(5E,10E)-9-isopropyl-6,12-dimethyl-trideca-5,10,12-trien-2-one | 57782-62-4

• 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: (5E,10E)-9-isopropyl-6,12-dimethyl-trideca-5,10,12-trien-2-one
• 英文别名: (5E,10E)-9-isopropyl-6,12-dimethyl-trideca-5,10,12-trien-2-one
• CAS: 57782-62-4
• 化学式: C₁₈H₃₀O
• 分子量: 262.436
• InChiKey: HXPJEKSKJRYDGV-HVLRKUJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.49
• 重原子数：
  19.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  (E)-5-isopropyl-8-methylnona-6,8-dien-2-one 以 四氢呋喃 、 乙醚 为溶剂， 生成 (5E,10E)-9-isopropyl-6,12-dimethyl-trideca-5,10,12-trien-2-one
  参考文献：
  名称：

  白肋烟香料（Nicotiana tabacum L.）的化学研究VI。鉴定和合成与茄酮有关的四种不规则萜类化合物，包括“异戊二烯基茄酮”。

  摘要：

  AbstractFour novel constituents of Burley tobacco condensate have been identified as (E)‐5‐isopropyl‐7‐(2‐methyl‐tetrahydrofur‐2‐yl)‐hept‐6‐en‐2‐one (G), (E)‐5‐isopropyl‐7‐(2‐methyl‐tetrahydrofur‐2‐yl)‐hept‐6‐en‐2‐ol (H), (E)‐4‐methyl‐7‐isopropyl‐10‐oxo‐undec‐5‐en‐4‐olide (I), and (E, E)‐6,12‐dimethyl‐9‐isopropyltrideca‐5,10,12‐trien‐2‐one (J) or ‘prenylsolanone’. Compounds G, H, and I were synthesized from norsolanadione (1), compound J from solanone (A). These substances belong to a growing family of tobacco metabolites structurally related to solanone (A). Their possible formation from cembrene‐type precursors is briefly outlined.

  DOI：

  10.1002/hlca.19750580614

文献信息

• A chemical study ofburley tobacco flavour (nicotiana tabacumL.) VI. Identification and Synthesis of Four Irregular Terpenoids Related to Solanone, Including a ?Prenylsolanone?
  作者：Edouard Demole、Paul Enggist

  DOI：10.1002/hlca.19750580614

  日期：1975.7.16

  AbstractFour novel constituents of Burley tobacco condensate have been identified as (E)‐5‐isopropyl‐7‐(2‐methyl‐tetrahydrofur‐2‐yl)‐hept‐6‐en‐2‐one (G), (E)‐5‐isopropyl‐7‐(2‐methyl‐tetrahydrofur‐2‐yl)‐hept‐6‐en‐2‐ol (H), (E)‐4‐methyl‐7‐isopropyl‐10‐oxo‐undec‐5‐en‐4‐olide (I), and (E, E)‐6,12‐dimethyl‐9‐isopropyltrideca‐5,10,12‐trien‐2‐one (J) or ‘prenylsolanone’. Compounds G, H, and I were synthesized from norsolanadione (1), compound J from solanone (A). These substances belong to a growing family of tobacco metabolites structurally related to solanone (A). Their possible formation from cembrene‐type precursors is briefly outlined.