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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:
Molecular Weight:
372.50
Beilstein:
2570798
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

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)

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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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)
The mislabelling of deoxycorticosterone: making sense of corticosteroid structure and function.
Vinson GP
The Journal of Endocrinology, 211(1), 3-16 (2011)
(-)-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)

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