7-氧代十八烷酸甲酯 | 2380-22-5

• 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-氧代十八烷酸甲酯
• 英文名称: methyl 7-oxooctadecanoate
• 英文别名: 7-Oxo-octadecansaeure-methylester
• CAS: 2380-22-5
• 化学式: C₁₉H₃₆O₃
• 分子量: 312.493
• InChiKey: QTHPCXRUUSTYCU-UHFFFAOYSA-N

物化性质

• 熔点：
  50-52 °C(lit.)
• 沸点：
  407.8±28.0 °C(Predicted)
• 密度：
  0.911±0.06 g/cm3(Predicted)
• 闪点：
  >230 °F
• 溶解度：
  氯仿（微溶）、乙酸乙酯（微溶）
• LogP：
  6.172 (est)
• 稳定性/保质期：
  如果按照规定使用和储存，则不会分解，也未有已知的危险发生。

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  22
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.894
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• WGK Germany：
  3
• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  7-氧代十八烷酸甲酯 在 sodium tetrahydroborate 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 生成 7-羟基十八烷酸
  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：

  methyl 7-keto-octadec-cis-11-enoate 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 7-氧代十八烷酸甲酯
  参考文献：
  名称：

  来自栀子籽油的 7-keto-octadec-cis-11-enoic 酸

  摘要：

  摘要 从栀子籽油中分离出一种迄今未知的酮脂肪酸。基于光谱分析和化学降解，它已被表征为 7-keto-octadec-cis - 11-enoic acid。

  DOI：

  10.1016/0031-9422(91)83659-9

文献信息

• Improved Yields in the Synthesis of Spin‐Labeled Fatty Acids
  作者：Janez Mravljak、Slavko Pečar

  DOI：10.1081/scc-200032488

  日期：2004.1.1

  Paramagnetic amide side products (6a–g) have been isolated from the reaction mixture in the synthesis of spin‐labeled fatty acids of the doxyl type. After their hydrolysis to the corresponding acid, 7, the overall yield of spin‐labeled fatty acids is significantly increased compared with published procedures.

  摘要 顺磁性酰胺副产物 (6a-g) 已从多西基型自旋标记脂肪酸合成中的反应混合物中分离出来。在水解成相应的酸 7 后，与已发表的程序相比，自旋标记脂肪酸的总产率显着增加。
• Scavenger assisted combinatorial process for preparing libaries of secondary amine compounds
  申请人：ELI LILLY AND COMPANY

  公开号：EP0818431A1

  公开（公告）日：1998-01-14

  This invention relates to a novel solution phase process for the preparation of secondary amine combinatorial libraries. These libraries have use for drug discovery and are used to form wellplate components of novel assay kits.

  这项发明涉及一种新颖的溶液相过程，用于制备次胺组合化合物库。这些库对药物发现具有用途，并用于形成新型测定试剂盒的孔板组分。
• 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)
• Barrier cream
  申请人：The Secretary of State for Defence

  公开号：EP1075833A1

  公开（公告）日：2001-02-14

  Barrier creams are described which are useful in protecting a user from burns during exposure to heat. The creams comprise a base cream with at least one of a melt additive and a reflective additive, or ideally both a melt additive and a reflective additive. The cream preferably is waterproof and has an acceptable longevity of application.

  所述隔离霜可用于保护使用者在暴露于高温时免受灼伤。 隔离霜由基霜和熔融添加剂及反射添加剂中的至少一种组成，最好是熔融添加剂和反射添加剂都有。 护肤霜最好是防水的，并具有可接受的使用期限。
• Bergstroem et al., Acta Chemica Scandinavica (1947), 1952, vol. 6, p. 1157,1160, 1169
  作者：Bergstroem et al.

  DOI：——

  日期：——