2-O-[(N,N-dimethylamino)acetyl]salvinorin B

• 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: 2-O-[(N,N-dimethylamino)acetyl]salvinorin B
• 英文别名: methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-[2-(dimethylamino)acetyl]oxy-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
• 化学式: C₂₅H₃₃NO₈
• 分子量: 475.539
• InChiKey: KPNODYIBPUNIRM-GEJGOZOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  丹酚 A 在 甲醇 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 2-O-[(N,N-dimethylamino)acetyl]salvinorin B
  参考文献：
  名称：

  Synthesis and in vitro pharmacological evaluation of salvinorin A analogues modified at C(2)

  摘要：

  Salvinorin A is the only known non-nitrogenous and specific K-opioid agonist. A series of salvinorin A derivatives were prepared and tested for in vitro activity at the K-opioid receptor. Unsubstituted carbamate 9 was a potent K-agonist (EC50 = 6.2 nM) and should be more stable than salvinorin A toward metabolic transformations. Compound 10, containing an N-methyl carbamate at C(2), showed partial agonist activity with 81% efficacy when compared with the full agonist U50,488H. No antagonist ligands were observed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.113