(1S,2S,3R,4S,7R,9R,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl benzoate

• ChemBase编号: 168094
• 分子式: C47H51NO14
• 平均质量: 853.90614
• 单一同位素质量: 853.33095532
• 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)O)C)OC(=O)c1ccccc1)O)OC(=O)[C@@H]([C@H](c1ccccc1)NC(=O)c1ccccc1)O)C
• Canonical SMILES: CC(=O)O[C@H]1C(=O)[C@]2(C)[C@H](O)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](OC(=O)[C@@H]([C@H](c1ccccc1)NC(=O)c1ccccc1)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
• InChI: InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32+,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1
• InChIKey: RCINICONZNJXQF-LYTKHFMESA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,3R,4S,7R,9R,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-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,9R,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-2-yl benzoate
• 别名: 7-Epipaclitaxel; 7-Epitaxol; 7-epi-Taxol; Epitaxol; 7-Epi Paclitaxel

登记号

• CAS号: 105454-04-4
• PubChem SID: 162262226
• PubChem CID: 184492

理论计算性质

• Acid pKa: 10.363949
• 质子受体: 10
• 质子供体: 4
• LogD (pH = 5.5): 3.5388339
• LogD (pH = 7.4): 3.5383687
• Log P: 3.53884
• 摩尔折射率: 218.2945 cm^3
• 极化性: 86.54275 Å^3
• 极化表面积: 221.29 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chlorform; Methanol
• 外观: Off-White to Pale Yellow Solid
• 熔点: 168-170°C (dec.)

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - E588630

The compund has been isolated from Taxus brevifolia. It is an antineoplastic that is currently being used in cancer research.

参考文献

• Miller, R., et al.: J. Nat. Prod., 43, 425 (1980)
• Kingston, D., et al.: Pharmacol. Therap., 52, 1 (1980)
• Wiley, R., et al.: Med. Res. Rev., 13, 327 (1980)
• Dordunoo, S., et al.: Int. J. Pharm., 133, 191 (1980)