(1S,2S,3R,4S,7R,9S,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 (2E)-2-methyl(4,4,4-2H3)but-2-enoate

• ChemBase编号: 171778
• 分子式: C45H53NO14
• 平均质量: 831.90062
• 单一同位素质量: 831.34660538
• 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)/C(=C/C)/C)O)OC(=O)[C@@H]([C@H](c1ccccc1)NC(=O)c1ccccc1)O)C
• Canonical SMILES: C/C=C(/C(=O)O[C@H]1[C@@H]2[C@@]3(CO[C@@H]3C[C@@H]([C@@]2(C)C(=O)[C@@H](C2=C([C@H](C[C@]1(O)C2(C)C)OC(=O)[C@@H]([C@H](c1ccccc1)NC(=O)c1ccccc1)O)C)OC(=O)C)O)OC(=O)C)\C
• InChI: InChI=1S/C45H53NO14/c1-9-23(2)40(53)59-38-36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32-24(3)29(21-45(38,55)42(32,6)7)58-41(54)34(50)33(27-16-12-10-13-17-27)46-39(52)28-18-14-11-15-19-28/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/b23-9+/t29-,30-,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1
• InChIKey: YJXDCLDHHJRTGV-WBYYIXQISA-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)-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 (2E)-2-methyl(4,4,4-^2H₃)but-2-enoate
• IUPAC传统名: (1S,2S,3R,4S,7R,9S,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 (2E)-2-methyl(4,4,4-^2H₃)but-2-enoate
• 别名: (αR,βS)-β-(Benzoylamino)-α-hydroxybenzenepropanoic Acid (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-Bis(acetyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-12-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl-d3 Ester; 2-Debenzoyl-2-tigloylpaclitaxel-d3; Isocephalomannine-d3; Iso Cephalomannine-d3

登记号

• PubChem SID: 164227688
• PubChem CID: 71749548

理论计算性质

• Acid pKa: 10.363948
• 质子受体: 10
• 质子供体: 4
• LogD (pH = 5.5): 3.2564714
• LogD (pH = 7.4): 3.2560062
• Log P: 3.2564774
• 摩尔折射率: 212.3023 cm^3
• 极化性: 84.11912 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

详细说明

Toronto Research Chemicals - I789502

Labelled Iso Cephalomannine (I789500). Iso Cephalomannine is a Cephalomannine (C258500) isomer as an impurity in Paclitaxel (P132500) active pharmaceutical ingredient. Paclitaxel impurity A.

参考文献

• Kerns, E., et al.: Drug Info J., 32, 471 (1998)
• Darrington, R., et al.: J. Pharm. Sci., 93, 838 (1998)