7-羟基十八烷酸 | 3158-48-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 7-羟基十八烷酸
• 英文名称: 7-hydroxy-octadecanoic acid
• 英文别名: 7-hydroxyoctadecanoic acid；7-hydroxystearic acid；7HSA；7-Hydroxy-octadecansaeure；6-Hydroxy-heptadecan-carbonsaeure-(1)；7-Hydroxy-stearinsaeure
• CAS: 3158-48-3
• 化学式: C₁₈H₃₆O₃
• 分子量: 300.482
• InChiKey: AROVHWXXFTUQIL-UHFFFAOYSA-N

物化性质

• 熔点：
  82 °C
• 沸点：
  433.9±28.0 °C(Predicted)
• 密度：
  0.944±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2918199090

反应信息

• 作为反应物：
  描述：

  7-羟基十八烷酸 在 Novozym 435 作用下， 以 乙醚 为溶剂， 反应 336.0h， 生成 methyl (7R)-7-{[(2R)-2-(acetyloxy)-2-phenylacetyl]oxy}octadecanoate
  参考文献：
  名称：

  Enzymatic kinetic resolution of hydroxystearic acids: A combined experimental and molecular modelling investigation

  摘要：

  Enantioenriched 7-, 8-, 9-, and 10-hydroxystearic acids (HSA) were obtained, for the first time, by kinetic resolution of their racemates with lipases CALB and PS, in the presence of vinyl acetate. Among them, the best results were obtained for 7-HSA and 9-HSA, whose enantiomeric excess was around 55%. The same resolutions carried out on the hydroxy esters completely failed. For the acid substrates neither the Kazlauskas' rule nor the 3D-QSAR model could be applied, since both models are focused on the CALB alcohol-pocket evaluation and not on the acyl-pocket one. Therefore, a semiquantitative approach was used, whose results were in accordance with our findings, as far as the absolute configuration of the product is concerned. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2012.06.017
• 作为产物：
  描述：

  cis-6.7-Epoxyoctadecansaeure 在 盐酸 、 氢氧化钾 、 五溴化磷 、 铜 、 锌 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 7-羟基十八烷酸
  参考文献：
  名称：

  Kuranova,I.L. et al., Journal of general chemistry of the USSR, 1963, vol. 33, p. 2923 - 2928

  摘要：

  DOI：

文献信息

• [EN] DRUG CONJUGATES<br/>[FR] CONJUGUÉS DE MÉDICAMENT
  申请人：UNIV MISSOURI

  公开号：WO2009158633A1

  公开（公告）日：2009-12-30

  Conjugated compounds comprising a therapeutic or diagnostic agent linked to a substrate for a cell membrane transporter or receptor by lipophilic linker are provided.

  提供了包含治疗或诊断药物与细胞膜转运体或受体的底物通过亲脂性连接剂连接的共轭化合物。
• Effects of Regioisomerism on the Antiproliferative Activity of Hydroxystearic Acids on Human Cancer Cell Lines
  作者：Natalia Calonghi、Carla Boga、Patrizia Nitti、Dario Telese、Silvia Bordoni、Giovanna Farruggia、Fioretta Asaro、Martina Grandi、Chiara Zalambani、Gabriele Micheletti

  DOI：10.3390/molecules27082396

  日期：——

  A series of regioisomers of the hydroxystearic acid (HSA) was prepared, and the effect of the position of the hydroxyl group along the chain on a panel of human cancer cell lines was investigated. Among the various regioisomers, those carrying the hydroxyl at positions 5, 7, and 9 had growth inhibitor activity against various human tumor cell lines, including CaCo-2, HT29, HeLa, MCF7, PC3, and NLF

  制备了一系列羟基硬脂酸 (HSA) 的区域异构体，并研究了羟基沿链的位置对一组人类癌细胞系的影响。在各种区域异构体中，5、7 和 9 位带有羟基的那些对各种人类肿瘤细胞系（包括 CaCo-2、HT29、HeLa、MCF7、PC3 和 NLF 细胞）具有生长抑制剂活性。10-HSA 和 11-HSA 显示出非常微弱的效果。8-HSA 未在所有细胞系中显示抑制活性。7-HSA 和 9-HSA 的生物学作用得到广泛认可，而对 5-HSA 的作用知之甚少。因此，使用 Livecyte 的 ptychography 技术研究了 5-HSA 在 HeLa、HT29、MCF7 和 NLF 细胞系中的生物学效应，该技术可以关联增殖、运动、和形态同时作为治疗的功能。5-HSA 不仅可以减少细胞增殖，还可以诱导细胞位移、方向性和速度的变化。表征 5-HSA 的生物学效应很重要，该分子是羟基脂肪酸脂肪酰基酯 (FAHFA)
• Synthesis and Antiproliferative Insights of Lipophilic Ru(II)-Hydroxy Stearic Acid Hybrid Species
  作者：Giacomo Drius、Silvia Bordoni、Carla Boga、Magda Monari、Jessica Fiori、Erika Esposito、Chiara Zalambani、Luca Pincigher、Giovanna Farruggia、Natalia Calonghi、Gabriele Micheletti

