Structure via PubChem · Public domain (PubChem)
bufadienolide
Sign in to saveBufadienolide is a chemical compound with steroid structure. Its derivatives are collectively known as bufadienolides, including many in the form of bufadienolide glycosides (bufadienolides that contain structural groups derived from sugars). These are a type of cardiac glycoside, the other being the cardenolide glycosides. Both bufadienolides and their glycosides are toxic; specifically, they can cause an atrioventricular block, bradycardia (slow heartbeat), ventricular tachycardia (a type of rapid heartbeat), and possibly lethal cardiac arrest.
Chemical data
- Formula
- C24H34O2
- Molecular weight
- 354.5 g/mol
- IUPAC name
- 5-[(8R,9S,10S,13S,14R,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@H]1CC[C@@H]2C4=COC(=O)C=C4)CCC5[C@@]3(CCCC5)C
- InChIKey
- YBPMPRDOWHIVNA-XTBIJCDISA-N
- XLogP
- 7.2
- Polar surface area
- 26.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 354.25588032799993
Show 3 more facts
- canonical SMILES
- CC14CCC3C2(C)CCCCC2CCC3C1CCC4c5ccc(=O)oc5
- chemical formula
- C₂₄H₃₄O₂
- isomeric SMILES
- C[C@]12CC[C@H]3[C@H]([C@H]1CC[C@@H]2C4=COC(=O)C=C4)CCC5[C@@]3(CCCC5)C
via Wikidata · CC0
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Encyclopedic overview
4 sectionsContents
- Etymology
- Classification
- References
- Further reading
Bufadienolide is a chemical compound with steroid structure. Its derivatives are collectively known as bufadienolides, including many in the form of bufadienolide glycosides (bufadienolides that contain structural groups derived from sugars). These are a type of cardiac glycoside, the other being the cardenolide glycosides. Both bufadienolides and their glycosides are toxic; specifically, they can cause an atrioventricular block, bradycardia (slow heartbeat), ventricular tachycardia (a type of rapid heartbeat), and possibly lethal cardiac arrest.
== Etymology ==
Excerpted from Wikipedia’s “bufadienolide” article, available under the CC BY-SA 4.0 licence.