11-acetyl-prostaglandin F_2α | 74728-08-8

• 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: 11-acetyl-prostaglandin F_2α
• 英文别名: PGF2alpha-11-acetate；(Z)-7-[(1R,2R,3R,5S)-3-acetyloxy-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid
• CAS: 74728-08-8
• 化学式: C₂₂H₃₆O₆
• 分子量: 396.524
• InChiKey: HQOFFMPYTVAOFE-RBFHUNFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  11-acetyl-prostaglandin F_2α 生成 地诺前列素
  参考文献：
  名称：

  New prostaglandin (PGF) derivatives from the soft coral

  摘要：

  DOI：

  10.1016/s0040-4039(00)71531-0
• 作为产物：
  描述：

  乙酸乙烯酯 、 地诺前列素 在 Candida antarctica lipase B 作用下， 以 氯仿 为溶剂， 反应 16.0h， 生成 11-acetyl-prostaglandin F_2α
  参考文献：
  名称：

  Lipase-catalysed acylation of prostanoids

  摘要：

  Natural prostaglandins (PG) F-2 alpha and E-1 as well as (+)-cloprostenol were regioselectively Il-acylated using Novozym(R) 435 as a catalyst and vinyl acetate as an acyl donor. Unlike the above compounds the 15-OH group of PGE(2) was also acylated with a significant velocity under the same conditions. The enantiospecificity of the lipase-catalysed 11-acetylation of cloprostenol was established by separate treatment of (+)- and (-)-cloprostenols. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00295-4

文献信息

• Compounds And Compositions for the Treatment of Ocular Disorders
  申请人：Graybug Vision, Inc.

  公开号：US20170080092A1

  公开（公告）日：2017-03-23

  The disclosure describes prodrugs and derivatives of prostaglandins, carbonic anhydrase inhibitors, kinase inhibitors, beta-adrenergic receptor antagonists and other drugs, as well as controlled delivery formulations containing such prodrugs and derivatives, for the treatment of ocular disorders.

  该披露描述了前药和前列腺素的衍生物、碳酸酐酶抑制剂、激酶抑制剂、β-肾上腺素受体拮抗剂和其他药物，以及含有这些前药和衍生物的受控释放配方，用于治疗眼部疾病。
• US9808531B2
  申请人：——

  公开号：US9808531B2

  公开（公告）日：2017-11-07
• Lipase-catalysed acylation of prostanoids
  作者：Omar Parve、Ivar Järving、Ivar Martin、Andrus Metsala、Imre Vallikivi、Madis Aidnik、Tõnis Pehk、Nigulas Samel

  DOI：10.1016/s0960-894x(99)00295-4

  日期：1999.7

  Natural prostaglandins (PG) F-2 alpha and E-1 as well as (+)-cloprostenol were regioselectively Il-acylated using Novozym(R) 435 as a catalyst and vinyl acetate as an acyl donor. Unlike the above compounds the 15-OH group of PGE(2) was also acylated with a significant velocity under the same conditions. The enantiospecificity of the lipase-catalysed 11-acetylation of cloprostenol was established by separate treatment of (+)- and (-)-cloprostenols. (C) 1999 Elsevier Science Ltd. All rights reserved.
• New prostaglandin (PGF) derivatives from the soft coral
  作者：S. Carmely、Y. Kashman、Y. Loya、Y. Benayahu

  DOI：10.1016/s0040-4039(00)71531-0

  日期：1980.1