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27840

Sigma-Aldrich

Corticostérone

≥98.5% (HPLC)

Synonyme(s) :

11β,21-dihydroxy-4-pregnène-3,20-dione, 11β,21-dihydroxyprogestérone, 4-pregnène-11β,21-diol-3,20-dione, Composé B de Kendall, Substance H de Reichstein

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About This Item

Formule empirique (notation de Hill):
C21H30O4
Numéro CAS:
50-22-6
Poids moléculaire :
346.46
Numéro Beilstein :
2339601
Numéro CE :
200-019-6
Numéro MDL:
MFCD00037715
Code UNSPSC :
12352211
ID de substance PubChem :
57648276
Nomenclature NACRES :
NA.77

Source biologique

synthetic

Pureté

≥98.5% (HPLC)

Forme

powder or crystals

Activité optique

[α]20/D +223±3°, c = 1% in ethanol

Pf

179-183 °C (lit.)
179-183 °C

Groupe fonctionnel

ketone

Chaîne 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

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

Clé InChI

OMFXVFTZEKFJBZ-HJTSIMOOSA-N

Informations sur le gène

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

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Description générale

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.

Actions biochimiques/physiologiques

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Notes préparatoires

Corticosterone is soluble in chloroform and ethanol.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

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

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
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
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