CHEBI:15600 - (+)-catechin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (+)-catechin
ChEBI ID CHEBI:15600
Definition The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:18, CHEBI:10862, CHEBI:18443
Supplier Information ChemicalBook:CB0428149, eMolecules:1935773, ZINC000000119983
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Wikipedia License
Catechin is a flavan-3-ol, a type of secondary metabolite providing antioxidant roles in plants. It belongs to the subgroup of polyphenols called flavonoids. The name of the catechin chemical family derives from catechu, which is the tannic juice or boiled extract of Mimosa catechu (Acacia catechu L.f.).
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Formula C15H14O6
Net Charge 0
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-DZGCQCFKSA-N
SMILES O[C@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1ccc(O)c(O)c1
Metabolite of Species Details
Acacia mearnsii (NCBI:txid139012) Found in bark (BTO:0001301). Spray-dried aqueous extract of bark See: PubMed
Uncaria gambir (NCBI:txid43574) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (+)-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 (−)-epigallocatechin-(4β→6)-(+)-catechin (CHEBI:75673) has functional parent (+)-catechin (CHEBI:15600)
(+)-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'-methyl ether (CHEBI:149610) has functional parent (+)-catechin (CHEBI:15600)
(+)-catechin-3-O-gallate (CHEBI:76132) 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)
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 Sources
(+)-(2R,3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol ChemIDplus
(+)-3',4',5,7-Tetrahydroxy-2,3-trans-flavan-3-ol ChemIDplus
(+)-Catechin KEGG COMPOUND
(+)-Catechol ChemIDplus
(+)-Cyanidan-3-ol ChemIDplus
(2R,3S)-(+)-Catechin KEGG COMPOUND
(2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol ChEBI
(2R,3S)-Catechin KEGG COMPOUND
(2R,3S)-catechin UniProt
(2R-trans)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-Benzopyran-3,5,7-triol KEGG COMPOUND
catechuic acid ChEBI
Cianidanol KEGG COMPOUND
Cyanidanol KEGG COMPOUND
D-Catechin KEGG COMPOUND
Manual Xrefs Databases
629 DrugCentral
C00000947 KNApSAcK
C06562 KEGG COMPOUND
Catechin Wikipedia
CPD-1961 MetaCyc
HMDB0002780 HMDB
KXN PDBeChem
LMPK12020001 LIPID MAPS
View more database links
Registry Numbers Types Sources
154-23-4 CAS Registry Number KEGG COMPOUND
154-23-4 CAS Registry Number ChemIDplus
92761 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
22 February 2017