Monastrol
Modify Date: 2024-01-09 22:36:22
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 MonastrolMonastrol is a potent and cell-permeable inhibitor of the mitotic kinesin Eg5 with an IC50 value of 14 μM. |
| Name | Ethyl 4-(3-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-5- pyrimidinecarboxylate |
|---|---|
| Synonym | More Synonyms |
| 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 After each time of treatment, the medium is withdrawn, serum-free media containing 0.5 mg/mL MTT salt is added and incubated for 4 h, and formazan crystal products are diluted[2].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 |
| 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℃ |
|
~98%
Monastrol CAS#:329689-23-8 |
| Literature: Romanelli, Gustavo P.; Sathicq, Angel G.; Autino, Juan C.; Baronetti, Graciela; Thomas, Horacio J. Synthetic Communications, 2007 , vol. 37, # 22 p. 3907 - 3916 |
|
~87%
Monastrol CAS#:329689-23-8 |
| Literature: Salehi, Peyman; Dabiri, Minoo; Zolfigol, Mohammad Ali; Baghbanzadeh, Mostafa Heterocycles, 2005 , vol. 65, # 5 p. 1177 - 1181 |
| Precursor 3 | |
|---|---|
| DownStream 0 | |
| 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 |