CHEBI:67929 - 2ʼʼ-acetylpaeonoside

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ChEBI Name 2ʼʼ-acetylpaeonoside
ChEBI ID CHEBI:67929
ChEBI ASCII Name 2''-acetylpaeonoside
Definition A kaempferol O-glucoside that is the 2ʼʼ-acetyl derivative of kaempferol-3-O-β-D-glucopyranosyl-7-O-β-D-glucopyranoside (paeonoside). Isolated from Delphinium staphisagria, it exhibits trypanocidal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C29H32O17
Net Charge 0
Average Mass 652.55420
Monoisotopic Mass 652.164
InChI InChI=1S/C29H32O17/c1-10(32)41-27-23(39)20(36)17(9-31)45-29(27)46-26-21(37)18-14(34)6-13(42-28-24(40)22(38)19(35)16(8-30)44-28)7-15(18)43-25(26)11-2-4-12(33)5-3-11/h2-7,16-17,19-20,22-24,27-31,33-36,38-40H,8-9H2,1H3/t16-,17-,19-,20-,22+,23+,24-,27-,28-,29+/m1/s1
InChIKey UNCGSIXTLZAFKK-RXRZWAIISA-N
SMILES CC(=O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1Oc1c(oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2c1=O)-c1ccc(O)cc1
Metabolite of Species Details
Delphinium staphisagria (NCBI:txid104301) Found in aerial part (BTO:0001658). 80% ethanolic extract of chopped fresh plant See: PubMed
Roles Classification
Biological Role(s): 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(s): trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2ʼʼ-acetylpaeonoside (CHEBI:67929) has functional parent kaempferol-3-O-β-D-glucopyranosyl-7-O-β-D-glucopyranoside (CHEBI:67928)
2ʼʼ-acetylpaeonoside (CHEBI:67929) has role metabolite (CHEBI:25212)
2ʼʼ-acetylpaeonoside (CHEBI:67929) has role plant metabolite (CHEBI:76924)
2ʼʼ-acetylpaeonoside (CHEBI:67929) has role trypanocidal drug (CHEBI:36335)
2ʼʼ-acetylpaeonoside (CHEBI:67929) is a β-D-glucoside (CHEBI:22798)
2ʼʼ-acetylpaeonoside (CHEBI:67929) is a acetate ester (CHEBI:47622)
2ʼʼ-acetylpaeonoside (CHEBI:67929) is a dihydroxyflavone (CHEBI:38686)
2ʼʼ-acetylpaeonoside (CHEBI:67929) is a kaempferol O-glucoside (CHEBI:64634)
IUPAC Name
7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 2-O-acetyl-β-D-glucopyranoside
Registry Number Type Source
1338924 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21466157 PubMed citation Europe PMC
Last Modified
25 November 2013