chaetomugilin P | 1319729-84-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: chaetomugilin P
• 英文别名: (8S)-8-[(Z,2S)-4-chloro-2-hydroxy-3-oxohex-4-en-2-yl]-3-[(E,3R,4R)-4-hydroxy-3-methylpent-1-enyl]-5-methyl-7,8-dihydroisochromen-6-one
• CAS: 1319729-84-4
• 化学式: C₂₂H₂₇ClO₅
• 分子量: 406.906
• InChiKey: KLMQRLLJGPIKJE-NCZDROTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  chaetomugilin P 在 对甲苯磺酸 、 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 6.0h， 生成 (2E,4R,5R)-5-hydroxy-4-methylhex-2-enoic acid
  参考文献：
  名称：

  New class azaphilone produced by a marine fish-derived Chaetomium globosum. The stereochemistry and biological activities

  摘要：

  Four new metabolites, chaetomugilins P-R and 11-epi-chaetomugilin I, were isolated from a strain of Chaetomium globosum originally obtained from the marine fish Mugil cephalus, and their absolute stereo-structures were elucidated on the basis of spectroscopic analyses, including 1D and 2D NMR techniques and various chemical transformations. Particularly, the skeleton of chaetomugilin P is different from that of other azaphilones isolated from this fungal strain to date. In addition, these compounds significantly inhibited the growth of cultured P388, HL-60, L1210 and KB cell lines. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.008