h8-9,11-12,21-22,24,28-30,34,46-47H,4-7,10,13-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/b9-8-,12-11-/t24-,28-,29-,30+,34-/m1/s1 XOCYFFRISHLAMW-PHQNXBNMSA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (S)-3-Hydroxy-5Z,8Z-Tetradecadienoyl-CoA C35H58N7O18P3S InChI=1S/C35H58N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-23(43)18-26(45)64-17-16-37-25(44)14-15-38-33(48)30(47)35(2,3)20-57-63(54,55)60-62(52,53)56-19-24-29(59-61(49,50)51)28(46)34(58-24)42-22-41-27-31(36)39-21-40-32(27)42/h8-9,11-12,21-24,28-30,34,43,46-47H,4-7,10,13-20H2,1-3H3,(H,37,44)(H,38,48)(H,52,53)(H,54,55)(H2,36,39,40)(H2,49,50,51)/b9-8-,12-11-/t23-,24+,28+,29+,30-,34+/m0/s1 SDWYDRDZISFNSH-ZYWVLTFSSA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C[C@]([H])(O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 2E,5Z,8Z-Tetradecatrienoyl-CoA C35H56N7O17P3S InChI=1S/C35H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h8-9,11-12,14-15,22-24,28-30,34,45-46H,4-7,10,13,16-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b9-8-,12-11-,15-14+/t24-,28-,29-,30+,34-/m1/s1 JSDPYDDAJCNOIE-VFRDANQJSA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(/[H])C(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 15-methylhexadecanoyl-CoA C38H68N7O17P3S InChI=1/C38H68N7O17P3S/c1-26(2)16-14-12-10-8-6-5-7-9-11-13-15-17-29(47)66-21-20-40-28(46)18-19-41-36(50)33(49)38(3,4)23-59-65(56,57)62-64(54,55)58-22-27-32(61-63(51,52)53)31(48)37(60-27)45-25-44-30-34(39)42-24-43-35(30)45/h24-27,31-33,37,48-49H,5-23H2,1-4H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/t27-,31-,32-,33+,37-/s2 AZUNRVWJJVHLJB-KMQDIOQZSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-oxopalmitoyl-CoA C37H64N7O18P3S InChI=1S/C37H64N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h23-24,26,30-32,36,48-49H,4-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/t26-,30-,31-,32+,36-/m1/s1 NQMPLXPCRJOSHL-BBECNAHFSA-N CCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15491;CHEBI:1647 C05259 LMFA07050250 Q27089474 169621 148337 3-Oxo-15-methylhexadecanoyl-CoA C38H66N7O18P3S InChI=1/C38H66N7O18P3S/c1-25(2)14-12-10-8-6-5-7-9-11-13-15-26(46)20-29(48)67-19-18-40-28(47)16-17-41-36(51)33(50)38(3,4)22-60-66(57,58)63-65(55,56)59-21-27-32(62-64(52,53)54)31(49)37(61-27)45-24-44-30-34(39)42-23-43-35(30)45/h23-25,27,31-33,37,49-50H,5-22H2,1-4H3,(H,40,47)(H,41,51)(H,55,56)(H,57,58)(H2,39,42,43)(H2,52,53,54)/t27-,31-,32-,33+,37-/s2 RNYKJLHCAKTRHT-KMQDIOQZSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (S)-3-hydroxypalmitoyl-CoA C37H66N7O18P3S InChI=1S/C37H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h23-26,30-32,36,45,48-49H,4-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/t25-,26+,30+,31+,32-,36+/m0/s1 DEHLMTDDPWDRDR-BCIKBWLNSA-N CCCCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:27402 C05258 HMDB03932 LMFA07050161 Q27103110 11966179 10140172 (S)-3-Hydroxy-15-methylhexadecanoyl-CoA C38H68N7O18P3S InChI=1/C38H68N7O18P3S/c1-25(2)14-12-10-8-6-5-7-9-11-13-15-26(46)20-29(48)67-19-18-40-28(47)16-17-41-36(51)33(50)38(3,4)22-60-66(57,58)63-65(55,56)59-21-27-32(62-64(52,53)54)31(49)37(61-27)45-24-44-30-34(39)42-23-43-35(30)45/h23-27,31-33,37,46,49-50H,5-22H2,1-4H3,(H,40,47)(H,41,51)(H,55,56)(H,57,58)(H2,39,42,43)(H2,52,53,54)/t26-,27+,31+,32+,33-,37+/s2 UXWUSXRGWGOULX-LEUMEZKXSA-N [H][C@](O)(CCCCCCCCCCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O palmitoyl-CoA C37H66N7O17P3S InChI=1S/C37H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h24-26,30-32,36,47-48H,4-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/t26-,30-,31-,32+,36-/m1/s1 MNBKLUUYKPBKDU-BBECNAHFSA-N CCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15525 C00154 HMDB0059623;HMDB01338;HMDB59623 LMFA07050360 Q28797916 644109 559149 (E)-hexadec-2-enoyl-CoA C37H64N7O17P3S InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h16-17,24-26,30-32,36,47-48H,4-15,18-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/b17-16+/t26-,30-,31-,32+,36-/m1/s1 JUPAQFRKPHPXLD-MSHHSVQMSA-N CCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28935 C05272 LMFA07050144 Q27103972 25271599 26333160 trans-15-methylhexadec-2-enoyl-CoA C38H66N7O17P3S InChI=1/C38H66N7O17P3S/c1-26(2)16-14-12-10-8-6-5-7-9-11-13-15-17-29(47)66-21-20-40-28(46)18-19-41-36(50)33(49)38(3,4)23-59-65(56,57)62-64(54,55)58-22-27-32(61-63(51,52)53)31(48)37(60-27)45-25-44-30-34(39)42-24-43-35(30)45/h15,17,24-27,31-33,37,48-49H,5-14,16,18-23H2,1-4H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/b17-15+/t27-,31-,32-,33+,37-/s2 VBRJJZPJXKSQLS-SAJWEFFBSA-N [H]\C(CCCCCCCCCCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (7Z)-Hexadecenoyl-CoA C37H64N7O17P3S InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h11-12,24-26,30-32,36,47-48H,4-10,13-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/b12-11-/t26-,30-,31-,32+,36-/m1/s1 MJWMOLDKMBISOB-YDGGZUKGSA-N CCCCCCCC\C=C/CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:88008 Q27160017 91828289 3-Oxo-7Z-Hexadecenoyl-CoA C37H62N7O18P3S InChI=1S/C37H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h11-12,23-24,26,30-32,36,48-49H,4-10,13-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/b12-11-/t26-,30-,31-,32+,36-/m1/s1 BUCIFQOXNYHEOO-YDGGZUKGSA-N CCCCCCCC\C=C/CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:88090 Q27160042 91828304 (S)-3-Hydroxy-7Z-Hexadecenoyl-CoA C37H64N7O18P3S InChI=1S/C37H64N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h11-12,23-26,30-32,36,45,48-49H,4-10,13-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/b12-11-/t25-,26+,30+,31+,32-,36+/m0/s1 KZLHPKRIEDLQGG-SQUPIXLDSA-N CCCCCCCC\C=C/CCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:88087 Q27160041 91828302 palmitoleoyl-CoA C37H64N7O17P3S InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h9-10,24-26,30-32,36,47-48H,4-8,11-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/b10-9-/t26-,30-,31-,32+,36-/m1/s1 QBYOCCWNZAOZTL-MDMKAECGSA-N CCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:53152 HMDB06532 LMFA07050359 Q27123981 25244394 23107132 3-Oxo-9Z-Hexadecenoyl-CoA C37H62N7O18P3S InChI=1S/C37H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h9-10,23-24,26,30-32,36,48-49H,4-8,11-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/b10-9-/t26-,30-,31-,32+,36-/m1/s1 JDNARGYWMLYADA-MDMKAECGSA-N [H]\C(CCCCCC)=C(/[H])CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (S)-3-Hydroxy-9Z-Hexadecenoyl-CoA C37H64N7O18P3S InChI=1S/C37H64N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h9-10,23-26,30-32,36,45,48-49H,4-8,11-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/b10-9-/t25-,26+,30+,31+,32-,36+/m0/s1 ZIRSQPAPHGZDIL-VSCXGISKSA-N [H]\C(CCCCCC)=C(/[H])CCCCC[C@]([H])(O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (2E,7Z)-Hexadecadienoyl-CoA C37H62N7O17P3S InChI=1S/C37H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h11-12,16-17,24-26,30-32,36,47-48H,4-10,13-15,18-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/b12-11-,17-16+/t26-,30-,31-,32+,36-/m1/s1 YQARRKBGBKPBCX-DVZFGLDUSA-N CCCCCCCC\C=C/CCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:88086 Q27160040 91828300 (2E,9Z)-Hexadecadienoyl-CoA C37H62N7O17P3S InChI=1S/C37H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h9-10,16-17,24-26,30-32,36,47-48H,4-8,11-15,18-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/b10-9-,17-16+/t26-,30-,31-,32+,36-/m1/s1 BEQWCBBSKHMRCA-HENMZMGOSA-N CCCCCC\C=C/CCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:78178 Q27147671 86289269 31150491 (7Z,10Z)-Hexadecadienoyl-CoA C37H62N7O17P3S InChI=1S/C37H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h8-9,11-12,24-26,30-32,36,47-48H,4-7,10,13-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/b9-8-,12-11-/t26-,30-,31-,32+,36-/m1/s1 OKKMIEAMIHILAM-BBQXBXLMSA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 3-Oxo-7Z,10Z-Hexadecadienoyl-CoA C37H60N7O18P3S InChI=1S/C37H60N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h8-9,11-12,23-24,26,30-32,36,48-49H,4-7,10,13-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/b9-8-,12-11-/t26-,30-,31-,32+,36-/m1/s1 KNNRGBNFOIBVKN-BBQXBXLMSA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (S)-3-Hydroxy-7Z,10Z-Hexadecadienoyl-CoA C37H62N7O18P3S InChI=1S/C37H62N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h8-9,11-12,23-26,30-32,36,45,48-49H,4-7,10,13-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/b9-8-,12-11-/t25-,26+,30+,31+,32-,36+/m0/s1 FODZOBVFWXSQFM-WLGIVQMXSA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCC[C@]([H])(O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (2E,7Z,10Z)-Hexadecatrienoyl-CoA C37H60N7O17P3S InChI=1S/C37H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h8-9,11-12,16-17,24-26,30-32,36,47-48H,4-7,10,13-15,18-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)/b9-8-,12-11-,17-16+/t26-,30-,31-,32+,36-/m1/s1 WJHWJZSGWIEAAU-YLEUZIDYSA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCC\C([H])=C(/[H])C(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 17-methyloctadecanoyl-CoA C40H72N7O17P3S InChI=1/C40H72N7O17P3S/c1-28(2)18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-31(49)68-23-22-42-30(48)20-21-43-38(52)35(51)40(3,4)25-61-67(58,59)64-66(56,57)60-24-29-34(63-65(53,54)55)33(50)39(62-29)47-27-46-32-36(41)44-26-45-37(32)47/h26-29,33-35,39,50-51H,5-25H2,1-4H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/t29-,33-,34-,35+,39-/s2 AXKMONXYDZCRKO-MJVJSIPZSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-oxooctadecanoyl-CoA C39H68N7O18P3S InChI=1S/C39H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-26,28,32-34,38,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/t28-,32-,33-,34+,38-/m1/s1 LGOGWHDPDVAUNY-LFZQUHGESA-N CCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:50571 C16216 HMDB06498 LMFA07050248 Q27122119 22833664 21865760 3-Oxo-17-methyloctadecanoyl-CoA C40H70N7O18P3S InChI=1/C40H70N7O18P3S/c1-27(2)16-14-12-10-8-6-5-7-9-11-13-15-17-28(48)22-31(50)69-21-20-42-30(49)18-19-43-38(53)35(52)40(3,4)24-62-68(59,60)65-67(57,58)61-23-29-34(64-66(54,55)56)33(51)39(63-29)47-26-46-32-36(41)44-25-45-37(32)47/h25-27,29,33-35,39,51-52H,5-24H2,1-4H3,(H,42,49)(H,43,53)(H,57,58)(H,59,60)(H2,41,44,45)(H2,54,55,56)/t29-,33-,34-,35+,39-/s2 VDWTVJZJJZRUJG-MJVJSIPZSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (S)-3-hydroxyoctadecanoyl-CoA C39H70N7O18P3S InChI=1S/C39H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-28,32-34,38,47,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/t27-,28+,32+,33+,34-,38+/m0/s1 WZMAIEGYXCOYSH-SFKGBVSGSA-N CCCCCCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:50577 LMFA07050159 Q27122126 24906334 21865762 (S)-3-Hydroxy-17-methyloctadecanoyl-CoA C40H72N7O18P3S InChI=1/C40H72N7O18P3S/c1-27(2)16-14-12-10-8-6-5-7-9-11-13-15-17-28(48)22-31(50)69-21-20-42-30(49)18-19-43-38(53)35(52)40(3,4)24-62-68(59,60)65-67(57,58)61-23-29-34(64-66(54,55)56)33(51)39(63-29)47-26-46-32-36(41)44-25-45-37(32)47/h25-29,33-35,39,48,51-52H,5-24H2,1-4H3,(H,42,49)(H,43,53)(H,57,58)(H,59,60)(H2,41,44,45)(H2,54,55,56)/t28-,29+,33+,34+,35-,39+/s2 WOXOTWGGWCTWQY-BFNXGVQDSA-N [H][C@](O)(CCCCCCCCCCCCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O stearoyl-CoA C39H70N7O17P3S InChI=1S/C39H70N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h26-28,32-34,38,49-50H,4-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/t28-,32-,33-,34+,38-/m1/s1 SIARJEKBADXQJG-LFZQUHGESA-N CCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15541 C00412 HMDB01114 LMFA07050369 Q15427851 94140 84957 (3R,11Z)-3-hydroxyoctadecenoyl-CoA C39H68N7O18P3S InChI=1S/C39H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h9-10,25-28,32-34,38,47,50-51H,4-8,11-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/b10-9-/t27-,28-,32-,33-,34+,38-/m1/s1 SCDXBWNPJAGEEK-ORSZBQJQSA-N CCCCCC\C=C/CCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:76900 Q27146405 72551558 30786103 cis-Vaccenoyl-CoA C39H68N7O17P3S InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h9-10,26-28,32-34,38,49-50H,4-8,11-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b10-9-/t28-,32-,33-,34+,38-/m1/s1 HEJOXXLSCAQQGQ-SAIINBSPSA-N CCCCCC\C=C/CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:75354 HMDB06521 LMFA07050003 Q27145240 71668356 29368530 3-Oxo-11Z-Octadecenoyl-CoA C39H66N7O18P3S InChI=1S/C39H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h9-10,25-26,28,32-34,38,50-51H,4-8,11-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/b10-9-/t28-,32-,33-,34+,38-/m1/s1 OUROWZUTGFHRJE-SAIINBSPSA-N CCCCCC\C=C/CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:76896 Q27146403 72551572 30786102 (S)-3-Hydroxy-11Z-Octadecenoyl-CoA C39H68N7O18P3S InChI=1S/C39H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h9-10,25-28,32-34,38,47,50-51H,4-8,11-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/b10-9-/t27-,28+,32+,33+,34-,38+/m0/s1 SCDXBWNPJAGEEK-KBOAXVDLSA-N [H]\C(CCCCCC)=C(/[H])CCCCCCC[C@]([H])(O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O trans-2-octadecenoyl-CoA C39H68N7O17P3S InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h18-19,26-28,32-34,38,49-50H,4-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b19-18+/t28-,32-,33-,34+,38-/m1/s1 NBCCUIHOHUKBMK-ZDDAFBBHSA-N CCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:50570 C16218 HMDB0062633;HMDB62633 LMFA07050385 Q27122118 24906330 21865759 trans-17-methyloctadec-2-enoyl-CoA C40H70N7O17P3S InChI=1/C40H70N7O17P3S/c1-28(2)18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-31(49)68-23-22-42-30(48)20-21-43-38(52)35(51)40(3,4)25-61-67(58,59)64-66(56,57)60-24-29-34(63-65(53,54)55)33(50)39(62-29)47-27-46-32-36(41)44-26-45-37(32)47/h17,19,26-29,33-35,39,50-51H,5-16,18,20-25H2,1-4H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/b19-17+/t29-,33-,34-,35+,39-/s2 XIRFRLXMKPYSCG-YYXAZNKVSA-N [H]\C(CCCCCCCCCCCCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O oleoyl-CoA C39H68N7O17P3S InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h11-12,26-28,32-34,38,49-50H,4-10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b12-11-/t28-,32-,33-,34+,38-/m1/s1 XDUHQPOXLUAVEE-BPMMELMSSA-N CCCCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:7743;CHEBI:15534 C00510 HMDB01322 LMFA07050356 Q27088172 5497111 4593689 3-Oxo-Oleoyl-CoA C39H66N7O18P3S InChI=1S/C39H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h11-12,25-26,28,32-34,38,50-51H,4-10,13-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/b12-11-/t28-,32-,33-,34+,38-/m1/s1 AVEYYKDEKGJVBU-BPMMELMSSA-N CCCCCCCC\C=C/CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:88007 Q27160016 91828287 (S)-3-Hydroxyoleoyl-CoA C39H68N7O18P3S InChI=1S/C39H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h11-12,25-28,32-34,38,47,50-51H,4-10,13-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/b12-11-/t27-,28+,32+,33+,34-,38+/m0/s1 LHAYYTCFPMUQNR-DFXYPYGHSA-N CCCCCCCC\C=C/CCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:87781 Q27159928 91828285 (2E,11Z)-octadecadienoyl-CoA C39H66N7O17P3S InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h9-10,18-19,26-28,32-34,38,49-50H,4-8,11-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b10-9-,19-18+/t28-,32-,33-,34+,38-/m1/s1 OPMPWWFMNYWBGF-PKYBCSRXSA-N CCCCCC\C=C/CCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:76904 Q27146407 72551577 30786104 (2E,9Z)-octadecadienoyl-CoA C39H66N7O17P3S InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h11-12,18-19,26-28,32-34,38,49-50H,4-10,13-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b12-11-,19-18+/t28-,32-,33-,34+,38-/m1/s1 REOYMONHGHULEY-PPSVNWDXSA-N CCCCCCCC\C=C/CCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:78187 Q27147677 86289274 31150494 linoleoyl-CoA C39H66N7O17P3S InChI=1S/C39H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h8-9,11-12,26-28,32-34,38,49-50H,4-7,10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b9-8-,12-11-/t28-,32-,33-,34+,38-/m1/s1 YECLLIMZHNYFCK-RRNJGNTNSA-N CCCCC\C=C/C\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:6480;CHEBI:15530 C02050 HMDB01064 LMFA07050343 Q27098082 5497112 4593690 3-Oxo-(9Z,12Z)-Octadecadienoyl-CoA C39H64N7O18P3S InChI=1S/C39H64N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h8-9,11-12,25-26,28,32-34,38,50-51H,4-7,10,13-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/b9-8-,12-11-/t28-,32-,33-,34+,38-/m1/s1 XROJENOQBXZHJA-RRNJGNTNSA-N CCCCC\C=C/C\C=C/CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:74090 LMFA07050136 Q27144404 71581018 29368173 (S)-3-Hydroxy-9Z,12Z-Octadecadienoyl-CoA C39H66N7O18P3S InChI=1S/C39H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h8-9,11-12,25-28,32-34,38,47,50-51H,4-7,10,13-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/b9-8-,12-11-/t27-,28+,32+,33+,34-,38+/m0/s1 ICMPOMMDSLXBOC-LLYFYEKVSA-N [H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCC[C@]([H])(O)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (2E,9Z,12Z)-octadecatrienoyl-CoA C39H64N7O17P3S InChI=1S/C39H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h8-9,11-12,18-19,26-28,32-34,38,49-50H,4-7,10,13-17,20-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b9-8-,12-11-,19-18+/t28-,32-,33-,34+,38-/m1/s1 XNZJYLZAYIJRPB-KMRZWPGYSA-N CCCCC\C=C/C\C=C/CCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:78190 Q27147678 86289276 31150495 gamma-linolenoyl-CoA C39H64N7O17P3S InChI=1S/C39H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h8-9,11-12,14-15,26-28,32-34,38,49-50H,4-7,10,13,16-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b9-8-,12-11-,15-14-/t28-,32-,33-,34+,38-/m1/s1 XZQYPTBYQYZGRU-FHDVEODPSA-N CCCCC\C=C/C\C=C/C\C=C/CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15508;CHEBI:10574 C03035 HMDB0006368;HMDB06368 LMFA07050322 Q27089490 11966132 10140126 alpha-linolenoyl-CoA C39H64N7O17P3S InChI=1S/C39H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h5-6,8-9,11-12,26-28,32-34,38,49-50H,4,7,10,13-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b6-5-,9-8-,12-11-/t28-,32-,33-,34+,38-/m1/s1 OMKFKBGZHNJNEX-PQBHNYBOSA-N CC\C=C/C\C=C/C\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:51985 C16162 HMDB06290 LMFA07050286 Q27123069 25164091 21865968 19-methyleicosanoyl-CoA C42H76N7O17P3S InChI=1/C42H76N7O17P3S/c1-30(2)20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-33(51)70-25-24-44-32(50)22-23-45-40(54)37(53)42(3,4)27-63-69(60,61)66-68(58,59)62-26-31-36(65-67(55,56)57)35(52)41(64-31)49-29-48-34-38(43)46-28-47-39(34)49/h28-31,35-37,41,52-53H,5-27H2,1-4H3,(H,44,50)(H,45,54)(H,58,59)(H,60,61)(H2,43,46,47)(H2,55,56,57)/t31-,35-,36-,37+,41-/s2 DBCCNRMQAFVZMK-IMYMQPGOSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-oxoicosanoyl-CoA C41H72N7O18P3S InChI=1S/C41H72N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h27-28,30,34-36,40,52-53H,4-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/t30-,34-,35-,36+,40-/m1/s1 FYBVHNZJDVUVLJ-IBYUJNRCSA-N CCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:52327 HMDB0060190;HMDB60190 LMFA07050243 Q27123379 25229571 21866048 3-Oxo-19-methyleicosanoyl-CoA C42H74N7O18P3S InChI=1/C42H74N7O18P3S/c1-29(2)18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-30(50)24-33(52)71-23-22-44-32(51)20-21-45-40(55)37(54)42(3,4)26-64-70(61,62)67-69(59,60)63-25-31-36(66-68(56,57)58)35(53)41(65-31)49-28-48-34-38(43)46-27-47-39(34)49/h27-29,31,35-37,41,53-54H,5-26H2,1-4H3,(H,44,51)(H,45,55)(H,59,60)(H,61,62)(H2,43,46,47)(H2,56,57,58)/t31-,35-,36-,37+,41-/s2 LZFMVYGOMANTOM-IMYMQPGOSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (R)-3-hydroxybehenoyl-CoA C43H78N7O18P3S InChI=1S/C43H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h29-32,36-38,42,51,54-55H,4-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/t31-,32-,36-,37-,38+,42-/m1/s1 VNJQSRVXTRJVAZ-ZUIQSSPPSA-N CCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:76459 HMDB0060216;HMDB60216 Q27146007 72193818 30785935 (S)-3-Hydroxy-19-methyleicosanoyl-CoA C42H76N7O18P3S InChI=1/C42H76N7O18P3S/c1-29(2)18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-30(50)24-33(52)71-23-22-44-32(51)20-21-45-40(55)37(54)42(3,4)26-64-70(61,62)67-69(59,60)63-25-31-36(66-68(56,57)58)35(53)41(65-31)49-28-48-34-38(43)46-27-47-39(34)49/h27-31,35-37,41,50,53-54H,5-26H2,1-4H3,(H,44,51)(H,45,55)(H,59,60)(H,61,62)(H2,43,46,47)(H2,56,57,58)/t30-,31+,35+,36+,37-,41+/s2 OMWRTMDQHUWWCD-VSHWNQMOSA-N [H][C@](O)(CCCCCCCCCCCCCCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O icosanoyl-CoA C41H74N7O17P3S InChI=1S/C41H74N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h28-30,34-36,40,51-52H,4-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/t30-,34-,35-,36+,40-/m1/s1 JYLSVNBJLYCSSW-IBYUJNRCSA-N CCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15527 HMDB04258 LMFA07050006;LMFA07050329 Q27098079 3081439 2339044 trans-2-icosenoyl-CoA C41H72N7O17P3S InChI=1S/C41H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h20-21,28-30,34-36,40,51-52H,4-19,22-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b21-20+/t30-,34-,35-,36+,40-/m1/s1 ROOFWBIMBMJYGA-DSAUMYHJSA-N CCCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:75061 Q27145100 71627316 29368479 trans-19-methyleicos-2-enoyl-CoA C42H74N7O17P3S InChI=1/C42H74N7O17P3S/c1-30(2)20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-33(51)70-25-24-44-32(50)22-23-45-40(54)37(53)42(3,4)27-63-69(60,61)66-68(58,59)62-26-31-36(65-67(55,56)57)35(52)41(64-31)49-29-48-34-38(43)46-28-47-39(34)49/h19,21,28-31,35-37,41,52-53H,5-18,20,22-27H2,1-4H3,(H,44,50)(H,45,54)(H,58,59)(H,60,61)(H2,43,46,47)(H2,55,56,57)/b21-19+/t31-,35-,36-,37+,41-/s2 ZBXRMEZNTUFVLV-AXNULRMBSA-N [H]\C(CCCCCCCCCCCCCCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (8Z,11Z,14Z)-3-oxoicosa-8,11,14-trienoyl-CoA C41H66N7O18P3S InChI=1S/C41H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h8-9,11-12,14-15,27-28,30,34-36,40,52-53H,4-7,10,13,16-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/b9-8-,12-11-,15-14-/t30-,34-,35-,36+,40-/m1/s1 DJFXNRBQUUFIOS-DDQUOPDJSA-N CCCCC\C=C/C\C=C/C\C=C/CCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:71539 LMFA07050132 Q27139695 70698344 28533645 (3R,8Z,11Z,14Z)-3-hydroxyicosatrienoyl-CoA C41H68N7O18P3S InChI=1S/C41H68N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(49)24-32(51)70-23-22-43-31(50)20-21-44-39(54)36(53)41(2,3)26-63-69(60,61)66-68(58,59)62-25-30-35(65-67(55,56)57)34(52)40(64-30)48-28-47-33-37(42)45-27-46-38(33)48/h8-9,11-12,14-15,27-30,34-36,40,49,52-53H,4-7,10,13,16-26H2,1-3H3,(H,43,50)(H,44,54)(H,58,59)(H,60,61)(H2,42,45,46)(H2,55,56,57)/b9-8-,12-11-,15-14-/t29-,30-,34-,35-,36+,40-/m1/s1 GFVFSXUAKLZOGC-NULWUIHISA-N CCCCC\C=C/C\C=C/C\C=C/CCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:76536 Q27146075 72551501 30785986 (2E,8Z,11Z,14Z)-icosatetraenoyl-CoA C41H66N7O17P3S InChI=1S/C41H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,14-15,20-21,28-30,34-36,40,51-52H,4-7,10,13,16-19,22-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b9-8-,12-11-,15-14-,21-20+/t30-,34-,35-,36+,40-/m1/s1 WQDZFNIBNFNRLF-XBLGNFGOSA-N CCCCC\C=C/C\C=C/C\C=C/CCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12 CHEBI:76538 Q27146079 72193768 30785987 arachidonoyl-CoA C41H66N7O17P3S InChI=1S/C41H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,4-7,10,13,16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b9-8-,12-11-,15-14-,18-17-/t30-,34-,35-,36+,40-/m1/s1 JDEPVTUUCBFJIW-YQVDHACTSA-N CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15514 C02249 HMDB06523 LMFA07050288 Q27089496 5497113 4593691 (8Z,11Z,14Z,17Z)-icosatetraenoyl-CoA C41H66N7O17P3S InChI=1S/C41H66N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,14-15,28-30,34-36,40,51-52H,4,7,10,13,16-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b6-5-,9-8-,12-11-,15-14-/t30-,34-,35-,36+,40-/m1/s1 PLHICYKOPITJJT-QWOXCLFSSA-N CC\C=C/C\C=C/C\C=C/C\C=C/CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:63542 LMFA07050047;LMFA07050134 Q27132678 56928013 26606356 21-methyldocosanoyl-CoA C44H80N7O17P3S InChI=1/C44H80N7O17P3S/c1-32(2)22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-35(53)72-27-26-46-34(52)24-25-47-42(56)39(55)44(3,4)29-65-71(62,63)68-70(60,61)64-28-33-38(67-69(57,58)59)37(54)43(66-33)51-31-50-36-40(45)48-30-49-41(36)51/h30-33,37-39,43,54-55H,5-29H2,1-4H3,(H,46,52)(H,47,56)(H,60,61)(H,62,63)(H2,45,48,49)(H2,57,58,59)/t33-,37-,38-,39+,43-/s2 GCDXAAORBZHAJS-KSRYUPMWSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-oxodocosanoyl-CoA C43H76N7O18P3S InChI=1S/C43H76N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h29-30,32,36-38,42,54-55H,4-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/t32-,36-,37-,38+,42-/m1/s1 RKCOGGUHKPTOQJ-GNSUAQHMSA-N CCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:52328 HMDB0060215;HMDB60215 LMFA07050240 Q27123380 25229584 21866049 3-Oxo-21-methyldocosanoyl-CoA C44H78N7O18P3S InChI=1/C44H78N7O18P3S/c1-31(2)20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-32(52)26-35(54)73-25-24-46-34(53)22-23-47-42(57)39(56)44(3,4)28-66-72(63,64)69-71(61,62)65-27-33-38(68-70(58,59)60)37(55)43(67-33)51-30-50-36-40(45)48-29-49-41(36)51/h29-31,33,37-39,43,55-56H,5-28H2,1-4H3,(H,46,53)(H,47,57)(H,61,62)(H,63,64)(H2,45,48,49)(H2,58,59,60)/t33-,37-,38-,39+,43-/s2 ZYDPMZFNTKIQSM-KSRYUPMWSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (S)-3-Hydroxy-21-methyldocosanoyl-CoA C44H80N7O18P3S InChI=1/C44H80N7O18P3S/c1-31(2)20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-32(52)26-35(54)73-25-24-46-34(53)22-23-47-42(57)39(56)44(3,4)28-66-72(63,64)69-71(61,62)65-27-33-38(68-70(58,59)60)37(55)43(67-33)51-30-50-36-40(45)48-29-49-41(36)51/h29-33,37-39,43,52,55-56H,5-28H2,1-4H3,(H,46,53)(H,47,57)(H,61,62)(H,63,64)(H2,45,48,49)(H2,58,59,60)/t32-,33+,37+,38+,39-,43+/s2 MCYNHSDWEHGCTK-MJODBCOPSA-N [H][C@](O)(CCCCCCCCCCCCCCCCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O behenoyl-CoA C43H78N7O17P3S InChI=1S/C43H78N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h30-32,36-38,42,53-54H,4-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/t32-,36-,37-,38+,42-/m1/s1 NDDZLVOCGALPLR-GNSUAQHMSA-N CCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:65088 C16528 LMFA07050289 Q27133642 168166 147098 trans-2-docosenoyl-CoA C43H76N7O17P3S InChI=1S/C43H76N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h22-23,30-32,36-38,42,53-54H,4-21,24-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/b23-22+/t32-,36-,37-,38+,42-/m1/s1 KRTIFNFQCJTGMV-DYAVHEMFSA-N CCCCCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:75064 Q27145103 71627307 29368480 trans-21-methyldocos-2-enoyl-CoA C44H78N7O17P3S InChI=1/C44H78N7O17P3S/c1-32(2)22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-35(53)72-27-26-46-34(52)24-25-47-42(56)39(55)44(3,4)29-65-71(62,63)68-70(60,61)64-28-33-38(67-69(57,58)59)37(54)43(66-33)51-31-50-36-40(45)48-30-49-41(36)51/h21,23,30-33,37-39,43,54-55H,5-20,22,24-29H2,1-4H3,(H,46,52)(H,47,56)(H,60,61)(H,62,63)(H2,45,48,49)(H2,57,58,59)/b23-21+/t33-,37-,38-,39+,43-/s2 XCLXNHQDMLWKIG-BKBSVLFOSA-N [H]\C(CCCCCCCCCCCCCCCCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 23-methyltetracosanoyl-CoA C46H84N7O17P3S InChI=1/C46H84N7O17P3S/c1-34(2)24-22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-25-37(55)74-29-28-48-36(54)26-27-49-44(58)41(57)46(3,4)31-67-73(64,65)70-72(62,63)66-30-35-40(69-71(59,60)61)39(56)45(68-35)53-33-52-38-42(47)50-32-51-43(38)53/h32-35,39-41,45,56-57H,5-31H2,1-4H3,(H,48,54)(H,49,58)(H,62,63)(H,64,65)(H2,47,50,51)(H2,59,60,61)/t35-,39-,40-,41+,45-/s2 VWMVWXLXCQKVQU-KAMODKEKSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-oxotetracosanoyl-CoA C45H80N7O18P3S InChI=1S/C45H80N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h31-32,34,38-40,44,56-57H,4-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/t34-,38-,39-,40+,44-/m1/s1 JJSJTIWFKNSCHC-JBKAVQFISA-N CCCCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:52329 HMDB0060238;HMDB60238 LMFA07050255 Q27123381 25229583 21866050 3-Oxo-23-methyltetracosanoyl-CoA C46H82N7O18P3S InChI=1/C46H82N7O18P3S/c1-33(2)22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-34(54)28-37(56)75-27-26-48-36(55)24-25-49-44(59)41(58)46(3,4)30-68-74(65,66)71-73(63,64)67-29-35-40(70-72(60,61)62)39(57)45(69-35)53-32-52-38-42(47)50-31-51-43(38)53/h31-33,35,39-41,45,57-58H,5-30H2,1-4H3,(H,48,55)(H,49,59)(H,63,64)(H,65,66)(H2,47,50,51)(H2,60,61,62)/t35-,39-,40-,41+,45-/s2 