pectenotoxin-6 | 124760-17-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: pectenotoxin-6
• 英文别名: pectenotoxin 7；(1S,2R,5R,7R,8E,10E,12R,14S,16R,19R,20S,24S,27S,28S,29R,32R,33R,35S)-14-[(2S,3R,4R)-2,3-dihydroxy-4-methyloxan-2-yl]-28-hydroxy-5,7,9,19,29-pentamethyl-18,31-dioxo-13,17,38,39,40,41,42,43-octaoxaoctacyclo[31.4.1.11,35.12,5.120,24.124,27.129,32.012,16]tritetraconta-8,10-diene-35-carboxylic acid
• CAS: 124760-17-4
• 化学式: C₄₇H₆₈O₁₆
• 分子量: 889.047
• InChiKey: IJSPTHZVVHPQQN-GQLSITFTSA-N

物化性质

• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  63
• 可旋转键数：
  2
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  215
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  pectenotoxin-6 以 水 、 乙腈 为溶剂， 生成 pectenotoxin-6
  参考文献：
  名称：

  Identification and Characterization of Pectenotoxin (PTX) 4 and PTX7 as Spiroketal Stereoisomers of Two Previously Reported Pectenotoxins

  摘要：

  Pectenotoxins (PTXs) isolated from the scallop Patinopecten yessoensis were shown to be involved in an episode of diarrhetic shellfish poisoning (DSP). A total of eight analogues (PTX1-PTX7 and PTX10) have been isolated to date, and the structures of four of these analogues (PTX1, PTX2, PTX3, and PTX6) have already been elucidated. Here, we report the characterization of PTX4 and PTX7 as 7-epi-PTX1 and 7-epi-PTX6, respectively, on the basis of NMR data and an acid-catalyzed chemical interconversion. The structures of two new artifacts, PTX8 and PTX9, produced following this treatment are also reported.

  DOI：

  10.1021/jo971310b
• 作为产物：
  描述：

  pectenotoxin-6 在 三氟乙酸 作用下， 以 水 、 乙腈 为溶剂， 反应 48.0h， 以35%的产率得到pectenotoxin 9
  参考文献：
  名称：

  Identification and Characterization of Pectenotoxin (PTX) 4 and PTX7 as Spiroketal Stereoisomers of Two Previously Reported Pectenotoxins

  摘要：

  Pectenotoxins (PTXs) isolated from the scallop Patinopecten yessoensis were shown to be involved in an episode of diarrhetic shellfish poisoning (DSP). A total of eight analogues (PTX1-PTX7 and PTX10) have been isolated to date, and the structures of four of these analogues (PTX1, PTX2, PTX3, and PTX6) have already been elucidated. Here, we report the characterization of PTX4 and PTX7 as 7-epi-PTX1 and 7-epi-PTX6, respectively, on the basis of NMR data and an acid-catalyzed chemical interconversion. The structures of two new artifacts, PTX8 and PTX9, produced following this treatment are also reported.

  DOI：

  10.1021/jo971310b

文献信息

• Identification of the Absolute Configuration of Pectenotoxin-6, a Polyether Macrolide Compound, by NMR Spectroscopic Method Using a Chiral Anisotropic Reagent, Phenylglycine Methyl Ester
  作者：Katsunori Sasaki、Masayuki Satake、Takeshi Yasumoto

  DOI：10.1271/bbb.61.1783

  日期：1997.1

  The absolute configuration of pectenotoxin-6 (4, PTX6), found in association with diarrhetic shellfish poisoning, was identified by NMR spectroscopy using a chiral anisotropic reagent, phenylglycine methyl ester (PGME), which was condensed with a carboxyl group of 4.

  通过使用手性各向异性试剂苯基甘氨酸甲酯（PGME）的NMR光谱鉴定了与腹泻性贝类中毒有关的果胶毒素6（4，PTX6）的绝对构型，该缩合后的羧基与4的羧基缩合。
• Identification and Characterization of Pectenotoxin (PTX) 4 and PTX7 as Spiroketal Stereoisomers of Two Previously Reported Pectenotoxins
  作者：Katsunori Sasaki、Jeffrey L. C. Wright、Takeshi Yasumoto

  DOI：10.1021/jo971310b

  日期：1998.4.1

  Pectenotoxins (PTXs) isolated from the scallop Patinopecten yessoensis were shown to be involved in an episode of diarrhetic shellfish poisoning (DSP). A total of eight analogues (PTX1-PTX7 and PTX10) have been isolated to date, and the structures of four of these analogues (PTX1, PTX2, PTX3, and PTX6) have already been elucidated. Here, we report the characterization of PTX4 and PTX7 as 7-epi-PTX1 and 7-epi-PTX6, respectively, on the basis of NMR data and an acid-catalyzed chemical interconversion. The structures of two new artifacts, PTX8 and PTX9, produced following this treatment are also reported.