17-hydroxydocosanoic acid | 97530-52-4

• 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: 17-hydroxydocosanoic acid
• CAS: 97530-52-4
• 化学式: C₂₂H₄₄O₃
• 分子量: 356.59
• InChiKey: VJTDLVQCOOQUMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  25
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 17-hydroxydocosanoic acid 以 乙醚 为溶剂， 以66 mg的产率得到methyl 17-hydroxydocosanoate
  参考文献：
  名称：

  Emmyguyacins A and B:  Unusual Glycolipids from a Sterile Fungus Species That Inhibit the Low-pH Conformational Change of Hemagglutinin A during Replication of Influenza Virus

  摘要：

  Two novel glycolipids, emmyguyacin A (1a) and emmyguyacin B (1b), were isolated at concentrations of 1-51 g/L from a potato dextrose agar fermentation of a sterile fungus species. The compounds inhibit replication of influenza A virus (A/X31) in MDCK cells by inhibiting the pH-dependent conformational change of hemagglutinin A IC50 9 muM). The structures were deduced using one- and two-dimensional NMR techniques and mass spectrometric analyses on both the parent compounds and a host of degradation products and derivatives. A novel and unusual oxalic acid ester of a monohydroxylated fatty acid (5, 17-oxalyloxydocosanoic acid) is reported. The first isolation and characterization of the fatty acid 17-hydroxydocosanoic acid (3) itself is also reported as a saponification product of 1.

  DOI：

  10.1021/np010345a

文献信息

• PROCESSES FOR PRODUCING LACTONE
  申请人：Takasago International Corporation

  公开号：EP1538215B1

  公开（公告）日：2014-11-12
• Emmyguyacins A and B:  Unusual Glycolipids from a Sterile Fungus Species That Inhibit the Low-pH Conformational Change of Hemagglutinin A during Replication of Influenza Virus
  作者：Christie Boros、Barry Katz、Scott Mitchell、Cedric Pearce、Karra Swinbank、Debra Taylor

  DOI：10.1021/np010345a

  日期：2002.2.1

  Two novel glycolipids, emmyguyacin A (1a) and emmyguyacin B (1b), were isolated at concentrations of 1-51 g/L from a potato dextrose agar fermentation of a sterile fungus species. The compounds inhibit replication of influenza A virus (A/X31) in MDCK cells by inhibiting the pH-dependent conformational change of hemagglutinin A IC50 9 muM). The structures were deduced using one- and two-dimensional NMR techniques and mass spectrometric analyses on both the parent compounds and a host of degradation products and derivatives. A novel and unusual oxalic acid ester of a monohydroxylated fatty acid (5, 17-oxalyloxydocosanoic acid) is reported. The first isolation and characterization of the fatty acid 17-hydroxydocosanoic acid (3) itself is also reported as a saponification product of 1.