(6E,10E)-7,11,15-Trimethyl-hexadeca-6,10,14-trien-1-ol | 221379-91-5

• 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)-7,11,15-Trimethyl-hexadeca-6,10,14-trien-1-ol
• CAS: 221379-91-5
• 化学式: C₁₉H₃₄O
• 分子量: 278.478
• InChiKey: NRJDEEIROTWFNA-XYAZGONESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.96
• 重原子数：
  20.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (6E,10E)-7,11,15-Trimethyl-hexadeca-6,10,14-trien-1-ol 在 2,4,6-三甲基吡啶 、 氢氧化钾 、 正丁基锂 、 草酰氯 、 三甲基溴硅烷 、 二甲基亚砜 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 20.75h， 生成 (E,E)-1-(hydroxyphosphonylmethoxy)-7,11,15-trimethyl-6,10,14-hexadecatrienylphosphonic acid tetrapotassium salt
  参考文献：
  名称：

  Inhibitors of Protein:Farnesyl Transferase and Protein:Geranylgeranyl Transferase I: Synthesis of Homologous Diphosphonate Analogs of Isoprenylated Pyrophosphate

  摘要：

  Novel diphosphonate homologs 7a-7c, and their cyclic counterparts 8a-8c, of the previously synthesized farnesyl pyrophosphate analogs 1 and 2 were prepared and tested for their inhibition potency and specificity of the enzymes PFT and PGGT-I. Compound 2 was shown to be the most potent inhibitor of PFT (IC50 = 0.58 +/- 0.45 mu M) in this series. The novel compound 7a, the one carbon homolog of 2, proved to be the most potent inhibitor of PGGT-I (IC50 = 0.98 +/- 0.01 mu M). The cyclic analogs 8a-8c are generally less biologically active. The compounds 2 and 7a are nonspecific toward inhibition of PFT and PGGT-I: and may inhibit both farnesylation and geranylgeranylation processing of oncogenic proteins. (C) 1998 Academic Press.

  DOI：

  10.1006/bioo.1998.1101
• 作为产物：
  描述：

  4-氯丁醇 、 3-氯-1-丙醇 在 甲基氯化镁 作用下， 生成 (6E,10E)-7,11,15-Trimethyl-hexadeca-6,10,14-trien-1-ol
  参考文献：
  名称：

  Inhibitors of Protein:Farnesyl Transferase and Protein:Geranylgeranyl Transferase I: Synthesis of Homologous Diphosphonate Analogs of Isoprenylated Pyrophosphate

  摘要：

  Novel diphosphonate homologs 7a-7c, and their cyclic counterparts 8a-8c, of the previously synthesized farnesyl pyrophosphate analogs 1 and 2 were prepared and tested for their inhibition potency and specificity of the enzymes PFT and PGGT-I. Compound 2 was shown to be the most potent inhibitor of PFT (IC50 = 0.58 +/- 0.45 mu M) in this series. The novel compound 7a, the one carbon homolog of 2, proved to be the most potent inhibitor of PGGT-I (IC50 = 0.98 +/- 0.01 mu M). The cyclic analogs 8a-8c are generally less biologically active. The compounds 2 and 7a are nonspecific toward inhibition of PFT and PGGT-I: and may inhibit both farnesylation and geranylgeranylation processing of oncogenic proteins. (C) 1998 Academic Press.

  DOI：

  10.1006/bioo.1998.1101