13-hydroxygermacrone | 103994-29-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 13-hydroxygermacrone
• 英文别名: (3E,7E,10E)-10-(1-hydroxypropan-2-ylidene)-3,7-dimethylcyclodeca-3,7-dien-1-one
• CAS: 103994-29-2
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: OYONKNQJEXRUQZ-UPXYLJBOSA-N

物化性质

• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  13-hydroxygermacrone 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 13-Hydroxygermacrone 4,5-Epoxide
  参考文献：
  名称：

  Structures of sesquiterpenes of Curcuma aromatica Salisb. II. Studies on minor sesquiterpenes.

  摘要：

  Further study on the sesquiterpenes from Curcuma aromatica (Zngiberaceae) has resulted in the isolation of eleven minor sesquiterpenes, 1-11 having guaiane, seco-guaiane and germacrane skeletons, and their structures were elucidated by proton nuclear magnetic resonance (1H-NMR) and 13C-nuclear magnetic resonance (13C-NMR) spectroscopy, as well as chemical investigation. The stereochemistry of these sesquiterpenes was elucidated by 2D NMR techniques such as 1H-H correlation (COSY) and nuclear Overhauser effect correlation (NOESY), and circular dichroism (CD) spectroscopy.

  DOI：

  10.1248/cpb.38.55

文献信息

• Structures of sesquiterpenes from Curcuma longa
  作者：Masaaki Ohshiro、Masanori Kuroyanagi、Akira Ueno

  DOI：10.1016/0031-9422(90)83038-3

  日期：1990.1

  5-epoxide, bisabola-3,10-diene-2-one, α-turmerone, bisacumol, bisacurone, curcumenol, isoprocurcumenol, zedoaronediol, procurcumenol, epiprocurcumenol and 4,5-dihydroxy-bisabola-2, 10-diene. from Curcuma longa . The structures of the new compounds were determined and the stereochemistry of 4,5-dihydroxybisabola-2,10-diene were established by spectral methods.

  摘要 五种新的倍半萜，germacrone-13-al, 4-hydroxybisabola-2,10-diene-9-one, 4-methoxy-5-hydroxy-bisabola-2, 10-diene-9-one, 2,5-dihydroxybisabola -3,10-diene 和 procurcumadiol 与 curcumenone、dehydrocurdione、(4 S ,5 S )-germacrone-4,5-epoxide、bisabola-3,10-diene-2-one、α-turmerone、bisacumol 一起分离、bisacurone、curcumenol、isoprocurcumenol、zedoaronediol、procurcumenol、epiprocurcumenol 和 4,5-dihydroxy-bisabola-2, 10-die
• KUROYANAGI, MASANORI;UENO, AKIRA;KOYAMA, KIYOTAKA;NATORI, SHINSAKU, CHEM. AND PHARM. BULL., 38,(1990) N, C. 55-58
  作者：KUROYANAGI, MASANORI、UENO, AKIRA、KOYAMA, KIYOTAKA、NATORI, SHINSAKU

  DOI：——

  日期：——