(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-[4-(benzyloxy)phenyl]-2-hydroxy-3-(phenylformamido)propanoyl]oxy}-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-2-yl benzoate

• ChemBase编号: 161937
• 分子式: C57H58Cl3NO17
• 平均质量: 1135.42592
• 单一同位素质量: 1133.27703244
• 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]([C@H](c1ccc(cc1)OCc1ccccc1)NC(=O)c1ccccc1)O)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]([C@H](c1ccc(cc1)OCc1ccccc1)NC(=O)c1ccccc1)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
• InChI: InChI=1S/C57H58Cl3NO17/c1-31-39(75-51(68)44(64)43(61-49(66)36-18-12-8-13-19-36)35-22-24-38(25-23-35)71-28-34-16-10-7-11-17-34)27-56(70)48(77-50(67)37-20-14-9-15-21-37)46-54(6,47(65)45(74-32(2)62)42(31)53(56,4)5)40(76-52(69)73-30-57(58,59)60)26-41-55(46,29-72-41)78-33(3)63/h7-25,39-41,43-46,48,64,70H,26-30H2,1-6H3,(H,61,66)/t39-,40-,41+,43-,44+,45+,46-,48-,54+,55-,56+/m0/s1
• InChIKey: REGYSPDDSXFBBD-VYXKMJKBSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-[4-(benzyloxy)phenyl]-2-hydroxy-3-(phenylformamido)propanoyl]oxy}-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-2-yl benzoate
• IUPAC传统名: (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-[4-(benzyloxy)phenyl]-2-hydroxy-3-(phenylformamido)propanoyl]oxy}-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-2-yl benzoate
• 别名: 3'-p-O-Benzyl-7-{[(2,2,2,-trichloroethyl)oxy]carbonyl} Paclitaxel

登记号

• PubChem SID: 162256072
• PubChem CID: 71313924

理论计算性质

• Acid pKa: 11.154233
• 质子受体: 12
• 质子供体: 3
• LogD (pH = 5.5): 7.7412133
• LogD (pH = 7.4): 7.741138
• Log P: 7.7412143
• 摩尔折射率: 280.0999 cm^3
• 极化性: 110.67902 Å^3
• 极化表面积: 245.82 Å^2
• 可自由旋转的化学键: 22
• 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 - B288695

Protected 3’-p-Hydroxy Paclitaxel (H948895), a metabolite of Paclitaxel.

参考文献

• Xiao, X.-Y., et al.: J. Org. Chem., 62, 6029 (1997)
• Sonnichsen, D., et al.: J. Pharmacol. Exp. Ther., 275, 566 (1997)
• Walle, T., et al.: Drug Metab. Dispos., 23, 506 (1997)
• Torres, K., et al.: Cancer Res., 58, 3620 (1997)
• Svojanovsky, S., et al.: J.