N-[(10S)-5-hydroxy-3,4,14-trimethoxy-13-oxotricyclo[9.5.0.02,7]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl](2H3)acetamide

• ChemBase编号: 165748
• 分子式: C21H23NO6
• 平均质量: 385.41042
• 单一同位素质量: 385.15253746
• SMILES: c1c(c(c(c2c1CC[C@@H](c1c2ccc(c(=O)c1)OC)NC(=O)C)OC)OC)O
• Canonical SMILES: COc1ccc2c(cc1=O)[C@H](CCc1c2c(OC)c(c(c1)O)OC)NC(=O)C
• InChI: InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-17(25)20(27-3)21(28-4)19(12)13-6-8-18(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1
• InChIKey: JRRUSQGIRBEMRN-HNNXBMFYSA-N

名称和登记号

名称

• IUPAC标准名: N-[(10S)-5-hydroxy-3,4,14-trimethoxy-13-oxotricyclo[9.5.0.0^2,^7]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl](^2H₃)acetamide
• IUPAC传统名: N-[(10S)-5-hydroxy-3,4,14-trimethoxy-13-oxotricyclo[9.5.0.0^2,^7]hexadeca-1(16),2(7),3,5,11,14-hexaen-10-yl](^2H₃)acetamide
• 别名: N-[(7S)-5,6,7,9-Tetrahydro-3-hydroxy-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-acetamide-d3; O3-Demethylcolchicine-d3; 3-Demethyl-(-)-colchicine-d3; 3-Demethylcolchicine-d3; 3-Desmethylcolchicine-d3; 3-Demethyl Colchicine-d3

登记号

• CAS号: 1314417-96-3
• PubChem SID: 162259881
• PubChem CID: 53312104

理论计算性质

• Acid pKa: 9.938099
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 1.3160775
• LogD (pH = 7.4): 1.314847
• Log P: 1.3160945
• 摩尔折射率: 106.8933 cm^3
• 极化性: 39.80432 Å^3
• 极化表面积: 94.09 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D230887

A labelled metabolite of Colchicine (C640000). Has shown anti-tumor activity.

参考文献

• Martinez, M. et al.: J. Appl. Toxicol., 15, 49 (1995)
• De Vincenzo, R. et al.: Oncol. Res., 11, 145(1995)
• Das, D. et al.: Biochim. Biophys. Acta., 1502, 351 (1995)
• Wagner, B. et al.: J. Biol. Chem., 275, 22461(1995)