campesterol trimethylsilyl ether | 55429-62-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: campesterol trimethylsilyl ether
• 英文别名: Campesteryl trimethylsilyl ether；[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy-trimethylsilane
• CAS: 55429-62-4
• 化学式: C₃₁H₅₆OSi
• 分子量: 472.871
• InChiKey: VWYCDHUXOZENHE-MTJVUTKMSA-N

物化性质

• 沸点：
  498.6±24.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.49
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,2,2-三氟-N,N-二(三甲硅基)乙酰胺 、 菜油甾醇 在 吡啶 作用下， 反应 1.0h， 生成 campesterol trimethylsilyl ether
  参考文献：
  名称：

  Nutritional Traits of Bean (Phaseolus vulgaris) Seeds from Plants Chronically Exposed to Ozone Pollution

  摘要：

  The effect of chronic exposure to ozone pollution on nutritional traits of bean (Phaseolus vulgaris L. cv. Borlotto Nano Lingua di Fuoco) seeds from plants grown in filtered and nonfiltered open-top chambers (OTCs) has been investigated. Results showed that, among seed macronutrients, ozone significantly raised total lipids, crude proteins, and dietary fiber and slightly decreased total free amino acid content, although with a significant reduction of asparagine, lysine, valine, methionine, and glycine, compensated by a conspicuous augmentation of ornithine and tryptophan. Phytosterol analysis showed a marked increase of P-sitosterol, stigmasterol, and campesterol in seeds collected from nonfiltered OTCs. With regard to secondary metabolites, ozone exposure induced a slight increase of total polyphenol content, although causing a significant reduction of some flavonols (aglycone kaempferol and its 3-glucoside derivative) and hydroxycinnamates (caffeic, p-coumaric, and sinapic acids). Total anthocyanins decreased significantly, too. Nevertheless, ozone-exposed seeds showed higher antioxidant activity, with higher Trolox equivalent antioxidant capacity (TEAC) values than those measured in seeds collected from filtered air.

  DOI：

  10.1021/jf802819m

文献信息

• Separation of Δ5- and Δ7-Phytosterols by Adsorption Chromatography and Semipreparative Reversed Phase High-Performance Liquid Chromatography for Quantitative Analysis of Phytosterols in Foods
  作者：Xin Zhang、Amandine Cambrai、Michel Miesch、Stamatiki Roussi、Francis Raul、Dalal Aoude-Werner、Eric Marchioni

  DOI：10.1021/jf052761x

  日期：2006.2.1

  A method for the separation, isolation, and identification of phytosterols was developed. A commercial phytosterols mixture, Generol 95S, was fractionated first by adsorption silica gel column chromatography and then separated by means of a semipreparative reverse phase high-performance liquid chromatography fitted with a Polaris C8-A column (250 mm x 10 mm i.d., 5 microm) using isocratic acetonit

  开发了一种分离，分离和鉴定植物甾醇的方法。首先通过吸附硅胶柱色谱法分离市售的植物甾醇混合物Generol 95S，然后通过装有Polaris C8-A色谱柱（250 mm x 10 mm内径，5微米）的半制备反相高效液相色谱法进行分离。 ），使用等度乙腈：2-丙醇：水（2：1：1，v / v / v）作为流动相。获得了六种单独的植物甾醇的毫克级，其中包括香茅甾烯醇，菜油甾醇，β-谷甾醇，Delta7-菜甾醇，Delta7-菜甾醇和Delta7-谷甾醇。这些分离的甾醇的纯度为85-98％。计算这些植物甾醇相对于胆固醇的相对响应因子（RRF）作为真实的商业标准。
• Phytosterols in Sea Buckthorn (<i>Hippophaë rhamnoides</i> L.) Berries:  Identification and Effects of Different Origins and Harvesting Times
  作者：Baoru Yang、Riina M. Karlsson、Pentti H. Oksman、Heikki P. Kallio

  DOI：10.1021/jf010813m

  日期：2001.11.1

  Sterols in seeds, pulp/peel fractions, and whole berries of sea buckthorn (Hippophae rhamnoides L.) samples belonging to two major subspecies (sinensis and rhamnoides) from Finland and China were analyzed as TMS derivatives by gas chromatography-mass spectrometry after saponification of the oils. The total sterol contents, in the seeds, the fresh pulp/peel, and the whole berries were, 1200-1800, 240-400, and 340-520 mg/kg, respectively. The corresponding values in the extracted oils were 12-23, 10-29, and 13-33 g/kg. Sitosterol constituted 57-76 and 61-83%, respectively, of the seed and pulp/peel sterols. The sterol content and composition showed little variation between subspecies and collection sites. Different harvesting dates showed significant effects on the levels of some sterols both in the seeds and in the pulp/peel. The sterol profiles obtained are useful for characterizing sea buckthorn and detecting adulterations of the valuable oils. The information provided by the present investigation is also important for further chemical investigation of sea buckthorn sterols and industrial utilization of the berries as a raw material of functional foods.
• Nutritional Traits of Bean (Phaseolus vulgaris) Seeds from Plants Chronically Exposed to Ozone Pollution
  作者：Marcello Iriti、Antimo Di Maro、Silvana Bernasconi、Nedda Burlini、Paolo Simonetti、Valentina Picchi、Cinzia Panigada、Giacomo Gerosa、Augusto Parente、Franco Faoro

  DOI：10.1021/jf802819m

  日期：2009.1.14

  The effect of chronic exposure to ozone pollution on nutritional traits of bean (Phaseolus vulgaris L. cv. Borlotto Nano Lingua di Fuoco) seeds from plants grown in filtered and nonfiltered open-top chambers (OTCs) has been investigated. Results showed that, among seed macronutrients, ozone significantly raised total lipids, crude proteins, and dietary fiber and slightly decreased total free amino acid content, although with a significant reduction of asparagine, lysine, valine, methionine, and glycine, compensated by a conspicuous augmentation of ornithine and tryptophan. Phytosterol analysis showed a marked increase of P-sitosterol, stigmasterol, and campesterol in seeds collected from nonfiltered OTCs. With regard to secondary metabolites, ozone exposure induced a slight increase of total polyphenol content, although causing a significant reduction of some flavonols (aglycone kaempferol and its 3-glucoside derivative) and hydroxycinnamates (caffeic, p-coumaric, and sinapic acids). Total anthocyanins decreased significantly, too. Nevertheless, ozone-exposed seeds showed higher antioxidant activity, with higher Trolox equivalent antioxidant capacity (TEAC) values than those measured in seeds collected from filtered air.