Monastrol

Modify Date: 2025-08-23 17:27:02

Monastrol Structure
Monastrol structure
Common Name Monastrol
CAS Number 254753-54-3 Molecular Weight 292.35
Density 1.34g/cm3 Boiling Point 441.3ºC at 760mmHg
Molecular Formula C14H16N2O3S Melting Point 185-185.9ºC(lit.)
MSDS Chinese USA Flash Point 220.7ºC

 Use of Monastrol


(S)-Monastrol ((+)-Monastrol) is an allosteric inhibitor of the mitotic kinesin Eg5 that exhibits an antiproliferative effect against several cancer cell lines. (S)-Monastrol arrests mammalian cells in mitosis with monopolar spindles[1][2].

 Names

Name ethyl 4-(3-hydroxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
Synonym More Synonyms

 Monastrol Biological Activity

Description (S)-Monastrol ((+)-Monastrol) is an allosteric inhibitor of the mitotic kinesin Eg5 that exhibits an antiproliferative effect against several cancer cell lines. (S)-Monastrol arrests mammalian cells in mitosis with monopolar spindles[1][2].
Related Catalog
References

[1]. 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.  

[2]. 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 1.34g/cm3
Boiling Point 441.3ºC at 760mmHg
Melting Point 185-185.9ºC(lit.)
Molecular Formula C14H16N2O3S
Molecular Weight 292.35
Flash Point 220.7ºC
Exact Mass 292.08800
PSA 109.72000
LogP 1.92380
Vapour Pressure 2.13E-08mmHg at 25°C
Index of Refraction 1.648
Storage condition 2-8°C
Water Solubility DMSO: 100 mg/mL

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
WGK Germany 3

 Articles13

More Articles
Cytokinetic Failure-induced Tetraploidy Develops into Aneuploidy, Triggering Skin Aging in Phosphovimentin-deficient Mice.

J. Biol. Chem. 290 , 12984-98, (2015)

Tetraploidy, a state in which cells have doubled chromosomal sets, is observed in ∼20% of solid tumors and is considered to frequently precede aneuploidy in carcinogenesis. Tetraploidy is also detecte...

Loop 5-directed compounds inhibit chimeric kinesin-5 motors: implications for conserved allosteric mechanisms.

J. Thorac. Cardiovasc. Surg. 286 , 6201-10, (2011)

The human Eg5 (HsEg5) protein is unique in its sensitivity to allosteric agents even among phylogenetic kin. For example, S-trityl-l-cysteine (STC) and monastrol are HsEg5 inhibitors that bind to a su...

A sensitised RNAi screen reveals a ch-TOG genetic interaction network required for spindle assembly.

Sci. Rep. 5 , 10564, (2015)

How multiple spindle assembly pathways are integrated to drive bipolar spindle assembly is poorly understood. We performed an image-based double RNAi screen to identify genes encoding Microtubule-Asso...

 Synonyms

F3284-6466
MFCD00813077
monastrol
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