4'-(2H5)ethyl-4'-hydroxy-1',3',4',7',8',10'-hexahydrospiro[1,3-dioxolane-2,6'-pyrano[3,4-f]indolizine]-3',10'-dione

• ChemBase编号: 168528
• 分子式: C15H17NO6
• 平均质量: 307.29858
• 单一同位素质量: 307.10558727
• SMILES: n12c(cc3c(c1=O)COC(=O)C3(O)CC)C1(CC2)OCCO1
• Canonical SMILES: CCC1(O)C(=O)OCc2c1cc1n(c2=O)CCC21OCCO2
• InChI: InChI=1S/C15H17NO6/c1-2-14(19)10-7-11-15(21-5-6-22-15)3-4-16(11)12(17)9(10)8-20-13(14)18/h7,19H,2-6,8H2,1H3
• InChIKey: GHFZMAJAVDXFDR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4'-(^2H₅)ethyl-4'-hydroxy-1',3',4',7',8',10'-hexahydrospiro[1,3-dioxolane-2,6'-pyrano[3,4-f]indolizine]-3',10'-dione
• IUPAC传统名: 4'-(^2H₅)ethyl-4'-hydroxy-7',8'-dihydro-1'H-spiro[1,3-dioxolane-2,6'-pyrano[3,4-f]indolizine]-3',10'-dione
• 别名: (±)-4'-Ethyl-7',8'-dihydro-4'-hydroxy-spiro[1,3-dioxolane-2,6'(3'H)-[1H]pyrano[3,4-f]indolizine]-3',10'(4'H)-dione-d5; 4'-Ethyl-7',8'-dihydro-4'-hydroxy-spiro[1,3-dioxolane-2,6'(3'H)-[1H]pyrano[3,4-f]indolizine]-3',10'(4'H)-dione-d5

登记号

• PubChem SID: 162262660
• PubChem CID: 71316568

理论计算性质

• Acid pKa: 11.710747
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): -0.13364184
• LogD (pH = 7.4): -0.13366279
• Log P: -0.13364157
• 摩尔折射率: 75.222 cm^3
• 极化性: 29.089802 Å^3
• 极化表面积: 85.3 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dichloroform; Methanol
• 外观: Off-white Solid

详细说明

Toronto Research Chemicals - E917312

Used in the preparation of Camptothecin and Homocamptothecin derivatives, for their therapeutic use as antitumor agents.

参考文献

• Wani, M.C., et al.: J. Med. Chem., 29, 2358 (1986)
• Miller, K.D., et al.: Invest. New Drugs, 22, 69 (1986)
• Punt, C.J.A., et al.: Eur. J. Cancer, 40, 1332 (1986)
• Wang, J.-Q., et al.: Bioorg. Med. Chem., 13, 549 (2005)