CHEBI:66284 - quercetin 3-O-α-(6'''-caffeoylglucosyl-β-1,2-rhamnoside)

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ChEBI Name quercetin 3-O-α-(6'''-caffeoylglucosyl-β-1,2-rhamnoside)
ChEBI ID CHEBI:66284
ChEBI ASCII Name quercetin 3-O-alpha-(6'''-caffeoylglucosyl-beta-1,2-rhamnoside)
Definition A quercetin O-glycoside that is quercetin substituted by a α-6'''-caffeoylglucosyl-β-1,2-rhamnosyl residue at position 3 via glycosidic linkage. Isolated from Sedum sarmentosum, it exhibits inhibitory activity against angiotensin-converting enzyme.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H36O19
Net Charge 0
Average Mass 772.665
Monoisotopic Mass 772.18508
InChI InChI=1S/C36H36O19/c1-13-26(44)30(48)34(55-35-31(49)29(47)27(45)23(53-35)12-50-24(43)7-3-14-2-5-17(38)19(40)8-14)36(51-13)54-33-28(46)25-21(42)10-16(37)11-22(25)52-32(33)15-4-6-18(39)20(41)9-15/h2-11,13,23,26-27,29-31,34-42,44-45,47-49H,12H2,1H3/b7-3+/t13-,23+,26-,27+,29-,30+,31+,34+,35-,36-/m0/s1
InChIKey YFERBGPVRSLDSL-GVZNLTFMSA-N
SMILES O([C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)COC(=O)/C=C/C=2C=CC(=C(C2)O)O)[C@H]3[C@@H](O[C@H]([C@@H]([C@H]3O)O)C)OC=4C(C5=C(C=C(C=C5OC4C6=CC(=C(C=C6)O)O)O)O)=O
Metabolite of Species Details
Sedum sarmentosum (NCBI:txid91146) Found in aerial part (BTO:0001658). See: PubMed
Roles Classification
Biological Role(s): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing quercetin 3-O-α-(6'''-caffeoylglucosyl-β-1,2-rhamnoside) (CHEBI:66284) has functional parent trans-caffeic acid (CHEBI:16433)
quercetin 3-O-α-(6'''-caffeoylglucosyl-β-1,2-rhamnoside) (CHEBI:66284) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
quercetin 3-O-α-(6'''-caffeoylglucosyl-β-1,2-rhamnoside) (CHEBI:66284) has role metabolite (CHEBI:25212)
quercetin 3-O-α-(6'''-caffeoylglucosyl-β-1,2-rhamnoside) (CHEBI:66284) is a cinnamate ester (CHEBI:36087)
quercetin 3-O-α-(6'''-caffeoylglucosyl-β-1,2-rhamnoside) (CHEBI:66284) is a disaccharide derivative (CHEBI:63353)
quercetin 3-O-α-(6'''-caffeoylglucosyl-β-1,2-rhamnoside) (CHEBI:66284) is a quercetin O-glycoside (CHEBI:76424)
IUPAC Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-deoxy-2-O-{6-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-β-D-glucopyranosyl}-α-L-mannopyranoside
Registry Number Type Source
10143373 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15577228 PubMed citation Europe PMC
Last Modified
28 October 2019