CORTICOSTERONE

CORTICOSTERONE
  • CAS No.:50-22-6
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CORTICOSTERONE Basic information
Product Name:CORTICOSTERONE
Synonyms:11,12-dihydroxyprogesterone;21-Dihydroxyprogesterone;11BETA,21-DIHYDROXY-PROGESTERONE;11BETA,21-DIHYDROXY-4-PREGNENE-3,20-DIONE;11BETA,21-DIHYDROXY-4-PRENENE-3,20-DIONE;(11BETA)-11,21-DIHYDROXYPREGN-4-ENE-3,20-DIONE;KENDALL'S 'B';KENDALL'S COMPOUND B
CAS:50-22-6
MF:C21H30O4
MW:346.47
EINECS:200-019-6
Product Categories:Steroids;Biochemistry;TPI;Hydroxyketosteroids;Intermediates & Fine Chemicals;Hormone Drugs;Pharmaceuticals;Inhibitors
Mol File:50-22-6.mol
CORTICOSTERONE Chemical Properties
Melting point 179-183 °C(lit.)
alpha D15 +223° (c = 1.1 in alc)
Boiling point 401.19°C (rough estimate)
density 1.0413 (rough estimate)
refractive index 1.4430 (estimate)
Fp 9℃
storage temp. -20°C
solubility Chloroform (Sparingly, Sonicated), Ethanol (Slightly, Sonicated), Methanol (Slig
form White to tan crystalline powder
color White to Pale Yellow
optical activity[α]20/D +223±3°, c = 1% in ethanol
Water Solubility 240.5mg/L(37 ºC)
Merck 2538
BRN 2339601
Stability:Stable, but light sensitive. Incompatible with strong oxidizing agents.
CAS DataBase Reference50-22-6(CAS DataBase Reference)
EPA Substance Registry SystemCorticosterone (50-22-6)
Safety Information
Hazard Codes Xi,N,Xn,T,F
Risk Statements 43-40-39/23/24/25-23/24/25-11
Safety Statements 36-22-45-36/37-16
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 3
RTECS GM7650000
HS Code 29372900
ToxicityAn adrenocortical steroid with modest glucocorticoid and mineralocorticoid activity. It is the primary glucocorticoid in the rat.
MSDS Information
ProviderLanguage
SigmaAldrich English
CORTICOSTERONE Usage And Synthesis
DescriptionCorticosterone is a steroid hormone produced in the cortex of the adrenal glands that binds to both glucocorticoid and mineralocorticoid receptors. It is produced in response to ACTH (corticotropic hormone) and is the precursor to aldosterone synthesis. Since the production of glucocorticoids is increased by stress, it is often used as a biomarker of stress. Plasma corticosterone levels have a circadian variation and corticosterone may be important in the regulation of the sleep-wake cycle.
Chemical Propertieswhite to light yellow powder
UsesGlucocorticoid; an intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex.
UsesCorticosterone: HBC complex has been used:
  • in the intravenous and intraperitoneal administration of corticosterone to rats to test its effect on glucocorticoid and mineralocorticoid activity
  • to induce acute stress in mice
  • in Pulsatile treatment in mice to test its effect on clock gene period 1 transcription
UsesCorticosteroid is an activator of MCR.
DefinitionChEBI: A 21-hydroxy steroid that consists of pregn-4-ene substituted by hydroxy groups at positions 11 and 21 and oxo groups at positions 3 and 20. Corticosterone is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glan s.
General DescriptionCorticosterone is a corticosteroid and aldosterone precursor produced in the adrenal glands. Serum corticosterone levels are measured by LC-MS/MS for newborn screening and diagnosis of 11-hydroxylase deficiency.
Biological ActivityEndogenous glucocorticoid that acts as an agonist at glucocorticoid and mineralocorticoid receptors.
Biochem/physiol ActionsThe complex of corticosterone with 2-hydroxypropyl-β-cyclodextrin (HBC) improves water solubility. HBC is a carrier molecule. Corticosterone is a rodent-specific primary adrenal corticosteroid. It displays affinity towards the glucocorticoid and mineralocorticoid receptors.
Purification MethodsPurify corticosterone by recrystallisation from Me2CO (trigonal plates), EtOH or isoPrOH. It has UV max at 240nm, and gives an orange-yellow solution with strong fluorescence on treatment with concentrated H2SO4. It is insoluble in H2O but soluble in organic solvents. [Reichstein & Euw Helv Chim Acta 2 1 1197 1938, 2 7 1287 1944; Mason et al. J Biol Chem 114 613 1936; ORD: Foltz et al. J Am Chem Soc 7 7 4359 1955; NMR: Shoolery & Rogers J Am Chem Soc 8 0 5121 1958.] The 21-O-acetyl derivative [1173-26-8] crystallises from Me2CO/Et2O with m 152.5-153o, [] D 20 +195o (c 0.6, Me2CO), and the 21-O-benzoyl derivative crystallises from AcOH/Et2O with m 201-202o [Reichstein Helv Chim Acta 2 0 953 1937]. [Beilstein 8 IV 2907.]

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