脑苷脂D | 113773-89-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• 中文名称: 脑苷脂D
• 英文名称: (2S,2'R,3R,4E,8E)-N-2'-hydroxyoctadecanoyl-1-O-(β-D-glucopyranosyl)-9-methyl-4,8-sphingadienine
• 英文别名: cerebroside；Cerebroside D；(2R)-2-hydroxy-N-[(2S,3R,4E,8E)-3-hydroxy-9-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]octadecanamide
• CAS: 113773-89-0
• 化学式: C₄₃H₈₁NO₉
• 分子量: 756.117
• InChiKey: RIZIAUKTHDLMQX-NSWGQNMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  53
• 可旋转键数：
  34
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  169
• 氢给体数：
  7
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  脑苷脂D 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 (2R)-2-hydroxyoctadecanoic acid
  参考文献：
  名称：

  Cerebrosides fromfomitopsis pinicola (Sw. Ex Fr.) Karst.

  摘要：

  A cerebroside fraction was obtained from the fruit bodies of fomitopsis pinicola using column chromatography and then separated into six compounds by reversed-phase HPLC. The sugar component of all cerebrosides was D-glucose. The major fatty acids were 2-hydroxyfatty acids (C-14-C-18), the long chain base was identified as 9-methyl-C-18-4,8-sphingadienine which is widely distributed in fungi and reported to be essential for the fruit-inducing activity of fungi. Based on degradation studies, fast atom bombardment mass spectrometry, and different H-1 and C-13 NMR investigations, the structure of the main cerebroside (1) was determined to be (4E,8E,2S,3R,2'R)-N-2'-hydroxypalmityl-1-O-beta-D-glucopyranosyl-9-methyl-4,8-sphingadienine.

  DOI：

  10.1007/bf00817267
• 作为产物：
  描述：

  (2R)-2-hydroxyoctadecanoic acid 在 吡啶 、 四丁基氟化铵 、 sodium methylate 作用下， 以 吡啶 为溶剂， 反应 50.5h， 生成 脑苷脂D
  参考文献：
  名称：

  Abe, Tatsuichirou; Mori, Kenji, Bioscience, Biotechnology and Biochemistry, 1994, vol. 58, # 9, p. 1671 - 1674

  摘要：

  DOI：

文献信息

• Cerebrosides fromfomitopsis pinicola (Sw. Ex Fr.) Karst.
  作者：S. Striegler、E. Haslinger

  DOI：10.1007/bf00817267

  日期：——

  A cerebroside fraction was obtained from the fruit bodies of fomitopsis pinicola using column chromatography and then separated into six compounds by reversed-phase HPLC. The sugar component of all cerebrosides was D-glucose. The major fatty acids were 2-hydroxyfatty acids (C-14-C-18), the long chain base was identified as 9-methyl-C-18-4,8-sphingadienine which is widely distributed in fungi and reported to be essential for the fruit-inducing activity of fungi. Based on degradation studies, fast atom bombardment mass spectrometry, and different H-1 and C-13 NMR investigations, the structure of the main cerebroside (1) was determined to be (4E,8E,2S,3R,2'R)-N-2'-hydroxypalmityl-1-O-beta-D-glucopyranosyl-9-methyl-4,8-sphingadienine.
• Abe, Tatsuichirou; Mori, Kenji, Bioscience, Biotechnology and Biochemistry, 1994, vol. 58, # 9, p. 1671 - 1674
  作者：Abe, Tatsuichirou、Mori, Kenji

  DOI：——

  日期：——