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Merck

27840

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
UNSPSC Code:
12352211
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-019-6
Beilstein/REAXYS Number:
2339601
MDL number:
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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

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

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.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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



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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)
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