cycloheximide
Sign in to saveAlso known as FT 3422-2, naramycin A, NM-MCD 80, NSC 185, 3-((R)-2-((1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide, naramycin
Cycloheximide is a naturally occurring fungicide produced by the bacterium Streptomyces griseus. Cycloheximide exerts its effects by interfering with the translocation step in protein synthesis (movement of two tRNA molecules and mRNA in relation to the ribosome), thus blocking eukaryotic translational elongation. Cycloheximide is widely used in biomedical research to inhibit protein synthesis in eukaryotic cells studied in vitro (i.e. outside of organisms). It is inexpensive and works rapidly. Its effects are rapidly reversed by simply removing it from the culture medium.
Research
29,679 papers- Discovery and Biosynthesis of Glycosylated Cycloheximide from a Millipede-Associated Actinomycete.Journal of natural products · 2023
- Cycloheximide in dermatology.Acta dermato-venereologica · 1997
- Antifungal Efficacy and Safety of Cycloheximide as a Supplement in Optisol-GS.Drug design, development and therapy · 2021
- Cycloheximide: an adrenergic agent.Life sciences · 1982
- [The effect of translation inhibitor cycloheximide on expression of mammalian genes].Biokhimiia (Moscow, Russia) · 1990
via PubMed
Wikidata facts
- Mass
- 281.163
Show 5 more facts
- Commons category
- Cycloheximide
- chemical formula
- C₁₅H₂₃NO₄
- canonical SMILES
- CC1CC(C(=O)C(C1)C(CC2CC(=O)NC(=O)C2)O)C
- isomeric SMILES
- C[C@H]1C[C@@H](C(=O)[C@@H](C1)[C@@H](CC2CC(=O)NC(=O)C2)O)C
- World Health Organisation international non-proprietary name
- cicloheximide
via Wikidata · CC0
~4 min read
Article
5 sectionsContents
- Discovery
- Experimental applications
- Spectrum of fungal susceptibility
- See also
- References
{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 460110426 | Name = Cycloheximide | ImageFile_Ref = | ImageFile = Cycloheximide.svg | ImageSize = 175 | ImageName = Cycloheximide | PIN = 4-{(2R)-2-[(1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione | OtherNames = Naramycin A, hizarocin, actidione, actispray, kaken, U-4527
| Section1 =