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Merck

27840

Corticosterone

≥98.5% (HPLC)

Sinónimos:

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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Acerca de este artículo

Fórmula empírica (notación de Hill):
C21H30O4
Número CAS:
Peso molecular:
346.46
UNSPSC Code:
12352211
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-019-6
Beilstein/REAXYS Number:
2339601
MDL number:
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Nombre del producto

Corticosterone, ≥98.5% (HPLC)

InChI key

OMFXVFTZEKFJBZ-HJTSIMOOSA-N

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

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

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

Quality Level

Gene Information

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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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

Corticosterone is soluble in chloroform and ethanol.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

ppe

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


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Practical procedure for estimation of corticosterone or hydrocortisone.
R H SILBER et al.
Clinical chemistry, 4(4), 278-285 (1958-08-01)
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
J C Doxey et al.
British journal of pharmacology, 60(1), 91-96 (1977-05-01)
1. Low frequency (0.1 Hz) electrical stimulation of the rat isolated vas deferens produced regular contractions that were inhibited by low concentrations of clonidine. 2. The inhibition of the vas deferens produced by clonidine was presynaptic in origin and involved

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