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CHEBI:15600 - (+)-catechin

ChEBI IDCHEBI:15600
ChEBI Name(+)-catechin
Stars
DefinitionThe (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite.
Secondary ChEBI IDsCHEBI:18, CHEBI:10862, CHEBI:18443
Last Modified22 February 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC15H14O6
Net Charge0
Average Mass290.271
Monoisotopic Mass290.07904
SMILESOc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@@H](O)C2
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+/m0/s1
InChIKeyPFTAWBLQPZVEMU-DZGCQCFKSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Acacia mearnsii (ncbitaxon:139012) bark (BTO:0001301) PubMed (21192716) Spray-dried aqueous extract of bark
Uncaria gambir (ncbitaxon:43574) - PubMed (21192716)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
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 Relation(s)
(+)-catechin (CHEBI:15600) has role antioxidant (CHEBI:22586)
(+)-catechin (CHEBI:15600) has role plant metabolite (CHEBI:76924)
(+)-catechin (CHEBI:15600) is a catechin (CHEBI:23053)
(+)-catechin (CHEBI:15600) is enantiomer of (−)-catechin (CHEBI:33992)
Incoming Relation(s)
(+)-catechin 7-O-β-D-xyloside (CHEBI:28117) has functional parent (+)-catechin (CHEBI:15600)
(+)-catechin-(4α→6)-(+)-gallocatechin (CHEBI:75674) has functional parent (+)-catechin (CHEBI:15600)
(+)-catechin-(4α→8)-(−)-epigallocatechin (CHEBI:75667) has functional parent (+)-catechin (CHEBI:15600)
(+)-catechin-3-O-gallate (CHEBI:76132) has functional parent (+)-catechin (CHEBI:15600)
(+)-catechin-3'-methyl ether (CHEBI:149610) has functional parent (+)-catechin (CHEBI:15600)
(+)-gallocatechin-(4α→6)-(+)-catechin (CHEBI:75671) has functional parent (+)-catechin (CHEBI:15600)
(+)-gallocatechin-(4α→8)-(+)-catechin (CHEBI:75664) has functional parent (+)-catechin (CHEBI:15600)
(+)-gallocatechin-(4β→8)-(+)-catechin (CHEBI:75668) has functional parent (+)-catechin (CHEBI:15600)
(−)-epigallocatechin-(4β→6)-(+)-catechin (CHEBI:75673) has functional parent (+)-catechin (CHEBI:15600)
arecatannin B1 (CHEBI:75642) has functional parent (+)-catechin (CHEBI:15600)
epirobinetinidol-(4β,8)-catechin (CHEBI:68336) has functional parent (+)-catechin (CHEBI:15600)
fisetinidol-(4α,8)-catechin (CHEBI:68334) has functional parent (+)-catechin (CHEBI:15600)
procyanidin B1 (CHEBI:75633) has functional parent (+)-catechin (CHEBI:15600)
procyanidin B3 (CHEBI:75630) has functional parent (+)-catechin (CHEBI:15600)
procyanidin B4 (CHEBI:27589) has functional parent (+)-catechin (CHEBI:15600)
procyanidin B6 (CHEBI:75619) has functional parent (+)-catechin (CHEBI:15600)
procyanidin B8 (CHEBI:75618) has functional parent (+)-catechin (CHEBI:15600)
procyanidin C2 (CHEBI:75644) has functional parent (+)-catechin (CHEBI:15600)
robinetinidol-(4α,8)-catechin (CHEBI:68333) has functional parent (+)-catechin (CHEBI:15600)
(+)-catechin monohydrate (CHEBI:58994) has part (+)-catechin (CHEBI:15600)
rac-catechin (CHEBI:132833) has part (+)-catechin (CHEBI:15600)
(−)-catechin (CHEBI:33992) is enantiomer of (+)-catechin (CHEBI:15600)
IUPAC Name 
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1H-chromene-3,5,7-triol
Synonyms  Source
(+)-CatechinKEGG COMPOUND
D-CatechinKEGG COMPOUND
CyanidanolKEGG COMPOUND
(2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triolChEBI
(+)-3',4',5,7-Tetrahydroxy-2,3-trans-flavan-3-olChemIDplus
(+)-(2R,3S)-5,7,3',4'-Tetrahydroxyflavan-3-olChemIDplus
UniProt Name  Source
(2R,3S)-catechinUniProt
Manual XrefsDatabases
C06562KEGG COMPOUND
LMPK12020001LIPID MAPS
CPD-1961MetaCyc
HMDB0002780HMDB
CatechinWikipedia
C00000947KNApSAcK
KXNPDBeChem
629DrugCentral
Registry NumbersSources
Reaxys:92761Reaxys
CAS:154-23-4KEGG COMPOUND
CAS:154-23-4ChemIDplus
Citations