3-O-benzylmorphine-6-glucuronide | 286465-17-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: 3-O-benzylmorphine-6-glucuronide
• 英文别名: (2S,3S,4S,5R,6R)-6-[[(4R,4aR,7S,7aR,12bS)-3-methyl-9-phenylmethoxy-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• CAS: 286465-17-6
• 化学式: C₃₀H₃₃NO₉
• 分子量: 551.593
• InChiKey: OUOMPLJJIXCKAQ-AMVGIECDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  138
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-O-benzylmorphine-6-glucuronide 在 palladium on activated charcoal 作用下， 以 甲醇 、 水 、 溶剂黄146 为溶剂， 生成 甲醇:水(1:1)测试标样(吗啡-6-Β-D-葡糖苷酸)
  参考文献：
  名称：

  The enzymatic glucuronidation of 3-O-protected morphine—a new route to 7,8-dihydromorphine-6-glucuronide

  摘要：

  The selective enzymatic glucuronidation of the 6-position of morphine was probed by the glucuronidation of a series of 3-O-protected morphine derivatives. 3-O-Benzylmorphine 5 was converted to the corresponding 3-O-benzylmorphine-6-glucuronide 8 by human liver microsomes. The identity of 8 was confirmed by independent chemical synthesis. The glucuronide 8 was subsequently converted to 7,8-dihydromorphine-6-glucuronide. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00582-0
• 作为产物：
  描述：

  3-O-苄吗啉 在 sodium hydroxide 、 三氟化硼乙醚 作用下， 以 1,2-二氯乙烷 、 异丙醇 为溶剂， 生成 3-O-benzylmorphine-6-glucuronide
  参考文献：
  名称：

  The enzymatic glucuronidation of 3-O-protected morphine—a new route to 7,8-dihydromorphine-6-glucuronide

  摘要：

  The selective enzymatic glucuronidation of the 6-position of morphine was probed by the glucuronidation of a series of 3-O-protected morphine derivatives. 3-O-Benzylmorphine 5 was converted to the corresponding 3-O-benzylmorphine-6-glucuronide 8 by human liver microsomes. The identity of 8 was confirmed by independent chemical synthesis. The glucuronide 8 was subsequently converted to 7,8-dihydromorphine-6-glucuronide. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00582-0