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C7698

Sigma-Aldrich

Cycloheximide

from microbial, ≥94% (TLC)

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Synonym(s):
3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide, Actidione, Naramycin A
Empirical Formula (Hill Notation):
C15H23NO4
CAS Number:
Molecular Weight:
281.35
Beilstein:
88868
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

biological source

microbial

Assay

≥94% (TLC)

form

powder

storage condition

(Tightly closed. Dry. Keep in a well-ventilated place. Keep locked up or in an area accessible
only to qualified or authorized persons.)

color

white to off-white

solubility

ethanol: soluble, clear to hazy

antibiotic activity spectrum

fungi
yeast

Mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

[H][C@]1(C[C@@H](C)C[C@H](C)C1=O)[C@H](O)CC2CC(=O)NC(=O)C2

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

Gene Information

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This Item
C1988N763446401
Cycloheximide from microbial, ≥94% (TLC)

Sigma-Aldrich

C7698

Cycloheximide

Cycloheximide Biotechnology Performance Certified

Sigma-Aldrich

C1988

Cycloheximide

Nifedipine ≥98% (HPLC), powder

Sigma-Aldrich

N7634

Nifedipine

Cycloheximide PESTANAL®, analytical standard

Supelco

46401

Cycloheximide

form

powder

form

powder

form

powder

form

-

storage condition

(Tightly closed. Dry. Keep in a well-ventilated place. Keep locked up or in an area accessible
only to qualified or authorized persons.)

storage condition

-

storage condition

-

storage condition

-

color

white to off-white

color

-

color

yellow

color

-

solubility

ethanol: soluble, clear to hazy

solubility

ethanol: 50 mg/mL

solubility

DMSO: soluble, ethanol: soluble

solubility

H2O: slightly soluble

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

General description

Cycloheximide, also known as Actidione, is a glutarimide antibiotic commonly derived from the bacterium Streptomyces griseus. It acts as a potent inhibitor of protein biosynthesis in eukaryotic cells by disrupting the translocation step during translation, effectively blocking translational elongation. In microbiology, it plays a crucial role as a selection agent for resistant strains of yeast and fungi, proving invaluable in controlled experimental environments.

In cell biology and biochemical research, Cycloheximide showcases a dual nature concerning Apoptosis Induction, inducing or inhibiting apoptosis depending on the cell type. Its rapid and reversible effects make it an ideal choice for studying cellular processes and determining protein half-life. Cycloheximide also finds extensive applications in biomedical research, where it inhibits protein synthesis in eukaryotic cells studied in vitro (outside of organisms) and its effects are rapidly reversed by simply removing it. This makes Cycloheximide a go-to choice for exploring cell biology, biomedical and biochemical research, offering precise control and versatility in experiments.

Application

  • In yeast strains, cycloheximide has been used as a protein synthesis inhibitor in the cycloheximide chase experiment.
  • It has been used to inhibit translation in mammalian cells.
  • It has been used to suppress fungal growth.

Biochem/physiol Actions

Mode of Action: Translation inhibition in eukaryotes resulting in cell growth arrest and cell death. CHX is widely used for the selection of CHX-resistant strains of yeast and fungi, controlled inhibition of protein synthesis for detection of short-lived proteins and super-induction of protein expression, and apoptosis induction or facilitation of apoptosis induction by death receptors.

Activity Spectrum: Active against yeast and fungi like Candida, Aspergillus, Saccharomyces, Penicillium

Features and Benefits

  • High-quality antibiotic suitable for multiple research applications
  • Commonly used in Cell Biology and Biochemical applications

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Signal Word

Danger

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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