apigenin 7-O-beta-D-glucoside (CHEBI:16778)

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

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ChEBI ID	CHEBI:16778
ChEBI Name	apigenin 7-O-β-D-glucoside
Stars
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.
Secondary ChEBI IDs	CHEBI:2282, CHEBI:12252, CHEBI:20780
Last Modified	2 August 2018
Downloads	Molfile

Formula	C21H20O10
Net Charge	0
Average Mass	432.381
Monoisotopic Mass	432.10565
SMILES	O=c1cc(-c2ccc(O)cc2)oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c12
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

Wikipedia

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.
Application:	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.

ChEBI Ontology

Outgoing Relation(s)
	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 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 a β-D-glucoside (CHEBI:22798)
	apigenin 7-O-β-D-glucoside (CHEBI:16778) is conjugate acid of apigenin 7-O-β-D-glucoside(1−) (CHEBI:77722)
	apigenin 7-O-β-D-glucoside (CHEBI:16778) is enantiomer of apigenin 7-O-β-L-glucoside (CHEBI:132818)
Incoming Relation(s)
	apigenin 7-O-β-D-glucoside(1−) (CHEBI:77722) is conjugate base of apigenin 7-O-β-D-glucoside (CHEBI:16778)
	apigenin 7-O-β-L-glucoside (CHEBI:132818) is enantiomer 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	Source
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

Manual Xrefs	Databases
APIGENIN-7-O-BETA-D-GLUCOSIDE	MetaCyc
Apigetrin	Wikipedia
C00001017	KNApSAcK
C04608	KEGG COMPOUND
HMDB0037340	HMDB
LSM-2286	LINCS

Registry Numbers	Sources
Reaxys:65669	Reaxys
CAS:578-74-5	KEGG COMPOUND
CAS:578-74-5	ChemIDplus

Citations