CHEBI:517248 - bufalin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name bufalin
ChEBI ID CHEBI:517248
Definition A 14β-hydroxy steroid that is bufan-20,22-dienolide having hydroxy substituents at the 5β- and 14β-positions. It has been isolated from the skin of the toad Bufo bufo.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C24H34O4
Net Charge 0
Average Mass 386.52440
Monoisotopic Mass 386.24571
InChI InChI=1S/C24H34O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,14,16-20,25,27H,4-5,7-13H2,1-2H3/t16-,17+,18-,19+,20-,22+,23-,24+/m1/s1
InChIKey QEEBRPGZBVVINN-BMPKRDENSA-N
SMILES [H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(CC[C@]34O)c3ccc(=O)oc3)[C@@]1(C)CC[C@H](O)C2
Metabolite of Species Details
Bufo bufo (NCBI:txid8384) See: PubMed
Roles Classification
Biological Role(s): animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
cardiotonic drug
A drug that has a strengthening effect on the heart or that can increase cardiac output.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bufalin (CHEBI:517248) has functional parent bufanolide (CHEBI:22934)
bufalin (CHEBI:517248) has role animal metabolite (CHEBI:75767)
bufalin (CHEBI:517248) has role anti-inflammatory agent (CHEBI:67079)
bufalin (CHEBI:517248) has role antineoplastic agent (CHEBI:35610)
bufalin (CHEBI:517248) has role cardiotonic drug (CHEBI:38147)
bufalin (CHEBI:517248) is a 14β-hydroxy steroid (CHEBI:36862)
bufalin (CHEBI:517248) is a 3β-hydroxy steroid (CHEBI:36836)
IUPAC Name
(3β,5β)-3,14-dihydroxybufa-20,22-dienolide
Synonyms Sources
3,14-Dihydroxy-bufa-20,22-dienolide ChemIDplus
3-beta,14-Dihydroxy-5-beta-bufa-20,22-dienolide ChemIDplus
3β,14β-dihydroxy-5β-bufa-20,22-dienolide LIPID MAPS
Manual Xrefs Databases
C16922 KEGG COMPOUND
LMST01130001 LIPID MAPS
View more database links
Registry Numbers Types Sources
465-21-4 CAS Registry Number ChemIDplus
96550 Beilstein Registry Number Beilstein
96550 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10438974 PubMed citation Europe PMC
21185919 PubMed citation Europe PMC
23949904 PubMed citation Europe PMC
24484199 PubMed citation Europe PMC
24515724 PubMed citation Europe PMC
24719521 PubMed citation Europe PMC
26111756 PubMed citation Europe PMC
26133118 PubMed citation Europe PMC
26381511 PubMed citation Europe PMC
26446205 PubMed citation Europe PMC
8282340 PubMed citation Europe PMC
Last Modified
30 November 2015