9-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,3,6,9-tetrahydro-1H-purine-2,6-dione

• ChemBase编号: 179596
• 分子式: C10H12N4O6
• 平均质量: 284.22548
• 单一同位素质量: 284.07568412
• SMILES: [nH]1c(=O)[nH]c2c(c1=O)ncn2[C@H]1C([C@H]([C@H](O1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H](C([C@H]1O)O)n1cnc2c1[nH]c(=O)[nH]c2=O
• InChI: InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5+,6?,9-/m1/s1
• InChIKey: UBORTCNDUKBEOP-ACJOCUEISA-N

名称和登记号

名称

• IUPAC标准名: 9-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,3,6,9-tetrahydro-1H-purine-2,6-dione
• IUPAC传统名: 9-[(2R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-dihydropurine-2,6-dione
• 别名: 3,9-Dihydro-9-β-D-ribofuranosyl-1H-purine-2,6-dione Dihydrate; Xanthine Riboside Dihydrate; 9-β-D-Ribofuranosylxanthine Dihydrate; NSC 18930 Dihydrate; Xanthine-9 β-D-Ribofuranoside Dihydrate; Xanthosine Dihydrate

登记号

• CAS号: 5968-90-1
• PubChem SID: 164235506
• PubChem CID: 44282993

理论计算性质

• Acid pKa: 9.026443
• 质子受体: 7
• 质子供体: 5
• LogD (pH = 5.5): -1.8064616
• LogD (pH = 7.4): -1.8163598
• Log P: -1.8063322
• 摩尔折射率: 62.2085 cm^3
• 极化性: 23.752626 Å^3
• 极化表面积: 145.94 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: >235°C (dec.)

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - X742100

The deamination product of Guanosine. Potential biomarker for detecting radiation exposure. Used in the amplification of DNA isothermal strand displacement.

参考文献

• Magasanik, B, et al.: J. Bio. Chem., 206, 83 (1954).