palliferidin | 79863-25-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: palliferidin
• 英文别名: [(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 3,4,5-trimethoxybenzoate
• CAS: 79863-25-5
• 化学式: C₂₅H₃₆O₆
• 分子量: 432.557
• InChiKey: YGZDRXIVHPDDOW-HYLPIGKTSA-N

物化性质

• 沸点：
  501.5±50.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲酰氯 、 反式-4-甲基-1-(乙氧羰基)环己烷 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 168.0h， 以78%的产率得到palliferidin
  参考文献：
  名称：

  Daucane Phytoestrogens:  A Structure−Activity Study

  摘要：

  The estrogenic activity of a series of analogues of the daucane ester ferutinin (1a) modified at the acyl moiety was investigated in a yeast screen containing the human estrogen receptor a. Rather strict structure-activity relationships were observed. Thus, while the parent polvol (jaeschkeanadiol, 2a) was inactive, the presence of a p-hydroxybenzoyl moiety was necessary for activity in the yeast screen. Homologation and vinylation were both detrimental for activity, as were methylation of the p-hydroxyl substituent and the introduction of oxygen functions on the adjacent carbons.

  DOI：

  10.1021/np0201671

文献信息

• Daucane Phytoestrogens:  A Structure−Activity Study
  作者：Giovanni Appendino、Paola Spagliardi、Giancarlo Cravotto、Victoria Pocock、Stuart Milligan

  DOI：10.1021/np0201671

  日期：2002.11.1

  The estrogenic activity of a series of analogues of the daucane ester ferutinin (1a) modified at the acyl moiety was investigated in a yeast screen containing the human estrogen receptor a. Rather strict structure-activity relationships were observed. Thus, while the parent polvol (jaeschkeanadiol, 2a) was inactive, the presence of a p-hydroxybenzoyl moiety was necessary for activity in the yeast screen. Homologation and vinylation were both detrimental for activity, as were methylation of the p-hydroxyl substituent and the introduction of oxygen functions on the adjacent carbons.