2-Hydroxy-6-octoxycarbonylbenzoic acid | 1395236-57-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Hydroxy-6-octoxycarbonylbenzoic acid
• CAS: 1395236-57-3
• 化学式: C₁₆H₂₂O₅
• 分子量: 294.348
• InChiKey: LEXAAYIPYVUMMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-羟基苯二甲酸酐 、 1-溴辛烷 在 水 、 silver(l) oxide 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以80%的产率得到2-Hydroxy-6-octoxycarbonylbenzoic acid
  参考文献：
  名称：

  Design and synthesis of marine fungal phthalide derivatives as PPAR-γ agonists

  摘要：

  On the basis of a marine fungal phthalide (paecilocin A) skeleton, we synthesized 20 analogs and evaluated them for peroxisome proliferator-activated receptor gamma (PPAR-gamma) binding and activation. Among these analogs, 6 and 7 had significant PPAR-c binding activity, and 7 showed further PPAR-gamma activation in rat liver Ac2F cells. In docking simulation, 7 formed H bonds with key amino acid residues of the PPAR-gamma binding domain, and the overall positioning was similar to rosiglitazone. This new phthalide derivative is considered an interesting new molecular class of PPAR-gamma ligands. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.06.039

文献信息

• Design and synthesis of marine fungal phthalide derivatives as PPAR-γ agonists
  作者：Bin Xiao、Jun Yin、Minhi Park、Juan Liu、Jian Lin Li、Eun La Kim、Jongki Hong、Hae Young Chung、Jee H. Jung

  DOI：10.1016/j.bmc.2012.06.039

  日期：2012.8

  On the basis of a marine fungal phthalide (paecilocin A) skeleton, we synthesized 20 analogs and evaluated them for peroxisome proliferator-activated receptor gamma (PPAR-gamma) binding and activation. Among these analogs, 6 and 7 had significant PPAR-c binding activity, and 7 showed further PPAR-gamma activation in rat liver Ac2F cells. In docking simulation, 7 formed H bonds with key amino acid residues of the PPAR-gamma binding domain, and the overall positioning was similar to rosiglitazone. This new phthalide derivative is considered an interesting new molecular class of PPAR-gamma ligands. (C) 2012 Elsevier Ltd. All rights reserved.