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CHEBI:71016 - ouabagenin

ChEBI IDCHEBI:71016
ChEBI Nameouabagenin
Stars
DefinitionA hexahydroxy steroidal lactone obtained by hydrolysis of ouabain.
Last Modified13 January 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC23H34O8
Net Charge0
Average Mass438.517
Monoisotopic Mass438.22537
SMILES[H][C@@]12CC[C@]3(O)C[C@@H](O)C[C@@H](O)[C@]3(CO)[C@@]1([H])[C@H](O)C[C@]1(C)[C@@H](C3=CC(=O)OC3)CC[C@]21O
InChIInChI=1S/C23H34O8/c1-20-9-16(26)19-15(23(20,30)5-3-14(20)12-6-18(28)31-10-12)2-4-21(29)8-13(25)7-17(27)22(19,21)11-24/h6,13-17,19,24-27,29-30H,2-5,7-11H2,1H3/t13-,14+,15+,16+,17+,19+,20+,21-,22+,23-/m0/s1
InChIKeyBXSABLKMKAINIU-QOHCMMFCSA-N
Roles Classification
Biological Role:
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)
ouabagenin (CHEBI:71016) has parent hydride 5β-cardanolide (CHEBI:35542)
ouabagenin (CHEBI:71016) has role EC 3.6.3.9 (Na+/K+-transporting ATPase) inhibitor (CHEBI:63510)
ouabagenin (CHEBI:71016) is a 1-hydroxy steroid (CHEBI:71017)
ouabagenin (CHEBI:71016) is a 11α-hydroxy steroid (CHEBI:19129)
ouabagenin (CHEBI:71016) is a 14β-hydroxy steroid (CHEBI:36862)
ouabagenin (CHEBI:71016) is a 19-hydroxy steroid (CHEBI:36842)
ouabagenin (CHEBI:71016) is a 3β-hydroxy steroid (CHEBI:36836)
ouabagenin (CHEBI:71016) is a 5β-hydroxy steroid (CHEBI:38195)
ouabagenin (CHEBI:71016) is conjugate acid of ouabagenin(1−) (CHEBI:145799)
Incoming Relation(s)
dihydroouabagenin (CHEBI:145789) has functional parent ouabagenin (CHEBI:71016)
ouabagenin(1−) (CHEBI:145799) is conjugate base of ouabagenin (CHEBI:71016)
IUPAC Name 
1β,3β,5,11α,14,19-hexahydroxy-5β-card-20(22)-enolide
Synonym  Source
g-strophanthidinChemIDplus
Registry NumbersSources
Reaxys:60306Reaxys
CAS:508-52-1ChemIDplus
Citations