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

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ChEBI Name (−)-catechin-3-O-gallate
ChEBI ID CHEBI:76131
ChEBI ASCII Name (-)-catechin-3-O-gallate
Definition A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of (−)-catechin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB21387988, ZINC000006090922
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Formula C22H18O10
Net Charge 0
Average Mass 442.37230
Monoisotopic Mass 442.09000
InChI InChI=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
InChIKey LSHVYAFMTMFKBA-CTNGQTDRSA-N
SMILES Oc1cc(O)c2C[C@@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@@H](Oc2c1)c1ccc(O)c(O)c1
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (−)-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 (+)-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 Number Type Source
6773334 Reaxys Registry Number Reaxys
Last Modified
15 February 2018