cis-pinocarvyl acetate | 75044-06-3

• 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: cis-pinocarvyl acetate
• 英文别名: [(1S,3S,5S)-6,6-dimethyl-2-methylidene-3-bicyclo[3.1.1]heptanyl] acetate
• CAS: 75044-06-3
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: UDBAGFUFASPUFS-AXFHLTTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  cis-pinocarvyl acetate 在 臭氧 作用下， 生成 (+)-cis-Pinan-2-ol
  参考文献：
  名称：

  Schmidt,H. et al., Chemische Berichte, 1969, vol. 102, p. 118 - 125

  摘要：

  DOI：
• 作为产物：
  描述：

  (-)-trans-pinocarveol 在 吡啶 、 lithium aluminium tetrahydride 、 pyridinium chlorochromate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 cis-pinocarvyl acetate
  参考文献：
  名称：

  Terpenoids from the french liverwort targionia hypophylla

  摘要：

  DOI：

  10.1016/s0031-9422(00)84508-2

文献信息

• Characterization of Key Odorants in Meehan’s Mint, <i>Meehania cordata</i>
  作者：Melissa Dein、Purni C. K. Wickramasinghe、John P. Munafo

  DOI：10.1021/acs.jafc.9b06729

  日期：2020.9.23

  Thirty-five odorants from Meehan's mint, Meehania cordata, were identified using solvent-assisted flavor evaporation (SAFE) and aroma extract dilution analysis (AEDA). Twelve compounds with flavor dilution factors >= 16 were quantitated using stable isotope dilution assays (SIDA). Odor activity values (OAVs) and sensory experiments revealed (-)-(E)-pinocarvyl acetate as a key impact odorant contributing to the plant's unique woody and minty odor. Odor simulation experiments revealed a mixture of 10 compounds, including (2E,6Z)-nona-2,6-dienal (OAV 48000), beta-ionone (OAV 33000), (E)-pinocarvyl acetate (OAV 8600), 1-octen-3-one (OAV 2800), and linalool (OAV 990), successfully mimicked the plant odor when combined in their natural concentrations. Three stereoisomers of pinocarvyl acetate were identified including (-)-(E)-, (+)-(E)-, and (-)-(Z)-isomers. The (E) to (Z)-ratio was determined as 95.5% (E) and 0.5% (Z). The enantiomeric ratio of (-)-(E)- to (+)-(E)- was determined as 96% (-)-(E)- and 4% (+)-(E)-pinocarvyl acetate. This study established the basis for future investigations aimed at determining the odorant variability of individual genotypes from natural populations of M. cordata and other members of the Meehenia genus.
• Terpenoids from the french liverwort targionia hypophylla
  作者：Yoshinori Asakawa、Masao Toyota、Annie Cheminat

  DOI：10.1016/s0031-9422(00)84508-2

  日期：1986.1
• Schmidt,H. et al., Chemische Berichte, 1969, vol. 102, p. 118 - 125
  作者：Schmidt,H. et al.

  DOI：——

  日期：——