(Z)-18-hydroxy-9-octadecenoic acid methyl ester | 6084-87-3

• 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: (Z)-18-hydroxy-9-octadecenoic acid methyl ester
• 英文别名: methyl (Z)-18-hydroxyoctadec-9-enoate；18-Hydroxy-octadec-9c-ensaeure-methylester；cis-18-Hydroxy-9-octadecensaeuremethylester；18-hydroxy-octadec-9c-enoic acid methyl ester
• CAS: 6084-87-3
• 化学式: C₁₉H₃₆O₃
• 分子量: 312.493
• InChiKey: SPVJKPBJLRNLPI-IHWYPQMZSA-N

物化性质

• 沸点：
  417.7±28.0 °C(Predicted)
• 密度：
  0.927±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  22
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 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：

  (Z)-18-hydroxy-9-octadecenoic acid methyl ester 在 lithium hydroxide 、 四溴化碳 、 N,N'-二环己基碳二亚胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.67h， 生成 (Z)-18-bromo-N-[(2S)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]octadec-9-enamide
  参考文献：
  名称：

  Development of the First Potential Covalent Inhibitors of Anandamide Cellular Uptake

  摘要：

  On the basis of the chemical structures of two previously developed metabolically stable and relatively potent inhibitors of anandamide uptake, OMDM-1,2, two series of potential covalent inhibitors of anandamide cellular reuptake, which might be used for the molecular characterization of the protein(s) involved in the membrane transport of endocannabinoids, have been designed and synthesized. Most of the compounds inhibited uptake to a varied extent and in a generally enantio-sensitive manner when co-incubated with [C-14]anandamide, but only three of them, the photoactivatable 1a (OMDM-37), 1b (OMDM-39), and 8 (Lo395), also produced a significant inhibition of uptake following the preincubation only of the cells, and this effect was significantly enhanced following UV exposure only in the case of 8. None of the new compounds inhibited [C-14]anandamide hydrolysis with IC50 < 50 mu M, except for 1b.

  DOI：

  10.1021/jm051226l
• 作为产物：
  描述：

  1-溴-8-(四氢吡喃氧基)辛烷 在 sodium tetrahydroborate 、 重铬酸吡啶 、 正丁基锂 、 乙醇 、 四丁基氟化铵 、 nickel diacetate 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 80.92h， 生成 (Z)-18-hydroxy-9-octadecenoic acid methyl ester
  参考文献：
  名称：

  Development of the First Potential Covalent Inhibitors of Anandamide Cellular Uptake

  摘要：

  On the basis of the chemical structures of two previously developed metabolically stable and relatively potent inhibitors of anandamide uptake, OMDM-1,2, two series of potential covalent inhibitors of anandamide cellular reuptake, which might be used for the molecular characterization of the protein(s) involved in the membrane transport of endocannabinoids, have been designed and synthesized. Most of the compounds inhibited uptake to a varied extent and in a generally enantio-sensitive manner when co-incubated with [C-14]anandamide, but only three of them, the photoactivatable 1a (OMDM-37), 1b (OMDM-39), and 8 (Lo395), also produced a significant inhibition of uptake following the preincubation only of the cells, and this effect was significantly enhanced following UV exposure only in the case of 8. None of the new compounds inhibited [C-14]anandamide hydrolysis with IC50 < 50 mu M, except for 1b.

  DOI：

  10.1021/jm051226l

文献信息

• PROCESS FOR FUNCTIONALIZATION OF UNSATURATED COMPOUNDS
  申请人：Casciato Stefano

  公开号：US20130211033A1

  公开（公告）日：2013-08-15

  The present invention relates to a process for synthesizing a multifunctional compound, including the reaction of a compound of formula (II) with atmospheric or molecular oxygen, in the presence of at least one aldehyde of formula (III), and optionally in the presence of at least one catalyst or at least one radical initiator; wherein: R 10 , R 20 , R 30 , R 40 , R 50 , L 2 , R 60 , R 7 , R 8 , and R 9 are as described in the claims. The invention also relates to the use of these compounds as monomers for the preparation of polyurethane. The invention also relates to the use of these compounds as monomers of polymers or of biopolymers.

