3-(4-(non-1-yn-1-yl)phenyl)propanoic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-(4-(non-1-yn-1-yl)phenyl)propanoic acid
• 英文别名: 3-(4-Non-1-ynylphenyl)propanoic acid；3-(4-non-1-ynylphenyl)propanoic acid
• 化学式: C₁₈H₂₄O₂
• 分子量: 272.387
• InChiKey: NROHDYRGZMFFPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl 3-(4-(non-1-yn-1-yl)phenyl)propanoate 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到3-(4-(non-1-yn-1-yl)phenyl)propanoic acid
  参考文献：
  名称：

  Discovery of a Potent Free Fatty Acid 1 Receptor Agonist with Low Lipophilicity, Low Polar Surface Area, and Robust in Vivo Efficacy

  摘要：

  The free fatty acid receptor 1 (FFA1 or GPR40) is established as an interesting potential target for treatment of type 2 diabetes. However, to obtain optimal ligands, it may be necessary to limit both lipophilicity and polar surface area, translating to a need for small compounds. We here describe the identification of 24, a potent FFA1 agonist with low lipophilicity and very high ligand efficiency that exhibit robust glucose lowering effect.

  DOI：

  10.1021/acs.jmedchem.5b01962

文献信息

• Discovery of a Potent Free Fatty Acid 1 Receptor Agonist with Low Lipophilicity, Low Polar Surface Area, and Robust in Vivo Efficacy
  作者：Steffen V. F. Hansen、Elisabeth Christiansen、Christian Urban、Brian D. Hudson、Claire J. Stocker、Maria E. Due-Hansen、Ed T. Wargent、Bharat Shimpukade、Reinaldo Almeida、Christer S. Ejsing、Michael A. Cawthorne、Matthias U. Kassack、Graeme Milligan、Trond Ulven

  DOI：10.1021/acs.jmedchem.5b01962

  日期：2016.3.24

  The free fatty acid receptor 1 (FFA1 or GPR40) is established as an interesting potential target for treatment of type 2 diabetes. However, to obtain optimal ligands, it may be necessary to limit both lipophilicity and polar surface area, translating to a need for small compounds. We here describe the identification of 24, a potent FFA1 agonist with low lipophilicity and very high ligand efficiency that exhibit robust glucose lowering effect.