Desoxycorticosterone

Synonym(s):DOC;11-Deoxycorticosterone;Desoxycortone;11-Desoxycorticosterone;21-Hydroxy-4-pregnene-3,20-dione

CAS NO.：64-85-7
Empirical Formula: C21H30O3
Molecular Weight: 330.46
MDL number: MFCD00003661
EINECS: 200-596-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-04 20:04:50

What is Desoxycorticosterone?

Chemical properties

white to creamy-white crystalline powder

The Uses of Desoxycorticosterone

A mineralocorticoid that occurs in adrenal cortex. It acts as a precursor to Aldosterone (A514700).

The Uses of Desoxycorticosterone

Antiinflammatory;Corticoide

What are the applications of Application

21-Hydroxyprogesterone is a mineralocorticoid

Definition

ChEBI: A mineralocorticoid that is progesterone substituted at position 21 by a hydroxy group.

General Description

11-Deoxycorticosterone is a steroid hormone produced in the adrenal glands that acts as a precursor for the hormone aldosterone. Levels of 11-deoxycorticosterone are measured by LC-MS/MS to aid in diagnosing disorders of steroid synthesis, such as 11-hydroxylase deficiency and glucocorticoid responsive hyperaldosteronism. This Certified Spiking Solution^? is suitable for use as starting material inlinearity standards, calibrators, and controls for numerous LC-MS/MS applications in endocrinology, clinical chemistry, and neonatal screening.

Hazard

Toxic.

Mechanism of action

Desoxycorticosterone causes an increase in reabsorption of sodium ions and excretion of potassium ions from the renal tubules, which leads to increased tissue hydrophilicity. This facilitates an elevated volume of plasma and increased arterial pressure. Muscle tonicity and work capability are increased. It is used for an insufficiency of function of the adrenal cortex, myasthenia, asthenia, adynamia, and overall muscle weakness.

Synthesis

Desoxycorticosterone, 21-hydroxypregn-4-en-3,20-dione acetate (27.2.6), is synthesized in a number of ways, the easiest of which being iodination of progesterone at C21 in the methyl group, and subsequent reaction of the resulting iodo-derivative 27.2.5 with potassium acetate, which leads to formation of the desired desoxycorticosterone in the form of the acetate (27.2.6) .

Synthesis_64-85-7

Purification Methods

Crystallise 11-deoxycorticosterone from diethyl ether. [Schindler et al. Helv Chim Acta 24 360 1941, Steiger & Reichstein Helv Chim Acta 20 1164 1937.]

Properties of Desoxycorticosterone

Melting point:	138-144 °C
Boiling point:	407.89°C (rough estimate)
alpha	184 º (c=1, C2H5OH)
Density	1.0998 (rough estimate)
refractive index	1.5192 (estimate)
Flash point:	9℃
storage temp.	-20°C
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Solid
pka	12.98±0.10(Predicted)
color	White to Pale Yellow
Water Solubility	slightly soluble
Merck	13,2917
BRN	2062123
CAS DataBase Reference	64-85-7(CAS DataBase Reference)
NIST Chemistry Reference	Deoxycorticosterone(64-85-7)
EPA Substance Registry System	Deoxycorticosterone (64-85-7)

Safety information for Desoxycorticosterone

Signal word	Warning
Pictogram(s)	Health Hazard GHS08
GHS Hazard Statements	H351:Carcinogenicity H373:Specific target organ toxicity, repeated exposure
Precautionary Statement Codes	P201:Obtain special instructions before use. P308+P313:IF exposed or concerned: Get medical advice/attention.