muzigadial | 66550-09-2

• 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: muzigadial
• 英文别名: canellal；(1S,4aS,6S,8aS)-1-hydroxy-6,8a-dimethyl-5-methylidene-4a,6,7,8-tetrahydro-4H-naphthalene-1,2-dicarbaldehyde
• CAS: 66550-09-2
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: LDAIOVKPAKFZHM-FBUXBERBSA-N

物化性质

• 沸点：
  389.4±42.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  muzigadial 、 L-半胱氨酸甲酯盐酸盐 在 三乙胺 作用下， 以 氘代氯仿 为溶剂， 反应 0.75h， 以79%的产率得到(3S,4aS,6bS,9R,10S,10aS,10bS)-10,10a-Dihydroxy-3,10b-dimethyl-4-methylene-1,2,3,4,4a,5,6b,8,9,10,10a,10b-dodecahydro-7-thia-9a-aza-pentaleno[2,1-a]naphthalene-9-carboxylic acid methyl ester
  参考文献：
  名称：

  Model study on the mode of action of muzigadial antifeedant

  摘要：

  DOI：

  10.1016/s0040-4039(00)96758-3

文献信息

• 4,13-α-epoxymuzigadial, a sesquiterpene from Canella winterana
  作者：Mansour S. Al-Said、Sherief I. Khalifa、Farouk S. El-Feraly

  DOI：10.1016/0031-9422(89)85068-x

  日期：——

  Abstract The leaves of Canella winterana yielded a new compound that was found to be 4,13-α-epoxymuzigadial. Epoxidation of muzigadial gave two epimers, one of which was identical with the isolated material. Stereochemical differentiation between the two epimers was mainly based on a comparison of their NOESY spectra.

  摘要 Canella Winterana 的叶子产生了一种新化合物，被发现是 4,13-α-epoxymuzigadial。muzigadial 环氧化产生两种差向异构体，其中一种与分离的材料相同。两种差向异构体之间的立体化学区分主要基于它们的 NOESY 光谱的比较。
• Structure-Activity Relationships of Phytotoxic Sesquiterpenoids from Canella winterana
  作者：Bai-Ping Ying、Galen D. Peiser、Yi-Yuan Ji、Kristina M. Mathias、Faina Karasina、Yih-Shen Hwang

  DOI：10.1021/jf00051a050

  日期：1995.3

  The structure-activity relationships of 14 drimane sesquiterpenoids isolated from Canella winterana plus 5 derivatives were examined in a plant growth inhibitory bioassay. It was found that the 11,12-dialdehyde was the essential moiety and the 9-hydroxy group was not important for activity. The compound with beta-configuration of the 11-aldehyde or 3-acetoxy group showed greater activity than its alpha-isomer.
• LAM, PATRICK YUK-SUN;FRAZIER, JAMES. L., TETRAHEDRON LETT., 28,(1987) N 45, 5477-5480
  作者：LAM, PATRICK YUK-SUN、FRAZIER, JAMES. L.

  DOI：——

  日期：——
• AL-SAID, MANSOUR S.;KHALIFA, SHERIEF I.;EL-FERALY, FAROUK S., PHYTOCHEMISTRY, 28,(1989) N 1, C. 297-298
  作者：AL-SAID, MANSOUR S.、KHALIFA, SHERIEF I.、EL-FERALY, FAROUK S.

  DOI：——

  日期：——
• Model study on the mode of action of muzigadial antifeedant
  作者：Patrick Yuk-Sun Lam、James L. Frazier

  DOI：10.1016/s0040-4039(00)96758-3

  日期：1987.1