7,11,15,28-tetrakis[(hydroxycarbonyl)methoxy]-1,21,23,25-tetraundecyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis[1,3]dioxocino[5,4-i:5',4'-i']benzo[1,2-d:5,4-d']bis[1,3]benzodioxocin | 180523-96-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 7,11,15,28-tetrakis[(hydroxycarbonyl)methoxy]-1,21,23,25-tetraundecyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis[1,3]dioxocino[5,4-i:5',4'-i']benzo[1,2-d:5,4-d']bis[1,3]benzodioxocin
• 英文别名: 7,11,15,28-tetrakis[(hydroxycarbonyl)methoxy]-1,21-23,25-tetraundecyl resorcin[4]arene；2-[[12,18,39-Tris(carboxymethoxy)-25,29,33,37-tetra(undecyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaen-6-yl]oxy]acetic acid
• CAS: 180523-96-0
• 化学式: C₈₄H₁₂₀O₂₀
• 分子量: 1449.86
• InChiKey: FNUQOAMZDLWETD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  28.2
• 重原子数：
  104
• 可旋转键数：
  52
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  260
• 氢给体数：
  4
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  7,11,15,28-tetrakis[(hydroxycarbonyl)methoxy]-1,21,23,25-tetraundecyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis[1,3]dioxocino[5,4-i:5',4'-i']benzo[1,2-d:5,4-d']bis[1,3]benzodioxocin 在 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  Pore formation in phospholipid bilayers by amphiphilic cavitands

  摘要：

  制备了五种新的腔体分子，这些腔体分子具有四个悬挂的正十一烷链和由两个碳间隔相连的“头部”。头部的结构分别为∼OCH2CONH-Ala-OCH3（1）；∼OCH2CONH-Phe-OCH3（2）；∼OCH2CONH-Ala-OH（3）；∼OCH2CONH-Phe-OH（4）；和∼OCH2CONHCH2CH2-胸苷基（5）。通过平面双层电导实验研究了每个腔体分子的孔形成。发现所有五种化合物均能在asolectin双层膜中形成孔。化合物1-3的行为一般相似，并显示出开闭动态。化合物4和5形成孔的速度更快，更具动态性，并且更快导致膜破裂。离子传输活性的差异可以从结构和聚集腔体分子组装的角度进行解释。

  DOI：

  10.1039/c0ob01236j
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 7,11,15,28-tetrakis[(hydroxycarbonyl)methoxy]-1,21,23,25-tetraundecyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis[1,3]dioxocino[5,4-i:5',4'-i']benzo[1,2-d:5,4-d']bis[1,3]benzodioxocin
  参考文献：
  名称：

  Li+ selective encapsulation through the intramolecular hydrogen-bonding gate

  摘要：

  We developed a self-organized monomeric molecular container 3 based on two pairs of intramolecular hydrogen bonds between adjacent carboxylic acid moieties on the upper rim of the cavitand 1. The formation of the molecular container was confirmed by inclusion phenomena of Li+ in a mixture of CDCl3 and C6D6. The lid formed by two pairs of intramolecular hydrogen bonds can be opened in polar solvents such as CD3CN and the encapsulated guest was subsequently released. All these phenomena were elucidated by H-1 NMR spectroscopy, MALDI mass spectrometry, vapor pressure osmometry, and molecular modelling studies. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10316-1

文献信息

• Combination of Calix[4]arenes and Resorcin[4]arenes for the Complexation of Steroids
  作者：Irene Higler、Peter Timmerman、Willem Verboom、David N. Reinhoudt

  DOI：10.1021/jo960256g

  日期：1996.1.1

  Receptor molecules with large cavities synthesized by the combination of building blocks that already possess a cavity, viz. calix[4]arenes and resorcin[4]arenes, are described. These receptor molecules are synthesized by reaction of one or two upper rim 1,2-difunctionalized calix[4]arene fragments oriented either endo or exo toward a cavitand unit. The endo:exo ratio depends on the substituents at the 3- and 4-positions of the calix[4]arenes. These novel receptor molecules complex steroids with association constants of (0.9-9.5) x 10(2) M(-1) in CDCl3.
• Pore formation in phospholipid bilayers by amphiphilic cavitands
  作者：Iman Elidrisi、Saeedeh Negin、Pralav V. Bhatt、Thavendran Govender、Hendrick G. Kruger、George W. Gokel、Glenn E. M. Maguire

  DOI：10.1039/c0ob01236j

  日期：——

  Five new cavitands were prepared that have four pendant n-undecyl chains and “headgroups” connected by 2-carbon spacers. The headgroups were ∼OCH2CONH-Ala-OCH3, 1; ∼OCH2CONH-Phe-OCH3, 2; ∼OCH2CONH-Ala-OH, 3; ∼OCH2CONH-Phe-OH, 4; and ∼OCH2CONHCH2CH2-thyminyl, 5. Pore formation by each cavitand was studied by use of the planar bilayer conductance experiment. All five compounds were found to form pores in asolectin bialyer membranes. Compounds 1–3 behaved in a generally similar fashion and exhibited open-close dynamics. Compounds 4 and 5 formed pores more rapidly, were more dynamic, and led more quickly to membrane rupture. Differences in the ion transport activity are rationalized in terms of structure and aggregate cavitand assemblies.

  制备了五种新的腔体分子，这些腔体分子具有四个悬挂的正十一烷链和由两个碳间隔相连的“头部”。头部的结构分别为∼OCH2CONH-Ala-OCH3（1）；∼OCH2CONH-Phe-OCH3（2）；∼OCH2CONH-Ala-OH（3）；∼OCH2CONH-Phe-OH（4）；和∼OCH2CONHCH2CH2-胸苷基（5）。通过平面双层电导实验研究了每个腔体分子的孔形成。发现所有五种化合物均能在asolectin双层膜中形成孔。化合物1-3的行为一般相似，并显示出开闭动态。化合物4和5形成孔的速度更快，更具动态性，并且更快导致膜破裂。离子传输活性的差异可以从结构和聚集腔体分子组装的角度进行解释。
• Li+ selective encapsulation through the intramolecular hydrogen-bonding gate
  作者：Sang Bok Lee、Sungu Hwang、Doo Soo Chung、Jong-In Hong

  DOI：10.1016/s0040-4039(97)10316-1

  日期：1997.12

  We developed a self-organized monomeric molecular container 3 based on two pairs of intramolecular hydrogen bonds between adjacent carboxylic acid moieties on the upper rim of the cavitand 1. The formation of the molecular container was confirmed by inclusion phenomena of Li+ in a mixture of CDCl3 and C6D6. The lid formed by two pairs of intramolecular hydrogen bonds can be opened in polar solvents such as CD3CN and the encapsulated guest was subsequently released. All these phenomena were elucidated by H-1 NMR spectroscopy, MALDI mass spectrometry, vapor pressure osmometry, and molecular modelling studies. (C) 1997 Elsevier Science Ltd.