13,14-Dehydro-PGE(2) | 52381-98-3

• 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: 13,14-Dehydro-PGE(2)
• 英文别名: (Z)-7-[(1R,2S,3R)-3-hydroxy-2-[(3S)-3-hydroxyoct-1-ynyl]-5-oxocyclopentyl]hept-5-enoic acid
• CAS: 52381-98-3
• 化学式: C₂₀H₃₀O₅
• 分子量: 350.455
• InChiKey: QIWNFLGEMFVSPV-KSNMPCKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-ynyl]-2-[(Z)-7-(1-ethoxy-ethoxy)-hept-2-enyl]-cyclopentanone 在 jones' reagent 、 4-甲基苯磺酸吡啶 、 氟化氢吡啶 、 异丙醇 作用下， 以 乙醚 、 乙腈 为溶剂， 生成 13,14-Dehydro-PGE(2)
  参考文献：
  名称：

  Synthesis and pharmacological activities of 13-Dehydro derivatives of primary prostaglandins

  摘要：

  13-Dehydro derivatives of prostaglandin E-1, E-2, E-3, F-1 alpha, and F-2 alpha were synthesized. Compared with natural prostaglandins, 13-dehydro analogues were found to exhibit more potent inhibitory activity against human platelet aggregation and relaxation of guinea-pig isolated trachea, while they showed less potent activity of contraction of guinea-pig isolated ileum. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00247-9

文献信息

• [EN] MEDICAMENT FOR FIGHTING INFLAMMATORY CONDITIONS OF HUMAN SKIN<br/>[FR] MÉDICAMENT POUR LUTTER CONTRE DES ÉTATS INFLAMMATOIRES DE LA PEAU HUMAINE
  申请人：[en]SYMRISE AG

  公开号：WO2022128052A1

  公开（公告）日：2022-06-23

  Suggested are agonists of olfactory receptors, particularly OR2AT4, showing (i) a molecular weight ranging from about 50 to about 300 Dalton and (ii) an evaporation rate versus butyl acetate of about 3 to about 15 for use as a medicament for fighting inflammatory conditions of human skin associated with increased expression of PGE2.