13,14-Didehydro-PGF(1α) | 64088-34-2

• 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-Didehydro-PGF(1α)
• 英文别名: 7-[(1R,2S,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-ynyl]cyclopentyl]heptanoic acid
• CAS: 64088-34-2
• 化学式: C₂₀H₃₄O₅
• 分子量: 354.487
• InChiKey: AMYNGNIHAYABCX-BRIYLRKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-3-[(3S)-3-[tert-butyl(dimethyl)silyl]oxyoct-1-ynyl]-2-methylidenecyclopentan-1-one 在 盐酸 、 lithium hydroxide 、 三甲基氯硅烷 、 氢氟酸 、 L-Selectride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 13,14-Didehydro-PGF(1α)
  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

• Synthesis and pharmacological activities of 13-Dehydro derivatives of primary prostaglandins
  作者：Tohru Tanami、Kazuya Kameo、Naoya Ono、Takashi Nakagawa、Shigesato Annou、Mie Tsuboi、Kousuke Tani、Sentaro Okamoto、Fumie Sato

  DOI：10.1016/s0960-894x(98)00247-9

  日期：1998.6

  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.