XDIQWMWAEFSRMT-KAMODKEKSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-hydroxytetracosanoyl-CoA C45H82N7O18P3S InChI=1S/C45H82N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h31-34,38-40,44,53,56-57H,4-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/t33?,34-,38-,39-,40+,44-/m1/s1 QIBKBVRVOFIKLN-SBPVGHMXSA-N CCCCCCCCCCCCCCCCCCCCCC(O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:52326 LMFA07050228 Q27123378 25229585 21866047 (S)-3-Hydroxy-23-methyltetracosanoyl-CoA C46H84N7O18P3S InChI=1/C46H84N7O18P3S/c1-33(2)22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-34(54)28-37(56)75-27-26-48-36(55)24-25-49-44(59)41(58)46(3,4)30-68-74(65,66)71-73(63,64)67-29-35-40(70-72(60,61)62)39(57)45(69-35)53-32-52-38-42(47)50-31-51-43(38)53/h31-35,39-41,45,54,57-58H,5-30H2,1-4H3,(H,48,55)(H,49,59)(H,63,64)(H,65,66)(H2,47,50,51)(H2,60,61,62)/t34-,35+,39+,40+,41-,45+/s2 UCJZSOYFEYIZPR-JAHFUTQSSA-N [H][C@](O)(CCCCCCCCCCCCCCCCCCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O tetracosanoyl-CoA C45H82N7O17P3S InChI=1S/C45H82N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h32-34,38-40,44,55-56H,4-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/t34-,38-,39-,40+,44-/m1/s1 MOYMQYZWIUKGGY-JBKAVQFISA-N CCCCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:52974 C16529 HMDB06526;HMDB0060239;HMDB60239 LMFA07050372 Q27123825 3082227 2339687 trans-2-tetracosenoyl-CoA C45H80N7O17P3S InChI=1S/C45H80N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52/h24-25,32-34,38-40,44,55-56H,4-23,26-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60)/b25-24+/t34-,38-,39-,40+,44-/m1/s1 UVJKZCSQLMWPMV-LQJAWXTISA-N CCCCCCCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:75068 HMDB62231 Q27145104 71627273 29368481 trans-23-methyltetracos-2-enoyl-CoA C46H82N7O17P3S InChI=1/C46H82N7O17P3S/c1-34(2)24-22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-25-37(55)74-29-28-48-36(54)26-27-49-44(58)41(57)46(3,4)31-67-73(64,65)70-72(62,63)66-30-35-40(69-71(59,60)61)39(56)45(68-35)53-33-52-38-42(47)50-32-51-43(38)53/h23,25,32-35,39-41,45,56-57H,5-22,24,26-31H2,1-4H3,(H,48,54)(H,49,58)(H,62,63)(H,64,65)(H2,47,50,51)(H2,59,60,61)/b25-23+/t35-,39-,40-,41+,45-/s2 UAHNPWXVYIWTOJ-FJRMDEJUSA-N [H]\C(CCCCCCCCCCCCCCCCCCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 25-methyhexacosanoyl-CoA C48H88N7O17P3S InChI=1/C48H88N7O17P3S/c1-36(2)26-24-22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-25-27-39(57)76-31-30-50-38(56)28-29-51-46(60)43(59)48(3,4)33-69-75(66,67)72-74(64,65)68-32-37-42(71-73(61,62)63)41(58)47(70-37)55-35-54-40-44(49)52-34-53-45(40)55/h34-37,41-43,47,58-59H,5-33H2,1-4H3,(H,50,56)(H,51,60)(H,64,65)(H,66,67)(H2,49,52,53)(H2,61,62,63)/t37-,41-,42-,43+,47-/s2 BFTQMMRRPRTSMJ-ZRUHAAKZSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-Oxo-hexacoanoyl-CoA C47H84N7O18P3S InChI=1S/C47H84N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h33-34,36,40-42,46,58-59H,4-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/t36-,40-,41-,42+,46-/m1/s1 VOMUIFOBQMYJPJ-CPIGOPAHSA-N CCCCCCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12 HMDB0060241;HMDB60241 LMFA07050241 Q27104802 25271602 26333175 3-oxohexacosanoyl-CoA C47H84N7O18P3S InChI=1S/C47H84N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h33-34,36,40-42,46,58-59H,4-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/t36-,40-,41-,42+,46-/m1/s1 VOMUIFOBQMYJPJ-CPIGOPAHSA-N CCCCCCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:52977 HMDB0060241;HMDB60241 LMFA07050241 Q27104802 25271602 26333175 3-Oxo-25-methylhexacosanoyl-CoA C48H86N7O18P3S InChI=1/C48H86N7O18P3S/c1-35(2)24-22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-25-36(56)30-39(58)77-29-28-50-38(57)26-27-51-46(61)43(60)48(3,4)32-70-76(67,68)73-75(65,66)69-31-37-42(72-74(62,63)64)41(59)47(71-37)55-34-54-40-44(49)52-33-53-45(40)55/h33-35,37,41-43,47,59-60H,5-32H2,1-4H3,(H,50,57)(H,51,61)(H,65,66)(H,67,68)(H2,49,52,53)(H2,62,63,64)/t37-,41-,42-,43+,47-/s2 OXAQWBMMDCGESI-ZRUHAAKZSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (R)-3-hydroxy-hexacoanoyl-CoA C47H86N7O18P3S InChI=1S/C47H86N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h33-36,40-42,46,55,58-59H,4-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/t35-,36-,40-,41-,42+,46-/m1/s1 GBMJOTOUUWGTIA-CSLACTSSSA-N CCCCCCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12 Q27146014 72193760 30785941 (S)-3-hydroxyhexacosanoyl-CoA C47H86N7O18P3S InChI=1S/C47H86N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-35(55)30-38(57)76-29-28-49-37(56)26-27-50-45(60)42(59)47(2,3)32-69-75(66,67)72-74(64,65)68-31-36-41(71-73(61,62)63)40(58)46(70-36)54-34-53-39-43(48)51-33-52-44(39)54/h33-36,40-42,46,55,58-59H,4-32H2,1-3H3,(H,49,56)(H,50,60)(H,64,65)(H,66,67)(H2,48,51,52)(H2,61,62,63)/t35-,36+,40+,41+,42-,46+/m0/s1 GBMJOTOUUWGTIA-FUMULLQGSA-N CCCCCCCCCCCCCCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:52976 LMFA07050155 Q27104801 25271601 26333174 (S)-3-Hydroxy-25-methylhexacosanoyl-CoA C48H88N7O18P3S InChI=1/C48H88N7O18P3S/c1-35(2)24-22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-25-36(56)30-39(58)77-29-28-50-38(57)26-27-51-46(61)43(60)48(3,4)32-70-76(67,68)73-75(65,66)69-31-37-42(72-74(62,63)64)41(59)47(71-37)55-34-54-40-44(49)52-33-53-45(40)55/h33-37,41-43,47,56,59-60H,5-32H2,1-4H3,(H,50,57)(H,51,61)(H,65,66)(H,67,68)(H2,49,52,53)(H2,62,63,64)/t36-,37+,41+,42+,43-,47+/s2 APOVHBMZACFIRI-IDPWVYCXSA-N [H][C@](O)(CCCCCCCCCCCCCCCCCCCCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O hexacosanoyl-CoA C47H86N7O17P3S InChI=1S/C47H86N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h34-36,40-42,46,57-58H,4-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/t36-,40-,41-,42+,46-/m1/s1 FHLYYFPJDVYWQH-CPIGOPAHSA-N CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:52966 HMDB06459 LMFA07050327 Q27123787 25246198 23107092 trans-2-hexacosenoyl-CoA C47H84N7O17P3S InChI=1S/C47H84N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-38(56)75-31-30-49-37(55)28-29-50-45(59)42(58)47(2,3)33-68-74(65,66)71-73(63,64)67-32-36-41(70-72(60,61)62)40(57)46(69-36)54-35-53-39-43(48)51-34-52-44(39)54/h26-27,34-36,40-42,46,57-58H,4-25,28-33H2,1-3H3,(H,49,55)(H,50,59)(H,63,64)(H,65,66)(H2,48,51,52)(H2,60,61,62)/b27-26+/t36-,40-,41-,42+,46-/m1/s1 GGUUXBBWTGIIGE-KESUDTCVSA-N CCCCCCCCCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:52975 LMFA07050383 Q27123828 44176398 23107094 trans-25-methylhexacos-2-enoyl-CoA C48H86N7O17P3S InChI=1/C48H86N7O17P3S/c1-36(2)26-24-22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-25-27-39(57)76-31-30-50-38(56)28-29-51-46(60)43(59)48(3,4)33-69-75(66,67)72-74(64,65)68-32-37-42(71-73(61,62)63)41(58)47(70-37)55-35-54-40-44(49)52-34-53-45(40)55/h25,27,34-37,41-43,47,58-59H,5-24,26,28-33H2,1-4H3,(H,50,56)(H,51,60)(H,64,65)(H,66,67)(H2,49,52,53)(H2,61,62,63)/b27-25+/t37-,41-,42-,43+,47-/s2 HSJYZQWVODVOQN-ISYBZRNSSA-N [H]\C(CCCCCCCCCCCCCCCCCCCCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 27-methyloctacosanoyl-CoA C50H92N7O17P3S InChI=1/C50H92N7O17P3S/c1-38(2)28-26-24-22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-25-27-29-41(59)78-33-32-52-40(58)30-31-53-48(62)45(61)50(3,4)35-71-77(68,69)74-76(66,67)70-34-39-44(73-75(63,64)65)43(60)49(72-39)57-37-56-42-46(51)54-36-55-47(42)57/h36-39,43-45,49,60-61H,5-35H2,1-4H3,(H,52,58)(H,53,62)(H,66,67)(H,68,69)(H2,51,54,55)(H2,63,64,65)/t39-,43-,44-,45+,49-/s2 HFSMVIWMECASMB-JQJYUYILSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-Oxooctacosanoyl-CoA C49H88N7O18P3S InChI=1S/C49H88N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-37(57)32-40(59)78-31-30-51-39(58)28-29-52-47(62)44(61)49(2,3)34-71-77(68,69)74-76(66,67)70-33-38-43(73-75(63,64)65)42(60)48(72-38)56-36-55-41-45(50)53-35-54-46(41)56/h35-36,38,42-44,48,60-61H,4-34H2,1-3H3,(H,51,58)(H,52,62)(H,66,67)(H,68,69)(H2,50,53,54)(H2,63,64,65)/t38-,42-,43-,44+,48-/m1/s1 BGWXEUDZICRUBP-YLJNVRNNSA-N CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:73975 Q27144302 71581095 (S)-3-Hydroxyoctacosanoyl-CoA C49H90N7O18P3S InChI=1S/C49H90N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-37(57)32-40(59)78-31-30-51-39(58)28-29-52-47(62)44(61)49(2,3)34-71-77(68,69)74-76(66,67)70-33-38-43(73-75(63,64)65)42(60)48(72-38)56-36-55-41-45(50)53-35-54-46(41)56/h35-38,42-44,48,57,60-61H,4-34H2,1-3H3,(H,51,58)(H,52,62)(H,66,67)(H,68,69)(H2,50,53,54)(H2,63,64,65)/t37-,38+,42+,43+,44-,48+/m0/s1 NTFBHMWCTYUQPR-MHELHXHKSA-N [H][C@](O)(CCCCCCCCCCCCCCCCCCCCCCCCC)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O (S)-3-Hydroxy-27-methyloctacosanoyl-CoA C50H92N7O18P3S InChI=1/C50H92N7O18P3S/c1-37(2)26-24-22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-25-27-38(58)32-41(60)79-31-30-52-40(59)28-29-53-48(63)45(62)50(3,4)34-72-78(69,70)75-77(67,68)71-33-39-44(74-76(64,65)66)43(61)49(73-39)57-36-56-42-46(51)54-35-55-47(42)57/h35-39,43-45,49,58,61-62H,5-34H2,1-4H3,(H,52,59)(H,53,63)(H,67,68)(H,69,70)(H2,51,54,55)(H2,64,65,66)/t38-,39+,43+,44+,45-,49+/s2 PSRXOVQHFWBBPD-GUQFFRKMSA-N [H][C@](O)(CCCCCCCCCCCCCCCCCCCCCCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O octacosanoyl-CoA C49H90N7O17P3S InChI=1S/C49H90N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-40(58)77-33-32-51-39(57)30-31-52-47(61)44(60)49(2,3)35-70-76(67,68)73-75(65,66)69-34-38-43(72-74(62,63)64)42(59)48(71-38)56-37-55-41-45(50)53-36-54-46(41)56/h36-38,42-44,48,59-60H,4-35H2,1-3H3,(H,51,57)(H,52,61)(H,65,66)(H,67,68)(H2,50,53,54)(H2,62,63,64)/t38-,42-,43-,44+,48-/m1/s1 HZPQKTICJQVCSW-YLJNVRNNSA-N CCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:74150 LMFA07050351 Q27144465 71581022 29368201 trans-octacos-2-enoyl-CoA C49H88N7O17P3S InChI=1S/C49H88N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-40(58)77-33-32-51-39(57)30-31-52-47(61)44(60)49(2,3)35-70-76(67,68)73-75(65,66)69-34-38-43(72-74(62,63)64)42(59)48(71-38)56-37-55-41-45(50)53-36-54-46(41)56/h28-29,36-38,42-44,48,59-60H,4-27,30-35H2,1-3H3,(H,51,57)(H,52,61)(H,65,66)(H,67,68)(H2,50,53,54)(H2,62,63,64)/b29-28+/t38-,42-,43-,44+,48-/m1/s1 IAMWJUVDPJPLLO-UPCCKGTFSA-N CCCCCCCCCCCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:76490 Q27146039 72193800 30785959 trans-27-methyloctacos-2-enoyl-CoA C50H90N7O17P3S InChI=1/C50H90N7O17P3S/c1-38(2)28-26-24-22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-25-27-29-41(59)78-33-32-52-40(58)30-31-53-48(62)45(61)50(3,4)35-71-77(68,69)74-76(66,67)70-34-39-44(73-75(63,64)65)43(60)49(72-39)57-37-56-42-46(51)54-36-55-47(42)57/h27,29,36-39,43-45,49,60-61H,5-26,28,30-35H2,1-4H3,(H,52,58)(H,53,62)(H,66,67)(H,68,69)(H2,51,54,55)(H2,63,64,65)/b29-27+/t39-,43-,44-,45+,49-/s2 MSMRXVFRFUAAKF-YGWNLOJQSA-N [H]\C(CCCCCCCCCCCCCCCCCCCCCCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-Oxo-27-methyloctacosanoyl-CoA C50H90N7O18P3S InChI=1/C50H90N7O18P3S/c1-37(2)26-24-22-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-21-23-25-27-38(58)32-41(60)79-31-30-52-40(59)28-29-53-48(63)45(62)50(3,4)34-72-78(69,70)75-77(67,68)71-33-39-44(74-76(64,65)66)43(61)49(73-39)57-36-56-42-46(51)54-35-55-47(42)57/h35-37,39,43-45,49,61-62H,5-34H2,1-4H3,(H,52,59)(H,53,63)(H,67,68)(H,69,70)(H2,51,54,55)(H2,64,65,66)/t39-,43-,44-,45+,49-/s2 PHPOWUHITVBTOP-JQJYUYILSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCCCCCCCCCCCCCCCCCCCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-Oxotricontanoyl-CoA C51H92N7O18P3S InChI=1S/C51H92N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-39(59)34-42(61)80-33-32-53-41(60)30-31-54-49(64)46(63)51(2,3)36-73-79(70,71)76-78(68,69)72-35-40-45(75-77(65,66)67)44(62)50(74-40)58-38-57-43-47(52)55-37-56-48(43)58/h37-38,40,44-46,50,62-63H,4-36H2,1-3H3,(H,53,60)(H,54,64)(H,68,69)(H,70,71)(H2,52,55,56)(H2,65,66,67)/t40-,44-,45-,46+,50-/m1/s1 ZNUFFDLELVUGGI-XFQHPCEUSA-N CCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:74355 Q27144632 71581216 29368284 (S)-3-Hydroxytricontanoyl-CoA C51H94N7O18P3S InChI=1S/C51H94N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-39(59)34-42(61)80-33-32-53-41(60)30-31-54-49(64)46(63)51(2,3)36-73-79(70,71)76-78(68,69)72-35-40-45(75-77(65,66)67)44(62)50(74-40)58-38-57-43-47(52)55-37-56-48(43)58/h37-40,44-46,50,59,62-63H,4-36H2,1-3H3,(H,53,60)(H,54,64)(H,68,69)(H,70,71)(H2,52,55,56)(H2,65,66,67)/t39-,40+,44+,45+,46-,50+/m0/s1 OOHJFDLXKWKOIL-VCMIOKKVSA-N [H][C@](O)(CCCCCCCCCCCCCCCCCCCCCCCCCCC)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O Triacontanoyl-CoA C51H94N7O17P3S InChI=1S/C51H94N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-42(60)79-35-34-53-41(59)32-33-54-49(63)46(62)51(2,3)37-72-78(69,70)75-77(67,68)71-36-40-45(74-76(64,65)66)44(61)50(73-40)58-39-57-43-47(52)55-38-56-48(43)58/h38-40,44-46,50,61-62H,4-37H2,1-3H3,(H,53,59)(H,54,63)(H,67,68)(H,69,70)(H2,52,55,56)(H2,64,65,66)/t40-,44-,45-,46+,50-/m1/s1 QKSUSCCLLRTYKE-XFQHPCEUSA-N CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:76500 Q27146047 72193792 30785967 trans-triacot-2-enoyl-CoA C51H92N7O17P3S InChI=1S/C51H92N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-42(60)79-35-34-53-41(59)32-33-54-49(63)46(62)51(2,3)37-72-78(69,70)75-77(67,68)71-36-40-45(74-76(64,65)66)44(61)50(73-40)58-39-57-43-47(52)55-38-56-48(43)58/h30-31,38-40,44-46,50,61-62H,4-29,32-37H2,1-3H3,(H,53,59)(H,54,63)(H,67,68)(H,69,70)(H2,52,55,56)(H2,64,65,66)/b31-30+/t40-,44-,45-,46+,50-/m1/s1 LXCAGLOJPFZAKV-OGGZNINVSA-N CCCCCCCCCCCCCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:76492 Q27146041 72193778 30785961 3-oxohexanoyl-CoA C27H44N7O18P3S InChI=1S/C27H44N7O18P3S/c1-4-5-15(35)10-18(37)56-9-8-29-17(36)6-7-30-25(40)22(39)27(2,3)12-49-55(46,47)52-54(44,45)48-11-16-21(51-53(41,42)43)20(38)26(50-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-14,16,20-22,26,38-39H,4-12H2,1-3H3,(H,29,36)(H,30,40)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/t16-,20-,21-,22+,26-/m1/s1 NFOYYXQAVVYWKV-HDRQGHTBSA-N CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:27648 C05269 HMDB03943 LMFA07050242 Q27103240 3082152 2339623 3-Oxo-5-methylhexanoyl-CoA C28H46N7O18P3S InChI=1/C28H46N7O18P3S/c1-15(2)9-16(36)10-19(38)57-8-7-30-18(37)5-6-31-26(41)23(40)28(3,4)12-50-56(47,48)53-55(45,46)49-11-17-22(52-54(42,43)44)21(39)27(51-17)35-14-34-20-24(29)32-13-33-25(20)35/h13-15,17,21-23,27,39-40H,5-12H2,1-4H3,(H,30,37)(H,31,41)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t17-,21-,22-,23+,27-/s2 GHRDZXOPWCUEBE-YPVUVRSUSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CC(=O)CC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O (S)-3-hydroxyhexanoyl-CoA C27H46N7O18P3S InChI=1S/C27H46N7O18P3S/c1-4-5-15(35)10-18(37)56-9-8-29-17(36)6-7-30-25(40)22(39)27(2,3)12-49-55(46,47)52-54(44,45)48-11-16-21(51-53(41,42)43)20(38)26(50-16)34-14-33-19-23(28)31-13-32-24(19)34/h13-16,20-22,26,35,38-39H,4-12H2,1-3H3,(H,29,36)(H,30,40)(H,44,45)(H,46,47)(H2,28,31,32)(H2,41,42,43)/t15-,16+,20+,21+,22-,26+/m0/s1 VAAHKRMGOFIORX-IKTBLOROSA-N CCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28276 C05268 HMDB03942;HMDB0003942 LMFA07050017 Q27103605 11966160 10140154 (S)-3-Hydroxyl-5-methylhexanoyl-CoA C28H48N7O18P3S InChI=1/C28H48N7O18P3S/c1-15(2)9-16(36)10-19(38)57-8-7-30-18(37)5-6-31-26(41)23(40)28(3,4)12-50-56(47,48)53-55(45,46)49-11-17-22(52-54(42,43)44)21(39)27(51-17)35-14-34-20-24(29)32-13-33-25(20)35/h13-17,21-23,27,36,39-40H,5-12H2,1-4H3,(H,30,37)(H,31,41)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t16-,17+,21+,22+,23-,27+/s2 LSNDUFOIDVSJOB-ZORKKWTOSA-N [H][C@](O)(CC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 5-methylhexanoyl-CoA C28H48N7O17P3S InChI=1/C28H48N7O17P3S/c1-16(2)6-5-7-19(37)56-11-10-30-18(36)8-9-31-26(40)23(39)28(3,4)13-49-55(46,47)52-54(44,45)48-12-17-22(51-53(41,42)43)21(38)27(50-17)35-15-34-20-24(29)32-14-33-25(20)35/h14-17,21-23,27,38-39H,5-13H2,1-4H3,(H,30,36)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t17-,21-,22-,23+,27-/s2 KQVPATRBGPRFQO-YPVUVRSUSA-N [H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O hexanoyl-CoA C27H46N7O17P3S InChI=1S/C27H46N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h14-16,20-22,26,37-38H,4-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/t16-,20-,21-,22+,26-/m1/s1 OEXFMSFODMQEPE-HDRQGHTBSA-N CCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:24575;CHEBI:5703;CHEBI:27540 C05270 HMDB0002845;HMDB02845 LMFA07050328 Q27103184 449118 395736 trans-hex-2-enoyl-CoA C27H44N7O17P3S InChI=1S/C27H44N7O17P3S/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34/h6-7,14-16,20-22,26,37-38H,4-5,8-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42)/b7-6+/t16-,20-,21-,22+,26-/m1/s1 OINXHIBNZUUIMR-IXUYQXAASA-N CCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28706;CHEBI:10726 C05271 HMDB03944 LMFA07050393 Q27103847 11966204 10140197 trans-5-methylhex-2-enoyl-CoA C28H46N7O17P3S InChI=1/C28H46N7O17P3S/c1-16(2)6-5-7-19(37)56-11-10-30-18(36)8-9-31-26(40)23(39)28(3,4)13-49-55(46,47)52-54(44,45)48-12-17-22(51-53(41,42)43)21(38)27(50-17)35-15-34-20-24(29)32-14-33-25(20)35/h5,7,14-17,21-23,27,38-39H,6,8-13H2,1-4H3,(H,30,36)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/b7-5+/t17-,21-,22-,23+,27-/s2 CLJDGSLAMHPGLJ-CXKZMUJXSA-N [H]\C(CC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O 3-oxooctanoyl-CoA C29H48N7O18P3S InChI=1S/C29H48N7O18P3S/c1-4-5-6-7-17(37)12-20(39)58-11-10-31-19(38)8-9-32-27(42)24(41)29(2,3)14-51-57(48,49)54-56(46,47)50-13-18-23(53-55(43,44)45)22(40)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h15-16,18,22-24,28,40-41H,4-14H2,1-3H3,(H,31,38)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t18-,22-,23-,24+,28-/m1/s1 WPIVBCGRGVNDDT-CECATXLMSA-N CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28264;CHEBI:1645 C05267 HMDB03941 LMFA07050249 Q27103595 11966162 10140155 3-Oxo-7-methyloctanoyl-CoA C30H50N7O18P3S InChI=1S/C30H50N7O18P3S/c1-17(2)6-5-7-18(38)12-21(40)59-11-10-32-20(39)8-9-33-28(43)25(42)30(3,4)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h15-17,19,23-25,29,41-42H,5-14H2,1-4H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/t19-,23-,24-,25+,29-/m1/s1 VAMSVBPIVXQTFY-FUEUKBNZSA-N CC(C)CCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:12258;CHEBI:15506;CHEBI:2272 C03685 LMFA07050277 Q27089488 11966134 10140128 (S)-3-hydroxyoctanoyl-CoA C29H50N7O18P3S InChI=1S/C29H50N7O18P3S/c1-4-5-6-7-17(37)12-20(39)58-11-10-31-19(38)8-9-32-27(42)24(41)29(2,3)14-51-57(48,49)54-56(46,47)50-13-18-23(53-55(43,44)45)22(40)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h15-18,22-24,28,37,40-41H,4-14H2,1-3H3,(H,31,38)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t17-,18+,22+,23+,24-,28+/m0/s1 ATVGTMKWKDUCMS-OTOYJEMWSA-N CCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:28632 C05266 HMDB03940 LMFA07050015 Q27103800 11966216 10140209 (S)-3-Hydroxy-7-methyloctanoyl-CoA C30H52N7O18P3S InChI=1/C30H52N7O18P3S/c1-17(2)6-5-7-18(38)12-21(40)59-11-10-32-20(39)8-9-33-28(43)25(42)30(3,4)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h15-19,23-25,29,38,41-42H,5-14H2,1-4H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/t18-,19+,23+,24+,25-,29+/s2 KEGRHRCIKYBVSA-UGDQNKSBSA-N [H][C@](O)(CCCC(C)C)CC(=O)SCCNC(=O)CCNC(=O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O 7-methyloctanoyl-CoA C30H52N7O17P3S InChI=1S/C30H52N7O17P3S/c1-18(2)8-6-5-7-9-21(39)58-13-12-32-20(38)10-11-33-28(42)25(41)30(3,4)15-51-57(48,49)54-56(46,47)50-14-19-24(53-55(43,44)45)23(40)29(52-19)37-17-36-22-26(31)34-16-35-27(22)37/h16-19,23-25,29,40-41H,5-15H2,1-4H3,(H,32,38)(H,33,42)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/t19-,23-,24-,25+,29-/m1/s1 VLQMJDKLPNKZNA-FUEUKBNZSA-N [H][C@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCCC(C)C)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O octanoyl-CoA C29H50N7O17P3S InChI=1S/C29H50N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h16-18,22-24,28,39-40H,4-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t18-,22-,23-,24+,28-/m1/s1 KQMZYOXOBSXMII-CECATXLMSA-N CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N trans-oct-2-enoyl-CoA C29H48N7O17P3S InChI=1S/C29H48N7O17P3S/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36/h8-9,16-18,22-24,28,39-40H,4-7,10-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/b9-8+/t18-,22-,23-,24+,28-/m1/s1 CPSDNAXXKWVYIY-NTLMCJQISA-N CCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:27537;CHEBI:10732 C05276 HMDB03949 LMFA07050024 Q27103182 11966175 10140168 trans-7-methyloct-2-enoyl-CoA C30H50N7O17P3S InChI=1/C30H50N7O17P3S/c1-18(2)8-6-5-7-9-21(39)58-13-12-32-20(38)10-11-33-28(42)25(41)30(3,4)15-51-57(48,49)54-56(46,47)50-14-19-24(53-55(43,44)45)23(40)29(52-19)37-17-36-22-26(31)34-16-35-27(22)37/h7,9,16-19,23-25,29,40-41H,5-6,8,10-15H2,1-4H3,(H,32,38)(H,33,42)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/b9-7+/t19-,23-,24-,25+,29-/s2 UTIOTQPBYIHZGV-LZTDKBKRSA-N [H]\C(CCCC(C)C)=C(\[H])C(=O)SCCNC(=O)CCNC(=O)[C@@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@]1([H])O[C@]([H])(N2C=NC3=C(N)N=CN=C23)[C@@]([H])(O)[C@@]1([H])OP(O)(O)=O cyclic pyranopterin monophosphate C10H14N5O8P InChI=1S/C10H14N5O8P/c11-9-14-6-3(7(16)15-9)12-4-8(13-6)22-2-1-21-24(19,20)23-5(2)10(4,17)18/h2,4-5,8,12,17-18H,1H2,(H,19,20)(H4,11,13,14,15,16)/t2-,4-,5+,8-/m1/s1 CZAKJJUNKNPTTO-AJFJRRQVSA-N [H][C@@]12COP(O)(=O)O[C@]1([H])C(O)(O)[C@]1([H])NC3=C(N[C@]1([H])O2)N=C(N)NC3=O CHEBI:60210 C18239 HMDB59639;HMDB0059639 16061579 17221217 (R)-carnitine C7H15NO3 InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1 PHIQHXFUZVPYII-ZCFIWIBFSA-N C[N+](C)(C)C[C@H](O)CC([O-])=O CHEBI:16347 C00318 HMDB00062;HMDB0000062 Q20735709 2724480;10917 2006614;10455 cytosine C4H5N3O InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8) OPTASPLRGRRNAP-UHFFFAOYSA-N NC1=NC(=O)NC=C1 CHEBI:16040 C00380 HMDB0000630;HMDB00630 Q178425 597 577 2-cis,6-trans-farnesyl diphosphate C15H28O7P2 InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11- VWFJDQUYCIWHTN-PVMFERMNSA-N CC(C)=CCC\C(C)=C\CC\C(C)=C/COP(O)(=O)OP(O)(O)=O CHEBI:19515 C16826 LMPR0103010010 Q27109186 445683 393244 CTP C9H16N3O14P3 InChI=1S/C9H16N3O14P3/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 PCDQPRRSZKQHHS-XVFCMESISA-N NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O CHEBI:17677 C00063 HMDB00082;HMDB0000082 Q409648 6176 5941;19952488 Hydrogen cyanide CHN InChI=1S/CHN/c1-2/h1H LELOWRISYMNNSU-UHFFFAOYSA-N C#N CHEBI:18407 C01326 HMDB60292;HMDB0060292 Q26075 768 748;19951400 3-cyanoalanine C4H6N2O2 InChI=1S/C4H6N2O2/c5-2-1-3(6)4(7)8/h3H,1,6H2,(H,7,8) BXRLWGXPSRYJDZ-UHFFFAOYSA-N NC(CC#N)C(O)=O CHEBI:132546 L-cysteine C3H7NO2S InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 XUJNEKJLAYXESH-REOHCLBHSA-N N[C@@H](CS)C(O)=O CHEBI:35235;CHEBI:17561;CHEBI:41227;CHEBI:35237 C00097 HMDB0000574;HMDB00574 Q186474 5862 5653 L-cystathionine C7H14N2O4S InChI=1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1 ILRYLPWNYFXEMH-WHFBIAKZSA-N N[C@@H](CCSC[C@H](N)C(O)=O)C(O)=O CHEBI:17482 C02291 HMDB0000099;HMDB00099 Q28529685 439258 388392 cytidine C9H13N3O5 InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7-,8-/m1/s1 UHDGCWIWMRVCDJ-XVFCMESISA-N NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O CHEBI:28680;CHEBI:17562 C02961;C00475 HMDB0000089;HMDB00089 Q422538 6253;6175 6017 (5alpha)-3-oxocholestan-26-oic acid C27H44O3 InChI=1S/C27H44O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h17-19,21-24H,5-16H2,1-4H3,(H,29,30)/t17-,18?,19+,21+,22-,23+,24+,26+,27-/m1/s1 VJABJEQGFJMMDO-DHOKGTGGSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O CHEBI:78701 Q27147920 86289630 31150587 Delta(1),Delta(7)-dafachronic acid C27H40O3 InChI=1S/C27H40O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h9,12,14,17-19,22-24H,5-8,10-11,13,15-16H2,1-4H3,(H,29,30)/t17-,18+,19+,22-,23+,24+,26+,27-/m1/s1 ZDKITBVZRSMXSV-OBRBSRNPSA-N [H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])CC(=O)C=C[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC[C@H](C)C(O)=O CHEBI:83137 Q27156663 57521647 34448697 (25S)-Delta(4)-dafachronic acid C27H42O3 InChI=1S/C27H42O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h16-18,21-24H,5-15H2,1-4H3,(H,29,30)/t17-,18+,21+,22-,23+,24+,26+,27-/m1/s1 PSXQJZDFWDKBIP-KMPPVSSLSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC[C@H](C)C(O)=O CHEBI:71560 LMST04030221 Q27139710 16734910 20566404 (25S)-Delta(7)-dafachronic acid C27H42O3 InChI=1S/C27H42O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h9,17-19,22-24H,5-8,10-16H2,1-4H3,(H,29,30)/t17-,18+,19+,22-,23+,24+,26+,27-/m1/s1 SQTAVUCHOVVOFD-OBRBSRNPSA-N [H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC[C@H](C)C(O)=O CHEBI:71556 LMST04030222 Q27139706 23583984 26326524 2'-deoxyadenosine C10H13N5O3 InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1 OLXZPDWKRNYJJZ-RRKCRQDMSA-N NC1=C2N=CN([C@H]3C[C@H](O)[C@@H](CO)O3)C2=NC=N1 CHEBI:17256 C00559 HMDB0000101;HMDB00101 Q422457 13730 13135 5'-deoxyadenosine C10H13N5O3 InChI=1S/C10H13N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H3,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 XGYIMTFOTBMPFP-KQYNXXCUSA-N C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12 CHEBI:17319;CHEBI:40099 C05198 HMDB0001983;HMDB01983 Q27102319 439182 388325 dADP C10H15N5O9P2 InChI=1S/C10H15N5O9P2/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(23-7)2-22-26(20,21)24-25(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1 DAEAPNUQQAICNR-RRKCRQDMSA-N NC1=NC=NC2=C1N=CN2[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(O)=O)O1 CHEBI:16174 HMDB01508 Q27098417 188966 164196 2'-deoxyadenosine 5'-monophosphate C10H14N5O6P InChI=1S/C10H14N5O6P/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(21-7)2-20-22(17,18)19/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1 KHWCHTKSEGGWEX-RRKCRQDMSA-N NC1=NC=NC2=C1N=CN2[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1 CHEBI:17713 C00360 HMDB00905;HMDB0000905 Q1874427 12599 12079 dATP C10H16N5O12P3 InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1 SUYVUBYJARFZHO-RRKCRQDMSA-N NC1=NC=NC2=C1N=CN2[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 CHEBI:16284 C00131 HMDB0001532;HMDB01532 Q201090 15993 15194 N(6)-(1,2-dicarboxyethyl)-AMP C14H18N5O11P InChI=1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5?,6-,9-,10-,13-/m1/s1 OFBHPPMPBOJXRT-DPXQIYNJSA-N O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2NC(CC(O)=O)C(O)=O CHEBI:15919 C03794 HMDB00536;HMDB0000536;HMDB59653 Q2823236 440122 389122 dCDP C9H15N3O10P2 InChI=1S/C9H15N3O10P2/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(21-8)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 FTDHDKPUHBLBTL-SHYZEUOFSA-N [H][C@]1(COP(O)(=O)OP(O)(O)=O)O[C@]([H])(C[C@@H]1O)N1C=CC(N)=NC1=O CHEBI:28846 C00705 HMDB0001245;HMDB01245 Q55168710 150855 132961 2'-deoxycytosine 5'-monophosphate C9H14N3O7P InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 NCMVOABPESMRCP-SHYZEUOFSA-N NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1 CHEBI:15918 C00239 HMDB0001202;HMDB01202 Q2742455 13945 13343 dCTP C9H16N3O13P3 InChI=1S/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 RGWHQCVHVJXOKC-SHYZEUOFSA-N NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 CHEBI:16311 C00458 HMDB00998;HMDB0000998 Q424680 65091 58601 2'-deoxycytidine C9H13N3O4 InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1 CKTSBUTUHBMZGZ-SHYZEUOFSA-N NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](CO)O1 CHEBI:15698 C00881 HMDB0000014;HMDB00014 Q422504 13711 13117 7-dehydrodesmosterol C27H42O InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9-10,19,21,23-25,28H,6,8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1 RUSSPKPUXDSHNC-DDPQNLDTSA-N [H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C CHEBI:27910;CHEBI:2257 C05107 HMDB0003896;HMDB03896 LMST01010121 Q2818195 440558 389458 dGDP C10H15N5O10P2 InChI=1S/C10H15N5O10P2/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(24-6)2-23-27(21,22)25-26(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1 CIKGWCTVFSRMJU-KVQBGUIXSA-N NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(O)=O)O2)C(=O)N1 CHEBI:28862 C00361 HMDB0000960;HMDB00960 