Cycloheximide
featured

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 525891

CAS#: 66-81-9

Description: Cycloheximide is a eukaryote protein synthesis inhibitor and antibiotic.


Chemical Structure

img
Cycloheximide
CAS# 66-81-9

Theoretical Analysis

MedKoo Cat#: 525891
Name: Cycloheximide
CAS#: 66-81-9
Chemical Formula: C15H23NO4
Exact Mass: 281.16
Molecular Weight: 281.352
Elemental Analysis: C, 64.04; H, 8.24; N, 4.98; O, 22.75

Price and Availability

Size Price Availability Quantity
25mg USD 350 2 Weeks
100mg USD 450 2 Weeks
1g USD 750 2 Weeks
Bulk inquiry

Synonym: Cycloheximide; Naramycin A; NSC 185;

IUPAC/Chemical Name: 4-[(2R)-2-[(1S,3S,5S)-3,5-Dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione

InChi Key: YPHMISFOHDHNIV-FSZOTQKASA-N

InChi Code: InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1

SMILES Code: O=C(CC(C[C@H]([C@H]1C([C@@H](C)C[C@H](C)C1)=O)O)C2)NC2=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 281.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Robinson CA, Denison C, Burkenstock A, Nutter C, Gordon DM. Cellular conditions that modulate the fungicidal activity of occidiofungin. J Appl Microbiol. 2017 May 28. doi: 10.1111/jam.13496. [Epub ahead of print] PubMed PMID: 28556561.

2: Das S, Parker JM, Guven C, Wang W, Kriebel PW, Losert W, Larson DR, Parent CA. Adenylyl cyclase mRNA localizes to the posterior of polarized DICTYOSTELIUM cells during chemotaxis. BMC Cell Biol. 2017 May 25;18(1):23. doi: 10.1186/s12860-017-0139-7. PubMed PMID: 28545392.

3: Gil MA, Nohalez A, Martinez CA, Ake-Villanueva JR, Centurion-Castro F, Maside C, Cuello C, Roca J, Parrilla I, Martinez EA. Effects of meiotic inhibitors and gonadotrophins on porcine oocytes in vitro maturation, fertilization and development. Reprod Domest Anim. 2017 May 21. doi: 10.1111/rda.12993. [Epub ahead of print] PubMed PMID: 28543962.

4: Bidovec K, Božič J, Dolenc I, Turk B, Turk V, Stoka V. Tumor Necrosis Factor-α induced apoptosis in U937 cells promotes cathepsin D-independent stefin B degradation. J Cell Biochem. 2017 May 20. doi: 10.1002/jcb.26152. [Epub ahead of print] PubMed PMID: 28543404.

5: Yu ZJ, Luo HH, Shang ZF, Guan H, Xiao BB, Liu XD, Wang Y, Huang B, Zhou PK. Stabilization of 4E-BP1 by PI3K kinase and its involvement in CHK2 phosphorylation in the cellular response to radiation. Int J Med Sci. 2017 Apr 9;14(5):452-461. doi: 10.7150/ijms.18329. eCollection 2017. PubMed PMID: 28539821; PubMed Central PMCID: PMC5441037.

6: Fujita T, Higashitsuji H, Higashitsuji H, Liu Y, Itoh K, Sakurai T, Kojima T, Kandori S, Nishiyama H, Fukumoto M, Fukumoto M, Shibasaki K, Fujita J. TRPV4-dependent induction of a novel mammalian cold-inducible protein SRSF5 as well as CIRP and RBM3. Sci Rep. 2017 May 23;7(1):2295. doi: 10.1038/s41598-017-02473-x. PubMed PMID: 28536481; PubMed Central PMCID: PMC5442135.

7: Gao F, Xu T, Wang X, Zhong S, Chen S, Zhang M, Zhang X, Shen Y, Wang X, Xu C, Shen Z. CIP2A mediates fibronectin-induced bladder cancer cell proliferation by stabilizing β-catenin. J Exp Clin Cancer Res. 2017 May 18;36(1):70. doi: 10.1186/s13046-017-0539-8. PubMed PMID: 28521777; PubMed Central PMCID: PMC5437599.

8: Wang L, Gundelach JH, Bram RJ. Cycloheximide promotes paraptosis induced by inhibition of cyclophilins in glioblastoma multiforme. Cell Death Dis. 2017 May 18;8(5):e2807. doi: 10.1038/cddis.2017.217. PubMed PMID: 28518150.

9: Mandelkow R, Gümbel D, Ahrend H, Kaul A, Zimmermann U, Burchardt M, Stope MB. Detection and Quantification of Nuclear Morphology Changes in Apoptotic Cells by Fluorescence Microscopy and Subsequent Analysis of Visualized Fluorescent Signals. Anticancer Res. 2017 May;37(5):2239-2244. PubMed PMID: 28476788.

