(E)-hexadeca-3-en-15-ynr-2,5-dione | 1196997-57-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-hexadeca-3-en-15-ynr-2,5-dione
• 英文别名: (E)-hexadec-3-en-15-yne-2,5-dione
• CAS: 1196997-57-5
• 化学式: C₁₆H₂₄O₂
• 分子量: 248.365
• InChiKey: ZVEQUNFRIVDFBD-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (+)-(2E,3R,4S)-2-(dodec-11-ynylidene)-3-hydroxy-4-methylbutanolide 在 吡啶 、 4-二甲氨基吡啶 作用下， 生成 (E)-hexadeca-3-en-15-ynr-2,5-dione
  参考文献：
  名称：

  Chemical Constituents of the Bark of Machilus wangchiana and Their Biological Activities

  摘要：

  Eleven new metabolites, butanolides 1-6, lignan derivatives 7-9, sesquiterpene 10, and 3',4'-seco-flavane derivative 11, have been isolated from an ethanol extract of Machilus wangchiana. Twenty known compounds, including ginkgolides A and B (16 and 17), were also isolated. Their structures and absolute configurations were determined by spectroscopic and chemical methods. Compounds 7, 8a, 8b, 9, 11, (+)-guaiacin (12), meso-dihydroguaiaretic acid (13), and hamabiwalactone A (15) showed potent in vitro activities against the release of beta-glucuronidase in rat polymorphonuclear leukocytes (PMNs) induced by platelet-activating factor (PAF), with 42.5-75.6% inhibition at 10(-5) M. Compounds 8, 8a, 8b, 9, and 11 reduced DL-galactosamine (GaIN)-induced hepatocyte (WB-F344 cells) damage with 39.4 +/- 6.3% to 53.6 +/- 3.5% inhibition at 10(-4) M. Isomahubannolide-23 (14) was cytotoxic against human stomach cancer (BGC-823) and ovarian cancer (A2780) cell lines, with IC50 values of 0.13 and 2.66 mu M, respectively.

  DOI：

  10.1021/np900504a