5-(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-15-yl 3-tert-butyl (5R)-4-[4-(benzyloxy)phenyl]-2,2-dimethyl-1,3-oxazolidine-3,5-dicarboxylate

• ChemBase编号: 161939
• 分子式: C58H66Cl3NO18
• 平均质量: 1171.49954
• 单一同位素质量: 1169.33454732
• SMILES: C12=C([C@H](C[C@](C1(C)C)([C@H]([C@H]1[C@](C(=O)[C@@H]2OC(=O)C)([C@H](C[C@@H]2[C@]1(CO2)OC(=O)C)OC(=O)OCC(Cl)(Cl)Cl)C)OC(=O)c1ccccc1)O)OC(=O)[C@H]1C(N(C(O1)(C)C)C(=O)OC(C)(C)C)c1ccc(cc1)OCc1ccccc1)C
• Canonical SMILES: CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](OC(=O)OCC(Cl)(Cl)Cl)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]1OC(N(C1c1ccc(cc1)OCc1ccccc1)C(=O)OC(C)(C)C)(C)C)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
• InChI: InChI=1S/C58H66Cl3NO18/c1-31-38(75-49(67)44-42(62(54(9,10)79-44)50(68)80-52(4,5)6)35-22-24-37(25-23-35)71-28-34-18-14-12-15-19-34)27-57(70)47(77-48(66)36-20-16-13-17-21-36)45-55(11,46(65)43(74-32(2)63)41(31)53(57,7)8)39(76-51(69)73-30-58(59,60)61)26-40-56(45,29-72-40)78-33(3)64/h12-25,38-40,42-45,47,70H,26-30H2,1-11H3/t38-,39-,40+,42?,43+,44+,45-,47-,55+,56-,57+/m0/s1
• InChIKey: MVNAOJQBIHEDRE-WFLSOGADSA-N

名称和登记号

名称

• IUPAC标准名: 5-(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-15-yl 3-tert-butyl (5R)-4-[4-(benzyloxy)phenyl]-2,2-dimethyl-1,3-oxazolidine-3,5-dicarboxylate
• IUPAC传统名: 5-(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-15-yl 3-tert-butyl (5R)-4-[4-(benzyloxy)phenyl]-2,2-dimethyl-1,3-oxazolidine-3,5-dicarboxylate
• 别名: 3'-p-O-Benzyl-N-desbenzoyl-N-tert-butoxycarbonyl-N,O-isopropylidene-7-{[(2,2,2,-trichloroethyl)oxy]carbonyl} Paclitaxel

登记号

• PubChem SID: 162256074
• PubChem CID: 71313926

理论计算性质

• Acid pKa: 11.219194
• 质子受体: 12
• 质子供体: 1
• LogD (pH = 5.5): 8.843265
• LogD (pH = 7.4): 8.843199
• Log P: 8.843265
• 摩尔折射率: 287.2111 cm^3
• 极化性: 114.26959 Å^3
• 极化表面积: 235.26 Å^2
• 可自由旋转的化学键: 21
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Ethyl Acetate
• 外观: White Solid

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - B288700

A protected Paclitaxel (Taxol) derivative. It can be useful for the treatment of cancer.

参考文献

• Xiao, X.-Y., et al.: J. Org. Chem., 62, 6029 (1997).