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

ChEBI IDCHEBI:27994
ChEBI Nameluteolin 7-O-β-D-glucoside
Stars
ASCII Nameluteolin 7-O-beta-D-glucoside
DefinitionA glycosyloxyflavone that is luteolin substituted by a β-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.
Secondary ChEBI IDsCHEBI:6582, CHEBI:12251, CHEBI:20779, CHEBI:25089, CHEBI:29061
Last Modified9 March 2015
DownloadsMolfile
FormulaC21H20O11
Net Charge0
Average Mass448.380
Monoisotopic Mass448.10056
SMILESO=c1cc(-c2ccc(O)c(O)c2)oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c12
InChIInChI=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
InChIKeyPEFNSGRTCBGNAN-QNDFHXLGSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Cirsium japonicum (ncbitaxon:516546) whole plant (BTO:0001461) PubMed (21899269) Hot methanolic extract of dried whole plant
Olea europaea (ncbitaxon:4146) leaf (BTO:0000713) PubMed (22014168) Methanolic and aqueous extract of dried olive leaves
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
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 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 a β-D-glucoside (CHEBI:22798)
luteolin 7-O-β-D-glucoside (CHEBI:27994) is conjugate acid of luteolin 7-O-β-D-glucoside(1−) (CHEBI:77791)
Incoming Relation(s)
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  Source
Luteolin 7-O-beta-D-glucosideKEGG COMPOUND
Luteolin 7-O-glucosideKEGG COMPOUND
2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl β-D-glucopyranosideChEBI
7-O-beta-D-Glucosyl-5,7,3',4'-tetrahydroxyflavoneKEGG COMPOUND
7-GlucosylluteolinChemIDplus
Luteolin-7-glucosideChemIDplus
Manual XrefsDatabases
C03951KEGG COMPOUND
LUTEOLIN-7-O-BETA-D-GLUCOSIDEMetaCyc
LMPK12110642LIPID MAPS
CynarosideWikipedia
HMDB0035588HMDB
US2011207684Patent
CN101474196Patent
C00004266KNApSAcK
Registry NumbersSources
Reaxys:66982Reaxys
CAS:5373-11-5ChemIDplus
CAS:5373-11-5KEGG COMPOUND
Citations