[[(6E,10E,15E,19E)-2,6,10,16,20,24-hexamethyl-13-phosphonopentacosa-2,6,10,15,19,23-hexaen-13-yl]-hydroxyphosphoryl]methylphosphonic acid | 198552-78-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [[(6E,10E,15E,19E)-2,6,10,16,20,24-hexamethyl-13-phosphonopentacosa-2,6,10,15,19,23-hexaen-13-yl]-hydroxyphosphoryl]methylphosphonic acid
• CAS: 198552-78-2
• 化学式: C₃₂H₅₇O₈P₃
• 分子量: 662.721
• InChiKey: TUQAGTNGAAXCRF-NLWVVMTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  43
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  152
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [[(6E,10E,15E,19E)-2,6,10,16,20,24-hexamethyl-13-phosphonopentacosa-2,6,10,15,19,23-hexaen-13-yl]-hydroxyphosphoryl]methylphosphonic acid 在 吡啶 、 Dowex-K⁺ 、 N,N'-二环己基碳二亚胺 作用下， 生成
  参考文献：
  名称：

  Synthesis of triphosphonate analogues of farnesyl pyrophosphate. Inhibitors of squalene synthase and protein:farnesyl transferase

  摘要：

  Novel mono- and difarnesylated triphosphonates (i.e. 2 and 7) and the corresponding cyclic derivatives (i.e. 3 and 8) were synthesised and tested on inhibitory potential and specificity for the enzymes squalene synthase and protein:farnesyl transferase. The IC50 values of these new derivatives are in the range of 1-60 mu M concentration. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00448-4
• 作为产物：
  描述：

  反,反-法呢基溴 在 2,4,6-三甲基吡啶 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 16.0h， 生成 [[(6E,10E,15E,19E)-2,6,10,16,20,24-hexamethyl-13-phosphonopentacosa-2,6,10,15,19,23-hexaen-13-yl]-hydroxyphosphoryl]methylphosphonic acid
  参考文献：
  名称：

  Synthesis of triphosphonate analogues of farnesyl pyrophosphate. Inhibitors of squalene synthase and protein:farnesyl transferase

  摘要：

  Novel mono- and difarnesylated triphosphonates (i.e. 2 and 7) and the corresponding cyclic derivatives (i.e. 3 and 8) were synthesised and tested on inhibitory potential and specificity for the enzymes squalene synthase and protein:farnesyl transferase. The IC50 values of these new derivatives are in the range of 1-60 mu M concentration. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00448-4

文献信息

• Synthesis of triphosphonate analogues of farnesyl pyrophosphate. Inhibitors of squalene synthase and protein:farnesyl transferase
  作者：Mark Overhand、Elsbet Pieterman、Louis H. Cohen、A.Rob P.M. Valentijn、Gijs A. van der Marel、Jacques H. van Boom

  DOI：10.1016/s0960-894x(97)00448-4

  日期：1997.9

  Novel mono- and difarnesylated triphosphonates (i.e. 2 and 7) and the corresponding cyclic derivatives (i.e. 3 and 8) were synthesised and tested on inhibitory potential and specificity for the enzymes squalene synthase and protein:farnesyl transferase. The IC50 values of these new derivatives are in the range of 1-60 mu M concentration. (C) 1997 Elsevier Science Ltd.