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239763-M

Sigma-Aldrich

Cycloheximide

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

Synonym(s):

Cycloheximide

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1 G
$102.00
5 G
$324.00

$102.00

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1 G
$102.00
5 G
$324.00

About This Item

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

$102.00

In StockFromSAINT LOUIS

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

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This Item
239765C769846401
Cycloheximide Cycloheximide, CAS 66-81-9, is an antifungal antibiotic that inhibits protein synthesis in eukaryotes but not prokaryotes.

239763-M

Cycloheximide

Cycloheximide InSolution, 100 mg/mL in DMSO, Suitable for cell culture

239765

Cycloheximide

Cycloheximide from microbial, ≥94% (TLC)

C7698

Cycloheximide

Cycloheximide PESTANAL®, analytical standard

46401

Cycloheximide

form

powder

form

solution

form

powder

form

-

assay

≥90% (by assay)

assay

-

assay

≥94% (TLC)

assay

≥95% (HPLC)

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

storage temp.

room temp

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage condition

OK to freeze

storage condition

-

storage condition

-

storage condition

-

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.

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

signalword

Danger

Hazard Classifications

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

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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