MilliporeSigma
All Photos(3)

C7698

Sigma-Aldrich

Cycloheximide

from microbial, ≥94% (TLC)

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

Quality Level

assay

≥94% (TLC)

form

powder

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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Application

  • In yeast strains, cycloheximide has been used as a protein synthesis inhibitor in the cycloheximide chase experiment.
[65]
  • It has been used to inhibit translation in mammalian cells.
  • [66][67]
  • It has been used to suppress fungal growth.
  • [35]

    Packaging

    1, 5 g in poly bottle

    Biochem/physiol Actions

    Cycloheximide (CHX) is an antibiotic produced by S. griseus. Its main biological activity is translation inhibition in eukaryotes resulting in cell growth arrest and cell death. CHX is widely used for 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.

    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

    Certificate of Analysis

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    Certificate of Origin

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