CHEBI:66132 - kaempferol 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside

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ChEBI Name kaempferol 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside
ChEBI ID CHEBI:66132
ChEBI ASCII Name kaempferol 3-O-alpha-L-[6'''-p-coumaroyl-beta-D-glucopyranosyl-(1->2)-rhamnopyranoside]-7-O-beta-D-glucopyranoside
Definition A kaempferol O-glucoside that consists of kaempferol attached to a α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranosyl] moiety at position 3 and a β-D-glucopyranosyl moiety at position 7 via glycosidic linkages. Isolated from Ginkgo biloba and Mentha lavandulacea, it exhibits antioxidant activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C42H46O22
Net Charge 0
Average Mass 902.80140
Monoisotopic Mass 902.24807
InChI InChI=1S/C42H46O22/c1-16-28(48)34(54)39(64-41-36(56)33(53)30(50)25(62-41)15-57-26(47)11-4-17-2-7-19(44)8-3-17)42(58-16)63-38-31(51)27-22(46)12-21(59-40-35(55)32(52)29(49)24(14-43)61-40)13-23(27)60-37(38)18-5-9-20(45)10-6-18/h2-13,16,24-25,28-30,32-36,39-46,48-50,52-56H,14-15H2,1H3/b11-4+/t16-,24+,25+,28-,29+,30+,32-,33-,34+,35+,36+,39+,40+,41-,42-/m0/s1
InChIKey GFXMZXPRAAYHIX-YTUFKZFNSA-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)cc1
Metabolite of Species Details
Mentha lavandulacea (IPNI:450696-1) Found in aerial part (BTO:0001658). See: PubMed
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 kaempferol 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 kaempferol 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 kaempferol 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66132) has functional parent trans-4-coumaric acid (CHEBI:32374)
kaempferol 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66132) has role antioxidant (CHEBI:22586)
kaempferol 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66132) has role metabolite (CHEBI:25212)
kaempferol 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66132) is a β-D-glucoside (CHEBI:22798)
kaempferol 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66132) is a cinnamate ester (CHEBI:36087)
kaempferol 3-O-α-L-[6'''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside]-7-O-β-D-glucopyranoside (CHEBI:66132) is a kaempferol O-glucoside (CHEBI:64634)
IUPAC Name
3-[(6-deoxy-2-O-{6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-β-D-glucopyranosyl}-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside
Registry Number Type Source
9037152 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11429248 PubMed citation Europe PMC
11738417 PubMed citation Europe PMC
Last Modified
15 March 2013