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239763-M

Cycloheximide

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

Sinónimos:

Cycloheximide

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Fórmula empírica (notación de Hill):
C15H23NO4
Número CAS:
66-81-9
Peso molecular:
281.35
UNSPSC Code:
12352111
NACRES:
NA.77
MDL number:
MFCD00082346
Assay:
≥90% (by assay)
Form:
powder
Quality level:
200
Storage condition:
OK to freeze
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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

SMILES string

N1C(=O)CC(CC1=O)C[C@@H](O)[C@@H]2C[C@H](C[C@@H](C2=O)C)C

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

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 (Ki = 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.

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

Disclaimer

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

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Danger

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Chronic 2 - Muta. 2 - Repr. 1B

Clase de almacenamiento

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

Certificados de análisis (COA)

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