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D7000

Sigma-Aldrich

Deoxycorticosterone acetate

Synonym(s):

11-Deoxycorticosterone acetate, 21-Acetoxy-4-pregnene-3,20-dione, 21-Acetoxyprogesterone, 21-Hydroxy-4-pregnene-3,20-dione 21-acetate, 21-Hydroxyprogesterone 21-acetate, 4-Pregnen-21-ol-3,20-dione 21-acetate, Cortexone acetate, DOC acetate

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About This Item

Empirical Formula (Hill Notation):
C23H32O4
CAS Number:
56-47-3
Molecular Weight:
372.50
Beilstein:
2570798
EC Number:
200-275-9
MDL number:
MFCD00003660
UNSPSC Code:
12352200
PubChem Substance ID:
24894065
NACRES:
NA.77

biological source

synthetic (organic)

sterility

non-sterile

Assay

≥98% (HPLC)

form

powder

solubility

H2O: insoluble
acetone: soluble (1 in 30)
alcohol: soluble (1 in 50)
chloroform: freely soluble
dioxane: slightly soluble
vegetable oils: slightly soluble

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@]([H])(CC[C@@]24[H])C(=O)COC(C)=O

InChI

1S/C23H32O4/c1-14(24)27-13-21(26)20-7-6-18-17-5-4-15-12-16(25)8-10-22(15,2)19(17)9-11-23(18,20)3/h12,17-20H,4-11,13H2,1-3H3/t17-,18-,19-,20+,22-,23-/m0/s1

InChI key

VPGRYOFKCNULNK-ACXQXYJUSA-N

Gene Information

human ... NR3C2(4306)

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General description

Deoxycorticosterone acetate is an endogenous neurosteroid found in brain and peripheral circulation, which is produced by progesterone. It is both a mineralocorticoid and a glucocorticoid. It is used to treat adrenocortical insufficiency or Addison′s disease. Deoxycorticosterone acetate improves insulin sensitivity. It acts as a precursor to glucocorticoid corticosterone and the GABAergic neuroactive steroid (3α,5α)-3,21-dihydroxypregnan-20-one.

Application

Deoxycorticosterone acetate has been used to induce hypertensive pregnancy. It has also been used to investigate the effect of low epicatechin dosing on the cardiovascular function of deoxycorticosterone acetate (DOCA)-salt hypertensive rats.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Genetic analysis of the neurosteroid deoxycorticosterone and its relation to alcohol phenotypes: identification of QTLs and downstream gene regulation
Porcu P, et al.
PLoS ONE, 6(4), e18405-e18405 (2011)
Rafael Soares Lindoso et al.
Molecular therapy. Methods & clinical development, 16, 63-77 (2019-12-25)
Hypertension is a long-term condition that can increase organ susceptibility to insults and lead to severe complications such as chronic kidney disease (CKD). Extracellular vesicles (EVs) are cell-derived membrane structures that participate in cell-cell communication by exporting encapsulated molecules to
Cassandra Kapsa et al.
Journal of forensic sciences, 65(6), 1961-1967 (2020-08-19)
The purpose of this research is to determine if latent fingerprints deposited on the exterior glass surfaces of vehicles, then covered in debris, can be recovered. Past research used liquid latex to lift soot to recover trace evidence. Recently, liquid
Douglas Jackson et al.
Molecules (Basel, Switzerland), 23(7) (2018-06-23)
(−)-Epicatechin (E) is a flavanol found in green tea and cocoa and has been shown to attenuate tumour necrosis factor alpha (TNF-α)-mediated inflammation, improve nitric oxide levels, promote endothelial nitric oxide synthase (eNOS) activation and inhibit NADPH oxidase. This study
Placental nitric oxide formation and endothelium-dependent vasodilation underlie pravastatin effects against angiogenic imbalance, hypertension in pregnancy and intrauterine growth restriction
Chimini JS, et al.
Basic and Clinical Pharmacology and Toxicology (2018)
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