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: 2026-01-20 10:51:09
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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