(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-[4-(benzyloxy)phenyl]-2-hydroxy-3-[(2H5)phenylformamido]propanoyl]oxy}-1,9-dihydroxy-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: 161936
• 分子式: C54H57NO15
• 平均质量: 960.02808
• 单一同位素质量: 959.37282013
• 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](c1ccc(cc1)OCc1ccccc1)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](c1ccc(cc1)OCc1ccccc1)NC(=O)c1ccccc1)O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
• InChI: InChI=1S/C54H57NO15/c1-30-38(68-50(63)43(59)42(55-48(61)35-18-12-8-13-19-35)34-22-24-37(25-23-34)65-28-33-16-10-7-11-17-33)27-54(64)47(69-49(62)36-20-14-9-15-21-36)45-52(6,39(58)26-40-53(45,29-66-40)70-32(3)57)46(60)44(67-31(2)56)41(30)51(54,4)5/h7-25,38-40,42-45,47,58-59,64H,26-29H2,1-6H3,(H,55,61)/t38-,39-,40+,42-,43+,44+,45-,47-,52+,53-,54+/m0/s1
• InChIKey: WJOAVZUMSFWJIU-XZFFVMLHSA-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-[(^2H₅)phenylformamido]propanoyl]oxy}-1,9-dihydroxy-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,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-[4-(benzyloxy)phenyl]-2-hydroxy-3-[(^2H₅)phenylformamido]propanoyl]oxy}-1,9-dihydroxy-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: 3'-p-O-Benzyl Paclitaxel-d5

登记号

• PubChem SID: 162256071
• PubChem CID: 71313923

理论计算性质

• Acid pKa: 10.364214
• 质子受体: 11
• 质子供体: 4
• LogD (pH = 5.5): 5.1056356
• LogD (pH = 7.4): 5.1051707
• Log P: 5.105642
• 摩尔折射率: 249.3703 cm^3
• 极化性: 98.64291 Å^3
• 极化表面积: 230.52 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: 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 - B288692

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

参考文献

• Sonnichsen, D., et al.: J. Pharmacol. Exp. Ther., 275, 566 (1995)
• Walle, T., et al.: Drug Metab. Dispos., 23, 506 (1995)
• Torres, K., et al.: Cancer Res., 58, 3620 (1995)
• Svojanovsky, S., et al.: J. Pharm. Biomed. Anal., 20, 549 (1999).