3-[5-羟基-2-(3-羟基-4-甲氧基-苯基)-4-氧代-苯并吡喃-7-基]氧基丙烷-1-磺酸钾 | 70412-86-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 3-[5-羟基-2-(3-羟基-4-甲氧基-苯基)-4-氧代-苯并吡喃-7-基]氧基丙烷-1-磺酸钾
• 中文别名: 氯化(2S-反)-3,4-二甲基-2-苯基吗啉正离子
• 英文名称: 3',5-dihydroxy-4'-methoxy-7-(sulfopropoxy)flavone potassium salt
• 英文别名: 1-Propanesulfonic acid, 3-((5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl)oxy)-, monopotassium salt；potassium;3-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxypropane-1-sulfonate
• CAS: 70412-86-1
• 化学式: C₁₉H₁₇O₉S*K
• 分子量: 460.503
• InChiKey: GSIFLSWLVOINIL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  151
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone 在 吡啶 、 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 、 过氧化苯甲酰 作用下， 以 1,4-二氧六环 、 四氯化碳 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.0h， 生成 3-[5-羟基-2-(3-羟基-4-甲氧基-苯基)-4-氧代-苯并吡喃-7-基]氧基丙烷-1-磺酸钾
  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