2,2,2-trifluoro-N-[(10S)-14-hydroxy-3,4,5-trimethoxy-13-oxotricyclo[9.5.0.02,7]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl]-N-methylacetamide

• ChemBase编号: 179064
• 分子式: C22H22F3NO6
• 平均质量: 453.4083896
• 单一同位素质量: 453.13992209
• SMILES: c1c(c(c(c2c1CC[C@@H](c1c2ccc(c(=O)c1)O)N(C(=O)C(F)(F)F)C)OC)OC)OC
• Canonical SMILES: COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1[C@H](CC2)N(C(=O)C(F)(F)F)C)O
• InChI: InChI=1S/C22H22F3NO6/c1-26(21(29)22(23,24)25)14-7-5-11-9-17(30-2)19(31-3)20(32-4)18(11)12-6-8-15(27)16(28)10-13(12)14/h6,8-10,14H,5,7H2,1-4H3,(H,27,28)/t14-/m0/s1
• InChIKey: BGKNQBHEZDTGMU-AWEZNQCLSA-N

名称和登记号

名称

• IUPAC标准名: 2,2,2-trifluoro-N-[(10S)-14-hydroxy-3,4,5-trimethoxy-13-oxotricyclo[9.5.0.0^2,^7]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl]-N-methylacetamide
• IUPAC传统名: 2,2,2-trifluoro-N-[(10S)-14-hydroxy-3,4,5-trimethoxy-13-oxotricyclo[9.5.0.0^2,^7]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl]-N-methylacetamide
• 别名: 2,2,2-Trifluoro-N-methyl-N-[(7S)-5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo[a]heptalen-7-yl]acetamide; N-Trifluoroacetyl-N-methyl-deacetylcolchiceine

登记号

• CAS号: 1217782-80-3
• PubChem SID: 164234974
• PubChem CID: 29987738

理论计算性质

• Acid pKa: 10.098874
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 2.705155
• LogD (pH = 7.4): 2.7042983
• Log P: 2.7051659
• 摩尔折射率: 112.5313 cm^3
• 极化性: 41.00742 Å^3
• 极化表面积: 85.3 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloromethane; Dichlormethane; DMSO; Methanol
• 外观: Yellow Solid

详细说明

Toronto Research Chemicals - T789500

An antimitotic agent that disrupts microtubles by binding to tubulin and preventing its polymerization. Stimulates the intrinsic GTPase activity of tubulin. Induces apoptosis in several normal and tumor cell lines and activates the JNK/SAPK signaling pa

参考文献

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• Ceccatelli, S., et al.: Neuroreport, 8, 3779 (1992)
• Want, T.H., et al.: J. Biol. Chem., 273, 4928 (1992)
• Andreu, J.M., et al.: Biochemistry, 37, 8356 (1992)
• Jordan, A., et al.: Med. Res. Rev