CHEBI:31319 - bufogenin

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ChEBI Name bufogenin
ChEBI ID CHEBI:31319
Definition A steroid lactone of Chan su (toad venom), a Chinese medicine obtained from the skin venom gland of toads. A specific Na/K-ATPase protein inhibitor, it is used as a cardiotonic and central nervous system (CNS) respiratory agent, an analgesic and anesthetic, and as a remedy for ulcers.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C24H32O4
Net Charge 0
Average Mass 384.516
Monoisotopic Mass 384.23006
InChI InChI=1S/C24H32O4/c1-22-9-7-16(25)11-15(22)4-5-18-17(22)8-10-23(2)19(12-20-24(18,23)28-20)14-3-6-21(26)27-13-14/h3,6,13,15-20,25H,4-5,7-12H2,1-2H3/t15-,16+,17+,18-,19-,20-,22+,23-,24-/m1/s1
InChIKey ATLJNLYIJOCWJE-CWMZOUAVSA-N
SMILES [C@]12(CC[C@@H](C[C@]2(CC[C@]3([C@]45[C@](CC[C@]13[H])([C@H](C[C@H]4O5)C6=COC(C=C6)=O)C)[H])[H])O)C
Roles Classification
Biological Role(s): 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 bufogenin (CHEBI:31319) has functional parent bufanolide (CHEBI:22934)
bufogenin (CHEBI:31319) has role EC 3.6.3.9 (Na+/K+-transporting ATPase) inhibitor (CHEBI:63510)
bufogenin (CHEBI:31319) is a epoxy steroid (CHEBI:145217)
bufogenin (CHEBI:31319) is a steroid lactone (CHEBI:26766)
IUPAC Name
3β-hydroxy-5β,15β-14,15-epoxybufa-20,22-dienolide
INNs Sources
bufogenin WHO MedNet
bufogenina WHO MedNet
bufogénine WHO MedNet
bufogeninum WHO MedNet
Synonyms Sources
Bufogein KEGG COMPOUND
Bufogenin KEGG COMPOUND
resibufogenin DrugCentral
respigon DrugCentral
Manual Xrefs Databases
3523 DrugCentral
C17058 KEGG COMPOUND
D01378 KEGG DRUG
View more database links
Registry Numbers Types Sources
465-39-4 CAS Registry Number KEGG COMPOUND
465-39-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22814872 PubMed citation Europe PMC
24911667 PubMed citation Europe PMC
25420080 PubMed citation Europe PMC
30029665 PubMed citation Europe PMC
31178234 PubMed citation Europe PMC
31292669 PubMed citation Europe PMC
31342712 PubMed citation Europe PMC
31737183 PubMed citation Europe PMC
31961485 PubMed citation Europe PMC
32006291 PubMed citation Europe PMC
Last Modified
17 February 2020