benzyl N-[(2S)-1-[(13R,21R,22R,23S,27S)-21-chloro-13,22,23,27-tetrahydroxy-28-[[(2R)-2-hydroxy-2-[4-[(2S)-3-hydroxy-2-(propanoylamino)propoxy]phenyl]ethyl]amino]-28-oxooctacosoxy]-3-hydroxypropan-2-yl]carbamate | 929555-81-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl N-[(2S)-1-[(13R,21R,22R,23S,27S)-21-chloro-13,22,23,27-tetrahydroxy-28-[[(2R)-2-hydroxy-2-[4-[(2S)-3-hydroxy-2-(propanoylamino)propoxy]phenyl]ethyl]amino]-28-oxooctacosoxy]-3-hydroxypropan-2-yl]carbamate
• CAS: 929555-81-7
• 化学式: C₅₃H₈₈ClN₃O₁₃
• 分子量: 1010.75
• InChiKey: QOBCHHSCWHYCGR-FJTOAKBVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  70
• 可旋转键数：
  44
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  257
• 氢给体数：
  10
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  benzyl N-[(2S)-1-[(13R,21R,22R,23S,27S)-21-chloro-13,22,23,27-tetrahydroxy-28-[[(2R)-2-hydroxy-2-[4-[(2S)-3-hydroxy-2-(propanoylamino)propoxy]phenyl]ethyl]amino]-28-oxooctacosoxy]-3-hydroxypropan-2-yl]carbamate 在 吡啶 、 sodium periodate 、 potassium carbonate 、 magnesium bromide 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 6.75h， 生成 benzyl N-[(2R)-1-[(13R,21R)-21-bromo-22-[tert-butyl(diphenyl)silyl]oxy-13-hydroxydocosoxy]-3-[tert-butyl(diphenyl)silyl]oxypropan-2-yl]carbamate
  参考文献：
  名称：

  Complete Structure Elucidation of Shishididemniols, Complex Lipids with Tyramine-Derived Tether and Two Serinol Units, from a Marine Tunicate of the Family Didemnidae

  摘要：

  Two new serinolipid derivatives, shishididemniols A (1) and B (2), were isolated as antibacterial constituents of a tunicate of the family Didemnidae. The structure of 1 was elucidated by interpretation of spectral data and the application of the modified Mosher method to 1 and its suitable degradation products. Compound 2 was the chlorohydrin of 1. Compounds 1 and 2 exhibited antibacterial activity against fish pathogenic bacterium Vibrio anguillarum.

  DOI：

  10.1021/jo062013m
• 作为产物：
  描述：

  shishididemniol B 、 氯甲酸苄酯 在 三乙胺 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 16.0h， 以46.7%的产率得到benzyl N-[(2S)-1-[(13R,21R,22R,23S,27S)-21-chloro-13,22,23,27-tetrahydroxy-28-[[(2R)-2-hydroxy-2-[4-[(2S)-3-hydroxy-2-(propanoylamino)propoxy]phenyl]ethyl]amino]-28-oxooctacosoxy]-3-hydroxypropan-2-yl]carbamate
  参考文献：
  名称：

  Complete Structure Elucidation of Shishididemniols, Complex Lipids with Tyramine-Derived Tether and Two Serinol Units, from a Marine Tunicate of the Family Didemnidae

  摘要：

  Two new serinolipid derivatives, shishididemniols A (1) and B (2), were isolated as antibacterial constituents of a tunicate of the family Didemnidae. The structure of 1 was elucidated by interpretation of spectral data and the application of the modified Mosher method to 1 and its suitable degradation products. Compound 2 was the chlorohydrin of 1. Compounds 1 and 2 exhibited antibacterial activity against fish pathogenic bacterium Vibrio anguillarum.

  DOI：

  10.1021/jo062013m

文献信息

• Complete Structure Elucidation of Shishididemniols, Complex Lipids with Tyramine-Derived Tether and Two Serinol Units, from a Marine Tunicate of the Family Didemnidae
  作者：Hirotsugu Kobayashi、Jun'ichiro Ohashi、Tsuyoshi Fujita、Takashi Iwashita、Yoichi Nakao、Shigeki Matsunaga、Nobuhiro Fusetani

  DOI：10.1021/jo062013m

  日期：2007.2.1

  Two new serinolipid derivatives, shishididemniols A (1) and B (2), were isolated as antibacterial constituents of a tunicate of the family Didemnidae. The structure of 1 was elucidated by interpretation of spectral data and the application of the modified Mosher method to 1 and its suitable degradation products. Compound 2 was the chlorohydrin of 1. Compounds 1 and 2 exhibited antibacterial activity against fish pathogenic bacterium Vibrio anguillarum.