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CHEBI:2507 - afzelechin

ChEBI IDCHEBI:2507
ChEBI Nameafzelechin
Stars
DefinitionA tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 5, 7 and 4' respectively.
Last Modified15 June 2015
DownloadsMolfile
FormulaC15H14O5
Net Charge0
Average Mass274.272
Monoisotopic Mass274.08412
SMILESOc1ccc([C@H]2Oc3cc(O)cc(O)c3C[C@@H]2O)cc1
InChIInChI=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
InChIKeyRSYUFYQTACJFML-DZGCQCFKSA-N
Species of MetaboliteComponentSourceComments
Bergenia ligulata (ncbitaxon:1523242) - PubMed (18622126)
Roles Classification
Biological Roles:
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 α-glucosidase (EC 3.2.1.20).
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
3,5,7,4'-TetrahydroxyflavanKEGG COMPOUND
(+)-afzelechinChemIDplus
Manual XrefsDatabases
C09320KEGG COMPOUND
C00000937KNApSAcK
LMPK12020035LIPID MAPS
HMDB0030823HMDB
Registry NumbersSources
Reaxys:5347250Reaxys
CAS:2545-00-8KEGG COMPOUND
CAS:2545-00-8ChemIDplus
Citations