Methanesulfonic acid (4E,8E,12E)-(R)-16-(tert-butyl-diphenyl-silanyloxy)-1-(1-hydroxy-1-methyl-ethyl)-4,8,13-trimethyl-hexadeca-4,8,12-trienyl ester | 187336-28-3

• 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: Methanesulfonic acid (4E,8E,12E)-(R)-16-(tert-butyl-diphenyl-silanyloxy)-1-(1-hydroxy-1-methyl-ethyl)-4,8,13-trimethyl-hexadeca-4,8,12-trienyl ester
• CAS: 187336-28-3
• 化学式: C₃₉H₆₀O₅SSi
• 分子量: 669.054
• InChiKey: PYGGFEQVNAQJOS-UCAZFZQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.64
• 重原子数：
  46.0
• 可旋转键数：
  19.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid (4E,8E,12E)-(R)-16-(tert-butyl-diphenyl-silanyloxy)-1-(1-hydroxy-1-methyl-ethyl)-4,8,13-trimethyl-hexadeca-4,8,12-trienyl ester 在 重铬酸吡啶 、 四丁基氟化铵 、 sodium acetate 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 (20S)-(4E,8E,12E,16E)-20,21-Epoxy-4,8,13,17,21-pentamethyl-4,8,12,16-docosatetraen-1-al
  参考文献：
  名称：

  Potency and inactivation rates of analogues of an irreversible inhibitor of vertebrate oxidosqualene cyclase

  摘要：

  Truncated, 22(23)-dihydro, and fluorinated analogues of (3S)-29-methylidene-2,3-oxidosqualene (29-MOS) were prepared and inhibitory potencies and rates of inactivation of rat oxidosqualene cyclase were measured. Rapid mechanism-based enzyme inactivation was observed for both methylidene and difluoromethylidene analogues with complete pro-side chains, but not for truncated analogues. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00008-5
• 作为产物：
  描述：

  (2E,6E,4'R)-(2',2',5'-trimethyl-1',3'-oxolan-4'-yl)-3,7-dimethylnona-2,6-dien-1-ol 在 4-二甲氨基吡啶 、 联苯 、 barium(II) iodide 、 silica gel 、 三氯化铁 、 lithium 、 三乙胺 、 lithium bromide 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 二乙二醇 为溶剂， 反应 24.0h， 生成 Methanesulfonic acid (4E,8E,12E)-(R)-16-(tert-butyl-diphenyl-silanyloxy)-1-(1-hydroxy-1-methyl-ethyl)-4,8,13-trimethyl-hexadeca-4,8,12-trienyl ester
  参考文献：
  名称：

  Potency and inactivation rates of analogues of an irreversible inhibitor of vertebrate oxidosqualene cyclase

  摘要：

  Truncated, 22(23)-dihydro, and fluorinated analogues of (3S)-29-methylidene-2,3-oxidosqualene (29-MOS) were prepared and inhibitory potencies and rates of inactivation of rat oxidosqualene cyclase were measured. Rapid mechanism-based enzyme inactivation was observed for both methylidene and difluoromethylidene analogues with complete pro-side chains, but not for truncated analogues. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00008-5