46401

Actidion

PESTANAL^®, analytical standard

• Synonym(e): 3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]-glutarimid, Cycloheximid, Naramycin A
• Empirische Formel (Hill-System): C₁₅H₂₃NO₄
• CAS-Nummer: 66-81-9
• Molekulargewicht: 281.35
• UNSPSC Code: 41116107
• NACRES: NA.24
• PubChem Substance ID: 329757163
• EC Number: 200-636-0
• Beilstein/REAXYS Number: 88868
• MDL number: MFCD00082346

Eigenschaften

• grade: analytical standard
• Quality Segment: 100
• description: mixture of stereo isomers
• product line: PESTANAL^®
• assay: ≥95% (HPLC)
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable, gas chromatography (GC): suitable
• solubility: H₂O: slightly soluble
• antibiotic activity spectrum: fungi
• application(s): agriculture; cleaning products; cosmetics; environmental; food and beverages; personal care
• format: neat
• mode of action: protein synthesis | interferes
• storage temp.: −20°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

Beschreibung

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).

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

Wirkungsweise: Translationshemmung in Eukaryonten, die zu einem Stillstand des Zellwachstums und zum Zelltod führt. CHX wird häufig für die Selektion von CHX-resistenten Hefe- und Pilzstämmen, für die kontrollierte Hemmung der Proteinsynthese für den Nachweis von kurzlebigen Proteinen und die Superinduktion der Proteinexpression und für die Einleitung der Apoptose oder die Ermöglichung der Einleitung der Apoptose durch Todesrezeptoren eingesetzt.

Aktivitätsspektrum: Wirksam gegen Hefen und Pilze wie Candida, Aspergillus, Saccharomyces, Penicillium

Legal Information

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

Sicherheitshinweise

• pictograms: GHS06,GHS08,GHS09
• signalword: Danger
• hcodes: H300,H341,H360D,H411
• pcodes: P202 - P264 - P273 - P280 - P301 + P310 - P391
• Hazard Classifications: Acute Tox. 2 Oral - Aquatic Chronic 2 - Muta. 2 - Repr. 1B
• Lagerklasse: 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
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges