KEGG   PATHWAY: rn00999
Entry
rn00999                     Pathway                                

Name
Biosynthesis of various secondary metabolites - part 1
Class
Metabolism; Biosynthesis of other secondary metabolites
Pathway map
rn00999  Biosynthesis of various secondary metabolites - part 1
rn00999

Module
M00788  Terpentecin biosynthesis, GGAP => terpentecin [PATH:rn00999]
M00819  Pentalenolactone biosynthesis, farnesyl-PP => pentalenolactone [PATH:rn00999]
M00893  Lovastatin biosynthesis, malonyl-CoA => lovastatin acid [PATH:rn00999]
M00894  Cannabidiol biosynthesis, malonyl-CoA => cannabidiol/dronabinol [PATH:rn00999]
M00900  Crocin biosynthesis, crocetin => crocin [PATH:rn00999]
M00921  Cyclooctatin biosynthesis, dimethylallyl-PP + isopentenyl-PP => cyclooctatin [PATH:rn00999]
Reaction
R02305  2-trans,6-trans-farnesyldiphosphate diphosphate-lyase (cyclizing, pentalenene-forming)
R07251  acyl-CoA:malonyl-CoA C-acyltransferase (dihydromonacolin L-[acp]-forming)
R09684  terpentedienyl-diphosphate diphosphate-lyase (terpentetriene-forming)
R09714  terpentedienyl-diphosphate lyase (decyclizing)
R09757  UDP-glucose:crocetin 8-O-D-glucosyltransferase
R09758  UDP-glucose:beta-D-glucosylcrocetin 8'-O-D-glucosyltransferase
R09759  UDP-glucose:beta-D-gentiobiosylcrocetin 8'-O-D-glucosyltransferase
R09814  pentalenene,reduced ferredoxin:oxygen 13-oxidoreductase
R10145  pentalenolactone-D,2-oxoglutarate:oxygen oxidoreductase
R10154  1-deoxy-11-oxopentalenate,NADH:oxygen oxidoreductase (pentalenolactone-D forming)
R10155  1-deoxy-11-oxopentalenate,NADH:oxygen oxidoreductase (neopentalenolactone-D forming)
R10156  1-deoxy-11beta-hydroxypentalenate:NAD+ oxidoreductase
R10157  1-deoxypentalenic acid,2-oxoglutarate:oxygen oxidoreductase
R10158  1-deoxypentalenate,reduced ferredoxin:oxygen oxidoreductase
R10160  cannabigerolate:oxygen oxidoreductase (cyclizing, cannabidiolate-forming)
R10162  pentalenolactone-reduced-ferredoxin:oxygen oxidoreductase (pentalenolactone forming)
R10171  malonyl-CoA:hexanoyl-CoA malonyltransferase (3,5,7-trioxododecanoyl-CoA-forming)
R10176  geranyl-diphosphate:olivetolate geranyltransferase
R10278  3,5,7-trioxododecanoyl-CoA CoA-lyase (2,4-dihydroxy-6-pentylbenzoate-forming)
R10763  geranylgeranyl-diphosphate diphosphate-lyase (cyclooctat-9-en-7-ol-forming)
R10791  dihydromonacolin L acid,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (3-hydroxylating)
R10792  3alpha-hydroxy-3,5-dihydromonacolin L acid hydro-lyase
R10794  monacolin L acid,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
R10843  zeaxanthin:oxygen oxidoreductase (7,8-cleaving)
R10844  beta-citraurin:oxygen oxidoreductase (7,8-cleaving)
R10988  UDP-alpha-D-glucose:beta-D-glucosyl-crocetin beta-1,6-glucosyltransferase
R10989  UDP-alpha-D-glucose:bis(beta-D-glucosyl)-crocetin beta-1,6-glucosyltransferase
R10990  UDP-alpha-D-glucose:beta-D-gentiobiosyl-beta-D-glucosyl-crocetin beta-1,6-glucosyltransferase
R11069   
R11126  monacolin-J-acid:(S)-2-methylbutanoyl-[acp] (S)-2-methylbutanoyltransferase
