calabricoside B (CHEBI:65551)

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CHEBI:65551 - calabricoside B

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ChEBI ID	CHEBI:65551
ChEBI Name	calabricoside B
Stars
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.
Last Modified	30 November 2012
Downloads	Molfile

Formula	C41H44O23
Net Charge	0
Average Mass	904.780
Monoisotopic Mass	904.22734
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](Oc2c(-c3ccc(O)c(O)c3)oc3cc(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc(O)c3c2=O)OC[C@H](O)[C@@H]1O
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

Species of Metabolite	Component	Source	Comments
Putoria calabrica (ncbitaxon:35915)	aerial part (BTO:0001658)	PubMed (11473436)

Roles Classification

Chemical Role:	radical scavenger A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role:	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology

Outgoing Relation(s)
	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 catechols (CHEBI:33566)
	calabricoside B (CHEBI:65551) is a cinnamate ester (CHEBI:36087)
	calabricoside B (CHEBI:65551) is a quercetin O-glucoside (CHEBI:64621)
	calabricoside B (CHEBI:65551) is a β-D-glucoside (CHEBI:22798)

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	Source
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 Numbers	Sources
Reaxys:8893337	Reaxys

Citations