KEGG   PATHWAY: cave00999
Entry
cave00999                   Pathway                                
Name
Biosynthesis of various plant secondary metabolites - Corylus avellana (European hazelnut)
  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
cave00999  Biosynthesis of various plant secondary metabolites
cave00999

Organism
Corylus avellana (European hazelnut) [GN:cave]
Gene
132178822  beta-amyrin synthase-like [KO:K15813] [EC:5.4.99.39]
132187907  beta-amyrin synthase 2-like [KO:K15813] [EC:5.4.99.39]
132178134  beta-amyrin synthase-like isoform X1 [KO:K15813] [EC:5.4.99.39]
132178794  beta-amyrin synthase-like isoform X1 [KO:K15813] [EC:5.4.99.39]
132166930  beta-amyrin synthase-like isoform X1 [KO:K15813] [EC:5.4.99.39]
132170762  beta-amyrin synthase 2-like [KO:K15813] [EC:5.4.99.39]
132186675  beta-amyrin synthase [KO:K15813] [EC:5.4.99.39]
132186677  beta-amyrin synthase-like isoform X1 [KO:K15813] [EC:5.4.99.39]
132186893  beta-amyrin synthase-like isoform X1 [KO:K15813] [EC:5.4.99.39]
132186894  beta-amyrin synthase-like [KO:K15813] [EC:5.4.99.39]
132175679  beta-amyrin 28-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132176092  beta-amyrin 28-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132189479  beta-amyrin 6-beta-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132189482  beta-amyrin 6-beta-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132190357  beta-amyrin 28-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132190428  beta-amyrin 28-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132190436  beta-amyrin 6-beta-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132190472  beta-amyrin 6-beta-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132183579  beta-amyrin 28-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132184488  beta-amyrin 28-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132185693  beta-amyrin 28-monooxygenase-like [KO:K20667] [EC:1.14.14.126]
132191851  S-adenosylmethionine synthase 3 [KO:K00789] [EC:2.5.1.6]
132170788  S-adenosylmethionine synthase 2 [KO:K00789] [EC:2.5.1.6]
132171832  S-adenosylmethionine synthase 4 [KO:K00789] [EC:2.5.1.6]
132186702  S-adenosylmethionine synthase 2 [KO:K00789] [EC:2.5.1.6]
132171738  nicotianamine synthase [KO:K05953] [EC:2.5.1.43]
132163455  non-functional NADPH-dependent codeinone reductase 2-like [KO:K22374] [EC:1.1.1.285]
132163456  non-functional NADPH-dependent codeinone reductase 2-like [KO:K22374] [EC:1.1.1.285]
132164352  non-functional NADPH-dependent codeinone reductase 2-like [KO:K22374] [EC:1.1.1.285]
132166550  non-functional NADPH-dependent codeinone reductase 2-like [KO:K22374] [EC:1.1.1.285]
132166882  non-functional NADPH-dependent codeinone reductase 2-like [KO:K22374] [EC:1.1.1.285]
132167262  non-functional NADPH-dependent codeinone reductase 2-like [KO:K22374] [EC:1.1.1.285]
132170783  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic-like [KO:K13832] [EC:4.2.1.10 1.1.1.25]
132170873  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic-like isoform X1 [KO:K13832] [EC:4.2.1.10 1.1.1.25]
132171076  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic-like [KO:K13832] [EC:4.2.1.10 1.1.1.25]
132171264  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic-like [KO:K13832] [EC:4.2.1.10 1.1.1.25]
132171367  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic-like [KO:K13832] [EC:4.2.1.10 1.1.1.25]
132182933  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic-like isoform X1 [KO:K13832] [EC:4.2.1.10 1.1.1.25]
132171721  bifunctional 3-dehydroquinate dehydratase/shikimate dehydrogenase, chloroplastic-like [KO:K13832] [EC:4.2.1.10 1.1.1.25]
132179301  gallate 1-beta-glucosyltransferase-like [KO:K23279] [EC:2.4.1.136]
132179447  gallate 1-beta-glucosyltransferase-like [KO:K23279] [EC:2.4.1.136]
