linalool-d5 | 159592-39-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: linalool-d5
• 英文别名: 3,7-[10,10,10-2H3]dimethyl-1,6-octadien[4,4-2H2]-3-ol；d5-rac-linalool；Linalool-d5；4,4-dideuterio-7-methyl-3-(trideuteriomethyl)octa-1,6-dien-3-ol
• CAS: 159592-39-9
• 化学式: C₁₀H₁₈O
• 分子量: 159.213
• InChiKey: CDOSHBSSFJOMGT-JVWKMBIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  11.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  linalool-d5 在 叔丁基过氧化氢 、 bis(acetylacetonate)oxovanadium 作用下， 生成 1,2-epoxy-3-([2H3]methyl)-7-methyl[4-2H2]octa-6-en-3-ol
  参考文献：
  名称：

  Biosynthesis and enantioselectivity in the production of the lilac compounds in Actinidia arguta flowers

  摘要：

  Biosynthesis of the lilac alcohols and alcohol epoxides from linalool in 'Hortgem Tahi' kiwifruit (Actinidiaarguta) flowers was investigated by incubating flowers with rac-linalool, rac-[4,4,10,10,10-H-2(5)]linalool, (R)-8-hydroxylinalool and (R)-8-oxolinalool. All substrates were incorporated into the lilac alcohols although the (R)-configured compounds are not normally present in flowers. Biosynthesis of the lilac alcohol epoxides from rac-1,2-epoxy[4,4,10,10,10-H-2(5)]linalool and rac-[4',4', 8', 8',8'-H-2(5)]lilac aldehyde epoxide, rather than the lilac alcohols, was examined. Both substrates were non-enantioselectively converted to the lilac alcohol epoxides, suggesting two biosynthetic pathways for these compounds, contrary to previous reports. Their ability to process unnatural substrates indicates that A.arguta flowers have a greater biosynthetic capability than is suggested by their phytochemical composition. Linalool, the lilac compounds, and their biosynthetic intermediates were measured in the pistils, stamen, petals and sepals to determine if localisation in different organs contributed to only (S)-linalool being processed to the lilac compounds. Both linalool enantiomers were present in all organs, while most (97%) of the lilac compounds, and their precursors, were found in the petals. (S)-Linalool was not depleted from the flower petals, with respect to (R)-linalool, during the time of maximum production of the metabolites of (S)-linalool. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.01.035
• 作为产物：
  描述：

  6-甲基-5-庚烯-2-酮 在 氘代甲醇-d 、 sodium methylate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 85.0h， 生成 linalool-d5
  参考文献：
  名称：

  丁香丁香的生物遗传学研究：氘标记的前体的合成和生物转化为丁香醛和丁香醇。

  摘要：

  向寻常紫丁香（Syringa vulgaris L.）花序饲喂区域选择性氘化的化合物的水溶液，假定这些区域分别是丁香醛和丁香醇的前体。通过搅拌棒吸附萃取（SBSE）提取挥发物，并使用对映选择性多维气相色谱/质谱法（enantio-MDGC / MS）进行分析。氘标记的丁香醛和丁香醇在熔融硅胶毛细管柱上与未标记的立体异构体分离，并用庚基（2,3-二-O-甲基-6-O-叔丁基二甲基甲硅烷基）-β-环糊精（DIME-β -CD）（30％）在SE 52（70％）中作为手性固定相。[5,5-（2）H（2）]甲戊酸内酯22和[5，5-（2）H（2）]脱氧-木糖23表示新颖的甲羟戊酸独立的1-脱氧-木糖5-磷酸/ 2C-甲基-d-赤藓糖醇4-磷酸途径是主要的代谢途径丁香花中的生物合成。此外，氘标记的d（5）-（R / S）-芳樟醇3，d（6）-（R）-芳樟醇21，d（5）-（R / S）-8-羟基芳樟醇6，d的生物转化研究了（5）-（R

  DOI：

  10.1021/jf020845p

文献信息

• Keinan, Ehud; Kumar, Sandeep; Dangur, Vered, Journal of the American Chemical Society, 1994, vol. 116, # 24, p. 11151 - 11152
  作者：Keinan, Ehud、Kumar, Sandeep、Dangur, Vered、Vaya, Jacob

  DOI：——

  日期：——