  DOI：10.3390/molecules28104051

  日期：——

  lipophilic features exhibited both by long carbo-chains and the phosphine ligands. Three Ru(II) complexes containing hydroxy stearic acids (HSAs) were successfully synthesized in order to evaluate possible synergistic effects between the known antitumor activity of HSA bio-ligands and the metal center. HSAs were reacted with [Ru(H)2CO(PPh3)3] selectively affording O,O-carboxy bidentate complexes. The organometallic

  金属药物代表了同时存在的多功能性的组合，并且可以对不同的生物靶标产生不同的作用。它们的功效通常与长碳链和膦配体所表现出的亲脂性特征有关。成功合成了三种含有羟基硬脂酸 (HSAs) 的 Ru(II) 配合物，以评估 HSA 生物配体的已知抗肿瘤活性与金属中心之间可能的协同作用。HSA 与 [Ru(H)2CO(PPh3)3] 反应，选择性地提供 O,O-羧基双齿络合物。使用 ESI-MS、IR、UV-Vis 和 NMR 技术对有机金属物质进行了光谱表征。还使用单晶 X 射线衍射确定了化合物 Ru-12-HSA 的结构。钌络合物（Ru-7-HSA、Ru-9-HSA、和 Ru-12-HSA）在人原代细胞系（HT29、HeLa 和 IGROV1）上进行了研究。为了获得有关抗癌特性的详细信息，进行了细胞毒性、细胞增殖和 DNA 损伤测试。结果表明，新型钌配合物Ru-7-HSA和Ru-9-HSA具有生物活性。此外，我们观察到
• Refrigerator oil composition
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP0802254A1

  公开（公告）日：1997-10-22

  Disclosed is a refrigerator oil composition comprising at least one base oil selected from mineral oils and synthetic oils, and at least one hydroxy-fatty acid derivative selected from (A) hydroxy-fatty acids or their condensates, (B) metal salts or amine salts of hydroxy-fatty acids or their condensates, and (C) esters of hydroxy-fatty acids. The composition has an excellent lubricating property, while specifically improving the lubricity between aluminium materials and steel materials. This is effective for preventing such materials from being seized and worn, and is suitable as a lubricating oil in refrigerators using hydrogen-containing Flon refrigerants, such as R134a, that do not cause environmental pollution.

  本发明公开了一种冷冻机油组合物，该组合物包含至少一种选自矿物油和合成油的基础油，以及至少一种选自 (A) 羟基脂肪酸或其缩合物、(B) 羟基脂肪酸或其缩合物的金属盐或胺盐，以及 (C) 羟基脂肪酸酯的羟基脂肪酸衍生物。该组合物具有极佳的润滑性能，尤其能改善铝材料和钢材料之间的润滑性。这可有效防止此类材料卡死和磨损，适用于使用不会造成环境污染的含氢氟隆制冷剂（如 R134a）的冰箱的润滑油。
• Plasticizer for biodegradable resin
  申请人：KAO CORPORATION

  公开号：EP1728818A1

  公开（公告）日：2006-12-06

  The present invention relates to a plasticizer for biodegradable resin, which contains a compound represented by the following formula (1): wherein at least one of R1, R2 and R3 is an acyl group derived from a carboxylic acid selected from an aliphatic hydroxycarboxylic acid and an acetylated aliphatic hydroxycarboxylic acid, and the remainder(s) is an acetyl group, a biodegradable resin composition containing biodegradable resin and the plasticizer.

  本发明涉及一种用于生物降解树脂的增塑剂，它含有下式（1）所代表的化合物： 其中 R1、R2 和 R3 中至少有一个是由选自脂肪族羟基羧酸和乙酰化脂肪族羟基羧酸的羧酸衍生的酰基，其余的是乙酰基，一种含有可生物降解树脂和该增塑剂的可生物降解树脂组合物。