Thermo Scientific Chemicals Cycloheximide, 95%

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.

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

5 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

Hazard Category

GHS Signal Word: Danger

Hazard Statement

GHS H Statement:
Toxic to aquatic life with long lasting effects.
Fatal if swallowed.
Suspected of causing genetic defects.
May damage the unborn child.

Precautionary Statement

GHS P Statement:
IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
Use personal protective equipment as required.
Obtain special instructions before use.
IF exposed or concerned: Get medical advice/attention.
Avoid release to the environment.

WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.

EINECSNumber

200-636-

SDS

Hazard Category

GHS Signal Word: Danger

Hazard Statement

GHS H Statement:
Toxic to aquatic life with long lasting effects.
Fatal if swallowed.
Suspected of causing genetic defects.
May damage the unborn child.

Precautionary Statement

GHS P Statement:
IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
Use personal protective equipment as required.
Obtain special instructions before use.
IF exposed or concerned: Get medical advice/attention.
Avoid release to the environment.

WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.

EINECSNumber

200-636-

SDS

RUO – Research Use Only