campestanol | 128050-56-6

• 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: campestanol
• 英文别名: (24r)-24-Methyl-cholestane-3beta-ol；(3S,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 128050-56-6
• 化学式: C₂₈H₅₀O
• 分子量: 402.704
• InChiKey: ARYTXMNEANMLMU-PMAFQREXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  campestanol 、 棕榈酸 、 豆甾烷醇 在 lipase B from Candida antarctica, immobilized on a macroporous acrylic resin (Novozym 435) 作用下， 以 正己烷 为溶剂， 反应 72.0h， 生成 、 [(3S,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadecanoate
  参考文献：
  名称：

  Lipase-catalyzed synthesis of phytostanyl esters in non-aqueous media

  摘要：

  Stanols are more effective and safer than sterols in lowering plasma total cholesterol, while stanol esters are advantageous since this compound has a better solubility than the free stanols, which contribute to the practical application in foods. The current work focuses on the synthesis of phytostanyl esters from plant stanols and fatty acid such as lauric acid, including screening of various source lipases and selecting solvents of different Log P values. Among lipases from different origins, the immobilized Novozym 435 lipase from microorganism was found to be the best biocatalyst, while plant lipase from Carica papaya and animal lipase from Porcine pancreas are quite ineffective as biocatalyst for the esterification of plant stanols with fatty acid. The highest phytostanyl laurate esterification degree of 79.3% was obtained under the selected conditions: 25 mu mol/mL plant stanols, 100 mu mol/mL lauric acid, 80 mg/mL 3 angstrom molecular sieves and 40 mg/mL Novozym 435 at 150 rpm and 55 degrees C for 96h in 10 mL of n-hexane. The chemical structure of sitostanyl laurate was confirmed by FT-IR. MS and NMR. The comparison of solubility of plant stanols and phytostanyl laurate in plant oil was done. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2010.07.006
• 作为产物：
  描述：

  植物甾醇 、 菜油甾醇 在 palladium 10% on activated carbon 、 氢气 作用下， 以 丙醇 为溶剂， 65.0 ℃ 、2.0 MPa 条件下， 反应 5.0h， 生成 campestanol 、 豆甾烷醇
  参考文献：
  名称：

  Lipase-catalyzed synthesis of phytostanyl esters in non-aqueous media

  摘要：

  Stanols are more effective and safer than sterols in lowering plasma total cholesterol, while stanol esters are advantageous since this compound has a better solubility than the free stanols, which contribute to the practical application in foods. The current work focuses on the synthesis of phytostanyl esters from plant stanols and fatty acid such as lauric acid, including screening of various source lipases and selecting solvents of different Log P values. Among lipases from different origins, the immobilized Novozym 435 lipase from microorganism was found to be the best biocatalyst, while plant lipase from Carica papaya and animal lipase from Porcine pancreas are quite ineffective as biocatalyst for the esterification of plant stanols with fatty acid. The highest phytostanyl laurate esterification degree of 79.3% was obtained under the selected conditions: 25 mu mol/mL plant stanols, 100 mu mol/mL lauric acid, 80 mg/mL 3 angstrom molecular sieves and 40 mg/mL Novozym 435 at 150 rpm and 55 degrees C for 96h in 10 mL of n-hexane. The chemical structure of sitostanyl laurate was confirmed by FT-IR. MS and NMR. The comparison of solubility of plant stanols and phytostanyl laurate in plant oil was done. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2010.07.006

文献信息

• COMPOUNDS FOR THE TREATMENT OF NIEMANN-PICK DISEASE TYPE C1
  申请人：UNIVERSITEIT MAASTRICHT

  公开号：US20190328752A1

  公开（公告）日：2019-10-31

  The invention is in the field of medical treatments. The invention provides means and methods for the treatment of Niemann-Pick disease type C1. More specifically, it provides a composition comprising a plant sterol or plant stanol for use in the treatment of Niemann-Pick disease type C1. Preferred embodiments of the invention concern treatments with a plant stanol which is a chemically saturated plant sterol, or wherein the plant stanol is esterified with a fatty acid to form a fatty acid ester.
• LIPID NANOPARTICLE FORMULATION
  申请人：ModernaTX, Inc.

  公开号：US20200129445A1

  公开（公告）日：2020-04-30

  The disclosure features novel lipids and compositions involving the same. Nanoparticle compositions include an ionizable lipid, a phospholipid, a first sterol or a tocopherol, and optionally a second sterol different from the first sterol. Nanoparticle compositions further including therapeutic and/or prophylactics such as RNA are useful in the delivery of therapeutic and/or prophylactics to mammalian cells or organs to, for example, regulate polypeptide, protein, or gene expression.
• Lipase-catalyzed synthesis of phytostanyl esters in non-aqueous media
  作者：Wensen He、Chengsheng Jia、Yuan Ma、Yebo Yang、Xiaoming Zhang、Biao Feng、Lin Yue

  DOI：10.1016/j.molcatb.2010.07.006

  日期：2010.11

  Stanols are more effective and safer than sterols in lowering plasma total cholesterol, while stanol esters are advantageous since this compound has a better solubility than the free stanols, which contribute to the practical application in foods. The current work focuses on the synthesis of phytostanyl esters from plant stanols and fatty acid such as lauric acid, including screening of various source lipases and selecting solvents of different Log P values. Among lipases from different origins, the immobilized Novozym 435 lipase from microorganism was found to be the best biocatalyst, while plant lipase from Carica papaya and animal lipase from Porcine pancreas are quite ineffective as biocatalyst for the esterification of plant stanols with fatty acid. The highest phytostanyl laurate esterification degree of 79.3% was obtained under the selected conditions: 25 mu mol/mL plant stanols, 100 mu mol/mL lauric acid, 80 mg/mL 3 angstrom molecular sieves and 40 mg/mL Novozym 435 at 150 rpm and 55 degrees C for 96h in 10 mL of n-hexane. The chemical structure of sitostanyl laurate was confirmed by FT-IR. MS and NMR. The comparison of solubility of plant stanols and phytostanyl laurate in plant oil was done. (C) 2010 Elsevier B.V. All rights reserved.