[(1R,3S,3aS,5S,8S,8aS)-5-[(2S)-1-methoxy-1-oxopropan-2-yl]-3,8-dimethyl-1,2,3,3a,4,5,6,7,8,8a-decahydroazulen-1-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1196997-65-5

• 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: [(1R,3S,3aS,5S,8S,8aS)-5-[(2S)-1-methoxy-1-oxopropan-2-yl]-3,8-dimethyl-1,2,3,3a,4,5,6,7,8,8a-decahydroazulen-1-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1196997-65-5
• 化学式: C₂₆H₃₅F₃O₅
• 分子量: 484.556
• InChiKey: WPGOBBHXMBQLRH-PGPMVCKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  methyl 2-[(1R,3S,3aS,5S,8S,8aS)-1-hydroxy-3,8-dimethyl-1,2,3,3a,4,5,6,7,8,8a-decahydroazulen-5-yl]propanoate 、 甲氧基-三氟甲基苯 在 吡啶 作用下， 反应 4.0h， 以0.5 mg的产率得到[(1R,3S,3aS,5S,8S,8aS)-5-[(2S)-1-methoxy-1-oxopropan-2-yl]-3,8-dimethyl-1,2,3,3a,4,5,6,7,8,8a-decahydroazulen-1-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Chemical Constituents of the Bark of Machilus wangchiana and Their Biological Activities

  摘要：

  Eleven new metabolites, butanolides 1-6, lignan derivatives 7-9, sesquiterpene 10, and 3',4'-seco-flavane derivative 11, have been isolated from an ethanol extract of Machilus wangchiana. Twenty known compounds, including ginkgolides A and B (16 and 17), were also isolated. Their structures and absolute configurations were determined by spectroscopic and chemical methods. Compounds 7, 8a, 8b, 9, 11, (+)-guaiacin (12), meso-dihydroguaiaretic acid (13), and hamabiwalactone A (15) showed potent in vitro activities against the release of beta-glucuronidase in rat polymorphonuclear leukocytes (PMNs) induced by platelet-activating factor (PAF), with 42.5-75.6% inhibition at 10(-5) M. Compounds 8, 8a, 8b, 9, and 11 reduced DL-galactosamine (GaIN)-induced hepatocyte (WB-F344 cells) damage with 39.4 +/- 6.3% to 53.6 +/- 3.5% inhibition at 10(-4) M. Isomahubannolide-23 (14) was cytotoxic against human stomach cancer (BGC-823) and ovarian cancer (A2780) cell lines, with IC50 values of 0.13 and 2.66 mu M, respectively.

  DOI：

  10.1021/np900504a