(2R,3R,5R)-5-{6-[(2-hydroxyethyl)amino]-9H-purin-9-yl}-2-(hydroxymethyl)oxolan-3-ol

• ChemBase编号: 170539
• 分子式: C12H17N5O4
• 平均质量: 295.29448
• 单一同位素质量: 295.12805405
• SMILES: n1cnc2c(c1NCCO)ncn2[C@H]1C[C@H]([C@H](O1)CO)O
• Canonical SMILES: OCCNc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@@H](C1)O)CO
• InChI: InChI=1S/C12H17N5O4/c18-2-1-13-11-10-12(15-5-14-11)17(6-16-10)9-3-7(20)8(4-19)21-9/h5-9,18-20H,1-4H2,(H,13,14,15)/t7-,8-,9-/m1/s1
• InChIKey: KIAMDXBTZWMIAM-IWSPIJDZSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R,5R)-5-{6-[(2-hydroxyethyl)amino]-9H-purin-9-yl}-2-(hydroxymethyl)oxolan-3-ol
• IUPAC传统名: (2R,3R,5R)-5-{6-[(2-hydroxyethyl)amino]purin-9-yl}-2-(hydroxymethyl)oxolan-3-ol
• 别名: 2'-Deoxy-N-(2-hydroxyethyl)adenosine; N6-(2-Hydroxyethyl)-2'-deoxyadenosine

登记号

• CAS号: 137058-94-7
• PubChem SID: 164226449
• PubChem CID: 71749021

理论计算性质

• Acid pKa: 13.8767395
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -1.6690253
• LogD (pH = 7.4): -1.5799887
• Log P: -1.5787238
• 摩尔折射率: 73.4706 cm^3
• 极化性: 28.184952 Å^3
• 极化表面积: 125.55 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: DMSO; Methanol
• 外观: White to Off-White Solid
• 熔点: 128-130°C

安全信息

• 保存条件: Refrigerator
• 保存注意事项: Hygroscopic

详细说明

Toronto Research Chemicals - H941985

A purine deoxynucleoside DNA adduct.

参考文献

• Kasai, H., et al.: Carcinogenesis, 19, 1459 (1998)
• Kuchenmeister, F., et al.: Mutat. Res., 419, 69 (1998)
• Kowalczyk, A., et al.: Biochemistry, 41, 3109 (1998)