(+)-zizanoic acid | 16203-25-1

• 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: (+)-zizanoic acid
• 英文别名: vetivenic acid；khusenic acid；zizanoic acid；(8aS)-7.7-dimethyl-8-methylene-(8arH)-octahydro-3H-3ac.6c-methano-azulene-carboxylic acid-(3c)；(8aS)-7.7-Dimethyl-8-methylen-(8arH)-octahydro-3H-3ac.6c-methano-azulen-carbonsaeure-(3c)；Zizanosaeure；(1R,2S,5S,8R)-7,7-dimethyl-6-methylidenetricyclo[6.2.1.01,5]undecane-2-carboxylic acid
• CAS: 16203-25-1
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: IJGMVUXEZUEDJR-RTWAVKEYSA-N

物化性质

• 沸点：
  202-205 °C(Press: 13 Torr)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+)-zizanoic acid 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 (+/-)-zizaene
  参考文献：
  名称：

  香根草油中的倍半萜类化合物-I：枣酸及其相关成分的结构

  摘要：

  DOI：

  10.1016/0040-4020(73)80044-4
• 作为产物：
  描述：

  methyl zizanoate 在 sodium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 生成 (+)-zizanoic acid
  参考文献：
  名称：

  香根草油中的倍半萜类化合物-I：枣酸及其相关成分的结构

  摘要：

  DOI：

  10.1016/0040-4020(73)80044-4

文献信息

• Cytochrome P450 and use thereof for the enzymatic oxidation of terpenes
  申请人：FIRMENICH SA

  公开号：US10000773B2

  公开（公告）日：2018-06-19

  The present invention provides the nucleic acid and the amino acid sequences of a cytochrome P450 capable of oxidizing terpene molecules. It also provides a method of oxidizing terpene molecules comprising contacting the cytochrome P450 of the invention with the terpene molecule intended to be oxidized. In particular, said method may be carried out in vitro or in vivo to produce oxidized terpene molecules, which may be used in different technical fields such as for example perfumery and flavoring. The present invention also provides an expression vector containing the nucleic acid. A non-human host organism or a cell transformed with the nucleic acid is also an object of the invention.

  本发明提供了能够氧化萜烯分子的细胞色素 P450 的核酸和氨基酸序列。本发明还提供了一种氧化萜烯分子的方法，包括将本发明的细胞色素 P450 与要氧化的萜烯分子接触。特别是，所述方法可在体外或体内进行，以产生氧化的萜烯分子，这些氧化的萜烯分子可用于不同的技术领域，例如香水和香料。本发明还提供了一种含有核酸的表达载体。非人类宿主生物体或用核酸转化的细胞也是本发明的目的。
• Systems and methods for extraction of natural products
  申请人：METAGREEN VENTURES

  公开号：US10758579B2

  公开（公告）日：2020-09-01

  Described herein, inter alia, are processes, methods, and compositions useful for the extraction of natural products from source materials.

  本文特别描述了从源材料中提取天然产品的工艺、方法和组合物。
• Sakurai, Kazutoshi; Kitahara, Takeshi; Mori, Kenji, Agricultural and Biological Chemistry, 1989, vol. 53, # 5, p. 1449 - 1450
  作者：Sakurai, Kazutoshi、Kitahara, Takeshi、Mori, Kenji

  DOI：——

  日期：——
• Trivedi,G.K. et al., Indian Journal of Chemistry, 1971, vol. 9, p. 1049 - 1051
  作者：Trivedi,G.K. et al.

  DOI：——

  日期：——
• Valorization of Brazilian Vetiver (<i>Vetiveria zizanioides </i>(L.) Nash ex Small) Oil
  作者：Julian Martinez、Paulo T. V. Rosa、Chantal Menut、Alain Leydet、Pierre Brat、Dominique Pallet、M. Angela A. Meireles

  DOI：10.1021/jf049182x

  日期：2004.10.1

  The valorization of extracts from Brazilian vetiver (Vetiveria zizanioides (L.) Nash ex Small) roots was studied. This study took into account the extraction method, the chemical composition of the extracts, their sensorial characteristics, and the possibility of chemical transformations of the product. The performed extraction methods were hydrodistillation and extraction with supercritical carbon dioxide. Some pretreatment methods were tested on the vetiver roots and evaluated in terms of extraction yield, process time, chemical composition, and sensorial properties. Supercritical carbon dioxide extraction resulted in high yield (3.2%) in significantly less time than the other methods. The chemical compositions of the extracts obtained by the different methods were also compared to those of commercial vetiver oils from other sources, showing that Brazilian samples had a greater acid amount. An extraction in basic medium from Brazilian vetiver oil was done to remove its main acid (zizanoic acid), which was chemically transformed into an alcohol (khusimol) of desirable sensorial properties. Sensory evaluation indicated that the Brazilian volatile oil without acid could be used in perfumery and the extract obtained with supercritical carbon dioxide could have application in food.