1,2-di-O-(ω5Z)-etherolenoyl-3-O-(α-galactopyranosyl-1-6-β-D-galactopyranosyl)-sn-glycerol | 1502024-72-7

• 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: 1,2-di-O-(ω5Z)-etherolenoyl-3-O-(α-galactopyranosyl-1-6-β-D-galactopyranosyl)-sn-glycerol
• 英文别名: linolipin D
• CAS: 1502024-72-7
• 化学式: C₅₁H₈₀O₁₇
• 分子量: 965.186
• InChiKey: SBOCFWSPOCJDHY-QENYLQOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  68.0
• 可旋转键数：
  36.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  249.59
• 氢给体数：
  7.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  1,2-di-O-(ω5Z)-etherolenoyl-3-O-(α-galactopyranosyl-1-6-β-D-galactopyranosyl)-sn-glycerol 、 sodium methylate 以 甲醇 为溶剂， 生成 (ω5Z)-etherolenic acid methyl ester
  参考文献：
  名称：

  Detection and identification of complex oxylipins in meadow buttercup (Ranunculus acris) leaves

  摘要：

  Screening of linolipins, i.e. galactolipids containing esterified residues of divinyl ether oxylipins, in the leaves of several higher plants revealed the presence of these complex oxylipins in the meadow buttercup leaves. The rapid accumulation of linolipins occurred in the injured leaves of meadow buttercup, while intact leaves possessed no linolipins. These oxylipins were isolated from the injured leaves, separated and purified by HPLC. The structural analyses of linolipins by UV, mass-spectroscopy and NMR spectroscopy resulted in the identification of eight molecular species. Three of them were identical to linolipins B-D found earlier in the leaves of flax (Linum usitatissimum L.). Other molecular species were identified as 1-O-(omega 5Z)-etherolenoyl-2-O-dinor-(omega 5Z)-etherolenoyl-3-O-beta-D-galactopyranosyl-sn-glycerol, 1-O-(omega 5Z)-etherolenoyl-2-O-(7Z,10Z,13Z)-hexadecatrienoyl-3-O-beta-D-galactopyranosyl-sn-glycerol, 1-O-(omega 5Z)-etherolenoyl-2-O-(7Z, 10Z)-hexadecadienoyl-3-O-beta-D-galactopyranosyl-sn-glycerol, 1-0-(omega 5Z)-etherolenoyl-2-O-alpha-linolenoyl-3-O-beta-D-galactopyranosyl-sn-glycerol, and 1-O-(omega 5Z)-etherolenoyl-2-O-palmitoyl-3-O-(alpha-galactopyranosyl-1-6-beta-D-galactopyranosyl)-sn-glycerol. The trivial names "linolipins E, F, G, H and I," respectively, have been ascribed to these novel complex oxylipins.

  DOI：

  10.1016/j.phytochem.2018.10.030

文献信息

• Detection and identification of complex oxylipins in meadow buttercup (Ranunculus acris) leaves
  作者：Ivan R. Chechetkin、Alexander S. Blufard、Andrey Y. Yarin、Evgenia O. Fedina、Bulat I. Khairutdinov、Alexander N. Grechkin

  DOI：10.1016/j.phytochem.2018.10.030

  日期：2019.1

  Screening of linolipins, i.e. galactolipids containing esterified residues of divinyl ether oxylipins, in the leaves of several higher plants revealed the presence of these complex oxylipins in the meadow buttercup leaves. The rapid accumulation of linolipins occurred in the injured leaves of meadow buttercup, while intact leaves possessed no linolipins. These oxylipins were isolated from the injured leaves, separated and purified by HPLC. The structural analyses of linolipins by UV, mass-spectroscopy and NMR spectroscopy resulted in the identification of eight molecular species. Three of them were identical to linolipins B-D found earlier in the leaves of flax (Linum usitatissimum L.). Other molecular species were identified as 1-O-(omega 5Z)-etherolenoyl-2-O-dinor-(omega 5Z)-etherolenoyl-3-O-beta-D-galactopyranosyl-sn-glycerol, 1-O-(omega 5Z)-etherolenoyl-2-O-(7Z,10Z,13Z)-hexadecatrienoyl-3-O-beta-D-galactopyranosyl-sn-glycerol, 1-O-(omega 5Z)-etherolenoyl-2-O-(7Z, 10Z)-hexadecadienoyl-3-O-beta-D-galactopyranosyl-sn-glycerol, 1-0-(omega 5Z)-etherolenoyl-2-O-alpha-linolenoyl-3-O-beta-D-galactopyranosyl-sn-glycerol, and 1-O-(omega 5Z)-etherolenoyl-2-O-palmitoyl-3-O-(alpha-galactopyranosyl-1-6-beta-D-galactopyranosyl)-sn-glycerol. The trivial names "linolipins E, F, G, H and I," respectively, have been ascribed to these novel complex oxylipins.