2-O-(9-十八碳烯基)甘油 | 2929-07-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 中文名称: 2-O-(9-十八碳烯基)甘油
• 英文名称: 2-oleyl-glyceryl ether
• 英文别名: 2-oleylglycerol；2-(9-octadecenyl)glycerol；2-O-(Z)-octadec-9'-enylglycerol；α-monooleyl glyceryl ether；Oleyl 2-glyceryl ether；2-[(Z)-octadec-9-enoxy]propane-1,3-diol
• CAS: 2929-07-9
• 化学式: C₂₁H₄₂O₃
• 分子量: 342.563
• InChiKey: NOKZRPRTHPWZDV-KTKRTIGZSA-N

物化性质

• 沸点：
  465.3±35.0 °C(Predicted)
• 密度：
  0.924±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  24
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2909499000

反应信息

• 作为反应物：
  描述：

  2-O-(9-十八碳烯基)甘油 在 吡啶 、 三氟乙酸 、 三氯氧磷 作用下， 以 氯仿 为溶剂， 反应 64.75h， 生成 1-hydroxyl-2-oleylglycero-3-phosphatidylcholine
  参考文献：
  名称：

  Acid-Triggered Transformation of Diortho Ester Phosphocholine Liposome

  摘要：

  The use of pH-sensitive liposomes for acid-triggered site-specific drug delivery is one of the more promising approaches to improve the therapeutic index of drugs. Here, we report the synthesis, assembly, and hydrolysis of the first ortho ester phosphocholine (OEPC). The acid hydrolysis of OEPC liposomes consists of a lag phase and a burst phase. The lag time is pH-dependent-the lower the pH, the shorter the time. Upon acid hydrolysis, the OEPC liposomes were transformed into leaky metastable vesicles that rapidly collapsed in the presence of albumin. OEPC, when formulated with cationic lipid, significantly enhanced the transfection efficiency compared with that of the pH-insensitive formulation.

  DOI：

  10.1021/ja057024w
• 作为产物：
  描述：

  油醇 在 硼酸三甲酯 、 甲基三苯氧基碘磷 、 硼酸 、 四丁基碘化铵 、 silver(l) oxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.66h， 生成 2-O-(9-十八碳烯基)甘油
  参考文献：
  名称：

  内源性大麻素受体配体2-花生四烯酰甘油及其代谢稳定的醚连接类似物的合成及生物学活性。

  摘要：

  我们合成了内源性大麻素受体配体2-花生四烯酸甘油酯（1）及其代谢稳定的醚连接类似物。在N，N′-二环己基碳二亚胺和4-二甲基氨基吡啶的存在下，由1，3-亚苄基甘油（6）和花生四烯酸合成化合物1，然后用硼酸和硼酸三甲酯处理。由6和5,8,11,14-二十碳四烯基碘（9）合成了2-花生四烯酰基甘油的醚连接类似物（2）。2-棕榈酰甘油（4）和2-油甘油（5）的醚连接类似物分别由碘化十六烷基碘（12）和碘化十八烷基碘（14）合成。我们证实1通过CB1受体依赖性机制刺激NG108-15细胞诱导细胞内游离Ca2 +浓度快速瞬时升高。明显地，尽管2的活性明显低于1的活性，但2却显示出明显的激动活性。化合物2将是探索1的生理学意义的有用工具，因为与1相比，该化合物对水解酶具有抗性。 4或5的醚连接类似物不能充当CB1受体激动剂。在使用2的实验中，化合物4和5作为对照分子也将是有价值的。

  DOI：

  10.1248/cpb.48.903

文献信息

• The Synthesis of Some Ethers and Mixed Ether Esters of Glycerol
  作者：CA Joll、BC Mortimer、TG Redgrave、RV Stick

  DOI：10.1071/ch9901445

  日期：——

  The syntheses of various monoethers of glycerol, the derived diesters and two triethers are reported. As well, one of the chiral ether diesters of glycerol has been prepared in both optically active forms.

  报告了各种甘油单醚、衍生二酯和两种三酯的合成。此外，还以两种光学活性形式制备了甘油的一种手性醚二酯。
• ACAT INHIBITOR
  申请人：KABUSHIKI KAISYA ADVANCE

  公开号：EP0549804A1

  公开（公告）日：1993-07-07

  An ACAT inhibitor containing a monoacylglycerol (monoglyceride) as an active ingredient.

  一种 ACAT 抑制剂，其活性成分含有单酰基甘油（单甘油酯）。
• SILICONE POLYMER, SILICONE COMPOSITION, AND COSMETIC PREPARATION CONTAINING THE SAME
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP1291376A1

  公开（公告）日：2003-03-12

  This invention relates to a silicone polymer which is insoluble in organic solvents because it has a three-dimensional crosslinked structure which swells up relative to fluorosilicone oils, to a paste-like composition formed by making the silicone compounds swell up in silicone oil, and to a cosmetic material. It is therefore an object of this invention to provide a silicone polymer having a fluorine modified oil with excellent water repellence and oil repellence as base oil, and which swells up relative to these oils, to a homogeneous paste-like composition using this silicone polymer, and to a cosmetic material comprising this composition. This invention is a silicone polymer having a three-dimensional crosslinked structure obtained by polymerizing at least one of an organohydrogen polysiloxane (A1) represented by the general formula (A1):         R1 aR2 bHcSiO(4-a-b-c-)/2     (A1) at least one of a polyoxyalkylene (B1) represented by the following general formula (B1):         CfH2f-10 (CgH2gO) hCfH2f-1     (B1) and an organopolyoxyalkylene (B4) represented by the following general formula (B4):         R1 jR5 kSiO(4-j-k)/2     (B4) this polymer being insoluble in organic solvents, and which can contain its own weight or more of pentane-3,3,3-trifluoropropyl pentamethylcyclopentasiloxane. This invention is also a paste-like silicone composition, which is represented by the general formula (C):         R1 mSiO(4-m)/2     (C) and which is obtained by kneading a mixture of 100 weight parts of the above silicone polymer with 10-1000 weight parts of a fluorine-modified silicone oil having a viscosity at 25 degree C of 200 mm2/s.

