hapalocyclamide | 1359827-55-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: hapalocyclamide
• 英文别名: (1S,4R,11S,18R)-18-benzyl-4,7,11-trimethyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-5(24),7,12(23),14,19(22)-pentaene-2,9,16-trione
• CAS: 1359827-55-6
• 化学式: C₂₅H₂₆N₆O₄S₂
• 分子量: 538.651
• InChiKey: CFWGJXVIHMKTMC-DLTLXFJOSA-N

物化性质

• 沸点：
  914.1±65.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  37
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  192
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  hapalocyclamide 在 臭氧 、 氧气 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 L-丙氨酸 、 D-丙氨酸 、 D-苯丙氨酸
  参考文献：
  名称：

  Hapalocyclamide: a novel phytotoxic hexapeptide of the cyanobacterium Hapalosiphon sp.

  摘要：

  Hapalocyclamide, a novel oxazole-, thiazole- and thiazoline-containing cyclic hexapeptide, was isolated from the terrestrial cyanobacterium Hapalosiphon sp., and which showed phytotoxic activity on lettuce seedling growth. The gross structure of hapalocyclamide was established from spectroscopic data and chemical degradation. The absolute stereochemistry was determined by Marfey's analysis. Hapalocyclamide was established as cyclo-thiazole-L-alanine-oxazole-D-alanine-D-thiazoline-D-phenylalanine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.048

文献信息

• Hapalocyclamide: a novel phytotoxic hexapeptide of the cyanobacterium Hapalosiphon sp.
  作者：Intira Koodkaew、Shigeru Matsuyama、Yukari Sunohara、Hiroshi Matsumoto

  DOI：10.1016/j.tetlet.2011.12.048

  日期：2012.2

  Hapalocyclamide, a novel oxazole-, thiazole- and thiazoline-containing cyclic hexapeptide, was isolated from the terrestrial cyanobacterium Hapalosiphon sp., and which showed phytotoxic activity on lettuce seedling growth. The gross structure of hapalocyclamide was established from spectroscopic data and chemical degradation. The absolute stereochemistry was determined by Marfey's analysis. Hapalocyclamide was established as cyclo-thiazole-L-alanine-oxazole-D-alanine-D-thiazoline-D-phenylalanine. (C) 2011 Elsevier Ltd. All rights reserved.