Difference between revisions of "Bufadienolide"
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Bufadienolide | |
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File:Bufadienolide skeletal.svg | |
5-[(5R, 8R,9S,10S,13S,14S,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 | |
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
PubChem | 3035030 |
SMILES | Script error: No such module "collapsible list". |
InChI | Script error: No such module "collapsible list". |
InChI key | YBPMPRDOWHIVNA-JTSGVHQASA-N |
style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
Molecular formula | C24H34O2 |
Molar mass | 354.53 g mol−1 |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Infobox references |
Bufadienolide is a type of steroid. 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 gylcosides. Both bufadienolides and their glycosides are toxic; specifically, they are heart-arresting.
Etymology
The term derives from the toad genus Bufo that contains bufadienolide glycosides, the suffix -adien- that refers to the two double bonds in the lactone ring, and the ending -olide that denotes the lactone structure. Consequently, related structures with only one double bond are called bufenolides[citation needed], and the saturated equivalent is bufanolide.
Classification
According to MeSH, bufadienolides and bufanolides are classified as follows:
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- Bufanolides
- Bufenolides
- Bufadienolides
- Cardenolides
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Note that cardenolides have been classified under cardanolides as well as cardiac glycosides in this classification.
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