(E)-10-nitrohexadec-9-enoic acid | 1179999-26-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-10-nitrohexadec-9-enoic acid
• CAS: 1179999-26-8
• 化学式: C₁₆H₂₉NO₄
• 分子量: 299.411
• InChiKey: WZWPBDQYCAJWSX-FYWRMAATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  棕榈油酸 、 (E)-10-nitrohexadec-9-enoic acid 在 水合甲醇 作用下， 生成 (E)-9-nitrohexadec-9-enoic acid
  参考文献：
  名称：

  BIOPASSIVATING MEMBRANE STABILIZATION BY MEANS OF NITROCARBOXYLIC ACID-CONTAINING PHOSPHOLIPIDS IN PREPARATIONS AND COATINGS

  摘要：

  本发明涉及含有硝基羧酸（s）的磷脂，用于涂覆医疗器械，例如支架、导管气球、创伤垫或手术缝合材料以及用于生物防护组合物，例如冲洗液、防水溶液、涂层溶液、冷冻保护溶液、冷藏保护介质、冻干保护溶液、对比介质溶液、含有这些化合物的保护和再灌注溶液以及制备这些溶液和涂覆医疗器械以及它们的用途。

  公开号：

  US20140099354A1
• 作为产物：
  描述：

  methyl (E)-10-nitrohexadec-9-enoate 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 20.0h， 以92%的产率得到(E)-10-nitrohexadec-9-enoic acid
  参考文献：
  名称：

  Activation of Peroxisome Proliferator-Activated Receptor γ (PPARγ) by Nitroalkene Fatty Acids: Importance of Nitration Position and Degree of Unsaturation

  摘要：

  Nitroalkene fatty acids are potent endogenous ligand activators of PPAR gamma-dependent transcription. Previous studies with the naturally occurring regioisomers of nitrolinoleic acid revealed that the isomers are not equivalent with respect to PPAR gamma activation. To gain further insight into the structure-activity relationships between nitroalkenes and PPAR gamma, we examined additional naturally occurring nitroalkenes derived from oleic acid, 9-nitrooleic acid (E-9-NO2-18:1 [1]) and 10-nitrooleic acid (E-10-NO2-18:1 [2]), and several synthetic nitrated enoic fatty acids of variable carbon chain length, double bonds, and nitration site. At submicromolar concentrations, E-12-NO2 derivatives were considerably more potent than isomers nitrated at carbons 5, 6, 9, 10, and 13, and chain length (16 versus 18) or number of double bonds (1 versus 2) was of little consequence for PPAR gamma activation. Interestingly, at higher concentrations (> 2 mu M) the nitrated enoic fatty acids (E-9-NO2-18:1 [1], E-9-NO2-16:1 [3], E-10-NO2-18:1 [2], and E-12-NO2-18:1 [7]) deviated significantly from the saturable pattern of PPAR gamma activation observed for nitrated 1,4-dienoic fatty acids (E-9-NO2-18:2, E-10-NO2-18:2, E-12-NO2-18:2, and E-13-NO2-18:2).

  DOI：

  10.1021/jm900326c