MonastrolA kinesin Eg5 inhibitor which arrests cells in mitosis

Monastrol (CAS 254753-54-3)

Monastrol | CAS 254753-54-3 is rated 5.0 out of 5 by 1.
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Synonym: 4-(3-Hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-4H-pyrimidin-5-carboxylic acid ethyl ester
Application: A kinesin Eg5 inhibitor which arrests cells in mitosis
CAS Number: 254753-54-3
Purity: ≥95%
Molecular Weight: 292.35
Molecular Formula: C14H16N2O3S
* Refer to Certificate of Analysis for lot specific data (including water content).
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Monastrol is a potent, cell-permeable, small molecule mitosis inhibitor that does not interact with tubulin. Monastrol 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).


References

1. Mayer, T., et al. 1999. Science. 286: 971-974. PMID: 10542155
2. Lewandowski, K., et al. 1999. J. Comb. Chem. 1: 105-112. PMID: 10746018
3. Maliga, Z., et al. 2002. Chem. Biol. 9: 989-996. PMID: 12323373
4. Yan, Y., et al. 2004. J. Mol. Biol. 335: 547-554. PMID: 14672662
5. Yoon, S.Y., et al. 2005. Cell Motil. Cytoskeleton. 60: 181-190. PMID: 15751098
6. Peters, T., et al. 2006. Naunyn Schmiedebergs Arch. Pharmacol. 372: 291-299. PMID: 16365780
7. Maliga, Z., et al. 2006. J. Biol. Chem. 281: 7977-7982. PMID: 16434397
8. Kwok, B.H., et al. 2006. Nat. Chem. Biol. 2: 480-485. PMID: 16892050

Physical State :
Solid
Solubility :
Soluble in DMSO (100 mg/ml), ethanol (100 mM), and ethyl acetate.
Storage :
Store at -20° C
Melting Point :
185-185.9° C (lit.)
Boiling Point :
~441.3° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.65 (Predicted)
IC50 :
Eg5: IC50 = 6.10 µM (human); Mitosis by binding to the mitotic kinesin Eg5: IC50 = 14 µM; MCF7: IC50 = 45 ug.mL-1 (human); A431: IC50 = 53 ug.mL-1 (human); A549: IC50 = 118 ug.mL-1 (human)
pK Values :
pKa: 9.63 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
2987927
Merck Index :
14: 6244
MDL Number :
MFCD00813077
SMILES :
CCOC(=O)C1=C(NC(=S)NC1C2=CC(=CC=C2)O)C

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Monastrol  Product Citations

See how others have used Monastrol. Click on the entry to view the PubMed entry .

Citations 1 to 5 of 5 total

PMID: # 28633018  Santaguida, S. et al. 2017. Dev. Cell. 41: 638-651.e5.

PMID: # 26192437  Hanafusa, H. et al. 2015. Nature cell biology. 17: 1024-35.

PMID: # 23789096  Xu, P. et al. 2013. Biol Open. 2: 479-86.

PMID: # 21969606  Sun, HS. et al. 2011. Molecular and cellular biology. 31: 5011-22.

PMID: # 19597551  Cinnamon Y, et al. 2009. PLoS One. 4(7): e6155.

Citations 1 to 5 of 5 total
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Rated 5 out of 5 by from Cinnamon Cinnamon, Y. et al. (PubMed 19597551) found that Monastrol, a non-tubulin-interacting mitosis inhibitor, treated cells did not contract until treated with nocodazole (sc-3518). Demonstrating that contractility occurs in regions of the cell that have become depleted of microtubules. -SCBT Publication Review
Date published: 2015-01-18
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