132179477  gallate 1-beta-glucosyltransferase [KO:K23279] [EC:2.4.1.136]
132163274  beta-glucosidase 12-like [KO:K01188] [EC:3.2.1.21]
132163283  LOW QUALITY PROTEIN: beta-glucosidase 12-like [KO:K01188] [EC:3.2.1.21]
132163335  beta-glucosidase 12-like isoform X1 [KO:K01188] [EC:3.2.1.21]
132163337  beta-glucosidase 13-like [KO:K01188] [EC:3.2.1.21]
132163340  beta-glucosidase 12-like [KO:K01188] [EC:3.2.1.21]
132163489  beta-glucosidase 13-like isoform X1 [KO:K01188] [EC:3.2.1.21]
132163490  beta-glucosidase 12-like [KO:K01188] [EC:3.2.1.21]
132187911  beta-glucosidase 11-like [KO:K01188] [EC:3.2.1.21]
132164720  beta-glucosidase 13-like isoform X1 [KO:K01188] [EC:3.2.1.21]
132177085  beta-glucosidase 40 isoform X1 [KO:K01188] [EC:3.2.1.21]
132168707  beta-glucosidase 42 [KO:K01188] [EC:3.2.1.21]
132171121  beta-glucosidase 17-like isoform X1 [KO:K01188] [EC:3.2.1.21]
132173775  beta-glucosidase 12-like [KO:K01188] [EC:3.2.1.21]
132185356  beta-glucosidase 17-like isoform X1 [KO:K01188] [EC:3.2.1.21]
132174692  putative beta-glucosidase 41 isoform X1 [KO:K01188] [EC:3.2.1.21]
132163510  uncharacterized protein LOC132163510 [KO:K05349] [EC:3.2.1.21]
132163577  uncharacterized protein LOC132163577 [KO:K05349] [EC:3.2.1.21]
132164014  uncharacterized protein LOC132164014 [KO:K05349] [EC:3.2.1.21]
132164015  uncharacterized protein LOC132164015 [KO:K05349] [EC:3.2.1.21]
132187540  uncharacterized protein LOC132187540 [KO:K05349] [EC:3.2.1.21]
132164218  uncharacterized protein LOC132164218 [KO:K05349] [EC:3.2.1.21]
132192322  uncharacterized protein LOC132192322 [KO:K05349] [EC:3.2.1.21]
132192355  uncharacterized protein LOC132192355 [KO:K05349] [EC:3.2.1.21]
132174847  uncharacterized protein LOC132174847 isoform X1 [KO:K05349] [EC:3.2.1.21]
132170764  beta-glucosidase 46-like isoform X1 [KO:K05350] [EC:3.2.1.21]
132184075  beta-glucosidase 44-like [KO:K05350] [EC:3.2.1.21]
132184100  beta-glucosidase 44-like [KO:K05350] [EC:3.2.1.21]
132184473  beta-glucosidase 44-like [KO:K05350] [EC:3.2.1.21]
132164422  feruloyl CoA ortho-hydroxylase F6H1-3-like [KO:K06892] [EC:1.14.11.61]
132164540  feruloyl CoA ortho-hydroxylase F6H1-3-like [KO:K06892] [EC:1.14.11.61]
132174257  scopoletin 8-hydroxylase [KO:K23145] [EC:1.14.11.60]
132185629  xanthotoxin 5-hydroxylase CYP82C4-like [KO:K23136] [EC:1.14.14.164]
132177693  scopoletin glucosyltransferase-like [KO:K23260] [EC:2.4.1.128]
132178958  scopoletin glucosyltransferase-like isoform X1 [KO:K23260] [EC:2.4.1.128]
132179085  LOW QUALITY PROTEIN: scopoletin glucosyltransferase-like [KO:K23260] [EC:2.4.1.128]
132179252  scopoletin glucosyltransferase-like [KO:K23260] [EC:2.4.1.128]
132179253  scopoletin glucosyltransferase-like [KO:K23260] [EC:2.4.1.128]
132179417  scopoletin glucosyltransferase-like [KO:K23260] [EC:2.4.1.128]
132179446  scopoletin glucosyltransferase-like [KO:K23260] [EC:2.4.1.128]
132179594  scopoletin glucosyltransferase-like [KO:K23260] [EC:2.4.1.128]
132179663  scopoletin glucosyltransferase-like [KO:K23260] [EC:2.4.1.128]
132175489  bifunctional pinoresinol-lariciresinol reductase-like [KO:K21568] [EC:1.23.1.1 1.23.1.2 1.23.1.3 1.23.1.4]
132175736  isoflavone reductase homolog [KO:K21568] [EC:1.23.1.1 1.23.1.2 1.23.1.3 1.23.1.4]
132175890  isoflavone reductase homolog [KO:K21568] [EC:1.23.1.1 1.23.1.2 1.23.1.3 1.23.1.4]
132176272  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
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
Reference
PMID:36952412
  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
cave00010  Glycolysis / Gluconeogenesis
cave00020  Citrate cycle (TCA cycle)
cave00270  Cysteine and methionine metabolism
cave00400  Phenylalanine, tyrosine and tryptophan biosynthesis
cave00900  Terpenoid backbone biosynthesis
cave00940  Phenylpropanoid biosynthesis
KO pathway
ko00999   
LinkDB

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