Monastrol

In today's world, Monastrol remains a fundamental and intriguing topic that attracts the attention of academics, scientists, professionals and enthusiasts alike. The importance of Monastrol is manifested in different areas, from medicine to technology, through politics and culture. Throughout history, Monastrol has been the subject of study and debate, demonstrating its relevance and impact on society. In this article, we will explore different aspects related to Monastrol, from its origin and evolution to its current influence, with the aim of providing a comprehensive view of this fascinating and constantly changing topic.

Monastrol
Names
IUPAC name
ethyl 4-(3-hydroxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
Other names
Monastrol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • 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) ☒N
    Key: LOBCDGHHHHGHFA-UHFFFAOYSA-N checkY
  • InChI=1/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)
    Key: LOBCDGHHHHGHFA-UHFFFAOYAO
  • CCOC(=O)C1=C(NC(=S)NC1C2=CC(=CC=C2)O)C
Properties
C14H16N2O3S
Molar mass 292.35344
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
☒N verify (what is checkY☒N ?)

Monastrol is a cell-permeable small molecule inhibitor discovered by Thomas U. Mayer in the lab of Tim Mitchison. Monastrol was shown to inhibit the kinesin-5 (also known as KIF11, Kinesin Eg5), a motor protein important for spindle bipolarity.

Mechanism of action

Monastrol inhibits Eg5

Monastrol binds to a long loop that is specific to the Eg5 (also known as KIF11 or kinesin-5) kinesin family, and allosterically inhibits ATPase activity of the kinesin

References

  1. ^ Thomas U. Mayer; Tarun M. Kapoor; Stephen J. Haggarty; Randall W. King; Stuart L. Schreiber; Timothy J. Mitchison (1999). "Small Molecule Inhibitor of Mitotic Spindle Bipolarity Identified in a Phenotype-Based Screen". Science. 286 (5441): 971–974. doi:10.1126/science.286.5441.971. PMID 10542155. S2CID 15348455.
  2. ^ Maliga Z, Kapoor TM, Mitchison TJ (September 2002). "Evidence that monastrol is an allosteric inhibitor of the mitotic kinesin Eg5". Chem. Biol. 9 (9): 989–96. doi:10.1016/S1074-5521(02)00212-0. PMID 12323373.


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