hycandinic acid ester-1 | 214353-00-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hycandinic acid ester-1
• 英文别名: butyl (1S,3R,4R,5R)-1,3,4-trihydroxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylate
• CAS: 214353-00-1
• 化学式: C₂₁H₂₈O₉
• 分子量: 424.448
• InChiKey: VMOJOFCRHPIIGU-CTEQKCRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  143
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 hycandinic acid ester-1 在 吡啶 作用下， 反应 12.0h， 以3 mg的产率得到triacetyl hycandinic acid ester-1
  参考文献：
  名称：

  Antitubercular Natural Products:  Berberine from the Roots of Commercial Hydrastis canadensis Powder. Isolation of Inactive 8-Oxotetrahydrothalifendine, Canadine, β-Hydrastine, and Two New Quinic Acid Esters, Hycandinic Acid Esters-1 and -2

  摘要：

  Berberine (4) is responsible for the activity of an extract of a commercial root sample of Hydrastis canadensis against multiply drug resistant Mycobacteriun tuberculosis. Two new quinic acid feruloyl esters, compounds 2 and 3, have been isolated from the same source along with canadine (1c), 8-oxotetrahydrothalifendine (1), and beta-hydrastine (5). These were found to be inactive. The structures of the new compounds were elucidated from spectral (H-1, C-13, HMQC, HMBC, and H-H COSY) and chemical evidences.

  DOI：

  10.1021/np9701889

文献信息

• Antitubercular Natural Products:  Berberine from the Roots of Commercial <i>Hydrastis </i><i>c</i><i>anadensis </i>Powder. Isolation of Inactive 8-Oxotetrahydrothalifendine, Canadine, β-Hydrastine, and Two New Quinic Acid Esters, Hycandinic Acid Esters-1 and -2
  作者：Elmer J. Gentry、Hanuman B. Jampani、Ali Keshavarz-Shokri、Martha D. Morton、David Vander Velde、Hanumaiah Telikepalli、Lester A. Mitscher、Ribhi Shawar、Debbi Humble、William Baker

  DOI：10.1021/np9701889

  日期：1998.10.1

  Berberine (4) is responsible for the activity of an extract of a commercial root sample of Hydrastis canadensis against multiply drug resistant Mycobacteriun tuberculosis. Two new quinic acid feruloyl esters, compounds 2 and 3, have been isolated from the same source along with canadine (1c), 8-oxotetrahydrothalifendine (1), and beta-hydrastine (5). These were found to be inactive. The structures of the new compounds were elucidated from spectral (H-1, C-13, HMQC, HMBC, and H-H COSY) and chemical evidences.