[(3R,6S)-6-[(3S,5R,10S,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-1-en-3-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1186032-94-9

• 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: [(3R,6S)-6-[(3S,5R,10S,13S,14S,17S)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-1-en-3-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1186032-94-9
• 化学式: C₄₀H₅₇F₃O₄
• 分子量: 658.885
• InChiKey: IXSXKJDPOOYCMF-IFKRBBFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (-)-(24R)-tirucalla-8,25-diene-3β,24-diol 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以8.2%的产率得到[(3S,5R,10S,13S,14S,17S)-17-[(2S,5R)-5-hydroxy-6-methylhept-6-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Chemical Constituents of the Roots of Euphorbia micractina

  摘要：

  Nine minor new tirucallane (1-7) and euphane (8 and 9) triterpenoids including five hydroperoxides, together with 18 known compounds, have been isolated from an ethanolic extract of the roots of Euphorbia micractina. Their structures including absolute configurations were elucidated by spectroscopic and chemical analysis. In the in vitro assays, betulin (10) showed a selective cytotoxic activity against A2780 ovarian cells with an IC50 value of 6.1 mu M and inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) with an IC50 value of 15.3 mu M. Jolkinol B (11) showed a potent activity against HIV-1 replication with an IC50 value of 12.6 mu M. However, compounds 1-9 and the other known compounds were inactive in the three assays used.

  DOI：

  10.1021/np900305j