CORTICOSTERONE
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)
- Flash point:
- 9℃
- storage temp.
- -20°C
- solubility
- Chloroform (Sparingly, Sonicated), Ethanol (Slightly, Sonicated)
- 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
- 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
- Toxicity
- An adrenocortical steroid with modest glucocorticoid and mineralocorticoid activity. It is the primary glucocorticoid in the rat.
MSDS
- Language:English Provider:SigmaAldrich
CORTICOSTERONE Usage And Synthesis
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-
Chemical Properties
white to light yellow powder
Uses
Glucocorticoid; an intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex.
Uses
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
Uses
Corticosteroid is an activator of MCR.
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.
target
IL Receptor | TNF-α | AChR
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.]
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CORTICOSTERONE(50-22-6)Related Product Information
- L(-)-Epinephrine
- Hydrocortisone sodium succinate
- Hydrocortisone
- Hydrocortisone acetate
- Hydrocortisone 21-hemisuccinate
- 17α-(Butyryloxy)corticosterone
- Flurandrenolide
- CORTICOSTERONE
- CORTICOSTERONE 21-ACETATE,CORTICOSTERONE ACETATE
- Hydrocortisone sodium phosphate
- CORTISOL 17-VALERATE
- 9-Fluoro-16a,17-(isopropylidenedioxy)corticosterone
- Corticosterone, 9-fluoro-17-hydroxy-, 21-acetate (6CI)
- Inositol
- HYDROCORTISONE CYPIONATE (200 MG)
- 18-deoxyaldosterone
- Corticosterone 21-sulfate potassium salt
- D-ALDOSTERONE 18,21-DIACETATE