3-{3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]propanoyl}benzoic acid

• ChemBase编号: 169528
• 分子式: C19H18N4O7
• 平均质量: 414.36882
• 单一同位素质量: 414.11754894
• SMILES: [nH]1cnc2c(c1=O)ncn2[C@H]1[C@@H]([C@@H]([C@H](O1)CCC(=O)c1cc(ccc1)C(=O)O)O)O
• Canonical SMILES: O[C@@H]1[C@@H](CCC(=O)c2cccc(c2)C(=O)O)O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2=O
• InChI: InChI=1S/C19H18N4O7/c24-11(9-2-1-3-10(6-9)19(28)29)4-5-12-14(25)15(26)18(30-12)23-8-22-13-16(23)20-7-21-17(13)27/h1-3,6-8,12,14-15,18,25-26H,4-5H2,(H,28,29)(H,20,21,27)/t12-,14-,15-,18-/m1/s1
• InChIKey: VEDWXCWBMDQNCV-SCFUHWHPSA-N

名称和登记号

名称

• IUPAC标准名: 3-{3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]propanoyl}benzoic acid
• IUPAC传统名: futalosine
• 别名: Futalosine; 3-[1,5,6-Trideoxy-1-(1,6-dihydro-6-oxo-9H-purin-9-yl)-β-D-ribo-heptofuranuronoyl]benzoic Acid

登记号

• CAS号: 210644-32-9
• PubChem SID: 162263660
• PubChem CID: 10364451

理论计算性质

• Acid pKa: 3.9135375
• 质子受体: 9
• 质子供体: 4
• LogD (pH = 5.5): -1.9659435
• LogD (pH = 7.4): -3.5906794
• Log P: -0.3729568
• 摩尔折射率: 101.6518 cm^3
• 极化性: 38.12586 Å^3
• 极化表面积: 163.34 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - F866500

A new nucleoside analog, was isolated from a fermentation broth of Streptomyces sp. MK359-NF1. An antibiotic cancer inhibitor.

参考文献

• Parkin, D., et al.: J. Biol. Chem., 271, 21713 (1996)
• Meganathan, R., et al.: Vitam. Horm., 61, 173 (1996)
• Hiratsuka, T., et al.: Science, 321, 1670 (1996)