methyl 2-hydroxyheptacosanoate | 155093-12-2

• 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 2-hydroxyheptacosanoate
• 英文别名: Methyl 2-hydroxyheptacosanoate
• CAS: 155093-12-2
• 化学式: C₂₈H₅₆O₃
• 分子量: 440.751
• InChiKey: XSKXNFIQPSLFNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  31
• 可旋转键数：
  26
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲醇 、 (2R)-2-hydroxy-N-[(2S,3S,4R,8E)-1,3,4-trihydroxypentadec-8-en-2-yl]heptacosanamide 在 盐酸 作用下， 反应 14.0h， 生成 methyl 2-hydroxyheptacosanoate
  参考文献：
  名称：

  从神经酰胺和脑苷川芎园艺。

  摘要：

  Abstractmagnified imageTwo new ceramides, (2R)‐2‐hydroxy‐N‐[(2S,3S,4R,8E)‐1,3,4‐trihydroxypentadec‐8‐en‐2‐yl]heptacosanamide (1) and (2R)‐2‐hydroxy‐N‐{(3S,4S,5S)‐4‐hydroxy‐5‐[(4E)‐undec‐4‐en‐1‐yl]tetrahydrofuran‐3‐yl}heptacosanamide (2), were isolated from the aerial parts of Ligusticum chuanxiong, along with one known ceramide, (2R)‐2‐hydroxy‐N‐[(2S,3S,4R,8E)‐1,3,4‐trihydroxyicos‐8‐en‐2‐yl]tetracosanamide (3), and two known cerebrosides, (2R)‐N‐[(2S,3R,4E,8E)‐1‐(β‐D‐glucopyranosyloxy)‐3‐hydroxydodeca‐4,8‐dien‐2‐yl]‐2‐hydroxydocosanamide (4) and (2R)‐N‐[(2S,3S,4R,8E)‐1‐(β‐D‐glucopyranosyloxy)‐3,4‐dihydroxyoctadec‐8‐en‐2‐yl]‐2‐hydroxyhexadecanamide (5). Their structures were elucidated by extensive spectroscopic analysis, including 1D‐ and 2D‐NMR, as well as HR‐ESI‐MS experiments.

  DOI：

  10.1002/hlca.200800240

文献信息

• Ceramides and Cerebrosides from<i>Ligusticum chuanxiong</i>Hort.
  作者：Nian-Yun Yang、Dong-Chun Ren、Jin-Ao Duan、Xiao-Hua Xu、Ning Xie、Li-Juan Tian

  DOI：10.1002/hlca.200800240

  日期：2009.2

  Abstractmagnified imageTwo new ceramides, (2R)‐2‐hydroxy‐N‐[(2S,3S,4R,8E)‐1,3,4‐trihydroxypentadec‐8‐en‐2‐yl]heptacosanamide (1) and (2R)‐2‐hydroxy‐N‐(3S,4S,5S)‐4‐hydroxy‐5‐[(4E)‐undec‐4‐en‐1‐yl]tetrahydrofuran‐3‐yl}heptacosanamide (2), were isolated from the aerial parts of Ligusticum chuanxiong, along with one known ceramide, (2R)‐2‐hydroxy‐N‐[(2S,3S,4R,8E)‐1,3,4‐trihydroxyicos‐8‐en‐2‐yl]tetracosanamide (3), and two known cerebrosides, (2R)‐N‐[(2S,3R,4E,8E)‐1‐(β‐D‐glucopyranosyloxy)‐3‐hydroxydodeca‐4,8‐dien‐2‐yl]‐2‐hydroxydocosanamide (4) and (2R)‐N‐[(2S,3S,4R,8E)‐1‐(β‐D‐glucopyranosyloxy)‐3,4‐dihydroxyoctadec‐8‐en‐2‐yl]‐2‐hydroxyhexadecanamide (5). Their structures were elucidated by extensive spectroscopic analysis, including 1D‐ and 2D‐NMR, as well as HR‐ESI‐MS experiments.