methyl 13-oxo-9,12-epoxytrideca-9,11-dienoate | 50717-73-2

• 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: methyl 13-oxo-9,12-epoxytrideca-9,11-dienoate
• 英文别名: 8-(5-formyl-2-furyl)-octanoic acid methyl ester；8-(5-formyl-furan-2-yl)-octanoic acid methyl ester；methyl 8-(5-formylfuran-2-yl)octanoate
• CAS: 50717-73-2
• 化学式: C₁₄H₂₀O₄
• 分子量: 252.31
• InChiKey: SSFMMRKLVLLHOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 13-oxo-9,12-epoxytrideca-9,11-dienoate 在 ammonium chloride 、 原甲酸三甲酯 作用下， 以 甲醇 为溶剂， 生成 8-(5-dimethoxymethyl-furan-2-yl)-octanoic acid methyl ester
  参考文献：
  名称：

  8-(5-Formyl-2-furyl)-octanoic acid

  摘要：

  本发明涉及具有治疗价值的新型辛酸衍生物，以及制备它们的方法。

  公开号：

  US04009187A1
• 作为产物：
  描述：

  8-(2,5-dimethoxy-5-dimethoxymethyl-tetrahydro-furan-2-yl)-octanoic acid methyl ester 在 盐酸 、 碳酸氢钠 作用下， 生成 methyl 13-oxo-9,12-epoxytrideca-9,11-dienoate
  参考文献：
  名称：

  8-(5-Formyl-2-furyl)-octanoic acid

  摘要：

  本发明涉及具有治疗价值的新型辛酸衍生物，以及制备它们的方法。

  公开号：

  US04009187A1

文献信息

• Autoxidation of the furan fatty acid ester, methyl 9,12-epoxyoctadeca-9,11-dienoate
  作者：N. Sehat、M. P. Yurawecz、J. A. G. Roach、M. M. Mossoba、K. Eulitz、E. P. Mazzola、Y. Ku

  DOI：10.1007/s11746-998-0177-6

  日期：1998.10

  AbstractThe objective of this study was to identify autoxidation products of methyl 9,12‐epoxyoctadeca‐9,11‐dienoate (F9,12). Previous work has shown that F9,12 is a product both of autoxidation and singlet oxygen oxidation of the methyl ester derivative of conjugated linoleic acid (CLA). F9,12, 95% pure, was synthesized from methyl ricinoleate. The synthetic F9,12 was heated at 50°C in sealed tubes containing air. Each tube contained 6 mg F9,12 and 1 mg methyl stearate as an internal standard. Samples were taken at 4.5, 7, 23, 46.5, 69.5, and 93 h. The oxidized F9,12 was dissolved in isooctane and analyzed by gas chromatography (GC), GC‐direct deposition‐Fourier transform infrared spectroscopy, and GC‐electron ionization mass spectrometry. CLA methyl ester was oxidized in a similar manner. Under these conditions, the half‐lives of CLA and F9,12 were 40 and 35 h, respectively. Oxidation products of F9,12 that were identified included: 5‐hexyl‐2‐furaldehyde (I), methyl 8‐oxooctanoate (II), methyl 13‐oxo‐9,12‐epoxytrideca‐9,11‐dienoate (III), methyl 8‐oxo‐9,12‐epoxy‐9,11‐octadecadienoate (IV), and methyl 13‐oxo‐9,12‐epoxy‐9,11‐octadecadienoate (V).
• 8-(5-Formyl-2-furyl)-octanoic acid
  申请人：Aktieselskabet Grindstedvaerket

  公开号：US04009187A1

  公开（公告）日：1977-02-22

  This invention relates to novel octanoic acid derivatives of therapeutical value, and to methods for producing the same.

  本发明涉及具有治疗价值的新型辛酸衍生物，以及制备它们的方法。