Q27103932 439220 388359 2'-deoxyguanosine 5'-monophosphate C10H14N5O7P InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1 LTFMZDNNPPEQNG-KVQBGUIXSA-N NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](COP(O)(O)=O)O2)C(=O)N1 CHEBI:16192 C00362 HMDB01044;HMDB0001044 65059 58570 2'-deoxyguanosine C10H13N5O4 InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1 YKBGVTZYEHREMT-KVQBGUIXSA-N NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1 CHEBI:17172 C00330 HMDB00085;HMDB0000085 187790 163230 dGTP C10H16N5O13P3 InChI=1S/C10H16N5O13P3/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(26-6)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1 HAAZLUGHYHWQIW-KVQBGUIXSA-N NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)C(=O)N1 CHEBI:16497 C00286 HMDB01440;HMDB0001440 Q424586 65103 58613 dihydroxyacetone C3H6O3 InChI=1S/C3H6O3/c4-1-3(6)2-5/h4-5H,1-2H2 RXKJFZQQPQGTFL-UHFFFAOYSA-N OCC(=O)CO CHEBI:16016 C00184 HMDB0001882;HMDB01882 Q409618 670 650 dihydroxyacetone phosphate C3H7O6P InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h4H,1-2H2,(H2,6,7,8) GNGACRATGGDKBX-UHFFFAOYSA-N OCC(=O)COP(O)(O)=O CHEBI:16108;CHEBI:5454 C00111 HMDB01473;HMDB0001473 Q416915 668 648 6,7-dihydrobiopterin C9H13N5O3 InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,15-16H,2H2,1H3,(H3,10,11,13,14,17) ZHQJVZLJDXWFFX-UHFFFAOYSA-N CC(O)C(O)C1CNC2=NC(N)=NC(=O)C2=N1 CHEBI:20680 C00268 Q28529687 1879 L-dehydroascorbic acid C6H6O6 InChI=1S/C6H6O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8H,1H2/t2-,5+/m0/s1 SBJKKFFYIZUCET-JLAZNSOCSA-N [H][C@@]1(OC(=O)C(=O)C1=O)[C@@H](O)CO CHEBI:27956 C00425;C05422 HMDB01264 Q3116723 440667 389547 (5Z,8Z,14Z)-11,12-dihydroxyicosatrienoic acid C20H34O4 InChI=1S/C20H34O4/c1-2-3-4-5-9-12-15-18(21)19(22)16-13-10-7-6-8-11-14-17-20(23)24/h6,8-10,12-13,18-19,21-22H,2-5,7,11,14-17H2,1H3,(H,23,24)/b8-6-,12-9-,13-10- LRPPQRCHCPFBPE-KROJNAHFSA-N CCCCC\C=C/CC(O)C(O)C\C=C/C\C=C/CCCC(O)=O CHEBI:34129;CHEBI:63969 C14774 HMDB0002314;HMDB02314 LMFA03050008 Q27104911 5283146 4446270 dihydrofolic acid C19H21N7O6 InChI=1S/C19H21N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,12,21H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t12-/m0/s1 OZRNSSUDZOLUSN-LBPRGKRZSA-N NC1=NC2=C(N=C(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CN2)C(=O)N1 CHEBI:15633 C00415 HMDB0001056;HMDB01056 Q192367 98792 89228 1,2-dihydroxy-5-(methylthio)pent-1-en-3-one C6H10O3S InChI=1S/C6H10O3S/c1-10-3-2-5(8)6(9)4-7/h4,7,9H,2-3H2,1H3/b6-4- CILXJJLQPTUUSS-XQRVVYSFSA-N CSCCC(=O)C(\O)=C\O CHEBI:49252 C15606 HMDB12134;HMDB0012134 Q27121564 5462190 4575316 7,8-dihydroneopterin C9H13N5O4 InChI=1S/C9H13N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h4,6,15-17H,1-2H2,(H4,10,11,13,14,18)/t4-,6+/m1/s1 YQIFAMYNGGOTFB-XINAWCOVSA-N NC1=NC2=C(N=C(CN2)[C@H](O)[C@H](O)CO)C(=O)N1 CHEBI:17001 Q28487686 65074 (S)-dihydroorotic acid C5H6N2O4 InChI=1S/C5H6N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h2H,1H2,(H,9,10)(H2,6,7,8,11)/t2-/m0/s1 UFIVEPVSAGBUSI-REOHCLBHSA-N OC(=O)[C@@H]1CC(=O)NC(=O)N1 CHEBI:17025 C00337 HMDB03349;HMDB0003349 Q27093197 439216 388355 7,8-dihydropteroic acid C14H14N6O3 InChI=1S/C14H14N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,16H,5-6H2,(H,22,23)(H4,15,17,19,20,21) WBFYVDCHGVNRBH-UHFFFAOYSA-N NC1=NC2=C(N=C(CNC3=CC=C(C=C3)C(O)=O)CN2)C(=O)N1 CHEBI:4581 C00921 HMDB0001412;HMDB01412 Q5276444 170 165 2'-deoxyinosine-5'-diphosphate C10H14N4O10P2 InChI=1S/C10H14N4O10P2/c15-5-1-7(14-4-13-8-9(14)11-3-12-10(8)16)23-6(5)2-22-26(20,21)24-25(17,18)19/h3-7,15H,1-2H2,(H,20,21)(H,11,12,16)(H2,17,18,19)/t5-,6+,7+/m0/s1 BKUSIKGSPSFQAC-RRKCRQDMSA-N O[C@H]1C[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=NC2=C1N=CNC2=O CHEBI:28823 C01344 HMDB03536;HMDB0003536 Q27103915 439488 388586 2'-deoxyinosine-5'-monophosphate C10H13N4O7P InChI=1S/C10H13N4O7P/c15-5-1-7(21-6(5)2-20-22(17,18)19)14-4-13-8-9(14)11-3-12-10(8)16/h3-7,15H,1-2H2,(H,11,12,16)(H2,17,18,19)/t5-,6+,7+/m0/s1 PHNGFPPXDJJADG-RRKCRQDMSA-N O[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)N1C=NC2=C1N=CNC2=O CHEBI:41998;CHEBI:28806;CHEBI:837 C06196 HMDB0006555;HMDB06555 Q15410932 91531 82650 2'-deoxyinosine C10H12N4O4 InChI=1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1 VGONTNSXDCQUGY-RRKCRQDMSA-N OC[C@H]1O[C@H](C[C@@H]1O)N1C=NC2=C1N=CNC2=O CHEBI:4413;CHEBI:28997 C05512 HMDB00071;HMDB0000071 Q27071895 65058 58569 dITP C10H15N4O13P3 InChI=1S/C10H15N4O13P3/c15-5-1-7(14-4-13-8-9(14)11-3-12-10(8)16)25-6(5)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,15H,1-2H2,(H,20,21)(H,22,23)(H,11,12,16)(H2,17,18,19)/t5-,6+,7+/m0/s1 UFJPAQSLHAGEBL-RRKCRQDMSA-N O[C@H]1C[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1C=NC2=C1N=CNC2=O CHEBI:28807 C01345 HMDB0003537;HMDB03537 Q27103909 146302 129052 5-(methylsulfanyl)-2,3-dioxopentyl phosphate C6H11O6PS InChI=1S/C6H11O6PS/c1-14-3-2-5(7)6(8)4-12-13(9,10)11/h2-4H2,1H3,(H2,9,10,11) HKEAOVFNWRDVAJ-UHFFFAOYSA-N CSCCC(=O)C(=O)COP(O)(O)=O CHEBI:50604 C15650 HMDB59620;HMDB0059620 Q27122137 561 545 all-cis-icosa-8,11,14-trienoyl-CoA C41H68N7O17P3S InChI=1S/C41H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h8-9,11-12,14-15,28-30,34-36,40,51-52H,4-7,10,13,16-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b9-8-,12-11-,15-14-/t30-,34-,35-,36+,40-/m1/s1 FJWJALRUNNZIBB-DDQUOPDJSA-N CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:27979 C03595 HMDB0060185;HMDB60185;HMDB03947;HMDB0003947 LMFA07050011 Q27103436 11966190 10140183 N,N-dimethyl-beta-alanine C5H11NO2 InChI=1S/C5H11NO2/c1-6(2)4-3-5(7)8/h3-4H2,1-2H3,(H,7,8) JMOXSQYGVIXBBZ-UHFFFAOYSA-N CN(C)CCC(O)=O N,N-dimethylethanolamine phosphate C4H12NO4P InChI=1S/C4H12NO4P/c1-5(2)3-4-9-10(6,7)8/h3-4H2,1-2H3,(H2,6,7,8) BLHVJAAEHMLMOI-UHFFFAOYSA-N CN(C)CCOP(O)(O)=O CHEBI:31997 C13482 HMDB60244;HMDB0060244 Q27114746 151438 133469 prenyl diphosphate C5H12O7P2 InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h3H,4H2,1-2H3,(H,9,10)(H2,6,7,8) CBIDRCWHNCKSTO-UHFFFAOYSA-N CC(C)=CCOP(O)(=O)OP(O)(O)=O CHEBI:16057 C17627;C00235 HMDB01120;HMDB0001120 LMPR01010001 Q417398 647 627 deamido-NAD zwitterion C21H26N6O15P2 InChI=1S/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1 SENPVEZBRZQVST-HISDBWNOSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)[N+]2=CC(=CC=C2)C(O)=O)[C@@H](O)[C@H]1O CHEBI:14105 dopamine C8H11NO2 InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2 VYFYYTLLBUKUHU-UHFFFAOYSA-N NCCC1=CC(O)=C(O)C=C1 CHEBI:1764;CHEBI:18243 C03758 HMDB00073;HMDB0000073 Q170304 681 661 L-dopaquinone C9H9NO4 InChI=1S/C9H9NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6H,3,10H2,(H,13,14)/t6-/m0/s1 AHMIDUVKSGCHAU-LURJTMIESA-N N[C@@H](CC1=CC(=O)C(=O)C=C1)C(O)=O CHEBI:23887;CHEBI:4699;CHEBI:57924;CHEBI:16852 C00822 HMDB01229;HMDB0001229 Q11694846 439316 388447 3'-dephospho-CoA C21H35N7O13P2S InChI=1S/C21H35N7O13P2S/c1-21(2,16(32)19(33)24-4-3-12(29)23-5-6-44)8-39-43(36,37)41-42(34,35)38-7-11-14(30)15(31)20(40-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-32,44H,3-8H2,1-2H3,(H,23,29)(H,24,33)(H,34,35)(H,36,37)(H2,22,25,26)/t11-,14-,15-,16+,20-/m1/s1 KDTSHFARGAKYJN-IBOSZNHHSA-N CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCS CHEBI:15468 C00882 HMDB01373 Q27089453 444485 392407 1-diphospho-1D-myo-inositol 2,3,4,5,6-pentakisphosphate C6H19O27P7 InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3+,4-,5-,6-/m1/s1 UPHPWXPNZIOZJL-UOTPTPDRSA-N OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O CHEBI:62919 C11174 Q27104903 26333208 desmosterol C27H44O InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 AVSXSVCZWQODGV-DPAQBDIFSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C CHEBI:17737 C01802 HMDB02719;HMDB0002719 LMST01010016 Q3024529 439577 388662 dTDP C10H16N2O11P2 InChI=1S/C10H16N2O11P2/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(22-8)4-21-25(19,20)23-24(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1 UJLXYODCHAELLY-XLPZGREQSA-N CC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(O)=O)O2)C(=O)NC1=O CHEBI:18075 C00363 HMDB01274;HMDB0001274 Q2186340 164628 144320 dTMP C10H15N2O8P InChI=1S/C10H15N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1 GYOZYWVXFNDGLU-XLPZGREQSA-N CC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(O)=O)O2)C(=O)NC1=O CHEBI:17013 C00364 HMDB0001227;HMDB01227 Q23905769 9700 9319 L-1,4-dithiothreitol C4H10O2S2 InChI=1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m0/s1 VHJLVAABSRFDPM-IMJSIDKUSA-N O[C@@H](CS)[C@@H](O)CS CHEBI:42106 C00265 HMDB13593;HMDB0013593 Q27104490 439196 388336 (4S,5S)-1,2-dithiane-4,5-diol C4H8O2S2 InChI=1S/C4H8O2S2/c5-3-1-7-8-2-4(3)6/h3-6H,1-2H2/t3-,4-/m1/s1 YPGMOWHXEQDBBV-QWWZWVQMSA-N O[C@@H]1CSSC[C@H]1O CHEBI:41837;CHEBI:41830 Q27104484 445528 393143 dTTP C10H17N2O14P3 InChI=1S/C10H17N2O14P3/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(24-8)4-23-28(19,20)26-29(21,22)25-27(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,21,22)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1 NHVNXKFIZYSCEB-XLPZGREQSA-N CC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)C(=O)NC1=O CHEBI:18077 C00459 HMDB0001342;HMDB01342 Q303961 64968 58493 dUDP C9H14N2O11P2 InChI=1S/C9H14N2O11P2/c12-5-3-8(11-2-1-7(13)10-9(11)14)21-6(5)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 QHWZTVCCBMIIKE-SHYZEUOFSA-N O[C@H]1C[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O CHEBI:28850 C01346 HMDB01000;HMDB0001000 Q60573941 145729 128553 dUMP C9H13N2O8P InChI=1S/C9H13N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 JSRLJPSBLDHEIO-SHYZEUOFSA-N O[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O CHEBI:17622 C00365 HMDB01409;HMDB0001409 Q2741362 65063 58574 2'-deoxyuridine C9H12N2O5 InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1 MXHRCPNRJAMMIM-SHYZEUOFSA-N OC[C@H]1O[C@H](C[C@@H]1O)N1C=CC(=O)NC1=O CHEBI:16450 C00526 HMDB0000012;HMDB00012 Q419140 13712 13118 dUTP C9H15N2O14P3 InChI=1S/C9H15N2O14P3/c12-5-3-8(11-2-1-7(13)10-9(11)14)23-6(5)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,20,21)(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1 AHCYMLUZIRLXAA-SHYZEUOFSA-N O[C@H]1C[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O CHEBI:17625 C00460 HMDB01191;HMDB0001191 Q28529690 65070 58580 erythro-4-hydroxy-L-glutamic acid C5H9NO5 InChI=1S/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11)/t2-,3+/m0/s1 HBDWQSHEVMSFGY-STHAYSLISA-N N[C@@H](C[C@@H](O)C(O)=O)C(O)=O D-erythrose 4-phosphate C4H9O7P InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/t3-,4+/m0/s1 NGHMDNPXVRFFGS-IUYQGCFVSA-N [H]C(=O)[C@H](O)[C@H](O)COP(O)(O)=O CHEBI:48153 C00279 HMDB0001321;HMDB01321 Q32039231 122357 109096 11,12-EET C20H32O3 InChI=1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b8-6-,12-9-,13-10- DXOYQVHGIODESM-KROJNAHFSA-N CCCCC\C=C/CC1OC1C\C=C/C\C=C/CCCC(O)=O CHEBI:34130 C14770 HMDB10409 LMFA03080004 Q27104280 5283204 4446325 (5Z,11Z,14Z,17Z)-icosatetraenoic acid C20H32O2 InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,15-16H,2,5,8,11-14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,16-15- JDKIKEYFSJUYJZ-OUJQXAOTSA-N CC\C=C/C\C=C/C\C=C/CCCC\C=C/CCCC(O)=O CHEBI:82835 LMFA01030394 Q27156397 5312543 4471968 enol-phenylpyruvic acid C9H8O3 InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-6,10H,(H,11,12) DEDGUGJNLNLJSR-UHFFFAOYSA-N OC(=O)C(O)=CC1=CC=CC=C1 CHEBI:32815;CHEBI:10548 C02763 Q27104236 691 671 ethanolamine C2H7NO InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2 HZAXFHJVJLSVMW-UHFFFAOYSA-N NCCO CHEBI:16000 C00189 HMDB0000149;HMDB00149 Q410387 700 13835336 O-phosphoethanolamine C2H8NO4P InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6) SUHOOTKUPISOBE-UHFFFAOYSA-N NCCOP(O)(O)=O CHEBI:17553 C00346 HMDB0000224;HMDB00224 Q418826 1015 990 ethanol C2H6O InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3 LFQSCWFLJHTTHZ-UHFFFAOYSA-N CCO CHEBI:16236 C00469 HMDB00108;HMDB0000108 Q153 702 682 D-fructofuranose 1-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-1-3-4(8)5(9)6(10,15-3)2-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6?/m1/s1 RHKKZBWRNHGJEZ-VRPWFDPXSA-N OC[C@H]1OC(O)(COP(O)(O)=O)[C@@H](O)[C@@H]1O CHEBI:37515 C01094 HMDB01076 Q27104412 439394 388511 beta-D-fructofuranose 2,6-bisphosphate C6H14O12P2 InChI=1S/C6H14O12P2/c7-2-6(18-20(13,14)15)5(9)4(8)3(17-6)1-16-19(10,11)12/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6+/m1/s1 YXWOAJXNVLXPMU-ZXXMMSQZSA-N OC[C@@]1(OP(O)(O)=O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O CHEBI:28602 C00665 HMDB0001047;HMDB01047 Q417484 105021 21106440;94762 beta-D-fructofuranose 6-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6-/m1/s1 BGWGXPAPYGQALX-ARQDHWQXSA-N OC[C@@]1(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O CHEBI:16084 C05345 HMDB03971;HMDB0003971 Q27098371 440641 389526 10-oxocapric acid C10H18O3 InChI=1S/C10H18O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h9H,1-8H2,(H,12,13) FYURGFQVSMALOD-UHFFFAOYSA-N [H]C(=O)CCCCCCCCC(O)=O CHEBI:17130 LMFA01060078 Q27102226 79686 71986 10-hydroxycapric acid C10H20O3 InChI=1S/C10H20O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h11H,1-9H2,(H,12,13) YJCJVMMDTBEITC-UHFFFAOYSA-N OCCCCCCCCCC(O)=O CHEBI:17409 C02774 LMFA01050033 Q18343392 74300 66903 decanoic acid C10H20O2 InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12) GHVNFZFCNZKVNT-UHFFFAOYSA-N CCCCCCCCCC(O)=O CHEBI:30813 C01571 HMDB0000511;HMDB00511 LMFA01010010 Q422613 2969 2863 11-Methyldodecanoic acid C13H26O2 InChI=1S/C13H26O2/c1-12(2)10-8-6-4-3-5-7-9-11-13(14)15/h12H,3-11H2,1-2H3,(H,14,15) SIOLDWZBFABPJU-UHFFFAOYSA-N CC(C)CCCCCCCCCC(O)=O CHEBI:77359 LMFA01020006 Q27146900 33002 30548 dodecanoic acid C12H24O2 InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14) POULHZVOKOAJMA-UHFFFAOYSA-N CCCCCCCCCCCC(O)=O CHEBI:30805;CHEBI:41882 C02679 HMDB00638;HMDB0000638 LMFA01010012 Q422627 3893 3756 isopentadecanoic acid C15H30O2 InChI=1S/C15H30O2/c1-14(2)12-10-8-6-4-3-5-7-9-11-13-15(16)17/h14H,3-13H2,1-2H3,(H,16,17) ZOCYQVNGROEVLU-UHFFFAOYSA-N CC(C)CCCCCCCCCCCC(O)=O CHEBI:39250 HMDB61707;HMDB0061707 LMFA01020009 Q20179071 151014 133106 tetradecanoic acid C14H28O2 InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16) TUNFSRHWOTWDNC-UHFFFAOYSA-N CCCCCCCCCCCCCC(O)=O CHEBI:44232;CHEBI:28875 C06424 HMDB00806;HMDB0000806 LMFA01010014 Q422658 11005 10539 isoheptadecanoic acid C17H34O2 InChI=1S/C17H34O2/c1-16(2)14-12-10-8-6-4-3-5-7-9-11-13-15-17(18)19/h16H,3-15H2,1-2H3,(H,18,19) IIUXHTGBZYEGHI-UHFFFAOYSA-N CC(C)CCCCCCCCCCCCCC(O)=O CHEBI:70850 HMDB0061709;HMDB61709 LMFA01020012 Q27139144 164860 144529 hexadecanoic acid C16H32O2 InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18) IPCSVZSSVZVIGE-UHFFFAOYSA-N CCCCCCCCCCCCCCCC(O)=O CHEBI:15756 C00249 HMDB0000220;HMDB00220 LMFA01010001 Q209727 985 960 (9Z)-hexadecenoic acid C16H30O2 InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7- SECPZKHBENQXJG-FPLPWBNLSA-N CCCCCC\C=C/CCCCCCCC(O)=O CHEBI:78095;CHEBI:28716;CHEBI:44696 C08362 HMDB0003229;HMDB03229 LMFA01030056 Q412366 445638 393216 cis-9,10-methylenehexadecanoic acid C17H32O2 InChI=1S/C17H32O2/c1-2-3-4-8-11-15-14-16(15)12-9-6-5-7-10-13-17(18)19/h15-16H,2-14H2,1H3,(H,18,19)/t15-,16+/m0/s1 MUZYOAHCGSIXJH-JKSUJKDBSA-N cis-9,10-methylenehexadecanoyl-CoA C38H66N7O17P3S InChI=1S/C38H66N7O17P3S/c1-4-5-6-10-13-25-20-26(25)14-11-8-7-9-12-15-29(47)66-19-18-40-28(46)16-17-41-36(50)33(49)38(2,3)22-59-65(56,57)62-64(54,55)58-21-27-32(61-63(51,52)53)31(48)37(60-27)45-24-44-30-34(39)42-23-43-35(30)45/h23-27,31-33,37,48-49H,4-22H2,1-3H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/t25-,26+,27+,31+,32+,33-,37+/m0/s1 BFNSTMZTKHJMAT-FEJRGTKPSA-N O-cis-9,10-methylenehexadecanoyl-L-carnitine C24H45NO4 InChI=1S/C24H45NO4/c1-5-6-7-11-14-20-17-21(20)15-12-9-8-10-13-16-24(28)29-22(18-23(26)27)19-25(2,3)4/h20-22H,5-19H2,1-4H3/t20-,21+,22+/m0/s1 InChIKey=HZZZPXYJZMCKMS-BHDDXSALSA-N [H][C@]1(CCCCCC)C[C@@]1([H])CCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C octadecanoic acid C18H36O2 InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20) QIQXTHQIDYTFRH-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCC(O)=O CHEBI:28842;CHEBI:45710 C01530 HMDB00827;HMDB0000827 LMFA01010018 Q209685 5281 5091 oleic acid C18H34O2 InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9- ZQPPMHVWECSIRJ-KTKRTIGZSA-N CCCCCCCC\C=C/CCCCCCCC(O)=O CHEBI:16196 C00712 HMDB00207;HMDB0000207 LMFA01030002 Q207688 445639 393217 linoleic acid C18H32O2 InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9- OYHQOLUKZRVURQ-HZJYTTRNSA-N CCCCC\C=C/C\C=C/CCCCCCCC(O)=O CHEBI:17351;CHEBI:42395 C01595 HMDB0000673;HMDB00673 LMFA01030120 Q407426 5280450 4444105 gamma-linolenic acid C18H30O2 InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12- VZCCETWTMQHEPK-QNEBEIHSSA-N CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O CHEBI:28661 C06426 HMDB03073;HMDB0003073 LMFA01030141 Q415885 5280933 4444436 alpha-linolenic acid C18H30O2 InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9- DTOSIQBPPRVQHS-PDBXOOCHSA-N CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O CHEBI:43891;CHEBI:27432 C06427 HMDB0001388;HMDB01388 LMFA01030152 Q256502 5280934 4444437 cis-11,12-methyleneoctadecanoic acid C19H36O2 InChI=1S/C19H36O2/c1-2-3-4-10-13-17-16-18(17)14-11-8-6-5-7-9-12-15-19(20)21/h17-18H,2-16H2,1H3,(H,20,21)/t17?,18-/m1/s1 IJKRDVKGCQRKBI-QRWMCTBCSA-N cis-11,12-methyleneoctadecanoyl-CoA C40H70N7O17P3S InChI=1S/C40H70N7O17P3S/c1-4-5-6-12-15-27-22-28(27)16-13-10-8-7-9-11-14-17-31(49)68-21-20-42-30(48)18-19-43-38(52)35(51)40(2,3)24-61-67(58,59)64-66(56,57)60-23-29-34(63-65(53,54)55)33(50)39(62-29)47-26-46-32-36(41)44-25-45-37(32)47/h25-29,33-35,39,50-51H,4-24H2,1-3H3,(H,42,48)(H,43,52)(H,56,57)(H,58,59)(H2,41,44,45)(H2,53,54,55)/t27?,28-,29-,33-,34-,35+,39-/m1/s1 VDYGDLAYZYHVKO-BBAONULGSA-N O-cis-11,12-methyleneoctadecanoyl-L-carnitine C26H49NO4 InChI=1S/C26H49NO4/c1-5-6-7-13-16-22-19-23(22)17-14-11-9-8-10-12-15-18-26(30)31-24(20-25(28)29)21-27(2,3)4/h22-24H,5-21H2,1-4H3/t22?,23-,24-/m1/s1 InChIKey=JNTWSORSSDLYPI-HEYJASKDSA-N [H]C1(CCCCCC)C[C@@]1([H])CCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C arachidic acid C20H40O2 InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22) VKOBVWXKNCXXDE-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:28822 C06425 HMDB0002212;HMDB02212 LMFA01010020 Q409608 10467 10035 Dihomo-gamma-linolenic acid C20H34O2 InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12- HOBAELRKJCKHQD-QNEBEIHSSA-N CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O CHEBI:53486 C03242 HMDB02925;HMDB0002925 LMFA01030158 Q415398 5280581 4444199 arachidonic acid C20H32O2 InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15- YZXBAPSDXZZRGB-DOFZRALJSA-N CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:15843;CHEBI:40501 C00219 HMDB01043;HMDB60102;HMDB0060102;HMDB0001043 LMFA01030001 Q407699 444899 392692 henicosanoic acid C21H42O2 InChI=1S/C21H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23/h2-20H2,1H3,(H,22,23) CKDDRHZIAZRDBW-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:39248 HMDB0002345;HMDB02345 LMFA01010021 Q911218 16898 16012 docosanoic acid C22H44O2 InChI=1S/C22H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h2-21H2,1H3,(H,23,24) UKMSUNONTOPOIO-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:28941 C08281 HMDB00944;HMDB0000944 LMFA01010022 Q422590 8215 7923 tetracosanoic acid C24H48O2 InChI=1S/C24H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h2-23H2,1H3,(H,25,26) QZZGJDVWLFXDLK-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:28866 C08320 HMDB0002003;HMDB02003 LMFA01010024 Q422634 11197 10724 hexacosanoic acid C26H52O2 InChI=1S/C26H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26(27)28/h2-25H2,1H3,(H,27,28) XMHIUKTWLZUKEX-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:31009 HMDB0002356;HMDB02356 LMFA01010026 Q903348 10469 10037 octacosanoic acid C28H56O2 InChI=1S/C28H56O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28(29)30/h2-27H2,1H3,(H,29,30) UTOPWMOLSKOLTQ-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:31001 HMDB0002348;HMDB02348 LMFA01010028 Q911196 10470 10038 Triacontanoic acid C30H60O2 InChI=1S/C30H60O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30(31)32/h2-29H2,1H3,(H,31,32) VHOCUJPBKOZGJD-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O CHEBI:31003 HMDB0030925;HMDB30925 LMFA01010030 Q420731 10471 10039 hexanoic acid C6H12O2 InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8) FUZZWVXGSFPDMH-UHFFFAOYSA-N CCCCCC(O)=O CHEBI:17120;CHEBI:30776 C01585 HMDB0000535;HMDB00535;HMDB61883;HMDB0061883 LMFA01010006 Q422597 8892 8552 octanoic acid C8H16O2 InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10) WWZKQHOCKIZLMA-UHFFFAOYSA-N CCCCCCCC(O)=O CHEBI:25646;CHEBI:28837 C06423 HMDB00482;HMDB62511;HMDB0000482;HMDB0062511 LMFA01010008 Q409564 119389;379 370 FAD C27H33N9O15P2 InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1 VWWQXMAJTJZDQX-UYBVJOGSSA-N CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N2 CHEBI:16238 C00016 HMDB0001248;HMDB01248 Q28746 643975 559059 FADH2 C27H35N9O15P2 InChI=1S/C27H35N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,32,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H2,33,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1 YPZRHBJKEMOYQH-UYBVJOGSSA-N CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=C(N2)C(=O)NC(=O)N1 CHEBI:17877 C01352 HMDB01197;HMDB0001197 Q27102690 446013 393487 formaldehyde CH2O InChI=1S/CH2O/c1-2/h1H2 WSFSSNUMVMOOMR-UHFFFAOYSA-N [H]C([H])=O CHEBI:16842 C00067 HMDB0001426;HMDB01426 Q161210 712 692 beta-D-fructofuranose 1,6-bisphosphate C6H14O12P2 InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6-/m1/s1 RNBGYGVWRKECFJ-ARQDHWQXSA-N O[C@H]1[C@H](O)[C@@](O)(COP(O)(O)=O)O[C@@H]1COP(O)(O)=O CHEBI:40595;CHEBI:28013 C05378;C00354 HMDB60444;HMDB0060444 Q414945 10267;172313 393165;9848 fucosterol C29H48O InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7+/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1 OSELKOCHBMDKEJ-JUGJNGJRSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C/C)C(C)C CHEBI:27865 C08817 LMST01040146 Q15410971 5281328 4444705 N(2)-formyl-N(1)-(5-phospho-D-ribosyl)glycinamide C8H15N2O9P InChI=1S/C8H15N2O9P/c11-3-9-1-5(12)10-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8?/m1/s1 VDXLUNDMVKSKHO-ZRTZXPPTSA-N O[C@H]1[C@@H](O)C(NC(=O)CNC=O)O[C@@H]1COP(O)(O)=O FMN C17H21N4O9P InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1 FVTCRASFADXXNN-SCRDCRAPSA-N CC1=C(C)C=C2N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C3=NC(=O)NC(=O)C3=NC2=C1 CHEBI:42587;CHEBI:17621 C00061 HMDB0001520;HMDB01520 Q376061 643976 559060 folic acid C19H19N7O6 InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1 OVBPIULPVIDEAO-LBPRGKRZSA-N NC1=NC2=C(N=C(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=N2)C(=O)N1 CHEBI:27470;CHEBI:42610 C00504 HMDB0000121;HMDB00121 Q127060 6037 5815 formic acid CH2O2 InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3) BDAGIHXWWSANSR-UHFFFAOYSA-N [H]C(O)=O CHEBI:42460;CHEBI:30751 C00058 HMDB00142;HMDB0000142 LMFA01010040 Q161233 284 278 Formylisoglutamine C6H10N2O4 InChI=1S/C6H10N2O4/c7-6(12)4(8-3-9)1-2-5(10)11/h3-4H,1-2H2,(H2,7,12)(H,8,9)(H,10,11) WLTXUKAQFBTJKS-UHFFFAOYSA-N CHEBI:80654 C16674 Q27149701 20802017 30791776 N-formimidoyl-L-glutamic acid C6H10N2O4 InChI=1S/C6H10N2O4/c7-3-8-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H2,7,8)(H,9,10)(H,11,12)/t4-/m0/s1 NRXIKWMTVXPVEF-BYPYZUCNSA-N [H]C(=N)N[C@@H](CCC(O)=O)C(O)=O CHEBI:7274 C00439 HMDB0000854;HMDB00854 Q2823262 439233 388370 2-formamido-N(1)-(5-phospho-D-ribosyl)acetamidine C8H16N3O8P InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8?/m1/s1 PMCOGCVKOAOZQM-ZRTZXPPTSA-N O[C@H]1[C@@H](O)C(NC(=N)CNC=O)O[C@@H]1COP(O)(O)=O 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide C10H15N4O9P InChI=1S/C10H15N4O9P/c11-8(18)5-9(13-3-15)14(2-12-5)10-7(17)6(16)4(23-10)1-22-24(19,20)21/h2-4,6-7,10,16-17H,1H2,(H2,11,18)(H,13,15)(H2,19,20,21)/t4-,6-,7-,10-/m1/s1 ABCOOORLYAOBOZ-KQYNXXCUSA-N [H]C(=O)NC1=C(N=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O)C(N)=O CHEBI:18381 C04734 HMDB01439;HMDB0001439 Q2817110 166760 145893 2-trans,6-trans-farnesyl diphosphate C15H28O7P2 InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+ VWFJDQUYCIWHTN-YFVJMOTDSA-N CC(C)=CCC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O CHEBI:17407 C00448 HMDB0000961;HMDB00961 LMPR0103010002 Q2699676 445713 393270 beta-D-fructofuranose C6H12O6 InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6-/m1/s1 RFSUNEUAIZKAJO-ARQDHWQXSA-N OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O CHEBI:47693;CHEBI:28645 C02336;C00795 HMDB0000660;HMDB00660 Q27103808 92092;439709 83142;388775 Beta-L-fucose 1-phosphate C6H13O8P InChI=1S/C6H13O8P/c1-2-3(7)4(8)5(9)6(13-2)14-15(10,11)12/h2-9H,1H3,(H2,10,11,12)/t2-,3+,4+,5-,6+/m0/s1 PTVXQARCLQPGIR-SXUWKVJYSA-N C[C@@H]1O[C@H](OP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O CHEBI:12387 C02985 Q27108953 65369 58841 fumaric acid C4H4O4 InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+ VZCYOOQTPOCHFL-OWOJBTEDSA-N OC(=O)\C=C\C(O)=O CHEBI:18012 C00122 HMDB0000134;HMDB00134 Q139857 444972 10197150 beta-D-glucose 1-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6+/m1/s1 HXXFSFRBOHSIMQ-DVKNGEFBSA-N OC[C@H]1O[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:16218;CHEBI:10398 C00663 Q27098590 122250 109022 alpha-D-glucose 1-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1 HXXFSFRBOHSIMQ-VFUOTHLCSA-N OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:29042 C00103 Q418865 65533 58977 (Glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol C162H270N2O72P2 InChI=1S/C162H270N2O72P2/c1-80(2)35-20-36-81(3)37-21-38-82(4)39-22-40-83(5)41-23-42-84(6)43-24-44-85(7)45-25-46-86(8)47-26-48-87(9)49-27-50-88(10)51-28-52-89(11)53-29-54-90(12)55-30-56-91(13)57-31-58-92(14)59-32-60-93(15)61-33-62-94(16)63-34-64-95(17)65-66-211-237(205,206)236-238(207,208)235-151-112(164-97(19)177)125(190)140(108(77-175)222-151)225-150-111(163-96(18)176)124(189)141(107(76-174)221-150)226-158-139(204)145(230-161-149(132(197)119(184)103(72-170)219-161)234-162-148(131(196)118(183)104(73-171)220-162)233-157-138(203)143(121(186)106(75-173)216-157)228-156-137(202)142(120(185)105(74-172)215-156)227-153-133(198)126(191)113(178)98(67-165)212-153)123(188)110(224-158)78-209-152-136(201)144(229-160-147(130(195)117(182)102(71-169)218-160)232-155-135(200)128(193)115(180)100(69-167)214-155)122(187)109(223-152)79-210-159-146(129(194)116(181)101(70-168)217-159)231-154-134(199)127(192)114(179)99(68-166)213-154/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,95,98-162,165-175,178-204H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-79H2,1-19H3,(H,163,176)(H,164,177)(H,205,206)(H,207,208)/b81-37+,82-39+,83-41+,84-43+,85-45+,86-47+,87-49+,88-51+,89-53+,90-55+,91-57+,92-59+,93-61+,94-63+/t95?,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126+,127+,128+,129+,130+,131+,132+,133-,134+,135+,136+,137-,138+,139+,140-,141-,142+,143+,144+,145+,146+,147+,148+,149+,150+,151+,152+,153-,154-,155-,156-,157-,158+,159+,160-,161-,162-/m1/s1 AALOZWVGCDVETJ-XSNQQLSJSA-N CC(CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)CCOP(=O)(O)OP(=O)(O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO[C@@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO[C@@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@@H]6[C@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O[C@@H]7[C@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O[C@@H]9[C@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O)O)NC(=O)C)O)NC(=O)C HMDB0012117;HMDB12117 53481369 glyceraldehyde 3-phosphate C3H7O6P InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8) LXJXRIRHZLFYRP-UHFFFAOYSA-N [H]C(=O)C(O)COP(O)(O)=O CHEBI:17138 C00661 HMDB0001112;HMDB01112 Q794810 729 709 choline alfoscerate C8H21NO6P InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/m1/s1 SUHOQUVVVLNYQR-MRVPVSSYSA-N C[N+](C)(C)CCOP([O-])(=O)OC[C@H](O)CO CHEBI:16870 C00670 Q28529699 657272 571409 sn-glycero-3-phosphoethanolamine zwitterion C5H14NO6P InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10)/t5-/m0/s1 JZNWSCPGTDBMEW-YFKPBYRVSA-N [H][C@](O)(CO)COP(O)(=O)OCCN CHEBI:16929 C01233 HMDB59660;HMDB0059660 Q27094420 5459861 4573608 alpha-D-glucose 6-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6+/m1/s1 NBSCHQHZLSJFNQ-DVKNGEFBSA-N O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O CHEBI:17665 C00668 Q27102512 439284 388417 beta-D-glucose 6-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1 NBSCHQHZLSJFNQ-VFUOTHLCSA-N O[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O CHEBI:17719 C01172 HMDB03498;HMDB0003498 Q27102553 439427 388538 beta-D-galactose C6H12O6 InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6-/m1/s1 WQZGKKKJIJFFOK-FPRJBGLDSA-N OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:10384;CHEBI:10383;CHEBI:27667;CHEBI:42776 C00962;C00602 HMDB0003449;HMDB03449 Q27103248 439353 388476 alpha-D-galactose 1-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6-/m1/s1 HXXFSFRBOHSIMQ-FPRJBGLDSA-N OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:16077;CHEBI:17973 C00446;C00103 HMDB0000645;HMDB00645 Q3082858 123912;439165 388311;110443 galactitol C6H14O6 InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6- FBPFZTCFMRRESA-GUCUJZIJSA-N OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO CHEBI:16813 C01697 HMDB00107;HMDB0000107 Q420367 11850 11357 beta-D-glucosamine C6H13NO5 InChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3-,4-,5-,6-/m1/s1 MSWZFWKMSRAUBD-QZABAPFNSA-N N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O CHEBI:28393 C08349 HMDB0030091;HMDB30091 Q27077039 441477 390201 2-amino-2-deoxy-D-glucopyranose 6-phosphate C6H14NO8P InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6?