Epothilone A

• CAT Number: R012131
• CAS Number: 152044-53-6
• Molecular Formula: C26H39NO6S
• Molecular Weight: 493.66
• Purity: ≥95%
• Synonyms: (1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12-tetramethyl-3-[(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione; (-)-Epothilone A; Epothilone A
• Target: Microtubule/Tubulin
• Solubility: >17.45mg/mL in DMSO
• Storage: 3 years -20C powder
• IUPAC Name: (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
• InChI: InChI=1S/C26H39NO6S/c1-14-8-7-9-19-21(32-19)11-20(15(2)10-18-13-34-17(4)27-18)33-23(29)12-22(28)26(5,6)25(31)16(3)24(14)30/h10,13-14,16,19-22,24,28,30H,7-9,11-12H2,1-6H3/b15-10+/t14-,16+,19+,20-,21-,22-,24-/m0/s1
• InChIKey: HESCAJZNRMSMJG-KKQRBIROSA-N
• SMILES: C[C@H]1CCC[C@@H]2[C@@H](O2)C[C@H](OC(=O)C[C@@H](C(C(=O)[C@@H]([C@H]1O)C)(C)C)O)/C(=C/C3=CSC(=N3)C)/C

Epothilone A（Cat No.:R012131）is a microtubule-stabilizing agent that belongs to a class of compounds known as epothilones, derived from the bacterium Sorangium cellulosum. It functions by binding to β-tubulin, promoting microtubule polymerization and preventing their depolymerization, which disrupts the normal dynamics of the mitotic spindle during cell division. This leads to cell cycle arrest and apoptosis in cancer cells. Epothilone A has shown promising activity against various cancers, including breast and ovarian tumors, particularly in cases resistant to taxanes. Its potential as a chemotherapeutic agent continues to be explored in clinical studies.

Reference

Epothilons A and B: Antifungal and cytotoxic compounds from Sorangium cellulosum (myxobacteria) production, physico-chemical and biological properties. Gerth K. et al. J. Antibiot. (Tokyo) 1996, 49, 560.Epothilones, a new class of microtubule-stabilizing agents with a taxol-like mechanism of action. Bollag D. M. et al. Cancer Res. 1995, 55, 2325.