CHEBI:2507 - afzelechin

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ChEBI Name afzelechin
ChEBI ID CHEBI:2507
Definition A tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 5, 7 and 4' respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H14O5
Net Charge 0
Average Mass 274.26870
Monoisotopic Mass 274.08412
InChI InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-6,13,15-19H,7H2/t13-,15+/m0/s1
InChIKey RSYUFYQTACJFML-DZGCQCFKSA-N
SMILES O[C@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1ccc(O)cc1
Metabolite of Species Details
Bergenia ligulata (NCBI:txid1523242) See: PubMed
Roles Classification
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.
EC 3.2.1.20 (alpha-glucosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing afzelechin (CHEBI:2507) has parent hydride (2S)-flavan (CHEBI:36103)
afzelechin (CHEBI:2507) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
afzelechin (CHEBI:2507) has role plant metabolite (CHEBI:76924)
afzelechin (CHEBI:2507) is a catechin (CHEBI:23053)
afzelechin (CHEBI:2507) is a tetrahydroxyflavan (CHEBI:72011)
Incoming afzelechin-(4α→8)-afzelechin (CHEBI:2508) has functional parent afzelechin (CHEBI:2507)
IUPAC Name
(2R,3S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
Synonyms Sources
(+)-afzelechin ChemIDplus
3,5,7,4'-Tetrahydroxyflavan KEGG COMPOUND
Manual Xrefs Databases
C00000937 KNApSAcK
C09320 KEGG COMPOUND
HMDB0030823 HMDB
LMPK12020035 LIPID MAPS
View more database links
Registry Numbers Types Sources
2545-00-8 CAS Registry Number ChemIDplus
5347250 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18622126 PubMed citation Europe PMC
24671565 PubMed citation Europe PMC
25575669 PubMed citation Europe PMC
25920219 PubMed citation Europe PMC
Last Modified
15 June 2015