ENTRY       gmx00999                    Pathway
NAME        Biosynthesis of various plant secondary metabolites - Glycine max (soybean)
  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 gmx00999  Biosynthesis of various plant secondary metabolites
ORGANISM    Glycine max (soybean) [GN:gmx]
GENE        100777009  S-adenosylmethionine synthase-like [KO:K00789] [EC:2.5.1.6]
            100794248  S-adenosylmethionine synthase 3 [KO:K00789] [EC:2.5.1.6]
            100816602  S-adenosylmethionine synthase 1 [KO:K00789] [EC:2.5.1.6]
            100778809  S-adenosylmethionine synthase 1 [KO:K00789] [EC:2.5.1.6]
            100812341  S-adenosylmethionine synthase 1 [KO:K00789] [EC:2.5.1.6]
            100805448  S-adenosylmethionine synthase 3 [KO:K00789] [EC:2.5.1.6]
            100799139  S-adenosylmethionine synthase [KO:K00789] [EC:2.5.1.6]
            100777770  S-adenosylmethionine synthase 1 [KO:K00789] [EC:2.5.1.6]
            100787994  S-adenosylmethionine synthase [KO:K00789] [EC:2.5.1.6]
            100820392  S-adenosylmethionine synthase [KO:K00789] [EC:2.5.1.6]
            100775553  nicotianamine synthase [KO:K05953] [EC:2.5.1.43]
            100794250  nicotianamine synthase-like [KO:K05953] [EC:2.5.1.43]
            100803630  nicotianamine synthase [KO:K05953] [EC:2.5.1.43]
            100814069  nicotianamine synthase-like protein [KO:K05953] [EC:2.5.1.43]
            100819726  nicotianamine synthase [KO:K05953] [EC:2.5.1.43]
            100799650  methylecgonone reductase [KO:K22374] [EC:1.1.1.285]
            100787305  CHR3; chalcone reductase CHR3 [KO:K22374] [EC:1.1.1.285]
            100786750  CHR2; chalcone reductase CHR2 [KO:K22374] [EC:1.1.1.285]
            100788604  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic isoform X2 [KO:K13832] [EC:4.2.1.10 1.1.1.25]
            100811217  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic isoform X2 [KO:K13832] [EC:4.2.1.10 1.1.1.25]
            100780449  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic isoform X1 [KO:K13832] [EC:4.2.1.10 1.1.1.25]
            100799731  cyanogenic beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100802780  cyanogenic beta-glucosidase isoform X1 [KO:K01188] [EC:3.2.1.21]
            100809238  beta-glucosidase 40 [KO:K01188] [EC:3.2.1.21]
            100801874  cyanogenic beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100800603  beta-glucosidase 42 [KO:K01188] [EC:3.2.1.21]
            100783543  beta-glucosidase 25 isoform X1 [KO:K01188] [EC:3.2.1.21]
            100789360  beta-glucosidase 40 [KO:K01188] [EC:3.2.1.21]
            100784723  cyanogenic beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100812431  beta-glucosidase 12 isoform X1 [KO:K01188] [EC:3.2.1.21]
            100807128  beta-glucosidase 24 [KO:K01188] [EC:3.2.1.21]
            100791121  beta-glucosidase 13 [KO:K01188] [EC:3.2.1.21]
            100802250  cyanogenic beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100792870  cyanogenic beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100803190  beta-glucosidase 11 [KO:K01188] [EC:3.2.1.21]
            100781958  beta-glucosidase 11 [KO:K01188] [EC:3.2.1.21]
            778162  ICHG; isoflavone conjugate-specific beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100820528  beta-glucosidase 13 [KO:K01188] [EC:3.2.1.21]
            100776708  cyanogenic beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100777247  cyanogenic beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100813623  cyanogenic beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100776174  cyanogenic beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100777773  cyanogenic beta-glucosidase [KO:K01188] [EC:3.2.1.21]
