5-(8'Z,11'Z-heptadecadienyl)-1,3-benzenediol | 138168-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-(8'Z,11'Z-heptadecadienyl)-1,3-benzenediol
• 英文别名: (8'Z,11'Z)-5-(heptadeca-8',11'-dienyl)benzene-1,3-diol；5-(8'Z,11'Z-heptadecadienyl)resorcinol；5-(8'-Z,11'-Z-heptadecanoyl)-resorcinol；5-((8Z,11Z)-heptadeca-8,11-dien-1-yl)resorcinol；5-[(8Z,11Z)-heptadeca-8,11-dienyl]benzene-1,3-diol
• CAS: 138168-58-8
• 化学式: C₂₃H₃₆O₂
• 分子量: 344.538
• InChiKey: LQLSZSURMCEKFF-HZJYTTRNSA-N

物化性质

• 沸点：
  496.4±30.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2,2-三氟-N,N-二(三甲硅基)乙酰胺 、 5-(8'Z,11'Z-heptadecadienyl)-1,3-benzenediol 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 0.33h， 生成
  参考文献：
  名称：

  Indonesian propolis: chemical composition, biological activity and botanical origin

  摘要：

  From a biologically active extract of Indonesian propolis from East Java, 11 compounds were isolated and identified: four alk(en)ylresorcinols (obtained as an inseparable mixture) (1-4) were isolated for the first time from propolis, along with four prenylflavanones (6-9) and three cycloartane-type triterpenes (5, 10 and 11). The structures of the components were elucidated based on their spectral properties. All prenylflavanones demonstrated significant radical scavenging activity against diphenylpicrylhydrazyl radicals, and compound 6 showed significant antibacterial activity against Staphylococcus aureus. For the first time Macaranga tanarius L. and Mangifera indica L. are shown as plant sources of Indonesian propolis.

  DOI：

  10.1080/14786419.2010.488235

文献信息

• Hydroxyalkenylresorcinols from <i>Stylogyne </i><i>turbacensis</i>
  作者：Carlos Jiménez-Romero、Daniel Torres-Mendoza、Luis David Ureña González、Eduardo Ortega-Barría、Kerry L. McPhail、William H. Gerwick、Luis Cubilla-Rios

  DOI：10.1021/np070081d

  日期：2007.8.1

  Two new compounds, 5-(11'(S)-hydroxy-8'-heptadecenyl)resorcinol (3) and 5-(12'(S)-hydroxy-8',14'-heptadecadienyl)resorcinol (4), were isolated from the leaves of Stylogyne turbacensis together with the known analogue metabolites 1 and 2. Compounds 3 and 4 showed the strongest activity in the leishmania assay, 7 and 3 mu M, respectively, while compounds 1, 2, and 4 showed moderate activity against a drug-resistant strain of Trypanosoma cruzi with IC50 values of 30, 25, and 22 mu M, respectively. Additional testing in MCF-7 and NCI-H460 was performed for compounds 3 and 4. The structures of compounds 1-4 were elucidated using NMR, MS, and other spectroscopic data. The absolute stereochemistry of compounds 3 and 4 was also investigated using the Mosher ester approach. Peracetylated derivatives of these four metabolites were produced and their activities determined in the Trypanosoma cruzi assay.
• Barrow, Russell A.; Capon, Robert J., Australian Journal of Chemistry, 1991, vol. 44, # 10, p. 1393 - 1405
  作者：Barrow, Russell A.、Capon, Robert J.

  DOI：——

  日期：——