5-[1-hydroxy-1,1-bis(dihydroxyphosphoryl)methyl]-25,27-dipropoxycalix[4]arene | 1460248-20-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 5-[1-hydroxy-1,1-bis(dihydroxyphosphoryl)methyl]-25,27-dipropoxycalix[4]arene
• 英文别名: [(26,28-Dihydroxy-25,27-dipropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl)-hydroxy-phosphonomethyl]phosphonic acid；[(26,28-dihydroxy-25,27-dipropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl)-hydroxy-phosphonomethyl]phosphonic acid
• CAS: 1460248-20-7
• 化学式: C₃₅H₄₀O₁₁P₂
• 分子量: 698.644
• InChiKey: WHSUUZXAOAGSJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  48
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  194
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  11-[Bis[bis(trimethylsilyloxy)phosphoryl]-hydroxymethyl]-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene-25,27-diol 在 甲醇 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 5-[1-hydroxy-1,1-bis(dihydroxyphosphoryl)methyl]-25,27-dipropoxycalix[4]arene
  参考文献：
  名称：

  Calix[4]arene methylenebisphosphonic acids as inhibitors of protein tyrosine phosphatase 1B

  摘要：

  Calix[4]arenes bearing methylenebisphosphonic or hydroxymethylenebisphosphonic acid fragments at the wide rim of the macrocycle were studied as inhibitors of PTP1B. Some of the inhibitors showed IC50 values in the micromolar range and good selectivity in comparison with other protein tyrosine phosphatases such as TC-PTP, PTPb, LAR, and CD45. Kinetic studies indicated that the calix[4] arene derivatives influence PTP1B activity as slow-binding inhibitors. Based on molecular docking results, the binding modes of the macrocyclic bisphosphonates in the active centre of PTP1B are discussed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.040

文献信息

• Calix[4]arene methylenebisphosphonic acids as inhibitors of protein tyrosine phosphatase 1B
  作者：Viacheslav V. Trush、Sergiy O. Cherenok、Vsevolod Yu. Tanchuk、Valery P. Kukhar、Vitaly I. Kalchenko、Andriy I. Vovk

  DOI：10.1016/j.bmcl.2013.08.040

  日期：2013.10

  Calix[4]arenes bearing methylenebisphosphonic or hydroxymethylenebisphosphonic acid fragments at the wide rim of the macrocycle were studied as inhibitors of PTP1B. Some of the inhibitors showed IC50 values in the micromolar range and good selectivity in comparison with other protein tyrosine phosphatases such as TC-PTP, PTPb, LAR, and CD45. Kinetic studies indicated that the calix[4] arene derivatives influence PTP1B activity as slow-binding inhibitors. Based on molecular docking results, the binding modes of the macrocyclic bisphosphonates in the active centre of PTP1B are discussed. (C) 2013 Elsevier Ltd. All rights reserved.