(R)-1,2-Anhydro-3-O-(o-ethoxyphenyl)-glycerol | 139067-94-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-1,2-Anhydro-3-O-(o-ethoxyphenyl)-glycerol
• 英文别名: (R)-2-((2-Ethoxyphenoxy)methyl)oxirane；(2R)-2-[(2-ethoxyphenoxy)methyl]oxirane
• CAS: 139067-94-0
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: DJOGZXNBSUIGKG-SECBINFHSA-N

物化性质

• 沸点：
  281.7±10.0 °C(Predicted)
• 密度：
  1.114±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  31
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-1,2-Anhydro-3-O-(o-ethoxyphenyl)-glycerol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 copper(l) iodide 、 magnesium sulfate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 17.17h， 生成 (R)-6-((2-ethoxyphenoxy)methyl)-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  A low toxic CRM1 degrader: Synthesis and anti-proliferation on MGC803 and HGC27

  摘要：

  Chromosome region maintenance 1 (CRM1) is the sole nuclear exporter of several tumor suppressor, a growth regulatory protein as an attractive cancer drug target. In the present work, a novel CRM1 degrader was discovered from newly synthesized alpha, beta-unsaturated-delta-lactone based on a natural product Goniothalamin. It induces apoptosis of both MGC803 and HGC27 cell lines via degrading CRM1. Selective inhibition was observed for the proliferation of gastric cancer cell lines MGC803, HGC27 comparing to Human Gastric Mucosal Epithelial Cell Line (GES1). For the first time, CRM1 inhibitor or degrader inducing apoptosis in gastric carcinoma was investigated. (C) 2020 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2020.112708
• 作为产物：
  描述：

  邻乙氧基苯酚 在 吡啶 、 盐酸 、 氢氧化钾 、 sodium 作用下， 以 甲醇 、 二甲基亚砜 、 丙酮 为溶剂， 反应 16.5h， 生成 (R)-1,2-Anhydro-3-O-(o-ethoxyphenyl)-glycerol
  参考文献：
  名称：

  Kristen, H.; Wrubel, F.; Widuwild, H., Journal fur praktische Chemie (Leipzig 1954), 1991, vol. 333, # 4, p. 545 - 554

  摘要：

  DOI：

文献信息

• A low toxic CRM1 degrader: Synthesis and anti-proliferation on MGC803 and HGC27
  作者：Hai-Wei Xu、Shilong Jia、Mengbo Liu、Xiaobo Li、Xia Meng、Xinxin Wu、Lu Yu、Menglin Wang、Cheng-Yun Jin

  DOI：10.1016/j.ejmech.2020.112708

  日期：2020.11

  Chromosome region maintenance 1 (CRM1) is the sole nuclear exporter of several tumor suppressor, a growth regulatory protein as an attractive cancer drug target. In the present work, a novel CRM1 degrader was discovered from newly synthesized alpha, beta-unsaturated-delta-lactone based on a natural product Goniothalamin. It induces apoptosis of both MGC803 and HGC27 cell lines via degrading CRM1. Selective inhibition was observed for the proliferation of gastric cancer cell lines MGC803, HGC27 comparing to Human Gastric Mucosal Epithelial Cell Line (GES1). For the first time, CRM1 inhibitor or degrader inducing apoptosis in gastric carcinoma was investigated. (C) 2020 Elsevier Masson SAS. All rights reserved.
• Kristen, H.; Wrubel, F.; Widuwild, H., Journal fur praktische Chemie (Leipzig 1954), 1991, vol. 333, # 4, p. 545 - 554
  作者：Kristen, H.、Wrubel, F.、Widuwild, H.、Luecke, L.

  DOI：——

  日期：——