莎草烯,香附子烯 | 2387-78-2

• 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: 莎草烯,香附子烯
• 英文名称: cyperene
• 英文别名: (-)-Cyperene；(1R,7R,10R)-4,10,11,11-tetramethyltricyclo[5.3.1.01,5]undec-4-ene
• CAS: 2387-78-2
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: RTBLDXVIGWSICW-JMSVASOKSA-N

物化性质

• 沸点：
  78 °C(Press: 0.2 Torr)
• 密度：
  0.9354 g/cm3
• LogP：
  6.185 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2902909090

反应信息

• 作为反应物：
  描述：

  莎草烯,香附子烯 在 间氯过氧苯甲酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 cyperene epoxide
  参考文献：
  名称：

  来自香附子精油的倍半萜

  摘要：

  摘要 新的去甲倍半萜烃、环丙烷、倍半萜 2,4-广藿香二烯、环氧环萜、2,4,11-eudesmatriene 和 3,5,11-eudesmatriene，通过光谱方法被鉴定为喀麦隆香附水蒸馏产物中的成分。和化学转化。© 1997 Elsevier Science Ltd. 版权所有

  DOI：

  10.1016/s0031-9422(97)00154-4
• 作为产物：
  描述：

  Cyperenon-(9) 生成 莎草烯,香附子烯
  参考文献：
  名称：

  Hikino,H. et al., Chemical and pharmaceutical bulletin, 1968, vol. 16, p. 43 - 51

  摘要：

  DOI：

文献信息

• Chemical Transformations and Biological Studies of Terpenoids Isolated from Essential Oil of Cyperus scariosus
  作者：P. Sharma、D. Utreja、S. Bedi

  DOI：10.14233/ajchem.2016.19890

  日期：——

  Cyperus scariosus is a potential medicinal herb belonging to the family Cyperaceae. The GC-MS analysis of the oil showed cyprene (18.57 %) as the major terpene present in it. Cyprene was isolated from the non-polar fraction of the oil using hexane as solvent and characterized using TLC and spectral techniques (IR and 1H NMR). Cyprene was derivatized to cyprene epoxide by two methods i.e. using perbenzoic acid and epichlorohydrin. Further, the oil, it’s polar fraction (dichloromethane), non-polar fraction (hexane), cyprene and cyprene epoxide were screened for their plant growth regulating property in case of wheat seedlings (HD 2967 and PBW 621). Complete germination was observed above 2.5 μg/mL of all the test fractions in both the cultivars. Moreover, cyprene epoxide was found to be the most effective in enhancing the length of roots and shoots. Seedling vigour index was calculated in order to analyze the enhancement shown by the oil and its various components on the seedlings.

  莎草 (Cyperus cariosus) 是莎草科莎草属的潜在药草。油的 GC-MS 分析显示，油中存在的主要萜烯是环丙烯 (18.57%)。使用己烷作为溶剂从油的非极性馏分中分离出环戊二烯，并使用 TLC 和光谱技术（IR 和 1H NMR）进行表征。通过两种方法，即使用过苯甲酸和环氧氯丙烷，将环戊二烯衍生为环氧化物环戊二烯。此外，还筛选了油、其极性馏分（二氯甲烷）、非极性馏分（己烷）、环丙烯和环氧环丙烷对小麦幼苗的植物生长调节特性（HD 2967 和 PBW 621）。两个品种的所有测试级分在浓度高于 2.5 μg/mL 时均观察到完全发芽。此外，环氧化物被发现对于增加根和芽的长度最有效。计算幼苗活力指数，以分析油及其各种成分对幼苗的增强作用。
• Chemical study of the essential oil of Cyperus rotundus
  作者：Mesmin Mekem Sonwa、Wilfried A König

  DOI：10.1016/s0031-9422(01)00301-6

  日期：2001.11

  Minor constituents of the essential oil of Cyperus rotundus have been investigated. The three new sesquiterpene hydrocarbons (-)-isorotundene, (-)-cypera-2,4(15)-diene, (-)-norrotundene and the ketone (+)-cyperadione were isolated and their structures elucidated. The absolute configuration of (-)-rotundene was derived by chemical correlation and enantioselective gas chromatography.

  已经研究了香附精油的微量成分。分离出三种新的倍半萜烃 (-)-isorotundene、(-)-cypera-2,4(15)-diene、(-)-norrotundene 和酮 (+)-cyperradione，并阐明了它们的结构。(-)-rotundene 的绝对构型是通过化学关联和对映选择性气相色谱法得出的。
• Essential Oils and Their Constituents XXXI. Cyperenone—a New Sesquiterpene Ketone From Oil of Cyperus scarosius
  作者：Ishwar Chandra Nigam

  DOI：10.1002/jps.2600541233

  日期：1965.12

  A new sesquiterpene ketone (C 15 H 22 O; 2,4-dinitrophenylhydrazone, m.p. 227.5°) was isolated from the essential oil of Cyperus scarosius R.Br. On hydrogenation it gave a dihydro compound, and on deoxidation it yielded the tricyclic hydrocarbon cyperene. The ketone was synthesized from cyperene by chromic acid oxidation. It is assigned structure I and named cyperenone in view of its relationship to

  从香附子香精油中分离出一种新的倍半萜酮（C 15 H 22 O； 2，4-二硝基苯hydr，mp 227.5°）。氢化时得到二氢化合物，脱氧时得到三环烃hydrocarbon。酮是由烯通过铬酸氧化合成的。考虑到它与环戊烯的关系，它被赋予结构I，并被命名为环戊烯酮。
• Trivedi,B. et al., Collection of Czechoslovak Chemical Communications, 1964, vol. 29, p. 1675 - 1688
  作者：Trivedi,B. et al.

  DOI：——

  日期：——
• Sesquiterpenes from the essential oil of Cyperus alopecuroides
  作者：Mesmin Mekem Sonwa、Wilfried A. König、Karl-Heinz Kubeczka、Otakar Motl

  DOI：10.1016/s0031-9422(97)00154-4

  日期：1997.8

  Abstract The new norsesquiterpene hydrocarbon, cyprotene, the sesquiterpenes 2,4-patchouladiene, epoxycyperene, 2,4,11-eudesmatriene and 3,5,11-eudesmatriene, were identified as constituents in the hydrodistillation products of Cyperus alopecuroides from Cameroon by spectroscopic methods and chemical conversions. © 1997 Elsevier Science Ltd. All rights reserved

  摘要 新的去甲倍半萜烃、环丙烷、倍半萜 2,4-广藿香二烯、环氧环萜、2,4,11-eudesmatriene 和 3,5,11-eudesmatriene，通过光谱方法被鉴定为喀麦隆香附水蒸馏产物中的成分。和化学转化。© 1997 Elsevier Science Ltd. 版权所有