(1R,2S,5R)-5-(羟基甲基)-2-异丙基环己醇 | 140860-15-7

• 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: (1R,2S,5R)-5-(羟基甲基)-2-异丙基环己醇
• 中文别名: 2-丙烯腈,聚合1,1-二氯乙烯,乙烯基苯和甲基噁丙环聚合噁丙环醚1,2,3-丙三醇(3:1)
• 英文名称: (+)-7-hydroxymenthol
• 英文别名: 10-hydroxymenthol；Cyclohexanemethanol, 3-hydroxy-4-(1-methylethyl)-, (1R,3R,4S)-(9CI)；(1R,2S,5R)-5-(hydroxymethyl)-2-propan-2-ylcyclohexan-1-ol
• CAS: 140860-15-7
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: SYKFBYLBABZJJQ-KXUCPTDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  L-薄荷醇 生成 (1R,2S,5R)-5-(羟基甲基)-2-异丙基环己醇
  参考文献：
  名称：

  Biotransformation of (+)- and (−)-Menthol by the Larvae of Common Cutworm (Spodoptera litura)

  摘要：

  (+)-Menthol was mixed in an artificial diet at a concentration of 1 mg/g of diet, and the diet was fed to the last instar larvae of common cutworm (Spodoptera litura). Metabolites were recovered from frass and analyzed spectroscopically. (+)-Menthol was transformed mainly to (+)-7-hydroxymenthol. Similarly, (-)-menthol was transformed mainly to (-)-7-hydroxymenthol. The C-7 position of (+)- and (-)-menthol was preferentially oxidized.

  DOI：

  10.1021/jf980924u

文献信息

• Fungal Transformation of (1<i>R</i>,2<i>S</i>,5<i>R</i>)-(−)-Menthol by <i>Cephalosporium </i><i>a</i><i>phidicola</i>
  作者：Atta-ur-Rahman、Muhammad Yaqoob、Afgan Farooq、Shazia Anjum、Fahim Asif、M. Iqbal Choudhary

  DOI：10.1021/np980057n

  日期：1998.11.1

  Incubation of (1R,2S,5R)-(-)-menthol (1) with Cephalosporium aphidicola for 12 days yielded the six oxidized metabolites: 10-acetoxymenthol (2), 7-hydroxymenthol (3), 4alpha-hydroxymenthol (4), 3alpha-hydroxymenthol (5), 9-hydroxymenthol (6), and 10-hydroxymenthol (7). The structures of the novel compounds 2, 4, 5, and 7 were assigned by interpretation of their spectral data.
• Biotransformation of (+)- and (−)-Menthol by the Larvae of Common Cutworm (<i>Spodoptera litura</i>)
  作者：Mitsuo Miyazawa、Shingo Kumagae、Hiromu Kameoka

  DOI：10.1021/jf980924u

  日期：1999.9.1

  (+)-Menthol was mixed in an artificial diet at a concentration of 1 mg/g of diet, and the diet was fed to the last instar larvae of common cutworm (Spodoptera litura). Metabolites were recovered from frass and analyzed spectroscopically. (+)-Menthol was transformed mainly to (+)-7-hydroxymenthol. Similarly, (-)-menthol was transformed mainly to (-)-7-hydroxymenthol. The C-7 position of (+)- and (-)-menthol was preferentially oxidized.