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265005

Dexamethasone

Name: Dexamethasone
Brand: MM

≥99% (TLC), solid, NOS induction inhibitor, Calbiochem

Synonym(s):

Dexamethasone, 9α-Fluoro-16α-methylprednisolone

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₉FO₅

CAS Number:

50-02-2

Molecular Weight:

392.46

UNSPSC Code:

51422306

NACRES:

NA.77

MDL number:

MFCD00064136

Assay:

≥99% (HPLC)

Form:

solid

Storage condition:

OK to freeze

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Properties

Product Name

Dexamethasone, Most active and highly stable glucocorticoid.

description

Merck USA index - 14, 2943

Quality Segment

100

assay

≥99% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze

color

white

solubility

DMSO: 25 mg/mL, chloroform: soluble, ethanol: soluble

shipped in

ambient

storage temp.

2-8°C

SMILES string

F[C@@]21[C@H]([C@H]4[C@@]([C@@]([C@@H](C4)C)(O)C(=O)CO)(C[C@@H]2O)C)CCC3=CC(=O)C=C[C@@]31C

InChI

1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1

InChI key

UREBDLICKHMUKA-CXSFZGCWSA-N

Description

General description

Most active and highly stable glucocorticoid. Causes a reduction in cyclin A and Cdk2 activity, and inhibition of G₁/S transition in osteoblasts. Inhibits the phosphorylation of retinoblastoma (Rb) protein. Inhibits the expression of inducible but not constitutive nitric oxide synthase in vascular endothelial cells (IC₅₀ = 5 nM). Enhances active cation transport in aortic smooth muscle cells by stimulating the Na⁺ - K⁺ pump. Induces apoptosis in human thymocytes.

Biochem/physiol Actions

Cell permeable: no

Primary Target
Phosphorylation of rb protein

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 5 nM Inhibiting the expression of inducible but not constitutive nitric oxide synthase in vascular endothelial cells

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

Other Notes

Reil, T.D., et al. 2000. J. Surg. Res.92, 108.
Smith, E., et al. 2000. J.Biol. Chem. 275, 1992.
Petit, P.X., et al. 1995. J. Cell Biol.130, 157.
Stern, N., et al. 1994. Am. J. Hypertens. 7, 146.
Donis, J.A., et al. 1993. Biotechniques15, 786.
Ohoka, Y., et al. 1993. Biochem. Biophys. Res. Commun.197, 916.
Sarin, A., et al. 1993. J. Exp. Med.178, 1693.
Vandewalle, A., et al. 1993. J. Cell Physiol.156, 383.
Nieto, M.A., et al. 1992. Clin. Exp. Immunol.88, 341.
Walsh, D., and Avashia, J. 1992. Cleveland Clin. J. Med. 59, 505.
Warters, R.L. 1992. Cancer Res.52, 883.
Sperber, K., et al. 1991. J. Allergy Clin. Immunol.87, 490.
Radomski, M.W., et al. 1990. Proc. Natl. Acad. Sci. USA 87, 10043.
Bettger, W.J., et al. 1981. Proc. Natl. Acad. Sci. USA78, 5588.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

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Pictograms

GHS08

Signal Word

Danger

Hazard Codes

H360FD

Precautionary Statements

P201 - P202 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)