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M8515

Sigma-Aldrich

Monastrol

≥98% (HPLC), solid

Sinonimo/i:

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

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1 MG
CHF 206.00
5 MG
CHF 448.00

CHF 206.00

Spedizione prevista il02 aprile 2025

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Cambia visualizzazione
1 MG
CHF 206.00
5 MG
CHF 448.00

About This Item

Formula empirica (notazione di Hill):
C14H16N2O3S
Numero CAS:
254753-54-3
Peso molecolare:
292.35
Numero MDL:
MFCD00813077
Codice UNSPSC:
12352200
ID PubChem:
24897267
NACRES:
NA.77

CHF 206.00

Spedizione prevista il02 aprile 2025

Richiedi un ordine bulk

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

solid

Condizioni di stoccaggio

protect from light

Colore

white to off-white

Punto di fusione

185-185.9 °C (lit.)

Solubilità

DMSO: >5 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

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)
LOBCDGHHHHGHFA-UHFFFAOYSA-N

Applicazioni

Monastrol has been used:
  • to treat MDA-MB-231 cells as a non-microtubule-targeting agent[1]
  • 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[2]
  • 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[3]

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Confezionamento

Packaged under inert gas.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
0000388644
0000331149
0000331148
0000388644
0000331149

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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)
Rebecca A Holton et al.
Biology of reproduction, 103(1), 24-35 (2020-03-29)
The number and quality of oocytes, as well as the decline in both of these parameters with age, determines reproductive potential in women. However, the underlying mechanisms of this diminution are incompletely understood. Previously, we identified novel roles for CHTF18
T U Mayer et al.
Science (New York, N.Y.), 286(5441), 971-974 (1999-11-05)
Small molecules that perturb specific protein functions are valuable tools for dissecting complex processes in mammalian cells. A combination of two phenotype-based screens, one based on a specific posttranslational modification, the other visualizing microtubules and chromatin, was used to identify
Mayumi Kitagawa et al.
PloS one, 8(6), e64826-e64826 (2013-06-12)
Although Aurora B is important in cleavage furrow ingression and completion during cytokinesis, the mechanism by which kinase activity is targeted to the cleavage furrow and the molecule(s) responsible for this process have remained elusive. Here, we demonstrate that an
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Articoli

Discover Bioactive Small Molecules for Cell Cycle

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Bioactive Molecules for Apoptosis

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

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