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CHEBI:63508 - oleandrigenin

ChEBI IDCHEBI:63508
ChEBI Nameoleandrigenin
Stars
DefinitionA steroid ester that is the 16-acetyl derivative of gitoxigenin.
Last Modified27 November 2015
SubmitterSteve
DownloadsMolfile
FormulaC25H36O6
Net Charge0
Average Mass432.557
Monoisotopic Mass432.25119
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)C2
InChIInChI=1S/C25H36O6/c1-14(26)31-20-12-25(29)19-5-4-16-11-17(27)6-8-23(16,2)18(19)7-9-24(25,3)22(20)15-10-21(28)30-13-15/h10,16-20,22,27,29H,4-9,11-13H2,1-3H3/t16-,17+,18+,19-,20+,22+,23+,24-,25+/m1/s1
InChIKeyIWCNCUVTGOMGKG-YOVVEKLRSA-N
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.
EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor  An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of Na+/K+-transporting ATPase (EC 3.6.3.9).
ChEBI Ontology
Outgoing Relation(s)
oleandrigenin (CHEBI:63508) has functional parent gitoxigenin (CHEBI:38105)
oleandrigenin (CHEBI:63508) has role EC 3.6.3.9 (Na+/K+-transporting ATPase) inhibitor (CHEBI:63510)
oleandrigenin (CHEBI:63508) has role metabolite (CHEBI:25212)
oleandrigenin (CHEBI:63508) is a 14β-hydroxy steroid (CHEBI:36862)
oleandrigenin (CHEBI:63508) is a 3β-hydroxy steroid (CHEBI:36836)
oleandrigenin (CHEBI:63508) is a steroid ester (CHEBI:47880)
Incoming Relation(s)
oleandrin (CHEBI:59030) has functional parent oleandrigenin (CHEBI:63508)
IUPAC Name 
(3β,5β,16β)-16-acetoxy-3,14-dihydroxycard-20(22)-enolide
Synonyms  Source
16-O-acetylgitoxigeninChEBI
16-AcetylgitoxigeninChEBI
Gitoxigenin 16-acetateChEBI
3beta,14,16beta-Trihydroxy-5-betacard-20(22)-enolide 16-acetateChEBI
OleandriseninChEBI
16β-acetoxy-3β,14-dihydroxy-5β,14β-card-20(22)-enolideChEBI
Registry NumbersSources
Reaxys:98733Reaxys
CAS:465-15-6ChemIDplus
Citations