[(1R,4S,12S,14R,15S,18S,23S,24S,25R)-3,7,8,19,24-pentamethyl-10,21-dioxo-5,9,13,26-tetraoxaheptacyclo[21.2.1.04,12.04,15.06,11.015,25.018,24]hexacosa-2,6(11),7,19-tetraen-14-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1142814-48-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: [(1R,4S,12S,14R,15S,18S,23S,24S,25R)-3,7,8,19,24-pentamethyl-10,21-dioxo-5,9,13,26-tetraoxaheptacyclo[21.2.1.04,12.04,15.06,11.015,25.018,24]hexacosa-2,6(11),7,19-tetraen-14-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1142814-48-9
• 化学式: C₃₇H₃₇F₃O₉
• 分子量: 682.691
• InChiKey: WROCCXFTQOYOBQ-WWMPRQLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  49
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  brevione H 、 甲氧基-三氟甲基苯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以1.2 mg的产率得到[(1R,4S,12S,14R,15S,18S,23S,24S,25R)-3,7,8,19,24-pentamethyl-10,21-dioxo-5,9,13,26-tetraoxaheptacyclo[21.2.1.04,12.04,15.06,11.015,25.018,24]hexacosa-2,6(11),7,19-tetraen-14-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Breviane Spiroditerpenoids from an Extreme-Tolerant Penicillium sp. Isolated from a Deep Sea Sediment Sample

  摘要：

  Breviones F-H (1-3), three new bioactive breviane spiroditerpenoids, have been isolated from the crude extract of an extreme-tolerant Penicillium sp. obtained from a deep sea sediment sample that was collected at a depth of 5115 m. The structures of these compounds were elucidated primarily by NMR spectroscopy. The absolute configurations of 1 and 3 were assigned by application of the modified Mosher method, and 3 is further confirmed by X-ray crystallographic analysis of its S-MTPA ester. Compound 2 could be the precursor for 3, which features a previously undescribed skeleton of mixed biogenesis.

  DOI：

  10.1021/np900116m