KEGG   PATHWAY: osa00999
Entry
osa00999                    Pathway                                
Name
Biosynthesis of various plant secondary metabolites - Oryza sativa japonica (Japanese rice) (RefSeq)
  Including
Crocin biosynthesis, Ginsenoside biosynthesis, Saponin adjuvant 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
osa00999

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]
4334628  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]
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]
4334116  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
C08616  beta-Amyrin
C08942  Echinocystic acid
C08946  Ginsenoside Rg1
C08972  Quillaic acid
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
C17148  Oleanolic acid
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
C22652  Quillaic acid 3-O-beta-D-glucuronide
C22653  Quillaic acid 3-O-beta-D-galactosyl-1,2-beta-D-glucuronide
C22654  Quillaic acid 3-O-beta-D-xylosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide
C22655  Quillaic acid 3-O-alpha-L-rhamnosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide
C22656  Quillaic acid 3-O-beta-D-xylosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide-28-O-beta-D-fucoside
C22657  Quillaic acid 3-O-alpha-L-rhamnosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide-28-O-beta-D-fucoside
C22658  Quillaic acid 3-O-beta-D-xylosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide-28-O-alpha-L-rhamnosyl-1,2-beta-D-fucoside
C22659  Quillaic acid 3-O-alpha-L-rhamnosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide-28-O-alpha-L-rhamnosyl-1,2-beta-D-fucoside
C22660  Quillaic acid 3-O-beta-D-xylosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide-28-O-beta-D-xylosyl-1,4-alpha-L-rhamnosyl-1,2-beta-D-fucoside
C22661  Quillaic acid 3-O-alpha-L-rhamnosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide-28-O-beta-D-xylosyl-1,4-alpha-L-rhamnosyl-1,2-beta-D-fucoside
C22662  Quillaic acid 3-O-beta-D-xylosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide-28-O-beta-D-xylosyl-1,3-beta-D-xylosyl-1,4-alpha-L-rhamnosyl-1,2-beta-D-fucoside
C22663  Quillaic acid 3-O-alpha-L-rhamnosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide-28-O-beta-D-xylosyl-1,3-beta-D-xylosyl-1,4-alpha-L-rhamnosyl-1,2-beta-D-fucoside
C22664  Quillaic acid 3-O-beta-D-xylosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide-28-O-beta-D-apiosyl-1,3-beta-D-xylosyl-1,4-alpha-L-rhamnosyl-1,2-beta-D-fucoside
C22665  Quillaic acid 3-O-alpha-L-rhamnosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide-28-O-beta-D-apiosyl-1,3-beta-D-xylosyl-1,4-alpha-L-rhamnosyl-1,2-beta-D-fucoside
C22666  Quillaic acid 3-O-beta-D-xylosyl-1,3-(beta-D-galactosyl-1,2)-beta-D-glucuronide 28-O-beta-D-apiosyl-1,3-beta-D-xylosyl-1,4-(beta-D-glucosyl-1,3)-alpha-L-rhamnosyl-1,2-(alpha-L-rhamnosyl-1,3)-4-O-acetyl-beta-D-fucoside
Reference
  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
  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
  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
  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
  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
  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
Reference
  Authors
Reed J, Orme A, El-Demerdash A, Owen C, Martin LBB, Misra RC, Kikuchi S, Rejzek M, Martin AC, Harkess A, Leebens-Mack J, Louveau T, Stephenson MJ, Osbourn A.
  Title
Elucidation of the pathway for biosynthesis of saponin adjuvants from the soapbark tree.
  Journal
Science 379:1252-1264 (2023)
DOI:10.1126/science.adf3727
Related
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   
LinkDB

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