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27840

Sigma-Aldrich

Corticosterone

≥98.5% (HPLC)

Synonym(s):
11β,21-Dihydroxy-4-pregnene-3,20-dione, Kendall’s Compound B, Reichstein’s Substance H, 11β,21-Dihydroxyprogesterone, 4-Pregnene-11β,21-diol-3,20-dione
Empirical Formula (Hill Notation):
C21H30O4
CAS Number:
Molecular Weight:
346.46
Beilstein:
2339601
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

synthetic

assay

≥98.5% (HPLC)

form

powder or crystals

optical activity

[α]20/D +223±3°, c = 1% in ethanol

mp

179-183 °C (lit.)
179-183 °C

functional group

ketone

SMILES string

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

InChI

1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19+,20-,21-/m0/s1

InChI key

OMFXVFTZEKFJBZ-HJTSIMOOSA-N

Gene Information

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General description

Corticosterone (Cort) is a glucocorticoid hormone. It is also the principal hormone that mediates stress responses in birds. It is the primary adrenal cortical steroid in rat plasma. The influence of maternal Cort exposure on the developing placenta has been studied in a mouse model.

Application

Corticosterone was used to study the adrenoceptor signaling in rats, lizards or in vitro. It was also used in immune suppression experiment.

Biochem/physiol Actions

Corticosterone is synthesized from cholesterol in the adrenal cortex that activates both mineralocorticoid and glucocorticoid receptors. The role of corticosterones is vital for reproductive processes including ovulation, lutenization, development of oocytes, parturition and lactation. The metabolism of corticosterone is modulated by the enzyme 11β-hydroxysteroid dehydrogenase.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

Corticosterone is soluble in chloroform and ethanol.

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Amanda J Rickard et al.
Journal of molecular endocrinology, 42(6), 449-459 (2009-01-23)
The mineralocorticoid receptor (MR) and glucocorticoid receptor are ligand-activated transcription factors that have important physiological and pathophysiological actions in a broad range of cell types including monocytes and macrophages. While the glucocorticoids cortisol and corticosterone have well-described anti-inflammatory actions on...
A M Iacopino et al.
The Journal of biological chemistry, 265(18), 10177-10180 (1990-06-25)
Corticosterone was administered to normal and bilaterally adrenalectomized rats (250-300 g), and hormonal regulation of brain calbindin-D28k (CaBP28k) levels was investigated by radioimmunoassay for CaBP28k protein and by slot and Northern blot analyses for CaBP28k mRNA. The specificity of the...
D F DeNardo et al.
Hormones and behavior, 27(2), 184-199 (1993-06-01)
Adrenal corticoid release is a major component of the stress response which can affect many body functions including behavior. The purpose of our studies was to examine the effects of corticosterone (B) on both the agonistic and courtship components of...
Practical procedure for estimation of corticosterone or hydrocortisone.
R H SILBER et al.
Clinical chemistry, 4(4), 278-285 (1958-08-01)
J C Doxey et al.
British journal of pharmacology, 78(3), 489-505 (1983-03-01)
1 The selectivity and specificity of RX 781094 [2-(2-(1,4 benzodioxanyl))2-imidazoline HCl] for alpha-adrenoceptors have been examined in peripheral tissues. 2 In isolated tissue experiments RX 781094 was a competitive antagonist at prejunctional alpha 2-adrenoceptors situated on the sympathetic nerve terminals...

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