spironolactone
17-hydroxy-7a-mercapto-3-oxo-17a-pregn-4-ene-21-carboxylic acid g-lactone acetate
Identification
| Name | spironolactone |
| CAS Number | 52-01-7 |
| EINECS | 200-133-6 |
| FDA UNII | 27O7W4T232 |
| Molecular Formula | C24 H32 O4 S |
| Molecular Weight | 416.58084000 |
| MDL Number | MFCD00082250 |
| Nikkaji Number | J4.474A |
| Beilstein | 0057767 |
| XlogP3 | 2.90 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 134.50 °C. @ 760.00 mm Hg |
| Boiling Point | 596.99 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 3.240000 mmHg @ 25.00 °C. (est) |
| Flash Point | 576.00 °F. TCC ( 302.30 °C. ) (est) |
| logP (o/w) | 2.780 |
| Soluble in | water, 22 mg/L @ 25 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-human TDLo 5600 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for spironolactone usage levels up to | not for fragrance use. |
| Recommendation for spironolactone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
abbolactone
3'-(3-oxo-7-alpha-
acetyl thio-17-beta-hydroxyandrost-4-en-17-beta-yl) propionic acid lactone
7-alpha-
acetyl thio-3-oxo-17-alpha-pregn-4-ene-21,17-beta-carbolactone
3-(3-oxo-7a-
acetylthio-17b-hydroxy-4-androsten-17a-yl)propionic acid g-lactone
(7a,17a)-7-(
acetylthio)-17-hydroxy-3-oxopregn-4-ene-21-carboxylic acid g-lactone
aldace
aldactide
aldactone
aldopur
almatol
aquareduct
deverol
diatensec
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
duraspiron
euteberol
17-
hydroxy-7a-mercapto-3-oxo-17a-pregn-4-ene-21-carboxylic acid g-lactone acetate
17-
hydroxy-7alpha-mercapto-3-oxo-17alpha-pregn-4-ene-21-carboxylic acid gamma-lactone acetate
lacalmin
lacdene
laractone
melarcon
nefurofan
osiren
sagisal
sincomen
spiretic
spiridon
spiroctanie
spiroderm
spirolakton
spirolone
sprioderm
supra-puren
uractone
urusonin
verospiron
verospirone
xenalon
PubMed:
Serum potassium in stage 5 CKD patients on their first presentation in a dialysis service of a county hospital in western Romania.
PubMed:
Ask the doctor. The June 2013 issue states on page 3 that "it's important to increase potassium intake, particularly if you take a diuretic." But on page 5, it says that if you take spironolactone (which I do), you should avoid high-potassium foods. I'm confused--should I be eating bananas and other potassium-rich foods or not?
PubMed:
Diuretic Exposure in Premature Infants from 1997 to 2011.
PubMed:
A high-throughput chemical screen with FDA approved drugs reveals that the antihypertensive drug Spironolactone impairs cancer cell survival by inhibiting homology directed repair.
PubMed:
Use of different parameters and equations for calculation of ICâ
â values in efflux assays: potential sources of variability in ICâ
â determination.
PubMed:
High salt intake does not produce additional impairment in the coronary artery relaxation of spontaneously hypertensive aged rats.
PubMed:
Activation of an apoptotic signal transduction pathway involved in the upregulation of calpain and apoptosis-inducing factor in aldosterone-induced primary cultured cardiomyocytes.
PubMed:
Drug-induced gynecomastia.
PubMed:
Ethics and eplerenone.
PubMed:
11Beta-hydroxylase deficiency and other syndromes of mineralocorticoid excess as a rare cause of endocrine hypertension.
PubMed:
Clinical variability in approaches to polycystic ovary syndrome.
PubMed:
The association between drospirenone and hyperkalemia: a comparative-safety study.
PubMed:
[Pseudoaldosteronism in an elderly man believed to be caused by the health food Shin-Gojoshin].
PubMed:
Eplerenone prevents salt-induced vascular stiffness in Zucker diabetic fatty rats: a preliminary report.
PubMed:
[An elderly man with known heart failure admitted with cardiogenic shock].
PubMed:
Recurrent duodenal ulcer due to nonsteroidal anti-inflammatories following the suspension of antiulcer medication.
PubMed:
Should dermatologists prescribe hormonal contraceptives for acne?
PubMed:
PCOS.
PubMed:
Drug treatments for polycystic ovary syndrome.
PubMed:
Risk of hyperkalemia in women taking ethinylestradiol/drospirenone and other oral contraceptives.
PubMed:
Management strategies for premenstrual syndrome/premenstrual dysphoric disorder.
PubMed:
Influence of spironolactone therapy on thiamine blood levels in patients with heart failure.
PubMed:
Effects of a novel Y5 antagonist in obese mice: combination with food restriction or sibutramine.
PubMed:
Drospirenone/ethinyl estradiol.
PubMed:
Premenstrual syndrome.
PubMed:
Heart failure.
PubMed:
Effects of eplerenone and salt intake on left ventricular remodeling after myocardial infarction in rats.
