2-[(5S)-5-hydroxy-2,6-dioxopiperidin-3-yl]-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase编号: 171359
• 分子式: C13H10N2O5
• 平均质量: 274.2289
• 单一同位素质量: 274.05897143
• SMILES: c1cccc2c1C(=O)N(C2=O)C1C(=O)NC(=O)[C@H](C1)O
• Canonical SMILES: O[C@H]1CC(C(=O)NC1=O)N1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C13H10N2O5/c16-9-5-8(10(17)14-11(9)18)15-12(19)6-3-1-2-4-7(6)13(15)20/h1-4,8-9,16H,5H2,(H,14,17,18)/t8?,9-/m0/s1
• InChIKey: HHTOWVWIVBSOKC-GKAPJAKFSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(5S)-5-hydroxy-2,6-dioxopiperidin-3-yl]-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC传统名: 2-[(5S)-5-hydroxy-2,6-dioxopiperidin-3-yl]isoindole-1,3-dione
• 别名: cis-5-Hydroxy-3-phthalimidoglutarimide; 2-(5-Hydroxy-2,6-dioxo-3-piperidinyl)-1H-Isoindole-1,3(2H)-dione; rel-2-[(3R,5S)-5-Hydroxy-2,6-dioxo-3-piperidinyl]-1H-isoindole-1,3(2H)-dione; 5'-Hydroxy Thalidomide

登记号

• CAS号: 203450-07-1
• PubChem SID: 164227269
• PubChem CID: 71749367

理论计算性质

• Acid pKa: 11.212959
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -0.9281534
• LogD (pH = 7.4): -0.9282187
• Log P: -0.92815256
• 摩尔折射率: 65.7734 cm^3
• 极化性: 24.703327 Å^3
• 极化表面积: 103.78 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: DMSO
• 外观: Tan Solid
• 熔点: >254°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - H960750

A metabolite of Thalidomide, which inhibits FGF-induced angiogenesis. I

参考文献

• Luzzio, F.A., et al.: J.O.C., 70, 10117 (2005)