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 (11)
Literature

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 Plus. 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.

All Tocris products are intended for laboratory research use only.

Solubility Data

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

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 solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

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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Safety Datasheet

References

References are publications that support the products' biological activity.

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


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View Related Products by Product Action

View all Kinesin Inhibitors

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

11 Citations for Monastrol

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

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

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

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

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

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

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

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

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


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