(+)-epicatechin (CHEBI:76125)

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ChEBI Name	(+)-epicatechin

ChEBI ID	CHEBI:76125

Definition	A catechin that is flavan carrying five hydroxy substituents at positions 3, 3', 4', 5 and 7 (the 2S,3S-stereoisomer).

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C15H14O6

Net Charge

Average Mass

290.26810

Monoisotopic Mass

290.07904

InChI

InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m0/s1

InChIKey

PFTAWBLQPZVEMU-ZFWWWQNUSA-N

SMILES

O[C@H]1Cc2c(O)cc(O)cc2O[C@H]1c1ccc(O)c(O)c1

Roles Classification
Biological Role(s):	cyclooxygenase 1 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1. 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	(+)-epicatechin (CHEBI:76125) has role cyclooxygenase 1 inhibitor (CHEBI:50630) (+)-epicatechin (CHEBI:76125) has role plant metabolite (CHEBI:76924) (+)-epicatechin (CHEBI:76125) is a catechin (CHEBI:23053) (+)-epicatechin (CHEBI:76125) is a polyphenol (CHEBI:26195) (+)-epicatechin (CHEBI:76125) is enantiomer of (−)-epicatechin (CHEBI:90)

Incoming	(+)-epicatechin-3-O-gallate (CHEBI:76126) has functional parent (+)-epicatechin (CHEBI:76125) (−)-epicatechin (CHEBI:90) is enantiomer of (+)-epicatechin (CHEBI:76125)

IUPAC Name

(2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

Citation	Type	Source
15568761	PubMed citation	Europe PMC

Last Modified

28 July 2014