(2E,6E,10E)-11-bromo-4,4,7-trimethyldodeca-2,6,10-trienoic acid | 811432-36-7

• 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: (2E,6E,10E)-11-bromo-4,4,7-trimethyldodeca-2,6,10-trienoic acid
• CAS: 811432-36-7
• 化学式: C₁₅H₂₃BrO₂
• 分子量: 315.25
• InChiKey: QKEGEQNDBABUIT-SKTNYSRSSA-N

物化性质

• 沸点：
  414.8±45.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E,6E,10E)-11-bromo-4,4,7-trimethyldodeca-2,6,10-trienoic acid 在 吡啶 、 sodium hydroxide 、 氯化亚砜 作用下， 以 四氯化碳 、 乙腈 为溶剂， 反应 45.0h， 生成 (2S)-2-[[(2E,6E,10E)-11-bromo-4,4,7-trimethyldodeca-2,6,10-trienoyl]amino]propanoic acid
  参考文献：
  名称：

  Synthesis of a novel inhibitor against MRSA and VRE: Preparation from zerumbone ring opening material showing histidine-kinase inhibition

  摘要：

  Zerumbone ring-opening derivative 2 inhibited autophosphorylation of the essential histidine protein kinase (HPK), YycG, existing in Bacillus subtilis constituting a two-component system (TCS). However, it did not inhibit drug-resistant bacterium such as MRSA and VRE. Tryptophan derivative 34 also could be regulated by a TCS system like 2. In addition, 34 showed good inhibition against MRSA and VRE. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.015
• 作为产物：
  描述：

  花薑酮 在 氢氧化钾 、 溴 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 生成 (2E,6E,10E)-11-bromo-4,4,7-trimethyldodeca-2,6,10-trienoic acid
  参考文献：
  名称：

  Unprecedented olefin-dependent histidine–kinase inhibitory of zerumbone ring-opening material

  摘要：

  Zerumbone ring-opening derivative, 4 (l0E/10Z= 3/2), inhibited autophosphorylation of the essential histidine-kinase YycG existing in Bacillus subtilis constituting a two-component system (TCS). Generation of 4E-form could be regulated chemically using the difference from the ring-opening reactivity of the precursor forming of 4 and pure 4E was isolated. The stereoisomer, 4E, showed main inhibition activity of autophosphorylation of YycG (IC50 = 63.5 muM). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.071

文献信息

• Synthesis of a novel inhibitor against MRSA and VRE: Preparation from zerumbone ring opening material showing histidine-kinase inhibition
  作者：Takashi Kitayama、Risa Iwabuchi、Shu Minagawa、Seiji Sawada、Ryo Okumura、Kazuki Hoshino、John Cappiello、Ryutaro Utsumi

  DOI：10.1016/j.bmcl.2006.11.015

  日期：2007.2

  Zerumbone ring-opening derivative 2 inhibited autophosphorylation of the essential histidine protein kinase (HPK), YycG, existing in Bacillus subtilis constituting a two-component system (TCS). However, it did not inhibit drug-resistant bacterium such as MRSA and VRE. Tryptophan derivative 34 also could be regulated by a TCS system like 2. In addition, 34 showed good inhibition against MRSA and VRE. (c) 2006 Elsevier Ltd. All rights reserved.
• Unprecedented olefin-dependent histidine–kinase inhibitory of zerumbone ring-opening material
  作者：Takashi Kitayama、Risa Iwabuchi、Shu Minagawa、Fumihiro Shiomi、John Cappiello、Seiji Sawada、Ryutaro Utsumi、Tadashi Okamoto

  DOI：10.1016/j.bmcl.2004.08.071

  日期：2004.12

  Zerumbone ring-opening derivative, 4 (l0E/10Z= 3/2), inhibited autophosphorylation of the essential histidine-kinase YycG existing in Bacillus subtilis constituting a two-component system (TCS). Generation of 4E-form could be regulated chemically using the difference from the ring-opening reactivity of the precursor forming of 4 and pure 4E was isolated. The stereoisomer, 4E, showed main inhibition activity of autophosphorylation of YycG (IC50 = 63.5 muM). (C) 2004 Elsevier Ltd. All rights reserved.