iso-isariin B | 1290627-99-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: iso-isariin B
• 英文别名: cyclo(L-alanyl-L-valyl-3-hydroxy-4-methyloctanoylglycyl-L-valyl-D-leucyl)；(3S,6S,9R,12S)-19-hexan-2-yl-6-methyl-9-(2-methylpropyl)-3,12-di(propan-2-yl)-1-oxa-4,7,10,13,16-pentazacyclononadecane-2,5,8,11,14,17-hexone
• CAS: 1290627-99-4
• 化学式: C₃₀H₅₃N₅O₇
• 分子量: 595.78
• InChiKey: DSWZWPQYGALTJZ-WVHJPHLBSA-N

物化性质

• 沸点：
  930.7±65.0 °C(Predicted)
• 密度：
  1.020±0.06 g/cm3(Predicted)
• 溶解度：
  二氯甲烷：可溶； DMSO：可溶；乙醇：可溶；甲醇：可溶

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  172
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  iso-isariin B 在 盐酸 、 水 作用下， 反应 24.0h， 生成 L-丙氨酸 、 L-缬氨酸 、 D-亮氨酸 、 聚甘氨酸
  参考文献：
  名称：

  Insecticidal Cyclodepsipeptides from Beauveria felina

  摘要：

  A novel cyclodepsipeptide, iso-isariin B (1), and the known isaridin E (2) were isolated from the entomopathogenic fungus Beauveria felina. Their structures were elucidated using MS/MS fragmentation and extensive 2D-heteronuclear NMR. The X-ray structure of isaridin,E was obtained, showing two potent intramolecular H bonds and a type VI turn with the HyLeu(1)-Pro(2) amide bond in acts conformation. Iso-isariin B (1) was active against the pest-insect Sitophilus spp. with an LD50 value of 10 mu g/mL. This observation also Oyes some dues for ecological interpretation of cyclodesipeptide production by B. felina.

  DOI：

  10.1021/np100890n

文献信息

• Insecticidal Cyclodepsipeptides from <i>Beauveria felina</i>
  作者：Aude Langenfeld、Alain Blond、Sabelle Gueye、Patrick Herson、Bastien Nay、Joëlle Dupont、Soizic Prado

  DOI：10.1021/np100890n

  日期：2011.4.25

  A novel cyclodepsipeptide, iso-isariin B (1), and the known isaridin E (2) were isolated from the entomopathogenic fungus Beauveria felina. Their structures were elucidated using MS/MS fragmentation and extensive 2D-heteronuclear NMR. The X-ray structure of isaridin,E was obtained, showing two potent intramolecular H bonds and a type VI turn with the HyLeu(1)-Pro(2) amide bond in acts conformation. Iso-isariin B (1) was active against the pest-insect Sitophilus spp. with an LD50 value of 10 mu g/mL. This observation also Oyes some dues for ecological interpretation of cyclodesipeptide production by B. felina.