CAS 254753-54-3

Monastrol

Description:

Monastrol is a small molecule inhibitor primarily known for its role in disrupting the function of kinesin-5, a motor protein involved in mitosis. It is characterized by its ability to inhibit cell division, making it a subject of interest in cancer research. Monastrol is typically described as a white to off-white solid with moderate solubility in organic solvents. Its molecular structure features a unique arrangement that allows it to selectively bind to the kinesin-5 motor domain, thereby preventing the proper functioning of this protein during the mitotic process. This inhibition leads to the disruption of spindle formation and ultimately results in cell cycle arrest. Monastrol has been utilized in various studies to explore its potential as a therapeutic agent in cancer treatment, particularly in targeting rapidly dividing cells. Additionally, its specificity for kinesin-5 makes it a valuable tool for studying the mechanics of cell division and the role of motor proteins in cellular processes.

Formula: C₁₄H₁₆N₂O₃S

InChI: InChI=1/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)

SMILES: CCOC(=O)C1=C(C)N=C(NC1c1cccc(c1)O)S

Synonyms:

• ethyl (4S)-4-(3-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• ethyl (4R)-4-(3-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• Ethyl 4-(3-Hydroxyphenyl)-6-Methyl-2-Thioxo-1,2,3,4-Tetrahydropyrimidine-5-Carboxylate
• 5-Pyrimidinecarboxylicacid, 1,2,3,4-tetrahydro-4-(3-hydroxyphenyl)-6-methyl-2-thioxo-, ethyl ester
• 6-Methyl-4-(3-hydroxyphenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylicacid ethyl ester

Monastrol

CAS: 254753-54-3

Formula: C₁₄H₁₆N₂O₃S

Purity: 98%

Color and Shape: Solid

Molecular weight: 292.3534

Ref: IN-DA00BC6L

Monastrol

CAS: 254753-54-3

Formula: C₁₄H₁₆N₂O₃S

Molecular weight: 292.35

Ref: 7W-GP0690

(S)-Monastrol

CAS: 254753-54-3

Monastrol is a potent and cell-permeable inhibitor of the mitotic kinesin Eg5.

Formula: C₁₄H₁₆N₂O₃S

Purity: 98%

Color and Shape: Solid

Molecular weight: 292.35

Ref: TM-T4649

Monastrol

CAS: 254753-54-3

Monastrol is a natural compound that has been shown to induce apoptosis in cancer cells. It binds to the mitochondrial membrane, thereby causing mitochondrial membrane depolarization and inhibiting ATP production. Monastrol also inhibits axonal growth by blocking tubulin polymerization, which is required for axon elongation. This drug is being investigated as a potential treatment for skin cancers and leishmaniasis. Monastrol has been shown to inhibit the proliferation of carcinoma cell lines and to reduce metastasis in animals models. Preparative high pressure liquid chromatography (HPLC) has been used to isolate monastrol from Anhydrous Sodium Monastearate (ASM).

Formula: C₁₄H₁₆N₂O₃S

Purity: Min. 95%

Molecular weight: 292.35 g/mol

Ref: 3D-EKA75354