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

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
Applications:
antilipemic drug  A substance used to treat hyperlipidemia (an excess of lipids in the blood).
hypoglycemic agent  A drug which lowers the blood glucose level.
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
(S)-7-(β-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneChemIDplus
Naringenin 7-O-beta-D-glucosideKEGG COMPOUND
PruninKEGG COMPOUND
UniProt Name  Source
(2S)-naringenin 7-O-β-D-glucosideUniProt
Manual XrefsDatabases
C00000998KNApSAcK
C09099KEGG COMPOUND
Registry NumbersSources
Reaxys:66743Reaxys
CAS:529-55-5ChemIDplus
CAS:529-55-5KEGG COMPOUND
Citations