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M8515

Sigma-Aldrich

Monastrol

≥98% (HPLC), solid

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C14H16N2O3S
Número CAS:
254753-54-3
Peso molecular:
292.35
Número MDL:
MFCD00813077
Código UNSPSC:
12352200
ID de substância PubChem:
24897267
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

solid

condição de armazenamento

protect from light

cor

white to off-white

pf

185-185.9 °C (lit.)

solubilidade

DMSO: >5 mg/mL

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

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)

chave InChI

LOBCDGHHHHGHFA-UHFFFAOYSA-N

Aplicação

Monastrol has been used:
  • to treat MDA-MB-231 cells as a non-microtubule-targeting agent
  • as a antineoplastic agent, to treat mouse myeloma cell line SP 2/0, to induce apoptosis and to elucidate the role of metabotropic glutamate receptor 3 (Grm3) in apoptosis
  • as an inhibitor of pteridine reductase in GFP-transfected promastigotes infected macrophages for flow cytometer-based growth inhibition assay and to evaluate anti-leishmanial activity of Leishmania donovani hamster model in vivo

Ações bioquímicas/fisiológicas

Monastrol is a potent, cell-permeant inhibitor of mitosis. Monastrol arrested cells are characterized by monopolar spindles. This phenotype is induced through specific disruption of mitotic molecular motor kinesin Eg5 with IC50 at 14 μM. No effect on other motor proteins and tubulin.

Características e benefícios

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Embalagem

Packaged under inert gas.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Metabotropic glutamate receptor 3 is involved in B-cell-related tumor apoptosis
Liu X, et al.
International journal of oncology, 49(4), 1469-1478 (2016)
M410, a combretastatin A4 analogue, disrupts microtubules and inhibits HIF-1 alpha in human breast cancer cells
Yang H, et al.
Oncology Reports, 34(1), 334-340 (2015)
Renske van Leuken et al.
PloS one, 4(4), e5282-e5282 (2009-04-25)
Polo-like kinase-1 (Plk1) is activated before mitosis by Aurora A and its cofactor Bora. In mitosis, Bora is degraded in a manner dependent on Plk1 kinase activity and the E3 ubiquitin ligase SCF-betaTrCP. Here, we show that Plk1 is also
Jun Takagi et al.
Scientific reports, 3, 2808-2808 (2013-10-01)
The chromosome alignment is mediated by polar ejection and poleward forces acting on the chromosome arm and kinetochores, respectively. Although components of the motile machinery such as chromokinesin have been characterized, their dynamics within the spindle is poorly understood. Here
Steven Haney et al.
PloS one, 8(6), e64946-e64946 (2013-07-11)
Genome-wide association (GWA) studies have described a large number of new candidate genes that contribute to of Type 2 Diabetes (T2D). In some cases, small clusters of genes are implicated, rather than a single gene, and in all cases, the
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Conteúdo relacionado

Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

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