4-[[(2E)-3,7-二甲基-2,6-辛二烯-1-基]氧基]-3-甲氧基-苯甲醛 | 151455-08-2

• 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
• 中文名称: 4-[[(2E)-3,7-二甲基-2,6-辛二烯-1-基]氧基]-3-甲氧基-苯甲醛
• 英文名称: Geranyloxyvanillin
• 英文别名: 4-geranyloxy-3-methoxybenzaldehyde；O-geranylvanillin；4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-3-methoxybenzaldehyde
• CAS: 151455-08-2
• 化学式: C₁₈H₂₄O₃
• 分子量: 288.387
• InChiKey: SRLAFDUAEAXGBA-XNTDXEJSSA-N

物化性质

• 沸点：
  424.2±45.0 °C(Predicted)
• 密度：
  1.013±0.06 g/cm3(Predicted)
• LogP：
  4.713 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[[(2E)-3,7-二甲基-2,6-辛二烯-1-基]氧基]-3-甲氧基-苯甲醛 、 甲氧羰基亚甲基三苯基正膦 在 silica gel 作用下， 反应 0.05h， 以72%的产率得到methyl O-geranylferulate
  参考文献：
  名称：

  Mahajan, Rajesh P.; Patil, Shamkant L.; Mali, Raghao S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 1, p. 328 - 331

  摘要：

  DOI：
• 作为产物：
  描述：

  香叶基溴 、 香草醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以75%的产率得到4-[[(2E)-3,7-二甲基-2,6-辛二烯-1-基]氧基]-3-甲氧基-苯甲醛
  参考文献：
  名称：

  NOVEL SUGAR-DERIVED GELATOR

  摘要：

  提供一种含有糖衍生物的新型凝胶剂。包括化合物Formula（1）或Formula（2）的凝胶剂：其中R1和R3中的每一个独立地是具有1到20个碳原子数的线性或支链烷基基团，具有3-20个碳原子的环状烷基基团，或具有2到20个碳原子数的线性或支链烯基基团，n为0或1到4的整数，R2是氢原子，具有1到10个碳原子数的线性或支链烷基基团，或具有取代基的芳基，R4和R5各自是一个羟基。

  公开号：

  US20150025157A1

文献信息

• Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist
  作者：Francesco Epifano、Salvatore Genovese、E. James Squires、Matthew A. Gray

  DOI：10.1016/j.bmcl.2012.03.057

  日期：2012.5

  A series of 29 oxyprenylated and azoprenylated phenylpropanoids were chemically synthesized and tested in transfected cultured HepG2 cells by means of the dual-luciferase assay as farnesoid X receptor (FXR) agonists, using the endogenous ligand chenodeoxycholic acid (CDCA) as reference drug. Among the tested molecules, three compounds, namely auraptene, nelumol A, and nelumal A showed a potency comparable to the endogenous ligand, with the latter natural product having a level of activity slightly superior to CDCA. Nelumal A is thus of interest as a valuable potential novel lead compound in the search for FXR agonists. (C) 2012 Elsevier Ltd. All rights reserved.
• Synthesis of O-prenylated and O-geranylated derivatives of 5-benzylidene2,4-thiazolidinediones and evaluation of their free radical scavenging activity as well as effect on some phase II antioxidant/detoxifying enzymes
  作者：Sk. Ugir Hossain、Sudin Bhattacharya

  DOI：10.1016/j.bmcl.2006.12.040

  日期：2007.3

  A series of 5-arylidene-2,4-thiazolidinediones and its geranyloxy or prenyloxy derivative were synthesized and studied for their radical scavenging activity using 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. Their comparable scavenging activities were expressed as IC50 value. Compounds 2c, 2d, 4d, and 6a showed appreciable radical scavenging activities. The vanillin based thiazolidinedione compound 2c displayed highest activity comparable to that of alpha-tocopherol. But in vivo, compound 6a showed better results in inducing phase II detoxifying/antioxidative enzyme.
• NOVEL SUGAR-DERIVED GELATOR
  申请人：KYUSHU UNIVERSITY

  公开号：US20150025157A1

  公开（公告）日：2015-01-22

  There is provided a novel gelator containing a sugar derivative. A gelator including a compound of Formula (1) or Formula (2): wherein each of R 1 and R 3 is independently a linear or branched alkyl group having a carbon atom number of 1 to 20, a cyclic C 3-20 alkyl group, or a linear or branched alkenyl group having a carbon atom number of 2 to 20, n is 0 or an integer of 1 to 4, R 2 is a hydrogen atom, a linear or branched alkyl group having a carbon atom number of 1 to 10, or an aryl group optionally having a substituent, and R 4 and R 5 are each a hydroxy group.

  提供一种含有糖衍生物的新型凝胶剂。包括化合物Formula（1）或Formula（2）的凝胶剂：其中R1和R3中的每一个独立地是具有1到20个碳原子数的线性或支链烷基基团，具有3-20个碳原子的环状烷基基团，或具有2到20个碳原子数的线性或支链烯基基团，n为0或1到4的整数，R2是氢原子，具有1到10个碳原子数的线性或支链烷基基团，或具有取代基的芳基，R4和R5各自是一个羟基。
• Mahajan, Rajesh P.; Patil, Shamkant L.; Mali, Raghao S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 1, p. 328 - 331
  作者：Mahajan, Rajesh P.、Patil, Shamkant L.、Mali, Raghao S.

  DOI：——

  日期：——