EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:146183 - resibufagenin

ChEBI IDCHEBI:146183
ChEBI Nameresibufagenin
Stars
DefinitionA steroid lactone that has been used in the treatment of preeclampsia. A synthetic bufadienolide it is an antagonist of marinobufagenin (MBG) and differs from it by replacement of its 5β-OH and 13β-Me groups by hydrogen.
Last Modified17 February 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC23H30O4
Net Charge0
Average Mass370.489
Monoisotopic Mass370.21441
SMILES[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4([H])[C@@H](c5ccc(=O)oc5)C[C@H]5O[C@@]534)[C@@]1(C)CC[C@H](O)C2
InChIInChI=1S/C23H30O4/c1-22-9-8-15(24)10-14(22)3-4-19-18(22)6-5-17-16(11-20-23(17,19)27-20)13-2-7-21(25)26-12-13/h2,7,12,14-20,24H,3-6,8-11H2,1H3/t14-,15+,16-,17-,18+,19-,20-,22+,23-/m1/s1
InChIKeyJOKJHYOPYWOZSU-GKQPMZOZSA-N
ChEBI Ontology
Outgoing Relation(s)
resibufagenin (CHEBI:146183) has functional parent bufanolide (CHEBI:22934)
resibufagenin (CHEBI:146183) is a epoxy steroid (CHEBI:145217)
resibufagenin (CHEBI:146183) is a steroid lactone (CHEBI:26766)
IUPAC Name 
3β-hydroxy-5β,14β,15β-14,15:21,24-diepoxy-18-norchola-20,22-dien-24-one
Synonym  Source
5-[(3β,5β,14β,15β,17β)-14,15-epoxy-3-hydroxy-10-methylgonan-17-yl]-2H-pyran-2-oneChEBI
Manual XrefsDatabases
WO2006044107Patent
US2010305079Patent
US2008261928Patent
EP1804789Patent
CA2584151Patent
Citations