CHEBI:65551 - calabricoside B

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ChEBI Name calabricoside B
ChEBI ID CHEBI:65551
Definition A quercetin O-glucoside in which a 4''-O-caffeoyl-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl and a β-D-glucopyranosyl moiety is attached respectively via a glycosidic linkage to positions 3 and 7 of quercetin. It is isolated from the aerial parts of Putoria calabrica and exhibits radical scavenging activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C41H44O23
Net Charge 0
Average Mass 904.77430
Monoisotopic Mass 904.22734
InChI InChI=1S/C41H44O23/c1-14-35(62-26(49)7-3-15-2-5-18(43)20(45)8-15)32(54)34(56)39(58-14)64-38-28(50)23(48)13-57-41(38)63-37-30(52)27-22(47)10-17(59-40-33(55)31(53)29(51)25(12-42)61-40)11-24(27)60-36(37)16-4-6-19(44)21(46)9-16/h2-11,14,23,25,28-29,31-35,38-48,50-51,53-56H,12-13H2,1H3/b7-3+/t14-,23-,25+,28-,29+,31-,32-,33+,34+,35-,38+,39-,40+,41-/m0/s1
InChIKey BHZKXYVGAILXRA-DUXRVPMWSA-N
SMILES [H][C@]1(O[C@@H]2O[C@@H](C)[C@H](OC(=O)\C=C\c3ccc(O)c(O)c3)[C@@H](O)[C@H]2O)[C@@H](OC[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
Putoria calabrica (NCBI:txid35915) Found in aerial part (BTO:0001658). See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing calabricoside B (CHEBI:65551) has functional parent trans-caffeic acid (CHEBI:16433)
calabricoside B (CHEBI:65551) has role metabolite (CHEBI:25212)
calabricoside B (CHEBI:65551) has role radical scavenger (CHEBI:48578)
calabricoside B (CHEBI:65551) is a β-D-glucoside (CHEBI:22798)
calabricoside B (CHEBI:65551) is a catechols (CHEBI:33566)
calabricoside B (CHEBI:65551) is a cinnamate ester (CHEBI:36087)
calabricoside B (CHEBI:65551) is a quercetin O-glucoside (CHEBI:64621)
IUPAC Name
3-[(2-O-{6-deoxy-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-α-L-mannopyranosyl}-α-L-arabinopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-7-yl β-D-glucopyranoside
Synonyms Sources
3-{[2-O-(6-deoxy-4-O-[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]-α-L-mannopyranosyl)-α-L-arabinopyranosyl]oxy}-2-(3,4-dihydroxyphenyl)-7-(β-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one ChEBI
quercetin-3-O-[4''-O-caffeoyl-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside]-7-O-β-D-glucopyranoside ChEBI
Registry Number Type Source
8893337 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11473436 PubMed citation Europe PMC
Last Modified
30 November 2012