CHEBI:63508 - oleandrigenin

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ChEBI Name oleandrigenin
ChEBI ID CHEBI:63508
Definition A steroid ester that is the 16-acetyl derivative of gitoxigenin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H36O6
Net Charge 0
Average Mass 432.54970
Monoisotopic Mass 432.25119
InChI InChI=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
InChIKey IWCNCUVTGOMGKG-YOVVEKLRSA-N
SMILES [H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@H]([C@H](C[C@]34O)OC(C)=O)C3=CC(=O)OC3)[C@@]1(C)CC[C@H](O)C2
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.
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 oleandrin (CHEBI:59030) has functional parent oleandrigenin (CHEBI:63508)
IUPAC Name
(3β,5β,16β)-16-acetoxy-3,14-dihydroxycard-20(22)-enolide
Synonyms Sources
16-Acetylgitoxigenin ChEBI
16-O-acetylgitoxigenin ChEBI
16β-acetoxy-3β,14-dihydroxy-5β,14β-card-20(22)-enolide ChEBI
3beta,14,16beta-Trihydroxy-5-betacard-20(22)-enolide 16-acetate ChEBI
Gitoxigenin 16-acetate ChEBI
Oleandrisenin ChEBI
Registry Numbers Types Sources
465-15-6 CAS Registry Number ChemIDplus
98733 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10952541 PubMed citation Europe PMC
12054363 PubMed citation Europe PMC
12416031 PubMed citation Europe PMC
19274509 PubMed citation Europe PMC
7739045 PubMed citation Europe PMC
8855150 PubMed citation Europe PMC
9263390 PubMed citation Europe PMC
Last Modified
27 November 2015