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CHEBI:76131 - (−)-catechin-3-O-gallate

ChEBI IDCHEBI:76131
ChEBI Name(−)-catechin-3-O-gallate
Stars
ASCII Name(-)-catechin-3-O-gallate
DefinitionA gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of (−)-catechin.
Last Modified15 February 2018
Submittermwilliams
DownloadsMolfile
FormulaC22H18O10
Net Charge0
Average Mass442.376
Monoisotopic Mass442.09000
SMILESO=C(O[C@@H]1Cc2c(O)cc(O)cc2O[C@H]1c1ccc(O)c(O)c1)c1cc(O)c(O)c(O)c1
InChIInChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m1/s1
InChIKeyLSHVYAFMTMFKBA-CTNGQTDRSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
(−)-catechin-3-O-gallate (CHEBI:76131) has functional parent (−)-catechin (CHEBI:33992)
(−)-catechin-3-O-gallate (CHEBI:76131) has functional parent gallic acid (CHEBI:30778)
(−)-catechin-3-O-gallate (CHEBI:76131) has role metabolite (CHEBI:25212)
(−)-catechin-3-O-gallate (CHEBI:76131) is a flavans (CHEBI:38672)
(−)-catechin-3-O-gallate (CHEBI:76131) is a gallate ester (CHEBI:37576)
(−)-catechin-3-O-gallate (CHEBI:76131) is a polyphenol (CHEBI:26195)
(−)-catechin-3-O-gallate (CHEBI:76131) is enantiomer of (+)-catechin-3-O-gallate (CHEBI:76132)
Incoming Relation(s)
(+)-catechin-3-O-gallate (CHEBI:76132) is enantiomer of (−)-catechin-3-O-gallate (CHEBI:76131)
IUPAC Name 
(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate
Registry NumbersSources
Reaxys:6773334Reaxys