D-1,2,3,5-tetra-O-acetyl-4-O-methyl-chiro-inositol | 1158414-54-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: D-1,2,3,5-tetra-O-acetyl-4-O-methyl-chiro-inositol
• 英文别名: [(1S,2R,3S,4S,5S,6R)-3,4,5-triacetyloxy-2-hydroxy-6-methoxycyclohexyl] acetate
• CAS: 1158414-54-0
• 化学式: C₁₅H₂₂O₁₀
• 分子量: 362.334
• InChiKey: NMRAVNDDIFCZKC-GHRCFYLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  135
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  (1R,2R,3R,4S,5R,6R)-2,3,4,6-tetrakis(acetyloxy)-5-methoxycyclohexyl acetate 在 sodium hydroxide 作用下， 以272 mg的产率得到D-1,2,3,5-tetra-O-acetyl-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.