[(1R,2R,6R,8S,9S,13R,14S,16S,17R)-9-(hydroxymethyl)-4,4,9,13-tetramethyl-18-methylidene-19-oxo-3,5-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadecan-16-yl] acetate | 1300655-69-9

• 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,16S,17R)-9-(hydroxymethyl)-4,4,9,13-tetramethyl-18-methylidene-19-oxo-3,5-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadecan-16-yl] acetate
• CAS: 1300655-69-9
• 化学式: C₂₅H₃₆O₆
• 分子量: 432.557
• InChiKey: GCDOVXIIDYLHPC-YIWYLRAFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(1R,2R,6R,8S,9S,13R,14S,16S,17R)-9-(hydroxymethyl)-4,4,9,13-tetramethyl-18-methylidene-19-oxo-3,5-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadecan-16-yl] acetate 在 盐酸 、 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 、 水 、 戴斯-马丁氧化剂 作用下， 以 甲醇 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 16.5h， 生成 (1R,2R,4S,5S,9S,10S,12S,13S,16R)-12-acetyloxy-2,16-dihydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
  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：

  (1R,2R,6R,8S,9S,13R,14S,16S,17R)-16-hydroxy-9-(hydroxymethyl)-4,4,9,13-tetramethyl-18-methylidene-3,5-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadecan-19-one 在 吡啶 、 盐酸 、 水 、 对甲苯磺酸 作用下， 反应 36.0h， 生成 [(1R,2R,6R,8S,9S,13R,14S,16S,17R)-9-(hydroxymethyl)-4,4,9,13-tetramethyl-18-methylidene-19-oxo-3,5-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadecan-16-yl] acetate
  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.