EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

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

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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).
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