CHEBI:65550 - calabricoside A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name calabricoside A
ChEBI ID CHEBI:65550
Definition A quercetin O-glucoside in which a α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl and a β-D-glucopyranosyl residue is attached respectively via a glycosidic linkage at 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
Download Molfile XML SDF
Formula C32H38O20
Net Charge 0
Average Mass 742.63210
Monoisotopic Mass 742.19564
InChI InChI=1S/C32H38O20/c1-9-19(38)23(42)25(44)30(47-9)52-29-20(39)15(37)8-46-32(29)51-28-22(41)18-14(36)5-11(48-31-26(45)24(43)21(40)17(7-33)50-31)6-16(18)49-27(28)10-2-3-12(34)13(35)4-10/h2-6,9,15,17,19-21,23-26,29-40,42-45H,7-8H2,1H3/t9-,15-,17+,19-,20-,21+,23+,24-,25+,26+,29+,30-,31+,32-/m0/s1
InChIKey PIVQUVFXPIBUOI-YTWWQYEOSA-N
SMILES [H][C@]1(O[C@@H]2O[C@@H](C)[C@H](O)[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 A (CHEBI:65550) has role metabolite (CHEBI:25212)
calabricoside A (CHEBI:65550) has role radical scavenger (CHEBI:48578)
calabricoside A (CHEBI:65550) is a β-D-glucoside (CHEBI:22798)
calabricoside A (CHEBI:65550) is a quercetin O-glucoside (CHEBI:64621)
IUPAC Name
3-{[2-O-(6-deoxy-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-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-[α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside]-7-O-β-D-glucopyranoside ChEBI
Manual Xref Database
9051656 ChemSpider
View more database links
Registry Number Type Source
8891791 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11473436 PubMed citation Europe PMC
Last Modified
30 November 2012