Monastrol

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Cat.No. 1305 - Monastrol | C14H16N2O3S | CAS No. 254753-54-3
Description: Selective inhibitor of mitotic kinesin Eg5
Chemical Name: 1,2,3,4-Tetrahydro-4-(3-hydroxyphenyl)-6-methyl-2-thioxo-5-pyrimidinecarboxylic acid, ethyl ester
Purity: ≥98% (HPLC)
Datasheet
Citations (19)
Reviews
Literature (1)

Biological Activity

Potent, cell-permeable, small molecule mitosis inhibitor that does not interact with tubulin. Arrests cells in mitosis and specifically inhibits the motility of the mitotic kinesin Eg5, a motor protein required for mitotic spindle formation and maintenance (IC50 = 14 μM).

Licensing Information

Sold with the permission of Harvard University

Compound Libraries

Monastrol is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 292.35
Formula C14H16N2O3S
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 254753-54-3
PubChem ID 5353454
InChI Key UAIYNMRLUHHRMF-AATRIKPKSA-N
Smiles CCOC(=O)C1=C(C)NC(=S)NC1C1=CC(O)=CC=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
ethanol 5.85 20
DMSO 29.24 100

Preparing Stock Solutions

The following data is based on the product molecular weight 292.35. 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.42 mL 17.1 mL 34.21 mL
5 mM 0.68 mL 3.42 mL 6.84 mL
10 mM 0.34 mL 1.71 mL 3.42 mL
50 mM 0.07 mL 0.34 mL 0.68 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Kapoor et al (2000) Probing spindle assembly mechanisms with monastrol, a small molecule inhibitor of the mitotic kinesin, Eg5. J.Cell Biol. 150 975 PMID: 10973989

Mayer et al (1999) Small molecule inhibitor of mitotic spindle bipolarity identified in a phenotype-based screen. Science 286 971 PMID: 10542155


If you know of a relevant reference for Monastrol, please let us know.

View Related Products by Product Action

View all Kinesin Inhibitors

Keywords: Monastrol, Monastrol supplier, Selective, inhibitors, inhibits, mitotic, kinesin, Eg5, Mitosis, Kinesin, 1305, Tocris Bioscience

19 Citations for Monastrol

Citations are publications that use Tocris products. Selected citations for Monastrol include:

Floriot et al (2015) C-Nap1 mutation affects centriole cohesion and is associated with a Seckel-like syndrome in cattle. Cell Cycle 6 6894 PMID: 25902731

Vladimirou et al (2013) Nonautonomous movement of chromosomes in mitosis. Dev Cell 27 60 PMID: 24135231

Lera and Burkard (2012) High mitotic activity of Polo-like kinase 1 is required for chromosome segregation and genomic integrity in human epithelial cells. J Biol Chem 287 42812 PMID: 23105120

Chin (2006) Induction of apoptosis by monastrol, an inhibitor of the mitotic kinesin Eg5, is independent of the spindle checkpoint. Mol Cancer Ther 5 2580 PMID: 17041103

Asraf et al (2015) Mitotic slippage and expression of survivin are linked to differential sensitivity of human cancer cell-lines to the Kinesin-5 inhibitor monastrol. PLoS One 10 e0129255 PMID: 26035434

Habu and Matsumoto (2013) p31(comet) inactivates the chemically induced Mad2-dependent spindle assembly checkpoint and leads to resistance to anti-mitotic drugs. Nature 2 562 PMID: 24255856

Kabeche and Compton (2013) Cyclin A regulates kinetochore microtubules to promote faithful chromosome segregation. J Biol Chem 502 110 PMID: 24013174

Shrestha (2017) Aurora-B kinase pathway controls the lateral to end-on conversion of kinetochore-microtubule attachments in human cells. Nat Commun 8 150 PMID: 28751710

Barr and Bakal (2015) A sensitised RNAi screen reveals a ch-TOG genetic interaction network required for spindle assembly. Nat Commun 5 10564 PMID: 26037491

Bartoli et al (2011) Kinesin molecular motor Eg5 functions during polypeptide synthesis. Mol Biol Cell 22 3420 PMID: 21795388

Samoshkin et al (2009) Human condensin function is essential for centromeric chromatin assembly and proper sister kinetochore orientation. PLoS One 4 e6831 PMID: 19714251

Trinkle-Mulcahy et al (2003) Time-lapse imaging reveals dynamic relocalization of PP1gamma throughout the mammalian cell cycle. Mol Biol Cell 14 107 PMID: 12529430

Asteriti et al (2017) Identification of small molecule inhibitors of the Aurora-A/TPX2 complex. Oncotarget 8 32117 PMID: 28389630

Shrestha and Draviam (2013) Lateral to end-on conversion of chromosome-microtubule attachment requires kinesins CENP-E and MCAK. Curr Biol 23 1514 PMID: 23891108

Corrigan et al (2013) Automated tracking of mitotic spindle pole positions shows that LGN is required for spindle rotation but not orientation maintenance. Springerplus 12 2643 PMID: 23907121

Vijapurkar et al (2007) Potentiation of kinesin spindle protein inhibitor-induced cell death by modulation of mitochondrial and death receptor apoptotic pathways. Cancer Res 67 237 PMID: 17210704

Drpic et al (2018) Chromosome Segregation Is Biased by Kinetochore Size. Curr Biol 28 1344 PMID: 29706521

Wong et al (2018) Lipid accumulation facilitates mitotic slippage-induced adaptation to anti-mitotic drug treatment. Cell Death Discov 4 109 PMID: 30510774

Bassett et al (2010) Epigenetic centromere specification directs aurora B accumulation but is insufficient to efficiently correct mitotic errors. Sci Rep 190 177 PMID: 20643881


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