1-(β-apo-8'-carotenoyl)glycerol | 175656-66-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-(β-apo-8'-carotenoyl)glycerol
• 英文别名: 2,3-dihydroxypropyl (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohexen-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenoate
• CAS: 175656-66-3
• 化学式: C₃₃H₄₆O₄
• 分子量: 506.726
• InChiKey: ZCNNBBMPMDCJCM-UJLCJTHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  37
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(β-apo-8'-carotenoyl)glycerol 、 6-Hydroxy-3,5,7,8-tetramethyl-chroman-3-carboxylic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 48.0h， 以14%的产率得到6-Hydroxy-3,5,7,8-tetramethyl-chroman-3-carboxylic acid 2-hydroxy-3-[(2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethyl-cyclohex-1-enyl)-heptadeca-2,4,6,8,10,12,14,16-octaenoyloxy]-propyl ester
  参考文献：
  名称：

  10.1002/(sici)1521-3765(199801)4:1<113::aid-chem113<3.0.co;2-q

  摘要：

  DOI：

  10.1002/(sici)1521-3765(199801)4:1<113::aid-chem113<3.0.co;2-q
• 作为产物：
  描述：

  (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-四甲基-17-(2,6,6-三甲基-1-环己烯-1-基)-2,4,6,8,10,12,14,16-十七碳八烯酸乙酯 、 甘油 以 萘烷 为溶剂， 35.0 ℃ 、1.33 kPa 条件下， 反应 96.0h， 生成 1-(β-apo-8'-carotenoyl)glycerol 、 1,3-di-(β-apo-8'-carotenoyl)glycerol
  参考文献：
  名称：

  Partali, Vassilia; Kvittingen, Lise; Sliwka, Hans-Richard, Angewandte Chemie, 1996, vol. 108, # 3, p. 342 - 344

  摘要：

  DOI：

文献信息

• Synthesis of structured lipids and etherlipids with antioxidants: combination of a selena fatty acid and a selena fatty alcohol with a carotenoic acid in glyceride molecules
  作者：Henri Houte、Vassilia Partali、Hans Richard Sliwka、Edward G.K. Quartey

  DOI：10.1016/s0009-3084(99)00137-1

  日期：2000.3

  Selenium and carotenoids show similar and complementary properties and protect against a variety of pathological processes. Mixtures of both compounds are found in nutritional supplements and are used to prevent several diseases. The synthetic connection of carotenoids with selenium in glycerols may increase the chemopreventive activity of the individual compounds. beta-Apo-8'-carotenoic acid and 7-selenacapryloic acid were esterified with glycerol to highly unsaturated stable di- and triglycerides. Intramolecular selenium:carotenoid ratios of 1:1, 2:1 and 1:2 were obtained for 1-(7-selenaoctanoyl)-3-(beta-apo-8'-carotenoyl)glycerol, 1,3-di-(beta-apo-8'-carotenoyl)-2-(7-selenaoctanoyl)-glycerol and 1,2-di-(7-selenaoctanoyl)-3-(beta-apo-8'-carotenoyl)-glycerol, respectively. The carotenoic acid was likewise connected to the pharmacologically interesting 11-selenalaurylglycerolether forming an alkyl-acylglyceride: 1-(11-selenadodecyl)-3-(beta-apo-8'-carotenoyl)-glycerol. (C) 2000 Elsevier Science Ireland Ltd. All rights reserved.