EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:90 - (−)-epicatechin

ChEBI IDCHEBI:90
ChEBI Name(−)-epicatechin
Stars
ASCII Name(-)-epicatechin
DefinitionA catechin with (2R,3R)-configuration.
Secondary ChEBI IDCHEBI:18484
Last Modified22 September 2021
DownloadsMolfile
FormulaC15H14O6
Net Charge0
Average Mass290.271
Monoisotopic Mass290.07904
SMILES[H][C@]1(c2ccc(O)c(O)c2)Oc2cc(O)cc(O)c2C[C@H]1O
InChIInChI=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
InChIKeyPFTAWBLQPZVEMU-UKRRQHHQSA-N
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
ChEBI Ontology
Outgoing Relation(s)
(−)-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 Relation(s)
(+)-gallocatechin-(4α→8)-(−)-epicatechin (CHEBI:75666) has functional parent (−)-epicatechin (CHEBI:90)
(−)-epicatechin-(4α→8)-(−)-epicatechin (CHEBI:75661) has functional parent (−)-epicatechin (CHEBI:90)
(−)-epicatechin-(4β→8)-(+)-gallocatechin (CHEBI:75672) has functional parent (−)-epicatechin (CHEBI:90)
(−)-epicatechin-(4β→8)-(−)-epigallocatechin (CHEBI:75670) 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)
3'-methylepicatechin-7-sulfate (CHEBI:149600) has functional parent (−)-epicatechin (CHEBI:90)
4'-O-methyl-(−)-epicatechin (CHEBI:174910) has functional parent (−)-epicatechin (CHEBI:90)
arecatannin B1 (CHEBI:75642) has functional parent (−)-epicatechin (CHEBI:90)
epicatechin 3-O-(3'-O-methylgallate) (CHEBI:136553) has functional parent (−)-epicatechin (CHEBI:90)
epicatechin-3'-glucuronide (CHEBI:149599) 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
(-)-EpicatechinKEGG COMPOUND
UniProt Name  Source
(−)-epicatechinUniProt
Manual XrefsDatabases
C09727KEGG COMPOUND
LMPK12020003LIPID MAPS
CPD-7630MetaCyc
C00000956KNApSAcK
LSM-20956LINCS
Registry NumbersSources
Reaxys:92760Reaxys
CAS:490-46-0KEGG COMPOUND
Citations