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D7000

Deoxycorticosterone acetate

Name: Deoxycorticosterone acetate
Brand: SIGMA

synthetic (organic), ≥98% (HPLC), mineralocorticoid and glucocorticoid, powder

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

NACRES:

NA.77

PubChem Substance ID:

24894065

UNSPSC Code:

12352200

EC Number:

200-275-9

MDL number:

MFCD00003660

Beilstein/REAXYS Number:

2570798

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

200

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Properties

Product Name

Deoxycorticosterone acetate,

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)

Description

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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(-)-Epicatechin Reduces Blood Pressure and Improves Left Ventricular Function and Compliance in Deoxycorticosterone Acetate-Salt Hypertensive Rats.

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

The mislabelling of deoxycorticosterone: making sense of corticosteroid structure and function.

Vinson GP

The Journal of Endocrinology, 211(1), 3-16 (2011)

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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