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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H30O6
Molecular Weight 402.4807
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALDOSTERONE ACETATE

SMILES

[H][C@@]12CC[C@H](C(=O)COC(C)=O)[C@]1(C[C@H](O)[C@@]3([H])[C@@]2([H])CCC4=CC(=O)CC[C@]34C)C=O

InChI

InChIKey=HCJKXXMOOMBBPY-IEJDVFFQSA-N
InChI=1S/C23H30O6/c1-13(25)29-11-20(28)18-6-5-17-16-4-3-14-9-15(26)7-8-22(14,2)21(16)19(27)10-23(17,18)12-24/h9,12,16-19,21,27H,3-8,10-11H2,1-2H3/t16-,17-,18+,19-,21+,22-,23+/m0/s1

HIDE SMILES / InChI
Aldosterone is a hormone secreted by the adrenal cortex that regulates electrolyte and water balance by increasing the renal retention of sodium and the excretion of potassium. Recent findings have shown that the physiological functions of the hormone aldosterone go far beyond its well-known role in blood-pressure regulation and salt/water homeostasis. Aldosterone is for example involved in the regulation of inflammation, and also binds directly to mineralocorticoid receptors in specific brain regions. At the late distal tubule and collecting duct, aldosterone has two main actions: 1) aldosterone acts on mineralocorticoid receptors (MR) on principal cells in the distal tubule of the kidney nephron, increasing the permeability of their apical (luminal) membrane to potassium and sodium and activates their basolateral Na+/K+ pumps, stimulating ATP hydrolysis leading to phosphorylation of the pump and a conformational change in the pump exposes the Na+ ions to the outside. The phosphorylated form of the pump has a low affinity for Na+ ions, hence reabsorbing sodium (Na+) ions and water into the blood, and secreting potassium (K+) ions into the urine; 2) aldosterone stimulates H+ secretion by intercalated cells in the collecting duct, regulating plasma bicarbonate (HCO3−) levels and its acid/base balance; and 3) aldosterone may act on the central nervous system via the posterior pituitary gland to release vasopressin (ADH) which serves to conserve water by direct actions on renal tubular resorption.

CNS Activity

Curator's Comment: Subchronic treatment with aldosterone induces depression-like behaviours and gene expression changes relevant to major depressive disorder in rodent models.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
3.8 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Metabolic alkalosis.
2001 Apr
Intrarenal angiotensin and bradykinin peptide levels in the remnant kidney model of renal insufficiency.
2001 Apr
Prolonged orexin administration stimulates steroid-hormone secretion, acting directly on the rat adrenal gland.
2001 Apr
Minireview: 11beta-hydroxysteroid dehydrogenase type 1- a tissue-specific amplifier of glucocorticoid action.
2001 Apr
Additional beneficial effects of canrenoate in patients with anterior myocardial infarction on ACE-inhibitor treatment. A pilot study.
2001 Feb
Antifibrotic effects of N-acetyl-seryl-aspartyl-Lysyl-proline on the heart and kidney in aldosterone-salt hypertensive rats.
2001 Feb
alpha1H T-type Ca2+ channel is the predominant subtype expressed in bovine and rat zona glomerulosa.
2001 Feb
Functional glucocorticoid receptors in the mesonephros of the ovine fetus.
2001 Feb
Regulation of phosphate uptake in primary cultured rabbit renal proximal tubule cells by glucocorticoids: evidence for nongenomic as well as genomic mechanisms.
2001 Feb
PTH and PTH-related peptide enhance steroid secretion from human adrenocortical cells.
2001 Feb
Increased abundance of distal sodium transporters in rat kidney during vasopressin escape.
2001 Feb
Orexin A stimulates cortisol secretion from human adrenocortical cells through activation of the adenylate cyclase-dependent signaling cascade.
2001 Feb
Interaction of rapid nongenomic cardiovascular aldosterone effects with the adrenergic system.
2001 Feb
Time course of 21-hydroxylase antibodies and long-term remission of subclinical autoimmune adrenalitis after corticosteroid therapy: case report.
2001 Feb
Steroids differentially inhibit the nicotinic acetylcholine receptor.
2001 Feb 12
Treatment of congestive heart failure: guidelines for the primary care physician and the heart failure specialist.
2001 Feb 12
Molecular mechanisms of human hypertension.
2001 Feb 23
[Effect of aldosterone antagonism in heart failure: pharmacotherapeutic options].
2001 Feb 3
Mineralocorticoid receptor-mediated signaling regulates the ion gated sodium channel in vascular endothelial cells and requires an intact cytoskeleton.
2001 Feb 9
Laragh's lessons in pathophysiology and clinical pearls for treating hypertension.
2001 Jan
Hyperaldosteronism in a cat with metastasised adrenocortical tumour.
2001 Jan
The renin-aldosterone system during normal and hypertensive pregnancy.
2001 Jan
Serum aldosterone changes during hyperinsulinemia are correlated to body mass index and insulin sensitivity in patients with essential hypertension.
2001 Jan
Aldosterone in renal disease.
2001 Jan
Endothelins stimulate aldosterone secretion from dispersed rat adrenal zona glomerulosa cells, acting through ETB receptors coupled with the phospholipase C-dependent signaling pathway.
2001 Jan
Aldosterone synthase deficiency type I with no documented homozygous mutations in the CYP11B2 gene.
2001 Jan
Dexamethasone, but not IL-1 alone, upregulates acute-phase serum amyloid A gene expression and production by cultured human aortic smooth muscle cells.
2001 Jan
Early neurohormonal effects of trandolapril in patients with left ventricular dysfunction and a recent acute myocardial infarction: a double-blind, randomized, placebo-controlled multicentre study.
2001 Jan
Effect of the angiotensin II type 2-receptor gene (+1675 G/A) on left ventricular structure in humans.
2001 Jan
Should an angiotensin-converting enzyme inhibitor be standard therapy for patients with atherosclerotic disease?
2001 Jan
Magnesium transport in the renal distal convoluted tubule.
2001 Jan
Electrical dimension of the nuclear envelope.
2001 Jan
Aldosterone inhibition limits collagen synthesis and progressive left ventricular enlargement after anterior myocardial infarction.
2001 Jan
Aldosterone inhibition and heart failure: too good to be true?
2001 Jan
Aldosterone production is activated in failing ventricle in humans.
2001 Jan 2
Enzyme-mediated protection of the mineralocorticoid receptor against progesterone in the human kidney.
2001 Jan 22
Diagnosis and management of congenital adrenal hyperplasia: clinical, molecular and prenatal aspects.
2001 Jan-Feb
Slowing the progression of CHF. Drug therapy to correct neurohormonal abnormalities.
2001 Mar
Nesiritide for the treatment of decompensated heart failure.
2001 Mar
Effect of chronic oral administration of a low dose of captopril on sodium appetite of hypothyroid rats. Influence of aldosterone treatment.
2001 Mar
Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.
2001 Mar
Modulation of transalveolar fluid absorption by endogenous aldosterone in adult rats.
2001 Mar
A mutation in the cofactor-binding domain of 11beta-hydroxysteroid dehydrogenase type 2 associated with mineralocorticoid hypertension.
2001 Mar
Endocrine activities of ghrelin, a natural growth hormone secretagogue (GHS), in humans: comparison and interactions with hexarelin, a nonnatural peptidyl GHS, and GH-releasing hormone.
2001 Mar
Identification of the etiology of primary aldosteronism with adrenal vein sampling in patients with equivocal computed tomography and magnetic resonance findings: results in 104 consecutive cases.
2001 Mar
Comparison of adrenal vein sampling and computed tomography in the differentiation of primary aldosteronism.
2001 Mar
Effect of oral contraceptives on the renin angiotensin system and renal function.
2001 Mar
Hormonal regulation of chicken intestinal NHE and SGLT-1 activities.
2001 Mar
Characterization of apical membrane Cl-dependent Na/H exchange in crypt cells of rat distal colon.
2001 Mar
Effect of therapeutic ultrasound on partition and diffusion coefficients in human stratum corneum.
2001 Mar 12
Patents

