sarcophine | 75281-27-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: sarcophine
• 英文别名: episarcophine；(1aR,4E,10aR,11E,14aR)-2,3,6,7,10a,13,14,14a-octahydro-1a,5,8,12-tetramethyloxireno[9,10]cyclotetradeca[1,2-b]furan-9(1aH)-one；ent-sarcophine；(1R,2E,6R,8R,11E)-3,8,12,16-tetramethyl-7,18-dioxatricyclo[13.3.0.06,8]octadeca-2,11,15-trien-17-one
• CAS: 75281-27-5
• 化学式: C₂₀H₂₈O₃
• 分子量: 316.441
• InChiKey: CGAKBBMRMLAYMY-MAMCPNLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sarcophine 在 硫酸 、 水 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以8.3 mg的产率得到(6E,10S,11R,14E,15aR)-5,8,9,10,11,12,13,15a-octahydro-10,11-dihydroxy-3,6,10,14-tetramethylcyclotetradeca[b]furan-2(4H)-one
  参考文献：
  名称：

  新Cembranoids从海南软珊瑚蓝绿肉质软珊瑚

  摘要：

  Abstractmagnified imageFrom the soft bodied coral Sarcophyton glaucum collected from the South China Sea two new cembranoids, (7R,8S)‐dihydroxydeepoxy‐ent‐sarcophine (1) and secosarcophinolide (2), together with one known related compound, ent‐sarcophine (3), were isolated. The structures of the new compounds were determined by extensive analysis of their spectroscopic data and chemical correlation. The absolute configuration of 1 was determined by chemical correlation with 3 and by comparison of its optical rotation value with that of its corresponding enantiomer, (7S,8R)‐dihydroxydeepoxysarcophine (5).

  DOI：

  10.1002/hlca.200800417