1,3-dihydroxy-5-<14'-(3'',5''-dihydroxyphenyl)-cis-6'-tetradecenyl>benzene | 52483-24-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1,3-dihydroxy-5-<14'-(3'',5''-dihydroxyphenyl)-cis-6'-tetradecenyl>benzene
• 英文别名: 1,3-dihydroxy-5-<14'-(3'',5''-dihydroxyphenyl)tetradec-cis-6'-enyl>benzene；1,3-dihydroxy-5-(14'-(3''.5''-dihydroxyphenyl)tetradec-cis-6'-enyl)benzene；5-[14'-(3'',5''-dihydroxyphenyl)-cis-tetradec-6'-en-1-yl]resorcinol；1,3-dihydroxy-5-[14'-(3'',5''-dihydroxyphenyl)tetradec-cis-6'-enyl]benzene；5-[(Z)-14-(3,5-dihydroxyphenyl)tetradec-8-enyl]benzene-1,3-diol
• CAS: 52483-24-6
• 化学式: C₂₆H₃₆O₄
• 分子量: 412.569
• InChiKey: INRCFVYVWPWZJS-IWQZZHSRSA-N

物化性质

• 沸点：
  624.2±50.0 °C(Predicted)
• 密度：
  1.119±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 1,3-dihydroxy-5-<14'-(3'',5''-dihydroxyphenyl)-cis-6'-tetradecenyl>benzene 以 吡啶 为溶剂， 反应 3.0h， 生成 Acetic acid 3-acetoxy-5-[(Z)-14-(3,5-diacetoxy-phenyl)-tetradec-8-enyl]-phenyl ester
  参考文献：
  名称：

  Structure elucidation of naturally occurring long-chain mono- and dienes

  摘要：

  DOI：

  10.1021/jo00263a046
• 作为产物：
  描述：

  5-(5'-bromopentyl)-1,3-dimethoxybenzene 在 Lindlar's catalyst 喹啉 、 六甲基磷酰三胺 、 甲基碘化镁 、 正丁基锂 、 氢气 作用下， 以 环己烷 、 二甲基亚砜 为溶剂， -30.0~165.0 ℃ 、101.33 kPa 条件下， 反应 26.25h， 生成 1,3-dihydroxy-5-<14'-(3'',5''-dihydroxyphenyl)-cis-6'-tetradecenyl>benzene
  参考文献：
  名称：

  5-Alkylresorcinols from Hakea trifurcata, that cleave DNA.

  摘要：

  A dichloromethane extract of Hakea trifurcata that mediated relaxation of phi X174 replicative form DNA at micromolar concentrations in the presence of CU2+ was resolved into six active components by bioassay-guided fractionation. Five of the active principles were characterized structurally and shown to be 5-alkylresorcinol derivatives. These included 1,3-dihydroxy-5-tridecylbenzene (1), 1,3-dihydroxy-5-(cis-8'-pentadecenyl)benzene (2), 1,3-dihydroxy-5-[14'-(3'',5''-dihydroxyphenyl)-cis-6'-tetradecenyl]benzene (3), 1,3-dihyroxy-5-[1 4'-(3'',5''-dihydroxyphenyl)tetradecyl]benzene (4), and 1,3-dihydroxy-5-[16'-(3'',5''-dihydroxyphenyl)-cis-8'-hexadencenyl]benzene (5). The structures of these five natural principles were confirmed by total synthesis; compounds 1-5 were accessible from 3,5-dimethoxybenzaldehyde in overall yields of 59%, 27%, 15%, 16%, and 13%, respectively.

  DOI：

  10.1021/ja00156a004

文献信息

• BARR, JOHN R.;SCANNELL, RALPH T.;YAMAGUCHI, KEIICHI, J. ORG. CHEM., 54,(1989) N, C. 494-496
  作者：BARR, JOHN R.、SCANNELL, RALPH T.、YAMAGUCHI, KEIICHI

  DOI：——

  日期：——
• 5-Alkylresorcinols from Hakea trifurcata, that cleave DNA.
  作者：William Lytollis、Ralph T. Scannell、Haoyun An、V. S. Murty、K. Sambi Reddy、John R. Barr、Sidney M. Hecht

  DOI：10.1021/ja00156a004

  日期：1995.12

  A dichloromethane extract of Hakea trifurcata that mediated relaxation of phi X174 replicative form DNA at micromolar concentrations in the presence of CU2+ was resolved into six active components by bioassay-guided fractionation. Five of the active principles were characterized structurally and shown to be 5-alkylresorcinol derivatives. These included 1,3-dihydroxy-5-tridecylbenzene (1), 1,3-dihydroxy-5-(cis-8'-pentadecenyl)benzene (2), 1,3-dihydroxy-5-[14'-(3'',5''-dihydroxyphenyl)-cis-6'-tetradecenyl]benzene (3), 1,3-dihyroxy-5-[1 4'-(3'',5''-dihydroxyphenyl)tetradecyl]benzene (4), and 1,3-dihydroxy-5-[16'-(3'',5''-dihydroxyphenyl)-cis-8'-hexadencenyl]benzene (5). The structures of these five natural principles were confirmed by total synthesis; compounds 1-5 were accessible from 3,5-dimethoxybenzaldehyde in overall yields of 59%, 27%, 15%, 16%, and 13%, respectively.
• Structure elucidation of naturally occurring long-chain mono- and dienes
  作者：John R. Barr、Ralph T. Scannell、Keiichi Yamaguchi

  DOI：10.1021/jo00263a046

  日期：1989.1