nordihydroguaiaretic acid tetrapropionate | 119189-40-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 二苄基丁烷木脂素
• 英文名称: nordihydroguaiaretic acid tetrapropionate
• 英文别名: Meso-nordihydroguaiaretic acid tetrapropionate；[4-[(2S,3R)-4-[3,4-di(propanoyloxy)phenyl]-2,3-dimethylbutyl]-2-propanoyloxyphenyl] propanoate
• CAS: 119189-40-1
• 化学式: C₃₀H₃₈O₈
• 分子量: 526.627
• InChiKey: LZYAHGGVARLOFY-BGYRXZFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  38
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  nordihydroguaiaretic acid tetrapropionate 在 palladium on activated charcoal 硝酸 、 氢气 作用下， 以 溶剂黄146 为溶剂， 生成 Propionic acid 4-[(2S,3R)-2,3-dimethyl-4-(2-nitro-4,5-bis-propionyloxy-phenyl)-butyl]-5-nitro-2-propionyloxy-phenyl ester
  参考文献：
  名称：

  Structure−Activity Relationship Studies of Nordihydroguaiaretic Acid Inhibitors toward Soybean, 12-Human, and 15-Human Lipoxygenase

  摘要：

  Lipoxygenase (LO) is a biological target for many diseases such as asthma, atherosclerosis, and cancer. Our labs have synthesized and investigated nordihydroguaiaretic acid (NDGA) derivatives and have established that the reductive inhibition of soybean and 15-human LO can be affected by the strength of the electron-withdrawing substituents on the phenyl rings of NDGA. In addition, we have determined that hydrophobic NDGA derivatives activate 15-HLO, suggesting a hydrophobic allosteric site.

  DOI：

  10.1021/jm0201262

文献信息

• Structure−Activity Relationship Studies of Nordihydroguaiaretic Acid Inhibitors toward Soybean, 12-Human, and 15-Human Lipoxygenase
  作者：Stephanie Whitman、Mikail Gezginci、Barbara N. Timmermann、Theodore R. Holman

  DOI：10.1021/jm0201262

  日期：2002.6.1

  Lipoxygenase (LO) is a biological target for many diseases such as asthma, atherosclerosis, and cancer. Our labs have synthesized and investigated nordihydroguaiaretic acid (NDGA) derivatives and have established that the reductive inhibition of soybean and 15-human LO can be affected by the strength of the electron-withdrawing substituents on the phenyl rings of NDGA. In addition, we have determined that hydrophobic NDGA derivatives activate 15-HLO, suggesting a hydrophobic allosteric site.