CHEBI:27994 - luteolin 7-O-β-D-glucoside

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ChEBI Name luteolin 7-O-β-D-glucoside
ChEBI ID CHEBI:27994
ChEBI ASCII Name luteolin 7-O-beta-D-glucoside
Definition A glycosyloxyflavone that is luteolin 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:25089, CHEBI:20779, CHEBI:6582, CHEBI:29061, CHEBI:12251
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Formula C21H20O11
Net Charge 0
Average Mass 448.37690
InChI InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1
InChIKey PEFNSGRTCBGNAN-QNDFHXLGSA-N
SMILES OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)-c2ccc(O)c(O)c2)[C@H](O)[C@@H](O)[C@@H]1O
Metabolite of Species Details
Olea europaea (NCBI:4146) Found in leaf (BTO:0000713). Methanolic and aqueous extract of dried olive leaves See: PubMed
Cirsium japonicum (NCBI:516546) Found in whole plant (BTO:0001461). Hot methanolic extract of dried whole plant See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing luteolin 7-O-β-D-glucoside (CHEBI:27994) has functional parent luteolin (CHEBI:15864)
luteolin 7-O-β-D-glucoside (CHEBI:27994) has role antioxidant (CHEBI:22586)
luteolin 7-O-β-D-glucoside (CHEBI:27994) has role plant metabolite (CHEBI:76924)
luteolin 7-O-β-D-glucoside (CHEBI:27994) is a β-D-glucoside (CHEBI:22798)
luteolin 7-O-β-D-glucoside (CHEBI:27994) is a glycosyloxyflavone (CHEBI:50018)
luteolin 7-O-β-D-glucoside (CHEBI:27994) is a monosaccharide derivative (CHEBI:63367)
luteolin 7-O-β-D-glucoside (CHEBI:27994) is a trihydroxyflavone (CHEBI:27116)
luteolin 7-O-β-D-glucoside (CHEBI:27994) is conjugate acid of luteolin 7-O-β-D-glucoside(1−) (CHEBI:77791)
Incoming luteolin 7-O-β-D-glucoside-4'-(Z-2-methyl-2-butenoate) (CHEBI:85149) has functional parent luteolin 7-O-β-D-glucoside (CHEBI:27994)
luteolin 7-O-β-D-glucoside(1−) (CHEBI:77791) is conjugate base of luteolin 7-O-β-D-glucoside (CHEBI:27994)
IUPAC Name
7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one
Synonyms Sources
2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl β-D-glucopyranoside ChEBI
2-(3,4-dihydroxyphenyl)-7-(β-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one ChEBI
7-Glucoluteolin ChemIDplus
7-Glucosylluteolin ChemIDplus
7-O-beta-D-Glucosyl-5,7,3',4'-tetrahydroxyflavone KEGG COMPOUND
Cinaroside ChemIDplus
Cynaroside ChemIDplus
Luteolin 7-glucoside ChemIDplus
Luteolin 7-monoglucoside ChemIDplus
Luteolin 7-O-beta-D-glucoside KEGG COMPOUND
Luteolin 7-O-glucopyranoside ChemIDplus
Luteolin 7-O-glucoside KEGG COMPOUND
Luteolin-7-glucoside ChemIDplus
Luteoloside ChemIDplus
Database Links Databases
C00004266 KNApSAcK
C03951 KEGG COMPOUND
CN101474196 Patent
Cynaroside Wikipedia
HMDB35588 HMDB
LMPK12110642 LIPID MAPS
LUTEOLIN-7-O-BETA-D-GLUCOSIDE MetaCyc
US2011207684 Patent
View more database links
Registry Numbers Types Sources
5373-11-5 CAS Registry Number KEGG COMPOUND
5373-11-5 CAS Registry Number ChemIDplus
66982 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20127879 PubMed citation CiteXplore
22741463 PubMed citation CiteXplore
23019878 PubMed citation CiteXplore
7875536 PubMed citation CiteXplore
Last Modified
09 March 2015