1-octanoyl-2-[3-(m-iodophenyl)propanoyl]-rac-glycerol | 121269-62-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1-octanoyl-2-[3-(m-iodophenyl)propanoyl]-rac-glycerol
• 英文别名: 1-octanoyl-2-[3-(3-iodophenyl)propanoyl]-rac-glycerol；[3-Hydroxy-2-[3-(3-iodophenyl)propanoyloxy]propyl] octanoate
• CAS: 121269-62-3
• 化学式: C₂₀H₂₉IO₅
• 分子量: 476.352
• InChiKey: VBAIQXAYGLOFRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(M-氨基苯基)丙酸乙酯 在 盐酸 、 4-二甲氨基吡啶 、 氢氧化钾 、 碘 、 硼酸 、 silica gel 、 N,N'-二环己基碳二亚胺 、 potassium iodide 、 sodium nitrite 作用下， 以 乙醇 、 二氯甲烷 、 Petroleum ether 为溶剂， 反应 3.25h， 生成 1-octanoyl-2-[3-(m-iodophenyl)propanoyl]-rac-glycerol
  参考文献：
  名称：

  Iodoaryl analogs of dioctanoylglycerol and 1-oleoyl-2-acetylglycerol as probes for protein kinase C

  摘要：

  Analogues of dioctanoylglycerol (diC8) and 1-oleoyl-2-acetylglycerol (OAG) containing an iodoaryl group have been synthesized and shown to compete with [3H]phorbol dibutyrate [( ([3H]PDBu) for binding to protein kinase C in a crude rat brain preparation. Phorbol diesters have been shown to bind specifically to protein kinase C and the PDBu receptor has been copurified with protein kinase C activity. All three diacylglycerol analogues were comparable to OAG in binding affinity. In an assay of protein kinase C activation, the diC8 analogue was more active than the OAG analogues, thus demonstrating greater structural specificity under the conditions of this assay.

  DOI：

  10.1021/jm00129a014

文献信息

• COUNSELL, RAYMOND E.;STAWN, LAURIE
  作者：COUNSELL, RAYMOND E.、STAWN, LAURIE

  DOI：——

  日期：——
• US4925649A
  申请人：——

  公开号：US4925649A

  公开（公告）日：1990-05-15
• Iodoaryl analogs of dioctanoylglycerol and 1-oleoyl-2-acetylglycerol as probes for protein kinase C
  作者：Laurie M. Strawn、Robert E. Martell、Robert U. Simpson、Karen L. Leach、Raymond E. Counsell

  DOI：10.1021/jm00129a014

  日期：1989.9

  Analogues of dioctanoylglycerol (diC8) and 1-oleoyl-2-acetylglycerol (OAG) containing an iodoaryl group have been synthesized and shown to compete with [3H]phorbol dibutyrate [( ([3H]PDBu) for binding to protein kinase C in a crude rat brain preparation. Phorbol diesters have been shown to bind specifically to protein kinase C and the PDBu receptor has been copurified with protein kinase C activity. All three diacylglycerol analogues were comparable to OAG in binding affinity. In an assay of protein kinase C activation, the diC8 analogue was more active than the OAG analogues, thus demonstrating greater structural specificity under the conditions of this assay.