10: Uh K, Lee K. Use of Chemicals to Inhibit DNA Replication, Transcription, and Protein Synthesis to Study Zygotic Genome Activation. Methods Mol Biol. 2017;1605:191-205. doi: 10.1007/978-1-4939-6988-3_13. PubMed PMID: 28456966.

11: Lu C, Jiang Q, Hu M, Tan C, Yu H, Hua Z. Preliminary biological evaluation of 18F-AlF-NOTA-MAL-Cys-Annexin V as a novel apoptosis imaging agent. Oncotarget. 2017 Apr 10. doi: 10.18632/oncotarget.16994. [Epub ahead of print] PubMed PMID: 28454084.

12: Lee JD, Hsiao KM, Chang PJ, Chen CC, Kuo YW, Huang YC, Hsu HL, Lin YH, Wu CY, Huang YC, Lee M, Hsu CY, Pan YT, Kuo CY, Lin CH. A common polymorphism decreases LRP1 mRNA stability and is associated with increased plasma factor VIII levels. Biochim Biophys Acta. 2017 Apr 19;1863(6):1690-1698. doi: 10.1016/j.bbadis.2017.04.015. [Epub ahead of print] PubMed PMID: 28431990.

13: Lee CM, Tripathi S, Morgan ET. Nitric oxide-regulated proteolysis of human CYP2B6 via the ubiquitin-proteasome system. Free Radic Biol Med. 2017 Apr 17;108:478-486. doi: 10.1016/j.freeradbiomed.2017.04.015. [Epub ahead of print] PubMed PMID: 28427998.

14: Dunlop EA, Johnson CE, Wiltshire M, Errington RJ, Tee AR. Targeting protein homeostasis with nelfinavir/salinomycin dual therapy effectively induces death of mTORC1 hyperactive cells. Oncotarget. 2017 Mar 15. doi: 10.18632/oncotarget.16232. [Epub ahead of print] PubMed PMID: 28415776.

15: Morra F, Merolla F, Napolitano V, Ilardi G, Miro C, Paladino S, Staibano S, Cerrato A, Celetti A. The combined effect of USP7 inhibitors and PARP inhibitors in hormone-sensitive and castration-resistant prostate cancer cells. Oncotarget. 2017 May 9;8(19):31815-31829. doi: 10.18632/oncotarget.16463. PubMed PMID: 28415632.

16: Pearce S, Shaw LM, Lin H, Cotter JD, Li C, Dubcovsky J. Night-break experiments shed light on the Photoperiod 1-mediated flowering. Plant Physiol. 2017 Apr 13. pii: pp.00361.2017. doi: 10.1104/pp.17.00361. [Epub ahead of print] PubMed PMID: 28408541.

17: Zhang C, Lin S, Li T, Jiang Y, Huang Z, Wen J, Cheng W, Li H. Mechanical force-mediated pathological cartilage thinning is regulated by necroptosis and apoptosis. Osteoarthritis Cartilage. 2017 Apr 7. pii: S1063-4584(17)30955-X. doi: 10.1016/j.joca.2017.03.018. [Epub ahead of print] PubMed PMID: 28396243.

18: Aoyama Y, Sasai H, Abdelkreem E, Otsuka H, Nakama M, Kumar S, Aroor S, Shukla A, Fukao T. A novel mutation (c.121 13T>A) in the polypyrimidine tract of the splice acceptor site of intron 2 causes exon 3 skipping in mitochondrial acetoacetyl-CoA thiolase gene. Mol Med Rep. 2017 Jun;15(6):3879-3884. doi: 10.3892/mmr.2017.6434. Epub 2017 Apr 4. PubMed PMID: 28393214.

19: Liu Y, Lang T, Jin B, Chen F, Zhang Y, Beuerman RW, Zhou L, Zhang Z. Luteolin inhibits colorectal cancer cell epithelial-to-mesenchymal transition by suppressing CREB1 expression revealed by comparative proteomics study. J Proteomics. 2017 May 24;161:1-10. doi: 10.1016/j.jprot.2017.04.005. Epub 2017 Apr 5. PubMed PMID: 28391045.

20: Zhang H, Zhou KX, Wang WQ, Liu SJ, Song SQ. Proteome analysis reveals an energy-dependent central process for Populus×canadensis seed germination. J Plant Physiol. 2017 Jun;213:134-147. doi: 10.1016/j.jplph.2017.03.008. Epub 2017 Mar 18. PubMed PMID: 28384531.