[(1S,4R,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3R)-3-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxybutyl]cyclohexyl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1445597-72-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(1S,4R,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3R)-3-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxybutyl]cyclohexyl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1445597-72-7
• 化学式: C₃₃H₄₀F₆O₇
• 分子量: 662.667
• InChiKey: VDGHIKNRSZUYST-WYYGYWELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  46
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  wilsonol F 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以1.4 mg的产率得到[(1S,4R,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3R)-3-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxybutyl]cyclohexyl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Wilsonols A–L, Megastigmane Sesquiterpenoids from the Leaves of Cinnamomum wilsonii

  摘要：

  Twelve new megastigmane sesquiterpenoids, wilsonols A L (1-12), were isolated from the leaves of Cinnamomum wilsonii, along with seven known analogues (13-19). The structures of compounds 1-12 were established by spectroscopic analyses. The absolute configurations of 1-5 were determined by single-crystal X-ray diffraction analysis with Cu K alpha irradiation, and the absolute configurations of 6-12 were determined by the modified Mosher's method. Compounds 1-9 and 13-19 were evaluated for in vitro cytotmdcity against five human cancer cell lines, HL-60, SMMC-7721, A-549, MCF-7, and SW-480, and compared against the Beas-2B immortalized (noncancerous) human bronchial epithelial cell line. Compound 13 exhibited IC50 values ranging from 2.5 to 12 mu M and selectivity indices of >10 against SMMC-7721, A-549, and MCF-7 cell lines. Selected compounds were evaluated for in vitro immunomodulatory activity.

  DOI：

  10.1021/np4002493