ENTRY       sly00945                    Pathway
NAME        Stilbenoid, diarylheptanoid and gingerol biosynthesis - Solanum lycopersicum (tomato)
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 sly00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
ORGANISM    Solanum lycopersicum (tomato) [GN:sly]
GENE        101244196  trans-cinnamate 4-monooxygenase isoform X2 [KO:K00487] [EC:1.14.14.91]
            101244496  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
            101262919  cytochrome P450 CYP73A100 [KO:K00487] [EC:1.14.14.91]
            104645412  BAHD acyltransferase At5g47980-like isoform X1 [KO:K13065] [EC:2.3.1.133]
            544249  hqt; hydroxycinnamoyl CoA quinate transferase [KO:K13065] [EC:2.3.1.133]
            100191129  anthocyanin acyltransferase [KO:K13065] [EC:2.3.1.133]
            101055588  AT1; AT1 protein [KO:K13065] [EC:2.3.1.133]
            101055589  AT3; AT3 protein [KO:K13065] [EC:2.3.1.133]
            101256271  shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
            101244961  agmatine coumaroyltransferase-2 [KO:K13065] [EC:2.3.1.133]
            101249389  acylsugar acyltransferase 3-like [KO:K13065] [EC:2.3.1.133]
            101253286  vinorine synthase [KO:K13065] [EC:2.3.1.133]
            101266953  vinorine synthase [KO:K13065] [EC:2.3.1.133]
            101253503  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
            101245674  acylsugar acyltransferase 3-like [KO:K13065] [EC:2.3.1.133]
            101248691  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
            101253556  agmatine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
            101253859  agmatine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
            101267379  agmatine coumaroyltransferase-2-like [KO:K13065] [EC:2.3.1.133]
            101260610  acetyl-CoA-benzylalcohol acetyltransferase [KO:K13065] [EC:2.3.1.133]
            101254278  pelargonidin 3-O-(6-caffeoylglucoside) 5-O-(6-O-malonylglucoside) 4'''-malonyltransferase-like [KO:K13065] [EC:2.3.1.133]
            101249696  fatty alcohol:caffeoyl-CoA acyltransferase [KO:K13065] [EC:2.3.1.133]
            101267215  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
            104648251  salutaridinol 7-O-acetyltransferase-like [KO:K13065] [EC:2.3.1.133]
            104648161  salutaridinol 7-O-acetyltransferase-like [KO:K13065] [EC:2.3.1.133]
            112941247  deacetylvindoline O-acetyltransferase-like [KO:K13065] [EC:2.3.1.133]
            101246092  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
            101261765  cytochrome P450 98A3 [KO:K09754] [EC:1.14.14.96]
            101247849  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
            101262063  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
            101262367  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
            101252173  probable caffeoyl-CoA O-methyltransferase At4g26220 isoform X1 [KO:K00588] [EC:2.1.1.104]
            101265690  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
            101253032  caffeoyl-CoA O-methyltransferase 5 [KO:K00588] [EC:2.1.1.104]
            101255734  AnthOMT; flavonoid 3',5'-methyltransferase [KO:K00588] [EC:2.1.1.104]
            101260278  caffeoyl-CoA O-methyltransferase 6 [KO:K00588] [EC:2.1.1.104]
            101266196  probable caffeoyl-CoA O-methyltransferase At4g26220 isoform X1 [KO:K00588] [EC:2.1.1.104]
            101245167  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
            101248393  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
            101248678  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
            101265187  caffeoyl-CoA O-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
            101265977  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
            101253088  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
            101264010  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [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   PMID:19258320
  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   PMID:16890967
  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   PMID:17509574
  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
REL_PATHWAY sly00940  Phenylpropanoid biosynthesis
KO_PATHWAY  ko00945
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