/m1/s1 XHMJOUIAFHJHBW-IVMDWMLBSA-N N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O CHEBI:47987 C00352 Q27120892 440997 389822 N(1)-(5-phospho-D-ribosyl)glycinamide C7H15N2O8P InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/t3-,5-,6-,7?/m1/s1 OBQMLSFOUZUIOB-HJZCUYRDSA-N NCC(=O)NC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O glycolaldehyde C2H4O2 InChI=1S/C2H4O2/c3-1-2-4/h1,4H,2H2 WGCNASOHLSPBMP-UHFFFAOYSA-N [H]C(=O)CO CHEBI:17071 C00266 HMDB03344;HMDB0003344 Q899877 756 736 glycocholic acid C26H43NO6 InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1 RFDAIACWWDREDC-FRVQLJSFSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCC(O)=O CHEBI:42804;CHEBI:17687 C01921 HMDB00138 LMST05030001 Q2701638 10140 9734 gamma-glutamyl-beta-cyanoalanine C9H13N3O5 InChI=1S/C9H13N3O5/c10-4-3-6(9(16)17)12-7(13)2-1-5(11)8(14)15/h5-6H,1-3,11H2,(H,12,13)(H,14,15)(H,16,17)/t5-,6-/m0/s1 QUAADUAOVLZBJM-WDSKDSINSA-N N[C@@H](CCC(=O)N[C@@H](CC#N)C(O)=O)C(O)=O CHEBI:10565 C05711 HMDB60478;HMDB0060478 Q27108658 53297342 29368601 GDP C10H15N5O11P2 InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 QGWNDRXFNXRZMB-UUOKFMHZSA-N NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1 CHEBI:17552 C00035 HMDB0001201;HMDB01201 Q422582 8977 8630 GDP-4-dehydro-6-deoxy-alpha-D-mannose C16H23N5O15P2 InChI=1S/C16H23N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,8-11,14-15,23-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5-,8-,9+,10-,11+,14-,15-/m1/s1 PNHLMHWWFOPQLK-BKUUWRAGSA-N C[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=C(N)NC3=O)[C@@H](O)[C@@H](O)C1=O CHEBI:16955;CHEBI:5214 C01222 HMDB0001346;HMDB01346 Q27102151 439446 388554 GDP-L-fucose C16H25N5O15P2 InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5+,7+,8+,9+,10+,11-,14+,15?/m0/s1 LQEBEXMHBLQMDB-QIXZNPMTSA-N C[C@@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=C(N)NC3=O)[C@@H](O)[C@H](O)[C@@H]1O CHEBI:17009 C00325 HMDB01095;HMDB0001095 Q27077785 439211 388350 GDP-D-glucose C16H25N5O16P2 InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11-,14-,15?/m1/s1 MVMSCBBUIHUTGJ-ZQVROCHNSA-N NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)C(=O)N1 CHEBI:17383 Q27102347 16738679 20570090 GDP-D-mannose C16H25N5O16P2 InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11+,14-,15?/m1/s1 MVMSCBBUIHUTGJ-XIYWIPNQSA-N NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C(=O)N1 CHEBI:84880 Q27158146 11050293 9225458 2-trans,6-trans,10-trans-geranylgeranyl diphosphate C20H36O7P2 InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+ OINNEUNVOZHBOX-QIRCYJPOSA-N CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O CHEBI:48861 C00353 HMDB0004486;HMDB04486 LMPR0104010001 Q774795 447277 394418 gamma-Glutamyl-Se-methylselenocysteine C9H16N2O5Se InChI=1S/C9H16N2O5Se/c1-17-4-6(9(15)16)11-7(12)3-2-5(10)8(13)14/h5-6H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16) IEFQLTYCECVOLL-UHFFFAOYSA-N C05695 HMDB10716;HMDB0010716 440760 389629 D-glucurono-6,3-lactone C6H8O6 InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h1-5,8-10H/t2-,3+,4-,5+/m0/s1 UYUXSRADSPPKRZ-SKNVOMKLSA-N [H][C@@]1(OC(=O)[C@@H](O)[C@H]1O)[C@@H](O)C=O Q28529701 92283 alpha-D-glucose C6H12O6 InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1 WQZGKKKJIJFFOK-DVKNGEFBSA-N OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:17925;CHEBI:10242;CHEBI:40557 C00267 HMDB03345;HMDB0003345 Q23905965 79025 71358 beta-D-glucose C6H12O6 InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6-/m1/s1 WQZGKKKJIJFFOK-VFUOTHLCSA-N OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:10397;CHEBI:15903;CHEBI:41140 C00221 HMDB00516;HMDB0000516 Q23905968 64689 58238 D-gluconic acid C6H12O7 InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3-,4+,5-/m1/s1 RGHNJXZEOKUKBD-SQOUGZDYSA-N OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O CHEBI:33198 C00257 HMDB00625;HMDB0000625 Q407569 10690 10240 D-glucaric acid C6H10O8 InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4+/m0/s1 DSLZVSRJTYRBFB-LLEIAEIESA-N O[C@@H]([C@H](O)[C@@H](O)C(O)=O)[C@H](O)C(O)=O CHEBI:5393;CHEBI:16002;CHEBI:14311 C00818 HMDB0000663;HMDB29881;HMDB00663 LMFA01170108 Q424636 33037 30577 L-glutamine C5H10N2O3 InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1 ZDXPYRJPNDTMRX-VKHMYHEASA-N N[C@@H](CCC(N)=O)C(O)=O CHEBI:18050;CHEBI:42812;CHEBI:21308;CHEBI:5432 C00064 HMDB0000641;HMDB00641 Q181619 5961 5746 L-glutamic acid C5H9NO4 InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 WHUUTDBJXJRKMK-VKHMYHEASA-N N[C@@H](CCC(O)=O)C(O)=O CHEBI:21301;CHEBI:16015 C00025 HMDB0000148;HMDB00148 Q26995161 33032 30572 Glu-Gly-Phe C16H21N3O6 InChI=1S/C16H21N3O6/c17-11(6-7-14(21)22)15(23)18-9-13(20)19-12(16(24)25)8-10-4-2-1-3-5-10/h1-5,11-12H,6-9,17H2,(H,18,23)(H,19,20)(H,21,22)(H,24,25)/t11-,12-/m0/s1 ZWQVYZXPYSYPJD-RYUDHWBXSA-N N[C@@H](CCC(O)=O)C(=O)NCC(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O CHEBI:140739 L-gamma-glutamyl phosphate C5H10NO7P InChI=1S/C5H10NO7P/c6-3(5(8)9)1-2-4(7)13-14(10,11)12/h3H,1-2,6H2,(H,8,9)(H2,10,11,12)/t3-/m0/s1 PJRXVIJAERNUIP-VKHMYHEASA-N N[C@@H](CCC(=O)OP(O)(O)=O)C(O)=O CHEBI:17798 C03287 HMDB0001228;HMDB01228 Q27102623 193475 167893 L-glutamic 5-semialdehyde C5H9NO3 InChI=1S/C5H9NO3/c6-4(5(8)9)2-1-3-7/h3-4H,1-2,6H2,(H,8,9)/t4-/m0/s1 KABXUUFDPUOJMW-BYPYZUCNSA-N [H]C(=O)CC[C@H](N)C(O)=O CHEBI:17232 C01165 HMDB0002104;HMDB02104 Q2823261 193305 167744 gamma-Glu-Ala C8H14N2O5 InChI=1S/C8H14N2O5/c1-4(7(12)13)10-6(11)3-2-5(9)8(14)15/h4-5H,2-3,9H2,1H3,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1 WQXXXVRAFAKQJM-WHFBIAKZSA-N C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O CHEBI:50619 C03740 HMDB06248;HMDB0006248 Q27122149 440103 389104 L-gamma-glutamyl-L-cysteine C8H14N2O5S InChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1 RITKHVBHSGLULN-WHFBIAKZSA-N N[C@@H](CCC(=O)N[C@@H](CS)C(O)=O)C(O)=O CHEBI:17515;CHEBI:39975 C00669 HMDB0001049;HMDB01049 Q288236 123938 110467 trans-4-carboxybut-2-enoyl-CoA C26H40N7O19P3S InChI=1S/C26H40N7O19P3S/c1-26(2,21(39)24(40)29-7-6-15(34)28-8-9-56-17(37)5-3-4-16(35)36)11-49-55(46,47)52-54(44,45)48-10-14-20(51-53(41,42)43)19(38)25(50-14)33-13-32-18-22(27)30-12-31-23(18)33/h3,5,12-14,19-21,25,38-39H,4,6-11H2,1-2H3,(H,28,34)(H,29,40)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/b5-3+/t14-,19-,20-,21+,25-/m1/s1 URTLOTISFJPPOU-DEGQQWIJSA-N CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)\C=C\CC(O)=O CHEBI:15497 C02411 LMFA07050389 Q3109306 9543050 7822023 glutaurine C7H14N2O6S InChI=1S/C7H14N2O6S/c8-5(7(11)12)1-2-6(10)9-3-4-16(13,14)15/h5H,1-4,8H2,(H,9,10)(H,11,12)(H,13,14,15)/t5-/m0/s1 WGXUDTHMEITUBO-YFKPBYRVSA-N N[C@@H](CCC(=O)NCCS(O)(=O)=O)C(O)=O C05844 HMDB04195;HMDB0004195 Q5572470 68759 62003 glutaryl-CoA C26H42N7O19P3S InChI=1S/C26H42N7O19P3S/c1-26(2,21(39)24(40)29-7-6-15(34)28-8-9-56-17(37)5-3-4-16(35)36)11-49-55(46,47)52-54(44,45)48-10-14-20(51-53(41,42)43)19(38)25(50-14)33-13-32-18-22(27)30-12-31-23(18)33/h12-14,19-21,25,38-39H,3-11H2,1-2H3,(H,28,34)(H,29,40)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t14-,19-,20-,21+,25-/m1/s1 SYKWLIJQEHRDNH-CKRMAKSASA-N CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCC(O)=O CHEBI:15524;CHEBI:5436 C00527 HMDB01339 LMFA07050324 Q3066713 3081383 2338999 glyoxylic acid C2H2O3 InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5) HHLFWLYXYJOTON-UHFFFAOYSA-N [H]C(=O)C(O)=O CHEBI:16891;CHEBI:42767 C00048 HMDB00119;HMDB0000119 Q413552 760 740 glycine C2H5NO2 InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5) DHMQDGOQFOQNFH-UHFFFAOYSA-N NCC(O)=O CHEBI:15428;CHEBI:57305;CHEBI:42964 C00037 HMDB0000123;HMDB00123 Q620730 750 730 D-glyceraldehyde C3H6O3 InChI=1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m0/s1 MNQZXJOMYWMBOU-VKHMYHEASA-N [H]C(=O)[C@H](O)CO CHEBI:17378 C00577 Q27093516 79014 71347 glycine betaine C5H11NO2 InChI=1S/C5H11NO2/c1-6(2,3)4-5(7)8/h4H2,1-3H3 KWIUHFFTVRNATP-UHFFFAOYSA-N C[N+](C)(C)CC([O-])=O CHEBI:17750 C00719 HMDB00043;HMDB0000043 Q10860583 247 242 glycerol C3H8O3 InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2 PEDCQBHIVMGVHV-UHFFFAOYSA-N OCC(O)CO CHEBI:42998;CHEBI:17754 C00116 HMDB00131;HMDB0000131 Q132501 753 733 D-glyceric acid C3H6O4 InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)/t2-/m1/s1 RBNPOMFGQQGHHO-UWTATZPHSA-N OC[C@@H](O)C(O)=O CHEBI:32398 C00258 HMDB0000139;HMDB00139 Q27104217 439194 388334 sn-glycerol 3-phosphate C3H9O6P InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1 AWUCVROLDVIAJX-GSVOUGTGSA-N OC[C@@H](O)COP(O)(O)=O CHEBI:15978 C00093 HMDB0000126;HMDB00126 Q27093499 439162 388308 glycolic acid C2H4O3 InChI=1S/C2H4O3/c3-1-2(4)5/h3H,1H2,(H,4,5) AEMRFAOFKBGASW-UHFFFAOYSA-N OCC(O)=O CHEBI:17497 C03547;C00160 HMDB0000115;HMDB00115 LMFA01050148 Q409373 757 737 glycyl-glycyl-glycine C6H11N3O4 InChI=1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13) XKUKSGPZAADMRA-UHFFFAOYSA-N NCC(=O)NCC(=O)NCC(O)=O CHEBI:63961 HMDB0029419;HMDB29419 Q27132936 11161 10688 guanosine 5'-monophosphate C10H14N5O8P InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 RQFCJASXJCIDSX-UUOKFMHZSA-N NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1 CHEBI:17345 C00144 HMDB0001397;HMDB01397 Q422473 6804 6545 geranyl diphosphate C10H20O7P2 InChI=1S/C10H20O7P2/c1-9(2)5-4-6-10(3)7-8-16-19(14,15)17-18(11,12)13/h5,7H,4,6,8H2,1-3H3,(H,14,15)(H2,11,12,13)/b10-7+ GVVPGTZRZFNKDS-JXMROGBWSA-N CC(C)=CCC\C(C)=C\COP(O)(=O)OP(O)(O)=O CHEBI:17211 C00341;C05847 HMDB01285;HMDB0001285 LMPR0102010001 Q418125 445995 393471 guanosine C10H13N5O5 InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1 NYHBQMYGNKIUIF-UUOKFMHZSA-N NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)N1 CHEBI:42847;CHEBI:16750 C00387 HMDB0000133;HMDB00133 Q422462 6802 6544 glutathione disulfide C20H32N6O12S2 InChI=1S/C20H32N6O12S2/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1 YPZRWBKMTBYPTK-BJDJZHNGSA-N N[C@@H](CCC(=O)N[C@@H](CSSC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C(=O)NCC(O)=O)C(O)=O CHEBI:17858 C00127 HMDB03337;HMDB00656 Q3324838 65359 58835 glutathione C10H17N3O6S InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 RWSXRVCMGQZWBV-WDSKDSINSA-N N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O CHEBI:16856 C00051;C02471 HMDB0000125;HMDB00125 Q116907 124886 111188 GTP C10H16N5O14P3 InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1 XKMLYUALXHKNFT-UUOKFMHZSA-N NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1 CHEBI:15996 C00044 HMDB01273;HMDB0001273 Q392227 6830 6569 guanine C5H5N5O InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) UYTPUPDQBNUYGX-UHFFFAOYSA-N NC1=NC2=C(N=CN2)C(=O)N1 CHEBI:16235 C00242 HMDB0000132;HMDB00132 Q169313 764 744 L-gulono-1,4-lactone C6H10O6 InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3+,4-,5+/m0/s1 SXZYCXMUPBBULW-SKNVOMKLSA-N [H][C@@]1(OC(=O)[C@@H](O)[C@H]1O)[C@@H](O)CO CHEBI:58198;CHEBI:17587;CHEBI:6236 C01040 HMDB03466;HMDB0003466 Q27102468 439373 388493 L-gulonic acid C6H12O7 InChI=1S/C6H12O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-5,7-11H,1H2,(H,12,13)/t2-,3+,4-,5-/m0/s1 RGHNJXZEOKUKBD-QTBDOELSSA-N OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O CHEBI:16154 C00800 Q27453292 6857417 5256756 carbonic acid H2CO3 InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4) BVKZGUZCCUSVTD-UHFFFAOYSA-N OC(O)=O CHEBI:28976 C01353 HMDB0000595;HMDB0003538;HMDB03538;HMDB31453;HMDB0031453;HMDB00595 Q104334 767 747 water H2O InChI=1S/H2O/h1H2 XLYOFNOQVPJJNP-UHFFFAOYSA-N [H]O[H] CHEBI:15377 C00001 HMDB02111;HMDB0002111 Q283 962 937 hydrogen peroxide H2O2 InChI=1S/H2O2/c1-2/h1-2H MHAJPDPJQMAIIY-UHFFFAOYSA-N [H]OO[H] CHEBI:16240;CHEBI:44812 C00027 HMDB03125;HMDB0003125 Q171877 784 763 hydrogen sulfide H2S InChI=1S/H2S/h1H2 RWSOTUBLDIXVET-UHFFFAOYSA-N [H]S[H] CHEBI:16136 C00283 HMDB0003276;HMDB03276 Q170591 402 391 hbas#3 C22H30O8 InChI=1S/C22H30O8/c1-14(7-5-3-4-6-8-20(25)26)28-22-18(24)13-19(15(2)29-22)30-21(27)16-9-11-17(23)12-10-16/h6,8-12,14-15,18-19,22-24H,3-5,7,13H2,1-2H3,(H,25,26)/b8-6+/t14-,15+,18-,19-,22-/m1/s1 BJUWUCQZCXGYNI-NJABCCJWSA-N C[C@H](CCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CC=C(O)C=C1 CHEBI:79321 Q27148375 86289885 31150821 carbonic acid CH2O3 InChI=1S/CH2O3/c2-1(3)4/h(H2,2,3,4) BVKZGUZCCUSVTD-UHFFFAOYSA-N OC(O)=O CHEBI:28976 C01353 HMDB0000595;HMDB0003538;HMDB03538;HMDB31453;HMDB0031453;HMDB00595 Q104334 767 747 L-homocysteine C4H9NO2S InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1 FFFHZYDWPBMWHY-VKHMYHEASA-N N[C@@H](CCS)C(O)=O CHEBI:17588 C00155 Q26992833 all-trans-hexaprenyl diphosphate C30H52O7P2 InChI=1S/C30H52O7P2/c1-25(2)13-8-14-26(3)15-9-16-27(4)17-10-18-28(5)19-11-20-29(6)21-12-22-30(7)23-24-36-39(34,35)37-38(31,32)33/h13,15,17,19,21,23H,8-12,14,16,18,20,22,24H2,1-7H3,(H,34,35)(H2,31,32,33)/b26-15+,27-17+,28-19+,29-21+,30-23+ NGFSMHKFTZROKJ-MMSZMYIBSA-N CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O CHEBI:17528;CHEBI:22343;CHEBI:10192 C01230 HMDB12188;HMDB0012188 LMPR03030005 Q27102439 5280413 4444089 homogentisic acid C8H8O4 InChI=1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12) IGMNYECMUMZDDF-UHFFFAOYSA-N OC(=O)CC1=CC(O)=CC=C1O CHEBI:44747 C00544 HMDB00130;HMDB0000130 Q416054 780 759 L-histidine C6H9N3O2 InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1 HNDVDQJCIGZPNO-YFKPBYRVSA-N N[C@@H](CC1=CNC=N1)C(O)=O CHEBI:15971 C00135 HMDB0000177;HMDB00177 Q485277 6274 6038 histamine C5H9N3 InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8) NTYJJOPFIAHURM-UHFFFAOYSA-N NCCC1=CNC=N1 CHEBI:43187;CHEBI:18295 C00388 HMDB0000870;HMDB0060263;HMDB60263;HMDB00870 Q61233 774 753 3-hydroxy-L-kynurenine C10H12N2O4 InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)/t6-/m0/s1 VCKPUUFAIGNJHC-LURJTMIESA-N N[C@@H](CC(=O)C1=CC=CC(O)=C1N)C(O)=O CHEBI:17380 C03227 HMDB11631;HMDB0011631 Q27102345 11811 11318 (3S)-3-hydroxy-3-methylglutaryl-CoA C27H44N7O20P3S InChI=1S/C27H44N7O20P3S/c1-26(2,21(40)24(41)30-5-4-15(35)29-6-7-58-17(38)9-27(3,42)8-16(36)37)11-51-57(48,49)54-56(46,47)50-10-14-20(53-55(43,44)45)19(39)25(52-14)34-13-33-18-22(28)31-12-32-23(18)34/h12-14,19-21,25,39-40,42H,4-11H2,1-3H3,(H,29,35)(H,30,41)(H,36,37)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/t14-,19-,20-,21+,25-,27+/m1/s1 CABVTRNMFUVUDM-VRHQGPGLSA-N C[C@](O)(CC(O)=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15467 C00356 LMFA07050116 Q307532 445127 392859 S-(hydroxymethyl)glutathione C11H19N3O7S InChI=1S/C11H19N3O7S/c12-6(11(20)21)1-2-8(16)14-7(4-22-5-15)10(19)13-3-9(17)18/h6-7,15H,1-5,12H2,(H,13,19)(H,14,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1 PIUSLWSYOYFRFR-BQBZGAKWSA-N N[C@@H](CCC(=O)N[C@@H](CSCO)C(=O)NCC(O)=O)C(O)=O CHEBI:48926 C14180 HMDB0004662;HMDB04662 Q27104637 447123 394301 homovanillic acid C9H10O4 InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12) QRMZSPFSDQBLIX-UHFFFAOYSA-N COC1=CC(CC(O)=O)=CC=C1O CHEBI:545959 C05582 HMDB00118;HMDB0000118 Q903566 1738 1675 tetrahydropteroyltri-L-glutamic acid C29H37N9O12 InChI=1S/C29H37N9O12/c30-29-37-23-22(25(44)38-29)33-15(12-32-23)11-31-14-3-1-13(2-4-14)24(43)36-18(28(49)50)6-9-20(40)34-16(26(45)46)5-8-19(39)35-17(27(47)48)7-10-21(41)42/h1-4,15-18,31,33H,5-12H2,(H,34,40)(H,35,39)(H,36,43)(H,41,42)(H,45,46)(H,47,48)(H,49,50)(H4,30,32,37,38,44)/t15-,16-,17-,18-/m0/s1 RXWVHRYZTWZATH-XSLAGTTESA-N NC1=NC2=C(N[C@@H](CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)CN2)C(=O)N1 CHEBI:17420 C04144 HMDB12290;HMDB0012290 Q27102390 16722112 17625690 3-hydroxypyruvic acid C3H4O4 InChI=1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7) HHDDCCUIIUWNGJ-UHFFFAOYSA-N OCC(=O)C(O)=O CHEBI:30841 C00168 HMDB01352;HMDB0001352 Q2823271 964 939 hypoxanthine C5H4N4O InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10) FDGQSTZJBFJUBT-UHFFFAOYSA-N O=C1NC=NC2=C1NC=N2 CHEBI:17368;CHEBI:43237 C00262 HMDB0000157;HMDB00157 Q410305 790 768 hexadecanal C16H32O InChI=1S/C16H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h16H,2-15H2,1H3 NIOYUNMRJMEDGI-UHFFFAOYSA-N [H]C(=O)CCCCCCCCCCCCCCC CHEBI:17600 C00517 HMDB0001551;HMDB01551 LMFA06000088 Q27077978 984 959 hypotaurine C2H7NO2S InChI=1S/C2H7NO2S/c3-1-2-6(4)5/h1-3H2,(H,4,5) VVIUBCNYACGLLV-UHFFFAOYSA-N NCCS(O)=O CHEBI:16668 C00519 HMDB00965;HMDB0000965 Q3138539 107812 96959 isobutyryl-CoA C25H42N7O17P3S InChI=1S/C25H42N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,34-35H,5-10H2,1-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1 AEWHYWSPVRZHCT-NDZSKPAWSA-N CC(C)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15479 C00630 HMDB0001243;HMDB01243 LMFA07050331 Q27458896 3036931 2300823 ibha#1-CoA C43H63N8O23P3S InChI=1S/C43H63N8O23P3S/c1-22(69-42-28(53)16-29(23(2)70-42)72-41(59)26-17-47-27-8-6-5-7-25(26)27)9-10-24(52)15-32(55)78-14-13-45-31(54)11-12-46-39(58)36(57)43(3,4)19-68-77(65,66)74-76(63,64)67-18-30-35(73-75(60,61)62)34(56)40(71-30)51-21-50-33-37(44)48-20-49-38(33)51/h5-8,17,20-24,28-30,34-36,40,42,47,52-53,56-57H,9-16,18-19H2,1-4H3,(H,45,54)(H,46,58)(H,63,64)(H,65,66)(H2,44,48,49)(H2,60,61,62)/t22-,23+,24+,28-,29-,30-,34-,35-,36+,40-,42-/m1/s1 WNXBVMICOIERTJ-CWMTUADPSA-N C[C@H](CC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=CC=CC=C12 ibha#10-CoA C45H67N8O23P3S InChI=1S/C45H67N8O23P3S/c1-24(71-44-30(55)18-31(25(2)72-44)74-43(61)28-19-49-29-12-8-7-11-27(28)29)9-5-6-10-26(54)17-34(57)80-16-15-47-33(56)13-14-48-41(60)38(59)45(3,4)21-70-79(67,68)76-78(65,66)69-20-32-37(75-77(62,63)64)36(58)42(73-32)53-23-52-35-39(46)50-22-51-40(35)53/h7-8,11-12,19,22-26,30-32,36-38,42,44,49,54-55,58-59H,5-6,9-10,13-18,20-21H2,1-4H3,(H,47,56)(H,48,60)(H,65,66)(H,67,68)(H2,46,50,51)(H2,62,63,64)/t24-,25+,26-,30-,31-,32-,36-,37-,38+,42-,44-/m1/s1 LSCDFIADHBRYKJ-UPEGYMQDSA-N C[C@H](CCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=CC=CC=C12 ibka#10-CoA C45H65N8O23P3S InChI=1S/C45H65N8O23P3S/c1-24(71-44-30(55)18-31(25(2)72-44)74-43(61)28-19-49-29-12-8-7-11-27(28)29)9-5-6-10-26(54)17-34(57)80-16-15-47-33(56)13-14-48-41(60)38(59)45(3,4)21-70-79(67,68)76-78(65,66)69-20-32-37(75-77(62,63)64)36(58)42(73-32)53-23-52-35-39(46)50-22-51-40(35)53/h7-8,11-12,19,22-25,30-32,36-38,42,44,49,55,58-59H,5-6,9-10,13-18,20-21H2,1-4H3,(H,47,56)(H,48,60)(H,65,66)(H,67,68)(H2,46,50,51)(H2,62,63,64)/t24-,25+,30-,31-,32-,36-,37-,38+,42-,44-/m1/s1 YHTZDIASWWKJAA-RLQXDCPZSA-N C[C@H](CCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=CC=CC=C12 ibka#1-CoA C43H61N8O23P3S InChI=1S/C43H61N8O23P3S/c1-22(69-42-28(53)16-29(23(2)70-42)72-41(59)26-17-47-27-8-6-5-7-25(26)27)9-10-24(52)15-32(55)78-14-13-45-31(54)11-12-46-39(58)36(57)43(3,4)19-68-77(65,66)74-76(63,64)67-18-30-35(73-75(60,61)62)34(56)40(71-30)51-21-50-33-37(44)48-20-49-38(33)51/h5-8,17,20-23,28-30,34-36,40,42,47,53,56-57H,9-16,18-19H2,1-4H3,(H,45,54)(H,46,58)(H,63,64)(H,65,66)(H2,44,48,49)(H2,60,61,62)/t22-,23+,28-,29-,30-,34-,35-,36+,40-,42-/m1/s1 WIFZENHCNXNMNE-GBBHQLJZSA-N C[C@H](CCC(=O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=CC=CC=C12 indole-3-carboxylic acid C9H7NO2 InChI=1S/C9H7NO2/c11-9(12)7-5-10-8-4-2-1-3-6(7)8/h1-5,10H,(H,11,12) KMAKOBLIOCQGJP-UHFFFAOYSA-N OC(=O)c1c[nH]c2ccccc12 CHEBI:24809 icas#1 C22H29NO7 InChI=1S/C22H29NO7/c1-13(7-3-6-10-20(25)26)28-22-18(24)11-19(14(2)29-22)30-21(27)16-12-23-17-9-5-4-8-15(16)17/h4-5,8-9,12-14,18-19,22-24H,3,6-7,10-11H2,1-2H3,(H,25,26)/t13-,14+,18-,19-,22-/m1/s1 YRHZEQFAUQVVIS-FAVIALCLSA-N C[C@H](CCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=C1C=CC=C2 CHEBI:79051 Q27148115 86289738 31150671 icas#10 C24H33NO7 InChI=1S/C24H33NO7/c1-15(9-5-3-4-6-12-22(27)28)30-24-20(26)13-21(16(2)31-24)32-23(29)18-14-25-19-11-8-7-10-17(18)19/h7-8,10-11,14-16,20-21,24-26H,3-6,9,12-13H2,1-2H3,(H,27,28)/t15-,16+,20-,21-,24-/m1/s1 VGNCAEIQHDZOLI-JTCUFRKPSA-N C[C@H](CCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=C1C=CC=C2 CHEBI:79029 Q27148103 86289731 31150667 icas#10-CoA C45H67N8O22P3S InChI=1S/C45H67N8O22P3S/c1-25(70-44-30(54)19-31(26(2)71-44)73-43(60)28-20-49-29-13-10-9-12-27(28)29)11-7-5-6-8-14-34(56)79-18-17-47-33(55)15-16-48-41(59)38(58)45(3,4)22-69-78(66,67)75-77(64,65)68-21-32-37(74-76(61,62)63)36(57)42(72-32)53-24-52-35-39(46)50-23-51-40(35)53/h9-10,12-13,20,23-26,30-32,36-38,42,44,49,54,57-58H,5-8,11,14-19,21-22H2,1-4H3,(H,47,55)(H,48,59)(H,64,65)(H,66,67)(H2,46,50,51)(H2,61,62,63)/t25-,26+,30-,31-,32-,36-,37-,38+,42-,44-/m1/s1 NQNMAMRMBCYUJB-XOGJWDHUSA-N C[C@H](CCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=CC=CC=C12 icas#1-CoA C43H63N8O22P3S InChI=1S/C43H63N8O22P3S/c1-23(68-42-28(52)17-29(24(2)69-42)71-41(58)26-18-47-27-11-7-6-10-25(26)27)9-5-8-12-32(54)77-16-15-45-31(53)13-14-46-39(57)36(56)43(3,4)20-67-76(64,65)73-75(62,63)66-19-30-35(72-74(59,60)61)34(55)40(70-30)51-22-50-33-37(44)48-21-49-38(33)51/h6-7,10-11,18,21-24,28-30,34-36,40,42,47,52,55-56H,5,8-9,12-17,19-20H2,1-4H3,(H,45,53)(H,46,57)(H,62,63)(H,64,65)(H2,44,48,49)(H2,59,60,61)/t23-,24+,28-,29-,30-,34-,35-,36+,40-,42-/m1/s1 JCDSEEFGQRURNN-LRZHQNEJSA-N C[C@H](CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=CC=CC=C12 icas#3 C24H31NO7 InChI=1S/C24H31NO7/c1-15(9-5-3-4-6-12-22(27)28)30-24-20(26)13-21(16(2)31-24)32-23(29)18-14-25-19-11-8-7-10-17(18)19/h6-8,10-12,14-16,20-21,24-26H,3-5,9,13H2,1-2H3,(H,27,28)/b12-6+/t15-,16+,20-,21-,24-/m1/s1 MHHAGCKXSLPDOU-SUOYGWGXSA-N C[C@H](CCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=C1C=CC=C2 CHEBI:79052 Q27148116 86289739 31150672 icas#3-CoA C45H65N8O22P3S InChI=1S/C45H65N8O22P3S/c1-25(70-44-30(54)19-31(26(2)71-44)73-43(60)28-20-49-29-13-10-9-12-27(28)29)11-7-5-6-8-14-34(56)79-18-17-47-33(55)15-16-48-41(59)38(58)45(3,4)22-69-78(66,67)75-77(64,65)68-21-32-37(74-76(61,62)63)36(57)42(72-32)53-24-52-35-39(46)50-23-51-40(35)53/h8-10,12-14,20,23-26,30-32,36-38,42,44,49,54,57-58H,5-7,11,15-19,21-22H2,1-4H3,(H,47,55)(H,48,59)(H,64,65)(H,66,67)(H2,46,50,51)(H2,61,62,63)/b14-8+/t25-,26+,30-,31-,32-,36-,37-,38+,42-,44-/m1/s1 ULAHBGLKYQKMTI-VSHRVGAASA-N C[C@H](CCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=CC=CC=C12 icas#7 C22H27NO7 InChI=1S/C22H27NO7/c1-13(7-3-6-10-20(25)26)28-22-18(24)11-19(14(2)29-22)30-21(27)16-12-23-17-9-5-4-8-15(16)17/h4-6,8-10,12-14,18-19,22-24H,3,7,11H2,1-2H3,(H,25,26)/b10-6+/t13-,14+,18-,19-,22-/m1/s1 OVHQEHRYORHTRQ-KXXILVSQSA-N C[C@H](CC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=C1C=CC=C2 CHEBI:79023 Q27148100 86289730 31150665 icas#7-CoA C43H61N8O22P3S InChI=1S/C43H61N8O22P3S/c1-23(68-42-28(52)17-29(24(2)69-42)71-41(58)26-18-47-27-11-7-6-10-25(26)27)9-5-8-12-32(54)77-16-15-45-31(53)13-14-46-39(57)36(56)43(3,4)20-67-76(64,65)73-75(62,63)66-19-30-35(72-74(59,60)61)34(55)40(70-30)51-22-50-33-37(44)48-21-49-38(33)51/h6-8,10-12,18,21-24,28-30,34-36,40,42,47,52,55-56H,5,9,13-17,19-20H2,1-4H3,(H,45,53)(H,46,57)(H,62,63)(H,64,65)(H2,44,48,49)(H2,59,60,61)/b12-8+/t23-,24+,28-,29-,30-,34-,35-,36+,40-,42-/m1/s1 VTPJEYVOLSJKNB-GDHXFCNSSA-N C[C@H](CC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=CC=CC=C12 icas#9 C20H25NO7 InChI=1S/C20H25NO7/c1-11(7-8-18(23)24)26-20-16(22)9-17(12(2)27-20)28-19(25)14-10-21-15-6-4-3-5-13(14)15/h3-6,10-12,16-17,20-22H,7-9H2,1-2H3,(H,23,24)/t11-,12+,16-,17-,20-/m1/s1 GIZBXORWWXIWKX-VEZRURDRSA-N C[C@H](CCC(O)=O)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=C1C=CC=C2 CHEBI:79028 Q27148102 44205804 31150666 icas#9-CoA C41H59N8O22P3S InChI=1S/C41H59N8O22P3S/c1-21(66-40-26(50)15-27(22(2)67-40)69-39(56)24-16-45-25-8-6-5-7-23(24)25)9-10-30(52)75-14-13-43-29(51)11-12-44-37(55)34(54)41(3,4)18-65-74(62,63)71-73(60,61)64-17-28-33(70-72(57,58)59)32(53)38(68-28)49-20-48-31-35(42)46-19-47-36(31)49/h5-8,16,19-22,26-28,32-34,38,40,45,50,53-54H,9-15,17-18H2,1-4H3,(H,43,51)(H,44,55)(H,60,61)(H,62,63)(H2,42,46,47)(H2,57,58,59)/t21-,22+,26-,27-,28-,32-,33-,34+,38-,40-/m1/s1 LCKLGWOSVLVMGI-YQBDLUARSA-N C[C@H](CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)C1=CNC2=CC=CC=C12 D-threo-isocitric acid C6H8O7 InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4+/m0/s1 ODBLHEXUDAPZAU-ZAFYKAAXSA-N O[C@H]([C@H](CC(O)=O)C(O)=O)C(O)=O CHEBI:151 C00451 HMDB0001874;HMDB01874 Q27105259 5318532 4477081 indol-3-ylacetaldehyde C10H9NO InChI=1S/C10H9NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,6-7,11H,5H2 WHOOUMGHGSPMGR-UHFFFAOYSA-N [H]C(=O)CC1=CNC2=C1C=CC=C2 CHEBI:18086 C00637 HMDB0001190;HMDB01190 Q27102813 800 778 IDP C10H14N4O11P2 InChI=1S/C10H14N4O11P2/c15-6-4(1-23-27(21,22)25-26(18,19)20)24-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,21,22)(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 JPXZQMKKFWMMGK-KQYNXXCUSA-N O[C@@H]1[C@@H](COP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O CHEBI:17808 C00104 HMDB03335 Q3151472 6831 6570 L-isoleucine C6H13NO2 InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1 AGPKZVBTJJNPAG-WHFBIAKZSA-N CC[C@H](C)[C@H](N)C(O)=O CHEBI:17191;CHEBI:43443;CHEBI:43290 C00407 HMDB00172;HMDB0000172 LMFA01100047 Q484940 6306 6067 IMP C10H13N4O8P InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 GRSZFWQUAKGDAV-KQYNXXCUSA-N O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2=O CHEBI:17202 C00130 HMDB00175;HMDB0000175 Q27074273 8582 8264 IMP C10H13N4O8P InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 GRSZFWQUAKGDAV-KQYNXXCUSA- O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2=O CHEBI:17202 indole-3-acetic acid C10H9NO2 InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13) SEOVTRFCIGRIMH-UHFFFAOYSA-N OC(=O)CC1=CNC2=CC=CC=C12 CHEBI:16411 C00954 HMDB00197;HMDB0000197 Q411208 802 780 indole-5,6-quinone C8H5NO2 InChI=1S/C8H5NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9H IGGVVGHJSQSLFO-UHFFFAOYSA-N O=C1C=C2NC=CC2=CC1=O CHEBI:5912;CHEBI:27406 C05579 HMDB0006779;HMDB06779 Q6025729 440728 389600 myo-inositol C6H12O6 InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6- CDAISMWEOUEBRE-GPIVLXJGSA-N O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CHEBI:17268 C00137 HMDB0000211;HMDB00211 Q15628176 10239179 inosine C10H12N4O5 InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1 UGQMRVRMYYASKQ-KQYNXXCUSA-N OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(O)N=CN=C12 CHEBI:44407;CHEBI:17596 C00294 HMDB00195;HMDB0000195 Q422564 6021 5799 isopentenyl diphosphate C5H12O7P2 InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h1,3-4H2,2H3,(H,9,10)(H2,6,7,8) NUHSROFQTUXZQQ-UHFFFAOYSA-N CC(=C)CCOP(O)(=O)OP(O)(O)=O CHEBI:16584 C00129 HMDB0001347;HMDB01347 LMPR01010008 Q417403 1195 1158 L-isoglutamine C5H10N2O3 InChI=1S/C5H10N2O3/c6-3(5(7)10)1-2-4(8)9/h3H,1-2,6H2,(H2,7,10)(H,8,9)/t3-/m0/s1 AEFLONBTGZFSGQ-VKHMYHEASA-N [H][C@](N)(CCC(O)=O)C(O)=N Q27094051 445883 393382 