ENTRY       osa00999                    Pathway
NAME        Biosynthesis of various plant secondary metabolites - Oryza sativa japonica (Japanese rice) (RefSeq)
  INCLUDING Crocin biosynthesis, Cannabidiol biosynthesis, Mugineic acid biosynthesis, Pentagalloylglucose biosynthesis, Benzoxazinoid biosynthesis, Gramine biosynthesis, Coumarin biosynthesis, Furanocoumarin biosynthesis, Hordatine biosynthesis, Podophyllotoxin biosynthesis
CLASS       Metabolism; Biosynthesis of other secondary metabolites
PATHWAY_MAP osa00999  Biosynthesis of various plant secondary metabolites
MODULE      osa_M00953  Mugineic acid biosynthesis, methionine => 3-epihydroxymugineic acid [PATH:osa00999]
ORGANISM    Oryza sativa japonica (Japanese rice) (RefSeq) [GN:osa]
GENE        4337733  S-adenosylmethionine synthase 1 [KO:K00789] [EC:2.5.1.6]
            4325163  S-adenosylmethionine synthase 3 [KO:K00789] [EC:2.5.1.6]
            4326996  S-adenosylmethionine synthase 2 [KO:K00789] [EC:2.5.1.6]
            4344361  nicotianamine synthase 3 [KO:K05953] [EC:2.5.1.43]
            4332608  nicotianamine synthase 1 [KO:K05953] [EC:2.5.1.43]
            4332607  nicotianamine synthase 2 [KO:K05953] [EC:2.5.1.43]
            9267778  nicotianamine aminotransferase A [KO:K14271] [EC:2.6.1.80]
            4347977  probable NAD(P)H-dependent oxidoreductase 1 [KO:K22374] [EC:1.1.1.285]
            4347978  probable NAD(P)H-dependent oxidoreductase 2 [KO:K22374] [EC:1.1.1.285]
            4347981  probable NAD(P)H-dependent oxidoreductase 1 [KO:K22374] [EC:1.1.1.285]
            4347980  probable NAD(P)H-dependent oxidoreductase 1 [KO:K22374] [EC:1.1.1.285]
            4335054  probable NAD(P)H-dependent oxidoreductase 1 [KO:K22374] [EC:1.1.1.285]
            4335974  D-galacturonate reductase [KO:K22374] [EC:1.1.1.285]
            4332187  probable NAD(P)H-dependent oxidoreductase 1 [KO:K22374] [EC:1.1.1.285]
            4342505  uncharacterized protein LOC4342505 [KO:K18054] [EC:1.14.11.24 1.14.11.25]
            4325444  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic [KO:K13832] [EC:4.2.1.10 1.1.1.25]
            4352411  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic isoform X1 [KO:K13832] [EC:4.2.1.10 1.1.1.25]
            4325446  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic [KO:K13832] [EC:4.2.1.10 1.1.1.25]
            4334427  indole-3-glycerol phosphate lyase, chloroplastic [KO:K13222] [EC:4.1.2.8]
            9268807  tryptophan synthase alpha chain [KO:K13222] [EC:4.1.2.8]
            9270552  indole-3-glycerol phosphate lyase, chloroplastic [KO:K13222] [EC:4.1.2.8]
            4350429  DIMBOA UDP-glucosyltransferase BX8 [KO:K13227] [EC:2.4.1.202]
            4342809  DIMBOA UDP-glucosyltransferase BX8 [KO:K13227] [EC:2.4.1.202]
            4336146  beta-glucosidase 13 [KO:K01188] [EC:3.2.1.21]
            4332041  beta-glucosidase 6 [KO:K01188] [EC:3.2.1.21]
            4338560  beta-glucosidase 22 [KO:K01188] [EC:3.2.1.21]
            4345995  beta-glucosidase 27 [KO:K01188] [EC:3.2.1.21]
            4347441  beta-glucosidase 30 isoform X1 [KO:K01188] [EC:3.2.1.21]
            4348315  beta-glucosidase 34 [KO:K01188] [EC:3.2.1.21]
            4326948  beta-glucosidase 5 [KO:K01188] [EC:3.2.1.21]
            4338556  beta-glucosidase 19 isoform X1 [KO:K01188] [EC:3.2.1.21]
            4347545  beta-glucosidase 31 [KO:K01188] [EC:3.2.1.21]
            4347547  probable inactive beta-glucosidase 33 [KO:K01188] [EC:3.2.1.21]
            4338558  beta-glucosidase 21 [KO:K01188] [EC:3.2.1.21]
            4336145  beta-glucosidase 12 isoform X1 [KO:K01188] [EC:3.2.1.21]
