lipidyl pseudopterane C | 1114543-77-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: lipidyl pseudopterane C
• 英文别名: methyl (2R,3R,7R,8R,9R)-8-hydroxy-7-octadecanoyloxy-5-oxo-2,9-bis(prop-1-en-2-yl)-4,14-dioxatricyclo[9.2.1.13,6]pentadeca-1(13),6(15),11-triene-12-carboxylate
• CAS: 1114543-77-9
• 化学式: C₃₉H₅₈O₈
• 分子量: 654.885
• InChiKey: YVVIDKGYYJHJSZ-GJMMFDPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  47
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  甲醇 、 lipidyl pseudopterane C 在 sodium hydroxide 、 三氟化硼甲醇络合物 作用下， 反应 0.1h， 生成 硬酯酸甲酯C18
  参考文献：
  名称：

  Lipidyl Pseudopteranes A−F: Isolation, Biomimetic Synthesis, and PTP1B Inhibitory Activity of a New Class of Pseudopteranoids from the Gorgonian Pseudopterogorgia acerosa

  摘要：

  Novel lipidyl pseudopteranoids, lipidyl pseudopteranes A-F (1-6), have been isolated from the soft coral Pseudopterogorgia acerosa collected from the Bahamas. Structure elucidation of the six new compounds was based on 1D and 2D NMR data and mass spectrometry, and a biomimetic synthesis of 1 from pseudopterolide (7) was used to help establish its absolute configuration. These structures represent the first report of a pseudopterane diterpene with a fatty acid moiety. Lipidyl pseudopteranes A and D exhibited modest yet selective inhibitory activity against protein tyrosine phosphatase 1B, a promising drug target.

  DOI：

  10.1021/np800544b

文献信息

• Lipidyl Pseudopteranes A−F: Isolation, Biomimetic Synthesis, and PTP1B Inhibitory Activity of a New Class of Pseudopteranoids from the Gorgonian <i>Pseudopterogorgia acerosa</i>
  作者：Abhijeet S. Kate、Isabelle Aubry、Michel L. Tremblay、Russell G. Kerr

  DOI：10.1021/np800544b

  日期：2008.12.26

  Novel lipidyl pseudopteranoids, lipidyl pseudopteranes A-F (1-6), have been isolated from the soft coral Pseudopterogorgia acerosa collected from the Bahamas. Structure elucidation of the six new compounds was based on 1D and 2D NMR data and mass spectrometry, and a biomimetic synthesis of 1 from pseudopterolide (7) was used to help establish its absolute configuration. These structures represent the first report of a pseudopterane diterpene with a fatty acid moiety. Lipidyl pseudopteranes A and D exhibited modest yet selective inhibitory activity against protein tyrosine phosphatase 1B, a promising drug target.