ITP C10H15N4O14P3 InChI=1S/C10H15N4O14P3/c15-6-4(1-25-30(21,22)28-31(23,24)27-29(18,19)20)26-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,21,22)(H,23,24)(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 HAEJPQIATWHALX-KQYNXXCUSA-N O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O CHEBI:16039 C00081 HMDB0000189;HMDB00189 Q3151473 8583 8265 isovaleryl-CoA C26H44N7O17P3S InChI=1S/C26H44N7O17P3S/c1-14(2)9-17(35)54-8-7-28-16(34)5-6-29-24(38)21(37)26(3,4)11-47-53(44,45)50-52(42,43)46-10-15-20(49-51(39,40)41)19(36)25(48-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,36-37H,5-11H2,1-4H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21+,25-/m1/s1 UYVZIWWBJMYRCD-ZMHDXICWSA-N CC(C)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15487 HMDB01113 LMFA07050336 Q3066403 165435 145017 kynurenic acid C10H7NO3 InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14) HCZHHEIFKROPDY-UHFFFAOYSA-N OC(=O)C1=NC2=C(C=CC=C2)C(O)=C1 CHEBI:18344 C01717 HMDB00715;HMDB0000715 Q642217 3845 3712 L-dopachrome C9H7NO4 InChI=1S/C9H7NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10H,1H2,(H,13,14)/t6-/m0/s1 VJNCICVKUHKIIV-LURJTMIESA-N [H][C@]1(CC2=CC(=O)C(=O)C=C2N1)C(O)=O CHEBI:15772 C01693 HMDB0001430;HMDB01430 Q27098224 5459802 4573572 L-2-aminoadipic acid C6H11NO4 InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)/t4-/m0/s1 OYIFNHCXNCRBQI-BYPYZUCNSA-N N[C@@H](CCCC(O)=O)C(O)=O CHEBI:37023 Q27104392 92136 83182 L-allysine C6H11NO3 InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)/t5-/m0/s1 GFXYTQPNNXGICT-YFKPBYRVSA-N [H]C(=O)CCC[C@H](N)C(O)=O CHEBI:17917 C04076 HMDB59595;HMDB0059595 Q28529674 160603 141126 (R)-lactic acid C3H6O3 InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m1/s1 JVTAAEKCZFNVCJ-UWTATZPHSA-N C[C@@H](O)C(O)=O CHEBI:42111 C00256 HMDB0001311;HMDB01311 Q27077083 61503 55423 (S)-lactic acid C3H6O3 InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1 JVTAAEKCZFNVCJ-REOHCLBHSA-N C[C@H](O)C(O)=O CHEBI:42111;CHEBI:422 C00186;C00256 HMDB00190;HMDB0000190 Q27080955 107689;61503 55423;96860 L-alanyl-L-glutamic acid C8H14N2O5 InChI=1S/C8H14N2O5/c1-4(9)7(13)10-5(8(14)15)2-3-6(11)12/h4-5H,2-3,9H2,1H3,(H,10,13)(H,11,12)(H,14,15)/t4-,5-/m0/s1 VYZAGTDAHUIRQA-WHFBIAKZSA-N C[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(O)=O CHEBI:61565 Q27131168 128841 114174 (R)-lactaldehyde C3H6O2 InChI=1S/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3/t3-/m1/s1 BSABBBMNWQWLLU-GSVOUGTGSA-N [H]C(=O)[C@@H](C)O CHEBI:340;CHEBI:18683;CHEBI:17167 C00937 HMDB06458;HMDB0006458 Q27102246 439350 388473 lactose C12H22O11 InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11?,12+/m1/s1 GUBGYTABKSRVRQ-QKKXKWKRSA-N OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O CHEBI:6353 C00243 Q27890379 440995 L-cysteic acid C3H7NO5S InChI=1S/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)/t2-/m0/s1 XVOYSCVBGLVSOL-REOHCLBHSA-N N[C@@H](CS(O)(=O)=O)C(O)=O CHEBI:17285 C00506 Q29743881 72886 65718 L-leucine C6H13NO2 InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1 ROHFNLRQFUQHCH-YFKPBYRVSA-N CC(C)C[C@H](N)C(O)=O CHEBI:15603;CHEBI:43646 C00123 HMDB0000687;HMDB00687 Q483745 6106 5880 leukotriene A4 C20H30O3 InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-13,15,18-19H,2-5,8,14,16-17H2,1H3,(H,21,22)/b7-6-,10-9-,12-11+,15-13+/t18-,19-/m0/s1 UFPQIRYSPUYQHK-WAQVJNLQSA-N CCCCC\C=C/C\C=C/C=C/C=C/[C@@H]1O[C@H]1CCCC(O)=O CHEBI:15651 C00909 HMDB0001337;HMDB01337 LMFA03020023 Q3024044 5280383 4444074 leukotriene B4 C20H32O4 InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1 VNYSSYRCGWBHLG-AMOLWHMGSA-N CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O CHEBI:15647;CHEBI:63981 C02165 HMDB01085;HMDB0001085 LMFA03020001 Q2704449 5283128;5280492 4446252;4444132 20-hydroxy-leukotriene B4 C20H32O5 InChI=1S/C20H32O5/c21-17-10-6-2-1-3-7-12-18(22)13-8-4-5-9-14-19(23)15-11-16-20(24)25/h3-5,7-9,13-14,18-19,21-23H,1-2,6,10-12,15-17H2,(H,24,25)/b5-4+,7-3-,13-8+,14-9-/t18-,19-/m1/s1 PTJFJXLGRSTECQ-PSPARDEHSA-N OCCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O CHEBI:15646;CHEBI:1293 C04853 HMDB01509;HMDB0001509 LMFA03020018 Q27071451 5280745 4444320 N-formyl-L-kynurenine C11H12N2O4 InChI=1S/C11H12N2O4/c12-8(11(16)17)5-10(15)7-3-1-2-4-9(7)13-6-14/h1-4,6,8H,5,12H2,(H,13,14)(H,16,17)/t8-/m0/s1 BYHJHXPTQMMKCA-QMMMGPOBSA-N [H]C(=O)NC1=CC=CC=C1C(=O)C[C@H](N)C(O)=O CHEBI:30249;CHEBI:58629 C02700 HMDB0060485;HMDB60485;HMDB01200 Q27104120 25202092;439788 388843 L-gamma-glutamyl-D-alanine C8H14N2O5 InChI=1S/C8H14N2O5/c1-4(7(12)13)10-6(11)3-2-5(9)8(14)15/h4-5H,2-3,9H2,1H3,(H,10,11)(H,12,13)(H,14,15)/t4-,5+/m1/s1 WQXXXVRAFAKQJM-UHNVWZDZSA-N C[C@@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O CHEBI:16834 Q27102102 151284 133338 (R)-S-lactoylglutathione C13H21N3O8S InChI=1S/C13H21N3O8S/c1-6(17)13(24)25-5-8(11(21)15-4-10(19)20)16-9(18)3-2-7(14)12(22)23/h6-8,17H,2-5,14H2,1H3,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t6-,7+,8+/m1/s1 VDYDCVUWILIYQF-CSMHCCOUSA-N C[C@@H](O)C(=O)SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O CHEBI:15694 C03451 HMDB01066;HMDB0001066 440018 389032 KDO(2)-lipid (A) (bacteria) C110H202N2O39P2 InChI=1S/C110H202N2O39P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-92(123)142-82(66-60-54-48-42-35-29-23-17-11-5)72-94(125)146-104-96(112-90(121)71-81(65-59-53-47-41-34-28-22-16-10-4)141-91(122)67-61-55-49-43-36-30-24-18-12-6)105(144-88(102(104)150-152(133,134)135)78-140-109(107(129)130)74-86(98(127)101(148-109)85(119)76-114)147-110(108(131)132)73-83(117)97(126)100(149-110)84(118)75-113)139-77-87-99(128)103(145-93(124)70-80(116)64-58-52-46-40-33-27-21-15-9-3)95(106(143-87)151-153(136,137)138)111-89(120)69-79(115)63-57-51-45-39-32-26-20-14-8-2/h79-88,95-106,113-119,126-128H,7-78H2,1-6H3,(H,111,120)(H,112,121)(H,129,130)(H,131,132)(H2,133,134,135)(H2,136,137,138)/t79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,109-,110-/m1/s1 DIXUKJUHGLIZGU-OIPVZEHTSA-N [H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[C@H](OP(O)(O)=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP(O)(O)=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O)C(O)=O)C(O)=O)[C@H](O)CO CHEBI:27963 LMSL02000001 Q27103425 11355423 9530351 lipoyl-AMP C18H26N5O8PS2 InChI=1S/C18H26N5O8PS2/c19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)11(30-18)7-29-32(27,28)31-12(24)4-2-1-3-10-5-6-33-34-10/h8-11,14-15,18,25-26H,1-7H2,(H,27,28)(H2,19,20,21)/t10?,11-,14-,15-,18-/m1/s1 QWEGOCJRZOKSOE-NLJBGGCZSA-N Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O CHEBI:55451 C16238 HMDB59635;HMDB0059635 Q27124302 23724672 26330628 (R)-lipoic acid C8H14O2S2 InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1 AGBQKNBQESQNJD-SSDOTTSWSA-N OC(=O)CCCC[C@@H]1CCSS1 CHEBI:30314 C16241 HMDB01451;HMDB0014312;HMDB0001451;HMDB14312 LMFA01130001 Q27887203 6112 5886 L-kynurenine C10H12N2O3 InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1 YGPSJZOEDVAXAB-QMMMGPOBSA-N N[C@@H](CC(=O)C1=CC=CC=C1N)C(O)=O CHEBI:16946 C00328 HMDB0000684;HMDB00684 Q415768 161166 141580 O-linoleoyl-L-carnitine C25H45NO4 InChI=1S/C25H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-25(29)30-23(21-24(27)28)22-26(2,3)4/h9-10,12-13,23H,5-8,11,14-22H2,1-4H3/b10-9-,13-12-/t23-/m1/s1 MJLXQSQYKZWZCB-DQFWFXSYSA-N CCCCC\C=C/C\C=C/CCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:84098 HMDB06469;HMDB0006469 LMFA07070009 Q27157478 6450015 4952667 4alpha-methyl-5alpha-cholest-7-en-3beta-ol C28H48O InChI=1S/C28H48O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h10,18-20,22-26,29H,7-9,11-17H2,1-6H3/t19-,20+,22-,23+,24+,25+,26+,27-,28+/m1/s1 LMYZQUNLYGJIHI-SPONXPENSA-N [H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])[C@H](C)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C CHEBI:18378 C08825 LMST01010094 Q27103040 160482 141024 5alpha-cholest-7-en-3beta-ol C27H46O InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h10,18-21,23-25,28H,6-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1 IZVFFXVYBHFIHY-SKCNUYALSA-N [H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C CHEBI:17168 C01189 HMDB01170;HMDB0001170 LMST01010089 Q3218465 65728 59151 lathosterone C27H44O InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h10,18-20,23-25H,6-9,11-17H2,1-5H3/t19-,20+,23-,24+,25+,26+,27-/m1/s1 FLRPNSKUGCVRRB-IINKENNYSA-N [H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C CHEBI:71550 Q27139703 15081535 19957569 L-xylo-hex-2-ulono-1,4-lactone C6H8O6 InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-3,5,7-9H,1H2/t2-,3+,5+/m0/s1 KRGQEOSDQHTZMX-GDGKWOGESA-N [H][C@@]1(OC(=O)C(=O)[C@H]1O)[C@@H](O)CO CHEBI:73681 C03289 Q27143851 439966 28639394 L-lysine C6H14N2O2 InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1 KDXKERNSBIXSRK-YFKPBYRVSA-N NCCCC[C@H](N)C(O)=O CHEBI:18019 C00047 HMDB0003405;HMDB00182;HMDB03405;HMDB0000182 5962 5747 Lys-Tyr-Glu C20H30N4O7 InChI=1S/C20H30N4O7/c21-10-2-1-3-14(22)18(28)24-16(11-12-4-6-13(25)7-5-12)19(29)23-15(20(30)31)8-9-17(26)27/h4-7,14-16,25H,1-3,8-11,21-22H2,(H,23,29)(H,24,28)(H,26,27)(H,30,31)/t14-,15-,16-/m0/s1 XYLSGAWRCZECIQ-JYJNAYRXSA-N NCCCC[C@H](N)C(=O)N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O (Mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol C108H180N2O27P2 InChI=1S/C108H180N2O27P2/c1-71(2)35-20-36-72(3)37-21-38-73(4)39-22-40-74(5)41-23-42-75(6)43-24-44-76(7)45-25-46-77(8)47-26-48-78(9)49-27-50-79(10)51-28-52-80(11)53-29-54-81(12)55-30-56-82(13)57-31-58-83(14)59-32-60-84(15)61-33-62-85(16)63-34-64-86(17)65-66-128-138(124,125)137-139(126,127)136-106-94(110-88(19)116)98(120)102(92(70-114)132-106)133-105-93(109-87(18)115)97(119)103(91(69-113)131-105)134-108-101(123)104(96(118)90(68-112)130-108)135-107-100(122)99(121)95(117)89(67-111)129-107/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,86,89-108,111-114,117-123H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-70H2,1-19H3,(H,109,115)(H,110,116)(H,124,125)(H,126,127)/b72-37+,73-39+,74-41+,75-43+,76-45+,77-47+,78-49+,79-51+,80-53+,81-55+,82-57+,83-59+,84-61+,85-63+/t86?,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99+,100+,101+,102-,103-,104+,105+,106+,107-,108+/m1/s1 ZTJFEYPCTFISRM-FSEKKYFOSA-N [H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC([H])(C)CCOP(O)(=O)OP(O)(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O)[C@]3([H])O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O)=C(\C)CCC=C(C)C HMDB0012118;HMDB12118 53481370 (Mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol C114H190N2O32P2 InChI=1S/C114H190N2O32P2/c1-72(2)35-20-36-73(3)37-21-38-74(4)39-22-40-75(5)41-23-42-76(6)43-24-44-77(7)45-25-46-78(8)47-26-48-79(9)49-27-50-80(10)51-28-52-81(11)53-29-54-82(12)55-30-56-83(13)57-31-58-84(14)59-32-60-85(15)61-33-62-86(16)63-34-64-87(17)65-66-138-149(133,134)148-150(135,136)147-111-96(116-89(19)122)101(127)107(93(70-120)142-111)144-110-95(115-88(18)121)100(126)108(92(69-119)141-110)145-114-106(132)109(146-113-105(131)103(129)98(124)91(68-118)140-113)99(125)94(143-114)71-137-112-104(130)102(128)97(123)90(67-117)139-112/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,87,90-114,117-120,123-132H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-71H2,1-19H3,(H,115,121)(H,116,122)(H,133,134)(H,135,136)/b73-37+,74-39+,75-41+,76-43+,77-45+,78-47+,79-49+,80-51+,81-53+,82-55+,83-57+,84-59+,85-61+,86-63+/t87?,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102+,103+,104+,105+,106+,107-,108-,109+,110+,111+,112+,113-,114+/m1/s1 BKUXVZCTYBVOAV-JLQUOVFMSA-N [H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC([H])(C)CCOP(O)(=O)OP(O)(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O)[C@@]([H])(O)[C@]([H])(O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O)[C@]3([H])O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O)=C(\C)CCC=C(C)C HMDB12119;HMDB0012119 53481371 (Mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol C126H210N2O42P2 InChI=1S/C126H210N2O42P2/c1-74(2)35-20-36-75(3)37-21-38-76(4)39-22-40-77(5)41-23-42-78(6)43-24-44-79(7)45-25-46-80(8)47-26-48-81(9)49-27-50-82(10)51-28-52-83(11)53-29-54-84(12)55-30-56-85(13)57-31-58-86(14)59-32-60-87(15)61-33-62-88(16)63-34-64-89(17)65-66-156-171(151,152)170-172(153,154)169-121-100(128-91(19)136)107(143)115(97(72-134)162-121)164-120-99(127-90(18)135)106(142)116(96(71-133)161-120)165-124-114(150)117(105(141)98(163-124)73-155-122-112(148)108(144)101(137)92(67-129)157-122)166-125-119(111(147)104(140)94(69-131)159-125)168-126-118(110(146)103(139)95(70-132)160-126)167-123-113(149)109(145)102(138)93(68-130)158-123/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,89,92-126,129-134,137-150H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-73H2,1-19H3,(H,127,135)(H,128,136)(H,151,152)(H,153,154)/b75-37+,76-39+,77-41+,78-43+,79-45+,80-47+,81-49+,82-51+,83-53+,84-55+,85-57+,86-59+,87-61+,88-63+/t89?,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108+,109+,110+,111+,112+,113+,114+,115-,116-,117+,118+,119+,120+,121+,122+,123-,124+,125-,126-/m1/s1 WMSWZXXUBKPOOZ-CPZBINJNSA-N [H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC([H])(C)CCOP(O)(=O)OP(O)(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O)[C@@]([H])(O)[C@]([H])(O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O)[C@]3([H])O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O)=C(\C)CCC=C(C)C HMDB0012121;HMDB12121 53481373 (Mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol C132H220N2O47P2 InChI=1S/C132H220N2O47P2/c1-75(2)35-20-36-76(3)37-21-38-77(4)39-22-40-78(5)41-23-42-79(6)43-24-44-80(7)45-25-46-81(8)47-26-48-82(9)49-27-50-83(10)51-28-52-84(11)53-29-54-85(12)55-30-56-86(13)57-31-58-87(14)59-32-60-88(15)61-33-62-89(16)63-34-64-90(17)65-66-165-182(160,161)181-183(162,163)180-126-102(134-92(19)143)110(151)119(99(73-141)172-126)174-125-101(133-91(18)142)109(150)120(98(72-140)171-125)175-130-118(159)122(108(149)100(173-130)74-164-127-117(158)121(107(148)97(71-139)166-127)176-128-115(156)111(152)103(144)93(67-135)167-128)177-131-124(114(155)106(147)95(69-137)169-131)179-132-123(113(154)105(146)96(70-138)170-132)178-129-116(157)112(153)104(145)94(68-136)168-129/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,90,93-132,135-141,144-159H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-74H2,1-19H3,(H,133,142)(H,134,143)(H,160,161)(H,162,163)/b76-37+,77-39+,78-41+,79-43+,80-45+,81-47+,82-49+,83-51+,84-53+,85-55+,86-57+,87-59+,88-61+,89-63+/t90?,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111+,112+,113+,114+,115+,116+,117+,118+,119-,120-,121+,122+,123+,124+,125+,126+,127+,128-,129-,130+,131-,132-/m1/s1 IOYSGTVJJKIUCN-MGGUUVKLSA-N [H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC([H])(C)CCOP(O)(=O)OP(O)(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O)[C@]4([H])O)[C@@]([H])(O)[C@]([H])(O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O)[C@]3([H])O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O)=C(\C)CCC=C(C)C HMDB12122;HMDB0012122 53481374 (Mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol C138H230N2O52P2 InChI=1S/C138H230N2O52P2/c1-76(2)35-20-36-77(3)37-21-38-78(4)39-22-40-79(5)41-23-42-80(6)43-24-44-81(7)45-25-46-82(8)47-26-48-83(9)49-27-50-84(10)51-28-52-85(11)53-29-54-86(12)55-30-56-87(13)57-31-58-88(14)59-32-60-89(15)61-33-62-90(16)63-34-64-91(17)65-66-174-193(169,170)192-194(171,172)191-131-104(140-93(19)150)113(159)123(101(74-148)182-131)184-130-103(139-92(18)149)112(158)124(100(73-147)181-130)185-135-122(168)126(187-137-129(118(164)109(155)97(70-144)179-137)190-138-128(117(163)108(154)98(71-145)180-138)189-134-120(166)115(161)106(152)95(68-142)177-134)111(157)102(183-135)75-173-132-121(167)125(110(156)99(72-146)175-132)186-136-127(116(162)107(153)96(69-143)178-136)188-133-119(165)114(160)105(151)94(67-141)176-133/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,91,94-138,141-148,151-168H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-75H2,1-19H3,(H,139,149)(H,140,150)(H,169,170)(H,171,172)/b77-37+,78-39+,79-41+,80-43+,81-45+,82-47+,83-49+,84-51+,85-53+,86-55+,87-57+,88-59+,89-61+,90-63+/t91?,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114+,115+,116+,117+,118+,119+,120+,121+,122+,123-,124-,125+,126+,127+,128+,129+,130+,131+,132+,133-,134-,135+,136-,137-,138-/m1/s1 VNYRSEASZNQGSH-UDMAQEQJSA-N [H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC([H])(C)CCOP(O)(=O)OP(O)(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O[C@@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O[C@@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O)[C@]4([H])O)[C@@]([H])(O)[C@]([H])(O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O)[C@]3([H])O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O)=C(\C)CCC=C(C)C HMDB12123;HMDB0012123 53481375 (Mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol C144H240N2O57P2 InChI=1S/C144H240N2O57P2/c1-77(2)35-20-36-78(3)37-21-38-79(4)39-22-40-80(5)41-23-42-81(6)43-24-44-82(7)45-25-46-83(8)47-26-48-84(9)49-27-50-85(10)51-28-52-86(11)53-29-54-87(12)55-30-56-88(13)57-31-58-89(14)59-32-60-90(15)61-33-62-91(16)63-34-64-92(17)65-66-184-204(178,179)203-205(180,181)202-136-106(146-94(19)156)116(166)128(102(74-154)192-136)195-135-105(145-93(18)155)115(165)129(101(73-153)191-135)196-141-127(177)131(198-143-134(122(172)112(162)99(71-151)189-143)201-144-133(121(171)111(161)100(72-152)190-144)200-140-125(175)119(169)109(159)97(69-149)187-140)114(164)104(194-141)76-183-138-126(176)130(113(163)103(193-138)75-182-137-123(173)117(167)107(157)95(67-147)185-137)197-142-132(120(170)110(160)98(70-150)188-142)199-139-124(174)118(168)108(158)96(68-148)186-139/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,92,95-144,147-154,157-177H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-76H2,1-19H3,(H,145,155)(H,146,156)(H,178,179)(H,180,181)/b78-37+,79-39+,80-41+,81-43+,82-45+,83-47+,84-49+,85-51+,86-53+,87-55+,88-57+,89-59+,90-61+,91-63+/t92?,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117+,118+,119+,120+,121+,122+,123+,124+,125+,126+,127+,128-,129-,130+,131+,132+,133+,134+,135+,136+,137+,138+,139-,140-,141+,142-,143-,144-/m1/s1 YRUUGXZUKTWFST-JNAUNXQKSA-N [H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC([H])(C)CCOP(O)(=O)OP(O)(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO[C@@]4([H])O[C@]([H])(CO[C@@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O)[C@@]([H])(O)[C@]([H])(O[C@@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O[C@@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O)[C@]4([H])O)[C@@]([H])(O)[C@]([H])(O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O)[C@]3([H])O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O)=C(\C)CCC=C(C)C HMDB0012124;HMDB12124 53481376 (Mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol C150H250N2O62P2 InChI=1S/C150H250N2O62P2/c1-78(2)35-20-36-79(3)37-21-38-80(4)39-22-40-81(5)41-23-42-82(6)43-24-44-83(7)45-25-46-84(8)47-26-48-85(9)49-27-50-86(10)51-28-52-87(11)53-29-54-88(12)55-30-56-89(13)57-31-58-90(14)59-32-60-91(15)61-33-62-92(16)63-34-64-93(17)65-66-193-215(187,188)214-216(189,190)213-141-108(152-95(19)163)119(174)132(104(75-161)202-141)205-140-107(151-94(18)162)118(173)133(103(74-160)201-140)206-146-131(186)135(208-149-139(126(181)115(170)101(72-158)199-149)212-150-138(125(180)114(169)102(73-159)200-150)211-145-129(184)122(177)111(166)98(69-155)196-145)117(172)106(204-146)76-191-142-130(185)134(207-148-137(124(179)113(168)100(71-157)198-148)210-144-128(183)121(176)110(165)97(68-154)195-144)116(171)105(203-142)77-192-147-136(123(178)112(167)99(70-156)197-147)209-143-127(182)120(175)109(164)96(67-153)194-143/h35,37,39,41,43,45,47,49,51,53,55,57,59,61,63,93,96-150,153-161,164-186H,20-34,36,38,40,42,44,46,48,50,52,54,56,58,60,62,64-77H2,1-19H3,(H,151,162)(H,152,163)(H,187,188)(H,189,190)/b79-37+,80-39+,81-41+,82-43+,83-45+,84-47+,85-49+,86-51+,87-53+,88-55+,89-57+,90-59+,91-61+,92-63+/t93?,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120+,121+,122+,123+,124+,125+,126+,127+,128+,129+,130+,131+,132-,133-,134+,135+,136+,137+,138+,139+,140+,141+,142+,143-,144-,145-,146+,147+,148-,149-,150-/m1/s1 JECWIAQBRVYUQC-IJJLAIKNSA-N [H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CCC([H])(C)CCOP(O)(=O)OP(O)(=O)O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O[C@]3([H])O[C@]([H])(CO[C@@]4([H])O[C@]([H])(CO[C@@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O[C@@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O)[C@@]([H])(O)[C@]([H])(O[C@@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O[C@@]5([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]5([H])O)[C@]4([H])O)[C@@]([H])(O)[C@]([H])(O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O[C@@]4([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]4([H])O)[C@]3([H])O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O)=C(\C)CCC=C(C)C HMDB0012125;HMDB12125 53481377 (S)-malic acid C4H6O5 InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1 BJEPYKJPYRNKOW-REOHCLBHSA-N O[C@@H](CC(O)=O)C(O)=O CHEBI:30797 C00149 HMDB0000156;HMDB00156 Q27104150 222656 193317 malonyl-CoA C24H38N7O19P3S InChI=1S/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19+,23-/m1/s1 LTYOQGRJFJAKNA-DVVLENMVSA-N CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O beta-maltose C12H22O11 InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12-/m1/s1 GUBGYTABKSRVRQ-QUYVBRFLSA-N OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:18147;CHEBI:10431 C01971 Q26914030 6255 6019 maltotriose C18H32O16 InChI=1S/C18H32O16/c19-1-5(23)9(25)15(6(24)2-20)33-18-14(30)12(28)16(8(4-22)32-18)34-17-13(29)11(27)10(26)7(3-21)31-17/h1,5-18,20-30H,2-4H2/t5-,6+,7+,8+,9+,10+,11-,12+,13+,14+,15+,16+,17+,18+/m0/s1 RXVWSYJTUUKTEA-CGQAXDJHSA-N OC[C@@H](O)[C@@H](O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)[C@@H](O)C=O Q28091366 maltotetraose C24H42O21 InChI=1S/C24H42O21/c25-1-6(30)11(32)19(7(31)2-26)43-23-17(38)14(35)21(9(4-28)41-23)45-24-18(39)15(36)20(10(5-29)42-24)44-22-16(37)13(34)12(33)8(3-27)40-22/h1,6-24,26-39H,2-5H2/t6-,7+,8+,9+,10+,11+,12+,13-,14+,15+,16+,17+,18+,19+,20+,21+,22+,23+,24+/m0/s1 UYQJCPNSAVWAFU-KVXMBEGHSA-N OC[C@@H](O)[C@@H](O[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)[C@@H](O)C=O CHEBI:28460 C02052 HMDB01296 Q27096312 123966 110488 D-mannopyranose C6H12O6 InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6?/m1/s1 WQZGKKKJIJFFOK-QTVWNMPRSA-N OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O CHEBI:4208;CHEBI:14575 C00159 HMDB0000169;HMDB00169 Q335208 18950 32674261;17893 alpha-D-mannose 1-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6-/m1/s1 HXXFSFRBOHSIMQ-RWOPYEJCSA-N OC[C@H]1O[C@H](OP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O CHEBI:18205 C00636 Q27102901 439279 388412 D-mannopyranose 6-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6?/m1/s1 NBSCHQHZLSJFNQ-QTVWNMPRSA-N OC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O CHEBI:48066 C00275 HMDB01078 Q259546 65127 58636;30779179 N-methyl-beta-alanine C4H9NO2 InChI=1S/C4H9NO2/c1-5-3-2-4(6)7/h5H,2-3H2,1H3,(H,6,7) VDIPNVCWMXZNFY-UHFFFAOYSA-N CNCCC(O)=O mbas#10 C20H34O7 InChI=1S/C20H34O7/c1-5-13(2)19(24)27-17-12-16(21)20(26-15(17)4)25-14(3)10-8-6-7-9-11-18(22)23/h5,14-17,20-21H,6-12H2,1-4H3,(H,22,23)/b13-5+/t14-,15+,16-,17-,20-/m1/s1 IARVMWOCDIKRTC-GIYJNIOBSA-N C\C=C(/C)C(=O)OC1CC(O)C(OC(C)CCCCCCC(O)=O)OC1C CHEBI:79129 Q27148188 31150697 mbas#3 C20H32O7 InChI=1S/C20H32O7/c1-5-13(2)19(24)27-17-12-16(21)20(26-15(17)4)25-14(3)10-8-6-7-9-11-18(22)23/h5,9,11,14-17,20-21H,6-8,10,12H2,1-4H3,(H,22,23)/b11-9+,13-5+/t14-,15+,16-,17-,20-/m1/s1 NKVDNSIHZYHTDR-KADWPSLISA-N C\C=C(/C)C(=O)O[C@@H]1C[C@@H](O)[C@H](O[C@H](C)CCCC\C=C\C(O)=O)O[C@H]1C CHEBI:79128 Q27148187 86289766 31150696 monodehydro-L-ascorbic acid C6H7O6 InChI=1S/C6H7O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-8,10H,1H2/t2-,5+/m0/s1 LHFJOBMTAJJOTB-JLAZNSOCSA-N [H][C@@]1(OC(=O)C(O)=C1[O])[C@@H](O)CO CHEBI:16504 Q27101942 5483640 26330544 melibiose C12H22O11 InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6-,7+,8+,9-,10-,11?,12+/m1/s1 DLRVVLDZNNYCBX-ABXHMFFYSA-N OC[C@H]1O[C@H](OC[C@H]2O[C@H](O)[C@H](O)[C@@H](O)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O CHEBI:4808 C05400 HMDB0000048;HMDB00048 440656 389537 methanol CH4O InChI=1S/CH4O/c1-2/h2H,1H3 OKKJLVBELUTLKV-UHFFFAOYSA-N CO CHEBI:17790 C00132 HMDB0001875;HMDB01875 Q14982 887 864 3-mercaptolactic acid C3H6O3S InChI=1S/C3H6O3S/c4-2(1-7)3(5)6/h2,4,7H,1H2,(H,5,6)/t2-/m0/s1 OLQOVQTWRIJPRE-REOHCLBHSA-N O[C@@H](CS)C(O)=O CHEBI:1572;CHEBI:28580 C05823 Q27103783 9833951 8009672 3-mercaptolactic acid-cysteine disulfide C6H11NO5S2 InChI=1S/C6H11NO5S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4,8H,1-2,7H2,(H,9,10)(H,11,12)/t3-,4?