Spironolactone

Athanor · official

C₂₄H₃₂O₄S · 416.6 g/mol

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

Also called Aldactone, aldosterone antagonist, potassium-sparing diuretic, mineralocorticoid receptor antagonist

Drugs Hormones

Open in Athanor

Drawn from its SMILES with RDKit

DangerHarmful if swallowed · Harmful in contact with skin · Harmful if inhaled · Suspected of causing cancer · May damage fertility or the unborn child · May causes damage to organs through prolonged or repeated exposure

Names and identifiers

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
Synonyms: Aldactone, aldosterone antagonist, potassium-sparing diuretic
+ 38 more
mineralocorticoid receptor antagonist, Verospirone, Spirolactone, Spiresis, Uractone, Xenalon, spironolattone, Espironolactona, Spironolactonum, Abbolactone, Diatensec, Laractone, SC 9420, SC-9420, Spironolactone ceva, Carospir, DTXSID6034186, Spiretic, NSC-150399, 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, 27O7W4T232, CHEBI:9241, Veroshpiron, DTXCID4014186, SC9420, NSC150399, 3-(3-Keto-7-alpha-acetylthio-17-beta-hydroxy-4-androsten-17-alpha-yl)propionic acid lactone, 17alpha-Pregn-4-ene-21-carboxylic acid, 17-hydroxy-7alpha-mercapto-3-oxo-, gamma-lactone, acetate, Pregn-4-ene-21-carboxylic acid, 7-(acetylthio)-17-hydroxy-3-oxo-, gamma-lactone, (7alpha,17alpha)-, CARDALIS COMPONENT SPIRONOLACTONE, 7-alpha-(acetylthio)-17-alpha-hydroxy-3-oxopregn-4-ene-21-carboxylic acid, gamma-lactone, NovoSpiroton, Novo Spiroton, Spirono Isis, von ct, spiro, (1'S,2R,2'R,9'R,10'R,11'S,15'S)-9'-(acetylsulfanyl)-2',15'-dimethylspiro[oxolane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan]-6'-ene-5,5'-dione, Gx spironol, Spirospare 25
Molecular formula: C₂₄H₃₂O₄S
Empirical formula: C₂₄H₃₂O₄S
Molecular weight: 416.6 g/mol
Exact mass: 416.20213
CAS number: 52-01-7
PubChem CID: 5833
Canonical SMILES: CC(=O)SC1CC2=CC(=O)CCC2(C3C1C4CCC5(C4(CC3)C)CCC(=O)O5)C
Isomeric 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
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
InChIKey: LXMSZDCAJNLERA-ZHYRCANASA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

Appearance: Light cream-colored to light tan, crystalline powder[1]
Odor: Mild mercaptan-like odor[1]
Solubility in water: In water, 22 mg/L at 25 °C[1]
2 values
From Hazardous Substances Data Bank (HSDB), the most authoritative source here.
Value As written Source
– Soluble in ethyl acetate and ethanol; slightly soluble in methanol [1] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 1037
–shown In water, 22 mg/L at 25 °C [1] Hazardous Substances Data Bank (HSDB)cites Yalkowsky, S.H., He, Yan., Handbook of Aqueous Solubility Data: An Extensive Compilation of Aqueous Solubility Data for Organic Compounds Extracted from the AQUASOL dATAbASE. CRC Press LLC, Boca Raton, FL. 2003., p. 1214
log P: log Kow = 2.78[1]

Value	As written	Source
–	Soluble in ethyl acetate and ethanol; slightly soluble in methanol	[1] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 1037
–shown	In water, 22 mg/L at 25 °C	[1] Hazardous Substances Data Bank (HSDB)cites Yalkowsky, S.H., He, Yan., Handbook of Aqueous Solubility Data: An Extensive Compilation of Aqueous Solubility Data for Organic Compounds Extracted from the AQUASOL dATAbASE. CRC Press LLC, Boca Raton, FL. 2003., p. 1214

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 29
Rings: 5
Aromatic rings: 0
Fraction sp³ carbons (Fsp3): 0.79
H-bond donors: 0
H-bond acceptors: 5
Rotatable bonds: 1 computed here · PubChem 2
TPSA (Å²): 60.4 computed here · PubChem 85.7
Formal charge: 0
XLogP3: 2.9 PubChem
Complexity: 818 PubChem
Stereocenters: 7 definedCIP: C5: R · C13: R · C15: S · C18: R · C20: S · C23: S · C29: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C69.20%
H7.74%
O15.36%
S7.70%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 4.85 Crippen (Wildman and Crippen 1999)
log S (water solubility): -5.41 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 5.13 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 416.58
log P ≤ 5 (Crippen): 4.85
H-bond donors ≤ 5: 0
H-bond acceptors ≤ 10: 5

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 174 company reports to ECHA. Source [2].

Harmful or irritant
Health hazard

H302Harmful if swallowed (35.6% of reports)
H312Harmful in contact with skin (31% of reports)
H332Harmful if inhaled (31% of reports)
H351Suspected of causing cancer (66.1% of reports)
H360May damage fertility or the unborn child (52.9% of reports)
H373May causes damage to organs through prolonged or repeated exposure (25.3% of reports)

Precautionary statements: P203, P260, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P319, P321, P330, P362+P364, P405, P501

View all classifications (2)

[2] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 0.6% (1 of 174) of reports.
[2] European Chemicals Agency (ECHA) · 174 reports · DangerH302, H312, H332, H351, H360, H373

Storage

Spironolactone tablets should be stored in tight, light-resistant containers at a temperature less than 40 °C, preferably between 15-30 °C. Oral suspensions of spironolactone prepared by pulverizing commercially available tablets of the drug and adding them to cherry syrup have been reported to be stable for one month at 2-8 °C.[1]

Safety data sheets on the supplier’s page: LGC Standards, Biosynth, Chem-Space.com Database.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
[2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.