(2R,4R,5R)-2-[2-amino-6-(benzyloxy)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase编号: 161558
• 分子式: C17H19N5O5
• 平均质量: 373.36326
• 单一同位素质量: 373.13861873
• SMILES: n1([C@H]2C([C@H]([C@H](O2)CO)O)O)cnc2c1nc(nc2OCc1ccccc1)N
• Canonical SMILES: OC[C@H]1O[C@H](C([C@H]1O)O)n1cnc2c1nc(N)nc2OCc1ccccc1
• InChI: InChI=1S/C17H19N5O5/c18-17-20-14-11(15(21-17)26-7-9-4-2-1-3-5-9)19-8-22(14)16-13(25)12(24)10(6-23)27-16/h1-5,8,10,12-13,16,23-25H,6-7H2,(H2,18,20,21)/t10-,12+,13?,16-/m1/s1
• InChIKey: LWYXQHQQWVZSOQ-QEFZCKDJSA-N

名称和登记号

名称

• IUPAC标准名: (2R,4R,5R)-2-[2-amino-6-(benzyloxy)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC传统名: (2R,4R,5R)-2-[2-amino-6-(benzyloxy)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• 别名: O6-Benzylguanosine; 2-Amino-6-(benzyloxy)-9-β-D-ribofuranosyl-purine; 6-O-(Phenylmethyl)guanosine; O6-Benzyl Guanosine

登记号

• CAS号: 4552-61-8
• PubChem SID: 162255693
• PubChem CID: 71313823

理论计算性质

• Acid pKa: 12.453926
• 质子受体: 9
• 质子供体: 4
• LogD (pH = 5.5): 0.1544306
• LogD (pH = 7.4): 0.15461774
• Log P: 0.154624
• 摩尔折射率: 94.2174 cm^3
• 极化性: 36.581486 Å^3
• 极化表面积: 148.77 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: Off-White to Beige Solid
• 熔点: 135-138°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - B278525

Protected Guanosine derivative.

参考文献

• Kokkinakis, D., et al.: Cancer Chemother. Pharmacol., 45, 69 (1998)
• Hebert, M., et al.: J. Biol. Chem., 273, 5557 (1998)