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475879

Sigma-Aldrich

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
MDL number:
MFCD00813077
UNSPSC Code:
12352200
NACRES:
NA.32

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

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

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Storage Class Code

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
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
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

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