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Cycloheximide

Cycloheximide was initially produced by Streptomyces. Cycloheximide inhibits protein synthesis in eukaryotes by preventing tRNA translocation and elongation. Cycloheximide is not used in humans due to its high toxicity. In research models, cycloheximide is used to determine protein lifespan and ribosomal profiling.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18854372

Cas No.

66-81-9

Purity

≥95%

Formula

C15H23NO4

Formula Wt.

281.35

Chemical Name

[1S-[1αS*),3α,5β]]-4-[2-(3,5-Dimethyl-2-oxocyclo- hexyl)-2-hydroxyethyl]-2,6-piperidinedione

IUPAC Name

4-[(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione

Synonym

Naramycin A; Actidione

Melting Point

119.5-121°C

Solubility

Soluble in chloroform, DMSO, acetone, methanol, or ethanol. Soluble in water to 20 mg/ml.

Appearance

White to off white powder

Bohnert M, Scherer O, Wiechmann K, et al. Melleolides induce rapid cell death in human primary monocytes and cancer cells. Bioorg Med Chem. 2014 Aug 1;22(15):3856-61. PMID: 25028062.

Ren Y, DAmbrosio MA, Garvin JL, et al. Aldosterone sensitizes connecting tubule glomerular feedback via the aldosterone receptor GPR30. Am J Physiol Renal Physiol. 2014 Aug 15;307(4):F427-34. PMID: 24966088.

Greenberger NJ, Ruppert RD. Inhibition of protein synthesis: a mechanism for the production of impaired iron absorption. Science. 1966 Jul 15;153(3733):315-6. PMID: 17780009.

ABR-215062