Epothilone A

• CAT Number: R012131
• CAS Number: 152044-53-6
• Molecular Formula: C26H39NO6S
• Molecular Weight: 493.659
• 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: (1R,5S,6S,7R,10S,14S,16S)-6,10-dihydroxy-5,7,9,9-tetramethyl-14-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-13,17-dioxabicyclo[14.1.0]heptadecane-8,12-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: CC1CCCC2C(O2)CC(OC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC3=CSC(=N3)C)C

Epothilone A is a microtubule inhibitor isolated from the myxobacteria, Sorangium cellulosum. Epothilone A has been investigated in clinical trials as an antitumor agent.Epothilone A acts by stabilising microtubule formation at the taxol binding site, and causes cell cycle arrest at the G2/M transition, leading to cytotoxicity.

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.