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A9477

Sigma-Aldrich

Aldosterone

≥95% (HPLC), powder

Synonym(s):

11β,21-Dihydroxy-3,20-dioxo-4-pregnen-18-al, 11β,21-Dihydroxypregn-4-ene-3,18,20-trione, 18-Aldocorticosterone, Reichstein X

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About This Item

Empirical Formula (Hill Notation):
C21H28O5
CAS Number:
Molecular Weight:
360.44
Beilstein:
3224996
EC Number:
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

product name

Aldosterone, ≥95% (HPLC)

biological source

synthetic (organic)

Quality Level

sterility

non-sterile

Assay

≥95% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

chloroform: 20 mg/mL, clear to slightly hazy, colorless to light yellow

shipped in

ambient

storage temp.

room temp

SMILES string

C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@H](C(=O)CO)[C@]4(C[C@H](O)[C@H]23)C=O

InChI

1S/C21H28O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h8,11,14-17,19,22,25H,2-7,9-10H2,1H3/t14-,15-,16+,17-,19+,20-,21+/m0/s1

InChI key

PQSUYGKTWSAVDQ-ZVIOFETBSA-N

Gene Information

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General description

Aldosterone plays a significant role in the multi-factorial regulation of salt, potassium, blood pressure, and acid-base balance. It is also involved in maternal volume expansion during fetal development to support fetal perfusion and may contribute to the increased expression of placental growth factors. While its primary activity is associated with the kidney, aldosterone can also interact with mineralocorticoid receptors in other tissues such as the gastrointestinal tract, respiratory epithelium, myocardium, and vascular smooth muscle. Aldosterone antagonists or mineralocorticoid receptor antagonists (MRAs) can be beneficial for patients with various clinical conditions, including primary aldosteronism (PA), primary and resistant hypertension, heart failure (HF), and chronic kidney disease (CKD).

Application

Aldosterone has been used:
  • as a RPMI-1640 medium supplement for podocyte culture to test its pathogenicity in obesity-related glomerulopathy (ORG)
  • in combination with salt to induce renal injury in mice
  • to stimulate primary liver sinusoidal endothelial cells (LSECs) and in the generation of hyperaldosteronism model in mice

The d-isomer of aldosterone is considered to be the biologically active isomer.

Biochem/physiol Actions

Aldosterone is a biologically active aldosterone isomer; a mineralocorticoid produced by the adrenal cortex. It induces urinary excretion of K+ and renal reabsorption of Na+. It is produced from adrenocorticotropic hormone (ACTH) and is essential for maintaining sodium homeostasis in the distal tubules. Aldosterone binds to the mineralocorticoid receptor and may modulate vascular system and induce kidney damage. It contributes to the progression of chronic kidney disease(CKD). Aldosterone is part of the renin-angiotensin-aldosterone system (RAAS).

Other Notes

Exists as an equilibrium mixture of the aldehyde and the hemiacetal.

related product

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Physiology, Aldosterone
Scott, JH, et al.
StatPearls [Internet] (2023)
Aldosterone and Mineralocorticoid Receptor System in Cardiovascular Physiology and Pathophysiology
Cannavo A, et al.
Oxidative Medicine and Cellular Longevity, 2018 (2018)
Role of bardoxolone methyl, a nuclear factor erythroid 2-related factor 2 activator, in aldosterone-and salt-induced renal injury
Hisamichi M
Hypertension Research, 41(1), 8-8 (2018)
Caveolin 1-related autophagy initiated by aldosterone-induced oxidation promotes liver sinusoidal endothelial cells defenestration
Luo X, et al.
Redox Biology, 13(5), 508-521 (2017)
Aldosterone: effects on the kidney and cardiovascular system
Briet M and Schiffrin EL
Nature Reviews. Nephrology, 6(5), 261-261 (2010)

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