13N-acetyl-huperzine A | 103548-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 13N-acetyl-huperzine A
• 英文别名: N-acetylhuperzine A；(5R, 9R, 11E)-5-(acetylamino)-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta[b]pyridin-2(1H)-one；N-[(1R,9R,13E)-13-ethylidene-11-methyl-5-oxo-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-1-yl]acetamide
• CAS: 103548-81-8
• 化学式: C₁₇H₂₀N₂O₂
• 分子量: 284.358
• InChiKey: YIFQYDYQMHGCTN-QNDFORTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  61.96
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  石杉碱甲 、 乙酸酐 以 吡啶 为溶剂， 生成 13N-acetyl-huperzine A
  参考文献：
  名称：

  Liu, Jia-Sen; Zhu, Yuan-Long; Yu, Chao-Mei, Canadian Journal of Chemistry, 1986, vol. 64, p. 837 - 840

  摘要：

  DOI：

文献信息

• Microbial transformation of (−)-Huperzine A
  作者：Xinyuan Zhang、Jian-hua Zou、Jungui Dai

  DOI：10.1016/j.tetlet.2010.05.073

  日期：2010.7

  Five products were yielded from the transformation of (-)-Huperzine A (1) by Streptomyces griseus CACC 200300. Their structures were determined as 16-hydroxyl huperzine A (2), 14 alpha-hydroxyl huperzine A (3), huperzine A 8 alpha,15 alpha-epoxide (4), 13N-formyl huperzine A (5). and 13N-acetyl huperzine A (6) on the basis of their chemical and physical data. It is the first report on the microbial transformation of (-)-Huperzine A and would facilitate further structural modification by chemo-enzymatic method. (C) 2010 Elsevier Ltd. All rights reserved.