(2S, 3S, 4R, 8E)-1-(β-D-glucopyranosyl-3,4-dihydroxyl-2-[(R)-2'-hydroxylpalmitoyl]amino)-8-heptadecaene | 1303531-55-6

• 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: (2S, 3S, 4R, 8E)-1-(β-D-glucopyranosyl-3,4-dihydroxyl-2-[(R)-2'-hydroxylpalmitoyl]amino)-8-heptadecaene
• 英文别名: (2R)-N-[(E,2S,3S,4R)-3,4-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptadec-8-en-2-yl]-2-hydroxyhexadecanamide
• CAS: 1303531-55-6
• 化学式: C₃₉H₇₅NO₁₀
• 分子量: 718.025
• InChiKey: SYESHMIFGZBTPN-CAHWCJLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  50
• 可旋转键数：
  32
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  189
• 氢给体数：
  8
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2S, 3S, 4R, 8E)-1-(β-D-glucopyranosyl-3,4-dihydroxyl-2-[(R)-2'-hydroxylpalmitoyl]amino)-8-heptadecaene 、 乙酸酐 在 吡啶 作用下， 生成 (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(((2S,3S,4R,E)-3,4-diacetoxy-2-((R)-2-acetoxyhexadecanamido)heptadec-8-en-1-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  Glycocerebroside bearing a novel long-chain base from Sagina japonica (Caryophyllaceae)

  摘要：

  A new glycocerebroside (1), along with one reported one (2), was isolated from the ethanol extract of Sagina japonica (Caryophyllaceae) and was fully characterized. The structures of two compounds were identified as (2S, 3S, 4R, 8E)-1-(beta-D-glucopyranosyl-3, 4-dihydroxy-2-[(R)-2'- hydroxypalmitoyl]amino-8-heptadecaene (1) and (2S, 3R, 8E)-1-(beta-D-glucopyranosyl-3-hydroxy-2-[(R)-2'-hydroxypalmitoyl]amino-8-octadecaene (2) by using spectroscopic methods ((1)H, (13)C, and 2D NMR, MS) and chemical degradation. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2010.01.015