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HomeProduct name listDeoxycorticosterone acetate

Deoxycorticosterone acetate

Synonym(s):Deoxycorticosterone acetate;DOC acetate;11-Deoxycorticosterone acetate;21-Acetoxy-4-pregnene-3,20-dione;21-Acetoxyprogesterone

  • CAS NO.:56-47-3
  • Empirical Formula: C23H32O4
  • Molecular Weight: 372.5
  • MDL number: MFCD00003660
  • EINECS: 200-275-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
Deoxycorticosterone acetate  Structural

What is Deoxycorticosterone acetate ?

Chemical properties

Off-White Solid

The Uses of Deoxycorticosterone acetate

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.

The Uses of Deoxycorticosterone acetate

Adrenocortical/mineralocorticoid Steroid.

Definition

ChEBI: Deoxycorticosterone acetate is a corticosteroid hormone.

brand name

Doca (Organon); Percorten (Novartis) [Name previously used: Deoxycortone.].

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.

Metabolism

Not Available

Purification Methods

11-Deoxycorticosterone acetate recrystallises from EtOH as needles or Me2CO/hexane, and sublimes at high vacuum. It is partly soluble in MeOH, Me2CO, Et2O and dioxane but insoluble in H2O. [Reichstein & Euw Helv Chim Acta 23 136 1940, Romo et al. J Am Chem Soc 79 5034 1957; NMR: Shoolery & Rogers J Am Chem Soc 80 5121 1959, Beilstein 8 IV 2195.]

Properties of Deoxycorticosterone acetate

Melting point: 157°C
Boiling point: 421.94°C (rough estimate)
alpha  D20 +168 to +176° (dioxane)
Density  1.0415 (rough estimate)
refractive index  175 ° (C=1, Dioxane)
storage temp.  Sealed in dry,Room Temperature
solubility  H2O: insoluble
form  neat
form  Solid
color  White to Off-White
Water Solubility  4mg/L(25 ºC)
Merck  2901
BRN  2570798
InChI 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
CAS DataBase Reference 56-47-3(CAS DataBase Reference)

Safety information for Deoxycorticosterone acetate

Computed Descriptors for Deoxycorticosterone acetate

InChIKey VPGRYOFKCNULNK-ACXQXYJUSA-N
SMILES C1(=O)C=C2[C@](C)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)[C@@H](C(=O)COC(C)=O)CC3)CC2

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