4-[（1-氧代-7-苯基庚基）氨基]-（4R）-辛酸 | 1101136-50-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 4-[（1-氧代-7-苯基庚基）氨基]-（4R）-辛酸
• 英文名称: GK115
• 英文别名: (R)-4-(7-phenylheptanamido)octanoic acid；4-[(1-Oxo-7-phenylheptyl)amino]-(4R)-octanoic acid；(4R)-4-(7-phenylheptanoylamino)octanoic acid
• CAS: 1101136-50-8
• 化学式: C₂₁H₃₃NO₃
• 分子量: 347.498
• InChiKey: ANTPELWBOPVWPH-LJQANCHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (R)-methyl 4-(7-phenylheptanamido)octanoate 在 sodium hydroxide 、 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 12.0h， 以90%的产率得到4-[（1-氧代-7-苯基庚基）氨基]-（4R）-辛酸
  参考文献：
  名称：

  Structure–activity relationships of natural and non-natural amino acid-based amide and 2-oxoamide inhibitors of human phospholipase A2 enzymes

  摘要：

  A variety of 2-oxoamides and related amides based on natural and non-natural amino acids were synthesized. Their activity on two human intracellular phospholipases (GIVA cPLA(2) and GVIA iPLA(2)) and one human secretory phospholipase (GV sPLA(2)) was evaluated. We show that an amide based on (R)-gamma-norleucine is a highly selective inhibitor of GV sPLA2. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.046

文献信息

• [EN] AMIDES AS INHIBITORS OF HUMAN SECRETED PHOSPHOLIPASE A2<br/>[FR] AMIDES EN TANT QU'INHIBITEURS DE LA PHOSPHOLIPASE A2 SÉCRÉTÉE PAR L'ÊTRE HUMAIN
  申请人：UNIV CALIFORNIA

  公开号：WO2010011686A3

  公开（公告）日：2010-04-08
• Amides as Inhibitors of Human Secreted Phospholipase A2
  申请人：Dennis Edward A.

  公开号：US20110111478A1

  公开（公告）日：2011-05-12

  Methods and compounds useful for inhibiting a phospholipase A 2 are provided, the methods comprising contacting the phospholipase A 2 with a compound having the structure A, or pharmaceutically acceptable salts thereof: wherein R 1 is H, F, NH 2 , or COOH; R 2 is, H, linear saturated or unsaturated alkyl, alkenyl, or alkynyl; each of R 3 and R 4 is independently H, linear saturated or unsaturated alkyl, alkenyl, alkynyl, phenyl, or substituted phenyl; R 5 is H, (C 1 -C 6 ) alkyl such as methyl or ethyl; X is aryl or substituted aryl, such as phenyl or a substituted phenyl; and Y is O or S.
• US8759392B2
  申请人：——

  公开号：US8759392B2

  公开（公告）日：2014-06-24
• Structure–activity relationships of natural and non-natural amino acid-based amide and 2-oxoamide inhibitors of human phospholipase A2 enzymes
  作者：Georgia Antonopoulou、Efrosini Barbayianni、Victoria Magrioti、Naomi Cotton、Daren Stephens、Violetta Constantinou-Kokotou、Edward A. Dennis、George Kokotos

  DOI：10.1016/j.bmc.2008.10.046

  日期：2008.12.15

  A variety of 2-oxoamides and related amides based on natural and non-natural amino acids were synthesized. Their activity on two human intracellular phospholipases (GIVA cPLA(2) and GVIA iPLA(2)) and one human secretory phospholipase (GV sPLA(2)) was evaluated. We show that an amide based on (R)-gamma-norleucine is a highly selective inhibitor of GV sPLA2. (C) 2008 Elsevier Ltd. All rights reserved.