methyl (E)-6-7,11-dimethyl-6,10-dodecadienoate | 150195-65-6

• 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: methyl (E)-6-7,11-dimethyl-6,10-dodecadienoate
• 英文别名: (E)-7,11-Dimethyl-6,10-dodecadienoic acid, methyl ester；methyl (6E)-7,11-dimethyldodeca-6,10-dienoate
• CAS: 150195-65-6
• 化学式: C₁₅H₂₆O₂
• 分子量: 238.37
• InChiKey: XJFQJNSBGMOZSS-GXDHUFHOSA-N

物化性质

• 沸点：
  310.5±21.0 °C(Predicted)
• 密度：
  0.894±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl (E)-6-7,11-dimethyl-6,10-dodecadienoate 在 sodium hydroxide 、 sodium sulfate 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 以347 mg (56%)的产率得到(E)-7,11-Dimethyl-6,10-dodecadien-1-ol
  参考文献：
  名称：

  Phosphorus-containing squalene synthetase inhibitors

  摘要：

  提供了抑制胆固醇生物合成（通过抑制新生角鲨烯生物合成）的化合物，因此可用作降胆固醇药物和抗动脉粥样硬化药物，其结构为##STR1##其中m为0、1、2或3；n为0、1、2、3或4；Y.sup.1和Y.sup.2为H或卤素；R.sup.2、R.sup.3和R.sup.4可以相同也可以不同，独立地为H、金属离子、C.sub.1到C.sub.8烷基或C.sub.3到C.sub.12烯基；X为O、S、NH或NCH.sub.2R.sup.15，其中R.sup.15为H或C.sub.1到C.sub.5烷基；R.sup.1为R.sup.5--Q.sup.1--Q.sup.2--Q.sup.3--其中R.sup.5、Q.sup.1、Q.sup.2和Q.sup.3如本文所定义；当m为o时，X不是S；如果m为o且X为0，则n为1、2、3或4；包括所有立体异构体。

  公开号：

  US05212164A1
• 作为产物：
  描述：

  homogeranyl bromide 在 1,1-二溴乙烷 、 碘 、 magnesium 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 生成 methyl (E)-6-7,11-dimethyl-6,10-dodecadienoate
  参考文献：
  名称：

  摘要：

  The reproductive behaviors of the stink bugs Chlorochroa ligata and C. uhleri were studied in the laboratory. Adults of both species became sexually mature about 12-14 days after the final molt, and both sexes mated multiple times during their lifetimes. The mean duration of copulation was 54 +/- 24 min for virgin bugs and 46 +/- 33 min for experienced bugs for C. ligata and 78 +/- 55 min for field-collected C. uhleri of unknown mating status. Male C. ligata were found to transfer a significant fraction of their body mass (19%) to females during mating. Sexually mature C. uhleri males produced three sex-specific compounds, methyl (R)-3-(E)-6-2,3-dihydrofarnesoate, methyl (2E,6E)-farnesoate, and methyl (E)-5-2,6,10-trimethyl-5,9-undecadienoate, in a ratio of 100:0.9:0.6. These three compounds were also produced by sexually mature male C. ligata in a ratio of 100:0.5:0.4. Identifications of the compounds were confirmed by Synthesis. Production of the male-specific compounds peaked, in late afternoon to early evening, coincident with the peak period of reproductive activity. Laboratory and field bioassays demonstrated that female bugs were attracted to odors from live males and to reconstructed blends of the male-specific compounds.

  DOI：

  10.1023/a:1012247005129

文献信息

• US6726911B1
  申请人：——

  公开号：US6726911B1

  公开（公告）日：2004-04-27
• Phosphorus-containing squalene synthetase inhibitors
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US05212164A1

  公开（公告）日：1993-05-18

  Compounds which are inhibitors of cholesterol biosynthesis (by inhibiting de novo squalene biosynthesis), and thus are useful as hypocholesterolemic agents and antiatherosclerotic agents are provided which have the structure ##STR1## wherein m is 0, 1, 2 or 3; n is 0, 1, 2, 3 or 4; Y.sup.1 and Y.sup.2 are H or halogen; R.sup.2, R.sup.3 and R.sup.4 may be the same or different and are independently H, metal ion, C.sub.1 to C.sub.8 alkyl or C.sub.3 to C.sub.12 alkenyl; X is O, S, NH or NCH.sub.2 R.sup.15 wherein R.sup.15 is H or C.sub.1 to C.sub.5 alkyl; and R.sup.1 is R.sup.5 --Q.sup.1 --Q.sup.2 --Q.sup.3 -- wherein R.sup.5, Q.sup.1, Q.sup.2 and Q.sup.3 are as defined herein; and when m is o, X is other than S; and if m is o and X is 0, then n is 1, 2, 3 or 4; including all stereoisomers thereof.

  提供了抑制胆固醇生物合成（通过抑制新生角鲨烯生物合成）的化合物，因此可用作降胆固醇药物和抗动脉粥样硬化药物，其结构为##STR1##其中m为0、1、2或3；n为0、1、2、3或4；Y.sup.1和Y.sup.2为H或卤素；R.sup.2、R.sup.3和R.sup.4可以相同也可以不同，独立地为H、金属离子、C.sub.1到C.sub.8烷基或C.sub.3到C.sub.12烯基；X为O、S、NH或NCH.sub.2R.sup.15，其中R.sup.15为H或C.sub.1到C.sub.5烷基；R.sup.1为R.sup.5--Q.sup.1--Q.sup.2--Q.sup.3--其中R.sup.5、Q.sup.1、Q.sup.2和Q.sup.3如本文所定义；当m为o时，X不是S；如果m为o且X为0，则n为1、2、3或4；包括所有立体异构体。
• ——
  作者：Hsiao-Yung Ho、Jocelyn G. Millar

  DOI：10.1023/a:1012247005129

  日期：——

  The reproductive behaviors of the stink bugs Chlorochroa ligata and C. uhleri were studied in the laboratory. Adults of both species became sexually mature about 12-14 days after the final molt, and both sexes mated multiple times during their lifetimes. The mean duration of copulation was 54 +/- 24 min for virgin bugs and 46 +/- 33 min for experienced bugs for C. ligata and 78 +/- 55 min for field-collected C. uhleri of unknown mating status. Male C. ligata were found to transfer a significant fraction of their body mass (19%) to females during mating. Sexually mature C. uhleri males produced three sex-specific compounds, methyl (R)-3-(E)-6-2,3-dihydrofarnesoate, methyl (2E,6E)-farnesoate, and methyl (E)-5-2,6,10-trimethyl-5,9-undecadienoate, in a ratio of 100:0.9:0.6. These three compounds were also produced by sexually mature male C. ligata in a ratio of 100:0.5:0.4. Identifications of the compounds were confirmed by Synthesis. Production of the male-specific compounds peaked, in late afternoon to early evening, coincident with the peak period of reproductive activity. Laboratory and field bioassays demonstrated that female bugs were attracted to odors from live males and to reconstructed blends of the male-specific compounds.