R11187  dihydromonacolin L-[acyl-carrier protein] hydrolase
R11315   
R11445  malonyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, methylating, 2-methylbutanoate-forming)
R12101  cannabigerolate:oxygen oxidoreductase (cyclizing, Delta9-tetrahydrocannabinolate-forming)
R12102   
R12103   
R12135   
R12136   
R12137   
R12177  cyclooctat-9-en-7-ol,hydrogen-donor:oxygen oxidoreductase (5-hydroxylating)
R12178  cyclooctat-9-ene-5,7-diol,hydrogen-donor:oxygen oxidoreductase (18-hydroxylating)
Compound
C00022  Pyruvate
C00024  Acetyl-CoA
C00083  Malonyl-CoA
C00129  Isopentenyl diphosphate
C00353  Geranylgeranyl diphosphate
C00448  trans,trans-Farnesyl diphosphate
C01841  Pentalenene
C02094  beta-Carotene
C06098  Zeaxanthin
C06972  Dronabinol
C07578  Cannabidiol
C08588  Crocetin
C08589  Crocin
C10784  Cannabidiolic acid
C17055  Picrocrocin
C17062  Safranal
C17513  trans-Crocetin (beta-D-glucosyl) (beta-D-gentibiosyl) ester
C19730  Crocetin dialdehyde
C19731  (3S)-3-Hydroxycyclocitral
C19814  Terpentetriene
C19815  Terpentedienyl diphosphate
C19867  beta-D-Glucosyl crocetin
C19868  Bis(beta-D-glucosyl) crocetin
C19869  beta-D-Gentiobiosyl crocetin
C19939  Pentalen-13-al
C20397  Pentalenolactone F
C20399  Pentalenolactone D
C20400  1-Deoxy-11-oxopentalenate
C20402  Neopentalenolactone D
C20403  1-Deoxy-11beta-hydroxypentalenate
C20404  1-Deoxypentalenate
C20405  Pentalenate
C20406  Cannabigerolate
C20407  Pentalenolactone
C20413  3,5,7-Trioxododecanoyl-CoA
C20417  2,4-Dihydroxy-6-pentylbenzoate
C20834  Cyclooctat-9-en-7-ol
C20851  Dihydromonacolin L acid
C20852  3alpha-Hydroxy-3,5-dihydromonacolin L acid
C20853  Monacolin L acid
C20854  Monacolin J acid
C20894  beta-Citraurin
C21093  Terpentecin
C21108  Dihydromonacolin L-[acyl-carrier protein]
C21129  (S)-2-Methylbutanoyl-[acp]
C21130  Lovastatin acid
C21903  Delta9-Tetrahydrocannabinolate
C21978  Cyclooctat-9-ene-5,7-diol
C21979  Cyclooctatin
Reference
  Authors
Hamano Y, Kuzuyama T, Itoh N, Furihata K, Seto H, Dairi T
  Title
Functional analysis of eubacterial diterpene cyclases responsible for biosynthesis of a diterpene antibiotic, terpentecin.
  Journal
J Biol Chem 277:37098-104 (2002)
DOI:10.1074/jbc.M206382200
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
Quaderer R, Omura S, Ikeda H, Cane DE
  Title
Pentalenolactone biosynthesis. Molecular cloning and assignment of biochemical function to PtlI, a cytochrome P450 of Streptomyces avermitilis.
  Journal
J Am Chem Soc 128:13036-7 (2006)
DOI:10.1021/ja0639214
Reference
  Authors
Xu W, Chooi YH, Choi JW, Li S, Vederas JC, Da Silva NA, Tang Y
  Title
LovG: the thioesterase required for dihydromonacolin L release and lovastatin nonaketide synthase turnover in lovastatin biosynthesis.
  Journal
Angew Chem Int Ed Engl 52:6472-5 (2013)
DOI:10.1002/anie.201302406
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
Related
pathway
rn00620  Pyruvate metabolism
rn00900  Terpenoid backbone biosynthesis
rn00906  Carotenoid biosynthesis
KO pathway
ko00999   

DBGET integrated database retrieval system