  本发明涉及一种不溶于有机溶剂的有机硅聚合物，因为它具有三维交联结构，相对于氟硅油会膨胀；本发明还涉及一种通过使有机硅化合物在硅油中膨胀而形成的糊状组合物，以及一种化妆品材料。 因此，本发明的目的是提供一种硅酮聚合物，该聚合物以具有优异防水性和防油性的氟改性油作为基础油，并且相对于这些油会膨胀；提供一种使用这种硅酮聚合物的均匀膏状组合物；以及提供一种包含这种组合物的化妆品材料。 本发明是一种具有三维交联结构的有机硅聚合物，它是通过聚合通式（A1）所代表的至少一种有机氢聚硅氧烷（A1）而得到的： R1 aR2 bHcSiO(4-a-b-c-)/2 (A1) 至少一种由以下通式（B1）代表的聚氧亚烷基（B1）： CfH2f-10 (CgH2gO) hCfH2f-1 (B1) 和由以下通式（B4）表示的有机聚氧亚烷基（B4）： R1 jR5 kSiO(4-j-k)/2 (B4) 该聚合物不溶于有机溶剂，可含有自身重量或更多的戊烷-3,3,3-三氟丙基五甲基环五硅氧烷。 本发明也是一种膏状有机硅组合物，由通式（C）表示： R1 mSiO(4-m)/2 (C) 它是由 100 重量份的上述有机硅聚合物与 10-1000 重量份的氟改性硅油混合物捏合而成，氟改性硅油在 25 摄氏度时的粘度为 200 mm2/s。
• Method for producing vegetable cheese-like food product
  申请人：FUJI OIL HOLDINGS INC.

  公开号：US11154068B2

  公开（公告）日：2021-10-26

  The present invention addresses the problem of providing a method for producing a vegetable cheese-like food product which exhibits suitability for a shaping process, such as shredding, and which has natural cheese-like meltiness (melting and oil-release when heated) and a milky flavor similar to that of natural cheese. This vegetable cheese-like food product is obtained by adjusting, through organic acid fermentation and/or lactic acid fermentation, the pH of an emulsified oil or fat composition to 3.5-5.7, said composition including a specific soybean protein, an acid-treated starch, and an oil or fat in which the solid fat content (SFC) account for at least 45% at 10° C. and at least 20% at 20° C.

  本发明所要解决的问题是提供一种类似植物奶酪的食品的生产方法，这种食品适合切丝等成型工艺，并具有类似天然奶酪的熔化性（加热时熔化并释放油脂）和类似天然奶酪的奶香味。这种类似植物奶酪的食品是通过有机酸发酵和/或乳酸发酵，将乳化油或脂肪组合物的 pH 值调至 3.5-5.7，所述组合物包括特定的大豆蛋白、酸处理淀粉和油或脂肪，其中固体脂肪含量（SFC）在 10°C 时至少占 45%，在 20°C 时至少占 20%。
• Sterol-Modified Phospholipids: Cholesterol and Phospholipid Chimeras with Improved Biomembrane Properties
  作者：Zhaohua Huang、Francis C. Szoka

  DOI：10.1021/ja8065557

  日期：2008.11.19

  We synthesized a family of sterol-modified glycerophospholipids (SML) in which the sn-1 or sn-2 position is covalently attached to cholesterol and the alternative position contains an aliphatic chain. The SML were used to explore how anchoring cholesterol to a phospholipid affects cholesterol behavior in a bilayer. Notably, cholesterol in the SML retains the membrane condensing properties of free cholesterol regardless of the chemistry or position of its attachment to the glycerol moiety of the phospholipid. SMLs by themselves formed liposomes upon hydration and in mixtures between an SML and diacylglycerophospholipids (C14 to C18 chain length) the thermotropic phase transition is eliminated at the SML equivalent of about 30 mol % free cholesterol. Osmotic-induced contents leakage from SML (C14-C18) liposomes depends upon the linkage and position of cholesterol but in general is similar to that observed in 3/2 diacylphosphatidylcholine/cholesterol (mole ratio) liposomes. SML liposomes are exceptionally resistant to contents release in the presence of serum at 37 degrees C. This is probably due to the fact that SML exchange between bilayers is more than 100 fold less than the exchange rate of free cholesterol in the same conditions. Importantly, SML liposomes containing doxorubicin are as effective in treating the murine C26 colon carcinoma as Doxil, a commercial liposome doxorubicin formulation. SMLs stabilize bilayers but do not exchange and hence provide a new tool for biophysical studies on membranes. They may improve liposomal drug delivery in organs predisposed to the extraction of free cholesterol from bilayers, such as the skin, lung, or blood.