Monastrol

Modify Date: 2024-01-09 22:36:22

Monastrol Structure
Monastrol structure
Common Name Monastrol
CAS Number 329689-23-8 Molecular Weight 292.353
Density 1.3±0.1 g/cm3 Boiling Point 441.3±55.0 °C at 760 mmHg
Molecular Formula C14H16N2O3S Melting Point N/A
MSDS N/A Flash Point 220.7±31.5 °C

 Use of Monastrol


Monastrol is a potent and cell-permeable inhibitor of the mitotic kinesin Eg5 with an IC50 value of 14 μM.

 Names

Name Ethyl 4-(3-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5- pyrimidinecarboxylate
Synonym More Synonyms

 Monastrol Biological Activity

Description Monastrol is a potent and cell-permeable inhibitor of the mitotic kinesin Eg5 with an IC50 value of 14 μM.
Related Catalog
Target

Eg5:14 μM (IC50)

In Vitro Monastrol is a small, cell-permeable molecule that arrests cells in mitosis by specifically inhibiting Eg5, a member of the Kinesin-5 family. Monastrol treatment of dividing cells results in spindle collapse and cell cycle arrest with a monoastral spindle, which is similar to the phenotype observed when Eg5 is inhibited by anti-Eg5 antibodies[1]. Monastrol is an allosteric inhibitor of the mitotic kinesin Eg5 that exhibits an antiproliferative effect against several cell lines. Monastrol treatment can decrease cell viability in MCF-7 tumor cells. Real-time cell growth kinetic analysis showed a decrease in the proliferation of MCF-7 cells exposed to monastrol[2].
Cell Assay The cytotoxicity assay is performed with MTT. Cells are seeded in 96-well culture plates (5000 cells/well) and incubated for 24 h for stabilization. After this period, the following treatments are administered for 24 and 48 h: vehicle control (0.5 % DMSO); 1 μM doxorubicin and monastrol at 5, 25, 50, 75, and 100 μM. After each time of treatment, the medium is withdrawn, serum-free media containing 0.5 mg/mL MTT salt is added and incubated for 4 h, and formazan crystal products are diluted[2].
References

[1]. Cochran JC, et al. Monastrol inhibition of the mitotic kinesin Eg5. J BiolChem. 2005 Apr 1;280(13):12658-67.

[2]. Marques LA, et al. Antiproliferative activity of monastrol in human adenocarcinoma (MCF-7) and non-tumor (HB4a) breast cells. Naunyn Schmiedebergs Arch Pharmacol. 2016 Dec;389(12):1279-1288.

[3]. Mayer TU, et al. Small molecule inhibitor of mitotic spindle bipolarity identified in a phenotype-based screen. Science. 1999 Oct 29;286(5441):971-4.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 441.3±55.0 °C at 760 mmHg
Molecular Formula C14H16N2O3S
Molecular Weight 292.353
Flash Point 220.7±31.5 °C
Exact Mass 292.088165
PSA 109.72000
LogP 2.18
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.648
Storage condition -20℃

 Synonyms

ethyl 4-(3-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
5-Pyrimidinecarboxylic acid, 1,2,3,4-tetrahydro-4-(3-hydroxyphenyl)-6-methyl-2-thioxo-, ethyl ester
Ethyl 4-(3-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
5-pyrimidinecarboxylic acid, 1,6-dihydro-6-(3-hydroxyphenyl)-2-mercapto-4-methyl-, ethyl ester
4-(3-Hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-4H-pyrimidin-5-carboxylic acid ethyl ester
Ethyl 6-(3-hydroxyphenyl)-4-methyl-2-sulfanyl-1,6-dihydropyrimidine-5-carboxylate
Monastrol
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