/m0/s1 MAFDYIDMXCXBRB-WUCPZUCCSA-N HMDB06512;HMDB0006512 193536 167948 3-mercaptopyruvic acid C3H4O3S InChI=1S/C3H4O3S/c4-2(1-7)3(5)6/h7H,1H2,(H,5,6) OJOLFAIGOXZBCI-UHFFFAOYSA-N OC(=O)C(=O)CS CHEBI:16208 C00957 HMDB0001368;HMDB01368 Q4634163 98 96 L-methionine C5H11NO2S InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 FFEARJCKVFRZRR-BYPYZUCNSA-N CSCC[C@H](N)C(O)=O CHEBI:16643 C00073 HMDB0000696;HMDB00696 Q22124685 6137 5907 Met-Ala-Met C13H25N3O4S2 InChI=1S/C13H25N3O4S2/c1-8(15-12(18)9(14)4-6-21-2)11(17)16-10(13(19)20)5-7-22-3/h8-10H,4-7,14H2,1-3H3,(H,15,18)(H,16,17)(H,19,20)/t8-,9-,10-/m0/s1 VTKPSXWRUGCOAC-GUBZILKMSA-N CSCC[C@H](N)C(=O)N[C@@H](C)C(=O)N[C@@H](CCSC)C(O)=O N-methylethanolamine phosphate C3H10NO4P InChI=1S/C3H10NO4P/c1-4-2-3-8-9(5,6)7/h4H,2-3H2,1H3,(H2,5,6,7) HZDCAHRLLXEQFY-UHFFFAOYSA-N CNCCOP(O)(O)=O CHEBI:7314;CHEBI:16463 C01210 HMDB60173;HMDB0060173 Q27101920 439436 388545 (6R)-5,10-methenyltetrahydrofolic acid C20H22N7O6 InChI=1S/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p+1/t12-,13+/m1/s1 MEANFMOQMXYMCT-OLZOCXBDSA-O [H][C@@]12CN(C=[N+]1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O Methylselenol CH4Se InChI=1S/CH4Se/c1-2/h2H,1H3 APKHDKJWSHYLEU-UHFFFAOYSA-N C[SeH] CHEBI:64685 C05703 HMDB60488;HMDB0060488 440764 (R)-mevalonic acid C6H12O4 InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)/t6-/m1/s1 KJTLQQUUPVSXIM-ZCFIWIBFSA-N C[C@@](O)(CCO)CC(O)=O CHEBI:25351;CHEBI:17710 C00418 HMDB59629;HMDB0059629 LMFA01050352 Q241678 439230;449 436;388367 N(tele)-methylhistamine C6H11N3 InChI=1S/C6H11N3/c1-9-4-6(2-3-7)8-5-9/h4-5H,2-3,7H2,1H3 FHQDWPCFSJMNCT-UHFFFAOYSA-N CN1C=NC(CCN)=C1 CHEBI:29009 C05127 HMDB0000898;HMDB00898 Q27078070 3614 3488 5-methyltetrahydropteroyltri-L-glutamic acid C30H39N9O12 InChI=1S/C30H39N9O12/c1-39-16(13-33-24-23(39)26(45)38-30(31)37-24)12-32-15-4-2-14(3-5-15)25(44)36-19(29(50)51)7-10-21(41)34-17(27(46)47)6-9-20(40)35-18(28(48)49)8-11-22(42)43/h2-5,16-19,32H,6-13H2,1H3,(H,34,41)(H,35,40)(H,36,44)(H,42,43)(H,46,47)(H,48,49)(H,50,51)(H4,31,33,37,38,45)/t16-,17-,18-,19-/m0/s1 HVRNKDVLFAVCJF-VJANTYMQSA-N CN1[C@@H](CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)CNC2=C1C(=O)NC(N)=N2 CHEBI:17614 C04489 HMDB12177;HMDB0012177 Q27102479 16722111 17625689 myo-inositol 1,3,4,5,6-pentakisphosphate C6H17O21P5 InChI=1S/C6H17O21P5/c7-1-2(23-28(8,9)10)4(25-30(14,15)16)6(27-32(20,21)22)5(26-31(17,18)19)3(1)24-29(11,12)13/h1-7H,(H2,8,9,10)(H2,11,12,13)(H2,14,15,16)(H2,17,18,19)(H2,20,21,22)/t1-,2+,3-,4-,5+,6+ CTPQAXVNYGZUAJ-KXXVROSKSA-N O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O CHEBI:16322 C01284;C04563 HMDB03529;HMDB0003529 Q27101851 439468 10333900 1D-myo-inositol 1,3,4,5-tetrakisphosphate C6H16O18P4 InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2-,3-,4+,5-,6-/m0/s1 CIPFCGZLFXVXBG-CNWJWELYSA-N O[C@H]1[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1OP(O)(O)=O CHEBI:16783 C01272 Q27078094 17216047 myo-inositol 1,3,4,6-tetrakisphosphate C6H16O18P4 InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)5(23-27(15,16)17)2(8)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2+,3-,4+,5-,6+ ZAWIXNGTTZTBKV-JMVOWJSSSA-N O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H](O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O CHEBI:16155 C04477 HMDB01187;HMDB0001187 Q27095123 17216082 1D-myo-inositol 1,3,4-trisphosphate C6H15O15P3 InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2-,3+,4+,5+,6+/m1/s1 MMWCIQZXVOZEGG-MLQGYMEPSA-N O[C@@H]1[C@@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H](O)[C@H]1OP(O)(O)=O CHEBI:43378;CHEBI:18228 C01243 HMDB01143;HMDB0001143 Q27092892 439455 388561 1D-myo-inositol 1,4,5,6-tetrakisphosphate C6H16O18P4 InChI=1S/C6H16O18P4/c7-1-2(8)4(22-26(12,13)14)6(24-28(18,19)20)5(23-27(15,16)17)3(1)21-25(9,10)11/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/t1-,2+,3-,4-,5+,6+/m1/s1 MRVYFOANPDTYBY-YORTWTKJSA-N O[C@H]1[C@@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O CHEBI:811;CHEBI:16067 C11555 HMDB0004527;HMDB04527 Q27098360 443266 391520 1D-myo-inositol 1,4,5-trisphosphate C6H15O15P3 InChI=1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)/t1-,2+,3+,4-,5-,6-/m1/s1 MMWCIQZXVOZEGG-XJTPDSDZSA-N O[C@@H]1[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H](O)[C@@H]1OP(O)(O)=O CHEBI:16595 C01245 HMDB0001498;HMDB01498 Q26998374 439456 388562 1D-myo-inositol 1,4-bisphosphate C6H14O12P2 InChI=1S/C6H14O12P2/c7-1-2(8)6(18-20(14,15)16)4(10)3(9)5(1)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/t1-,2-,3-,4+,5+,6+/m1/s1 PELZSPZCXGTUMR-RTPHHQFDSA-N O[C@H]1[C@@H](O)[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1OP(O)(O)=O CHEBI:17816 C01220 HMDB00968;HMDB0000968 17216032 1D-myo-inositol 1-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3+,4-,5-,6-/m1/s1 INAPMGSXUVUWAF-UOTPTPDRSA-N O[C@H]1[C@H](O)[C@@H](O)[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O CHEBI:818;CHEBI:18297 C01177 HMDB00213 Q27078074 10375592 1D-myo-inositol 3-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3+,4-,5-,6-/m0/s1 INAPMGSXUVUWAF-PTQMNWPWSA-N O[C@H]1[C@H](O)[C@H](O)[C@H](OP(O)(O)=O)[C@@H](O)[C@@H]1O CHEBI:814;CHEBI:18169 C04006 HMDB0000213;HMDB00213 Q27078075 17215924 1D-myo-inositol 4-phosphate C6H13O9P InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3-,4+,5-,6-/m0/s1 INAPMGSXUVUWAF-CNWJWELYSA-N O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](O)[C@H]1O CHEBI:18384 C03546 HMDB0001313;HMDB01313 Q27078076 17216102 myo-inositol hexakisphosphate C6H18O24P6 InChI=1S/C6H18O24P6/c7-31(8,9)25-1-2(26-32(10,11)12)4(28-34(16,17)18)6(30-36(22,23)24)5(29-35(19,20)21)3(1)27-33(13,14)15/h1-6H,(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3-,4+,5-,6- IMQLKJBTEOYOSI-GPIVLXJGSA-N OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O CHEBI:10603;CHEBI:17401 C01204 HMDB03502 Q409679 890 16735966 (6R)-5,10-methylenetetrahydrofolic acid C20H23N7O6 InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12-,13+/m1/s1 QYNUQALWYRSVHF-OLZOCXBDSA-N [H][C@@]12CN(CN1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O CHEBI:10925;CHEBI:1989 C00143 HMDB01533 Q26995704 445117 392851 methylmalonic acid C4H6O4 InChI=1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8) ZIYVHBGGAOATLY-UHFFFAOYSA-N CC(C(O)=O)C(O)=O CHEBI:42270;CHEBI:30860 C02170 HMDB0000202;HMDB00202 LMFA01170118 Q239598 487 473 (R)-methylmalonyl-CoA C25H40N7O19P3S InChI=1S/C25H40N7O19P3S/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t12-,13-,16-,17-,18+,22-/m1/s1 MZFOKIKEPGUZEN-AGCMQPJKSA-N C[C@H](C(O)=O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15465 C01213 LMFA07050152 Q27089451 449534 396035 (S)-methylmalonyl-CoA C25H40N7O19P3S InChI=1S/C25H40N7O19P3S/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t12-,13+,16+,17+,18-,22+/m0/s1 MZFOKIKEPGUZEN-IBNUZSNCSA-N C[C@@H](C(O)=O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:15466 C00683 LMFA07050164 Q27089452 11966111 10140105 (S)-methylmalonaldehydic acid C4H6O3 InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7)/t3-/m0/s1 VOKUMXABRRXHAR-VKHMYHEASA-N C[C@@H](C=O)C(O)=O CHEBI:27821 C06002 HMDB0002217;HMDB02217 LMFA01060190 Q27103355 5462303 4575365 beta-D-Manp-(1-4)-beta-D-GlcpNAc C14H25NO11 InChI=1S/C14H25NO11/c1-4(18)15-7-9(20)12(6(3-17)24-13(7)23)26-14-11(22)10(21)8(19)5(2-16)25-14/h5-14,16-17,19-23H,2-3H2,1H3,(H,15,18)/t5-,6-,7-,8-,9-,10+,11+,12-,13-,14+/m1/s1 KFEUJDWYNGMDBV-JVHZDDNZSA-N CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H]1O CHEBI:71553 Q27104994 70698368 28533652 molybdic acid H2MoO4 InChI=1S/Mo.2H2O.2O/h;2*1H2;;/q+2;;;;/p-2 VLAPMBHFAWRUQP-UHFFFAOYSA-L [H]O[Mo](=O)(=O)O[H] CHEBI:25371 Q412950 82208 74188 molybdopterin C10H14N5O6PS2 InChI=1S/C10H14N5O6PS2/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19/h2-3,9,12,23-24H,1H2,(H2,17,18,19)(H4,11,13,14,15,16)/t2-,3+,9-/m1/s1 HPEUEJRPDGMIMY-IFQPEPLCSA-N [H][C@]12NC3=C(N[C@@]1([H])C(S)=C(S)[C@@H](COP(O)(O)=O)O2)C(=O)NC(N)=N3 CHEBI:6969;CHEBI:44074 C18237 Q619698 444331 392290 molybdopterin adenine dinucleotide C20H26N10O12P2S2 InChI=1S/C20H26N10O12P2S2/c21-14-8-16(24-3-23-14)30(4-25-8)19-11(32)10(31)5(41-19)1-38-43(34,35)42-44(36,37)39-2-6-12(45)13(46)7-18(40-6)27-15-9(26-7)17(33)29-20(22)28-15/h3-7,10-11,18-19,26,31-32,45-46H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H4,22,27,28,29,33)/t5-,6-,7+,10-,11-,18-,19-/m1/s1 XJXFAXLUOKQPAQ-YPRLVJTJSA-N [H][C@]12NC3=C(N[C@@]1([H])C(S)=C(S)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC4=C1N=CN=C4N)O2)C(=O)NC(N)=N3 CHEBI:62728 C19848 HMDB59628;HMDB0059628 Q27132127 53356705 26332851 3-oxopropanoic acid C3H4O3 InChI=1S/C3H4O3/c4-2-1-3(5)6/h2H,1H2,(H,5,6) OAKURXIZZOAYBC-UHFFFAOYSA-N [H]C(=O)CC(O)=O CHEBI:17960 C00222 HMDB11111;HMDB0011111 Q27102737 868 845 methylglyoxal C3H4O2 InChI=1S/C3H4O2/c1-3(5)2-4/h2H,1H3 AIJULSRZWUXGPQ-UHFFFAOYSA-N [H]C(=O)C(C)=O CHEBI:17158 C00546 HMDB0001167;HMDB01167 Q903881 880 857 3-(methylthio)propionic acid C4H8O2S InChI=1S/C4H8O2S/c1-7-3-2-4(5)6/h2-3H2,1H3,(H,5,6) CAOMCZAIALVUPA-UHFFFAOYSA-N CSCCC(O)=O CHEBI:1438 C08276 HMDB01527;HMDB0001527 LMFA01130006 Q27105456 563 547 4-acetamidobutanal C6H11NO2 InChI=1S/C6H11NO2/c1-6(9)7-4-2-3-5-8/h5H,2-4H2,1H3,(H,7,9) DDSLGZOYEPKPSJ-UHFFFAOYSA-N [H]C(=O)CCCNC(C)=O CHEBI:7386 C05936 HMDB0004226;HMDB04226 Q27107484 440850 389692 nicotinic acid C6H5NO2 InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9) PVNIIMVLHYAWGP-UHFFFAOYSA-N OC(=O)C1=CC=CN=C1 CHEBI:15940 C00253 HMDB0001488;HMDB01488 Q134658 938 913 NAD zwitterion C21H27N7O14P2 InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1 BAWFJGJZGIEFAR-NNYOXOHSSA-N NC(=O)C1=CC=C[N+](=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O C00003 Q12499775 5892 5681 NADH C21H29N7O14P2 InChI=1S/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1 BOPGDPNILDQYTO-NNYOXOHSSA-N NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O CHEBI:16908 C00004 HMDB0001487;HMDB01487 Q26987453 928;439153 903;388299 NADP zwitterion C21H28N7O17P3 InChI=1S/C21H28N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1 XJLXINKUBYWONI-NNYOXOHSSA-N NC(=O)C1=CC=C[N+](=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O CHEBI:44409 C00006 Q28747 5885 5674 NADPH C21H30N7O17P3 InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1 ACFIXJIJDZMPPO-NNYOXOHSSA-N NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O CHEBI:16474 C00005 HMDB00221 Q26841327 5884 5673 nicotinamide C6H6N2O InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9) DFPAKSUCGFBDDF-UHFFFAOYSA-N NC(=O)C1=CC=CN=C1 CHEBI:17154 C00153 HMDB01406;HMDB0001406 Q192423 936 911 N-formyl-L-glutamic acid C6H9NO5 InChI=1S/C6H9NO5/c8-3-7-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t4-/m0/s1 ADZLWSMFHHHOBV-BYPYZUCNSA-N [H]C(=O)N[C@@H](CCC(O)=O)C(O)=O CHEBI:48309;CHEBI:21711 C01045 HMDB0003470;HMDB03470 Q27104610 439376 388496 N-formylanthranilic acid C8H7NO3 InChI=1S/C8H7NO3/c10-5-9-7-4-2-1-3-6(7)8(11)12/h1-5H,(H,9,10)(H,11,12) LLLPDUXGHXIXIW-UHFFFAOYSA-N OC(=O)C1=C(NC=O)C=CC=C1 CHEBI:36575 C05653 HMDB04089;HMDB0004089 Q27104373 101399 91624 ammonia NH3 InChI=1S/H3N/h1H3 QGZKDVFQNNGYKY-UHFFFAOYSA-N [H]N([H])[H] CHEBI:16134 C00014 HMDB00051;HMDB0000051 Q4087 222 217 D-ribosylnicotinate C11H13NO6 InChI=1S/C11H13NO6/c13-5-7-8(14)9(15)10(18-7)12-3-1-2-6(4-12)11(16)17/h1-4,7-10,13-15H,5H2/t7-,8-,9-,10-/m1/s1 PUEDDPCUCPRQNY-ZYUZMQFOSA-N OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)[N+]1=CC=CC(=C1)C([O-])=O CHEBI:58527 Q27125847 161233 141635 Nicotinate D-ribonucleotide C11H14NO9P InChI=1S/C11H14NO9P/c13-8-7(5-20-22(17,18)19)21-10(9(8)14)12-3-1-2-6(4-12)11(15)16/h1-4,7-10,13-14H,5H2,(H2-,15,16,17,18,19)/t7-,8-,9-,10-/m1/s1 JOUIQRNQJGXQDC-ZYUZMQFOSA-N O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)([O-])=O)[N+]1=CC(=CC=C1)C(O)=O Q27463748 121991 108821 NMN zwitterion C11H15N2O8P InChI=1S/C11H15N2O8P/c12-10(16)6-2-1-3-13(4-6)11-9(15)8(14)7(21-11)5-20-22(17,18)19/h1-4,7-9,11,14-15H,5H2,(H3-,12,16,17,18,19)/t7-,8-,9-,11-/m1/s1 DAYLJWODMCOQEW-TURQNECASA-N NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)([O-])=O)[C@@H](O)[C@H]1O CHEBI:16171 C00455 HMDB00229;HMDB0000229 Q21547155 14180 13553 all-trans-nonaprenyl diphosphate C45H76O7P2 InChI=1S/C45H76O7P2/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-51-54(49,50)52-53(46,47)48/h19,21,23,25,27,29,31,33,35H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3,(H,49,50)(H2,46,47,48)/b38-21+,39-23+,40-25+,41-27+,42-29+,43-31+,44-33+,45-35+ IVLBHBFTRNVIAP-MEGGAXOGSA-N CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O CHEBI:18144 C04145 LMPR03030007 Q27102851 5280650 4444250 2-methoxy-3-methyl-6-all-trans-nonaprenylhydroquinone C53H82O3 InChI=1S/C53H82O3/c1-40(2)21-13-22-41(3)23-14-24-42(4)25-15-26-43(5)27-16-28-44(6)29-17-30-45(7)31-18-32-46(8)33-19-34-47(9)35-20-36-48(10)37-38-50-49(11)51(54)39-52(56-12)53(50)55/h21,23,25,27,29,31,33,35,37,39,54-55H,13-20,22,24,26,28,30,32,34,36,38H2,1-12H3/b41-23+,42-25+,43-27+,44-29+,45-31+,46-33+,47-35+,48-37+ GLNRSJSLTUCXTP-IQSNHBBHSA-N COC1=C(O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C(O)=C1 CHEBI:84531 Q27157836 50986193 34999477 2-methoxy-6-all-trans-nonaprenylhydroquinone C52H80O3 InChI=1S/C52H80O3/c1-40(2)20-12-21-41(3)22-13-23-42(4)24-14-25-43(5)26-15-27-44(6)28-16-29-45(7)30-17-31-46(8)32-18-33-47(9)34-19-35-48(10)36-37-49-38-50(53)39-51(55-11)52(49)54/h20,22,24,26,28,30,32,34,36,38-39,53-54H,12-19,21,23,25,27,29,31,33,35,37H2,1-11H3/b41-22+,42-24+,43-26+,44-28+,45-30+,46-32+,47-34+,48-36+ SKAOREKNLOKWTC-JSGWLJPKSA-N COC1=C(O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=CC(O)=C1 CHEBI:84529 Q27157834 50986247 34999475 nonaprenyl 4-hydroxybenzoate C52H78O3 InChI=1S/C52H78O3/c1-41(2)19-11-20-42(3)21-12-22-43(4)23-13-24-44(5)25-14-26-45(6)27-15-28-46(7)29-16-30-47(8)31-17-32-48(9)33-18-34-49(10)39-40-55-52(54)50-35-37-51(53)38-36-50/h19,21,23,25,27,29,31,33,35-39,53H,11-18,20,22,24,26,28,30,32,34,40H2,1-10H3/b42-21+,43-23+,44-25+,45-27+,46-29+,47-31+,48-33+,49-39+ YIXNPXUQGCNFPX-RTPSYSNVSA-N CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COC(=O)C1=CC=C(O)C=C1 CHEBI:18162 Q27102859 5280630 4444234 (R)-noradrenaline C8H11NO3 InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1 SFLSHLFXELFNJZ-QMMMGPOBSA-N NC[C@H](O)C1=CC(O)=C(O)C=C1 CHEBI:43725;CHEBI:18357 C00547 HMDB0000216;HMDB00216 Q186242 439260 388394 dioxygen O2 InChI=1S/O2/c1-2 MYMOFIZGZYHOMD-UHFFFAOYSA-N O=O CHEBI:15379 C00007 HMDB0001377;HMDB01377 Q5203615 977 952 oxaloacetic acid C4H4O5 InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9) KHPXUQMNIQBQEV-UHFFFAOYSA-N OC(=O)CC(=O)C(O)=O CHEBI:30744 C00036 HMDB0000223;HMDB00223 LMFA01170120 Q408658 970 945 octopamine C8H11NO2 InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2 QHGUCRYDKWKLMG-UHFFFAOYSA-N NCC(O)C1=CC=C(O)C=C1 CHEBI:17134 C04227 Q424979 4581 4420 L-ornithine C5H12N2O2 InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1 AHLPHDHHMVZTML-BYPYZUCNSA-N NCCC[C@H](N)C(O)=O CHEBI:15729 C00077 HMDB0000214;HMDB00214 Q410198 6262 6026 orotic acid C5H4N2O4 InChI=1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11) PXQPEWDEAKTCGB-UHFFFAOYSA-N OC(=O)C1=CC(=O)NC(=O)N1 CHEBI:44781;CHEBI:16742 C00295 HMDB0000226;HMDB00226 Q425536 967 942 orotidine 5'-phosphate C10H13N2O11P InChI=1S/C10H13N2O11P/c13-5-1-3(9(16)17)12(10(18)11-5)8-7(15)6(14)4(23-8)2-22-24(19,20)21/h1,4,6-8,14-15H,2H2,(H,16,17)(H,11,13,18)(H2,19,20,21)/t4-,6-,7-,8-/m1/s1 KYOBSHFOBAOFBF-XVFCMESISA-N O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C(=O)NC(=O)C=C1C(O)=O CHEBI:15842 C01103 HMDB00218;HMDB0000218 Q27098253 160617 141140 osas#1 C25H37NO10 InChI=1S/C25H37NO10/c1-15(5-3-4-6-23(31)32)34-25-19(28)13-21(16(2)35-25)36-24(33)12-11-22(30)26-14-20(29)17-7-9-18(27)10-8-17/h7-10,15-16,19-21,25,27-29H,3-6,11-14H2,1-2H3,(H,26,30)(H,31,32)/t15?,16?,19?,20-,21+,25+/m0/s1 FSXYDVILSWWULE-ISSXFYRYSA-N [H]C(C)(CCCCC(O)=O)O[C@]1([H])OC([H])(C)[C@@]([H])(CC1([H])O)OC(=O)CCC(=O)NC[C@]([H])(O)C2=CC=C(O)C=C2 CHEBI:140786 osas#10 C27H41NO10 InChI=1S/C27H41NO10/c1-17(7-5-3-4-6-8-25(33)34)36-27-21(30)15-23(18(2)37-27)38-26(35)14-13-24(32)28-16-22(31)19-9-11-20(29)12-10-19/h9-12,17-18,21-23,27,29-31H,3-8,13-16H2,1-2H3,(H,28,32)(H,33,34)/t17?,18?,21?,22-,23+,27+/m0/s1 SCVSSJPXRIMMTB-QHPTULIBSA-N [H]C(C)(CCCCCCC(O)=O)O[C@]1([H])OC([H])(C)[C@@]([H])(CC1([H])O)OC(=O)CCC(=O)NC[C@]([H])(O)C2=CC=C(O)C=C2 CHEBI:140787 osas#9 C23H33NO10 InChI=1S/C23H33NO10/c1-13(3-9-21(29)30)32-23-17(26)11-19(14(2)33-23)34-22(31)10-8-20(28)24-12-18(27)15-4-6-16(25)7-5-15/h4-7,13-14,17-19,23,25-27H,3,8-12H2,1-2H3,(H,24,28)(H,29,30)/t13?,14?,17?,18-,19+,23+/m0/s1 YHQWACJRIRKIAL-QYURMBASSA-N [H]C(C)(CCC(O)=O)O[C@]1([H])OC([H])(C)[C@@]([H])(CC1([H])O)OC(=O)CCC(=O)NC[C@]([H])(O)C2=CC=C(O)C=C2 CHEBI:140788 oscr#1 C13H24O6 InChI=1S/C13H24O6/c1-9-10(14)8-11(15)13(19-9)18-7-5-3-2-4-6-12(16)17/h9-11,13-15H,2-8H2,1H3,(H,16,17)/t9-,10+,11+,13+/m0/s1 XHPJAFLLEKUEFS-SBFPOUOMSA-N C[C@@H]1O[C@@H](OCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79130 Q27148189 86289768 31150698 oscr#10 C15H28O6 InChI=1S/C15H28O6/c1-11-12(16)10-13(17)15(21-11)20-9-7-5-3-2-4-6-8-14(18)19/h11-13,15-17H,2-10H2,1H3,(H,18,19)/t11-,12+,13+,15+/m0/s1 WGGIJTBDSYSSPD-KYEXWDHISA-N C[C@@H]1O[C@@H](OCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79134 Q27148193 86289772 31150702 oscr#10-CoA C36H62N7O21P3S InChI=1S/C36H62N7O21P3S/c1-21-22(44)16-23(45)35(61-21)58-14-9-7-5-4-6-8-10-26(47)68-15-13-38-25(46)11-12-39-33(50)30(49)36(2,3)18-60-67(56,57)64-66(54,55)59-17-24-29(63-65(51,52)53)28(48)34(62-24)43-20-42-27-31(37)40-19-41-32(27)43/h19-24,28-30,34-35,44-45,48-49H,4-18H2,1-3H3,(H,38,46)(H,39,50)(H,54,55)(H,56,57)(H2,37,40,41)(H2,51,52,53)/t21-,22+,23+,24+,28+,29+,30-,34+,35+/m0/s1 UYLBZZOCHBVQEC-JZHPBSJXSA-N C[C@@H]1O[C@@H](OCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O [C@@H]1([C@@H](C[C@H]([C@@H](O1)C)O)O)OCCCCCCCCC(SCCNC(CCNC(=O)[C@@H](C(COP(OP(OC[C@H]2O[C@@H](N3C4=C(C(=NC=N4)N)N=C3)[C@@H]([C@@H]2OP(O)(O)=O)O)(=O)O)(=O)O)(C)C)O)=O)=O oscr#12 C12H22O6 InChI=1S/C12H22O6/c1-8-9(13)7-10(14)12(18-8)17-6-4-2-3-5-11(15)16/h8-10,12-14H,2-7H2,1H3,(H,15,16)/t8-,9+,10+,12+/m0/s1 OEQPWGGFCAQFGJ-BTQIBKBOSA-N C[C@@H]1O[C@@H](OCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79135 Q27148194 86289773 31150703 oscr#12-CoA C33H56N7O21P3S InChI=1S/C33H56N7O21P3S/c1-18-19(41)13-20(42)32(58-18)55-11-6-4-5-7-23(44)65-12-10-35-22(43)8-9-36-30(47)27(46)33(2,3)15-57-64(53,54)61-63(51,52)56-14-21-26(60-62(48,49)50)25(45)31(59-21)40-17-39-24-28(34)37-16-38-29(24)40/h16-21,25-27,31-32,41-42,45-46H,4-15H2,1-3H3,(H,35,43)(H,36,47)(H,51,52)(H,53,54)(H2,34,37,38)(H2,48,49,50)/t18-,19+,20+,21+,25+,26+,27-,31+,32+/m0/s1 JQSJPRMRKRGXEJ-BFRJETTRSA-N C[C@@H]1O[C@@H](OCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139969 oscr#13 C14H24O6 InChI=1S/C14H24O6/c1-10-11(15)9-12(16)14(20-10)19-8-6-4-2-3-5-7-13(17)18/h5,7,10-12,14-16H,2-4,6,8-9H2,1H3,(H,17,18)/b7-5+/t10-,11+,12+,14+/m0/s1 JAEJLIJYAKFZFG-YZSAPEPWSA-N C[C@@H]1O[C@@H](OCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:139971 oscr#13-CoA C35H58N7O21P3S InChI=1S/C35H58N7O21P3S/c1-20-21(43)15-22(44)34(60-20)57-13-8-6-4-5-7-9-25(46)67-14-12-37-24(45)10-11-38-32(49)29(48)35(2,3)17-59-66(55,56)63-65(53,54)58-16-23-28(62-64(50,51)52)27(47)33(61-23)42-19-41-26-30(36)39-18-40-31(26)42/h7,9,18-23,27-29,33-34,43-44,47-48H,4-6,8,10-17H2,1-3H3,(H,37,45)(H,38,49)(H,53,54)(H,55,56)(H2,36,39,40)(H2,50,51,52)/b9-7+/t20-,21+,22+,23+,27+,28+,29-,33+,34+/m0/s1 NCRMXPBHKCBSOG-VDQFIAQQSA-N C[C@@H]1O[C@@H](OCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139973 oscr#14 C14H26O6 InChI=1S/C14H26O6/c1-10-11(15)9-12(16)14(20-10)19-8-6-4-2-3-5-7-13(17)18/h10-12,14-16H,2-9H2,1H3,(H,17,18)/t10-,11+,12+,14+/m0/s1 DJYKCDSAKUJQRP-FMCLSXCISA-N C[C@@H]1O[C@@H](OCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79136 Q27148195 86289774 31150704 oscr#14-CoA C35H60N7O21P3S InChI=1S/C35H60N7O21P3S/c1-20-21(43)15-22(44)34(60-20)57-13-8-6-4-5-7-9-25(46)67-14-12-37-24(45)10-11-38-32(49)29(48)35(2,3)17-59-66(55,56)63-65(53,54)58-16-23-28(62-64(50,51)52)27(47)33(61-23)42-19-41-26-30(36)39-18-40-31(26)42/h18-23,27-29,33-34,43-44,47-48H,4-17H2,1-3H3,(H,37,45)(H,38,49)(H,53,54)(H,55,56)(H2,36,39,40)(H2,50,51,52)/t20-,21+,22+,23+,27+,28+,29-,33+,34+/m0/s1 LNESMCNAVCENOY-VWQWRKPCSA-N C[C@@H]1O[C@@H](OCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139976 oscr#15 C16H28O6 InChI=1S/C16H28O6/c1-12-13(17)11-14(18)16(22-12)21-10-8-6-4-2-3-5-7-9-15(19)20/h7,9,12-14,16-18H,2-6,8,10-11H2,1H3,(H,19,20)/b9-7+/t12-,13+,14+,16+/m0/s1 LNUSDHULQVPZFO-RYJVCDSQSA-N C[C@@H]1O[C@@H](OCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79137 Q27148196 86289775 31150705 oscr#15-CoA C37H62N7O21P3S InChI=1S/C37H62N7O21P3S/c1-22-23(45)17-24(46)36(62-22)59-15-10-8-6-4-5-7-9-11-27(48)69-16-14-39-26(47)12-13-40-34(51)31(50)37(2,3)19-61-68(57,58)65-67(55,56)60-18-25-30(64-66(52,53)54)29(49)35(63-25)44-21-43-28-32(38)41-20-42-33(28)44/h9,11,20-25,29-31,35-36,45-46,49-50H,4-8,10,12-19H2,1-3H3,(H,39,47)(H,40,51)(H,55,56)(H,57,58)(H2,38,41,42)(H2,52,53,54)/b11-9+/t22-,23+,24+,25+,29+,30+,31-,35+,36+/m0/s1 LMCSNKVRWFPNBK-RJINDJSTSA-N C[C@@H]1O[C@@H](OCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139979 oscr#16 C16H30O6 InChI=1S/C16H30O6/c1-12-13(17)11-14(18)16(22-12)21-10-8-6-4-2-3-5-7-9-15(19)20/h12-14,16-18H,2-11H2,1H3,(H,19,20)/t12-,13+,14+,16+/m0/s1 KRXDKQWKJIZPMU-DSJMHWKBSA-N C[C@@H]1O[C@@H](OCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79138 Q27148198 86289776 31150706 oscr#16-CoA C37H64N7O21P3S InChI=1S/C37H64N7O21P3S/c1-22-23(45)17-24(46)36(62-22)59-15-10-8-6-4-5-7-9-11-27(48)69-16-14-39-26(47)12-13-40-34(51)31(50)37(2,3)19-61-68(57,58)65-67(55,56)60-18-25-30(64-66(52,53)54)29(49)35(63-25)44-21-43-28-32(38)41-20-42-33(28)44/h20-25,29-31,35-36,45-46,49-50H,4-19H2,1-3H3,(H,39,47)(H,40,51)(H,55,56)(H,57,58)(H2,38,41,42)(H2,52,53,54)/t22-,23+,24+,25+,29+,30+,31-,35+,36+/m0/s1 IWCGIYWOOJAKFW-RDOYHACNSA-N C[C@@H]1O[C@@H](OCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139982 oscr#17 C17H30O6 InChI=1S/C17H30O6/c1-13-14(18)12-15(19)17(23-13)22-11-9-7-5-3-2-4-6-8-10-16(20)21/h8,10,13-15,17-19H,2-7,9,11-12H2,1H3,(H,20,21)/b10-8+/t13-,14+,15+,17+/m0/s1 FDWVWTCEWSMDGI-DSKDDBFVSA-N C[C@@H]1O[C@@H](OCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79139 Q27148199 86289777 31150707 oscr#17-CoA C38H64N7O21P3S InChI=1S/C38H64N7O21P3S/c1-23-24(46)18-25(47)37(63-23)60-16-11-9-7-5-4-6-8-10-12-28(49)70-17-15-40-27(48)13-14-41-35(52)32(51)38(2,3)20-62-69(58,59)66-68(56,57)61-19-26-31(65-67(53,54)55)30(50)36(64-26)45-22-44-29-33(39)42-21-43-34(29)45/h10,12,21-26,30-32,36-37,46-47,50-51H,4-9,11,13-20H2,1-3H3,(H,40,48)(H,41,52)(H,56,57)(H,58,59)(H2,39,42,43)(H2,53,54,55)/b12-10+/t23-,24+,25+,26+,30+,31+,32-,36+,37+/m0/s1 GHHPCXNTFSLEKS-NBZNUMONSA-N C[C@@H]1O[C@@H](OCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139985 oscr#18 C17H32O6 InChI=1S/C17H32O6/c1-13-14(18)12-15(19)17(23-13)22-11-9-7-5-3-2-4-6-8-10-16(20)21/h13-15,17-19H,2-12H2,1H3,(H,20,21)/t13-,14+,15+,17+/m0/s1 GEMAYWCAMMUVTD-KLZNWCGWSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79140 Q27148200 86289778 31150708 oscr#18-CoA C38H66N7O21P3S InChI=1S/C38H66N7O21P3S/c1-23-24(46)18-25(47)37(63-23)60-16-11-9-7-5-4-6-8-10-12-28(49)70-17-15-40-27(48)13-14-41-35(52)32(51)38(2,3)20-62-69(58,59)66-68(56,57)61-19-26-31(65-67(53,54)55)30(50)36(64-26)45-22-44-29-33(39)42-21-43-34(29)45/h21-26,30-32,36-37,46-47,50-51H,4-20H2,1-3H3,(H,40,48)(H,41,52)(H,56,57)(H,58,59)(H2,39,42,43)(H2,53,54,55)/t23-,24+,25+,26+,30+,31+,32-,36+,37+/m0/s1 JNWMSLBBCWLNKD-LVUHESDLSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139988 oscr#19 C18H32O6 InChI=1S/C18H32O6/c1-14-15(19)13-16(20)18(24-14)23-12-10-8-6-4-2-3-5-7-9-11-17(21)22/h9,11,14-16,18-20H,2-8,10,12-13H2,1H3,(H,21,22)/b11-9+/t14-,15+,16+,18+/m0/s1 CBFGNQUTSUMTTO-XIWSQWRSSA-N C[C@@H]1O[C@@H](OCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79141 Q27148201 86289779 31150709 oscr#19-CoA C39H66N7O21P3S InChI=1S/C39H66N7O21P3S/c1-24-25(47)19-26(48)38(64-24)61-17-12-10-8-6-4-5-7-9-11-13-29(50)71-18-16-41-28(49)14-15-42-36(53)33(52)39(2,3)21-63-70(59,60)67-69(57,58)62-20-27-32(66-68(54,55)56)31(51)37(65-27)46-23-45-30-34(40)43-22-44-35(30)46/h11,13,22-27,31-33,37-38,47-48,51-52H,4-10,12,14-21H2,1-3H3,(H,41,49)(H,42,53)(H,57,58)(H,59,60)(H2,40,43,44)(H2,54,55,56)/b13-11+/t24-,25+,26+,27+,31+,32+,33-,37+,38+/m0/s1 AGJNHWXQEDNTLB-UZROWNAUSA-N C[C@@H]1O[C@@H](OCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139991 oscr#1-CoA C34H58N7O21P3S InChI=1S/C34H58N7O21P3S/c1-19-20(42)14-21(43)33(59-19)56-12-7-5-4-6-8-24(45)66-13-11-36-23(44)9-10-37-31(48)28(47)34(2,3)16-58-65(54,55)62-64(52,53)57-15-22-27(61-63(49,50)51)26(46)32(60-22)41-18-40-25-29(35)38-17-39-30(25)41/h17-22,26-28,32-33,42-43,46-47H,4-16H2,1-3H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/t19-,20+,21+,22+,26+,27+,28-,32+,33+/m0/s1 OVQXUWRJYQBXHL-DOBPLDRNSA-N C[C@@H]1O[C@@H](OCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139993 oscr#20 C18H34O6 InChI=1S/C18H34O6/c1-14-15(19)13-16(20)18(24-14)23-12-10-8-6-4-2-3-5-7-9-11-17(21)22/h14-16,18-20H,2-13H2,1H3,(H,21,22)/t14-,15+,16+,18+/m0/s1 HTPFVTWQRWJPNG-BVIKNXMNSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79142 Q27148202 86289780 31150710 oscr#20-CoA C39H68N7O21P3S InChI=1S/C39H68N7O21P3S/c1-24-25(47)19-26(48)38(64-24)61-17-12-10-8-6-4-5-7-9-11-13-29(50)71-18-16-41-28(49)14-15-42-36(53)33(52)39(2,3)21-63-70(59,60)67-69(57,58)62-20-27-32(66-68(54,55)56)31(51)37(65-27)46-23-45-30-34(40)43-22-44-35(30)46/h22-27,31-33,37-38,47-48,51-52H,4-21H2,1-3H3,(H,41,49)(H,42,53)(H,57,58)(H,59,60)(H2,40,43,44)(H2,54,55,56)/t24-,25+,26+,27+,31+,32+,33-,37+,38+/m0/s1 JURFBLSMNHCOJT-AOYMGUKVSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139996 oscr#21 C19H34O6 InChI=1S/C19H34O6/c1-15-16(20)14-17(21)19(25-15)24-13-11-9-7-5-3-2-4-6-8-10-12-18(22)23/h10,12,15-17,19-21H,2-9,11,13-14H2,1H3,(H,22,23)/b12-10+/t15-,16+,17+,19+/m0/s1 DEQPIGLSNWHDFR-VATKAKJBSA-N C[C@@H]1O[C@@H](OCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79143 Q27148203 86289781 31150711 oscr#21-CoA C40H68N7O21P3S InChI=1S/C40H68N7O21P3S/c1-25-26(48)20-27(49)39(65-25)62-18-13-11-9-7-5-4-6-8-10-12-14-30(51)72-19-17-42-29(50)15-16-43-37(54)34(53)40(2,3)22-64-71(60,61)68-70(58,59)63-21-28-33(67-69(55,56)57)32(52)38(66-28)47-24-46-31-35(41)44-23-45-36(31)47/h12,14,23-28,32-34,38-39,48-49,52-53H,4-11,13,15-22H2,1-3H3,(H,42,50)(H,43,54)(H,58,59)(H,60,61)(H2,41,44,45)(H2,55,56,57)/b14-12+/t25-,26+,27+,28+,32+,33+,34-,38+,39+/m0/s1 NLXRDQDURDPQJS-OMVAVZHESA-N C[C@@H]1O[C@@H](OCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:139999 oscr#22 C19H36O6 InChI=1S/C19H36O6/c1-15-16(20)14-17(21)19(25-15)24-13-11-9-7-5-3-2-4-6-8-10-12-18(22)23/h15-17,19-21H,2-14H2,1H3,(H,22,23)/t15-,16+,17+,19+/m0/s1 BMAOWSPJJLOKGM-DODZYUBVSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79144 Q27148204 86289782 31150712 oscr#22-CoA C40H70N7O21P3S InChI=1S/C40H70N7O21P3S/c1-25-26(48)20-27(49)39(65-25)62-18-13-11-9-7-5-4-6-8-10-12-14-30(51)72-19-17-42-29(50)15-16-43-37(54)34(53)40(2,3)22-64-71(60,61)68-70(58,59)63-21-28-33(67-69(55,56)57)32(52)38(66-28)47-24-46-31-35(41)44-23-45-36(31)47/h23-28,32-34,38-39,48-49,52-53H,4-22H2,1-3H3,(H,42,50)(H,43,54)(H,58,59)(H,60,61)(H2,41,44,45)(H2,55,56,57)/t25-,26+,27+,28+,32+,33+,34-,38+,39+/m0/s1 DTVLDKUERDZHEY-CHHPSRDKSA-N [C@@H]1([C@@H](C[C@H]([C@@H](O1)C)O)O)OCCCCCCCCCCCCC(SCCNC(CCNC(=O)[C@@H](C(COP(OP(OC[C@H]2O[C@@H](N3C4=C(C(=NC=N4)N)N=C3)[C@@H]([C@@H]2OP(O)(O)=O)O)(=O)O)(=O)O)(C)C)O)=O)=O CHEBI:140002 oscr#23 C20H36O6 InChI=1S/C20H36O6/c1-16-17(21)15-18(22)20(26-16)25-14-12-10-8-6-4-2-3-5-7-9-11-13-19(23)24/h11,13,16-18,20-22H,2-10,12,14-15H2,1H3,(H,23,24)/b13-11+/t16-,17+,18+,20+/m0/s1 DIYWZICECWKTIT-XKCSVMQCSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79145 Q27148205 86289783 31150713 oscr#23-CoA C41H70N7O21P3S InChI=1S/C41H70N7O21P3S/c1-26-27(49)21-28(50)40(66-26)63-19-14-12-10-8-6-4-5-7-9-11-13-15-31(52)73-20-18-43-30(51)16-17-44-38(55)35(54)41(2,3)23-65-72(61,62)69-71(59,60)64-22-29-34(68-70(56,57)58)33(53)39(67-29)48-25-47-32-36(42)45-24-46-37(32)48/h13,15,24-29,33-35,39-40,49-50,53-54H,4-12,14,16-23H2,1-3H3,(H,43,51)(H,44,55)(H,59,60)(H,61,62)(H2,42,45,46)(H2,56,57,58)/b15-13+/t26-,27+,28+,29+,33+,34+,35-,39+,40+/m0/s1 PAKGTMACELCLNY-RWZDZKQQSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140005 oscr#24 C20H38O6 InChI=1S/C20H38O6/c1-16-17(21)15-18(22)20(26-16)25-14-12-10-8-6-4-2-3-5-7-9-11-13-19(23)24/h16-18,20-22H,2-15H2,1H3,(H,23,24)/t16-,17+,18+,20+/m0/s1 ODXIHYQVXXYLQK-JRBPQWBISA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79146 Q27148206 86289784 31150714 oscr#24-CoA C41H72N7O21P3S InChI=1S/C41H72N7O21P3S/c1-26-27(49)21-28(50)40(66-26)63-19-14-12-10-8-6-4-5-7-9-11-13-15-31(52)73-20-18-43-30(51)16-17-44-38(55)35(54)41(2,3)23-65-72(61,62)69-71(59,60)64-22-29-34(68-70(56,57)58)33(53)39(67-29)48-25-47-32-36(42)45-24-46-37(32)48/h24-29,33-35,39-40,49-50,53-54H,4-23H2,1-3H3,(H,43,51)(H,44,55)(H,59,60)(H,61,62)(H2,42,45,46)(H2,56,57,58)/t26-,27+,28+,29+,33+,34+,35-,39+,40+/m0/s1 OFGPNJKKYRFFPP-SKJBWMQWSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140008 oscr#25 C21H38O6 InChI=1S/C21H38O6/c1-17-18(22)16-19(23)21(27-17)26-15-13-11-9-7-5-3-2-4-6-8-10-12-14-20(24)25/h12,14,17-19,21-23H,2-11,13,15-16H2,1H3,(H,24,25)/b14-12+/t17-,18+,19+,21+/m0/s1 FOEYOFVRRORADU-KMIVUYPQSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79147 Q27148207 86289785 31150715 oscr#25-CoA C42H72N7O21P3S InChI=1S/C42H72N7O21P3S/c1-27-28(50)22-29(51)41(67-27)64-20-15-13-11-9-7-5-4-6-8-10-12-14-16-32(53)74-21-19-44-31(52)17-18-45-39(56)36(55)42(2,3)24-66-73(62,63)70-72(60,61)65-23-30-35(69-71(57,58)59)34(54)40(68-30)49-26-48-33-37(43)46-25-47-38(33)49/h14,16,25-30,34-36,40-41,50-51,54-55H,4-13,15,17-24H2,1-3H3,(H,44,52)(H,45,56)(H,60,61)(H,62,63)(H2,43,46,47)(H2,57,58,59)/b16-14+/t27-,28+,29+,30+,34+,35+,36-,40+,41+/m0/s1 KDCIKDSBHWEIJJ-ODGANHKRSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140011 oscr#26 C21H40O6 InChI=1S/C21H40O6/c1-17-18(22)16-19(23)21(27-17)26-15-13-11-9-7-5-3-2-4-6-8-10-12-14-20(24)25/h17-19,21-23H,2-16H2,1H3,(H,24,25)/t17-,18+,19+,21+/m0/s1 PWLVZSHZFIGCNL-QEUVDIPISA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79148 Q27148208 86289786 31150716 oscr#26-CoA C42H74N7O21P3S InChI=1S/C42H74N7O21P3S/c1-27-28(50)22-29(51)41(67-27)64-20-15-13-11-9-7-5-4-6-8-10-12-14-16-32(53)74-21-19-44-31(52)17-18-45-39(56)36(55)42(2,3)24-66-73(62,63)70-72(60,61)65-23-30-35(69-71(57,58)59)34(54)40(68-30)49-26-48-33-37(43)46-25-47-38(33)49/h25-30,34-36,40-41,50-51,54-55H,4-24H2,1-3H3,(H,44,52)(H,45,56)(H,60,61)(H,62,63)(H2,43,46,47)(H2,57,58,59)/t27-,28+,29+,30+,34+,35+,36-,40+,41+/m0/s1 FAVHHBQJQSZSBU-MZQHRNGTSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140014 oscr#27 C22H40O6 InChI=1S/C22H40O6/c1-18-19(23)17-20(24)22(28-18)27-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-21(25)26/h13,15,18-20,22-24H,2-12,14,16-17H2,1H3,(H,25,26)/b15-13+/t18-,19+,20+,22+/m0/s1 BEKLYIAFACFFDO-UPBMBJRSSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79149 Q27148209 86289787 31150717 oscr#27-CoA C43H74N7O21P3S InChI=1S/C43H74N7O21P3S/c1-28-29(51)23-30(52)42(68-28)65-21-16-14-12-10-8-6-4-5-7-9-11-13-15-17-33(54)75-22-20-45-32(53)18-19-46-40(57)37(56)43(2,3)25-67-74(63,64)71-73(61,62)66-24-31-36(70-72(58,59)60)35(55)41(69-31)50-27-49-34-38(44)47-26-48-39(34)50/h15,17,26-31,35-37,41-42,51-52,55-56H,4-14,16,18-25H2,1-3H3,(H,45,53)(H,46,57)(H,61,62)(H,63,64)(H2,44,47,48)(H2,58,59,60)/b17-15+/t28-,29+,30+,31+,35+,36+,37-,41+,42+/m0/s1 DBOIUUAZTAJZKQ-FHNNOFDASA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140017 oscr#28 C22H42O6 InChI=1S/C22H42O6/c1-18-19(23)17-20(24)22(28-18)27-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-21(25)26/h18-20,22-24H,2-17H2,1H3,(H,25,26)/t18-,19+,20+,22+/m0/s1 