4-O-[(2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-7-methoxycarbonyl-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromen-9-yl] 1-O-methyl butanedioate | 1432515-30-4

• 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: 4-O-[(2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-7-methoxycarbonyl-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromen-9-yl] 1-O-methyl butanedioate
• CAS: 1432515-30-4
• 化学式: C₂₆H₃₂O₁₀
• 分子量: 504.534
• InChiKey: FMHKFGZUARMVGD-KRPMOIONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  SALVINORINB(品牌:CAYMAN进口) 、 丁二酸单甲酯酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-O-[(2S,4aR,6aR,7R,9S,10aS,10bR)-2-(furan-3-yl)-7-methoxycarbonyl-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromen-9-yl] 1-O-methyl butanedioate
  参考文献：
  名称：

  Kappa-opioid receptor-selective dicarboxylic ester-derived salvinorin A ligands

  摘要：

  Salvinorin A, the active ingredient of the hallucinogenic plant Salvia divinorum is the most potent known naturally occurring hallucinogen and is a selective kappa-opioid receptor agonist. To better understand the ligand-receptor interactions, a series of dicarboxylic ester-type of salvinorin A derivatives were synthesized and evaluated for their binding affinity at kappa-, delta- and mu-opioid receptors. Most of the analogues show high affinity to the kappa-opioid receptor. Methyl malonyl derivative 4 shows the highest binding affinity (K-i = 2 nM), analogues 5, 7, and 14 exhibit significant affinity for the kappa-receptor (K-i = 21, 36 and 39 nM). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.111