(2R,3S,5R)-5-(2-amino-6-{[1-hydroxy(3,3,3-2H3)propan-2-yl]oxy}-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

• ChemBase编号: 170816
• 分子式: C13H19N5O5
• 平均质量: 325.32046
• 单一同位素质量: 325.13861873
• SMILES: n1c(nc2c(c1OC(CO)C)ncn2[C@H]1C[C@@H]([C@H](O1)CO)O)N
• Canonical SMILES: OCC(Oc1nc(N)nc2c1ncn2[C@@H]1O[C@@H]([C@H](C1)O)CO)C
• InChI: InChI=1S/C13H19N5O5/c1-6(3-19)22-12-10-11(16-13(14)17-12)18(5-15-10)9-2-7(21)8(4-20)23-9/h5-9,19-21H,2-4H2,1H3,(H2,14,16,17)/t6?,7-,8+,9+/m0/s1
• InChIKey: DPRKTPGJARCDPS-GSLILNRNSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S,5R)-5-(2-amino-6-{[1-hydroxy(3,3,3-^2H₃)propan-2-yl]oxy}-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• IUPAC传统名: (2R,3S,5R)-5-(2-amino-6-{[1-hydroxy(3,3,3-^2H₃)propan-2-yl]oxy}purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• 别名: O6-(2-Hydroxy-1-methylethyl)-2'-deoxyguanosine-d3

登记号

• PubChem SID: 164226726
• PubChem CID: 71749150

理论计算性质

• Acid pKa: 13.817993
• 质子受体: 9
• 质子供体: 4
• LogD (pH = 5.5): -0.9427466
• LogD (pH = 7.4): -0.9427383
• Log P: -0.94273806
• 摩尔折射率: 78.8052 cm^3
• 极化性: 30.74809 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

详细说明

Toronto Research Chemicals - H946982

Labelled O6-(2-Hydroxy-1-methylethyl)-2’-deoxyguanosine, a mutagenic O6-alkylguanine adduct that induces mismatch repair-mediated toxicity.

参考文献

• Mazon, G. et al.: Proc. Nat. Acad. Sci. USA, 107, S18050 (2010)