(4S)-4-(2H5)ethyl-4-hydroxy-1H,3H,4H,6H,7H,8H,10H-pyrano[3,4-f]indolizine-3,6,10-trione

• ChemBase编号: 168527
• 分子式: C13H13NO5
• 平均质量: 263.24602
• 单一同位素质量: 263.07937252
• SMILES: n12c(cc3c(c1=O)COC(=O)[C@]3(O)CC)C(=O)CC2
• Canonical SMILES: CC[C@@]1(O)C(=O)OCc2c1cc1C(=O)CCn1c2=O
• InChI: InChI=1S/C13H13NO5/c1-2-13(18)8-5-9-10(15)3-4-14(9)11(16)7(8)6-19-12(13)17/h5,18H,2-4,6H2,1H3/t13-/m0/s1
• InChIKey: IGKWOGMVAOYVSJ-ZDUSSCGKSA-N

名称和登记号

名称

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

登记号

• PubChem SID: 162262659
• PubChem CID: 71316567

理论计算性质

• Acid pKa: 11.708805
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -0.47680008
• LogD (pH = 7.4): -0.47682112
• Log P: -0.47679982
• 摩尔折射率: 65.7022 cm^3
• 极化性: 24.798914 Å^3
• 极化表面积: 83.91 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: Dichloromethane; Methanol
• 外观: Dark Yellow Solid

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - E917302

Used in the preparation of Camptothecin 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 (1986)