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Merck

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

Key Documents

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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

Related Categories

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)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

475879-5MG: + 475879-1.1ML: + 475879-1MG: + 475879-VMG:

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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
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
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
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

Global Trade Item Number

SKUGTIN
475879-1MGCN04055977203479
475879-5MGCN04055977203486

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