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CHEBI:90 - (−)-epicatechin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (−)-epicatechin
ChEBI ID CHEBI:90
ChEBI ASCII Name (-)-epicatechin
Definition A catechin with (2R,3R)-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:18484
Supplier Information
Save molfile Download Molfile
Formula C15H14O6
Net Charge 0
Average Mass 290.26810
Monoisotopic Mass 290.079
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-/m1/s1
InChIKey PFTAWBLQPZVEMU-UKRRQHHQSA-N
SMILES [H][C@@]1(Oc2cc(O)cc(O)c2C[C@H]1O)c1ccc(O)c(O)c1
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (−)-epicatechin (CHEBI:90) has role antioxidant (CHEBI:22586)
(−)-epicatechin (CHEBI:90) is a catechin (CHEBI:23053)
(−)-epicatechin (CHEBI:90) is a polyphenol (CHEBI:26195)
(−)-epicatechin (CHEBI:90) is enantiomer of (+)-epicatechin (CHEBI:76125)
Incoming (−)-epicatechin-(4α→8)-(−)-epicatechin (CHEBI:75661) has functional parent (−)-epicatechin (CHEBI:90)
(−)-epicatechin-(4β→8)-(−)-epigallocatechin (CHEBI:75670) has functional parent (−)-epicatechin (CHEBI:90)
(−)-epicatechin-(4β→8)-(+)-gallocatechin (CHEBI:75672) has functional parent (−)-epicatechin (CHEBI:90)
(−)-epicatechin-3-O-gallate (CHEBI:70255) has functional parent (−)-epicatechin (CHEBI:90)
(−)-epicatechin-5-gallate (CHEBI:65848) has functional parent (−)-epicatechin (CHEBI:90)
(−)-epigallocatechin-(4β→8)-(−)-epicatechin (CHEBI:75669) has functional parent (−)-epicatechin (CHEBI:90)
(+)-gallocatechin-(4α→8)-(−)-epicatechin (CHEBI:75666) has functional parent (−)-epicatechin (CHEBI:90)
arecatannin B1 (CHEBI:75642) has functional parent (−)-epicatechin (CHEBI:90)
epigallocatechin-(4β→8,2β→O-7)-epicatechin (CHEBI:65854) has functional parent (−)-epicatechin (CHEBI:90)
proanthocyanidin A2 (CHEBI:28472) has functional parent (−)-epicatechin (CHEBI:90)
procyanidin B1 (CHEBI:75633) has functional parent (−)-epicatechin (CHEBI:90)
procyanidin B2 (CHEBI:75632) has functional parent (−)-epicatechin (CHEBI:90)
procyanidin B4 (CHEBI:27589) has functional parent (−)-epicatechin (CHEBI:90)
procyanidin B5 (CHEBI:75621) has functional parent (−)-epicatechin (CHEBI:90)
procyanidin B8 (CHEBI:75618) has functional parent (−)-epicatechin (CHEBI:90)
procyanidin C1 (CHEBI:75643) has functional parent (−)-epicatechin (CHEBI:90)
(+)-epicatechin (CHEBI:76125) is enantiomer of (−)-epicatechin (CHEBI:90)
IUPAC Name
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Synonym Source
(-)-Epicatechin KEGG COMPOUND
Database Links Databases
C00000956 KNApSAcK
C09727 KEGG COMPOUND
CPD-7630 MetaCyc
LMPK12020003 LIPID MAPS
LSM-20956 LINCS
View more database links
Registry Numbers Types Sources
490-46-0 CAS Registry Number KEGG COMPOUND
92760 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10427682 PubMed citation Europe PMC
7655336 PubMed citation Europe PMC
Last Modified
25 February 2016