46401

Cicloheximida

PESTANAL^®, analytical standard

• Sinónimos: 3-[2-(3,5- Dimetil-2-oxociclohexil)-2-hidroxietil]glutarimida, Actidiona, Naramicina A
• Fórmula empírica (notación de Hill): C₁₅H₂₃NO₄
• Número de CAS: 66-81-9
• Peso molecular: 281.35
• Beilstein/REAXYS Number: 88868
• EC Number: 200-636-0
• MDL number: MFCD00082346
• UNSPSC Code: 41116107
• PubChem Substance ID: 329757163
• NACRES: NA.24

Propiedades

• grade: analytical standard
• Quality Level: 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

Descripción

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

Modo de acción: inhibición de la traducción en eucariotas que provoca la detención del crecimiento celular y la muerte celular. La CHX se utiliza ampliamente para la selección de cepas de levaduras y hongos resistentes a CHX, la inhibición controlada de la síntesis de proteínas para la detección de proteínas de vida corta y la súper-inducción de la expresión de proteínas, así como la inducción de la apoptosis o la facilitación de la inducción de la apoptosis por los receptores de muerte.

Espectro de actividad: activo contra levaduras y hongos como Candida, Aspergillus, Saccharomyces y Penicillium

Legal Information

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

Información de seguridad

• 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
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges