11-羟基-delta(8)-四氢大麻酚 | 25952-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 11-羟基-delta(8)-四氢大麻酚
• 英文名称: 11-hydroxy-Δ⁸-tetrahydrocannabinol
• 英文别名: 11-OH-Δ⁸-tetrahydrocannabinol；9-hydroxymethyl-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-ol；7-Hydroxy-Δ¹⁽⁶⁾-tetrahydrocannabinol；7-Hydroxy-Δ⁶-THC；11-Hydroxy-delta(8)-thc；9-(hydroxymethyl)-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
• CAS: 25952-85-6
• 化学式: C₂₁H₃₀O₃
• 分子量: 330.467
• InChiKey: LOUSQMWLMDHRIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11-羟基-delta(8)-四氢大麻酚 以 乙醇 为溶剂， 反应 0.25h， 生成 Δ⁸-tetrahydrocannabinol-11-oic-acid 、 7-hydroxy-Δ⁸-tetrahydrocannabinol-11-oic-acid
  参考文献：
  名称：

  大鼠体内11-羟基-δ-四氢大麻酚代谢为两种羧酸以及SKF 525-A，氯化钴和苯巴比妥对大鼠形成的影响。

  摘要：

  注射11-羟基-Δ8-四氢大麻酚（11-OH-Δ8-THC）的大鼠肝脏中分离出两种羧酸作为主要代谢产物。其中一种代谢产物被确定为Δ8-THC-11-oic acid，另一种被认为是7-hydroxy-Δ8-THC-11-oic acid。研究人员研究了SKF 525-A、氯化钴和苯巴比妥对这些代谢产物在大鼠肝脏中的含量的影响。用SKF 525-A和氯化钴预处理后，这些代谢产物的含量显著降低（Δ8-THC-11-oic acid分别降低了73%和70%，7-hydroxy-Δ8-TH

  DOI：

  10.1248/cpb.28.2154

文献信息

• In vivo metabolism of 11-hydroxy-.DELTA.8-tetrahydrocannabinol to two carboxylic acids and the effects of SKF 525-A, cobaltous chloride and phenobarbital on their formation in rats.
  作者：KAZUHITO WATANABE、IKUO YAMAMOTO、KAZUTA OGURI、HIDETOSHI YOSHIMURA

  DOI：10.1248/cpb.28.2154

  日期：——

  Two carboxylic acids were isolated as the major metabolites from the liver of rats injected with 11-hydroxy-Δ8-tetrahydrocannabinol (11-OH-Δ8-THC). One of the metab-olites was identified as Δ8-THC-11-oic acid, and the other was assumed to be 7-hydroxy-Δ8-THC-11-oic acid. The effects of SKF 525-A, cobaltous chloride and phenobarbital on the contents of these metabolites in the rat liver were studied. Pretreatment with SKF 525-A and cobaltous chloride resulted in significant decreases of the contents of these metabolites (by 73 and 70% for Δ8-THC-11-oic acid, and by 91 and 89% for 7-hydroxy-Δ8-THC-11-oic acid, respectively). On the other hand, the level of 7-hydroxy-Δ8-THC-11-oic acid was increased, but that of Δ8-THC-11-oic acid remained unchanged by pretreatment with phenobarbital. These results suggest that the metabolism of 11-OH-Δ8-THC to Δ8-THC-11-oic acid and 7-hydroxy-Δ8-THC-11-oic acid is mediated in part by the microsomal monooxygenase system in vivo.

  注射11-羟基-Δ8-四氢大麻酚（11-OH-Δ8-THC）的大鼠肝脏中分离出两种羧酸作为主要代谢产物。其中一种代谢产物被确定为Δ8-THC-11-oic acid，另一种被认为是7-hydroxy-Δ8-THC-11-oic acid。研究人员研究了SKF 525-A、氯化钴和苯巴比妥对这些代谢产物在大鼠肝脏中的含量的影响。用SKF 525-A和氯化钴预处理后，这些代谢产物的含量显著降低（Δ8-THC-11-oic acid分别降低了73%和70%，7-hydroxy-Δ8-TH