Z,Z,Z-(9,12,15-Octadecatrienylthio)acetic acid

• 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: Z,Z,Z-(9,12,15-Octadecatrienylthio)acetic acid
• 英文别名: 2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienyl]sulfanylacetic acid
• 化学式: C₂₀H₃₄O₂S
• 分子量: 338.555
• InChiKey: RMOOQJYYXCDMEZ-PDBXOOCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  23
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  linolenyl bromide 、 巯基乙酸 在 sodium methylate 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 16.0h， 以79%的产率得到Z,Z,Z-(9,12,15-Octadecatrienylthio)acetic acid
  参考文献：
  名称：

  Synthesis of polyunsaturated β-thia and γ-thia fatty acids from naturally derived polyunsaturated fatty alcohols and in vitro evaluation of their susceptibility to β-oxidation

  摘要：

  A range of polyunsaturated beta- and gamma-thia fatty acids are conveniently prepared in two steps from naturally derived polyunsaturated fatty alcohols. In vitro beta-oxidation studies using acyl Co-A oxidase from Arthrobacter species indicate that (all-Z)-(eicosa-5,8,11,14-tetraenyloxy)acetic acid, synthesised as reported earlier, (all-Z)-(eicosa-5,8,11,1 4-tetraenylthio)acetic acid and (all-Z)-(eicosa-5,8,11,14-tetraenylthio)succinic acid are not susceptible to oxidation, whereas 3-[(all-Z)-(eicosa-5,8, 11,1 4-tetraenylthio)]propionic acid is oxidised with V-o appproximately 40% of that of arachidonic acid. In competitive experiments, none of these novel polyunsaturated fatty acids effect the beta-oxidation of arachidonic acid. (C) 1998 Elsevier Science Ireland Ltd. All rights reserved.

  DOI：

  10.1016/s0009-3084(98)00002-4

文献信息

• EP0869941A4
  申请人：——

  公开号：EP0869941A4

  公开（公告）日：1998-10-14
• MODIFIED POLYUNSATURATED FATTY ACIDS
  申请人：Peptech Limited

  公开号：EP0869941B1

  公开（公告）日：2001-12-12
• METHODS OF TREATING IMMUNOPATHOLOGIES USING POLYUNSATURATED FATTYACIDS
  申请人：Peptide Technology Pty. Ltd.

  公开号：EP0904072A1

  公开（公告）日：1999-03-31
• EP0904072A4
  申请人：——

  公开号：EP0904072A4

  公开（公告）日：2003-07-30
• Therapeutic and carrier molecules
  申请人：Ferrante Antonio

  公开号：US20090215895A1

  公开（公告）日：2009-08-27

  The present invention relates generally to compounds comprising a hydrocarbon chain portion and more particular to compounds comprising chemical derivatizations of the hydrocarbon chain which are useful therapeutic and prophylactic molecules. The present invention further provides compounds where the hydrocarbon chain portion is a carrier molecule for functional groups, moieties or agents. The compounds of the present invention are particularly useful in the treatment and prophylaxis of a range of conditions including cancers, protein kinase c(PKC)- or NFkB-related- or -associated conditions, cardiovascular conditions, pain, inflammatory conditions, vascular or immunological conditions such as diabetes, neurological conditions and infection by a range of viruses or prokaryotic or eukaryotic organisms. The present invention further provides pharmaceutical compositions and methods of medical treatment.