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475879

Monastrol

A potent, cell-permeable, non-tubulin-interacting mitosis inhibitor.

Synonym(s):

Monastrol, 4-(3-Hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-4H-pyrimidin-5-carboxylic Acid Ethyl Ester, Eg5 Inhibitor I

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About This Item

Empirical Formula (Hill Notation):
C14H16N2O3S
CAS Number:
254753-54-3
Molecular Weight:
292.35
UNSPSC Code:
12352200
NACRES:
NA.32
MDL number:
MFCD00813077
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, protect from light
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Quality Level

100

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

DMSO: 100 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

S=C1N[C@H](C(=C(N1)C)C(=O)OCC)c2cc(ccc2)O

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)/t12-/m0/s1

InChI key

LOBCDGHHHHGHFA-LBPRGKRZSA-N

General description

A potent, cell-permeable, non-tubulin-interacting mitosis inhibitor. Arrests mammalian cells in mitosis with monopolar spindles. In vitro, it specifically inhibits the motility of the mitotic kinesin Eg5, a motor protein involved in the assembly and maintenance of the mitotic spindle (IC50 = 14 µM).
A potent, cell-permeable, nontubulin-interacting mitosis inhibitor. Arrests mammalian cells in mitosis with monopolar spindles. In vitro, it specifically inhibits the motility of the mitotic kinesin Eg5, a motor protein involved in the assembly and maintenance of the mitotic spindle (IC50 = 14 µM).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Mitotic kinesin Eg5
Product does not compete with ATP.
Reversible: no
Target IC50: 14 µM against mitotic kinesin Eg5

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Kapoor, T.M., et al. 2000. J. Cell Biol.150, 975.
Mayer, T.U., et al. 1999. Science286, 971.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Adélaïde Allais et al.
Development (Cambridge, England), 149(13) (2022-07-01)
Preimplantation embryos often consist of a combination of euploid and aneuploid cells, suggesting that safeguards preventing the generation and propagation of aneuploid cells in somatic cells might be deficient in embryos. In somatic cells, a mitotic timer mechanism has been