Sample Use Guides

Horses: Aldosterone was injected intravenously for 6 h at 20-min intervals (total 5.4 ug/kg body wt).
Route of Administration: Intravenous
In Vitro Use Guide
Curator's Comment: Cultured neonatal rat ventricular cardiomyocytes were stimulated in vitro with 1 umol/L aldosterone for 24 h. Aldosterone modulates the expression of cardiac voltage-operated Ca2+ channels and accelerates beating in cultured neonatal rat ventricular myocytes. v
Aldosterone within the concentration range of 0.01-1.0 umol/L stimulates the proliferation and osteogenic gene expressions and enhances α-ENaC gene expression in rat osteoblasts in vitro, suggesting the possibility that ENaC participates in aldosterone-mediated regulation of osteoblast functions.
Name Type Language
ALDOSTERONE ACETATE
Common Name English
ALDO A
Common Name English
NSC-73857
Code English
D-ALDOSTERONE 21-ACETATE
Common Name English
ALDOSTERONE ACETATE, D-
Common Name English
ALDOSTERONE, 21-ACETATE
Systematic Name English
PREGN-4-EN-18-AL, 21-(ACETYLOXY)-11-HYDROXY-3,20-DIOXO-, (11.BETA.)-
Systematic Name English
ALDOSTERONE MONOACETATE
Common Name English
Code System Code Type Description
NSC
73857
Created by admin on Fri Dec 15 15:20:06 GMT 2023 , Edited by admin on Fri Dec 15 15:20:06 GMT 2023
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EPA CompTox
DTXSID701043375
Created by admin on Fri Dec 15 15:20:06 GMT 2023 , Edited by admin on Fri Dec 15 15:20:06 GMT 2023
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CAS
297-91-6
Created by admin on Fri Dec 15 15:20:06 GMT 2023 , Edited by admin on Fri Dec 15 15:20:06 GMT 2023
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FDA UNII
RH7JOB7P70
Created by admin on Fri Dec 15 15:20:06 GMT 2023 , Edited by admin on Fri Dec 15 15:20:06 GMT 2023
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PUBCHEM
101637
Created by admin on Fri Dec 15 15:20:06 GMT 2023 , Edited by admin on Fri Dec 15 15:20:06 GMT 2023
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