46401

Cycloheximide

PESTANAL^®, analytical standard

• Synonyme(s) : 3-[2-(3,5-Diméthyl-2-oxocyclohexyl)-2-hydroxyéthyl]glutarimide, Actidione, Naramycine A
• Formule empirique (notation de Hill): C₁₅H₂₃NO₄
• Numéro CAS: 66-81-9
• Poids moléculaire : 281.35
• Numéro Beilstein : 88868
• Numéro CE : 200-636-0
• Numéro MDL: MFCD00082346
• Code UNSPSC : 41116107
• ID de substance PubChem : 329757163
• Nomenclature NACRES : NA.24

Propriétés

• Qualité: analytical standard
• Niveau de qualité: 100
• Description: mixture of stereo isomers
• Gamme de produits: PESTANAL^®
• Pureté: ≥95% (HPLC)
• Durée de conservation: limited shelf life, expiry date on the label
• Technique(s): HPLC: suitable; gas chromatography (GC): suitable
• Solubilité: H₂O: slightly soluble
• Spectre d'activité de l'antibiotique: fungi
• Application(s): agriculture; cleaning products; cosmetics; environmental; food and beverages; personal care
• Format: neat
• Mode d’action: protein synthesis | interferes
• Température de stockage: −20°C
• Chaîne SMILES: [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
• Clé InChI: YPHMISFOHDHNIV-FSZOTQKASA-N

Description

Description générale

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).

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

Actions biochimiques/physiologiques

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

Informations légales

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08,GHS09
• Mention d'avertissement: Danger
• Mentions de danger: H300 - H341 - H360D - H411
• Conseils de prudence: P202 - P264 - P273 - P280 - P301 + P310 - P391
• Classification des risques: Acute Tox. 2 Oral - Aquatic Chronic 2 - Muta. 2 - Repr. 1B
• Code de la classe de stockage: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges