β-sitosterol octanoate | 124222-81-7

• 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: β-sitosterol octanoate
• 英文别名: β-sitosteryl octanoate；sitosteryl caprylate；3β-octanoyloxy-stigmastene-(5)；(10R)-3c-Octanoyloxy-10r.13c-dimethyl-17c-((1R:4R)-1.5-dimethyl-4-aethyl-hexyl)-(8cH.9tH.14tH)-Δ⁵-tetradecahydro-1H-cyclopenta[a]phenanthren；3β-Octanoyloxy-24α_F-aethyl-cholesten-(5)；Octansaeure-(stigmasten-(5)-yl-(3β)-ester)；[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] octanoate
• CAS: 124222-81-7；24116-71-0
• 化学式: C₃₇H₆₄O₂
• 分子量: 540.914
• InChiKey: KONLIRRESXCQBF-ZCCQMEJASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.9
• 重原子数：
  39
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  豆甾醇 生成 β-sitosterol octanoate
  参考文献：
  名称：

  Jaeger, Recueil des Travaux Chimiques des Pays-Bas, 1907, vol. 26, p. 311,327

  摘要：

  DOI：

文献信息

• Optimization of Enzymatic Synthesis of Phytosteryl Caprylates Using Response Surface Methodology
  作者：Zhuliang Tan、Fereidoon Shahidi

  DOI：10.1007/s11746-011-1949-y

  日期：2012.4

  AbstractPhytosterols are known to lower total blood cholesterol and low‐density lipoprotein (LDL) cholesterol. However, low solubility of phytosterols in edible oils and their high melting point limit their use in food products. Esterification of phytosterols with fatty acids will render them higher solubility in oils and lowers their melting points. In this work, caprylic acid (C8:0) was selected for the esterification process because it serves as a rapid energy source with little or no deposition in the body and is often recommended by nutritionists for the treatment of candidiasis due to its antimicrobial properties. Here optimization of enzymatic synthesis of phytosteryl caprylates using response surface methodology (RSM) was investigated. The optimization process used a face‐centred central composite design (CCD) and under optimized conditions (9.25 h, 2.15 substrate mole ratio, and 7.93% enzyme load) the resultant conversion yield was 98%.
• [EN] COATINGS FOR IMPLANTABLE MEDICAL DEVICES COMPRISING CHOLESTEROL<br/>[FR] REVÊTEMENTS POUR DISPOSITIFS MÉDICAUX IMPLANTABLES COMPRENANT DU CHOLESTÉROL
  申请人：MIV THERAPEUTICS INC

  公开号：WO2008077247A1

  公开（公告）日：2008-07-03

  [EN] Disclosed herein are solid film coatings for implantable medical devices comprising a solid film covering at least a portion of the device. The solid film comprises: at least one lipid selected from cholesterol and cholesterol derivatives, at least one additional solid lipid other than cholesterol and cholesterol derivatives, and a therapeutically effective amount of at least one pharmaceutically active agent. Also disclosed herein are methods of preparing film coatings and methods of treating diseases with the implantable devices.
  [FR] La présente invention concerne des revêtements en pellicule solide pour dispositifs médicaux implantables comprenant une pellicule solide recouvrant au moins une partie du dispositif. La pellicule solide comprend : au moins un lipide choisi parmi le cholestérol et des dérivés du cholestérol; au moins un lipide solide supplémentaire autre que le cholestérol et les dérivés du cholestérol; et une quantité thérapeutiquement efficace d'au moins un agent pharmaceutiquement actif. Cette invention concerne également des procédés de préparation de revêtements pelliculaires et des méthodes de traitement de maladies utilisant ces dispositifs implantables.