(E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]acrylic acid | 1201938-04-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]acrylic acid
• 英文别名: (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohexen-1-yl)ethenyl]phenyl]prop-2-enoic acid
• CAS: 1201938-04-6
• 化学式: C₂₀H₂₄O₂
• 分子量: 296.409
• InChiKey: ONIZREAONFMGNP-DCIPZJNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 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 (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]acrylate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以40%的产率得到(E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]acrylic acid
  参考文献：
  名称：

  The Binding of Synthetic Retinoids to Lipocalin β-Lactoglobulins

  摘要：

  The binding of therapeutically relevant synthetic retinoid derivatives to bovine and reindeer beta-lactoglobulin (beta LG) is demonstrated using fluorescence quenching and ultrafiltration/HPLC methods. Furthermore, synthesis of methyl (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]-acrylate 4 and (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]acrylic acid 5 is described. All studied Compounds bind to both beta LG homologues with nanomolar K-d values, and the interaction diminishes the pH-dependent aggregation of retinoids. Thus, beta LG may show benefits ill improving the bioavailability of retinoid derivatives.

  DOI：

  10.1021/jm901309r

文献信息

• The Binding of Synthetic Retinoids to Lipocalin β-Lactoglobulins
  作者：Laura H. Riihimäki-Lampén、Mikko J. Vainio、Mikko Vahermo、Leena L. Pohjala、Jonna M. S. Heikura、Kaija H. Valkonen、Vesa T. Virtanen、Jari T. Yli-Kauhaluoma、Pia M. Vuorela

  DOI：10.1021/jm901309r

  日期：2010.1.14

  The binding of therapeutically relevant synthetic retinoid derivatives to bovine and reindeer beta-lactoglobulin (beta LG) is demonstrated using fluorescence quenching and ultrafiltration/HPLC methods. Furthermore, synthesis of methyl (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]-acrylate 4 and (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]acrylic acid 5 is described. All studied Compounds bind to both beta LG homologues with nanomolar K-d values, and the interaction diminishes the pH-dependent aggregation of retinoids. Thus, beta LG may show benefits ill improving the bioavailability of retinoid derivatives.