3-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-4-hydroxy-6-(carboxymethoxy)-1,2benzisoxazole sodium salt | 70413-08-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-4-hydroxy-6-(carboxymethoxy)-1,2benzisoxazole sodium salt
• 英文别名: Sodium;2-[[4-hydroxy-3-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-1,2-benzoxazol-6-yl]oxy]acetate；sodium;2-[[4-hydroxy-3-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-1,2-benzoxazol-6-yl]oxy]acetate
• CAS: 70413-08-0
• 化学式: C₁₈H₁₆NO₇*Na
• 分子量: 381.317
• InChiKey: CEJQKHCMCBEYKV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.83
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,3',6-trihydroxy-4-(carboxymethoxy)-4'-methoxydihydrochalcone 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 48.0h， 以68%的产率得到3-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-4-hydroxy-6-(carboxymethoxy)-1,2benzisoxazole sodium salt
  参考文献：
  名称：

  Dihydrochalcone sweeteners. A study of the atypical temporal phenomena

  摘要：

  Neohesperidin dihydrochalcone (NHDHC), known since 1963 as an intensely sweet compound, is determined to be 340 +/- 60 (p less than 0.05) times more potent than sucrose. The unusual temporal properties of this material are hypothesized as being due to the effects of metabolism, conformation, chelation, or hydrophobicity. Forty-four analogues are synthesized to test the four hypotheses, none of which are strongly supported. A method of quantitation of temporal characteristics of tastant molecules is developed so as to allow comparison of taste appearance time (AT) and extinction time (ET) of experimental compounds. Four of the new compounds, 40 and 43-45, exhibit high sweetness potencies, ranging from 280 and 440 times sucrose, and may be useful in selected food systems. The temporal taste characteristics remain unimproved over NHDHC, however.

  DOI：

  10.1021/jm00136a011

文献信息

• Dihydrochalcone sweeteners. A study of the atypical temporal phenomena
  作者：Grant E. DuBois、Guy A. Crosby、Rebecca A. Stephenson

  DOI：10.1021/jm00136a011

  日期：1981.4

  Neohesperidin dihydrochalcone (NHDHC), known since 1963 as an intensely sweet compound, is determined to be 340 +/- 60 (p less than 0.05) times more potent than sucrose. The unusual temporal properties of this material are hypothesized as being due to the effects of metabolism, conformation, chelation, or hydrophobicity. Forty-four analogues are synthesized to test the four hypotheses, none of which are strongly supported. A method of quantitation of temporal characteristics of tastant molecules is developed so as to allow comparison of taste appearance time (AT) and extinction time (ET) of experimental compounds. Four of the new compounds, 40 and 43-45, exhibit high sweetness potencies, ranging from 280 and 440 times sucrose, and may be useful in selected food systems. The temporal taste characteristics remain unimproved over NHDHC, however.