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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.

Synonym(s):

Cycloheximide

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About This Item

Empirical Formula (Hill Notation):
C15H23NO4
CAS Number:
66-81-9
Molecular Weight:
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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This Item
46401C198801810
Cycloheximide Cycloheximide, CAS 66-81-9, is an antifungal antibiotic that inhibits protein synthesis in eukaryotes but not prokaryotes.

Sigma-Aldrich

239763-M

Cycloheximide

Cycloheximide PESTANAL®, analytical standard

Supelco

46401

Cycloheximide

Cycloheximide Biotechnology Performance Certified

Sigma-Aldrich

C1988

Cycloheximide

Cycloheximide ≥95% (HPLC)

Sigma-Aldrich

01810

Cycloheximide

assay

≥90% (by assay)

assay

≥95% (HPLC)

assay

-

assay

≥95% (HPLC)

form

powder

form

-

form

powder

form

powder or crystals

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

-

manufacturer/tradename

-

storage temp.

room temp

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

-

storage condition

OK to freeze

storage condition

-

storage condition

-

storage condition

-

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
239763-1KG04055977216691
239763-1GM07790788048907
239763-5GM07790788048914

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