1D-3-O-butanoyl-1,2:5,6-di-O-isopropylidene-4-O-methyl-chiro-inositol | 1158414-69-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1D-3-O-butanoyl-1,2:5,6-di-O-isopropylidene-4-O-methyl-chiro-inositol
• 英文别名: [(1R,2S,6S,7S,8R,9R)-8-methoxy-4,4,11,11-tetramethyl-3,5,10,12-tetraoxatricyclo[7.3.0.02,6]dodecan-7-yl] butanoate
• CAS: 1158414-69-7
• 化学式: C₁₇H₂₈O₇
• 分子量: 344.405
• InChiKey: WWAGLYKSBZUDAM-BBZRCZKMSA-N

物化性质

• 沸点：
  397.4±42.0 °C(predicted)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1D-3-O-butanoyl-1,2:5,6-di-O-isopropylidene-4-O-methyl-chiro-inositol 在 高氯酸 、 silica gel 作用下， 以 乙腈 为溶剂， 反应 0.75h， 以90%的产率得到1D-3-O-butanoyl-4-O-methyl-chiro-inositol
  参考文献：
  名称：

  Semi-synthetic analogs of pinitol as potential inhibitors of TNF-α cytokine expression in human neutrophils

  摘要：

  Semi-synthetic analogs of pinitol were subjected to screening by determining TNF-alpha expression in human neutrophils using flowcytometry. Among the tested compounds, three derivatives displayed more than 50% inhibition of TNF-alpha cytokine secretion in LPS induced stimulated neutrophils and can be considered as potent anti-inflammatory moieties. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.050
• 作为产物：
  描述：

  丁酸酐 、 1,2:5,6-双-O-(1-甲基亚乙基)-3-甲基-1D-手性肌醇 在 吡啶 作用下， 生成 1D-3-O-butanoyl-1,2:5,6-di-O-isopropylidene-4-O-methyl-chiro-inositol
  参考文献：
  名称：

  Semi-synthetic analogs of pinitol as potential inhibitors of TNF-α cytokine expression in human neutrophils

  摘要：

  Semi-synthetic analogs of pinitol were subjected to screening by determining TNF-alpha expression in human neutrophils using flowcytometry. Among the tested compounds, three derivatives displayed more than 50% inhibition of TNF-alpha cytokine secretion in LPS induced stimulated neutrophils and can be considered as potent anti-inflammatory moieties. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.050

文献信息

• Semi-synthetic analogs of pinitol as potential inhibitors of TNF-α cytokine expression in human neutrophils
  作者：Khurshid A. Bhat、Bhahwal A. Shah、Kuldeep K. Gupta、Anjali Pandey、Sarang Bani、Subhash C. Taneja

  DOI：10.1016/j.bmcl.2009.02.050

  日期：2009.4

  Semi-synthetic analogs of pinitol were subjected to screening by determining TNF-alpha expression in human neutrophils using flowcytometry. Among the tested compounds, three derivatives displayed more than 50% inhibition of TNF-alpha cytokine secretion in LPS induced stimulated neutrophils and can be considered as potent anti-inflammatory moieties. (C) 2009 Elsevier Ltd. All rights reserved.