            4341870  beta-glucosidase 25 isoform X1 [KO:K01188] [EC:3.2.1.21]
            4345996  beta-glucosidase 28 isoform X2 [KO:K01188] [EC:3.2.1.21]
            4334116  beta-glucosidase BoGH3B isoform X1 [KO:K01188] [EC:3.2.1.21]
            4325106  beta-glucosidase 4 isoform X2 [KO:K01188] [EC:3.2.1.21]
            4340890  beta-glucosidase 24 [KO:K01188] [EC:3.2.1.21]
            4347440  LOW QUALITY PROTEIN: beta-glucosidase 29-like [KO:K01188] [EC:3.2.1.21]
            4347546  beta-glucosidase 32 [KO:K01188] [EC:3.2.1.21]
            9267759  beta-glucosidase 2 [KO:K01188] [EC:3.2.1.21]
            9269478  putative beta-glucosidase 9 isoform X1 [KO:K01188] [EC:3.2.1.21]
            9270758  beta-glucosidase 20 isoform X1 [KO:K01188] [EC:3.2.1.21]
            4327593  beta-glucosidase 3 [KO:K01188] [EC:3.2.1.21]
            4336142  beta-glucosidase 10 isoform X1 [KO:K01188] [EC:3.2.1.21]
            9268348  beta-glucosidase 11 [KO:K01188] [EC:3.2.1.21]
            4334114  beta-glucosidase BoGH3B [KO:K05349] [EC:3.2.1.21]
            4334113  beta-glucosidase BoGH3B [KO:K05349] [EC:3.2.1.21]
            4324619  beta-glucosidase BoGH3B isoform X1 [KO:K05349] [EC:3.2.1.21]
            4338956  beta-glucosidase BoGH3B [KO:K05349] [EC:3.2.1.21]
            4328197  beta-glucosidase BoGH3B [KO:K05349] [EC:3.2.1.21]
            4333841  beta-glucosidase 7 [KO:K05350] [EC:3.2.1.21]
            4324050  beta-glucosidase 1 [KO:K05350] [EC:3.2.1.21]
            4336388  probable inactive beta-glucosidase 14 isoform X1 [KO:K05350] [EC:3.2.1.21]
            4336391  beta-glucosidase 18 [KO:K05350] [EC:3.2.1.21]
            4336389  beta-glucosidase 16 isoform X3 [KO:K05350] [EC:3.2.1.21]
            4344146  beta-glucosidase 26 isoform X2 [KO:K05350] [EC:3.2.1.21]
            4333842  beta-glucosidase 8 [KO:K05350] [EC:3.2.1.21]
            4352082  beta-glucosidase 38 [KO:K05350] [EC:3.2.1.21]
            4351926  isoflavone reductase homolog [KO:K21568] [EC:1.23.1.1 1.23.1.2 1.23.1.3 1.23.1.4]
            4351925  isoflavone reductase homolog [KO:K21568] [EC:1.23.1.1 1.23.1.2 1.23.1.3 1.23.1.4]
            4351932  isoflavone reductase homolog [KO:K21568] [EC:1.23.1.1 1.23.1.2 1.23.1.3 1.23.1.4]
COMPOUND    C00019  S-Adenosyl-L-methionine
            C00024  Acetyl-CoA
            C00036  Oxaloacetate
            C00049  L-Aspartate
            C00073  L-Methionine
            C00074  Phosphoenolpyruvate
            C00078  L-Tryptophan
            C00079  L-Phenylalanine
            C00082  L-Tyrosine
            C00083  Malonyl-CoA
            C00108  Anthranilate
            C00179  Agmatine
            C00223  p-Coumaroyl-CoA
            C00251  Chorismate
            C00254  Prephenate
            C00323  Caffeoyl-CoA
            C00353  Geranylgeranyl diphosphate
            C00406  Feruloyl-CoA
            C00423  trans-Cinnamate
            C00448  trans,trans-Farnesyl diphosphate
            C00463  Indole
            C00493  Shikimate
            C00590  Coniferyl alcohol
            C00751  Squalene
            C00758  Bergaptol
            C00841  Xanthotoxol
            C01054  (S)-2,3-Epoxysqualene
            C01158  1-O-Galloyl-beta-D-glucose
            C01198  3-(2-Hydroxyphenyl)propanoate
            C01424  Gallate
            C01527  Scopolin
            C01557  Bergapten
            C01752  Scopoletin
            C01772  trans-2-Hydroxycinnamate
            C01864  Xanthotoxin
            C02162  Isopimpinellin
            C02274  Dihydrocoumarin
            C02637  3-Dehydroshikimate
            C02951  5-Hydroxyxanthotoxin
            C03506  Indoleglycerol phosphate
            C04498  p-Coumaroylagmatine
