2-[5-[2,4-Dihydroxy-6-(2,4,6-trihydroxyphenoxy)phenoxy]-2,4-dihydroxyphenyl]benzene-1,3,5-triol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: 2-[5-[2,4-Dihydroxy-6-(2,4,6-trihydroxyphenoxy)phenoxy]-2,4-dihydroxyphenyl]benzene-1,3,5-triol
• 英文别名: 2-[5-[2,4-dihydroxy-6-(2,4,6-trihydroxyphenoxy)phenoxy]-2,4-dihydroxyphenyl]benzene-1,3,5-triol
• 化学式: C₅₆H₉₇N₁₀O₁₄PolS
• 分子量: 498.4
• InChiKey: IYEXAFMOWLMQMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  221
• 氢给体数：
  10
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-[5-[2,4-Dihydroxy-6-(2,4,6-trihydroxyphenoxy)phenoxy]-2,4-dihydroxyphenyl]benzene-1,3,5-triol 在 三异丙基硅烷 、 水 、 1,2-乙二硫醇 、 三氟乙酸 作用下， 反应 2.0h， 生成
  参考文献：
  名称：

  Backbone cyclic helix mimetic of chemokine (C–C motif) receptor 2: A rational approach for inhibiting dimerization of G protein-coupled receptors

  摘要：

  The transmembrane helical bundle of G protein-coupled receptors (GPCRs) dimerize through helix-helix interactions in response to inflammatory stimulation. A strategy was developed to target the helical dimerization site of GPCRs by peptidomimetics with drug like properties. The concept was demonstrated by selecting a potent backbone cyclic helix mimetic from a library that derived from the dimerization region of chemokine (C-C motif) receptor 2 (CCR2) that is a key player in Multiple Sclerosis. We showed that CCR2 based backbone cyclic peptide having a stable helix structure inhibits specific CCR2-mediated chemotactic migration (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.019
• 作为产物：
  描述：

  (2S,3S)-N-[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]-3-methyl-2-[[(2S)-4-methyl-2-[[(2S)-3-methyl-2-[[2-[(10S,13S)-13-(2-methylpropyl)-10-(2-methylsulfanylethyl)-2,8,11,14-tetraoxo-1,3,6,9,12,15-hexazacyclononadec-15-yl]acetyl]amino]butanoyl]amino]pentanoyl]amino]pentanamide 在 四(三苯基膦)钯 、 苯硅烷 作用下， 以 二氯甲烷 为溶剂， 生成 2-[5-[2,4-Dihydroxy-6-(2,4,6-trihydroxyphenoxy)phenoxy]-2,4-dihydroxyphenyl]benzene-1,3,5-triol
  参考文献：
  名称：

  Backbone cyclic helix mimetic of chemokine (C–C motif) receptor 2: A rational approach for inhibiting dimerization of G protein-coupled receptors

  摘要：

  The transmembrane helical bundle of G protein-coupled receptors (GPCRs) dimerize through helix-helix interactions in response to inflammatory stimulation. A strategy was developed to target the helical dimerization site of GPCRs by peptidomimetics with drug like properties. The concept was demonstrated by selecting a potent backbone cyclic helix mimetic from a library that derived from the dimerization region of chemokine (C-C motif) receptor 2 (CCR2) that is a key player in Multiple Sclerosis. We showed that CCR2 based backbone cyclic peptide having a stable helix structure inhibits specific CCR2-mediated chemotactic migration (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.019

文献信息

• Backbone cyclic helix mimetic of chemokine (C–C motif) receptor 2: A rational approach for inhibiting dimerization of G protein-coupled receptors
  作者：Mattan Hurevich、Maya Ratner-Hurevich、Yftah Tal-Gan、Deborah E. Shalev、Shlomo Z. Ben-Sasson、Chaim Gilon

  DOI：10.1016/j.bmc.2013.03.019

  日期：2013.7

  The transmembrane helical bundle of G protein-coupled receptors (GPCRs) dimerize through helix-helix interactions in response to inflammatory stimulation. A strategy was developed to target the helical dimerization site of GPCRs by peptidomimetics with drug like properties. The concept was demonstrated by selecting a potent backbone cyclic helix mimetic from a library that derived from the dimerization region of chemokine (C-C motif) receptor 2 (CCR2) that is a key player in Multiple Sclerosis. We showed that CCR2 based backbone cyclic peptide having a stable helix structure inhibits specific CCR2-mediated chemotactic migration (C) 2013 Elsevier Ltd. All rights reserved.