KEGG   PATHWAY: ko00945
Entry
ko00945                     Pathway                                

Name
Stilbenoid, diarylheptanoid and gingerol biosynthesis
Description
Stilbenoids are a group of phenolic compounds, biosynthetically interrelated through their common origin from a C6-C2-C6 intermediate, such as resveratol found in grapes. Stilbenoids can also exist as glycosides (e.g., piceid). Combretastatins are potentially useful stilbenoid natural products with known antitumor activity. Diarylheptanoid is a compound group having phenyl rings at 1,7 positions of n-heptane (C6-C7-C6), such as curcumin found in the ginger family. [6]-Gingerol is a major active component of ginger and has diverse pharmacologic effects.
Class
Metabolism; Biosynthesis of other secondary metabolites
Pathway map
ko00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
ko00945

Orthology
K13231  pinosylvin synthase [EC:2.3.1.146]
K00487  trans-cinnamate 4-monooxygenase [EC:1.14.14.91]
K13232  stilbene synthase [EC:2.3.1.95]
K16040  trans-resveratrol di-O-methyltransferase [EC:2.1.1.240]
K13233  phenylpropanoylacetyl-CoA synthase [EC:2.3.1.218]
K13234  curcumin synthase [EC:2.3.1.217]
K17211  curcumin/demethoxycurcumin synthase [EC:2.3.1.217 2.3.1.219]
K17212  bisdemethoxycurcumin synthase [EC:2.3.1.211]
K13235  UDP-glucose glucosyltransferase [EC:2.4.1.-]
K13065  shikimate O-hydroxycinnamoyltransferase [EC:2.3.1.133]
K09754  5-O-(4-coumaroyl)-D-quinate 3'-monooxygenase [EC:1.14.14.96]
K00588  caffeoyl-CoA O-methyltransferase [EC:2.1.1.104]
Compound
C00223  p-Coumaroyl-CoA
C00323  Caffeoyl-CoA
C00406  Feruloyl-CoA
C00540  Cinnamoyl-CoA
C00852  Chlorogenate
C01745  Pinosylvin
C02947  4-Coumaroylshikimate
C03582  Resveratrol
C05901  Piceatannol
C10287  Pterostilbene
C10434  5-O-Caffeoylshikimic acid
C10443  Curcumin
C10462  [6]-Gingerol
C12208  p-Coumaroyl quinic acid
C17740  p-Coumaroyl-diketide-CoA
C17741  Feruloyl-diketide-CoA
C17742  Demethoxycurcumin
C17743  Bisdemethoxycurcumin
C17744  1-(4-Hydroxyphenyl)-1-decene-3,5-dione
C17745  1-(3,4-Dihydroxyphenyl)-1-decene-3,5-dione
C17746  1-Dehydro-[6]-gingerdione
C17747  5-Hydroxy-1-(4-hydroxyphenyl)-3-decanone
C17748  1-(3,4-Dihydroxyphenyl)-5-hydroxy-3-decanone
C17749  Curcumin monoglucoside
C17750  Curcumin diglucoside
Reference
  Authors
Katsuyama Y, Kita T, Funa N, Horinouchi S
  Title
Curcuminoid biosynthesis by two type III polyketide synthases in the herb Curcuma longa.
  Journal
J Biol Chem 284:11160-70 (2009)
DOI:10.1074/jbc.M900070200
Reference
  Authors
Ramirez-Ahumada Mdel C, Timmermann BN, Gang DR
  Title
Biosynthesis of curcuminoids and gingerols in turmeric (Curcuma longa) and ginger (Zingiber officinale): identification of curcuminoid synthase and hydroxycinnamoyl-CoA thioesterases.
  Journal
Phytochemistry 67:2017-29 (2006)
DOI:10.1016/j.phytochem.2006.06.028
Reference
  Authors
Masada S, Terasaka K, Mizukami H
  Title
A single amino acid in the PSPG-box plays an important role in the catalytic function of CaUGT2 (Curcumin glucosyltransferase), a Group D Family 1 glucosyltransferase from Catharanthus roseus.
  Journal
FEBS Lett 581:2605-10 (2007)
DOI:10.1016/j.febslet.2007.05.002
Related
pathway
ko00940  Phenylpropanoid biosynthesis

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