(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]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: 165483
• 分子式: C43H48Cl3NO15
• 平均质量: 925.19792
• 单一同位素质量: 923.20895288
• 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](c1ccccc1)N)O)C
• Canonical SMILES: CC(=O)O[C@@H]1C2=C(C)[C@@H](OC(=O)[C@@H]([C@H](c3ccccc3)N)O)C[C@@](C2(C)C)(O)[C@H]([C@H]2[C@@](C1=O)(C)[C@@H](OC(=O)OCC(Cl)(Cl)Cl)C[C@@H]1[C@]2(CO1)OC(=O)C)OC(=O)c1ccccc1
• InChI: InChI=1S/C43H48Cl3NO15/c1-21-26(59-37(53)31(50)30(47)24-13-9-7-10-14-24)18-42(55)35(61-36(52)25-15-11-8-12-16-25)33-40(6,34(51)32(58-22(2)48)29(21)39(42,4)5)27(60-38(54)57-20-43(44,45)46)17-28-41(33,19-56-28)62-23(3)49/h7-16,26-28,30-33,35,50,55H,17-20,47H2,1-6H3/t26-,27-,28+,30-,31+,32+,33-,35-,40+,41-,42+/m0/s1
• InChIKey: KVRBBGQICGEZIW-GBMYMWMNSA-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-amino-2-hydroxy-3-phenylpropanoyl]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-amino-2-hydroxy-3-phenylpropanoyl]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: N-Debenzoyl-7-[[(2,2,2-trichloroethoxy)carbonyl]oxy]taxol; N-Debenzoyl-7-{[(2,2,2,-trichloroethyl)oxy]carbonyl} Paclitaxel

登记号

• CAS号: 114915-15-0
• PubChem SID: 162259616
• PubChem CID: 10772140

理论计算性质

• Acid pKa: 11.157876
• 质子受体: 11
• 质子供体: 3
• LogD (pH = 5.5): 2.068876
• LogD (pH = 7.4): 3.7600658
• Log P: 4.5013914
• 摩尔折射率: 218.9098 cm^3
• 极化性: 87.75948 Å^3
• 极化表面积: 233.51 Å^2
• 可自由旋转的化学键: 17
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Ethyl Acetate; Methanol
• 外观: White Solid

详细说明

Toronto Research Chemicals - D205125

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

参考文献

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