3-hydroxy-2-icosa-5,8,11,14-tetraenamidopropanoic acid | 187224-29-9

• 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
• 英文名称: 3-hydroxy-2-icosa-5,8,11,14-tetraenamidopropanoic acid
• 英文别名: N-Icosa-5,8,11,14-tetraenoyl-L-serine；(2S)-3-hydroxy-2-(icosa-5,8,11,14-tetraenoylamino)propanoic acid
• CAS: 187224-29-9
• 化学式: C₂₃H₃₇NO₄
• 分子量: 391.551
• InChiKey: FQUVPTVNRMUOPO-NRFANRHFSA-N

物化性质

• 沸点：
  607.6±55.0 °C(Predicted)
• 密度：
  1.027±0.06 g/cm3(Predicted)
• 溶解度：
  DMF：20mg/mL； DMSO：20mg/mL；乙醇：30mg/mL； PBS（pH 7.2）：2 mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 3-hydroxy-2-icosa-5,8,11,14-tetraenamidopropanoate 在 lithium hydroxide monohydrate 、 水 、 potassium hydrogensulfate 作用下， 以 乙醇 为溶剂， 以100%的产率得到3-hydroxy-2-icosa-5,8,11,14-tetraenamidopropanoic acid
  参考文献：
  名称：

  Potential Neuroprotective Drugs in Cerebral Ischemia: New Saturated and Polyunsaturated Lipids Coupled to Hydrophilic Moieties: Synthesis and Biological Activity

  摘要：

  The ganglioside GM1 has neuroprotective effects but is not of therapeutic value because of its lack of bioavailability. Thus, molecules that mimic GM I represent a novel approach to neuroprotection. We have synthesized 19 small GM1-like analogues whose simplified structure includes a hydrophobic saturated or unsaturated moiety linked to a hydrophilic moiety. We report their neuroprotective effects in two distinct models of nerve cell death using hippocampus-derived HT22 cells. We found that several analogues protected the HT22 cells from death at concentrations ranging from 2 to 5 mu M. Additional neuroprotective assays using cortical slices injured by glutamate confirmed these results. Since members of the MAP kinase family are known to be key players in nerve cell survival and death, we characterized the role of these kinases in the neuroprotective mechanisms of the GM1-like analogues. Interestingly, the results indicate that the compounds provide neuroprotection through distinct mechanisms of action.

  DOI：

  10.1021/jm900227u

文献信息

• FATTY ACID AMIDES AND USES THEREOF
  申请人：Mechoulam Raphael

  公开号：US20110046222A1

  公开（公告）日：2011-02-24

  Provided are fatty acid amides of amino acids, uses thereof and pharmaceutical compositions including them.

  提供了氨基酸脂肪酰胺，以及其用途和包含它们的药物组成物。
• Ligand for G-protein coupled receptor GPR72 and uses thereof
  申请人：Euroscreen S.A.

  公开号：EP1867994A2

  公开（公告）日：2007-12-19

  The present invention relates to methods, reagents and kits for detecting of GPR72 polypeptide activity in a sample and identifying agents which modulate polypeptide activity. It further relates to antibodies raised against GPR72. It further relates to substances for preventing, treating and/or alleviating diseases or disorders characterized by dysregulation of GPR72 polypeptide signalling.

  本发明涉及检测样品中 GPR72 多肽活性和鉴定调节多肽活性的制剂的方法、试剂和试剂盒。本发明还涉及针对 GPR72 的抗体。本发明还涉及用于预防、治疗和/或缓解以 GPR72 多肽信号失调为特征的疾病或紊乱的物质。
• Pharmaceutical emulsion composition and use thereof
  申请人：College of Pharmacy of Taif University

  公开号：EP2653156A1

  公开（公告）日：2013-10-23

  The present invention relates to a pharmaceutical emulsion composition comprising: at least one drug, at least one amino acid, at least one fatty acid and at least one surfactant, wherein the amino acid, the fatty acid and the surfactant form micelles and the drug is encapsulated into the micelles and its use as a medicament, in particular for oral administration in treatment of hyperglycemia and diabetes.

  本发明涉及一种药用乳液组合物，该组合物包含：至少一种药物、至少一种氨基酸、至少一种脂肪酸和至少一种表面活性剂，其中氨基酸、脂肪酸和表面活性剂形成胶束，药物被包裹在胶束中，并用作药物，特别是用于口服治疗高血糖和糖尿病。
• Resorcinol Derivatives and Their Use for Lowering Blood Pressure
  申请人：Mechoulam Raphael

  公开号：US20080275135A1

  公开（公告）日：2008-11-06

  Disclosed are synthetic cannabinoids, namely resorcinol derivatives, which reduce blood pressure without having psychotropic effects. Pharmaceutical compositions for the treatment of high blood pressure related conditions, as well as methods of treating the same utilizing as active agent the compounds of the invention are also disclosed herein. Preferred active compounds are those which bear a long side chain on the C 5 position and a terpenoid chain on the C 2 position.
• Use of Hypothermia Inducing Drugs
  申请人：Weber Uno Jakob

  公开号：US20090197966A1

  公开（公告）日：2009-08-06

  The present invention relates to the induction of hypothermia in humans in a predictable and dose responsive fashion by use of a pharmaceutical composition comprising a vanilloid receptor agonists, capsaicinoid or capsaicinoid-like agonist capable of inducing hypothermia, thereby benefiting patients suffering from illnesses characterized by tissue anoxia.