11-oxooctadecanoic acid | 2388-83-2

• 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: 11-oxooctadecanoic acid
• 英文别名: 11-Oxo-octadecansaeure；11-Oxostearinsaeure
• CAS: 2388-83-2
• 化学式: C₁₈H₃₄O₃
• 分子量: 298.466
• InChiKey: ZWXGGJPQIPPKPP-UHFFFAOYSA-N

物化性质

• 熔点：
  73.5 °C
• 沸点：
  431.2±18.0 °C(Predicted)
• 密度：
  0.940±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11-oxooctadecanoic acid 在 甲醇 、 氢氧化钾 、 镍 作用下， 生成 11-羟基十八烷酸
  参考文献：
  名称：

  Bergstroem et al., Acta Chemica Scandinavica (1947), 1952, vol. 6, p. 1157,1160, 1169

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-11-oxooctadec-9-enoic acid 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 11-oxooctadecanoic acid
  参考文献：
  名称：

  Anti-inflammatory Constituents of the Red Alga Gracilaria verrucosa and Their Synthetic Analogues

  摘要：

  A chemical study on the anti-inflammatory components of the red alga Gracilaria verrucosa led to the isolation of new 11 -deoxyprostaglandins (1-4), a ceramide (5), and a C-16 keto fatty acid (6), along with known oxygenated fatty acids (7-14). Their structures were elucidated on the basis of NMR and MS data. The absolute configurations of compounds 1-5 were determined by Mosher's method. The anti-inflammatory activity of the isolated compounds (1-14) was evaluated by determining their inhibitory effects on the production of pro-inflammatory mediators (NO, IL-6, and TNF-alpha) in lipopolysaccharide (LPS)-activated RAW 264.7 murine macrophage cells. Compounds 9 and 10 exhibited the most potent activity. In the evaluation of these two compounds and derivatized analogues (15-40), the anti-inflammatory activity was enhanced in some synthetic analogues. These enone fatty acids were investigated as potential anti-inflammatory leads for the first time.

  DOI：

  10.1021/np070452q

文献信息

• GULACAR, FAZIL O.;BUCHS, ARMAND;SUSINI, ALBERTO, J. CHROMATOGR., 479,(1989) N, C. 61-72
  作者：GULACAR, FAZIL O.、BUCHS, ARMAND、SUSINI, ALBERTO

  DOI：——

  日期：——
• Methods and Systems for Protective Supplementation During Temperature Depression
  申请人：MEMBRANE PROTECTIVE TECHNOLOGIES, INC.

  公开号：US20220183271A1

  公开（公告）日：2022-06-16

  Embodiments of the present invention provide ways to reduce detrimental impacts to in vitro and in vivo specimens ( 8 ) from temperature depression with certain medium ( 9 ) and may include providing a protective layer ( 7 ) around a droplet ( 12 ) which may contain a medium and a specimen before subjecting to temperature depression. Other embodiments may provide treatment to a recipient environment ( 41 ) before implantation of a specimen ( 40 ) which has been subjected to a temperature depression.
• [EN] METHODS AND SYSTEMS FOR PROTECTIVE SUPPLEMENTATION DURING TEMPERATURE DEPRESSION<br/>[FR] PROCÉDÉS ET SYSTÈMES DE SUPPLÉMENTATION DE PROTECTION PENDANT UNE DÉPRESSION DE TEMPÉRATURE
  申请人：MEMBRANE PROTECTIVE TECH INC

  公开号：WO2020186206A1

  公开（公告）日：2020-09-17

  Embodiments of the present invention provide ways to reduce detrimental impacts to in vitro and in vivo specimens (8) from temperature depression with certain medium (9) and may include providing a protective layer (7) around a droplet (12) which may contain a medium and a specimen before subjecting to temperature depression. Other embodiments may provide treatment to a recipient environment (41) before implantation of a specimen (40) which has been subjected to a temperature depression.
• Bergstroem et al., Acta Chemica Scandinavica (1947), 1952, vol. 6, p. 1157,1160, 1169
  作者：Bergstroem et al.

  DOI：——

  日期：——
• Anti-inflammatory Constituents of the Red Alga <i>Gracilaria verrucosa</i> and Their Synthetic Analogues
  作者：Hung The Dang、Hye Ja Lee、Eun Sook Yoo、Pramod B. Shinde、Yoon Mi Lee、Jongki Hong、Dong Kyoo Kim、Jee H. Jung

  DOI：10.1021/np070452q

  日期：2008.2.1

  A chemical study on the anti-inflammatory components of the red alga Gracilaria verrucosa led to the isolation of new 11 -deoxyprostaglandins (1-4), a ceramide (5), and a C-16 keto fatty acid (6), along with known oxygenated fatty acids (7-14). Their structures were elucidated on the basis of NMR and MS data. The absolute configurations of compounds 1-5 were determined by Mosher's method. The anti-inflammatory activity of the isolated compounds (1-14) was evaluated by determining their inhibitory effects on the production of pro-inflammatory mediators (NO, IL-6, and TNF-alpha) in lipopolysaccharide (LPS)-activated RAW 264.7 murine macrophage cells. Compounds 9 and 10 exhibited the most potent activity. In the evaluation of these two compounds and derivatized analogues (15-40), the anti-inflammatory activity was enhanced in some synthetic analogues. These enone fatty acids were investigated as potential anti-inflammatory leads for the first time.