(-)-(4S,6R)-4-hydroxy-6-isopropyl-3-methylcyclohex-2-enone | 146389-38-0

• 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: (-)-(4S,6R)-4-hydroxy-6-isopropyl-3-methylcyclohex-2-enone
• 英文别名: (4S,6R)-4-hydroxy-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-one；4-Hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one；(4S,6R)-4-hydroxy-3-methyl-6-propan-2-ylcyclohex-2-en-1-one
• CAS: 146389-38-0
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: HEJGMQATUPGCRD-BDAKNGLRSA-N

物化性质

• 沸点：
  283.0±39.0 °C(Predicted)
• 密度：
  1.030±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (-)-胡椒酮 反应 288.0h， 生成 (-)-(4S,6R)-4-hydroxy-6-isopropyl-3-methylcyclohex-2-enone 、 4-hydroxypiperitone 、 (4R,6R)-4-hydroxy-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-one
  参考文献：
  名称：

  Hydroxylation of piperitone by cell suspension cultures of Catharanthus roseus

  摘要：

  Cell suspension cultures of Catharanthus roseus regioselectively hydroxylate the 4- and 6-positions of(-)-(R)-piperitone.

  DOI：

  10.1016/s0031-9422(00)89524-2

文献信息

• Comparative analysis of three Australian finger lime (Citrus australasica) cultivars: Identification of unique citrus chemotypes and new volatile molecules
  作者：Estelle Delort、Alain Jaquier、Erik Decorzant、Christian Chapuis、Alessandro Casilli、Eric Frérot

  DOI：10.1016/j.phytochem.2014.10.023

  日期：2015.1

  The volatile constituents of the peel of three cultivars of Australian finger lime (Citrus australasica) were investigated: Alstonville, Judy's Everbearing and Durham's Emerald. Both qualitative and quantitative GC-MS analyses were performed on their peel solvent extract. The results showed that the unique phenotypes of finger lime are also correlated to unique molecular compositions. Each cultivar revealed a different chemotype: limonene/sabinene for cv. Alstonville, limonene/citronellal/isomenthone for cv. Judy's Everbearing, and limonene/citronellal/ citronellol for cv. Durham's Emerald. To the best of our knowledge, these chemotypes have never been reported in any other citrus species. Furthermore, the amounts of some volatile constituents (gamma-terpinene, alpha-pinene, beta-pinene, citral), which are generally the major constituents besides limonene in lime species, were surprisingly low in the three cultivars. Comparative GC-MS analysis also showed that some volatile molecules tended to be specific to one cultivar and could therefore be considered as markers. Moreover six molecules were reported for the first time in a citrus extract and confirmed by synthesis. Heart-cutting enantioselective two-dimensional GC-MS was performed to determine the enantiomeric distribution of the major chiral constituents. The combined data on three finger lime cultivars gives evidence of their divergence from other citrus species. (C) 2014 Elsevier Ltd. All rights reserved.
• Hydroxylation of piperitone by cell suspension cultures of Catharanthus roseus
  作者：Hiroki Hamada、Yoshihiro Fuchikami、Yuka Ikematsu、Toshifumi Hirata、Howard J. Williams、A.Ian Scott

  DOI：10.1016/s0031-9422(00)89524-2

  日期：1994.11

  Cell suspension cultures of Catharanthus roseus regioselectively hydroxylate the 4- and 6-positions of(-)-(R)-piperitone.