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CHEBI:65859 - (2S)-eriodictoyl-7-O-β-D-glucopyranosiduronic acid

ChEBI IDCHEBI:65859
ChEBI Name(2S)-eriodictoyl-7-O-β-D-glucopyranosiduronic acid
Stars
ASCII Name(2S)-eriodictoyl-7-O-beta-D-glucopyranosiduronic acid
DefinitionA β-D-glucosiduronic acid that is the 7-O-glucuronide of (2S)-eriodictyol. Isolated from the flowers of Chrysanthemum indicum, it exhibits inhibitory activity for rat lens aldose reductase.
Last Modified5 April 2018
DownloadsMolfile
FormulaC21H20O12
Net Charge0
Average Mass464.379
Monoisotopic Mass464.09548
SMILESO=C1C[C@@H](c2ccc(O)c(O)c2)Oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c21
InChIInChI=1S/C21H20O12/c22-9-2-1-7(3-10(9)23)13-6-12(25)15-11(24)4-8(5-14(15)32-13)31-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-5,13,16-19,21-24,26-28H,6H2,(H,29,30)/t13-,16-,17-,18+,19-,21+/m0/s1
InChIKeyYSORAXGDTRAEMV-CGXGPNJMSA-N
Species of MetaboliteComponentSourceComments
Chrysanthemum indicum (ncbitaxon:146995) flower (BTO:0000469) PubMed (12130858)
Roles Classification
Biological Roles:
EC 1.1.1.21 (aldehyde reductase) inhibitor  An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
(2S)-eriodictoyl-7-O-β-D-glucopyranosiduronic acid (CHEBI:65859) has functional parent eriodictyol (CHEBI:28412)
(2S)-eriodictoyl-7-O-β-D-glucopyranosiduronic acid (CHEBI:65859) has role EC 1.1.1.21 (aldehyde reductase) inhibitor (CHEBI:48550)
(2S)-eriodictoyl-7-O-β-D-glucopyranosiduronic acid (CHEBI:65859) has role metabolite (CHEBI:25212)
(2S)-eriodictoyl-7-O-β-D-glucopyranosiduronic acid (CHEBI:65859) is a 3'-hydroxyflavanones (CHEBI:48024)
(2S)-eriodictoyl-7-O-β-D-glucopyranosiduronic acid (CHEBI:65859) is a 4'-hydroxyflavanones (CHEBI:140331)
(2S)-eriodictoyl-7-O-β-D-glucopyranosiduronic acid (CHEBI:65859) is a trihydroxyflavanone (CHEBI:38739)
(2S)-eriodictoyl-7-O-β-D-glucopyranosiduronic acid (CHEBI:65859) is a β-D-glucosiduronic acid (CHEBI:15341)
IUPAC Name 
(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-chromen-7-yl β-D-glucopyranosiduronic acid
Registry NumbersSources
Reaxys:9239385Reaxys
Citations