Spironolactone

C₂₄H₃₂O₄SCAS 52-01-7416.58 g/mol

Open in Covalent MOL file

Alkene Ester Ketone Lactone Sulfide

Properties

Molecular formula: C₂₄H₃₂O₄S
Molar mass: 416.58 g/mol
Exact mass: 416.2021 Da
Melting point: 134–135 °C
Boiling point: 134 °C
Water solubility: 22 mg/L (25 °C)
logP: 4.85Crippen estimate
Polar surface area: 60.4 Å²
H-bond donors / acceptors: 0 / 5
Rotatable bonds: 1
Stereocentres: R, R, S, S, S, R, Rin SMILES atom order

Hazards

Danger

H302 Harmful if swallowed35.6% of notifiers
H312 Harmful in contact with skin31% of notifiers
H332 Harmful if inhaled31% of notifiers
H351 Suspected of causing cancer66.1% of notifiers
H360 May damage fertility or the unborn child52.9% of notifiers
H373 May causes damage to organs through prolonged or repeated exposure25.3% of notifiers

Aggregated from 174 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

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

Identifiers

CAS number

52-01-7

SMILES

CC(=O)S[C@@H]1CC2=CC(=O)CC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC[C@@]34CCC(=O)O4)[C@H]12

InChIKey

LXMSZDCAJNLERA-ZHYRCANASA-N

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

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

54 names · show all

SC 9420
Pregn-4-ene-21-carboxylic acid, 7-(acetylthio)-17-hydroxy-3-oxo-, γ-lactone, (7α,17α)-
17α-Pregn-4-ene-21-carboxylic acid, 17-hydroxy-7α-mercapto-3-oxo-, γ-lactone, acetate
Spiro[17H-cyclopenta[a]phenanthrene-17,2′(5′H)-furan], pregn-4-ene-21-carboxylic acid deriv.
3-(3-Keto-7α-Acetylthio-17β-hydroxy-4-androsten-17α-yl)propionic acid lactone
Aldactone
Aldactone A
17-Hydroxy-7α-mercapto-3-oxo-17α-pregn-4-ene-21-carboxylic acid γ-lactone 7-acetate
3-(3-Oxo-7α-acetylthio-17β-hydroxy-4-androsten-17α-yl)propionic acid-γ-lactone
Spironolactone A
3′-(3-Oxo-7α-acetylthio-17β-hydroxyandrost-4-en-17α-yl)-propionic acid lactone
7α-Acetylthio-3-oxo-17α-pregn-4-ene-21,17β-carbolactone
Verospiron
7α-(Acetylthio)-17-hydroxy-3-oxo-17α-pregn-4-ene-21-carboxylic acid γ-lactone
Verospirone
Spiresis
Spiridon
Spirolang
Spirone
Uractone
Spirolactone
Duraspiron
Spiretic
Spiroderm
Altex
Urusonin
Osyrol
Dira
Supra-puren
Almatol
Spiro-tablinen
Aquareduct
Aldace
Sagisal
Xenalon
Aldopur
Laractone
Sincomen
Osiren
Suracton
Nefurofan
Lacalmin
Abbolactone
Lacdene
Spirolone
Diatensec
Deverol
Euteberol
Spiroctan
NSC 150399
Quimolactona
Berlactone
Novo-spiroton
Spironol

Work with Spironolactone

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Boiling point under vacuumAt any pressure, from its normal boiling point Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Canrenone976-71-654 % similar 11α-Hydroxymexrenone192704-56-652 % similar 11α-Hydroxycanrenone192569-17-845 % similar δ9,11-Eplerenone95716-70-444 % similar (+)-Eplerenone107724-20-943 % similar Drospirenone67392-87-442 % similar Hydroxyprogesterone caproate630-56-842 % similar Methyltestosterone58-18-441 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook