265005

Dexamethasone

Most active and highly stable glucocorticoid.

• Synonym(s): Dexamethasone, 9α-Fluoro-16α-methylprednisolone
• Empirical Formula (Hill Notation): C₂₂H₂₉FO₅
• CAS Number: 50-02-2
• Molecular Weight: 392.46
• MDL number: MFCD00064136
• UNSPSC Code: 51422306

Properties

• Quality Level: 100
• Assay: ≥99% (TLC)
• 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
• 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.

Most active and highly stable glucocorticoid. 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. Has anti-inflammatory and antirheumatic properties. Induces apoptosis in human thymocytes. In general, 500-1000 nM of dexamethasone is sufficient to induce apoptosis following a 6 h incubation at 37°C.

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

Warning

Toxicity: Carcinogenic / Teratogenic (D)

Reconstitution

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

Safety Information

• Pictograms: GHS08
• Signal Word: Danger
• Hazard Statements: H360FD
• Precautionary Statements: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 1B
• Storage Class Code: 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): Not applicable