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HomeProduct name listCORTICOSTERONE

CORTICOSTERONE

Synonym(s):(11β)-11,21-Dihydroxypregn-4-ene-3,20-dione, Reichstein’s substance H;11β,21-Dihydroxy-4-pregnene-3,20-dione;11β,21-Dihydroxyprogesterone;4-Pregnene-11β,21-diol-3,20-dione;Corticosterone - CAS 50-22-6 - Calbiochem

  • CAS NO.:50-22-6
  • Empirical Formula: C21H30O4
  • Molecular Weight: 346.47
  • MDL number: MFCD00037715
  • EINECS: 200-019-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 15:53:33
CORTICOSTERONE Structural

What is CORTICOSTERONE?

Description

Corticosterone 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 properties

white to light yellow powder

The Uses of CORTICOSTERONE

Corticosterone: 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

The Uses of CORTICOSTERONE

Glucocorticoid; an intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex.

The Uses of CORTICOSTERONE

Corticosteroid is an activator of MCR.

What are the applications of Application

Corticosterone is an activator of MCRs and GRs

Definition

ChEBI: 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 Description

Corticosterone 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 Activity

Endogenous glucocorticoid that acts as an agonist at glucocorticoid and mineralocorticoid receptors.

Biochem/physiol Actions

The 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.

storage

Room temperature

Purification Methods

Purify 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.]

Properties of CORTICOSTERONE

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)
Flash point: 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 Reference 50-22-6(CAS DataBase Reference)
EPA Substance Registry System Corticosterone (50-22-6)

Safety information for CORTICOSTERONE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H351:Carcinogenicity
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for CORTICOSTERONE

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