(2R,3E)-2-hydroxy-N-[(2S,3R,4E,8Z)-1-β-D-glucopyranosyloxy-3-hydroxyhexadeca-4,8-dien-2-yl]octadec-3-enamide | 1283114-63-5

• 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: (2R,3E)-2-hydroxy-N-[(2S,3R,4E,8Z)-1-β-D-glucopyranosyloxy-3-hydroxyhexadeca-4,8-dien-2-yl]octadec-3-enamide
• 英文别名: chrysogeside A；(E,2R)-2-hydroxy-N-[(2S,3R,4E,8Z)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadeca-4,8-dien-2-yl]octadec-3-enamide
• CAS: 1283114-63-5
• 化学式: C₄₀H₇₃NO₉
• 分子量: 712.021
• InChiKey: ZSSGCZVAMMVAPO-CTUXNYLFSA-N

物化性质

• 沸点：
  870.7±65.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  50
• 可旋转键数：
  31
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  甲醇 、 (2R,3E)-2-hydroxy-N-[(2S,3R,4E,8Z)-1-β-D-glucopyranosyloxy-3-hydroxyhexadeca-4,8-dien-2-yl]octadec-3-enamide 在 盐酸 作用下， 反应 10.0h， 以2.1 mg的产率得到methyl (2'R,3'E)-2'-hydroxyoctadec-3'-enoate
  参考文献：
  名称：

  Cerebrosides and 2-Pyridone Alkaloids from the Halotolerant Fungus Penicillium chrysogenum Grown in a Hypersaline Medium

  摘要：

  Five new cerebrosides, chrysogesides A-E (1-5), and two new 2-pyridone alkaloids, chrysogedones A and B (6 and 7), were isolated from the fermentation broth of Penicillium chrysogenum PXP-55, a halotolerant fungus grown in a hypersaline medium. Among them, chrysogesides B-D (2-4) are the first cerebrosides that contain an unsaturated C-19-fatty acid. Their structures were identified by spectroscopic and chemical methods, including CD spectroscopy as well as the modified Mosher's method. Compound 2 showed antimicrobial activity against Enterobacter aerogenes with an MIC value of 1.72 mu M.

  DOI：

  10.1021/np1008976

文献信息

• Cerebrosides and 2-Pyridone Alkaloids from the Halotolerant Fungus <i>Penicillium chrysogenum</i> Grown in a Hypersaline Medium
  作者：Xiaoping Peng、Yi Wang、Kunlai Sun、Peipei Liu、Xia Yin、Weiming Zhu

  DOI：10.1021/np1008976

  日期：2011.5.27

  Five new cerebrosides, chrysogesides A-E (1-5), and two new 2-pyridone alkaloids, chrysogedones A and B (6 and 7), were isolated from the fermentation broth of Penicillium chrysogenum PXP-55, a halotolerant fungus grown in a hypersaline medium. Among them, chrysogesides B-D (2-4) are the first cerebrosides that contain an unsaturated C-19-fatty acid. Their structures were identified by spectroscopic and chemical methods, including CD spectroscopy as well as the modified Mosher's method. Compound 2 showed antimicrobial activity against Enterobacter aerogenes with an MIC value of 1.72 mu M.