| Identification | More | [Name]
CORTICOSTERONE | [CAS]
50-22-6 | [Synonyms]
(11BETA)-11,21-DIHYDROXYPREGN-4-ENE-3,20-DIONE
11BETA,21-DIHYDROXY-4-PREGNENE-3,20-DIONE
11BETA,21-DIHYDROXY-4-PRENENE-3,20-DIONE
11BETA,21-DIHYDROXYPREGN-4-ENE-3,20-DIONE
11BETA,21-DIHYDROXY-PROGESTERONE
4-PREGNEN-11B,21-DIOL-3,20-DIONE
4-PREGNEN-11-BETA, 21-DIOL-3,20-DIONE
4-PREGNENE-11BETA,21-DIOL-3,20-DIONE
CORTICOSTERONE
DELTA4-PREGNEN-11BETA, 21-DIOL-3, 20-DIONE
KENDALL'S 'B'
KENDALL'S COMPOUND B
KENDALL'S COMPOUND ''B''
KENDALL'S COMPOUND 'B'
REICHSTEIN'S SUBSTANCE H
REICHSTEIN'S SUBSTANCE ''H''
REICHSTEIN'S SUBSTANCE 'H'
11,12-dihydroxyprogesterone
11,21-Dihydroxypregn-4-ene-3,20-dione
11,21-Dihydroxyprogesterone | [EINECS(EC#)]
200-019-6 | [Molecular Formula]
C21H30O4 | [MDL Number]
MFCD00037715 | [Molecular Weight]
346.46 | [MOL File]
50-22-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow powder | [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) | [form ]
White to tan crystalline powder | [color ]
White to Pale Yellow | [Stability:]
Stable, but light sensitive. Incompatible with strong oxidizing agents. | [biological source]
synthetic (organic) | [Optical Rotation]
[α]20/D +223±3°, c = 1% in ethanol | [Water Solubility ]
240.5mg/L(37 ºC) | [Merck ]
2538 | [BRN ]
2339601 | [Major Application]
pharmaceutical (small molecule) | [InChIKey]
OMFXVFTZEKFJBZ-HJTSIMOOSA-N | [SMILES]
C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO | [CAS DataBase Reference]
50-22-6(CAS DataBase Reference) | [EPA Substance Registry System]
Corticosterone (50-22-6) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS08 | [Signal word ]
Warning | [Hazard statements ]
H302+H312+H332-H351 | [Precautionary statements ]
P202-P280-P301+P312-P302+P352+P312-P304+P340+P312-P308+P313 | [Hazard Codes ]
Xi,N,Xn,T | [Risk Statements ]
R43:May cause sensitization by skin contact.
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S36:Wear suitable protective clothing .
S22:Do not breathe dust . | [RIDADR ]
UN1230 - class 3 - PG 2 - Methanol, solution | [WGK Germany ]
3
| [RTECS ]
GM7650000
| [HS Code ]
29372900 | [Storage Class]
11 - Combustible Solids | [Toxicity]
An adrenocortical steroid with modest glucocorticoid
and mineralocorticoid activity. It is the primary glucocorticoid
in the rat. |
| Hazard Information | Back Directory | [Description]
Corticosterone is a steroid hormone produced in the cortex of the adrenal glands that binds to both glucocorticoid and mineralocorticoid receptors.1 It is produced in response to ACTH (corticotropic hormone) and is the precursor to aldosterone synthesis.2 Since the production of glucocorticoids is increased by stress, it is often used as a biomarker of stress.3 Plasma corticosterone levels have a circadian variation and corticosterone may be important in the regulation of the sleep-wake cycle.4,5 | [Chemical Properties]
white to light yellow powder | [Uses]
Corticosteroid is an activator of MCR. | [Uses]
Glucocorticoid; an intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex. | [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.] | [References]
[1] NICK Z LU. International Union of Pharmacology. LXV. The pharmacology and classification of the nuclear receptor superfamily: glucocorticoid, mineralocorticoid, progesterone, and androgen receptors.[J]. Pharmacological Reviews, 2006, 58 4: 782-797. DOI: 10.1124/pr.58.4.9
[2] R PALME. Stress Hormones in Mammals and Birds: Comparative Aspects Regarding Metabolism, Excretion, and Noninvasive Measurement in Fecal Samples[J]. Annals of the New York Academy of Sciences, 2006, 1040 1: 162-171. DOI: 10.1196/annals.1327.021
[3] GOYMANN W, M?STL E, GWINNER E. Corticosterone Metabolites can be Measured Noninvasively in Excreta of European Stonechats (Saxicola torquata rubicola)[C]//13 1. 2002: 0. DOI: 10.1642/0004-8038(2002)119[1167:cmcbmn]2.0.co;2
[4] G. VáZQUEZ-PALACIOS. Further definition of the effect of corticosterone on the sleep–wake pattern in the male rat[J]. Pharmacology Biochemistry and Behavior, 2001, 70 2: Pages 305-310. DOI: 10.1016/s0091-3057(01)00620-7
[5] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras. |
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