Reversible inhibitor of the motor protein Eg5
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Monastrol

Item No. 15044

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2,3,4-tetrahydro-4-(3-hydroxyphenyl)-6-methyl-2-thioxo-5-pyrimidinecarboxylic acid, ethyl ester
CAS Number
329689-23-8
Synonyms
  • (±)-Monastrol
Molecular Formula
C14H16N2O3S
Formula Weight
292.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 14 mg/mlEthanol: 1 mg/ml
λmax
310 nm
SMILES
S=C1NC(C2=CC(O)=CC=C2)C(C(OCC)=O)=C(C)N1
InChi Code
InChI=1S/C14H16N2O3S/c1-3-19-13(18)11-8(2)15-14(20)16-12(11)9-5-4-6-10(17)7-9/h4-7,12,17H,3H2,1-2H3,(H2,15,16,20)
InChi Key
LOBCDGHHHHGHFA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    50 mg

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    Cayman Chemical
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    Product Description

    Monastrol is a reversible, cell-permeable inhibitor of the motor protein Eg5 (kinesin family protein 11, Kif11), blocking basal ATPase activity in vitro (IC50 = 6.1 µM) and inducing the formation of monoastral spindles in cell-based assays (IC50 = 51.3 μM).1,2 It arrests cells in mitosis without targeting tubulin and, as a result, does not interfere with microtubule dependent processes.3 Monastrol induces activation of the spindle assembly checkpoint and the resulting mitotic arrest can lead to cell death in certain tumor cell lines.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mayer, T.U., Kapoor, T.M., Haggarty, S.J., et al. Small molecule inhibitor of mitotic spindle bipolarity identified in a phenotype-based screen. Science 286, 971-974 (1999).

    2. Klein, E., DeBonis, S., Thiede, B., et al. New chemical tools for investigating human mitotic kinesin Eg5. Bioorg. Med. Chem. 15(19), 6474-6488 (2007).

    3. Kapoor, T.M., Mayer, T.U., Coughlin, M.L., et al. Probing spindle assembly mechanisms with monastrol, a small molecule inhibitor of the mitotic kinesin Eg5. J. Cell Biol. 150(5), 975-988 (2000).

    4. Good, J.A.D., Skoufias, D.A., and Kozielski, F. Elucidating the functionality of kinesins: An overview of small molecule inhibitors. Semin. Cell Dev. Biol. 22(9), 935-945 (2011).