1,1'-{2,4,6-三羟基-5-[7-羟基-2-(4-羟基苯基)-3,4-二氢-2H-色烯-4-基]苯-1,3-二基}二十二烷-1-酮 | 144337-18-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 1,1'-{2,4,6-三羟基-5-[7-羟基-2-(4-羟基苯基)-3,4-二氢-2H-色烯-4-基]苯-1,3-二基}二十二烷-1-酮
• 英文名称: 7-(hydroxy)-2-(4-(hydroxy)phenyl)-4-(2,4,6-trihydroxy-3,5-(didodecanoyl)-phenyl)chroman
• 英文别名: YM-26734；YM26734；4-(3,5-Didodecanoyl-2,4,6-trihydroxyphenyl)-7-hydroxy-2-(4-hydroxyphenyl)chroman；1-[3-dodecanoyl-2,4,6-trihydroxy-5-[7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]phenyl]dodecan-1-one
• CAS: 144337-18-8
• 化学式: C₄₅H₆₂O₈
• 分子量: 730.982
• InChiKey: CEJAYJCUSZHYDS-UHFFFAOYSA-N

物化性质

• 溶解度：
  在 DMSO 中溶解度为 100 mM，在乙醇中溶解度为 100 mM

计算性质

• 辛醇/水分配系数(LogP)：
  14.3
• 重原子数：
  53
• 可旋转键数：
  24
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  145
• 氢给体数：
  5
• 氢受体数：
  8

安全信息

• 储存条件：
  -20°C，密闭保存，并保持干燥。

制备方法与用途

YM-26734是一种分泌型磷脂酶A2（PLA2）的竞争性抑制剂，能够广泛抑制多种PLA2活性。

反应信息

• 作为产物：
  描述：

  7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-4-(2,4,6-trihydroxy-3,5-(didodecanoyl)-phenyl)chroman 在 palladium hydroxide on carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.5h， 以47%的产率得到1,1'-{2,4,6-三羟基-5-[7-羟基-2-(4-羟基苯基)-3,4-二氢-2H-色烯-4-基]苯-1,3-二基}二十二烷-1-酮
  参考文献：
  名称：

  Simplified YM-26734 inhibitors of secreted phospholipase A2 group IIA

  摘要：

  Simplified analogs of YM-26734, a known inhibitor of secreted phospholipase A(2) (sPLA(2)) group IIA, were synthesized and found to also display potent inhibition at low nanomolar concentrations. Analogs were based on the didodecanoylphloroglucinol portion of YM-26734 which contains the predicted active site calcium binding group. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.041

文献信息

• Simplified YM-26734 inhibitors of secreted phospholipase A2 group IIA
  作者：Rob C. Oslund、Nathan Cermak、Christophe L.M.J. Verlinde、Michael H. Gelb

  DOI：10.1016/j.bmcl.2008.09.041

  日期：2008.10

  Simplified analogs of YM-26734, a known inhibitor of secreted phospholipase A(2) (sPLA(2)) group IIA, were synthesized and found to also display potent inhibition at low nanomolar concentrations. Analogs were based on the didodecanoylphloroglucinol portion of YM-26734 which contains the predicted active site calcium binding group. (C) 2008 Elsevier Ltd. All rights reserved.