9-[(2R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

• ChemBase编号: 165978
• 分子式: C10H12N4O4
• 平均质量: 252.22668
• 单一同位素质量: 252.08585488
• SMILES: [nH]1cnc2c(c1=O)ncn2[C@H]1C(C[C@H](O1)CO)O
• Canonical SMILES: OC[C@@H]1CC([C@@H](O1)n1cnc2c1nc[nH]c2=O)O
• InChI: InChI=1S/C10H12N4O4/c15-2-5-1-6(16)10(18-5)14-4-13-7-8(14)11-3-12-9(7)17/h3-6,10,15-16H,1-2H2,(H,11,12,17)/t5-,6?,10+/m0/s1
• InChIKey: RPZDLTVHZJHPAW-GZRQHRFASA-N

名称和登记号

名称

• IUPAC标准名: 9-[(2R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
• IUPAC传统名: 9-[(2R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• 别名: 1,9-Dihydro-9-(3’-deoxy-β-D-ribofuranosyl)-6H-purin-6-one; 3'-Deoxyinosine

登记号

• CAS号: 13146-72-0
• PubChem SID: 162260111
• PubChem CID: 57135916

理论计算性质

• Acid pKa: 8.933947
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): -1.7883899
• LogD (pH = 7.4): -1.799316
• Log P: -1.7882434
• 摩尔折射率: 60.2347 cm^3
• 极化性: 22.450644 Å^3
• 极化表面积: 108.97 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D239760

An Inosine (I661000) analog with potential use as an antileishmanial drug. Used as an inhibiting agent in studies of Trypanosoma cruzi growth inside host cells in vitro. An impurity of the antiviral drug 2’,3’-Dideoxyinosine (D440950).

参考文献

• Morishige, K. et al.: Exp. Parasitol., 80, 665 (1995)
• Aoki, T. et al.: Adv. Exp. Med. Biol., 370, 499 (1995)