CHEBI:66286 - quercetin 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside

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ChEBI Name quercetin 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside
ChEBI ID CHEBI:66286
ChEBI ASCII Name quercetin 3-O-alpha-L-[6'''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside]-7-O-beta-D-glucopyranoside
Definition A quercetin O-glucoside that consists of quercetin attached to a β-D-glucopyranosyl moiety at position 7 and a α-L-6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranosyl residue at position 3 via a glycosidic linkage. Isolated from the leaves of Ginkgo biloba, it exhibits antioxidant activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C42H46O23
Net Charge 0
Average Mass 918.80080
Monoisotopic Mass 918.24299
InChI InChI=1S/C42H46O23/c1-15-28(49)34(55)39(65-41-36(57)33(54)30(51)25(63-41)14-58-26(48)9-4-16-2-6-18(44)7-3-16)42(59-15)64-38-31(52)27-22(47)11-19(60-40-35(56)32(53)29(50)24(13-43)62-40)12-23(27)61-37(38)17-5-8-20(45)21(46)10-17/h2-12,15,24-25,28-30,32-36,39-47,49-51,53-57H,13-14H2,1H3/b9-4+/t15-,24+,25+,28-,29+,30+,32-,33-,34+,35+,36+,39+,40+,41-,42-/m0/s1
InChIKey SHRUKDVTMUBNTL-XJRUTDMXSA-N
SMILES [H][C@]1(O[C@H](COC(=O)\C=C\c2ccc(O)cc2)[C@@H](O)[C@H](O)[C@H]1O)O[C@H]1[C@@H](O[C@@H](C)[C@H](O)[C@H]1O)Oc1c(oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2c1=O)-c1ccc(O)c(O)c1
Metabolite of Species Details
Ginkgo biloba (NCBI:txid3311) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
(via quercetin 3-O-alpha-L-[6'''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside]-7-O-beta-D-glucopyranoside )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via quercetin 3-O-alpha-L-[6'''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside]-7-O-beta-D-glucopyranoside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing quercetin 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66286) has functional parent trans-4-coumaric acid (CHEBI:32374)
quercetin 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66286) has role antioxidant (CHEBI:22586)
quercetin 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66286) has role metabolite (CHEBI:25212)
quercetin 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66286) is a cinnamate ester (CHEBI:36087)
quercetin 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66286) is a quercetin O-glucoside (CHEBI:64621)
IUPAC Name
3-[(6-deoxy-2-O-{6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-β-D-glucopyranosyl}-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl β-D-glucopyranoside
Registry Number Type Source
9183212 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11738417 PubMed citation Europe PMC
Last Modified
22 April 2013