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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/REAXYS Number:
2570798
EC Number:
200-275-9
MDL number:
MFCD00003660
UNSPSC Code:
12352200
PubChem Substance ID:
24894065
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

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.

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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Genetic analysis of the neurosteroid deoxycorticosterone and its relation to alcohol phenotypes: identification of QTLs and downstream gene regulation
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PLoS ONE, 6(4), e18405-e18405 (2011)
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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
(-)-Epicatechin Reduces Blood Pressure and Improves Left Ventricular Function and Compliance in Deoxycorticosterone Acetate-Salt Hypertensive Rats
Jackson D, et al.
Molecules (Basel), 23(7), 1511-1511 (2018)
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
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