7-氧代十八酸 | 16694-32-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 7-氧代十八酸
• 英文名称: 7-oxooctadecanoic acid
• 英文别名: 7-Oxo-octadecanoic acid
• CAS: 16694-32-9
• 化学式: C₁₈H₃₄O₃
• 分子量: 298.466
• InChiKey: QVRRSLQNYJZXJI-UHFFFAOYSA-N

物化性质

• 熔点：
  73.5-74.5 °C
• 沸点：
  444.1±28.0 °C(Predicted)
• 密度：
  0.940±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 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：

  7-氧代十八酸 生成 6,6,7,7,8,8-hexadeuteriooctadecanoic acid
  参考文献：
  名称：

  COPOKOYMOBA, G. M.;GUSEV, D. G.;VASILENKO, I. A.;KAPLUN, A. P.;SHVETS, V.+, BIOORGAN. XIMIYA, 13,(1987) N 11, 1579-1587

  摘要：

  DOI：
• 作为产物：
  描述：

  cis-6.7-Epoxyoctadecansaeure 在 chromium(VI) oxide 、 lithium aluminium tetrahydride 、 氢溴酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 7-氧代十八酸
  参考文献：
  名称：

  Kuranova,I.L.; Balykina,L.V., Journal of Organic Chemistry USSR (English Translation), 1973, vol. 9, p. 258 - 261

  摘要：

  DOI：

文献信息

• Huenig et al., Chemische Berichte, 1958, vol. 91, p. 129,133
  作者：Huenig et al.

  DOI：——

  日期：——
• Saturated Oxo Fatty Acids (SOFAs): A Previously Unrecognized Class of Endogenous Bioactive Lipids Exhibiting a Cell Growth Inhibitory Activity
  作者：Charikleia S. Batsika、Christiana Mantzourani、Dimitrios Gkikas、Maroula G. Kokotou、Olga G. Mountanea、Christoforos G. Kokotos、Panagiotis K. Politis、George Kokotos

  DOI：10.1021/acs.jmedchem.0c02058

  日期：2021.5.13
• Bergstroem et al., Acta Chemica Scandinavica (1947), 1952, vol. 6, p. 1157,1160, 1169
  作者：Bergstroem et al.

  DOI：——

  日期：——
• NMR-based molecular ruler for determining the depth of intercalants within the lipid bilayer
  作者：Michal Afri、Carmit Alexenberg、Pinchas Aped、Efrat Bodner、Sarit Cohen、Michal Ejgenburg、Shlomi Eliyahu、Pessia Gilinsky-Sharon、Yifat Harel、Miriam E. Naqqash、Hani Porat、Ayala Ranz、Aryeh A. Frimer

  DOI：10.1016/j.chemphyslip.2014.07.007

  日期：2014.12

  The development of "molecular rulers" would allow one to quantitatively locate the penetration depth of intercalants within lipid bilayers. To this end, an attempt was made to correlate the C-13 NMR chemical shift of polarizable "reporter" carbons (e.g., carbonyls) of intercalants within DMPC liposomal bilayers - with the polarity it experiences, and with its Angstrom distance from the interface.This requires families of molecules with two "reporter carbons" separated by a known distance, residing at various depths/polarities within the bilayer. For this purpose, two homologous series of dicarbonyl compounds, methyl n-oxooctadecanoates and the corresponding n-oxooctadecanoic acids (n = 4-16), were synthesized. To assist in assignment and detection several homologs in each system were prepared (13)C(-)enriched in both carbonyls. Within each family, the number of carbons and functional groups remains the same, with the only difference being the location of the second ketone carbonyl along the fatty acid chain. Surprisingly, the head groups within each family are not anchored near the lipid-water interface, nor are they even all located at the same depth. Nevertheless, using an iterative best fit analysis of the data points enables one to obtain an exponential curve. The latter gives substantial insight into the correlation between polarity (measured in terms of the Reichardt polarity parameter, E-T(30)) and penetration depth into the liposomal bilayer. Still missing from this curve are data points in the moderate polarity range. (C) 2014 Elsevier Ireland Ltd. All rights reserved.
• Pigulevskii,G.V.; Sokolova,A.E., Journal of general chemistry of the USSR, 1964, vol. 34, p. 1662 - 1665
  作者：Pigulevskii,G.V.、Sokolova,A.E.

  DOI：——

  日期：——