[[(2E)-3,7-dimethylocta-2,6-dienoxy]-hydroxyphosphoryl] 4-(4-hydroxy-4-methyl-6-oxooxan-2-yl)butyl hydrogen phosphate | 876370-83-1

• 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: [[(2E)-3,7-dimethylocta-2,6-dienoxy]-hydroxyphosphoryl] 4-(4-hydroxy-4-methyl-6-oxooxan-2-yl)butyl hydrogen phosphate
• CAS: 876370-83-1
• 化学式: C₂₀H₃₆O₁₀P₂
• 分子量: 498.447
• InChiKey: KJKIUBATTSKWCJ-GZTJUZNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  32
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  149
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [[(2E)-3,7-dimethylocta-2,6-dienoxy]-hydroxyphosphoryl] 4-(4-hydroxy-4-methyl-6-oxooxan-2-yl)butyl hydrogen phosphate 在 lithium hydroxide 作用下， 反应 20.0h， 生成 P'-geranyl 3,5,9-trihydroxy-3-methylnonanate 9-diphosphate
  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：

  5-(2-tetrahydropyranyloxy)pentanal 在 吡啶 、 氢氧化钾 、 碘 、 4-甲基苯磺酸吡啶 、 tris(tetra-n-butylammonium) hydrogen pyrophosphate 、 对甲苯磺酸 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 38.0h， 生成 [[(2E)-3,7-dimethylocta-2,6-dienoxy]-hydroxyphosphoryl] 4-(4-hydroxy-4-methyl-6-oxooxan-2-yl)butyl hydrogen phosphate
  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.