Pentanoic acid ((E)-(1S,2R)-2-hydroxy-1-hydroxymethyl-non-3-enyl)-amide | 850264-02-7

• 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: Pentanoic acid ((E)-(1S,2R)-2-hydroxy-1-hydroxymethyl-non-3-enyl)-amide
• 英文别名: N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-nonen-1-yl]pentanamide；N-[(E,2S,3R)-1,3-dihydroxydec-4-en-2-yl]pentanamide
• CAS: 850264-02-7
• 化学式: C₁₅H₂₉NO₃
• 分子量: 271.4
• InChiKey: MYMAWBMBKDANKF-XACNLCELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.15
• 重原子数：
  19.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  69.56
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  戊酰氯 、 (2S,3R,4E)-2-氨基-4-癸烯-1,3-二醇 在 吡啶 、 N-甲基吡咯烷酮 、 p-OH-m-NO₂-C₆H₃-C(O)-resin 作用下， 以 四氢呋喃 为溶剂， 生成 Pentanoic acid ((E)-(1S,2R)-2-hydroxy-1-hydroxymethyl-non-3-enyl)-amide
  参考文献：
  名称：

  Inhibitory activity of a ceramide library on interleukin-4 production from activated T cells

  摘要：

  Allergic diseases are hypersensitivity disorders associated with the production of specific immunoglobulin E (IgE) to environmental allergens. Interleukin (IL)-4, produced primarily by CD4(+) T cells, is an important stimulus for the switch of the antibody isotype to IgE in both mice and humans. In this study we investigated the inhibitory activity of IL-4 production in activated T cells by screening ceramide derivatives prepared by solid phase combinatorial chemistry. Many ceramide derivatives significantly inhibited IL-4 production in T cells. In particular, ceramide derivatives with a lauroyl group showed strong inhibitory activities on IL-4 production in both phorbol 12-myristate 13-acetate (PMA)-activated EL4 T cells and antigen-primed cells, suggesting that they can be used as compounds for the development of anti-allergic agents. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.027