            C04576  Pentagalloylglucose
            C04831  DIMBOA-glucoside
            C05158  trans-beta-D-Glucosyl-2-hydroxycinnamate
            C05324  Nicotianamine
            C05366  (+)-Pinoresinol
            C05838  cis-2-Hydroxycinnamate
            C05839  cis-beta-D-Glucosyl-2-hydroxycinnamate
            C05851  Coumarin
            C06098  Zeaxanthin
            C06972  Dronabinol
            C07578  Cannabidiol
            C08304  Gramine
            C08307  Hordatine A
            C08308  Hordatine B
            C08588  Crocetin
            C08589  Crocin
            C08946  Ginsenoside Rg1
            C09060  Angelicin
            C09263  Esculetin
            C09265  Fraxetin
            C09276  Marmesin
            C09305  Psoralen
            C09311  Scoparone
            C09315  Umbelliferone
            C10556  Deoxypodophyllotoxin
            C10557  Dihydroanhydropodorhizol
            C10646  Lariciresinol
            C10682  Matairesinol
            C10784  Cannabidiolic acid
            C10874  Podophyllotoxin
            C11130  3-Hydroxyindolin-2-one
            C12312  Indolin-2-one
            C15485  2'-Deoxymugineic acid
            C15486  3''-Deamino-3''-oxonicotianamine
            C15500  Mugineic acid
            C15501  3-Epihydroxymugineic acid
            C15502  3-Epihydroxy-2'-deoxymugineic acid
            C15769  HBOA
            C15770  DIBOA
            C15772  DIBOA-glucoside
            C17055  Picrocrocin
            C17062  Safranal
            C17513  trans-Crocetin (beta-D-glucosyl) (beta-D-gentibiosyl) ester
            C18062  TRIBOA-glucoside
            C18079  Isoscopoletin
            C18080  Osthenol
            C18083  Demethylsuberosin
            C18167  Secoisolariciresinol
            C18325  Feruloylagmatine
            C19707  (+)-Columbianetin
            C19730  Crocetin dialdehyde
            C19731  (3S)-3-Hydroxycyclocitral
            C19829  Dammarenediol-II
            C19867  beta-D-Glucosyl crocetin
            C19868  Bis(beta-D-glucosyl) crocetin
            C19869  beta-D-Gentiobiosyl crocetin
            C20406  Cannabigerolate
            C20413  3,5,7-Trioxododecanoyl-CoA
            C20417  2,4-Dihydroxy-6-pentylbenzoate
            C20454  (-)-Lariciresinol
            C20455  (-)-Pinoresinol
            C20456  (+)-Secoisolariciresinol
            C20713  Ginsenoside Rb1
            C20715  Protopanaxadiol
            C20716  Protopanaxatriol
            C20725  Ginsenoside Rd
            C20778  Ginsenoside Rg3
            C20779  Ginsenoside F2
            C20780  Ginsenoside F1
            C20894  beta-Citraurin
            C21183  Bursehernin
            C21184  (-)-5'-Demethylyatein
            C21191  Pluviatolide
            C21459  6-Hydroxyferuloyl-CoA
            C21601  3-(Aminomethyl)indole
            C21602  (1H-Indol-3-yl)-N-methylmethanamine
            C21903  Delta9-Tetrahydrocannabinolate
            C22007  Sideretin
            C22070  2,4-Dihydroxycinnamoyl-CoA
            C22127  Ginsenoside C-K
            C22128  (20S)-Ginsenoside Rh2
            C22129  Ginsenoside Rh1
            C22152  Bergamottin
            C22153  Epoxybergamottin
            C22156  6',7'-Dihydroxybergamottin
            C22438  3,5-Dehydroshikimate
            C22444  5,8-Dihydroxypsoralen
            C22445  8-Hydroxybergapten
            C22452  6,7,8-Trihydroxycoumarin
REFERENCE   PMID:22569263
  AUTHORS   Nagatoshi M, Terasaka K, Owaki M, Sota M, Inukai T, Nagatsu A, Mizukami H
  TITLE     UGT75L6 and UGT94E5 mediate sequential glucosylation of crocetin to crocin in Gardenia jasminoides.
