CHEBI:59030 - oleandrin

ChEBI IDCHEBI:59030
ChEBI Nameoleandrin
Stars
DefinitionA steroid saponin that consists of oleandrigenin having a 2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl residue attached to the oxygen function at position 3.
Last Modified22 February 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC32H48O9
Net Charge0
Average Mass576.727
Monoisotopic Mass576.32983
SMILES[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@@H](C5=CC(=O)OC5)[C@@H](OC(C)=O)C[C@]34O)[C@@]1(C)CC[C@H](O[C@H]1C[C@H](OC)[C@@H](O)[C@H](C)O1)C2
InChIInChI=1S/C32H48O9/c1-17-29(35)24(37-5)14-27(39-17)41-21-8-10-30(3)20(13-21)6-7-23-22(30)9-11-31(4)28(19-12-26(34)38-16-19)25(40-18(2)33)15-32(23,31)36/h12,17,20-25,27-29,35-36H,6-11,13-16H2,1-5H3/t17-,20+,21-,22-,23+,24-,25-,27-,28-,29-,30-,31+,32-/m0/s1
InChIKeyJLPDBLFIVFSOCC-XYXFTTADSA-N
Wikipedia
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
ChEBI Ontology
Outgoing Relation(s)
oleandrin (CHEBI:59030) has functional parent oleandrigenin (CHEBI:63508)
oleandrin (CHEBI:59030) is a 14β-hydroxy steroid (CHEBI:36862)
oleandrin (CHEBI:59030) is a cardenolide glycoside (CHEBI:38092)
oleandrin (CHEBI:59030) is a steroid ester (CHEBI:47880)
oleandrin (CHEBI:59030) is a steroid saponin (CHEBI:61655)
IUPAC Name 
(3β,5β,16β)-16-acetoxy-3-[(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide
Synonyms  Source
FoliandrinChemIDplus
FolinerinChemIDplus
NeriolinChemIDplus
NeriosteneChemIDplus
OleandrinaChemIDplus
Manual XrefsDatabases
OleandrinWikipedia
3399DrugCentral
Registry NumbersSources
Reaxys:101529Reaxys
CAS:465-16-7ChemIDplus
Citations