(-)-EPOTHILONE A

The Epothilone A, with the CAS registry number 152044-53-6, is also known as (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. It belongs to the product categories of Chiral Reagents; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds. This chemical's molecular formula is C₂₆H₃₉NO₆S and molecular weight is 493.66. What's more, both its IUPAC name and systematic name are the same which is called (1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12-tetramethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)-1-propen-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione. The epothilones are a novel class of antineoplastic agents possessing antitubulin activity. Epothilone A, B isolated from Sorangium cellulosum was associated with cell cycle arrest at G2/M transition and apoptosis that was resisted with overexpression of β-tubulin and P-glycoprotein in human bladder carcinoma cell.

Physical properties about Epothilone A are: (1)ACD/LogP: -0.088; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.09; (4)ACD/LogD (pH 7.4): -0.09; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 21.30; (8)ACD/KOC (pH 7.4): 21.33; (9)#H bond acceptors: 7; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 137.49 Å²; (13)Index of Refraction: 1.532; (14)Molar Refractivity: 133.765 cm³; (15)Molar Volume: 431.816 cm³; (16)Polarizability: 53.029×10^-24cm³; (17)Surface Tension: 41.473 dyne/cm; (18)Density: 1.143 g/cm³; (19)Flash Point: 367.057 °C; (20)Enthalpy of Vaporization: 105.277 kJ/mol; (21)Boiling Point: 683.317 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C1[C@H](C)[C@@H](O)[C@@H](C)CCC[C@H]3O[C@H]3C[C@H](OC(=O)C[C@H](O)C1(C)C)/C(=C/c2nc(sc2)C)C
(2) 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
(3) InChIKey: HESCAJZNRMSMJG-KKQRBIROSA-N