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27840

Sigma-Aldrich

Corticosterone

≥98.5% (HPLC)

Synonym(s):

11β,21-Dihydroxy-4-pregnene-3,20-dione, 11β,21-Dihydroxyprogesterone, 4-Pregnene-11β,21-diol-3,20-dione, Kendall’s Compound B, Reichstein’s Substance H

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About This Item

Empirical Formula (Hill Notation):
C21H30O4
CAS Number:
50-22-6
Molecular Weight:
346.46
Beilstein/REAXYS Number:
2339601
EC Number:
200-019-6
MDL number:
MFCD00037715
UNSPSC Code:
12352211
PubChem Substance ID:
57648276
NACRES:
NA.77

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

human ... EBP(10682) , SERPINA6(866)
rat ... Ar(24208) , Nr3c1(24413)

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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

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Anthony E Michael et al.
Reproduction (Cambridge, England), 126(4), 425-441 (2003-10-04)
Within potential target cells, the actions of physiological glucocorticoids (cortisol and corticosterone) are modulated by isoforms of the enzyme 11 beta-hydroxysteroid dehydrogenase (11 beta HSD). To date, two isoforms of 11 beta HSD have been cloned: 11 beta HSD1 acts
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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