(2S,3S,4S,5R,6S)-6-[4-[(2S,3R)-1-[4-[3-[6-[[3-carboxy-4-(3-hydroxy-6-oxoxanthen-9-yl)benzoyl]amino]hexanoylamino]prop-1-ynyl]phenyl]-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-2-yl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3S,4S,5R,6S)-6-[4-[(2S,3R)-1-[4-[3-[6-[[3-carboxy-4-(3-hydroxy-6-oxoxanthen-9-yl)benzoyl]amino]hexanoylamino]prop-1-ynyl]phenyl]-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-2-yl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• 化学式: C₆₀H₅₄FN₃O₁₆
• 分子量: 1092.1
• InChiKey: BGFUHFRWRJFOTO-KKMRBXIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  80
• 可旋转键数：
  20
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  299
• 氢给体数：
  9
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  5-[[6-[3-[4-[(3R,4S)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-2-oxo-4-[4-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxycarbonyloxan-2-yl]oxyphenyl]azetidin-1-yl]phenyl]prop-2-ynylamino]-6-oxohexyl]carbamoyl]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid 在 甲醇 、 三乙胺 作用下， 反应 1.0h， 以100%的产率得到(2S,3S,4S,5R,6S)-6-[4-[(2S,3R)-1-[4-[3-[6-[[3-carboxy-4-(3-hydroxy-6-oxoxanthen-9-yl)benzoyl]amino]hexanoylamino]prop-1-ynyl]phenyl]-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-2-yl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of fluorescent biochemical tools related to the 2-azetidinone class of cholesterol absorption inhibitors

  摘要：

  Fluorescent analogues of the cholesterol absorption inhibitor (CAI), Sch 58235, have been designed and synthesized as single enantiomers. Biological testing reveals that they are potent CAIs and are suitable tools for the investigation of the azetidinone CAI mechanism of action (MOA). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00752-1

文献信息

• Use of azetidinone compounds
  申请人：Altmann W. Scott

  公开号：US20070105141A1

  公开（公告）日：2007-05-10

  The use of azetidinone compounds that are inhibitors of cholesterol absorption as tools for discovering and characterizing proteins involved in trafficking or absorption of cholesterol and/or cholesteryl esters in biological systems is presented These compounds can serve as tools for competitive binding assays to discover and characterize other chemical agents useful as cholesterol absorption inhibitors. New compounds of the present invention are also highly efficacious inhibitors of cholesterol absorption.
• US7723020B2
  申请人：——

  公开号：US7723020B2

  公开（公告）日：2010-05-25