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Monastrol

Catalog No.: 17021322
Cas No.: 329689-23-8
Purity : 98% 
17021322 - Monastrol | CAS 329689-23-8

Catalog number : 17021322

CAS number : 329689-23-8

Molecular Formula : C14H16N2O3S 

Molecular Weight : 292.35 

Iupac Chemical Name : Monastrol 

Smile : CCOC(=O)C1=C(NC(=S)NC1c2cccc(c2)O)C

InChiKey : LOBCDGHHHHGHFA-UHFFFAOYSA-N

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SynonymsN/A 
Molecular FormulaC14H16N2O3S 
Molecular Weight292.35 
Appearancecrystalline solid 
Purity98% 
SolubilitySoluble in DMSO 
Storage3 years -20ºCpowder 
Shipping ConditionShipped under ambient temperature as non-hazardous chemical. 
SmileCCOC(=O)C1=C(NC(=S)NC1c2cccc(c2)O)C
InChiKeyLOBCDGHHHHGHFA-UHFFFAOYSA-N
InChiInChI=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)
MDLMFCD00813077
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Monastrol is a cell-permeable small molecule inhibitor of kinesin-5(KIF11) which is essential for maintaining separation of the half-spindles.

Monastrol does not inhibit progression through S and G2 phases of the cell cycle or centrosome duplication. The mitotic arrest due to monastrol is also rapidly reversible. Monastrol also inhibits bipolar spindle formation in Xenopus egg extracts. Monastrol arrests cells in mitosis with monoastral spindles comprised of a radial array of microtubules surrounded by a ring of chromosomes while it does not affect microtubules in interphase cells or microtubule polymerization in vitro. Exposure of cultured sympathetic neurons to monastrol for a few hours increases both the number and the growth rate of the axons. With additional time, the overall lengths of the axons are indistinguishable from controls. Sensory neurons shows a similar short-term increase in axonal growth rate. However, prolonged exposure results in shorter axons, suggesting that sensory neurons may be more sensitive to toxic effects of the drug. Nevertheless, the overall health of the cultures is still far more robust than cultures treated with taxol, a drug commonly used for anti-cancer therapy. In HeLa cells, monastrol activates the spindle checkpoint, leading to mitotic arrest and apoptosis.


 

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