            100806123  cyanogenic beta-glucosidase isoform X1 [KO:K01188] [EC:3.2.1.21]
            100811884  beta-glucosidase 12 isoform X1 [KO:K01188] [EC:3.2.1.21]
            100811561  beta-glucosidase 12 isoform X1 [KO:K01188] [EC:3.2.1.21]
            100780572  beta-glucosidase BoGH3B isoform X2 [KO:K05349] [EC:3.2.1.21]
            100775219  beta-glucosidase BoGH3B [KO:K05349] [EC:3.2.1.21]
            100819414  beta-glucosidase BoGH3B [KO:K05349] [EC:3.2.1.21]
            100819117  beta-glucosidase BoGH3B isoform X2 [KO:K05349] [EC:3.2.1.21]
            547729  beta-glucosidase BoGH3B precursor [KO:K05349] [EC:3.2.1.21]
            100779642  beta-glucosidase BoGH3B [KO:K05349] [EC:3.2.1.21]
            100816705  beta-glucosidase BoGH3B isoform X2 [KO:K05349] [EC:3.2.1.21]
            100815268  beta-glucosidase BoGH3B isoform X1 [KO:K05349] [EC:3.2.1.21]
            100799660  beta-glucosidase BoGH3B isoform X1 [KO:K05349] [EC:3.2.1.21]
            100797197  beta-glucosidase BoGH3B [KO:K05349] [EC:3.2.1.21]
            100806362  lysosomal beta glucosidase [KO:K05349] [EC:3.2.1.21]
            100800077  beta-glucosidase BoGH3B [KO:K05349] [EC:3.2.1.21]
            100777415  beta-glucosidase BoGH3B [KO:K05349] [EC:3.2.1.21]
            100790658  beta-glucosidase 46 [KO:K05350] [EC:3.2.1.21]
            100811526  beta-glucosidase 46 [KO:K05350] [EC:3.2.1.21]
            100814740  beta-glucosidase 44 [KO:K05350] [EC:3.2.1.21]
            100810985  beta-glucosidase 46 [KO:K05350] [EC:3.2.1.21]
            100814004  beta-glucosidase 18 isoform X2 [KO:K05350] [EC:3.2.1.21]
            100813194  beta-glucosidase 44 [KO:K05350] [EC:3.2.1.21]
            100812929  beta-glucosidase 18 isoform X2 [KO:K05350] [EC:3.2.1.21]
            100807715  beta-glucosidase 18 [KO:K05350] [EC:3.2.1.21]
            100807186  beta-glucosidase 18 [KO:K05350] [EC:3.2.1.21]
            100527581  feruloyl CoA ortho-hydroxylase F6H1-3 [KO:K06892] [EC:1.14.11.61]
            100777556  feruloyl CoA ortho-hydroxylase F6H1-3 [KO:K06892] [EC:1.14.11.61]
            100820326  F6'H1; feruloyl CoA ortho-hydroxylase 1 [KO:K06892] [EC:1.14.11.61]
            100803722  uncharacterized protein LOC100803722 [KO:K23145] [EC:1.14.11.60]
            102659647  scopoletin 8-hydroxylase [KO:K23145] [EC:1.14.11.60]
            100811993  xanthotoxin 5-hydroxylase CYP82C4 [KO:K23136] [EC:1.14.14.164]
            100817114  scopoletin glucosyltransferase [KO:K23260] [EC:2.4.1.128]
            100817645  scopoletin glucosyltransferase [KO:K23260] [EC:2.4.1.128]
            100818173  scopoletin glucosyltransferase [KO:K23260] [EC:2.4.1.128]
            100779160  scopoletin glucosyltransferase [KO:K23260] [EC:2.4.1.128]
            100798391  SG-1-LIKE; scopoletin glucosyltransferase [KO:K23260] [EC:2.4.1.128]
            100781517  scopoletin glucosyltransferase [KO:K23260] [EC:2.4.1.128]
            100818708  scopoletin glucosyltransferase [KO:K23260] [EC:2.4.1.128]
            100775382  isoflavone reductase homolog [KO:K21568] [EC:1.23.1.1 1.23.1.2 1.23.1.3 1.23.1.4]
            100786578  pinoresinol reductase 1-like [KO:K21568] [EC:1.23.1.1 1.23.1.2 1.23.1.3 1.23.1.4]
            100780465  uncharacterized protein LOC100780465 [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 gmx00010  Glycolysis / Gluconeogenesis
            gmx00020  Citrate cycle (TCA cycle)
            gmx00270  Cysteine and methionine metabolism
            gmx00400  Phenylalanine, tyrosine and tryptophan biosynthesis
            gmx00900  Terpenoid backbone biosynthesis
            gmx00940  Phenylpropanoid biosynthesis
KO_PATHWAY  ko00999
///
