239763-M

Cycloheximide

Cycloheximide, CAS 66-81-9, is an antifungal antibiotic that inhibits protein synthesis in eukaryotes but not prokaryotes.

• Synonym(s): Cycloheximide
• Empirical Formula (Hill Notation): C₁₅H₂₃NO₄
• CAS Number: 66-81-9
• Molecular Weight: 281.35
• MDL number: MFCD00082346
• UNSPSC Code: 12352111
• NACRES: NA.77

Properties

• Quality Level: 200
• Assay: ≥90% (by assay)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: white to brown
• storage temp.: room temp
• InChI: 1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1
• InChI key: YPHMISFOHDHNIV-FSZOTQKASA-N

Description

General description

An antifungal antibiotic that inhibits protein synthesis in eukaryotes but not in prokaryotes. Interacts directly with the translocase enzyme, interfering with the translocation step. Inhibits cell-free protein synthesis in eukaryotes. Competitively inhibits hFKBP12 (K_i = 3.4 µM). Triggers apoptosis in HL-60 cells, T-cell hybridomas, Burkitt′s lymphoma cells, and a variety of other cell types, including rodent macrophages. Induces DNA fragmentation in macrophages, however it inhibits DNA cleavage in rat thymocytes treated with thapsigargin, methylprednisolone, and ionomycin. Rapidly destroyed in alkaline solutions.

An antifungal antibiotic that inhibits protein synthesis in eukaryotes but not prokaryotes. Competitively inhibits hFKBP12 (K_i = 3.4 µM). Triggers apoptosis in HL-60 cells, T cell hybridomas, Burkitt’s lymphoma cells, and other cell types. A 100 mg/ml solution of Cycloheximide (Cat. No. 239765) in DMSO (sterile-filtered) is also available.

Warning

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

Other Notes

Christner, C., et al. 1999. J. Med. Chem.42, 3615.
Lu, Q. and Mellgreen,R.L. 1996. Arch. Biochem. Biophys.334, 175.
Chow, S.C., et al. 1995. Exp. Cell Res.216, 149.
Waring, P. 1990. J. Biol. Chem.265, 14476.
Obrig, T.G., et al. 1971. J. Biol. Chem.246, 174.
Pestka, S. 1971. Annu. Rev. Microbiol.25, 487.

Legal Information

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

Safety Information

• Pictograms: GHS06,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H300 - H341 - H360D - H411
• Precautionary Statements: P202 - P264 - P273 - P280 - P301 + P310 - P391
• Hazard Classifications: Acute Tox. 2 Oral - Aquatic Chronic 2 - Muta. 2 - Repr. 1B
• Storage Class Code: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable