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C2505

Sigma-Aldrich

Corticosterone

≥92% (HPLC), powder, corticosteroid hormone

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:
2339601
EC Number:
200-019-6
MDL number:
MFCD00037715
UNSPSC Code:
51111800
PubChem Substance ID:
24278302
NACRES:
NA.77
Pricing and availability is not currently available.

Product Name

Corticosterone, ≥92%

biological source

synthetic (organic)

Quality Level

200

Assay

≥92%

form

powder

mp

179-183 °C (lit.)

solubility

chloroform: 50 mg/mL, clear, colorless to faintly yellow

shipped in

ambient

storage temp.

room temp

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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Application

Corticosterone has been used:
  • in chronic treatment to investigate its effect on somatostatin (SST) neurons in mice[1]
  • as a stress inducing hormone in pregnant mice[2]
  • to test its effect on depression-related behaviors in mice[3]

Biochem/physiol Actions

Corticosterone is a glucocorticoid secreted by the adrenal cortex that activates both mineralocorticoid and glucocorticoid receptors.
Corticosterone is synthesized from 11-deoxycortisone by the action of enzyme 11β-hydroxylase majorly in adrenal glands.[4] However, it may also be synthesized in non-adrenal tissues including leydig cells of testes[4] and in murine thymus.[5] Corticosterone is released post activation of hypothalamus-pituitary-adrenal (HPA) axis. It is a key player regulating metabolism, immune function and response to stress.[6] It is produced by HPA activation in response to stress in myeloid cells.[7] Elevated levels of corticosterone is observed in Huntington′s disease (HD).[8]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000403951
0000396683
0000391934
0000344590
0000331479

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Amy E M Newman et al.
The Journal of comparative neurology, 518(18), 3662-3678 (2010-07-24)
Chronic elevations in glucocorticoids can decrease the production and survival of new cells in the adult brain. In rat hippocampus, supraphysiological doses of dehydroepiandrosterone (DHEA; a sex steroid precursor synthesized in the gonads, adrenals, and brain) have antiglucocorticoid properties. With
Glucocorticoid production in the chicken bursa and thymus
Lechner O, et al.
International Immunology, 13(6), 769-776 (2001)
Chronic stress alters concentrations of corticosterone receptors in a tissue-specific manner in wild house sparrows (Passer domesticus)
Lattin CR and Romero LM
The Journal of Experimental Biology, 217(14), 2601-2608 (2014)
Corticosterone production during repeated social defeat causes monocyte mobilization from the bone marrow, glucocorticoid resistance, and neurovascular adhesion molecule expression
Niraula A, et al.
The Journal of Neuroscience, 38(9), 2328-2340 (2018)
Prenatal stress alters presynaptic marker proteins in the hippocampus of rat pups
Afadlal S, et al.
Neuroscience Letters, 470(1), 24-27 (2010)
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Questions

  1. Which reagents should be used to dissolve product C2505, and what are the recommended storage conditions after it has been dissolved?

    1 answer

    1. C2505 is soluble in Chloroform at 50 mg/mL, and should be colorless to faintly yellow in appearance.

      Although we cannot provide any verified recommendations for temperature storage of solution, other literature sources suggest that the solution can remain at room temperature if the solution stays clear for 3 days. These sources suggest that it is soluble in ethanol at 50 mg/ml, and that following reconstitution, aliquot and freeze (-20°C), for stock solutions to be stable for up to 3 months (at -20°C). There are additional sources that recommend dissolving in acetone, methanol, ethanol (10 mM), chloroform, and DMSO (100 mM). It is insoluble in water.

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