cannabitriol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: cannabitriol
• 英文别名: (9S,10R)-6,6,9-trimethyl-3-pentyl-8,10-dihydro-7H-benzo[c]chromene-1,9,10-triol
• 化学式: C₂₁H₃₀O₄
• 分子量: 346.467
• InChiKey: ZLYNXDIDWUWASO-CTNGQTDRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  69.92
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  四氢大麻酚 在 TCF-26C₁₂ 维生素 B2 作用下， 生成 cannabitriol
  参考文献：
  名称：

  Antibody-Catalyzed Oxidation of Δ⁹-Tetrahydrocannabinol

  摘要：

  Marijuana abuse continues to plague society and the lack of effective treatments warrants concern. Catalytic antibodies capable of oxidatively degrading the major psychoactive component of marijuana, Delta(9)-tetrahydrocannabinol (Delta(9)-THC), are presented. The antibodies generate reactive oxygen species from singlet oxygen (O-1(2)*), using riboflavin (vitamin B-2) and visible light as the O-1(2)* source. Cannabitriol was identified as the major degradation product of this reaction, demonstrating the ability of an antibody to catalyze a complex chemical transformation with therapeutic implications for treating marijuana abuse.

  DOI：

  10.1021/ja070022m

文献信息

• Antibody-Catalyzed Oxidation of Δ⁹-Tetrahydrocannabinol
  作者：Andrew P. Brogan、Lisa M. Eubanks、George F. Koob、Tobin J. Dickerson、Kim D. Janda

  DOI：10.1021/ja070022m

  日期：2007.3.1

  Marijuana abuse continues to plague society and the lack of effective treatments warrants concern. Catalytic antibodies capable of oxidatively degrading the major psychoactive component of marijuana, Delta(9)-tetrahydrocannabinol (Delta(9)-THC), are presented. The antibodies generate reactive oxygen species from singlet oxygen (O-1(2)*), using riboflavin (vitamin B-2) and visible light as the O-1(2)* source. Cannabitriol was identified as the major degradation product of this reaction, demonstrating the ability of an antibody to catalyze a complex chemical transformation with therapeutic implications for treating marijuana abuse.