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CAS 52-01-7

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Spironolactone

Description:
Spironolactone is a synthetic steroidal compound primarily used as a diuretic and antihypertensive agent. It functions as an aldosterone antagonist, inhibiting the action of aldosterone in the kidneys, which promotes sodium and water excretion while conserving potassium. This mechanism makes it effective in treating conditions such as hypertension, heart failure, and certain cases of edema. Spironolactone is also utilized in the management of conditions like hyperaldosteronism and can be beneficial in treating acne and hirsutism due to its anti-androgenic properties. The compound is typically administered orally and has a relatively long half-life, allowing for once-daily dosing in many cases. In terms of its chemical structure, spironolactone features a lactone ring and a thioester group, contributing to its pharmacological activity. Common side effects may include hyperkalemia, gastrointestinal disturbances, and hormonal imbalances. Due to its hormonal effects, spironolactone is sometimes used off-label in hormone therapy for transgender individuals. Overall, spironolactone is a versatile medication with significant therapeutic applications in various medical conditions.
Formula:C24H32O4S
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
InChI key:InChIKey=LXMSZDCAJNLERA-ZHYRCANASA-N
SMILES:C[C@@]12[C@]3(CC[C@]1([C@]4([C@](CC2)([C@]5(C)C(C[C@H]4SC(C)=O)=CC(=O)CC5)[H])[H])[H])OC(=O)CC3
Synonyms:
  • (7α,17α)-7-(Acetylthio)-17-hydroxy-3-oxo-pregn-4-ene-21-carboxylic acid γ-lactone
  • 17-Hydroxy-7-alpha-mercapto-3-oxo-17-alpha-pregn-4-ene-21-carboxylic acid-gamma-lactone-7-acetate
  • 17-Hydroxy-7α-mercapto-3-oxo-17α-pregn-4-ene-21-carboxylic acid γ-lactone 7-acetate
  • 17α-Pregn-4-ene-21-carboxylic acid, 17-hydroxy-7α-mercapto-3-oxo-, γ-lactone, acetate
  • 3'-(3-Oxo-7α-acetylthio-17β-hydroxyandrost-4-en-17α-yl)-propionic acid lactone
  • 3-(3-Oxo-7α-acetylthio-17β-hydroxy-4-androsten-17α-yl)propionic acid-γ-lactone
  • 3-(3-keto-7α-Acetylthio-17β-hydroxy-4-androsten-17α-yl)propionic acid lactone
  • 7-alpha-Acetylthio-3-oxo-17-alpha-pregn-4-ene-21,17-beta-
  • 7α-(Acetylthio)-17-hydroxy-3-oxo-17α-pregn-4-ene-21-carboxylic acid γ-lactone
  • 7α-Acetylthio-3-oxo-17α-pregn-4-ene-21,17β-carbolactone
  • See more synonyms
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