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CHEBI:65548 - caffeoylglycolic acid methyl ester

ChEBI IDCHEBI:65548
ChEBI Namecaffeoylglycolic acid methyl ester
Stars
DefinitionA cinnamate ester obtained by the condensation of trans-caffeic acid with methyl hydroxyacetate. It is isolated from the leaves of Parthenocissus tricuspidata and exhibits antioxidant activity.
Last Modified11 March 2015
DownloadsMolfile
FormulaC12H12O6
Net Charge0
Average Mass252.222
Monoisotopic Mass252.06339
SMILESCOC(=O)COC(=O)/C=C/c1ccc(O)c(O)c1
InChIInChI=1S/C12H12O6/c1-17-12(16)7-18-11(15)5-3-8-2-4-9(13)10(14)6-8/h2-6,13-14H,7H2,1H3/b5-3+
InChIKeyBTLDPXVDOAPOIR-HWKANZROSA-N
Species of MetaboliteComponentSourceComments
Parthenocissus tricuspidata (ncbitaxon:345127) leaf (BTO:0000713) PubMed (15089035)
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
caffeoylglycolic acid methyl ester (CHEBI:65548) has functional parent trans-caffeic acid (CHEBI:16433)
caffeoylglycolic acid methyl ester (CHEBI:65548) has functional parent glycolic acid (CHEBI:17497)
caffeoylglycolic acid methyl ester (CHEBI:65548) has role plant metabolite (CHEBI:76924)
caffeoylglycolic acid methyl ester (CHEBI:65548) has role radical scavenger (CHEBI:48578)
caffeoylglycolic acid methyl ester (CHEBI:65548) is a catechols (CHEBI:33566)
caffeoylglycolic acid methyl ester (CHEBI:65548) is a cinnamate ester (CHEBI:36087)
caffeoylglycolic acid methyl ester (CHEBI:65548) is a methyl ester (CHEBI:25248)
IUPAC Name 
2-methoxy-2-oxoethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Registry NumbersSources
Reaxys:11261689Reaxys
Citations