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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:
Molecular Weight:
346.46
Beilstein:
2339601
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic

Quality Level

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

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, 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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Stress, corticosterone responses and avian personalities.
Cockrem JF.
Journal of Ornithology, 148(2), 169-178 (2007)
Corticosterone and brood abandonment in a passerine bird.
Ouyang JQ, et al.
Animal behaviour, 84(1), 261-268 (2012)
Bryan E LaFonte et al.
The Journal of experimental biology, 216(Pt 19), 3700-3708 (2013-07-04)
Although naturally occurring hosts often exhibit pronounced differences in infection and pathology, the relative importance of factors associated with host life history and immunity in explaining such patterns often remains speculative. Research in eco-immunology highlights the trade-offs between host physiology
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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