methyl (E,E,E,E)-geranylfarnesoate | 76236-14-1

• 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: methyl (E,E,E,E)-geranylfarnesoate
• 英文别名: methyl (2E,6E,10E,14E)-geranylfarnesoate；methyl (2E,6E,10E,14E)-3,7,11,15,19-pentamethylicosa-2,6,10,14,18-pentaenoate
• CAS: 76236-14-1
• 化学式: C₂₆H₄₂O₂
• 分子量: 386.618
• InChiKey: KBTRZYJTFOTKHA-VIWBEOJMSA-N

物化性质

• 沸点：
  475.6±34.0 °C(Predicted)
• 密度：
  0.902±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  28
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl (E,E,E,E)-geranylfarnesoate 在 氢氧化钾 、 水 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以89%的产率得到(E,E,E,E)-geranylfarnesoic acid
  参考文献：
  名称：

  Superacidic cyclization of higher terpenoid acids and their esters

  摘要：

  The superacidic cyclization of aliphatic and partially cyclized C-15-C-25 terpenoid acids and their esters proceeds structure-selectively and stereospecifically, affording a-isomers of completely cyclized epimeric beta,gamma-unsaturated acids of esters; the configuration of their carboxylic or ester groups is predetermined by the configuration of the double bond conjugated with the carboxyl or ester groups in the starting compounds.

  DOI：

  10.1007/bf00713614
• 作为产物：
  描述：

  反,反-法呢基溴 在 lithium aluminium tetrahydride 、 sodium 、 三溴化磷 、 sodium hydride 作用下， 以 乙醇 为溶剂， 生成 methyl (E,E,E,E)-geranylfarnesoate
  参考文献：
  名称：

  Suga, Takayuki; Shishibori, Tsuyoshi, Journal of the Chemical Society. Perkin transactions I, 1980, p. 2098 - 2104

  摘要：

  DOI：

文献信息

• NEW POLYTERPENE TYPE COMPOUNDS, COMPOSITIONS CONTAINING THEM AND TOPICAL USES THEREOF
  申请人：SEDERMA

  公开号：EP2556043B1

  公开（公告）日：2016-10-26
• [EN] NEW POLYTERPENE TYPE COMPOUNDS, COMPOSITIONS CONTAINING THEM AND TOPICAL USES THEREOF<br/>[FR] NOUVEAUX COMPOSÉS DE POLYTERPÈNE, COMPOSITIONS LES RENFERMANT ET UTILISATIONS TOPIQUES
  申请人：SEDERMA SA

  公开号：WO2011125040A2

  公开（公告）日：2011-10-13

  The compounds of the invention correspond to formula (I) with n = 0 to 5, m = 0 to 5, R1, R2 and R3, independently of each other, selected from H, an alkyl chain of 1 to 6 carbon atoms, an alcohol, alkoxy, amine and substituted amine group, and R4 selected from an alkyl, aryl, aralkyl, acyl, sugar or alkoxy chain of 1 to 6 carbon atoms, and corresponding amino-acid or peptides derivatives corresponding to the following formula (VI) (Xaa)p entity being either an amino-acid (with p=1) or any peptide having p amino-acids with p between 1 and 10. With the exclusion of the compounds corresponding in formula I to n=3, m=0, R1=H and R4=methyl or ethyl. Preferably n=3 so as to form a geranylgeranyl group. The present invention is also directed to topical compositions comprising compounds of formula I and VI. Such composition can be used in the cosmetical field to improve the overall appearance/condition of the skin and in dermo-pharmaceutical field to for preventing or treating disorders and diseases of the skin and appendages, in particular for anti aging prevention and treatment by fighting the effects of oxidation, for skin lightening, volumizing by lipofilling, and action on the mechanical skin properties.
• Superacidic cyclization of higher terpenoid acids and their esters
  作者：P. F. Vlad、N. D. Ungur、Nguen Van Tuen

  DOI：10.1007/bf00713614

  日期：1995.12

  The superacidic cyclization of aliphatic and partially cyclized C-15-C-25 terpenoid acids and their esters proceeds structure-selectively and stereospecifically, affording a-isomers of completely cyclized epimeric beta,gamma-unsaturated acids of esters; the configuration of their carboxylic or ester groups is predetermined by the configuration of the double bond conjugated with the carboxyl or ester groups in the starting compounds.
• Suga, Takayuki; Shishibori, Tsuyoshi, Journal of the Chemical Society. Perkin transactions I, 1980, p. 2098 - 2104
  作者：Suga, Takayuki、Shishibori, Tsuyoshi

  DOI：——

  日期：——