CHEBI:16778 - apigenin 7-O-β-D-glucoside

Main ChEBI Ontology Automatic Xrefs
ChEBI Name apigenin 7-O-β-D-glucoside
ChEBI ID CHEBI:16778
ChEBI ASCII Name apigenin 7-O-beta-D-glucoside
Definition A glycosyloxyflavone that is apigenin substituted by a β-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:12252, CHEBI:2282, CHEBI:20780
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Formula C21H20O10
Net Charge 0
Average Mass 432.37750
InChI InChI=1S/C21H20O10/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/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1
InChIKey KMOUJOKENFFTPU-QNDFHXLGSA-N
SMILES OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)-c2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): 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 that kills or slows the growth of bacteria.
Application(s): antibacterial agent
A substance that kills or slows the growth of bacteria.
non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
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ChEBI Ontology
Outgoing apigenin 7-O-β-D-glucoside (CHEBI:16778) has functional parent apigenin (CHEBI:18388)
apigenin 7-O-β-D-glucoside (CHEBI:16778) has role antibacterial agent (CHEBI:33282)
apigenin 7-O-β-D-glucoside (CHEBI:16778) has role metabolite (CHEBI:25212)
apigenin 7-O-β-D-glucoside (CHEBI:16778) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
apigenin 7-O-β-D-glucoside (CHEBI:16778) is a β-D-glucoside (CHEBI:22798)
apigenin 7-O-β-D-glucoside (CHEBI:16778) is a dihydroxyflavone (CHEBI:38686)
apigenin 7-O-β-D-glucoside (CHEBI:16778) is a glycosyloxyflavone (CHEBI:50018)
apigenin 7-O-β-D-glucoside (CHEBI:16778) is a monosaccharide derivative (CHEBI:63367)
apigenin 7-O-β-D-glucoside (CHEBI:16778) is conjugate acid of apigenin 7-O-β-D-glucoside(1−) (CHEBI:77722)
Incoming apigenin 7-O-β-D-glucoside(1−) (CHEBI:77722) is conjugate base of apigenin 7-O-β-D-glucoside (CHEBI:16778)
IUPAC Name
5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside
Synonyms Sources
5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside ChEBI
7-(beta-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one KEGG COMPOUND
7-O-beta-D-Glucosyl-5,7,4'-trihydroxyflavone KEGG COMPOUND
7-O-beta-D-Glucosyl-5,7,4'-trihydroxyflavone KEGG COMPOUND
apigenin 7-O-beta-D-glucoside ChemIDplus
Apigenin 7-O-glucoside KEGG COMPOUND
Apigetrin KEGG COMPOUND
Cosmetin KEGG COMPOUND
Cosmosiin KEGG COMPOUND
Cosmosioside ChemIDplus
Database Links Databases
APIGENIN-7-O-BETA-D-GLUCOSIDE MetaCyc
Apigetrin Wikipedia
C00001017 KNApSAcK
C04608 KEGG COMPOUND
HMDB37340 HMDB
View more database links
Registry Numbers Types Sources
578-74-5 CAS Registry Number KEGG COMPOUND
578-74-5 CAS Registry Number ChemIDplus
65669 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17186490 PubMed citation CiteXplore
19112896 PubMed citation CiteXplore
21656359 PubMed citation CiteXplore
21756194 PubMed citation CiteXplore
Last Modified
28 July 2014