13-(N,N-dimethylamino)-4α,5β-epoxy-4,10-dimethyl-6α-hydroxy-12-oic acid-γ-lactonegermacra-1(10)-ene monofumarate | 1186330-94-8

• 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: 13-(N,N-dimethylamino)-4α,5β-epoxy-4,10-dimethyl-6α-hydroxy-12-oic acid-γ-lactonegermacra-1(10)-ene monofumarate
• 英文别名: LC-1 fumarate；DMAPT fumarate；(11R)-13-Dimethylammonio-11,13-dihydro-4,5-epoxycostunolide semifumarate；[(1S,2R,4R,7E,11S,12R)-4,8-dimethyl-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-12-yl]methyl-dimethylazanium;(E)-4-hydroxy-4-oxobut-2-enoate
• CAS: 1186330-94-8
• 化学式: C₄H₄O₄*C₁₇H₂₇NO₃
• 分子量: 409.48
• InChiKey: MRLIRFYFSXOGIO-GMRGYKKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (3R,3aS,9aR,10aR,10bS,E)-3-((dimethylamino)methyl)-6,9a-dimethyl-3a,4,5,8,9,9a,10a,10b-octahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-2(3H)-one 、 富马酸 以 乙醚 为溶剂， 生成 13-(N,N-dimethylamino)-4α,5β-epoxy-4,10-dimethyl-6α-hydroxy-12-oic acid-γ-lactonegermacra-1(10)-ene monofumarate
  参考文献：
  名称：

  Aminoparthenolides as novel anti-leukemic agents: Discovery of the NF-κB inhibitor, DMAPT (LC-1)

  摘要：

  A series of aminoparthenolide analogs (6-37) were synthesized and evaluated for their anti-leukemic activity. Eight compounds exhibited good anti-leukemic activity with LD50's in the low mu M range (1.5-3.0 mu M). Compounds 16, 24 and 30 were the most potent compounds in the series, causing greater than 90% cell death at 10 mu M concentration against primary AML cells in culture, with LD50 values of 1.7, 1.8 and 1.6 mu M. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.092