trans-geranic acid ethylene glycol ester

• 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: trans-geranic acid ethylene glycol ester
• 英文别名: 2-hydroxyethyl (2E)-3,7-dimethylocta-2,6-dienoate
• 化学式: C₁₂H₂₀O₃
• 分子量: 212.289
• InChiKey: OXXRVCFUPPLJFJ-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  citral ethylene glycol acetal 在 cobalt(II) acetate N-羟基邻苯二甲酰亚胺 、 氧气 作用下， 以 乙腈 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 20.0h， 以34%的产率得到trans-geranic acid ethylene glycol ester
  参考文献：
  名称：

  Efficient Aerobic Oxidation of Acetals to Esters Catalyzed byN-Hydroxy phthalimide (NHPI) and Co(II) under Mild Conditions

  摘要：

  研究了在Co(OAc)2作为共催化剂存在的情况下，使用催化量的N-羟基邻苯二甲酸酰亚胺（NHPI）和分子氧高效氧化多种结构多样的醛，包括开放链醛、1,3-二氧杂环烷及1,3-二氧杂环己烷。

  DOI：

  10.1055/s-2003-42396

文献信息

• Insect repellent compounds and compositions, and methods thereof
  申请人：Iowa State University Research Foundation, Inc.

  公开号：US11485701B2

  公开（公告）日：2022-11-01

  The present invention relates to monoterpenoid and phenylpropanoid containing derivative compounds, methods of making the compounds, compositions comprising the compounds, and methods of repelling pests using the compounds and/or compositions.

  本发明涉及含单萜类和苯丙类衍生物的化合物、制造这些化合物的方法、包含这些化合物的组合物以及使用这些化合物和/或组合物驱除害虫的方法。
• Identification of Geranic Acid, a Tyrosinase Inhibitor in Lemongrass (Cymbopogon citratus)
  作者：Toshiya Masuda、Yuka Odaka、Natsuko Ogawa、Katsuo Nakamoto、Hideki Kuninaga

  DOI：10.1021/jf072893l

  日期：2008.1.1

  Lemongrass is a popular Asian herb having a lemon-like flavor. Very recently, potent tyrosinase inhibitory activity has been found in lemongrass in addition to various biological activities reported in the literature. The aim of the present study is to identify the active compounds in the lemongrass. An assay-guided purification revealed that one-of the active substances was geranic acid. Geranic acid has two stereoisomers, which are responsible for the trans and cis geometry on the conjugated double bond. Both isomers are present in the active ethyl acetate-soluble extract of the lemongrass, and their IC50 values were calculated to be 0.14 and 2.3 mM, respectively. The structure requirement of geranic acid for the potent tyrosinase inhibitory activity was investigated using geranic acid-related compounds.
• INSECT REPELLENT COMPOUNDS AND COMPOSITIONS, AND METHODS THEREOF
  申请人：Iowa State University Research Foundation, Inc.

  公开号：US20190047937A1

  公开（公告）日：2019-02-14

  The present invention relates to monoterpenoid and phenylpropanoid containing derivative compounds, methods of making the compounds, compositions comprising the compounds, and methods of repelling pests using the compounds and/or compositions.
• Efficient Aerobic Oxidation of Acetals to Esters Catalyzed by<i>N</i>-Hydroxy phthalimide (NHPI) and Co(II) under Mild Conditions
  作者：Babak Karimi、Jamshid Rajabi

  DOI：10.1055/s-2003-42396

  日期：——

  Efficient oxidation of a variety of structurally diverse acetals, including open-chain acetals, 1,3-dioxanes, 1,3-dioxalanes, with molecular oxygen using catalytic amounts of N-hydroxy­phthalimide (NHPI) in the presence of Co(OAc)2 as co-catalyst was investigated.

  研究了在Co(OAc)2作为共催化剂存在的情况下，使用催化量的N-羟基邻苯二甲酸酰亚胺（NHPI）和分子氧高效氧化多种结构多样的醛，包括开放链醛、1,3-二氧杂环烷及1,3-二氧杂环己烷。