(1R,2S,5S,6S,9R,12S,13R,16S)-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-ene-6,16-diol | 208261-23-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (1R,2S,5S,6S,9R,12S,13R,16S)-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-ene-6,16-diol
• CAS: 208261-23-8
• 化学式: C₂₁H₃₂O₃
• 分子量: 332.483
• InChiKey: RVRUDXHMJRUDLB-XXHSLLPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  49.69
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1R,2S,5S,6S,9R,12S,13R,16S)-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-ene-6,16-diol 在 N-甲基-4-哌啶酮 、 aluminum isopropoxide 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以72%的产率得到(1R,2S,5S,6S,9R,12S,13R)-6-hydroxy-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-17-en-16-one
  参考文献：
  名称：

  Synthesis of mirasorvone, a defensive steroid from the sunburst diving beetle (Thermonectus marmoratus)

  摘要：

  The structure and stereochemistry of mirasorvone, an 18-oxygenated pregnane from the defensive prothoracic glands of the sunburst diving beetle, Thermonectus marmoratus, has been confirmed by synthesis and single-crystal X-ray diffraction analyses. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00583-8
• 作为产物：
  描述：

  3β-acetoxy-18-iodopregn-5-ene-20-one 在 sodium hydroxide 、 silver(I) acetate 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 12.5h， 生成 (1R,2S,5S,6S,9R,12S,13R,16S)-6,13-dimethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-ene-6,16-diol
  参考文献：
  名称：

  Synthesis of mirasorvone, a defensive steroid from the sunburst diving beetle (Thermonectus marmoratus)

  摘要：

  The structure and stereochemistry of mirasorvone, an 18-oxygenated pregnane from the defensive prothoracic glands of the sunburst diving beetle, Thermonectus marmoratus, has been confirmed by synthesis and single-crystal X-ray diffraction analyses. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00583-8