{[(2R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy}phosphonic acid

• ChemBase编号: 160672
• 分子式: C6H13O8P
• 平均质量: 244.136381
• 单一同位素质量: 244.03480401
• SMILES: [C@@H]1(C([C@H](O[C@H]1CO)COP(=O)(O)O)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H](C([C@@H]1O)O)COP(=O)(O)O
• InChI: InChI=1S/C6H13O8P/c7-1-3-5(8)6(9)4(14-3)2-13-15(10,11)12/h3-9H,1-2H2,(H2,10,11,12)/t3-,4+,5-,6?/m0/s1
• InChIKey: XYTKBMAMGDBXPU-AMVSKUEXSA-N

名称和登记号

名称

• IUPAC标准名: {[(2R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy}phosphonic acid
• IUPAC传统名: [(2R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxyphosphonic acid
• 别名: 2,5-Anhydro-D-glucitol 6-(Dihydrogen Phosphate); 2,5-Anhydro-D-glucitol-6-phosphate

登记号

• CAS号: 73548-76-2
• PubChem SID: 162254807
• PubChem CID: 71313420

理论计算性质

• Acid pKa: 1.2300867
• 质子受体: 7
• 质子供体: 5
• LogD (pH = 5.5): -5.132665
• LogD (pH = 7.4): -6.2176905
• Log P: -2.6918814
• 摩尔折射率: 45.7664 cm^3
• 极化性: 19.052965 Å^3
• 极化表面积: 136.68 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Brown Viscous Oil

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - A648040

An effective competitive inhibitor of phosphofructokinase (EC 2.7.1.11).

参考文献

• Koerner Jr., T.A.W. et al.: JBC 249(18)
• 5749-5754 (18)
• Reitz, A.B. et al.: Tetrahedron Letters, 26(18)
• 3915-3918 (1985)