CHEBI:28327 - naringenin 7-O-β-D-glucoside

ChEBI IDCHEBI:28327
ChEBI Namenaringenin 7-O-β-D-glucoside
Stars
ASCII Namenaringenin 7-O-beta-D-glucoside
DefinitionA flavanone 7-O-β-D-glucoside that is (S)-naringenin substituted by a β-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.
Secondary ChEBI IDsCHEBI:7484, CHEBI:25485
Last Modified19 August 2020
DownloadsMolfile
FormulaC21H22O10
Net Charge0
Average Mass434.397
Monoisotopic Mass434.12130
SMILESO=C1C[C@@H](c2ccc(O)cc2)Oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c21
InChIInChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14-,16+,18+,19-,20+,21+/m0/s1
InChIKeyDLIKSSGEMUFQOK-SFTVRKLSSA-N
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
hypoglycemic agent  A drug which lowers the blood glucose level.
antilipemic drug  A substance used to treat hyperlipidemia (an excess of lipids in the blood).
ChEBI Ontology
Outgoing Relation(s)
naringenin 7-O-β-D-glucoside (CHEBI:28327) has functional parent (S)-naringenin (CHEBI:17846)
naringenin 7-O-β-D-glucoside (CHEBI:28327) has role antibacterial agent (CHEBI:33282)
naringenin 7-O-β-D-glucoside (CHEBI:28327) has role antilipemic drug (CHEBI:35679)
naringenin 7-O-β-D-glucoside (CHEBI:28327) has role hypoglycemic agent (CHEBI:35526)
naringenin 7-O-β-D-glucoside (CHEBI:28327) has role metabolite (CHEBI:25212)
naringenin 7-O-β-D-glucoside (CHEBI:28327) is a (2S)-flavan-4-one (CHEBI:140377)
naringenin 7-O-β-D-glucoside (CHEBI:28327) is a 4'-hydroxyflavanones (CHEBI:140331)
naringenin 7-O-β-D-glucoside (CHEBI:28327) is a dihydroxyflavanone (CHEBI:38749)
naringenin 7-O-β-D-glucoside (CHEBI:28327) is a flavanone 7-O-β-D-glucoside (CHEBI:13637)
naringenin 7-O-β-D-glucoside (CHEBI:28327) is a monosaccharide derivative (CHEBI:63367)
IUPAC Name 
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl β-D-glucopyranoside
Synonyms  Source
Naringenin 7-O-beta-D-glucosideKEGG COMPOUND
PruninKEGG COMPOUND
(S)-7-(β-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneChemIDplus
UniProt Name  Source
(2S)-naringenin 7-O-β-D-glucosideUniProt
Manual XrefsDatabases
C09099KEGG COMPOUND
C00000998KNApSAcK
Registry NumbersSources
Reaxys:66743Reaxys
CAS:529-55-5KEGG COMPOUND
CAS:529-55-5ChemIDplus
Citations