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Merck

475879

Monastrol

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

Synonyme(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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A propos de cet article

Formule empirique (notation de Hill) :
C14H16N2O3S
Numéro CAS:
254753-54-3
Poids moléculaire :
292.35
UNSPSC Code:
12352200
NACRES:
NA.32
MDL number:
MFCD00813077

Principaux documents

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Nom du produit

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

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

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

Quality Level

100

Catégories apparentées

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

Disclaimer

Toxicity: Standard Handling (A)

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).

Other Notes

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

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.

Legal Information

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

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificats d'analyse (COA)

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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
Aleksandar I Mihajlović et al.
EMBO reports, 24(11), e57227-e57227 (2023-10-05)
Chromosome segregation errors in mammalian oocyte meiosis lead to developmentally compromised aneuploid embryos and become more common with advancing maternal age. Known contributors include age-related chromosome cohesion loss and spindle assembly checkpoint (SAC) fallibility in meiosis-I. But how effective the
Gaudeline Rémillard-Labrosse et al.
Frontiers in cell and developmental biology, 12, 1337937-1337937 (2024-03-28)
Culture of oocytes and embryos in media under oil is a cornerstone of fertility treatment, and extensively employed in experimental investigation of early mammalian development. It has been noted anecdotally by some that certain small molecule inhibitors might lose activity
Stephen DiGiuseppe et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(22), 6289-6294 (2016-05-18)
During the entry process, the human papillomavirus (HPV) capsid is trafficked to the trans-Golgi network (TGN), whereupon it enters the nucleus during mitosis. We previously demonstrated that the minor capsid protein L2 assumes a transmembranous conformation in the TGN. Here

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