PubMed:
Reports of hyperkalemia after publication of RALES--a pharmacovigilance study.
PubMed:
Treatment of premenstrual disorders.
PubMed:
Preclinical development of new drugs that enhance thyroid hormone metabolism and clearance: inadequacy of using rats as an animal model for predicting human risks in an IND and NDA.
PubMed:
Agents ameliorating or augmenting the nephrotoxicity of cisplatin and other platinum compounds: a review of some recent research.
PubMed:
Bone loss in rats with aldosteronism.
PubMed:
Diuretics and bone loss in rats with aldosteronism.
PubMed:
Clinical experience with spironolactone in pediatrics.
PubMed:
Eplerenone prevents salt-induced vascular remodeling and cardiac fibrosis in stroke-prone spontaneously hypertensive rats.
PubMed:
New developments in the management of hypertension.
PubMed:
Primary aldosteronism - treatment options.
PubMed:
Selective aldosterone blockade reduces mortality after MI.
PubMed:
Aldosterone receptor antagonists: focus on eplerenone.
PubMed:
Eplerenone.
PubMed:
Eplerenone: a new aldosterone receptor antagonist--are the FDAs restrictions appropriate?
PubMed:
Functional activities of the colon of the desert gerbil (Gerbillus cheesmani).
PubMed:
[Simultaneous analysis of four diuretic drugs by HPLC and its application to health food supplements advertising weight reduction].
PubMed:
Atypical dose-route-dependent food effects of eplerenone in the dog: presence of food effects following intravenous dosing and lack of food effects of following oral dosing.
PubMed:
Cardiac damage prevention by eplerenone: comparison with low sodium diet or potassium loading.
PubMed:
Serum leptin levels in patients with primary hyperaldosteronism before and after treatment: relationships to insulin sensitivity.
PubMed:
Report from the 94th Cardiovascular and Renal Drugs Advisory Committee Meeting, October 11, 2001.
PubMed:
Evaluation of a unique oral contraceptive in the treatment of premenstrual dysphoric disorder.
PubMed:
Reversal of cardiac and renal fibrosis by pirfenidone and spironolactone in streptozotocin-diabetic rats.
PubMed:
Cardiovascular and renal effects of central administration of a mineralocorticoid receptor antagonist in conscious female rats.
PubMed:
Rapid and sensitive reporter gene assays for detection of antiandrogenic and estrogenic effects of environmental chemicals.
PubMed:
Reversal of cardiac fibrosis in deoxycorticosterone acetate-salt hypertensive rats by inhibition of the renin-angiotensin system.
PubMed:
Inhibition of tissue repair by spironolactone: role of mineralocorticoids in fibrous tissue formation.
PubMed:
From GnRH to SSRIs and Beyond: Weighing the Options for Drug Therapy in Premenstrual Syndrome.
PubMed:
Repeated blockade of mineralocorticoid receptors, but not of glucocorticoid receptors impairs food rewarded spatial learning.
PubMed:
Approach to generalized weakness and peripheral neuromuscular disease.
PubMed:
Involvement of type I corticosteroid receptor in the effects of ovariectomy on energy balance.
PubMed:
Treatment of premenstrual syndrome by spironolactone: a double-blind, placebo-controlled study.
PubMed:
Type II corticosteroid receptor stimulation increases NPY gene expression in basomedial hypothalamus of rats.
PubMed:
Electrolyte manipulation in female body-builders.
PubMed:
Steroids and "the pill": early steroid research at Searle.
PubMed:
Dietary restriction sensitizes the rat distal colon to aldosterone.
PubMed:
Effect of chronic treatment with clonidine and spironolactone on cold-induced elevation of blood pressure.
PubMed:
Aldosterone is a physiologically significant kaliuretic hormone.
PubMed:
The metabolism and biopharmaceutics of spironolactone in man.
PubMed:
Influence of food on the bioavailability of spironolactone.
PubMed:
Salt appetite is suppressed by interference with angiotensin II and aldosterone.
PubMed:
Influence of food intake on antihypertensive drugs: spironolactone.
PubMed:
Hormonal and metabolic adaptation to protein-supplemented fasting in obese subjects.
PubMed:
Therapeutic implications of drug interactions with acetaminophen and aspirin.
PubMed:
Metabolic alkalosis in identical twins receiving a low-chloride formula (pseudo-Bartter's syndrome).
PubMed:
[Comparative study of relative biovailability of several spironolactone formulations in a steady-state test (author's transl)].
PubMed:
Influence of food on the bioavailability of drugs.
PubMed:
Spironolactone: disposition, metabolism, pharmacodynamics, and bioavailability.
PubMed:
Enhancement by food of canrenone bioavailability from spironolactone.
PubMed:
Spironolactone. III. Canrenone--maximum and minimum steady-state plasma levels.
PubMed:
[Contemporary animal nutrition and its potential hazards to human health (author's transl)].
PubMed:
Salt preference in patients with untreated and treated essential hypertension.
PubMed:
[Sodium balance during fasting and realimentation with special reference to a form of therapy for obesity].
PubMed:
[Instinctive food selection as a disease-regulating factor].