CHEBI:5066 - fisetinidol

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ChEBI Name fisetinidol
ChEBI ID CHEBI:5066
Definition A tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 7, 3' and 4'.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H14O5
Net Charge 0
Average Mass 274.26870
Monoisotopic Mass 274.084
InChI InChI=1S/C15H14O5/c16-10-3-1-8-5-13(19)15(20-14(8)7-10)9-2-4-11(17)12(18)6-9/h1-4,6-7,13,15-19H,5H2/t13-,15+/m0/s1
InChIKey VFZYLYJWCROVLO-DZGCQCFKSA-N
SMILES O[C@H]1Cc2ccc(O)cc2O[C@@H]1c1ccc(O)c(O)c1
Roles Classification
Biological Role(s): 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).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing fisetinidol (CHEBI:5066) has parent hydride (2S)-flavan (CHEBI:36103)
fisetinidol (CHEBI:5066) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
fisetinidol (CHEBI:5066) has role plant metabolite (CHEBI:76924)
fisetinidol (CHEBI:5066) is a catechin (CHEBI:23053)
fisetinidol (CHEBI:5066) is a tetrahydroxyflavan (CHEBI:72011)
Incoming fisetinidol-(4α,6)-gallocatechin (CHEBI:68335) has functional parent fisetinidol (CHEBI:5066)
fisetinidol-(4α,8)-catechin (CHEBI:68334) has functional parent fisetinidol (CHEBI:5066)
IUPAC Name
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,7-diol
Synonym Source
3,7,3',4'-Tetrahydroxyflavan KEGG COMPOUND
Database Links Databases
C00008822 KNApSAcK
C09735 KEGG COMPOUND
Fisetinidol Wikipedia
LMPK12020013 LIPID MAPS
LSM-4014 LINCS
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Registry Numbers Types Sources
490-49-3 CAS Registry Number KEGG COMPOUND
91218 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11933117 PubMed citation Europe PMC
21660093 PubMed citation Europe PMC
21799697 PubMed citation Europe PMC
21830887 PubMed citation Europe PMC
Last Modified
25 February 2016