octadecanoic acid, 3-hydroxypropyl ester | 10108-23-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: octadecanoic acid, 3-hydroxypropyl ester
• 英文别名: octadecanoic acid 3-hydroxypropyl ester；stearic acid-(3-hydroxy-propyl ester)；Stearinsaeure-(3-hydroxy-propylester)；1-O-Octadecanoyl-1,3-propandiol；3-Stearoyloxy-propan-1-ol；3-hydroxypropyl octadecanoate
• CAS: 10108-23-3
• 化学式: C₂₁H₄₂O₃
• 分子量: 342.563
• InChiKey: TVFNPSNDNZSCBM-UHFFFAOYSA-N

物化性质

• 熔点：
  51.5-52.0 °C
• 沸点：
  416.3±18.0 °C(Predicted)
• 密度：
  0.910±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  24
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  octadecanoic acid, 3-hydroxypropyl ester 在 四氮唑 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 (2S)-2-amino-3-[hydroxy(3-octadecanoyloxypropoxy)phosphoryl]oxypropanoic acid
  参考文献：
  名称：

  Structure–Activity Relationships of Lysophosphatidylserine Analogs as Agonists of G-Protein-Coupled Receptors GPR34, P2Y10, and GPR174

  摘要：

  Lysophosphatidylserine (LysoPS) is an endogenous lipid mediator generated by hydrolysis of membrane phospholipid phosphatidylserine. Recent ligand screening of orphan G-protein-coupled receptors (GPCRs) identified two LysoPS specific human GPCRs, namely, P2Y10 (LPS2) and GPR174 (LPS3), which, together with previously reported GPR34 (LPS1), comprise a LysoPS receptor family. Herein, we examined the structure-attivity relationships of a series of synthetic LysoPS analogues toward these recently deorphanized LysoPS,receptors, based on the idea that LysoPS can be regarded as consisting of distinct modules (fatty acid, glycerol, and L-Serine) connected by phosphodiester and ester linkages. Starting from the endogenous ligand (1-oleoyl-LysolPS, 1), we optimized the structure of each module and the ester linkage. Accordingly, we identified some structural requirements of each module for potency and for receptor subtype selectivity. Further assembly of individually structure-optimized modules yielded a series of potent and LysoPS receptor subtype-selective agonists, particularly for P2Y10 and GPR174.

  DOI：

  10.1021/jm5020082
• 作为产物：
  描述：

  十八烷酰氯 、 1,3-丙二醇 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到octadecanoic acid, 3-hydroxypropyl ester
  参考文献：
  名称：

  Structure–Activity Relationships of Lysophosphatidylserine Analogs as Agonists of G-Protein-Coupled Receptors GPR34, P2Y10, and GPR174

  摘要：

  Lysophosphatidylserine (LysoPS) is an endogenous lipid mediator generated by hydrolysis of membrane phospholipid phosphatidylserine. Recent ligand screening of orphan G-protein-coupled receptors (GPCRs) identified two LysoPS specific human GPCRs, namely, P2Y10 (LPS2) and GPR174 (LPS3), which, together with previously reported GPR34 (LPS1), comprise a LysoPS receptor family. Herein, we examined the structure-attivity relationships of a series of synthetic LysoPS analogues toward these recently deorphanized LysoPS,receptors, based on the idea that LysoPS can be regarded as consisting of distinct modules (fatty acid, glycerol, and L-Serine) connected by phosphodiester and ester linkages. Starting from the endogenous ligand (1-oleoyl-LysolPS, 1), we optimized the structure of each module and the ester linkage. Accordingly, we identified some structural requirements of each module for potency and for receptor subtype selectivity. Further assembly of individually structure-optimized modules yielded a series of potent and LysoPS receptor subtype-selective agonists, particularly for P2Y10 and GPR174.

  DOI：

  10.1021/jm5020082

文献信息

• SUSTAINABLE COLD-DISPERSIBLE PEARLESCENT CONCENTRATE
  申请人：GALAXY SURFACTANTS LTD.

  公开号：US20160206537A1

  公开（公告）日：2016-07-21

  Sustainable, free-flowing, cold-dispersible pearlescent concentrates are made without using any controversial or known toxic substance is disclosed herein. The pearlizing concentrates of the instant invention are free of alkyl sulphates/alkyl ether sulphates, alkanol amides, alkylamidopropyl betaines, and esters of ethylene glycol. The pearly concentrates of the present invention employ ‘super-mild’ surfactants to disperse vegetable plant derived 1,3-proane diol stearates. Also, these concentrates are preserved without any controversial antimicrobials such as parabens, isothiazolinones and formaldehyde releasers.

