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Cycloheximide

SIAL/46401 - PESTANAL®, analytical standard

Synonym: 3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide; Actidione; Naramycin A

CAS Number: 66-81-9
Empirical Formula (Hill Notation): C15H23NO4
Molecular Weight: 281.35
EC Number: 200-636-0
MDL Number: MFCD00082346
Linear Formula: C15H23NO4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-46401-100MG-R 100 mg
$81.30
1/EA
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antibiotic activity spectrum fungi
application(s) agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care
assay ≥95% (HPLC)
description mixture of stereo isomers
format neat
grade analytical standard
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
mode of action protein synthesis | interferes
product line PESTANAL®
Quality Level 100 
shelf life limited shelf life, expiry date on the label
SMILES string [H][C@]1(C[C@@H](C)C[C@H](C)C1=O)[C@H](O)CC2CC(=O)NC(=O)C2
solubility H2O: slightly soluble
storage temp. −20°C
technique(s) gas chromatography (GC): suitable
  HPLC: suitable
Application: Cycloheximide may find the following uses:
• To evaluate the antifungal efficacy and safety of cycloheximide as a supplement in Optisol-GS
• To study the effect of cycloheximide on leaf-cutting ant workers
• To study the effect of streptomycin, cycloheximide, fungizone, captan, carbofuran, cygon, and pentachloronitrobenzene on soil microorganisms
• To study the fungal control of nitrous oxide production in a semiarid grassland
• To study the activity and degradation of streptomycin and cycloheximide in soil

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
General description: Cycloheximide is an antibiotic having significant antifungal properties. It is produced by streptomycin-producing strains of Streptomyces griseus and acts by inhibiting protein synthesis. Its main biological activity is translation inhibition in eukaryotes resulting in cell growth arrest and cell death. It is used as a fungicide.
As per Regulation (EC) No 1107/2009, repealing the directive 91/414, cycloheximide is not approved for use in the European Union (EU).
Legal Information: PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
Purity ≥95% (HPLC)
Storage Temp. −20°C
UNSPSC 41116107

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