Deoxycorticosterone acetate Chemical Properties

Melting point:

157°C

alpha 

D20 +168 to +176° (dioxane)

Boiling point:

421.94°C (rough estimate)

Density 

1.0415 (rough estimate)

refractive index 

175 ° (C=1, Dioxane)

storage temp. 

Sealed in dry,Room Temperature

solubility 

H₂O: insoluble

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

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

LogP

3.080

CAS DataBase Reference

56-47-3(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

RIDADR 

UN 2811

WGK Germany 

3

RTECS 

HG0525000

HazardClass 

IRRITANT

HS Code 

2937290000

MSDS

• Language:English Provider:21-Hydroxy-4-pregnene-3,20-dione 21-acetate
• Language:English Provider:SigmaAldrich

Deoxycorticosterone acetate Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

Adrenocortical/mineralocorticoid Steroid.

Uses

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.

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.

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.]

Deoxycorticosterone acetate (56-47-3)Related Product Information

• Ethyl acetate
• Cellulose acetate
• Desoxycorticosterone
• CHLOROPHOSPHONAZO III
• Chenodeoxycholic acid
• CORTICOSTERONE
• POLY(VINYL ACETATE)
• Vinyl acetate
• Glatiramer acetate
• Ammonium acetate
• Epiandrosterone acetate
• Ursodeoxycholic acid
• Sodium acetate
• 16-Dehydropregnenolone acetate
• ACETATE
• (-)-2-[METHYLAMINO]-1-PHENYLPROPANE
• Hydrocortisone sodium succinate
• REICHSTEIN'S SUBSTANCE S 21-ACETATE