  本发明揭示了一种可持续、自由流动、冷散性的珠光浓缩物，不使用任何有争议或已知有毒物质制成。本发明的珠光浓缩物不含烷基硫酸盐/烷基醚硫酸盐、烷基醇酰胺、烷基酰胺基丙基甜菜碱和乙二醇酯。本发明的珠光浓缩物采用“超温和”表面活性剂来分散植物源1,3-丙二醇硬脂酸酯。此外，这些浓缩物不含任何有争议的抗菌剂，如对羟基苯甲酸酯、异噻唑烷酮和甲醛释放剂。
• Molecular Healing of Polymeric Materials, Coatings, Plastics, Elastomers, Composites, Laminates, Adhesives, and Sealants by Active Enzymes
  申请人：McDaniel C. Steven

  公开号：US20100210745A1

  公开（公告）日：2010-08-19

  Disclosed herein are polymeric materials such as a coating, a plastic, a laminate, a composite, an elastomer, an adhesive, or a sealant; a surface treatment such as a textile finish or a wax; a filler for such a polymeric material or a surface treatment that includes an enzyme such as an esterase (e.g., a lipolytic enzyme, a sulfuric ester hydrolase, an organophosphorus compound degradation enzyme), an enzyme (e.g., a lysozyme, a lytic transglycosylase) that degrades a cell wall and/or a cell membrane component, a biocidal or biostatic peotide, and/or a peptidase. Also disclosed herein are methods of altering a material's property such as service life, flexability, or rigidity, by incorporation of an enzyme into a material capable of being chemically crosslinked by the activity of a lipolytic enzyme, a hydrolase, and/or a urease.

  本文公开了一些聚合材料，如涂层、塑料、层压板、复合材料、弹性体、粘合剂或密封剂；一种表面处理，如纺织品涂层或蜡；一种填料，用于这样的聚合材料或表面处理，其中包括一种酶，如酯酶（例如，脂肪水解酶，硫酸酯水解酶，有机磷化合物降解酶），降解细胞壁和/或细胞膜成分的酶（例如，溶菌酶，裂解转糖基酶），生物杀菌或生物静态肽，以及/或肽酶。本文还公开了通过将酶纳入可通过脂肪水解酶、水解酶和/或脲酶的活性交联材料中来改变材料性能，如使用寿命、柔韧性或刚度的方法。
• POLYOL SYNTHESIS FROM FATTY ACIDS AND OILS
  申请人：Curtis Jonathan

  公开号：US20130274494A1

  公开（公告）日：2013-10-17

  A method for preparing polyols from fatty acid substrates such as free fatty acids, alkyl esters of fatty acids, mono-glycerides, diglycerides, and triglycerides. The method comprises the steps of (a) epoxidizing an unsaturated fatty acid substrate and (b) hydroxylating the epoxidized fatty acid substrate with at least one diol to produce a polyol or a blend of polyols. The method may be varied to produce polyols with desired functionality, molecular weights, or viscosity.

  一种从脂肪酸底物制备多元醇的方法，例如自由脂肪酸、脂肪酸烷基酯、单甘油酯、双甘油酯和三甘油酯。该方法包括以下步骤：（a）环氧化不饱和脂肪酸底物和（b）用至少一种二元醇羟化环氧化的脂肪酸底物，以产生多元醇或多元醇混合物。该方法可以变化以产生所需的功能性、分子量或粘度的多元醇。
• Anti-fouling Paints and Coatings
  申请人：Reactive Surfaces LTD

  公开号：US20150191607A1

  公开（公告）日：2015-07-09

  Disclosed herein are polymeric materials such as a coating, a plastic, a laminate, a composite, an elastomer, an adhesive, or a sealant; a surface treatment such as a textile finish or a wax; a filler for such a polymeric material or a surface treatment that includes an enzyme such as an esterase (e.g., a lipolytic enzyme, a sulfuric ester hydrolase, an organophosphorus compound degradation enzyme), an enzyme (e.g., a lysozyme, a lytic transglycosylase) that degrades a cell wall and/or a cell membrane component, a biocidal or biostatic peptide, and/or a peptidase. Also disclosed herein are methods of altering a material's property such as service life, flexability, or rigidity, by incorporation of an enzyme into a material capable of being chemically crosslinked by the activity of a lipolytic enzyme, a hydrolase, and/or a urease.

  本文披露了聚合材料，例如涂层、塑料、层压材料、复合材料、弹性体、粘合剂或密封剂；表面处理，例如纺织品整理或蜡；填充剂，用于这种聚合材料或表面处理，包括酯酶（例如脂肪水解酶、硫酸酯水解酶、有机磷化合物降解酶）的酶，降解细胞壁和/或细胞膜成分的酶（例如溶菌酶、裂解转葡糖苷酶），生物杀菌或生物稳定肽，和/或肽酶。本文还披露了通过将酶并入能够通过脂肪水解酶、水解酶和/或脲酶的活性进行化学交联的材料中，改变材料性能（例如使用寿命、柔韧性或刚度）的方法。
• APPLICATION OF COMPOUND OR TRADITIONAL CHINESE MEDICINE EXTRACT IN PREPARATION OF NUCLEIC ACID DELIVERY AGENT AND RELATED PRODUCTS THEREOF
  申请人：Institute of Basic Medical Sciences, Chinese Academy of Medical Sciences

  公开号：EP3604269A1

  公开（公告）日：2020-02-05

  The present application relates to extracting, from a traditional Chinese medicine, a plurality of compounds capable of prompting nucleic acid delivery or synthetic compounds, and promoting nucleic acid such as sRNA to absorb and enter a target cell using the extracted compounds or a plurality of combinations and promoting the nucleic acid to enter required target sites in vivo of an object.

  本申请涉及从中药中提取多种能够促使核酸递送的化合物或合成化合物，并利用提取的化合物或多种组合促进核酸（如 sRNA）吸收并进入靶细胞，并促进核酸进入物体体内所需的靶位点。