Anodyne| Spironolactone | |
|---|---|
 | |
| Molecular structure via molpic based on CDK |
| Rotamer [] | |
|---|---|
| Conformer structure via 3Dmol.js |
| Physical properties [] | |
|---|---|
| Molecular mass | 416.6 g/mol [1] |
| Appearance | Crystals from methanol [1] |
| Odor | Mild mercaptan-like odor [1] |
| Melting point | 198-207 [1] |
| Boiling point | 134 °C [1] |
| Decomposition | When heated to decomposition it emits toxic fumes of sulfoxides. [1] |
| Solubility | Soluble in most organic solvents [1] |
| Predicted LogP | 2.9 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C24H32O4S [1] |
| IUPAC name | S-[(7R,8R,9S,10R,13S,14S,17R)-10,13-dimethyl-3,5'-dioxospiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-yl] ethanethioate [1] |
| SMILES | CC(=O)S[C@@H]1CC2=CC(=O)CC[C@@]2([C@@H]3[C@@H]1[C@@H]4CC[C@]5([C@]4(CC3)C)CCC(=O)O5)C [1] |
| InChI | InChI=1S/C24H32O4S/c1-14(25)29-19-13-15-12-16(26)4-8-22(15,2)17-5-9-23(3)18(21(17)19)6-10-24(23)11-7-20(27)28-24/h12,17-19,21H,4-11,13H2,1-3H3/t17-,18-,19+,21+,22-,23-,24+/m0/s1 [1] |
| InChIKey | LXMSZDCAJNLERA-ZHYRCANASA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | Spironolactone: 1.4 hours7α-thiomethylspironolactone: 13.8 hours6β-hydroxy-7α-thiomethylspironolactone: 15.0 hoursCanrenone: 16.5 hours |
Spironolactone
Spironolactone (also known as Spironolactone, 52-01-7, Aldactone, Verospirone, Spirolactone, Spiresis, Uractone, Xenalon, spironolattone or Espironolactona) is a prodrug, antimineralocorticoid and antiandrogen substance of the steroid class.
Chemistry
Stereochemistry []
Spironolactone is a absolute mixture
Pharmacology
Metabolism
Spironolactone acts as a prodrug for:
| Metabolic pathways [] |
|---|
|
At normal urine pH, about 30–40% of amphetamine is excreted unchanged and roughly 50% is excreted as the inactive metabolites (bottom row).[2] The remaining 10–20% is excreted as the active metabolites.
|
Legal status []
- United Kingdom: Spironolactone is a prescription only substance.[3]
- United States: Spironolactone is a prescription only substance.
- European Union: Spironolactone is a prescription only substance.
See also []
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 5833, Spironolactone. Accessed January 5, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/5833
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Spironolactone. UNII: 27O7W4T232. Global Substance Registration System. Accessed January 5, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/27O7W4T232
Aldactone 25 mg Film-Coated TabletsSummary of Product Characteristics (SmPC). February 3, 2022. Accessed January 5, 2026. https://www.medicines.org.uk/emc/product/1619/smpc