Cycloheximide
SIAL/46401 - PESTANAL®, analytical standard
Synonym: 3-
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
| 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)1 |
| InChI key | YPHMISFOHDHNIV-FSZOTQKASA |
| 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] |
| 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: | 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. |
| 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 Sigma-Aldrich International GmbH |
| Symbol |    GHS06,GHS08,GHS09 |
| Signal word | Danger |
| Hazard statements | H300 - H341 - H360D - H411 |
| Precautionary statements | P201 - P273 - P301 + P310 + P330 |
| Hazard Codes | T+,N |
| Risk Statements | 61-28-51/53-68 |
| Safety Statements | 53-45-61 |
| RIDADR | UN2811 - class 6.1 - PG 2 - EHS - Toxic solids, organic, n.o.s., |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥95% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 41116107 |