tri-γ-linolenin | 14465-68-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: tri-γ-linolenin
• 英文别名: trilinolenin；trigammalinolenin (18:3-18:3-18:3)-TAG (n-6,9,12)；glycerol tris-(6-Z, 9-Z, 12-Z-octadecatrienoate)；glycerol tris-(6Z,9Z,12Z-octadecatrienoate)；TG(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z))；2,3-bis[[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyl]oxy]propyl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate
• CAS: 14465-68-0
• 化学式: C₅₇H₉₂O₆
• 分子量: 873.354
• InChiKey: QTQWNJYEXZLCRR-OWSTVCCQSA-N

物化性质

• 熔点：
  -23-24 °C
• 沸点：
  814.4±65.0 °C(Predicted)
• 密度：
  0.94 g/mL at 20 °C(lit.)
• 溶解度：
  DMF：10mg/mL；乙醇：10mg/mL；乙醇:PBS(pH 7.2) (1:1): 500μg/ml
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  18.3
• 重原子数：
  63
• 可旋转键数：
  47
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  阿魏酸乙酯 、 tri-γ-linolenin 在 lipase immobilized from Candida Antarctica 作用下， 反应 168.0h， 生成 feruloyl di-γ-linolenoylglycerol
  参考文献：
  名称：

  Preservation of polyunsaturated fatty acyl glycerides via intramolecular antioxidant coupling

  摘要：

  Ferulic acid and its esters are known to be effective antioxidants. Feruloyl di-gamma-linolenoylglycerol was assessed for its ability to serve as an antioxidant for preventing the oxidation of its gamma-linolenoyl polyunsaturated fatty acyl groups in model membrane phospholipid vesicles. The molecule was incorporated into single-lamellar vesicles comprised of 1,2-dioleoyl-sn-glycero-3-phosphocholine. Feruloyl di-gamma-linolenoylglycerol was found to be highly resistant to 2,2'-azobis(2-amidinopropane) dihydrochloride-initiated oxidation in comparison to di-gamma-linolenoylglycerol. Analysis of the individual fatty acyl chains indicated that degradation of gamma-linolenoyl groups from feruloyl di-gamma-linolenoylglycerol proceeded much more slowly than loss of the entire molecule, indicating that the feruloyl moiety was preferentially oxidized. In vesicles incorporating di-gamma-linolenoylglycerol and an equal amount (5 mol% each) feruloyl dioleoylglycerol, the extent of gamma-linolenoyl protection was not as great as when the gamma-linolenoyl groups were molecularly combined with a ferulate group. These findings indicate that the ferulate group of feruloyl di-gamma-linolenoylglycerol expresses intramolecular antioxidant activity. Direct coupling of polyunsaturated fatty acids with phenolic antioxidants may improve the oxidative stability of sensitive fatty acids in food or topical uses. Published by Elsevier Ireland Ltd.

  DOI：

  10.1016/j.chemphyslip.2012.05.001
• 作为产物：
  描述：

  r-亚麻酸甲酯 、 三醋精 生成 tri-γ-linolenin
  参考文献：
  名称：

  FARLAN, NEAL MAC

  摘要：

  DOI：

文献信息

• [EN] TREATMENT OF NEURODEGENERATIVE CONDITIONS<br/>[FR] TRAITEMENT D'ETATS NEURODEGENERATIFS
  申请人：BTG INT LTD

  公开号：WO2005018632A1

  公开（公告）日：2005-03-03

  A method is provided for treating a patient in need of therapy for a neurodegenerative disease comprising administering to that patient a therapeutically effective dose of a lipid glyceride comprising a glycerol moiety and a fatty acid moiety, the fatty acid moiety being selected from the group consisting of Ϝ-linolenic acid, dihomo-Ϝ-linolenic acid and arachidonic acid characterised in that the selected fatty acid moiety is attached to the glycerol moiety at its sn-2 position. Preferably the method is that wherein the lipid is administered for a duration and at a dose sufficient to maintain or elevate TGF-β1 levels in the patient to therapeutic levels.

  提供了一种治疗神经退行性疾病患者的方法，包括向该患者施用含有甘油基团和脂肪酸基团的治疗有效剂量的脂质甘油酯，所述脂肪酸基团选自Ϝ-亚麻酸、二油酸和花生四烯酸组成的群体，其特点在于所选的脂肪酸基团附着在甘油基团的sn-2位置。最好的方法是，脂质被施用的持续时间和剂量足以维持或提高患者体内TGF-β1水平至治疗水平。
• Triglycerides
  申请人：SCOTIA HOLDINGS PLC

  公开号：EP0611569A2

  公开（公告）日：1994-08-24

  A triglyceride for use in therapy or as a nutritional supplement, or a composition containing a triglyceride, wherein the triglyceride comprises a fatty acid selected from gamma-linolenic acid and the n-6 EPAs naturally derived therefrom and stearidonic acid and the n-3 EFAs naturally derived therefrom, forming a triple ester with glycerol or alternatively forming a double ester in which the other esterifying acide is a single residue of linoleic acid, with the proviso that the di-gammalinolenoyl-mono-linoleoyl glyceride if selected is used as a preparation containing more than 20% by weight thereof.

  一种用于治疗或作为营养补充剂的甘油三酯，或一种含有甘油三酯的组合物，其中甘油三酯包含一种选自γ-亚麻酸及其天然衍生的n-6 EPA和硬脂二十二酸及其天然衍生的n-3 EFA的脂肪酸、与甘油形成三重酯，或形成双重酯，其中另一个酯化酸是亚油酸的单一残基，但如果选择了二甘氨酰-单亚油酰甘油酯，则将其用作制剂，按重量计，其含量超过 20%。
• Compositions containing insaturated fatty acids and an aldose reductase inhibitor for treatment of diabetic complications
  申请人：SCOTIA HOLDINGS PLC

  公开号：EP0694302A1

  公开（公告）日：1996-01-31

  Use of 6-desaturated n-6 fatty acids, especially gammalinolenic acid (GLA), dihomogammalinolenic acid (DGLA) or arachidonic acid (AA), together with a pharmaceutically acceptable material reducing intracellular levels of sorbitol in the body, particularly an aldose reductase inhibitor, in the treatment of (including prophylactic treatment), and in the preparation of medicaments for the treatment of (including prophylactic treatment), the long-term complications of diabetes mellitus. Pharmaceutical compositions of said materials. The ascorbate esters of 6-desaturated n-6 fatty acids (other than GLA or DGLA) per se.

  将 6-不饱和 n-6 脂肪酸，特别是丙三酸（GLA）、二氢丙三酸（DGLA）或花生四烯酸（AA），连同可降低细胞内山梨醇水平的药学上可接受的物质，特别是醛糖还原酶抑制剂，用于治疗（包括预防性治疗）糖尿病的长期并发症，以及制备治疗（包括预防性治疗）糖尿病的药物。上述材料的药物组合物。6- 不饱和 n-6 脂肪酸（GLA 或 DGLA 除外）的抗坏血酸酯本身。
• US5670540A
  申请人：——

  公开号：US5670540A

  公开（公告）日：1997-09-23
• US6069168A
  申请人：——

  公开号：US6069168A

  公开（公告）日：2000-05-30