Thermo Scientific Chemicals Cycloheximide, 95%

Description

Cycloheximide, CAS # 66-81-9, is a compound produced by the bacterium Streptomyces griseus that shows an antifungal antibiotic activity with the ability to inhibit protein synthesis only in eukaryotic cells.

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

• Cycloheximide is a semisynthetic compound showing an antifungal antibiotic activity.
• It is produced by the bacterium Streptomyces griseus
• Cycloheximide can inhibit protein synthesis in eukaryotic cells but not in prokaryotes by interacting directly with the translocase enzyme and interfering with the translocation step. Furthermore, this compound also blocks the A site of ribosomes

Application

• Cycloheximide shows a neuroprotective, fungicide, and anticoronaviral activities
• In biomedical research, it can induce glycogenolysis, gluconeogenesis, and ureagenesis
• Due to significant toxic side effects such as teratogenesis, DNA damage, birth defects, and toxicity to sperm, this chemical compound is only used in in vitro research applications
• This compound also shows inhibitory activity against ferroptosis
• It is also used in laboratory media as a selective agent to permit the isolation of pathogenic and non-pathogenic fungi from other types of specimens
• In laboratory research related to plant biology, it can induce ethylene production to promote the plant growth
• In laboratory research, this compound can be applied to determine the half-life of protein in any cellular system. The treatment of in vitro cells with cycloheximide in a time-course experiment followed by western blotting using this cell lysate can show differences in protein half-life.

Specifications

Chemical Identifiers

• CAS: 66-81-9
• Molecular Formula: C15H23NO4
• Molecular Weight (g/mol): 281.35
• MDL Number: MFCD00082346
• InChI Key: YPHMISFOHDHNIV-QTEFRXOUNA-N
• Synonym: cycloheximide, actidione, cycloheximide, naramycin a, kaken, actidion, actidone, hizarocin, naramycin, neocycloheximide
• PubChem CID: 6197
• ChEBI: CHEBI:27641
• IUPAC Name: 4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione
• SMILES: [H][C@]1(C[C@@H](C)C[C@H](C)C1=O)[C@H](O)CC1CC(=O)NC(=O)C1

• Melting Point: 107.0°C to 114.0°C
• Color: White
• Infrared Spectrum: Authentic
• Assay Percent Range: 94% min. (HPLC)
• Packaging: Glass bottle
• Quantity: 1 g
• Merck Index: 15,2721
• Specific Rotation Condition: − 28.50 (20.00°C c=1,CHCl3)
• Specific Rotation: − 28.50
• Solubility Information: Solubility in water: 2.1 g/100mL (2 c). Other solubilities: soluble in chloroform, ether, acetone, methanol, and ethanol
• Formula Weight: 281.35
• Percent Purity: 95%
• Physical Form: Glassy Irregular Shaped Granules
• Chemical Name or Material: Cycloheximide

Safety and Handling

Product Identifier

• Cycloheximide

Signal Word

• Danger

Hazard Category

• Acute toxicity Category 2
• LONG-TERM AQUATIC HAZARD Chronic 2
• Germ cell mutagenicity Category 2
• Reproductive toxicity Category 1B

Hazard Statement

• H360D-May damage the unborn child.
• H341-Suspected of causing genetic defects.
• H411-Toxic to aquatic life with long lasting effects.
• H300-Fatal if swallowed.

Precautionary Statement

• P201-Obtain special instructions before use.
• P273-Avoid release to the environment.
• P280-Wear protective gloves/protective clothing/eye protection/face protection.
• P301+P310-IF SWALLOWED: Immediately call a POISON CENTER/doctor /
• P308+P313-IF exposed or concerned: Get medical advice/attention.

RUO – Research Use Only