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CHEBI:67933 - petiolaroside decaacetate

Default Structure
ChEBI IDCHEBI:67933
ChEBI Namepetiolaroside decaacetate
Stars
DefinitionA quercetin O-glucoside that is the decaacetate ester derivative of petiolaroside. Isolated from the aerial parts of Delphinium staphisagria, it exhibits trypanocidal activity.
Last Modified25 November 2013
DownloadsMolfile
FormulaC47H50O25
Net Charge0
Average Mass1014.892
Monoisotopic Mass1014.26412
SMILESCC(=O)C[C@H]1O[C@@H](Oc2c(-c3ccc(OC(C)=O)c(OC(C)=O)c3)oc3cc(O[C@@H]4O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]4OC(C)=O)cc(OC(C)=O)c3c2=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
InChIInChI=1S/C47H50O25/c1-18(48)14-35-40(64-24(7)53)43(66-26(9)55)45(68-28(11)57)47(71-35)72-41-37(58)36-33(62-22(5)51)16-30(17-34(36)70-39(41)29-12-13-31(60-20(3)49)32(15-29)61-21(4)50)69-46-44(67-27(10)56)42(65-25(8)54)38(19(2)59-46)63-23(6)52/h12-13,15-17,19,35,38,40,42-47H,14H2,1-11H3/t19-,35+,38-,40+,42+,43-,44+,45+,46-,47-/m0/s1
InChIKeyWVTZEWYTKKLYOF-RFTFDKKMSA-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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
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)
petiolaroside decaacetate (CHEBI:67933) has functional parent petiolaroside (CHEBI:67931)
petiolaroside decaacetate (CHEBI:67933) has functional parent α-L-rhamnopyranose (CHEBI:27907)
petiolaroside decaacetate (CHEBI:67933) has role metabolite (CHEBI:25212)
petiolaroside decaacetate (CHEBI:67933) has role plant metabolite (CHEBI:76924)
petiolaroside decaacetate (CHEBI:67933) has role trypanocidal drug (CHEBI:36335)
petiolaroside decaacetate (CHEBI:67933) is a acetate ester (CHEBI:47622)
petiolaroside decaacetate (CHEBI:67933) is a quercetin O-glucoside (CHEBI:64621)
petiolaroside decaacetate (CHEBI:67933) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
4-{5-(acetyloxy)-4-oxo-3-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]-7-[(2,3,4-tri-O-acetyl-6-deoxy-α-L-mannopyranosyl)oxy]-4H-chromen-2-yl}benzene-1,2-diyl diacetate
Registry NumbersSources
Reaxys:21451712Reaxys
Citations