16-hydroxyhuperzine A | 1239592-11-0

• 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: 16-hydroxyhuperzine A
• 英文别名: (1R,9R,13E)-1-amino-13-ethylidene-11-(hydroxymethyl)-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one
• CAS: 1239592-11-0
• 化学式: C₁₅H₁₈N₂O₂
• 分子量: 258.32
• InChiKey: SDJTYVJCTXDMTK-DEOGUITISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  75.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  石杉碱甲 在 Streptomyces griseus CACC 200300 作用下， 反应 168.0h， 以60%的产率得到16-hydroxyhuperzine A
  参考文献：
  名称：

  Microbial transformation of (−)-Huperzine A

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2010.05.073

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.