methyl 3-hydroxy-3-methyl-5,8-bis(tetrahydropyranyloxy)octanoate | 876370-68-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 3-hydroxy-3-methyl-5,8-bis(tetrahydropyranyloxy)octanoate
• 英文别名: Methyl 3-hydroxy-3-methyl-5,8-bis(oxan-2-yloxy)octanoate；methyl 3-hydroxy-3-methyl-5,8-bis(oxan-2-yloxy)octanoate
• CAS: 876370-68-2
• 化学式: C₂₀H₃₆O₇
• 分子量: 388.502
• InChiKey: LWINUXWQFFWJFC-UHFFFAOYSA-N

物化性质

• 沸点：
  519.7±50.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 3-hydroxy-3-methyl-5,8-bis(tetrahydropyranyloxy)octanoate 在 吡啶 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 4-hydroxy-4-methyl-6-(3-(tosyloxy)propyl)-3,4,5,6-tetrahydro-2H-pyran-2-one
  参考文献：
  名称：

  Bifunctional Inhibitors of Mevalonate Kinase and Mevalonate 5-Diphosphate Decarboxylase

  摘要：

  A bifunctional inhibitor of mevalonate kinase and mevalonate 5-diphosphate decarboxylase was synthesized. Both enzymes are in the cholesterol biosynthetic pathway and play an important role in regulating cholesterol biosynthesis. The molecule may become a useful lead compound for further development for treating cardiovascular disease and cancer. This study provides a novel example of a single inhibitor blocking two sequential steps simultaneously in the cholesterol biosynthetic pathway.

  DOI：

  10.1021/ol052573s
• 作为产物：
  描述：

  4-四氢吡喃基氧基-丁烷-1-醇 在 氢氧化钾 、 碘 、 4-甲基苯磺酸吡啶 、 pyridinium chlorochromate 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 33.0h， 生成 methyl 3-hydroxy-3-methyl-5,8-bis(tetrahydropyranyloxy)octanoate
  参考文献：
  名称：

  Bifunctional Inhibitors of Mevalonate Kinase and Mevalonate 5-Diphosphate Decarboxylase

  摘要：

  A bifunctional inhibitor of mevalonate kinase and mevalonate 5-diphosphate decarboxylase was synthesized. Both enzymes are in the cholesterol biosynthetic pathway and play an important role in regulating cholesterol biosynthesis. The molecule may become a useful lead compound for further development for treating cardiovascular disease and cancer. This study provides a novel example of a single inhibitor blocking two sequential steps simultaneously in the cholesterol biosynthetic pathway.

  DOI：

  10.1021/ol052573s

文献信息

• Bifunctional Inhibitors of Mevalonate Kinase and Mevalonate 5-Diphosphate Decarboxylase
  作者：Yongge Qiu、Ding Li

  DOI：10.1021/ol052573s

  日期：2006.3.1

  A bifunctional inhibitor of mevalonate kinase and mevalonate 5-diphosphate decarboxylase was synthesized. Both enzymes are in the cholesterol biosynthetic pathway and play an important role in regulating cholesterol biosynthesis. The molecule may become a useful lead compound for further development for treating cardiovascular disease and cancer. This study provides a novel example of a single inhibitor blocking two sequential steps simultaneously in the cholesterol biosynthetic pathway.