2-amino-8-(benzyloxy)-9-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

• ChemBase编号: 161714
• 分子式: C17H19N5O5
• 平均质量: 373.36326
• 单一同位素质量: 373.13861873
• SMILES: C1C([C@H](O[C@H]1n1c2c(nc1OCc1ccccc1)c(=O)[nH]c(n2)N)CO)O
• Canonical SMILES: OC[C@H]1O[C@H](CC1O)n1c(OCc2ccccc2)nc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C17H19N5O5/c18-16-20-14-13(15(25)21-16)19-17(26-8-9-4-2-1-3-5-9)22(14)12-6-10(24)11(7-23)27-12/h1-5,10-12,23-24H,6-8H2,(H3,18,20,21,25)/t10?,11-,12-/m1/s1
• InChIKey: AMEUNRVTNJBDJN-PQDIPPBSSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-8-(benzyloxy)-9-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
• IUPAC传统名: 2-amino-8-(benzyloxy)-9-[(2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• 别名: 2'-Deoxy-8-(phenylmethoxy)guanosine; 8-Benzyloxy-2'-deoxyguanosine

登记号

• CAS号: 96964-90-8
• PubChem SID: 162255849
• PubChem CID: 46780758

理论计算性质

• Acid pKa: 10.107265
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): 0.4454282
• LogD (pH = 7.4): 0.44471887
• Log P: 0.44547173
• 摩尔折射率: 93.6595 cm^3
• 极化性: 35.62383 Å^3
• 极化表面积: 144.22 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: DMF; DMSO
• 外观: Brown solid
• 熔点: 175-177°C

参考文献

• Wang, Y., et al.: Chem. Res. Toxicol., 19, 837 (2006)