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CHEBI:67932 - 2''-acetylpetiolaroside

ChEBI IDCHEBI:67932
ChEBI Name2''-acetylpetiolaroside
Stars
DefinitionA quercetin O-glucoside that is the 2''-acetyl derivative of petiolaroside. Isolated from the aerial parts of Delphinium staphisagria, it exhibits trypanocidal activity.
Last Modified25 November 2013
DownloadsMolfile
FormulaC29H32O17
Net Charge0
Average Mass652.558
Monoisotopic Mass652.16395
SMILESCC(=O)O[C@H]1[C@H](Oc2c(-c3ccc(O)c(O)c3)oc3cc(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)cc(O)c3c2=O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChIInChI=1S/C29H32O17/c1-9-19(35)22(38)24(40)28(41-9)43-12-6-15(34)18-16(7-12)44-25(11-3-4-13(32)14(33)5-11)26(21(18)37)46-29-27(42-10(2)31)23(39)20(36)17(8-30)45-29/h3-7,9,17,19-20,22-24,27-30,32-36,38-40H,8H2,1-2H3/t9-,17+,19-,20+,22+,23-,24+,27+,28-,29-/m0/s1
InChIKeyRZRIJLLGEUPKNZ-BIENJXGCSA-N
Species of MetaboliteComponentSourceComments
Delphinium staphisagria (ncbitaxon:104301) aerial part (BTO:0001658) PubMed (21466157) 80% ethanolic extract of chopped fresh plant
Roles Classification
Biological Roles:
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
trypanocidal drug  A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
ChEBI Ontology
Outgoing Relation(s)
2''-acetylpetiolaroside (CHEBI:67932) has functional parent petiolaroside (CHEBI:67931)
2''-acetylpetiolaroside (CHEBI:67932) has functional parent α-L-rhamnopyranose (CHEBI:27907)
2''-acetylpetiolaroside (CHEBI:67932) has role metabolite (CHEBI:25212)
2''-acetylpetiolaroside (CHEBI:67932) has role plant metabolite (CHEBI:76924)
2''-acetylpetiolaroside (CHEBI:67932) has role trypanocidal drug (CHEBI:36335)
2''-acetylpetiolaroside (CHEBI:67932) is a acetate ester (CHEBI:47622)
2''-acetylpetiolaroside (CHEBI:67932) is a quercetin O-glucoside (CHEBI:64621)
2''-acetylpetiolaroside (CHEBI:67932) is a trihydroxyflavone (CHEBI:27116)
2''-acetylpetiolaroside (CHEBI:67932) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
7-[(6-deoxy-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-4H-chromen-3-yl 2-O-acetyl-β-D-glucopyranoside
Registry NumbersSources
Reaxys:21451711Reaxys
Citations