(1R,2R,6R,8S,9S,13R,14S,17S)-9-(hydroxymethyl)-4,4,9,13-tetramethyl-18-methylidene-3,5-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-15-en-19-one | 1300655-73-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2R,6R,8S,9S,13R,14S,17S)-9-(hydroxymethyl)-4,4,9,13-tetramethyl-18-methylidene-3,5-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-15-en-19-one
• CAS: 1300655-73-5
• 化学式: C₂₃H₃₂O₄
• 分子量: 372.505
• InChiKey: STNIDFQATUJQAD-MXYOHJQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,2R,6R,8S,9S,13R,14S,17S)-9-(hydroxymethyl)-4,4,9,13-tetramethyl-18-methylidene-3,5-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-15-en-19-one 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 40.0h， 以86%的产率得到7α,10α,14β-10,14,18-trihydroxykaura-11,16-dien-15-one
  参考文献：
  名称：

  Synthesis of rabdokunmin C analogues and their inhibitory effect on NF-κB activation

  摘要：

  A series of rabdokunmin C analogues were prepared and their inhibitory effect on NF-kappa B activation was assayed. One of them, 18-acetyl-12-deoxy-11,12-dehydrorabdokunmin C (16) was found to be a promising candidate for an anti-inflammatory agent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.02.002
• 作为产物：
  描述：

  12O,18O-diacetylrabdokunmin C 7O,14O-acetonide 在 碳酸氢钠 、 三苯基膦 、 苯甲酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.33h， 生成 (1R,2R,6R,8S,9S,13R,14S,17S)-9-(hydroxymethyl)-4,4,9,13-tetramethyl-18-methylidene-3,5-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-15-en-19-one
  参考文献：
  名称：

  Synthesis of rabdokunmin C analogues and their inhibitory effect on NF-κB activation

  摘要：

  A series of rabdokunmin C analogues were prepared and their inhibitory effect on NF-kappa B activation was assayed. One of them, 18-acetyl-12-deoxy-11,12-dehydrorabdokunmin C (16) was found to be a promising candidate for an anti-inflammatory agent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.02.002

文献信息

• Synthesis of rabdokunmin C analogues and their inhibitory effect on NF-κB activation
  作者：Yutaka Aoyagi、Yoshiyuki Adachi、Kei Ozawa、Chihiro Yokomizo、Ming-Yu Gui、Yong-Ri Jin、Xu-Wen Li、Naohito Ohno、Koichi Takeya

  DOI：10.1016/j.bmc.2011.02.002

  日期：2011.4

  A series of rabdokunmin C analogues were prepared and their inhibitory effect on NF-kappa B activation was assayed. One of them, 18-acetyl-12-deoxy-11,12-dehydrorabdokunmin C (16) was found to be a promising candidate for an anti-inflammatory agent. (C) 2011 Elsevier Ltd. All rights reserved.