RARJQAOGTFMPFZ-GPQLQYNLSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79150 Q27148210 86289788 31150718 oscr#28-CoA C43H76N7O21P3S InChI=1S/C43H76N7O21P3S/c1-28-29(51)23-30(52)42(68-28)65-21-16-14-12-10-8-6-4-5-7-9-11-13-15-17-33(54)75-22-20-45-32(53)18-19-46-40(57)37(56)43(2,3)25-67-74(63,64)71-73(61,62)66-24-31-36(70-72(58,59)60)35(55)41(69-31)50-27-49-34-38(44)47-26-48-39(34)50/h26-31,35-37,41-42,51-52,55-56H,4-25H2,1-3H3,(H,45,53)(H,46,57)(H,61,62)(H,63,64)(H2,44,47,48)(H2,58,59,60)/t28-,29+,30+,31+,35+,36+,37-,41+,42+/m0/s1 SPQAPMAVWBBSLB-NTLUYEGJSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140020 oscr#29 C23H42O6 InChI=1S/C23H42O6/c1-19-20(24)18-21(25)23(29-19)28-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-22(26)27/h14,16,19-21,23-25H,2-13,15,17-18H2,1H3,(H,26,27)/b16-14+/t19-,20+,21+,23+/m0/s1 HJPCXYKWUOGDSW-KRSIWRBNSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79151 Q27148211 86289789 31150719 oscr#29-CoA C44H76N7O21P3S InChI=1S/C44H76N7O21P3S/c1-29-30(52)24-31(53)43(69-29)66-22-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-34(55)76-23-21-46-33(54)19-20-47-41(58)38(57)44(2,3)26-68-75(64,65)72-74(62,63)67-25-32-37(71-73(59,60)61)36(56)42(70-32)51-28-50-35-39(45)48-27-49-40(35)51/h16,18,27-32,36-38,42-43,52-53,56-57H,4-15,17,19-26H2,1-3H3,(H,46,54)(H,47,58)(H,62,63)(H,64,65)(H2,45,48,49)(H2,59,60,61)/b18-16+/t29-,30+,31+,32+,36+,37+,38-,42+,43+/m0/s1 PNUYOAIQMPSVSF-FVITZMBHSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140023 oscr#3 C15H26O6 InChI=1S/C15H26O6/c1-11-12(16)10-13(17)15(21-11)20-9-7-5-3-2-4-6-8-14(18)19/h6,8,11-13,15-17H,2-5,7,9-10H2,1H3,(H,18,19)/b8-6+/t11-,12+,13+,15+/m0/s1 CYRZSEWKKCHVSI-XHDDSBKUSA-N C[C@@H]1O[C@@H](OCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79131 Q27148190 86289769 31150699 oscr#30 C23H44O6 InChI=1S/C23H44O6/c1-19-20(24)18-21(25)23(29-19)28-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-22(26)27/h19-21,23-25H,2-18H2,1H3,(H,26,27)/t19-,20+,21+,23+/m0/s1 CESZWWHNRSDDNY-ZZLPTCMGSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79152 Q27148212 86289790 31150720 oscr#30-CoA C44H78N7O21P3S InChI=1S/C44H78N7O21P3S/c1-29-30(52)24-31(53)43(69-29)66-22-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-34(55)76-23-21-46-33(54)19-20-47-41(58)38(57)44(2,3)26-68-75(64,65)72-74(62,63)67-25-32-37(71-73(59,60)61)36(56)42(70-32)51-28-50-35-39(45)48-27-49-40(35)51/h27-32,36-38,42-43,52-53,56-57H,4-26H2,1-3H3,(H,46,54)(H,47,58)(H,62,63)(H,64,65)(H2,45,48,49)(H2,59,60,61)/t29-,30+,31+,32+,36+,37+,38-,42+,43+/m0/s1 NFHBZTOXWBZNFL-OVBGKJABSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140027 oscr#31 C24H44O6 InChI=1S/C24H44O6/c1-20-21(25)19-22(26)24(30-20)29-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-23(27)28/h15,17,20-22,24-26H,2-14,16,18-19H2,1H3,(H,27,28)/b17-15+/t20-,21+,22+,24+/m0/s1 VXOVWFJOWNESCS-PGYXGQNHSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79153 Q27148213 86289791 31150721 oscr#31-CoA C45H78N7O21P3S InChI=1S/C45H78N7O21P3S/c1-30-31(53)25-32(54)44(70-30)67-23-18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-35(56)77-24-22-47-34(55)20-21-48-42(59)39(58)45(2,3)27-69-76(65,66)73-75(63,64)68-26-33-38(72-74(60,61)62)37(57)43(71-33)52-29-51-36-40(46)49-28-50-41(36)52/h17,19,28-33,37-39,43-44,53-54,57-58H,4-16,18,20-27H2,1-3H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/b19-17+/t30-,31+,32+,33+,37+,38+,39-,43+,44+/m0/s1 CQFCWTFGTVZYLJ-YHIYKHASSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140030 oscr#32 C24H46O6 InChI=1S/C24H46O6/c1-20-21(25)19-22(26)24(30-20)29-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-23(27)28/h20-22,24-26H,2-19H2,1H3,(H,27,28)/t20-,21+,22+,24+/m0/s1 IBSHVVRARSKTDE-JVNMPXIPSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79154 Q27148214 86289792 31150722 oscr#32-CoA C45H80N7O21P3S InChI=1S/C45H80N7O21P3S/c1-30-31(53)25-32(54)44(70-30)67-23-18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-35(56)77-24-22-47-34(55)20-21-48-42(59)39(58)45(2,3)27-69-76(65,66)73-75(63,64)68-26-33-38(72-74(60,61)62)37(57)43(71-33)52-29-51-36-40(46)49-28-50-41(36)52/h28-33,37-39,43-44,53-54,57-58H,4-27H2,1-3H3,(H,47,55)(H,48,59)(H,63,64)(H,65,66)(H2,46,49,50)(H2,60,61,62)/t30-,31+,32+,33+,37+,38+,39-,43+,44+/m0/s1 BJOUIQKXTWDKHE-HWURDKBHSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140033 oscr#33 C25H46O6 InChI=1S/C25H46O6/c1-21-22(26)20-23(27)25(31-21)30-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-24(28)29/h16,18,21-23,25-27H,2-15,17,19-20H2,1H3,(H,28,29)/b18-16+/t21-,22+,23+,25+/m0/s1 JXUDLBNWOUZIRD-KBTOCMJJSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79155 Q27148215 86289793 31150723 oscr#33-CoA C46H80N7O21P3S InChI=1S/C46H80N7O21P3S/c1-31-32(54)26-33(55)45(71-31)68-24-19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-20-36(57)78-25-23-48-35(56)21-22-49-43(60)40(59)46(2,3)28-70-77(66,67)74-76(64,65)69-27-34-39(73-75(61,62)63)38(58)44(72-34)53-30-52-37-41(47)50-29-51-42(37)53/h18,20,29-34,38-40,44-45,54-55,58-59H,4-17,19,21-28H2,1-3H3,(H,48,56)(H,49,60)(H,64,65)(H,66,67)(H2,47,50,51)(H2,61,62,63)/b20-18+/t31-,32+,33+,34+,38+,39+,40-,44+,45+/m0/s1 WZVQWQTVGATIDP-AEAONTGWSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140036 oscr#34 C25H48O6 InChI=1S/C25H48O6/c1-21-22(26)20-23(27)25(31-21)30-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-24(28)29/h21-23,25-27H,2-20H2,1H3,(H,28,29)/t21-,22+,23+,25+/m0/s1 DUCJPMRHUUCBAA-XJTUCQONSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79156 Q27148217 86289794 31150724 oscr#34-CoA C46H82N7O21P3S InChI=1S/C46H82N7O21P3S/c1-31-32(54)26-33(55)45(71-31)68-24-19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-20-36(57)78-25-23-48-35(56)21-22-49-43(60)40(59)46(2,3)28-70-77(66,67)74-76(64,65)69-27-34-39(73-75(61,62)63)38(58)44(72-34)53-30-52-37-41(47)50-29-51-42(37)53/h29-34,38-40,44-45,54-55,58-59H,4-28H2,1-3H3,(H,48,56)(H,49,60)(H,64,65)(H,66,67)(H2,47,50,51)(H2,61,62,63)/t31-,32+,33+,34+,38+,39+,40-,44+,45+/m0/s1 SYFCNFVPUJTCLL-OTIHBAEMSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140039 oscr#35 C26H48O6 InChI=1S/C26H48O6/c1-22-23(27)21-24(28)26(32-22)31-20-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-19-25(29)30/h17,19,22-24,26-28H,2-16,18,20-21H2,1H3,(H,29,30)/b19-17+/t22-,23+,24+,26+/m0/s1 AIUNLQUMHTUTNR-YHGVQZPQSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79157 Q27148218 86289795 31150725 oscr#35-CoA C47H82N7O21P3S InChI=1S/C47H82N7O21P3S/c1-32-33(55)27-34(56)46(72-32)69-25-20-18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-21-37(58)79-26-24-49-36(57)22-23-50-44(61)41(60)47(2,3)29-71-78(67,68)75-77(65,66)70-28-35-40(74-76(62,63)64)39(59)45(73-35)54-31-53-38-42(48)51-30-52-43(38)54/h19,21,30-35,39-41,45-46,55-56,59-60H,4-18,20,22-29H2,1-3H3,(H,49,57)(H,50,61)(H,65,66)(H,67,68)(H2,48,51,52)(H2,62,63,64)/b21-19+/t32-,33+,34+,35+,39+,40+,41-,45+,46+/m0/s1 OHCFXYRJFYDIDU-NDHIWMSKSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140042 oscr#36 C26H50O6 InChI=1S/C26H50O6/c1-22-23(27)21-24(28)26(32-22)31-20-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-19-25(29)30/h22-24,26-28H,2-21H2,1H3,(H,29,30)/t22-,23+,24+,26+/m0/s1 NALXHMIWEUPQCH-POMLREGLSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79158 Q27148219 86289796 31150726 oscr#36-CoA C47H84N7O21P3S InChI=1S/C47H84N7O21P3S/c1-32-33(55)27-34(56)46(72-32)69-25-20-18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-21-37(58)79-26-24-49-36(57)22-23-50-44(61)41(60)47(2,3)29-71-78(67,68)75-77(65,66)70-28-35-40(74-76(62,63)64)39(59)45(73-35)54-31-53-38-42(48)51-30-52-43(38)54/h30-35,39-41,45-46,55-56,59-60H,4-29H2,1-3H3,(H,49,57)(H,50,61)(H,65,66)(H,67,68)(H2,48,51,52)(H2,62,63,64)/t32-,33+,34+,35+,39+,40+,41-,45+,46+/m0/s1 CTDISUDSHUNLOZ-LTSXADRNSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140045 oscr#37 C27H50O6 InChI=1S/C27H50O6/c1-23-24(28)22-25(29)27(33-23)32-21-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20-26(30)31/h18,20,23-25,27-29H,2-17,19,21-22H2,1H3,(H,30,31)/b20-18+/t23-,24+,25+,27+/m0/s1 YMUPCHCSOKFFDA-SFLGVXOSSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79159 Q27148220 86289797 31150727 oscr#37-CoA C48H84N7O21P3S InChI=1S/C48H84N7O21P3S/c1-33-34(56)28-35(57)47(73-33)70-26-21-19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-20-22-38(59)80-27-25-50-37(58)23-24-51-45(62)42(61)48(2,3)30-72-79(68,69)76-78(66,67)71-29-36-41(75-77(63,64)65)40(60)46(74-36)55-32-54-39-43(49)52-31-53-44(39)55/h20,22,31-36,40-42,46-47,56-57,60-61H,4-19,21,23-30H2,1-3H3,(H,50,58)(H,51,62)(H,66,67)(H,68,69)(H2,49,52,53)(H2,63,64,65)/b22-20+/t33-,34+,35+,36+,40+,41+,42-,46+,47+/m0/s1 JKBOXTKVZYBYDR-AYXSMRJJSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140048 oscr#38 C27H52O6 InChI=1S/C27H52O6/c1-23-24(28)22-25(29)27(33-23)32-21-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20-26(30)31/h23-25,27-29H,2-22H2,1H3,(H,30,31)/t23-,24+,25+,27+/m0/s1 QTWKPFXARCNFRK-AMBDWCSGSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79160 Q27148221 86289798 31150728 oscr#38-CoA C48H86N7O21P3S InChI=1S/C48H86N7O21P3S/c1-33-34(56)28-35(57)47(73-33)70-26-21-19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-20-22-38(59)80-27-25-50-37(58)23-24-51-45(62)42(61)48(2,3)30-72-79(68,69)76-78(66,67)71-29-36-41(75-77(63,64)65)40(60)46(74-36)55-32-54-39-43(49)52-31-53-44(39)55/h31-36,40-42,46-47,56-57,60-61H,4-30H2,1-3H3,(H,50,58)(H,51,62)(H,66,67)(H,68,69)(H2,49,52,53)(H2,63,64,65)/t33-,34+,35+,36+,40+,41+,42-,46+,47+/m0/s1 BZTMDVZMLLOZOH-IQHOFBPQSA-N C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140051 oscr#3-CoA C36H60N7O21P3S InChI=1S/C36H60N7O21P3S/c1-21-22(44)16-23(45)35(61-21)58-14-9-7-5-4-6-8-10-26(47)68-15-13-38-25(46)11-12-39-33(50)30(49)36(2,3)18-60-67(56,57)64-66(54,55)59-17-24-29(63-65(51,52)53)28(48)34(62-24)43-20-42-27-31(37)40-19-41-32(27)43/h8,10,19-24,28-30,34-35,44-45,48-49H,4-7,9,11-18H2,1-3H3,(H,38,46)(H,39,50)(H,54,55)(H,56,57)(H2,37,40,41)(H2,51,52,53)/b10-8+/t21-,22+,23+,24+,28+,29+,30-,34+,35+/m0/s1 HDPRLFGUCIUTAV-FVVVJHBGSA-N C[C@@H]1O[C@@H](OCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140053 oscr#7 C13H22O6 InChI=1S/C13H22O6/c1-9-10(14)8-11(15)13(19-9)18-7-5-3-2-4-6-12(16)17/h4,6,9-11,13-15H,2-3,5,7-8H2,1H3,(H,16,17)/b6-4+/t9-,10+,11+,13+/m0/s1 PECXANWMSPKDGB-XROMHLQASA-N C[C@@H]1O[C@@H](OCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O CHEBI:79132 Q27148191 86289770 31150700 oscr#7-CoA C34H56N7O21P3S InChI=1S/C34H56N7O21P3S/c1-19-20(42)14-21(43)33(59-19)56-12-7-5-4-6-8-24(45)66-13-11-36-23(44)9-10-37-31(48)28(47)34(2,3)16-58-65(54,55)62-64(52,53)57-15-22-27(61-63(49,50)51)26(46)32(60-22)41-18-40-25-29(35)38-17-39-30(25)41/h6,8,17-22,26-28,32-33,42-43,46-47H,4-5,7,9-16H2,1-3H3,(H,36,44)(H,37,48)(H,52,53)(H,54,55)(H2,35,38,39)(H2,49,50,51)/b8-6+/t19-,20+,21+,22+,26+,27+,28-,32+,33+/m0/s1 ZQRUHCIHYLDUGE-YAOUEKBHSA-N C[C@@H]1O[C@@H](OCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140056 oscr#9 C11H20O6 InChI=1S/C11H20O6/c1-7-8(12)6-9(13)11(17-7)16-5-3-2-4-10(14)15/h7-9,11-13H,2-6H2,1H3,(H,14,15)/t7-,8+,9+,11+/m0/s1 RGLRYSHQCRBEIV-YSSBGUOXSA-N C[C@@H]1O[C@@H](OCCCCC(O)=O)[C@H](O)C[C@H]1O CHEBI:79133 Q27148192 86289771 31150701 oscr#9-CoA C32H54N7O21P3S InChI=1S/C32H54N7O21P3S/c1-17-18(40)12-19(41)31(57-17)54-10-5-4-6-22(43)64-11-9-34-21(42)7-8-35-29(46)26(45)32(2,3)14-56-63(52,53)60-62(50,51)55-13-20-25(59-61(47,48)49)24(44)30(58-20)39-16-38-23-27(33)36-15-37-28(23)39/h15-20,24-26,30-31,40-41,44-45H,4-14H2,1-3H3,(H,34,42)(H,35,46)(H,50,51)(H,52,53)(H2,33,36,37)(H2,47,48,49)/t17-,18+,19+,20+,24+,25+,26-,30+,31+/m0/s1 OJJVYBQJWBBERR-XKGQWQQESA-N C[C@@H]1O[C@@H](OCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C2N=CN=C3N)[C@H](O)C[C@H]1O CHEBI:140059 Q27456522 121493984 oxalic acid C2H2O4 InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6) MUBZPKHOEPUJKR-UHFFFAOYSA-N OC(=O)C(O)=O CHEBI:44583;CHEBI:16995 C00209 HMDB02329;HMDB0002329 LMFA01170031 Q184832 971 946 2-phenylacetamide C8H9NO InChI=1S/C8H9NO/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H2,9,10) LSBDFXRDZJMBSC-UHFFFAOYSA-N NC(=O)CC1=CC=CC=C1 CHEBI:16562 C02505 HMDB10715;HMDB0010715 Q27101974 7680 7397 pantetheine 4'-phosphate C11H23N2O7PS InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19) JDMUPRLRUUMCTL-UHFFFAOYSA-N CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NCCS CHEBI:16858 C01134 HMDB01416;HMDB0001416 Q27102113 987 962 adenosine 3',5'-bismonophosphate C10H15N5O10P2 InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/t4-,6-,7-,10-/m1/s1 WHTCPDAXWFLDIH-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H]1O CHEBI:17985 C00054 HMDB00061;HMDB0000061 Q2825485 159296 140102 3'-phospho-5'-adenylyl sulfate C10H15N5O13P2S InChI=1S/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1 GACDQMDRPRGCTN-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](OP(O)(O)=O)[C@H]1O CHEBI:17980 C00053 HMDB0001134;HMDB01134 Q229811 10214 9799 O-propanoyl-L-carnitine C10H19NO4 InChI=1S/C10H19NO4/c1-5-10(14)15-8(6-9(12)13)7-11(2,3)4/h8H,5-7H2,1-4H3/t8-/m1/s1 UFAHZIUFPNSHSL-MRVPVSSYSA-N CCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C CHEBI:53210 HMDB62514;HMDB0062514 LMFA07070005 Q27104808 188824 164090 pyridoxine 5'-phosphate C8H12NO6P InChI=1S/C8H12NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2,10-11H,3-4H2,1H3,(H2,12,13,14) WHOMFKWHIQZTHY-UHFFFAOYSA-N CC1=C(O)C(CO)=C(COP(O)(O)=O)C=N1 CHEBI:28803;CHEBI:45202 C00627 HMDB01319;HMDB0001319 Q27093255 1055 1026 2-phenylethylamine C8H11N InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2 BHHGXPLMPWCGHP-UHFFFAOYSA-N NCCC1=CC=CC=C1 CHEBI:18397 C05332 HMDB0012275;HMDB12275;HMDB0060276;HMDB60276 Q407411 1001 13856352 phosphoenolpyruvic acid C3H5O6P InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8) DTBNBXWJWCWCIK-UHFFFAOYSA-N OC(=O)C(=C)OP(O)(O)=O CHEBI:44897 C00074 HMDB00263;HMDB0000263 Q412139 1005 980 L-phenylalanine C9H11NO2 InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1 COLNVLDHVKWLRT-QMMMGPOBSA-N N[C@@H](CC1=CC=CC=C1)C(O)=O CHEBI:17295;CHEBI:8089;CHEBI:58095 C00079 HMDB0000159;HMDB00159 Q170545 6140 5910 ferroheme b C34H32FeN4O4 InChI=1S/C34H34N4O4.Fe/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/q;+2/p-2/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-; KABFMIBPWCXCRK-RGGAHWMASA-L CC1=C(CCC(O)=O)C2=CC3=[N+]4C(=CC5=C(C)C(C=C)=C6C=C7C(C)=C(C=C)C8=[N+]7[Fe--]4(N2C1=C8)N56)C(C)=C3CCC(O)=O CHEBI:17627;CHEBI:26355 C00032 HMDB0003178;HMDB03178 Q620084 444098 16739950 keto-phenylpyruvic acid C9H8O3 InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12) BTNMPGBKDVTSJY-UHFFFAOYSA-N OC(=O)C(=O)CC1=CC=CC=C1 CHEBI:30851;CHEBI:45005 C00166 HMDB0000205;HMDB00205 Q425030 997 972 phosphoric acid H3PO4 InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4) NBIIXXVUZAFLBC-UHFFFAOYSA-N [H]OP(=O)(O[H])O[H] CHEBI:26078 C00009 HMDB02142;HMDB0000973;HMDB0002105;HMDB01429;HMDB02105;HMDB00973;HMDB0001429;HMDB0002142 Q184782 1004 979 (R)-pantothenic acid C9H17NO5 InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/t7-/m0/s1 GHOKWGTUZJEAQD-ZETCQYMHSA-N CC(C)(CO)[C@@H](O)C(=O)NCCC(O)=O CHEBI:46905 C00864 HMDB0000210;HMDB00210 6613 6361 propionic acid C3H6O2 InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5) XBDQKXXYIPTUBI-UHFFFAOYSA-N CCC(O)=O CHEBI:30768 C00163 HMDB0000237;HMDB00237 LMFA01010003 Q422956 1032 1005 propionyl-CoA C24H40N7O17P3S InChI=1S/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19+,23-/m1/s1 QAQREVBBADEHPA-IEXPHMLFSA-N CCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N diphosphoric acid H4O7P2 InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6) XPPKVPWEQAFLFU-UHFFFAOYSA-N OP(O)(=O)OP(O)(O)=O CHEBI:29888 C00013 HMDB00250;HMDB0000250 Q411092 1023 996 Bisdiphosphoinositol tetrakisphosphate C6H20O30P8 InChI=1S/C6H20O30P8/c7-37(8,9)29-1-2(30-38(10,11)12)4(32-40(16,17)18)6(34-44(27,28)36-42(22,23)24)5(3(1)31-39(13,14)15)33-43(25,26)35-41(19,20)21/h1-6H,(H,25,26)(H,27,28)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2+,3-,4-,5+,6+/m1/s1 GXPFHIDIIMSLOF-YORTWTKJSA-N OP(O)(=O)O[C@H]1[C@@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(=O)OP(O)(O)=O)[C@@H]1OP(O)(O)=O CHEBI:52965 HMDB06230;HMDB0006230 Q27104800 25245165 26333173 5-diphospho-1D-myo-inositol pentakisphosphate C6H19O27P7 InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2+,3-,4-,5+,6+ UPHPWXPNZIOZJL-KXXVROSKSA-N OP(O)(=O)O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O CHEBI:30164 C11526 HMDB0006229;HMDB06229 Q27104114 17216357 triphosphoric acid H5O10P3 InChI=1S/H5O10P3/c1-11(2,3)9-13(7,8)10-12(4,5)6/h(H,7,8)(H2,1,2,3)(H2,4,5,6) UNXRWKVEANCORM-UHFFFAOYSA-N OP(O)(=O)OP(O)(=O)OP(O)(O)=O CHEBI:39949 C00536;C02174 HMDB0003379;HMDB03379;HMDB0012282;HMDB12282 Q2823316 983 958 5-phospho-beta-D-ribosylamine C5H12NO7P InChI=1S/C5H12NO7P/c6-5-4(8)3(7)2(13-5)1-12-14(9,10)11/h2-5,7-8H,1,6H2,(H2,9,10,11)/t2-,3-,4-,5-/m1/s1 SKCBPEVYGOQGJN-TXICZTDVSA-N N[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O CHEBI:37737 C03090 HMDB0001128;HMDB01128 Q27104425 439905 388939 L-proline C5H9NO2 InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1 ONIBWKKTOPOVIA-BYPYZUCNSA-N OC(=O)[C@@H]1CCCN1 CHEBI:17203 C00148 HMDB00162;HMDB0000162 Q20035886 145742 128566 prostaglandin D2 C20H32O5 InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-/m0/s1 BHMBVRSPMRCCGG-OUTUXVNYSA-N CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](C\C=C/CCCC(O)=O)[C@@H](O)CC1=O CHEBI:15555 C00696 HMDB0001403;HMDB01403 LMFA03010004 Q419750 448457 395250 prostaglandin E2 C20H32O5 InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1 XEYBRNLFEZDVAW-ARSRFYASSA-N CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O CHEBI:15551 C00584 HMDB01220;HMDB0001220 LMFA03010003 Q416554 5280360 4444059 prostaglandin H2 C20H32O5 InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h4,7,12-13,15-19,21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1 YIBNHAJFJUQSRA-YNNPMVKQSA-N CCCCC[C@H](O)\C=C\[C@H]1[C@H]2C[C@H](OO2)[C@@H]1C\C=C/CCCC(O)=O CHEBI:15554 C00427 HMDB01381;HMDB0001381 LMFA03010010 Q416567 445049 21237661;1008;392800 acryloyl-CoA C24H38N7O17P3S InChI=1S/C24H38N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h4,11-13,17-19,23,34-35H,1,5-10H2,2-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19+,23-/m1/s1 POODSGUMUCVRTR-IEXPHMLFSA-N CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C=C CHEBI:15513 C00894 LMFA07050282 Q27089495 9543026 7821999 5-O-phosphono-alpha-D-ribofuranosyl diphosphate C5H13O14P3 InChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1 PQGCEDQWHSBAJP-TXICZTDVSA-N O[C@H]1[C@@H](O)[C@@H](OP(O)(=O)OP(O)(O)=O)O[C@@H]1COP(O)(O)=O CHEBI:20625;CHEBI:2121;CHEBI:17111;CHEBI:45139 C00119 HMDB00280;HMDB0000280 Q420633 7339 7062 pseudouridine 5'-phosphate C9H13N2O9P InChI=1S/C9H13N2O9P/c12-5-4(2-19-21(16,17)18)20-7(6(5)13)3-1-10-9(15)11-8(3)14/h1,4-7,12-13H,2H2,(H2,16,17,18)(H2,10,11,14,15)/t4-,5-,6-,7+/m1/s1 MOBMOJGXNHLLIR-GBNDHIKLSA-N O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)C1=CNC(=O)NC1=O CHEBI:18116 C01168 HMDB01271;HMDB0001271 Q27102833 439424 388535 pseudouridine C9H12N2O6 InChI=1S/C9H12N2O6/c12-2-4-5(13)6(14)7(17-4)3-1-10-9(16)11-8(3)15/h1,4-7,12-14H,2H2,(H2,10,11,15,16)/t4-,5-,6-,7+/m1/s1 PTJWIQPHWPFNBW-GBNDHIKLSA-N OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)C1=CNC(=O)NC1=O CHEBI:17802 C02067 HMDB00767;HMDB0000767 Q420445 15047 14319 O-phospho-L-serine C3H8NO6P InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1 BZQFBWGGLXLEPQ-REOHCLBHSA-N N[C@@H](COP(O)(O)=O)C(O)=O CHEBI:15811;CHEBI:37712 C01005 HMDB00272;HMDB01721;HMDB0000272 Q2701649 68841 62074 presqualene diphosphate C30H52O7P2 InChI=1S/C30H52O7P2/c1-23(2)13-9-15-25(5)17-11-18-27(7)21-28-29(22-36-39(34,35)37-38(31,32)33)30(28,8)20-12-19-26(6)16-10-14-24(3)4/h13-14,17,19,21,28-29H,9-12,15-16,18,20,22H2,1-8H3,(H,34,35)(H2,31,32,33)/b25-17+,26-19+,27-21+/t28-,29-,30-/m0/s1 ATZKAUGGNMSCCY-VYCBRMPGSA-N [H][C@]1(COP(O)(=O)OP(O)(O)=O)[C@]([H])(\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@]1(C)CC\C=C(/C)CCC=C(C)C CHEBI:15442;CHEBI:8401 C03428 HMDB0001278;HMDB01278 Q27088444 5280592 4444207 putrescine C4H12N2 InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2 KIDHWZJUCRJVML-UHFFFAOYSA-N NCCCCN CHEBI:17148 C02896;C00134 HMDB0001414;HMDB01414 Q410190 1045 13837702 pyridoxamine 5'-phosphate C8H13N2O5P InChI=1S/C8H13N2O5P/c1-5-8(11)7(2-9)6(3-10-5)4-15-16(12,13)14/h3,11H,2,4,9H2,1H3,(H2,12,13,14) ZMJGSOSNSPKHNH-UHFFFAOYSA-N CC1=C(O)C(CN)=C(COP(O)(O)=O)C=N1 CHEBI:18335 C00647 HMDB0001555;HMDB01555 Q27093205 1053 1024 pyridoxamine C8H12N2O2 InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3 NHZMQXZHNVQTQA-UHFFFAOYSA-N CC1=C(O)C(CN)=C(CO)C=N1 CHEBI:16410 C00534 HMDB0001431;HMDB01431 Q2541149 1052 1023 pyridoxal C8H9NO3 InChI=1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3 RADKZDMFGJYCBB-UHFFFAOYSA-N [H]C(=O)C1=C(CO)C=NC(C)=C1O CHEBI:17310 C00250 HMDB0001545;HMDB01545 Q3065731 1050 1021 pyridoxal 5'-phosphate C8H10NO6P InChI=1S/C8H10NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2-3,11H,4H2,1H3,(H2,12,13,14) NGVDGCNFYWLIFO-UHFFFAOYSA-N [H]C(=O)C1=C(COP(O)(O)=O)C=NC(C)=C1O CHEBI:18405 C00018 HMDB01491;HMDB0001491 Q418957 1051 1022 pyridoxine C8H11NO3 InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 LXNHXLLTXMVWPM-UHFFFAOYSA-N CC1=C(O)C(CO)=C(CO)C=N1 CHEBI:16709 C00314 HMDB00239;HMDB0000239 Q423746 1054 1025 pyruvic acid C3H4O3 InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6) LCTONWCANYUPML-UHFFFAOYSA-N CC(=O)C(O)=O CHEBI:45253;CHEBI:32816 C00022 HMDB0000243;HMDB00243 LMFA01060077 Q213580 1060 1031 ubiquinone-8 C49H74O4 InChI=1S/C49H74O4/c1-36(2)20-13-21-37(3)22-14-23-38(4)24-15-25-39(5)26-16-27-40(6)28-17-29-41(7)30-18-31-42(8)32-19-33-43(9)34-35-45-44(10)46(50)48(52-11)49(53-12)47(45)51/h20,22,24,26,28,30,32,34H,13-19,21,23,25,27,29,31,33,35H2,1-12H3/b37-22+,38-24+,39-26+,40-28+,41-30+,42-32+,43-34+ ICFIZJQGJAJRSU-SGHXUWJISA-N COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O CHEBI:61683 C17569 LMPR02010005 Q27131283 5283546 4446659 ubiquinol-8 C49H76O4 InChI=1S/C49H76O4/c1-36(2)20-13-21-37(3)22-14-23-38(4)24-15-25-39(5)26-16-27-40(6)28-17-29-41(7)30-18-31-42(8)32-19-33-43(9)34-35-45-44(10)46(50)48(52-11)49(53-12)47(45)51/h20,22,24,26,28,30,32,34,50-51H,13-19,21,23,25,27,29,31,33,35H2,1-12H3/b37-22+,38-24+,39-26+,40-28+,41-30+,42-32+,43-34+ LOJUQFSPYHMHEO-SGHXUWJISA-N COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC CHEBI:61682 C00390 HMDB01060;HMDB0001060 Q27131282 22833558;25074411 24603698 ubiquinone-9 C54H82O4 InChI=1S/C54H82O4/c1-40(2)22-14-23-41(3)24-15-25-42(4)26-16-27-43(5)28-17-29-44(6)30-18-31-45(7)32-19-33-46(8)34-20-35-47(9)36-21-37-48(10)38-39-50-49(11)51(55)53(57-12)54(58-13)52(50)56/h22,24,26,28,30,32,34,36,38H,14-21,23,25,27,29,31,33,35,37,39H2,1-13H3/b41-24+,42-26+,43-28+,44-30+,45-32+,46-34+,47-36+,48-38+ UUGXJSBPSRROMU-WJNLUYJISA-N COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O CHEBI:18160 C01967 HMDB06707;HMDB0006707 LMPR02010004 Q27102857 5280473 4444118 ubiquinol-9 C54H84O4 InChI=1S/C54H84O4/c1-40(2)22-14-23-41(3)24-15-25-42(4)26-16-27-43(5)28-17-29-44(6)30-18-31-45(7)32-19-33-46(8)34-20-35-47(9)36-21-37-48(10)38-39-50-49(11)51(55)53(57-12)54(58-13)52(50)56/h22,24,26,28,30,32,34,36,38,55-56H,14-21,23,25,27,29,31,33,35,37,39H2,1-13H3/b41-24+,42-26+,43-28+,44-30+,45-32+,46-34+,47-36+,48-38+ NPCOQXAVBJJZBQ-WJNLUYJISA-N COC1=C(OC)C(O)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(C)=C1O CHEBI:84424 Q27157748 45281170 24603697 quinolinic acid C7H5NO4 InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-8-5(4)7(11)12/h1-3H,(H,9,10)(H,11,12) GJAWHXHKYYXBSV-UHFFFAOYSA-N OC(=O)C1=CC=CN=C1C(O)=O CHEBI:44529;CHEBI:16675 C03722 HMDB0000232;HMDB00232 Q411945 1066 1037 alpha-D-ribose 1-phosphate C5H11O8P InChI=1S/C5H11O8P/c6-1-2-3(7)4(8)5(12-2)13-14(9,10)11/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4-,5-/m1/s1 YXJDFQJKERBOBM-TXICZTDVSA-N OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O CHEBI:16300;CHEBI:45429 C00620 HMDB0001489;HMDB01489 Q18213356 439236 388373 alpha-D-ribofuranose 5-phosphate C5H11O8P InChI=1S/C5H11O8P/c6-3-2(1-12-14(9,10)11)13-5(8)4(3)7/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4-,5+/m1/s1 KTVPXOYAKDPRHY-AIHAYLRMSA-N O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O CHEBI:18189 Q27102887 440101 389102 raffinose C18H32O16 InChI=1S/C18H32O16/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18/h5-17,19-29H,1-4H2/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+/m1/s1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O CHEBI:16634 C00492 HMDB03213 Q410005 439242 388379 all-trans-retinal C20H28O InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ NCYCYZXNIZJOKI-OVSJKPMPSA-N [H]C(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C CHEBI:45487;CHEBI:17898 HMDB0001358;HMDB01358 LMPR01090002 Q28529715 6436079;638015 4940755 9-cis-retinal C20H28O InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8-,17-13+ NCYCYZXNIZJOKI-MKOSUFFBSA-N C/C(/C=C/C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C\C=O CHEBI:78273;CHEBI:45487 C16681 HMDB0006218;HMDB06218 LMPR01090017 Q27074046 6436079;6436082 4940758;4940755 9-cis-retinol C20H30O InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8-,17-13+ FPIPGXGPPPQFEQ-MKOSUFFBSA-N C\C(=C/CO)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C CHEBI:78272;CHEBI:45479 C16682;C19962 HMDB0006217;HMDB06217 LMPR01090009 Q27147725 9904001;9947823 8079655;8123435 all-trans-retinol C20H30O InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ FPIPGXGPPPQFEQ-OVSJKPMPSA-N C\C(=C/CO)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C CHEBI:45479;CHEBI:17336 C17276;C19962 HMDB00305;HMDB0000305 LMPR01090001 Q424976 9904001;445354 8079655;393012 11-cis-retinol C20H30O InChI=1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6-,12-11+,16-8+,17-13+ FPIPGXGPPPQFEQ-IOUUIBBYSA-N C\C(=C/CO)\C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C CHEBI:45479;CHEBI:16302 C19962 HMDB06216;HMDB0006216 LMPR01090005 Q27070756 9904001;5280382 8079655;4444073 retinoic acid C20H28O2 InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22) SHGAZHPCJJPHSC-UHFFFAOYSA-N CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(O)=O CHEBI:26536 Q27109903 5538 5337 1-O-all-trans-retinoyl-beta-glucuronic acid C26H36O8 InChI=1S/C26H36O8/c1-15(11-12-18-17(3)10-7-13-26(18,4)5)8-6-9-16(2)14-19(27)33-25-22(30)20(28)21(29)23(34-25)24(31)32/h6,8-9,11-12,14,20-23,25,28-30H,7,10,13H2,1-5H3,(H,31,32)/b9-6+,12-11+,15-8+,16-14+/t20-,21-,22+,23-,25+/m0/s1 MTGFYEHKPMOVNE-NEFMKCFNSA-N C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O CHEBI:28870 C11061 HMDB0003141;HMDB03141 Q27103934 5281877 4445170 all-trans-retinyl palmitate C36H60O2 InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22+,32-28+ VYGQUTWHTHXGQB-FFHKNEKCSA-N CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C CHEBI:17616 C02588 HMDB0003648;HMDB03648 LMPR01090013 Q7316807 5280531 10618934;4444162 11-cis-retinyl palmitate C36H60O2 InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20-,27-26+,31-22+,32-28+ VYGQUTWHTHXGQB-SXFSSFKVSA-N CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C CHEBI:19121;CHEBI:729;CHEBI:16254 C03455 HMDB0060338;HMDB60338 LMPR01090052 Q27101816 5459829 4573590 riboflavin C17H20N4O6 InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1 AUNGANRZJHBGPY-SCRDCRAPSA-N CC1=C(C)C=C2N(C[C@H](O)[C@H](O)[C@H](O)CO)C3=NC(=O)NC(=O)C3=NC2=C1 CHEBI:17015;CHEBI:45214;CHEBI:529204 C00255 HMDB0000244;HMDB00244 Q130365 493570 431981 N-ribosylnicotinamide C11H15N2O5 InChI=1S/C11H14N2O5/c12-10(17)6-2-1-3-13(4-6)11-9(16)8(15)7(5-14)18-11/h1-4,7-9,11,14-16H,5H2,(H-,12,17)/p+1/t7-,8-,9-,11-/m1/s1 JLEBZPBDRKPWTD-TURQNECASA-O NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O CHEBI:15927;CHEBI:7337;CHEBI:47589 C03150 HMDB00855;HMDB0000855 Q3334152 439924 388956 Rhodoquinone-9 C53H81NO3 InChI=1S/C53H81NO3/c1-39(2)21-13-22-40(3)23-14-24-41(4)25-15-26-42(5)27-16-28-43(6)29-17-30-44(7)31-18-32-45(8)33-19-34-46(9)35-20-36-47(10)37-38-49-48(11)51(55)50(54)53(57-12)52(49)56/h21,23,25,27,29,31,33,35,37H,13-20,22,24,26,28,30,32,34,36,38,54H2,1-12H3/b40-23+,41-25+,42-27+,43-29+,44-31+,45-33+,46-35+,47-37+ GCQAFBRARRTBAO-NSCWJZNLSA-N COC1=C(N)C(=O)C(C)=C(C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)C1=O CHEBI:140751 Rhodoquinonol-9 C53H83NO3 InChI=1S/C53H83NO3/c1-39(2)21-13-22-40(3)23-14-24-41(4)25-15-26-42(5)27-16-28-43(6)29-17-30-44(7)31-18-32-45(8)33-19-34-46(9)35-20-36-47(10)37-38-49-48(11)51(55)50(54)53(57-12)52(49)56/h21,23,25,27,29,31,33,35,37,55-56H,13-20,22,24,26,28,30,32,34,36,38,54H2,1-12H3/b40-23+,41-25+,42-27+,43-29+,44-31+,45-33+,46-35+,47-37+ QUZSYLCMPALEDQ-NSCWJZNLSA-N COC1=C(O)C(C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)=C(C)C(O)=C1N CHEBI:140752 D-ribulose 5-phosphate C5H11O8P InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/t4-,5+/m1/s1 FNZLKVNUWIIPSJ-UHNVWZDZSA-N OCC(=O)[C@H](O)[C@H](O)COP(O)(O)=O CHEBI:17363 C00199 HMDB00618;HMDB0000618 Q35671055 439184 388327 sulfur atom S InChI=1S/S NINIDFKCEFEMDL-UHFFFAOYSA-N [S] sedoheptulose 1,7-bisphosphate C7H16O13P2 InChI=1S/C7H16O13P2/c8-3(1-19-21(13,14)15)5(10)7(12)6(11)4(9)2-20-22(16,17)18/h3,5-8,10-12H,1-2H2,(H2,13,14,15)(H2,16,17,18)/t3-,5-,6-,7-/m1/s1 OKHXOUGRECCASI-SHUUEZRQSA-N O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H](O)[C@H](O)C(=O)COP(O)(O)=O CHEBI:17969 C00447 HMDB0060274;HMDB60274 Q27102740 164735 144412 (S)-3-hydroxybutyric acid C4H8O3 InChI=1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m0/s1 WHBMMWSBFZVSSR-VKHMYHEASA-N C[C@H](O)CC(O)=O CHEBI:17290 C03197 HMDB0000442;HMDB00758;HMDB00442 LMFA01050463 Q27075158 94318 85121 sedoheptulose 7-phosphate C7H15O10P InChI=1S/C7H15O10P/c8-1-3(9)5(11)7(13)6(12)4(10)2-17-18(14,15)16/h4-8,10-13H,1-2H2,(H2,14,15,16)/t4-,5-,6-,7+/m1/s1 JDTUMPKOJBQPKX-GBNDHIKLSA-N OCC(=O)[C@@H](O)[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O CHEBI:15721;CHEBI:9083 C00281;C05382 HMDB01068 Q3040325 165007 144663 L-saccharopine C11H20N2O6 InChI=1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-/m0/s1 ZDGJAHTZVHVLOT-YUMQZZPRSA-N N[C@@H](CCCCN[C@@H](CCC(O)=O)C(O)=O)C(O)=O CHEBI:16927 C00449 HMDB0000279;HMDB00279 Q3132238 160556 141086 sarcosine C3H7NO2 InChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6) FSYKKLYZXJSNPZ-UHFFFAOYSA-N CNCC(O)=O CHEBI:45531;CHEBI:57433;CHEBI:15611 C00213 HMDB00271;HMDB0000271 Q414157 1088 1057 D-glucitol C6H14O6 InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1 FBPFZTCFMRRESA-JGWLITMVSA-N OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO CHEBI:17924;CHEBI:15093;CHEBI:30911;CHEBI:9201;CHEBI:45559 C00794 HMDB0000247;HMDB00247 Q245280 5780 5576 L-adenosylselenomethionine C15H23N6O5Se InChI=1S/C15H22N6O5Se/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1 GGJFWMOVUFBSIN-AIRLBKTGSA-O C[Se+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12 CHEBI:9066;CHEBI:62227 C05691 Q27108259 49787001 25058833 sedoheptulose C7H14O7 InChI=1S/C7H14O7/c8-1-3(10)5(12)7(14)6(13)4(11)2-9/h3,5-10,12-14H,1-2H2/t3-,5-,6-,7-/m1/s1 HSNZZMHEPUFJNZ-SHUUEZRQSA-N [H][C@@](O)(CO)[C@@]([H])(O)[C@@]([H])(O)[C@]([H])(O)C(=O)CO CHEBI:16802 C08355 Q1091415 5459879 4573620 selenic acid H2O4Se InChI=1S/H2O4Se/c1-5(2,3)4/h(H2,1,2,3,4) QYHFIVBSNOWOCQ-UHFFFAOYSA-N [H]O[Se](=O)(=O)O[H] CHEBI:18170;CHEBI:15075 C05697 HMDB0062761;HMDB62761 Q413349 26473;1089 1058 selenocysteine C3H7NO2Se InChI=1S/C3H7NO2Se/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6) ZKZBPNGNEQAJSX-UHFFFAOYSA-N NC(C[SeH])C(O)=O L-selenocystathionine C7H14N2O4Se InChI=1S/C7H14N2O4Se/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1 ZNWYDQPOUQRDLY-WHFBIAKZSA-N N[C@@H](CC[Se]C[C@H](N)C(O)=O)C(O)=O CHEBI:62226;CHEBI:21384;CHEBI:6297;CHEBI:27760 C05699 HMDB0062527;HMDB62527 Q27103310 441455 390187 L-selenohomocysteine zwitterion C4H9NO2Se InChI=1S/C4H9NO2Se/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1 RCWCGLALNCIQNM-VKHMYHEASA-N N[C@@H](CC[SeH])C(O)=O Q60998705 49787004 L-selenomethionine C5H11NO2Se InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 RJFAYQIBOAGBLC-BYPYZUCNSA-N C[Se]CC[C@H](N)C(O)=O CHEBI:30021 Q27096144 selenophosphoric acid H3O3PSe InChI=1S/H3O3PSe/c1-4(2,3)5/h(H3,1,2,3,5) JRPHGDYSKGJTKZ-UHFFFAOYSA-N OP(O)(O)=[Se] CHEBI:29269 C05172 HMDB03840;HMDB0003840;HMDB06407;HMDB0006407 1092 1061 selenous acid H2O3Se InChI=1S/H2O3Se/c1-4(2)3/h(H2,1,2,3) MCAHWIHFGHIESP-UHFFFAOYSA-N O[Se](O)=O CHEBI:26642 HMDB11119;HMDB0011119 Q413722 1091 1060 L-serine C3H7NO3 InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 MTCFGRXMJLQNBG-REOHCLBHSA-N N[C@@H](CO)C(O)=O CHEBI:9116;CHEBI:17115 C00065 HMDB0000187;HMDB00187 Q183290 5951 5736 S-formylglutathione C11H17N3O7S InChI=1S/C11H17N3O7S/c12-6(11(20)21)1-2-8(16)14-7(4-22-5-15)10(19)13-3-9(17)18/h5-7H,1-4,12H2,(H,13,19)(H,14,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1 FHXAGOICBFGEBF-BQBZGAKWSA-N N[C@@H](CCC(=O)N[C@@H](CSC=O)C(=O)NCC(O)=O)C(O)=O CHEBI:8956;CHEBI:16225 C01031 HMDB01550;HMDB0001550 Q27101805 189122 164320 (S)-2-O-sulfolactic acid C3H6O6S InChI=1S/C3H6O6S/c1-2(3(4)5)9-10(6,7)8/h2H,1H3,(H,4,5)(H,6,7,8)/t2-/m0/s1 CSRZVBCXQYEYKY-REOHCLBHSA-N C[C@H](OS(O)(=O)=O)C(O)=O CHEBI:17943 Q27102733 5459941 4573661 Se-methyl-L-selenocysteine C4H9NO2Se InChI=1S/C4H9NO2Se/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1 XDSSPSLGNGIIHP-VKHMYHEASA-N C[Se]C[C@H](N)C(O)=O CHEBI:27812 C05689 HMDB0004113;HMDB04113 Q21099600 147004 129633 sulfurous acid H2O3S InChI=1S/H2O3S/c1-4(2)3/h(H2,1,2,3) LSNNMFCWUKXFEE-UHFFFAOYSA-N OS(O)=O CHEBI:48854 C00094 HMDB00240;HMDB01033;HMDB0034829;HMDB34829;HMDB0000240;HMDB0001033 Q206778 1100 1069 sulfuric acid H2O4S InChI=1S/H2O4S/c1-5(2,3)4/h(H2,1,2,3,4) QAOWNCQODCNURD-UHFFFAOYSA-N [H]OS(=O)(=O)O[H] CHEBI:45693;CHEBI:26836 C00059 HMDB0001448;HMDB01448 Q4118 1118 1086 sphingosine-1-phosphocholine C23H49N2O5P InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3/b18-17+/t22-,23+/m0/s1 JLVSPVFPBBFMBE-HXSWCURESA-N CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP([O-])(=O)OCC[N+](C)(C)C CHEBI:17689 LMSP01060001 Q27088851 9847290 8023004 sphinganine 1-phosphate C18H40NO5P InChI=1S/C18H40NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h17-18,20H,2-16,19H2,1H3,(H2,21,22,23)/t17-,18+/m0/s1 YHEDRJPUIRMZMP-ZWKOTPCHSA-N CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)COP(O)(O)=O CHEBI:16893 C01120 HMDB01383;HMDB0001383 LMSP01050002 Q27077062 644260 559277 sphinganine C18H39NO2 InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1 OTKJDMGTUTTYMP-ZWKOTPCHSA-N CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)CO CHEBI:16566 C00836 HMDB0000269;HMDB00269 LMSP01020001 Q27088847 91486 82609 sphingosine C18H37NO2 InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1 WWUZIQQURGPMPG-KRWOKUGFSA-N CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO CHEBI:16393;CHEBI:45719 C00319 HMDB00252 LMSP01010001 Q46298 5280335 4444047 sphingosine 1-phosphate C18H38NO5P InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1 DUYSYHSSBDVJSM-KRWOKUGFSA-N CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)COP(O)(O)=O CHEBI:37550 C06124 HMDB0000277;HMDB00277 LMSP01050001 Q418267 5283560 4446673 spermidine C7H19N3 InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2 ATHGHQPFGPMSJY-UHFFFAOYSA-N NCCCCNCCCN CHEBI:15097;CHEBI:45647;CHEBI:16610 C00315 HMDB0001257;HMDB01257 Q418834 1102 1071 spermine C10H26N4 InChI=1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2 PFNFFQXMRSDOHW-UHFFFAOYSA-N NCCCNCCCCNCCCN CHEBI:15746;CHEBI:45583 C00750 HMDB0001256;HMDB01256 Q424597 1103 1072 squalene C30H50 InChI=1S/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24+ YYGNTYWPHWGJRM-AAJYLUCBSA-N CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C CHEBI:15440 C00751 HMDB00256 LMPR0106010002 Q407560 638072 553635 serotonin C10H12N2O InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2 QZAYGJVTTNCVMB-UHFFFAOYSA-N NCCC1=CNC2=C1C=C(O)C=C2 CHEBI:28790;CHEBI:49894 C00780 HMDB0000259;HMDB00259 Q167934 5202 5013 (S)-2,3-epoxysqualene C30H50O InChI=1S/C30H50O/c1-24(2)14-11-17-27(5)20-12-18-25(3)15-9-10-16-26(4)19-13-21-28(6)22-23-29-30(7,8)31-29/h14-16,20-21,29H,9-13,17-19,22-23H2,1-8H3/b25-15+,26-16+,27-20+,28-21+/t29-/m0/s1 QYIMSPSDBYKPPY-RSKUXYSASA-N CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CC[C@@H]1OC1(C)C CHEBI:15441 C01054 HMDB0001188;HMDB59621;HMDB0059621;HMDB01188 LMPR0106010010 Q27453274 5459811;53477723 4573579 sitosterol C29H50O InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1 KZJWDPNRJALLNS-VJSFXXLFSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@@H](CC)C(C)C CHEBI:27693 C01753 HMDB0000852;HMDB00852 222284 192962 stachyose C24H42O21 InChI=1S/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8-,9-,10+,11+,12-,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1 UQZIYBXSHAGNOE-XNSRJBNMSA-N OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO[C@H]3O[C@H](CO[C@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O CHEBI:17164 C01613 HMDB03553;HMDB0003553 Q283435 439531 388624 stearidonic acid C18H28O2 InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10,12-13H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-,13-12- JIWBIWFOSCKQMA-LTKCOYKYSA-N CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(O)=O CHEBI:32389 C16300 HMDB0006547;HMDB06547 LMFA01030357 Q2739877 5312508 4471933 stearidonyl coenzyme A C39H62N7O17P3S InChI=1S/C39H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h5-6,8-9,11-12,14-15,26-28,32-34,38,49-50H,4,7,10,13,16-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b6-5-,9-8-,12-11-,15-14-/t28-,32-,33-,34+,38-/m1/s1 DDHCSALWDPRVCN-USWKVXSKSA-N CC\C=C/C\C=C/C\C=C/C\C=C/CCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:63545 C16163 LMFA07050123 Q27132681 56928001 26606359 succinic acid C4H6O4 InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8) KDYFGRWQOYBRFD-UHFFFAOYSA-N OC(=O)CCC(O)=O CHEBI:37952;CHEBI:45639;CHEBI:15741 C00042 HMDB0000254;HMDB00254 LMFA01170043 Q213050 1110 1078 succinyl-CoA C25H40N7O19P3S InChI=1S/C25H40N7O19P3S/c1-25(2,20(38)23(39)28-6-5-14(33)27-7-8-55-16(36)4-3-15(34)35)10-48-54(45,46)51-53(43,44)47-9-13-19(50-52(40,41)42)18(37)24(49-13)32-12-31-17-21(26)29-11-30-22(17)32/h11-13,18-20,24,37-38H,3-10H2,1-2H3,(H,27,33)(H,28,39)(H,34,35)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t13-,18-,19-,20+,24-/m1/s1 VNOYUJKHFWYWIR-ITIYDSSPSA-N CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O CHEBI:45541;CHEBI:15380 C00091 HMDB01022 LMFA07050370 Q419560 92133 83179 sucrose C12H22O11 InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1 CZMRCDWAGMRECN-UGDNZRGBSA-N OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O CHEBI:17992 C00089 HMDB0000258;HMDB00258 Q4027534 5988 5768 succinic semialdehyde C4H6O3 InChI=1S/C4H6O3/c5-3-1-2-4(6)7/h3H,1-2H2,(H,6,7) UIUJIQZEACWQSV-UHFFFAOYSA-N [H]C(=O)CCC(O)=O CHEBI:16265;CHEBI:15126 C00232 HMDB0001259;HMDB01259 LMFA06000118 Q4602542 1112 1080 4-coumaric acid C9H8O3 InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12) NGSWKAQJJWESNS-UHFFFAOYSA-N [H]C(=CC1=CC=C(O)C=C1)C(O)=O HMDB0128076 taurine C2H7NO3S InChI=1S/C2H7NO3S/c3-1-2-7(4,5)6/h1-3H2,(H,4,5,6) XOAAWQZATWQOTB-UHFFFAOYSA-N NCCS(O)(=O)=O CHEBI:507393;CHEBI:15891 C00245 HMDB00251;HMDB0000251 Q207051 1123 1091 taurocholic acid C26H45NO7S InChI=1S/C26H45NO7S/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1 WBWWGRHZICKQGZ-HZAMXZRMSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCC(=O)NCCS(O)(=O)=O CHEBI:28865 C05122 HMDB0000036;HMDB00036 LMST05040001 Q2659931 6675 6423 thiocyanic acid CHNS InChI=1S/CHNS/c2-1-3/h3H ZMZDMBWJUHKJPS-UHFFFAOYSA-N SC#N CHEBI:29200 C01755 Q25792 781 760 5,6,7,8-tetrahydrobiopterin C9H15N5O3 InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17) FNKQXYHWGSIFBK-UHFFFAOYSA-N CC(O)C(O)C1CNC2=C(N1)C(=O)NC(N)=N2 CHEBI:15372 C00272 HMDB0000027;HMDB00027 Q61014518 1125 1093 Tetrahydrobiopterin-4a-carbinolamine C9H13N5O3 InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,15-16H,2H2,1H3,(H3,10,11,13,14,17)/t3-,4+,6-/m0/s1 ZHQJVZLJDXWFFX-RPDRRWSUSA-N C[C@H](O)[C@H](O)[C@H]1CNC2=NC(N)=NC(=O)C2=N1 C00268 HMDB0002215;HMDB02215 133246 117564 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al C27H46O4 InChI=1S/C27H46O4/c1-16(15-28)6-5-7-17(2)20-8-9-21-25-22(14-24(31)27(20,21)4)26(3)11-10-19(29)12-18(26)13-23(25)30/h15-25,29-31H,5-14H2,1-4H3/t16?,17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 USFJGINJGUIFSY-XZULNKEGSA-N [H]C(=O)C(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C CHEBI:11896;CHEBI:1696;CHEBI:16466 C01301 HMDB0003533;HMDB03533 LMST04030164 Q27101923 439479 388578 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid C27H46O5 InChI=1S/C27H46O5/c1-15(6-5-7-16(2)25(31)32)19-8-9-20-24-21(14-23(30)27(19,20)4)26(3)11-10-18(28)12-17(26)13-22(24)29/h15-24,28-30H,5-14H2,1-4H3,(H,31,32)/t15-,16?,17+,18-,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1 CNWPIIOQKZNXBB-VCVMUKOKSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)C(O)=O CHEBI:18402 HMDB03873;HMDB0000601;HMDB00601 LMST04030001 Q27103052 122312 109066 (6S)-5,6,7,8-tetrahydrofolic acid C19H23N7O6 InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11-,12-/m0/s1 MSTNYGQPCMXVAQ-RYUDHWBXSA-N NC1=NC2=C(N[C@@H](CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CN2)C(=O)N1 CHEBI:15635 C00101 Q27098158 5460413 thiamine(1+) C12H17N4OS InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1 JZRWCGZRTZMZEH-UHFFFAOYSA-N CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N CHEBI:18385 C00378 HMDB0000235;HMDB00235 Q83187 1130 1098 thiamine(1+) diphosphate(1-) C12H18N4O7P2S InChI=1S/C12H18N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21) AYEKOFBPNLCAJY-UHFFFAOYSA-N CC1=C(CCOP(O)(=O)OP(O)([O-])=O)SC=[N+]1CC1=C(N)N=C(C)N=C1 CHEBI:45931 HMDB62636;HMDB0062636 Q27093081 5431 5238 1-piperideine-6-carboxylic acid C6H9NO2 InChI=1S/C6H9NO2/c8-6(9)5-3-1-2-4-7-5/h4-5H,1-3H2,(H,8,9) CSDPVAKVEWETFG-UHFFFAOYSA-N OC(=O)C1CCCC=N1 CHEBI:49015;CHEBI:16987 HMDB12130;HMDB0012130;HMDB01084;HMDB0062589;HMDB62589 Q27104644 165067;5460090 144715 L-threonine C4H9NO3 InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1 AYFVYJQAPQTCCC-GBXIJSLDSA-N C[C@@H](O)[C@H](N)C(O)=O CHEBI:16857;CHEBI:57926;CHEBI:45843 C00188 HMDB0000167;HMDB00167 Q186521 6288 6051 thymine C5H6N2O2 InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9) RWQNBRDOKXIBIV-UHFFFAOYSA-N CC1=CNC(=O)NC1=O CHEBI:17821;CHEBI:46017 C00178 HMDB00262;HMDB0000262 Q171973 1135 1103 thymidine C10H14N2O5 InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1 IQFYYKKMVGJFEH-XLPZGREQSA-N CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O CHEBI:17748;CHEBI:45834 C00214 HMDB00273;HMDB0000273 Q422464 5789 5585 trimethylamine C3H9N InChI=1S/C3H9N/c1-4(2)3/h1-3H3 GETQZCLCWQTVFV-UHFFFAOYSA-N CN(C)C CHEBI:18139 C00565 HMDB00906;HMDB0000906 Q423953 1146 1114 trimethylamine N-oxide C3H9NO InChI=1S/C3H9NO/c1-4(2,3)5/h1-3H3 UYPYRKYUKCHHIB-UHFFFAOYSA-N C[N+](C)(C)[O-] CHEBI:15724 C01104 HMDB00925;HMDB0000925 Q419802 1145 1113 N(6),N(6),N(6)-trimethyl-L-lysine C9H21N2O2 InChI=1S/C9H20N2O2/c1-11(2,3)7-5-4-6-8(10)9(12)13/h8H,4-7,10H2,1-3H3/p+1/t8-/m0/s1 MXNRLFUSFKVQSK-QMMMGPOBSA-O C[N+](C)(C)CCCC[C@H](N)C(O)=O CHEBI:17311 HMDB01325 Q28529719 440121 Timnodonic acid C20H30O2 InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15- JAZBEHYOTPTENJ-JLNKQSITSA-N CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:28364 C06428 HMDB01999;HMDB0001999 LMFA01030759 Q409990 446284 393682 timnodonyl CoA C41H64N7O17P3S InChI=1S/C41H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h5-6,8-9,11-12,14-15,17-18,28-30,34-36,40,51-52H,4,7,10,13,16,19-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b6-5-,9-8-,12-11-,15-14-,18-17-/t30-,34?,35+,36+,40-/m1/s1 JWZLRYCDDXHXDL-BCYDWBPESA-N HMDB0006514;HMDB06514 52922050 alpha,alpha-trehalose C12H22O11 InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 HDTRYLNUVZCQOY-LIZSDCNHSA-N OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:16551 C01083 HMDB0000975;HMDB00975 Q421773 7427 7149 alpha,alpha-trehalose 6-phosphate C12H23O14P InChI=1S/C12H23O14P/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 LABSPYBHMPDTEL-LIZSDCNHSA-N OC[C@H]1O[C@H](O[C@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:18283 C00689 HMDB0001124;HMDB01124 Q27102967 122336 109086 L-tryptophan C11H12N2O2 InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1 QIVBCDIJIAJPQS-VIFPVBQESA-N N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O CHEBI:16828;CHEBI:21407;CHEBI:57912 C00078 HMDB0000929;HMDB00929 Q181003 6305 6066 tryptamine C10H12N2 InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2 APJYDQYYACXCRM-UHFFFAOYSA-N NCCC1=CNC2=CC=CC=C12 CHEBI:16765 C00398 HMDB0000303;HMDB00303 Q409439 1150 1118 testosterone C19H28O2 InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N [H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C CHEBI:42534;CHEBI:17347;CHEBI:45798 HMDB0000234;HMDB00234 LMST02020002 Q1318776 6013;10204 9789;5791 sulfurothioic S-acid H2O3S2 InChI=1S/H2O3S2/c1-5(2,3)4/h(H2,1,2,3,4) DHCDFWKWKRSZHF-UHFFFAOYSA-N [H]OS(=O)(=O)S[H] CHEBI:29279;CHEBI:5587 C05529 HMDB60293;HMDB0000257;HMDB0060293;HMDB00257 Q420074 1085;24478 22886 2-cis,6-trans,10-trans-geranylgeranyl diphosphate C20H36O7P2 InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15- OINNEUNVOZHBOX-KWBDAJKESA-N CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C/COP(O)(=O)OP(O)(O)=O CHEBI:10698 C11356 HMDB0060108;HMDB60108 LMPR0104010003 Q27108671 5281909 4445193 tyramine C8H11NO InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2 DZGWFCGJZKJUFP-UHFFFAOYSA-N NCCC1=CC=C(O)C=C1 CHEBI:15760 C00483 HMDB00306;HMDB0000306 Q165930 5610 5408 L-tyrosine C9H11NO3 InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1 OUYCCCASQSFEME-QMMMGPOBSA-N N[C@@H](CC1=CC=C(O)C=C1)C(O)=O CHEBI:17895;CHEBI:46161 C00082 HMDB0000158;HMDB00158 Q188017 6057 5833 UDP-N-acetyl-alpha-D-glucosamine C17H27N3O17P2 InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1 LFTYTUAZOPRMMI-CFRASDGPSA-N CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O CHEBI:9823;CHEBI:16264 C00043 HMDB00290;HMDB0000290 Q312208 445675 393240 UDP C9H14N2O12P2 InChI=1S/C9H14N2O12P2/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 XCCTYIAWTASOJW-XVFCMESISA-N O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O CHEBI:17659 C00015 HMDB00295;HMDB0000295 Q412593 6031 5809 UDP-4-dehydro-6-deoxy-alpha-D-glucose C15H22N2O16P2 InChI=1S/C15H22N2O16P2/c1-5-8(19)10(21)12(23)14(30-5)32-35(27,28)33-34(25,26)29-4-6-9(20)11(22)13(31-6)17-3-2-7(18)16-15(17)24/h2-3,5-6,9-14,20-23H,4H2,1H3,(H,25,26)(H,27,28)(H,16,18,24)/t5-,6-,9-,10+,11-,12-,13-,14-/m1/s1 DDWGQQADOIMFOI-JPHISPRKSA-N C[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)C1=O CHEBI:85804 C04089 Q27158733 23724475 30791409 UDP-N-acetyl-D-galactosamine C17H27N3O17P2 InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11+,12-,13-,14-,15-,16?/m1/s1 LFTYTUAZOPRMMI-LDDHHVEYSA-N CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)OC1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O CHEBI:16650;CHEBI:9820 Q27102012 6419712 4925346 UDP-D-glucose C15H24N2O17P2 InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14?/m1/s1 HSCJRCZFDFQWRP-RDKQLNKOSA-N OC[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@@H]1O CHEBI:18066 Q27102800 439156 388302 UDP-D-galactose C15H24N2O17P2 InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8+,9-,10+,11-,12-,13-,14?/m1/s1 HSCJRCZFDFQWRP-LNYDKVEPSA-N OC[C@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@H]1O CHEBI:18307 HMDB00302 Q27102985 6857410 5256749 UDP-alpha-D-glucuronic acid C15H22N2O18P2 InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8+,9-,10-,11+,12-,14-/m1/s1 HDYANYHVCAPMJV-LXQIFKJMSA-N O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O CHEBI:17200;CHEBI:9846 C00167 HMDB00935;HMDB0000935 Q277638 17473 16522 UDP-alpha-D-xylose C14H22N2O16P2 InChI=1S/C14H22N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,5-6,8-13,17,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/t5-,6-,8+,9-,10-,11-,12-,13-/m1/s1 DQQDLYVHOTZLOR-OCIMBMBZSA-N O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2OC[C@@H](O)[C@H](O)[C@H]2O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O CHEBI:16082 C00190 HMDB01018 Q27089069 19235 18152 uridine 5'-monophosphate C9H13N2O9P InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 DJJCXFVJDGTHFX-XVFCMESISA-N O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O CHEBI:46362;CHEBI:16695;CHEBI:46347 C00105 HMDB0000288;HMDB00288 Q27074278 6030 5808 uracil C4H4N2O2 InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8) ISAKRJDGNUQOIC-UHFFFAOYSA-N O=C1NC=CC(=O)N1 CHEBI:46375;CHEBI:17568 C00106 HMDB0000300;HMDB00300 Q182990 1174 1141 trans-urocanic acid C6H6N2O2 InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1+ LOIYMIARKYCTBW-OWOJBTEDSA-N OC(=O)\C=C\C1=CNC=N1 CHEBI:30817 C00785 HMDB0000301;HMDB00301 736715 643824 urea CH4N2O InChI=1S/CH4N2O/c2-1(3)4/h(H4,2,3,4) XSQUKJJJFZCRTK-UHFFFAOYSA-N NC(N)=O CHEBI:16199 C00086 HMDB00294;HMDB0000294 Q48318 1176 1143 uridine C9H12N2O6 InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1 DRTQHJPVMGBUCF-XVFCMESISA-N OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O CHEBI:16704 C00299 HMDB00296;HMDB0000296 Q422573 6029 5807 UTP C9H15N2O15P3 InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 PGAVKCOVUIYSFO-XVFCMESISA-N O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O CHEBI:15713 C00075 HMDB00285;HMDB0000285 Q32904692 6133 5903 vaccenic acid C18H34O2 InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20) UWHZIFQPPBDJPM-UHFFFAOYSA-N [H]C(CCCCCC)=C([H])CCCCCCCCCC(O)=O CHEBI:36023 Q27116670 122325 (11Z)-octadecenoyl-CoA C39H68N7O17P3S InChI=1S/C39H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(48)67-23-22-41-29(47)20-21-42-37(51)34(50)39(2,3)25-60-66(57,58)63-65(55,56)59-24-28-33(62-64(52,53)54)32(49)38(61-28)46-27-45-31-35(40)43-26-44-36(31)46/h9-10,26-28,32-34,38,49-50H,4-8,11-25H2,1-3H3,(H,41,47)(H,42,51)(H,55,56)(H,57,58)(H2,40,43,44)(H2,52,53,54)/b10-9-/t28-,32-,33-,34+,38-/m1/s1 HEJOXXLSCAQQGQ-SAIINBSPSA-N CCCCCC\C=C/CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N CHEBI:75354 HMDB06521 LMFA07050003 Q27145240 71668356 29368530 L-valine C5H11NO2 InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m0/s1 KZSNJWFQEVHDMF-BYPYZUCNSA-N CC(C)[C@H](N)C(O)=O CHEBI:57762;CHEBI:46418;CHEBI:46282;CHEBI:16414 C00183 HMDB0000883;HMDB00883 Q483752 6287 6050 9H-xanthine C5H4N4O2 InChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11) LRFVTYWOQMYALW-UHFFFAOYSA-N O=C1NC2=C(N=CN2)C(=O)N1 CHEBI:17712 C00385 HMDB00292;HMDB0000292 Q50980 1188 1151 xanthurenic acid C10H7NO4 InChI=1S/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15) FBZONXHGGPHHIY-UHFFFAOYSA-N OC(=O)C1=NC2=C(O)C=CC=C2C(O)=C1 CHEBI:10072 C02470 HMDB0000881;HMDB00881 Q5961262 5699 5497 5'-xanthylic acid C10H13N4O9P InChI=1S/C10H13N4O9P/c15-5-3(1-22-24(19,20)21)23-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H2,19,20,21)(H2,12,13,17,18)/t3-,5-,6-,9-/m1/s1 DCTLYFZHFGENCW-UUOKFMHZSA-N O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1NC(=O)NC2=O CHEBI:15652 C00655 HMDB0001554;HMDB01554 Q50362394 73323 66054 25-hydroxycholesterol C27H46O2 InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1 INBGSXNNRGWLJU-ZHHJOTBYSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)(C)O CHEBI:42977;CHEBI:42972 C15519 HMDB06247 LMST01010018 Q27071875 65094 58604 7alpha,25-dihydroxy-4-cholesten-3-one C27H44O3 InChI=1S/C27H44O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h15,17,20-24,29-30H,6-14,16H2,1-5H3/t17-,20-,21+,22+,23-,24+,26+,27-/m1/s1 POUKDTOWHPHYQU-HENOKILYSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)(C)O CHEBI:81013 C17332 HMDB0060425;HMDB60425 LMST04030107 Q27154972 5284267 4447355 26-hydroxycholesterol C27H46O2 InChI=1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18?,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1 FYHRJWMENCALJY-CCDZVGGQSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO CHEBI:17703 C15610 LMST01010057 Q27102543 99470 89866 7alpha,26-dihydroxycholest-4-en-3-one C27H44O3 InChI=1S/C27H44O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h14,17-18,21-25,28,30H,5-13,15-16H2,1-4H3/t17?,18-,21-,22+,23+,24-,25+,26+,27-/m1/s1 KVJVJJWIEXCECB-GWUAJDSISA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO CHEBI:48825 C17336 HMDB12459 LMST04030157 Q27121368 193396 167824 7alpha-hydroxycholesterol C27H46O2 InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1 OYXZMSRRJOYLLO-RVOWOUOISA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C CHEBI:17500 LMST01010013 Q155744 107722 96891 7alpha-hydroxycholest-4-en-3-one C27H44O2 InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h15,17-18,21-25,29H,6-14,16H2,1-5H3/t18-,21-,22+,23+,24-,25+,26+,27-/m1/s1 IOIZWEJGGCZDOL-RQDYSCIWSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C CHEBI:2292;CHEBI:58317;CHEBI:17899 C05455 HMDB0001993;HMDB01993 LMST04030123 Q4644247 123743 110306 7alpha,12alpha-dihydroxycholest-4-en-3-one C27H44O3 InChI=1S/C27H44O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h13,16-17,20-25,29-30H,6-12,14-15H2,1-5H3/t17-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 UQPYXHJTHPHOMM-NIBOIBLTSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)C CHEBI:28477;CHEBI:2289 C17339 LMST04030114 Q27103727 3081958 2339455 7alpha,12alpha-dihydroxy-5beta-cholestan-3-one C27H46O3 InChI=1S/C27H46O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-18,20-25,29-30H,6-15H2,1-5H3/t17-,18+,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 HHVQPBXBALLUDF-QORHGLQKSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)C CHEBI:2288 C05453 HMDB06887 LMST04030113 Q27105610 5284271 4447359 5beta-cholestane-3alpha,7alpha,12alpha,26-tetrol C27H48O4 InChI=1S/C27H48O4/c1-16(15-28)6-5-7-17(2)20-8-9-21-25-22(14-24(31)27(20,21)4)26(3)11-10-19(29)12-18(26)13-23(25)30/h16-25,28-31H,5-15H2,1-4H3/t16?,17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 XJZGNVBLVFOSKJ-XZULNKEGSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)CO CHEBI:17278;CHEBI:12178 C05446 HMDB01231;HMDB0001231 LMST04030014 Q27102298 193321 167758 7alpha,25-dihydroxycholesterol C27H46O3 InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1 BQMSKLCEWBSPPY-IKVTXIKFSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)(C)O CHEBI:37623 C15520 HMDB06280;HMDB0006280 Q27074018 11954197 10128492 7alpha,26-dihydroxycholesterol C27H46O3 InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1 RXMHNAKZMGJANZ-DTTSCKGMSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO CHEBI:18431 C06341 HMDB06281;HMDB0006281 LMST04030081 Q28487682 440985 389810 5beta-cholestane-3alpha,7alpha,12alpha-triol C27H48O3 InChI=1S/C27H48O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1 RIVQQZVHIVNQFH-XJZYBRFWSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)C CHEBI:16496 C05454 HMDB0001457;HMDB01457 LMST04030035 Q28529721 160520 141053 xanthosine C10H12N4O6 InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1 UBORTCNDUKBEOP-UUOKFMHZSA-N OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1NC(=O)NC2=O CHEBI:18107 C01762 HMDB0000299;HMDB00299 Q408788 64959 58484 D-xylulose 5-phosphate C5H11O8P InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/t4-,5-/m1/s1 FNZLKVNUWIIPSJ-RFZPGFLSSA-N OCC(=O)[C@@H](O)[C@H](O)COP(O)(O)=O CHEBI:16332 C00231 HMDB00868;HMDB0000868 Q27094888 439190 388330 aldehydo-D-xylose C5H10O5 InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5+/m0/s1 PYMYPHUHKUWMLA-VPENINKCSA-N OC[C@@H](O)[C@H](O)[C@@H](O)C=O CHEBI:15936;CHEBI:53455 C00181 HMDB0060254;HMDB60254 Q27077130 135191;644160 559198;119104 xylitol C5H12O5 InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+ HEBKCHPVOIAQTA-SCDXWVJYSA-N OC[C@H](O)[C@@H](O)[C@H](O)CO CHEBI:17151 C00379 HMDB02917 Q212093 6912 6646 D-xylulose C5H10O5 InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5+/m1/s1 ZAQJHHRNXZUBTE-WUJLRWPWSA-N OC[C@@H](O)[C@H](O)C(=O)CO CHEBI:17140 C00310 HMDB0001644;HMDB01644 Q28529722 5289590 4451524 L-xylulose C5H10O5 InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5+/m0/s1 ZAQJHHRNXZUBTE-WVZVXSGGSA-N OC[C@H](O)[C@@H](O)C(=O)CO CHEBI:17399 C00312 HMDB0000751;HMDB00751 Q423204 22253 20892