paeonoside decaacetate (CHEBI:67930)

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CHEBI:67930 - paeonoside decaacetate

ChEBI ID	CHEBI:67930
ChEBI Name	paeonoside decaacetate
Stars
Definition	A kaempferol O-glucoside that is the decaacetate ester derivative of paeonoside. Isolated from the aerial parts of Delphinium staphisagria, it exhibits trypanocidal activity.
Last Modified	25 November 2013
Downloads	Molfile

Formula	C47H50O26
Net Charge	0
Average Mass	1030.891
Monoisotopic Mass	1030.25903
SMILES	CC(=O)OC[C@H]1O[C@@H](Oc2cc(OC(C)=O)c3c(=O)c(O[C@@H]4O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]4OC(C)=O)c(-c4ccc(OC(C)=O)cc4)oc3c2)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
InChI	InChI=1S/C47H50O26/c1-19(48)59-17-34-39(63-23(5)52)42(65-25(7)54)44(67-27(9)56)46(71-34)69-31-15-32(62-22(4)51)36-33(16-31)70-38(29-11-13-30(14-12-29)61-21(3)50)41(37(36)58)73-47-45(68-28(10)57)43(66-26(8)55)40(64-24(6)53)35(72-47)18-60-20(2)49/h11-16,34-35,39-40,42-47H,17-18H2,1-10H3/t34-,35-,39-,40-,42+,43+,44-,45-,46-,47+/m1/s1
InChIKey	NLVNWKWBXDAKIC-GHNQEIAISA-N

Species of Metabolite	Component	Source	Comments
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)
	paeonoside decaacetate (CHEBI:67930) has functional parent kaempferol 3,7-di-O-β-D-glucoside (CHEBI:133224)
	paeonoside decaacetate (CHEBI:67930) has role metabolite (CHEBI:25212)
	paeonoside decaacetate (CHEBI:67930) has role plant metabolite (CHEBI:76924)
	paeonoside decaacetate (CHEBI:67930) has role trypanocidal drug (CHEBI:36335)
	paeonoside decaacetate (CHEBI:67930) is a acetate ester (CHEBI:47622)
	paeonoside decaacetate (CHEBI:67930) is a kaempferol O-glucoside (CHEBI:64634)
	paeonoside decaacetate (CHEBI:67930) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
4-{5-(acetyloxy)-4-oxo-3,7-bis[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]-4H-chromen-2-yl}phenyl acetate

Synonym	Source
kaempferol-3,7-di-O-β-D-glucopyranoside decacetate	ChEBI

Registry Numbers	Sources
Reaxys:23277590	Reaxys

Citations