1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-(methoxycarbonyl)-1λ5-pyridin-1-ylium trifluoromethanesulfonate

• ChemBase编号: 175139
• 分子式: C13H16F3NO9S
• 平均质量: 419.3276496
• 单一同位素质量: 419.04978676
• SMILES: [C@@H]1([C@H]([C@@H](O[C@@H]1CO)[n+]1cc(ccc1)C(=O)OC)O)O.C(F)(F)(F)S(=O)(=O)[O-]
• Canonical SMILES: [O-]S(=O)(=O)C(F)(F)F.OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)[n+]1cccc(c1)C(=O)OC
• InChI: InChI=1S/C12H16NO6.CHF3O3S/c1-18-12(17)7-3-2-4-13(5-7)11-10(16)9(15)8(6-14)19-11;2-1(3,4)8(5,6)7/h2-5,8-11,14-16H,6H2,1H3;(H,5,6,7)/q+1;/p-1/t8-,9-,10-,11-;/m1./s1
• InChIKey: VIOOBHRPBYGYGY-PSQZEURLSA-M

名称和登记号

名称

• IUPAC标准名: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-(methoxycarbonyl)-1λ^5-pyridin-1-ylium trifluoromethanesulfonate
• IUPAC传统名: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-(methoxycarbonyl)-1λ^5-pyridin-1-ylium triflate
• 别名: 3-(Methoxycarbonyl)-1-β-D-ribofuranosyl-pyridinium; Nicotinic Acid Riboside Methyl Ester Triflate

登记号

• PubChem SID: 164231049
• PubChem CID: 71751028

理论计算性质

• Acid pKa: 11.722088
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -4.967945
• LogD (pH = 7.4): -4.9679246
• Log P: -4.967945
• 摩尔折射率: 63.7814 cm^3
• 极化性: 25.27854 Å^3
• 极化表面积: 100.1 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: Methanol; Water
• 外观: Yellow Syrup

详细说明

Toronto Research Chemicals - N429405

Analogue of an effective agent for increasing nicotinamide adenine dinucleotide (NAD) concentrations in mammalian cells.

参考文献

• Belenky, P. et al.; J. Biol. Chem. 284, 158 (2009)
• Yang, T. et al.: J. Med. Chem., 50, 6458 (2009)