  JOURNAL   FEBS Lett 586:1055-61 (2012)
            DOI:10.1016/j.febslet.2012.03.003
REFERENCE   PMID:17544411
  AUTHORS   Taura F, Sirikantaramas S, Shoyama Y, Yoshikai K, Shoyama Y, Morimoto S
  TITLE     Cannabidiolic-acid synthase, the chemotype-determining enzyme in the fiber-type Cannabis sativa.
  JOURNAL   FEBS Lett 581:2929-34 (2007)
            DOI:10.1016/j.febslet.2007.05.043
REFERENCE   PMID:9952442
  AUTHORS   Higuchi K, Suzuki K, Nakanishi H, Yamaguchi H, Nishizawa NK, Mori S
  TITLE     Cloning of nicotianamine synthase genes, novel genes involved in the biosynthesis of phytosiderophores.
  JOURNAL   Plant Physiol 119:471-80 (1999)
            DOI:10.1104/pp.119.2.471
REFERENCE   PMID:7622460
  AUTHORS   Ma JF, Shinada T, Matsuda C, Nomoto K
  TITLE     Biosynthesis of phytosiderophores, mugineic acids, associated with methionine cycling.
  JOURNAL   J Biol Chem 270:16549-54 (1995)
            DOI:10.1074/jbc.270.28.16549
REFERENCE   PMID:33346890
  AUTHORS   Tahara K, Nishiguchi M, Funke E, Miyazawa SI, Miyama T, Milkowski C
  TITLE     Dehydroquinate dehydratase/shikimate dehydrogenases involved in gallate biosynthesis of the aluminum-tolerant tree species Eucalyptus camaldulensis.
  JOURNAL   Planta 253:3 (2020)
            DOI:10.1007/s00425-020-03516-w
REFERENCE   PMID:26558757
  AUTHORS   Dugrand-Judek A, Olry A, Hehn A, Costantino G, Ollitrault P, Froelicher Y, Bourgaud F.
  TITLE     The Distribution of Coumarins and Furanocoumarins in Citrus Species Closely Matches Citrus Phylogeny and Reflects the Organization of Biosynthetic Pathways.
  JOURNAL   PLoS One 10:e0142757 (2015)
            DOI:10.1371/journal.pone.0142757
REFERENCE   PMID:15009205
  AUTHORS   Hehmann M, Lukacin R, Ekiert H, Matern U
  TITLE     Furanocoumarin biosynthesis in Ammi majus L. Cloning of bergaptol O-methyltransferase.
  JOURNAL   Eur J Biochem 271:932-40 (2004)
            DOI:10.1111/j.1432-1033.2004.03995.x
REFERENCE   PMID:26359402
  AUTHORS   Lau W, Sattely ES
  TITLE     Six enzymes from mayapple that complete the biosynthetic pathway to the etoposide aglycone.
  JOURNAL   Science 349:1224-8 (2015)
            DOI:10.1126/science.aac7202
REL_PATHWAY osa00010  Glycolysis / Gluconeogenesis
            osa00020  Citrate cycle (TCA cycle)
            osa00270  Cysteine and methionine metabolism
            osa00400  Phenylalanine, tyrosine and tryptophan biosynthesis
            osa00900  Terpenoid backbone biosynthesis
            osa00940  Phenylpropanoid biosynthesis
KO_PATHWAY  ko00999
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