  本发明涉及一种合成多功能化合物的方法，包括将式（II）的化合物与大气或分子氧在至少一种醛（式（III））的存在下反应，可选地在至少一种催化剂或至少一种自由基引发剂的存在下；其中：R10、R20、R30、R40、R50、L2、R60、R7、R8和R9如权利要求中所述。该发明还涉及将这些化合物用作聚氨酯制备中的单体的用途。该发明还涉及将这些化合物用作聚合物或生物聚合物的单体的用途。
• Stereochemistry of C₁₈ Monounsaturated Cork Suberin Acids Determined by Spectroscopic Techniques Including ¹ H-NMR Multiplet Analysis of Olefinic Protons
  作者：Sara Santos、José Graça

  DOI：10.1002/pca.2491

  日期：2014.5

  Suberin is a biopolyester responsible for the protection of secondary plant tissues, and yet its molecular structure remains unknown. The C18:1 ω‐hydroxyacid and the C18:1 α,ω‐diacid are major monomers in the suberin structure, but the configuration of the double bond remains to be elucidated.

  Suberin是一种负责保护植物次生组织的生物聚酯，但其分子结构仍然未知。C 18： 1ω-羟基酸和C 18： 1α，ω-二酸是木栓结构中的主要单体，但双键的构型尚待阐明。
• METHOD FOR PRODUCING CYCLIC ESTERS
  申请人：BASF SE

  公开号：US20180134680A1

  公开（公告）日：2018-05-17

  The invention relates to a method for producing cyclic esters of general formula (I.a) or (I.b) in the presence of at least one high-boiling metal alkoxide catalyst. The invention further relates to the stereoisomers of 18-methyl-1-oxacyclooctadec-10-en-2-one and to the use thereof as an odorous substance and/or flavoring substance, to compositions that contain at least one of the stereoisomers of 18-methyl-1-oxacyclooctadec-10-en-2-one and additionally a carrier material, to fragrance compositions and/or to fragrant-substance materials that contain at least one of these compounds, and to a method for giving an odor or flavor to or changing an odor or flavor of compositions by adding at least one of the mentioned compounds to said compositions.

  该发明涉及一种在至少一种高沸点金属烷氧化物催化剂存在下制备通式(I.a)或(I.b)的环酯的方法。该发明还涉及18-甲基-1-氧代环辛烯二酮的立体异构体及其作为一种气味物质和/或调味物质的用途，含有至少一种18-甲基-1-氧代环辛烯二酮立体异构体和另外一种载体材料的组合物，含有至少一种这些化合物的香精组合物和/或香料物质，以及通过向所述组合物添加至少一种上述化合物赋予气味或味道或改变组合物的气味或味道的方法。
• [EN] METHOD OF REDUCING SPOILAGE IN HARVESTED PRODUCE DURING STORAGE AND SHIPPING<br/>[FR] PROCÉDÉ DE RÉDUCTION DE LA DÉTÉRIORATION DE PRODUITS RÉCOLTÉS PENDANT LE STOCKAGE ET L'EXPÉDITION
  申请人：APEEL TECH INC

  公开号：WO2017172951A1

  公开（公告）日：2017-10-05

  Described herein are formulations and methods of reducing spoilage in harvested produce by reducing the rate of water or mass loss, thereby resulting in high quality produce with lower rates of spoilage. The present disclosure provides coatings and methods of coating produce to prevent moisture loss from produce during storage and shipment of the produce. This in turn allows the produce to be shipped and stored at lower relative humidity (e.g., lower than industry standards for shipment and storage, or lower than about 90% relative humidity), which can help delay the growth of biotic stressors such as fungi, bacteria, viruses, and/or pests.

  本文描述了一种减少收获农产品变质的配方和方法，通过减少水分或质量的流失速率，从而获得质量高、变质率低的农产品。本文提供了覆盖物和覆盖农产品的方法，以防止农产品在储存和运输过程中失去水分。这反过来允许农产品在较低的相对湿度下运输和储存（例如低于行业运输和储存标准或低于约90%的相对湿度），这可以延迟生物胁迫因素（如真菌、细菌、病毒和/或害虫）的生长。
• Method of making fatty acid ester derivatives
  申请人：Erhan Sevim Z.

  公开号：US20080154053A1

  公开（公告）日：2008-06-26

  Fatty acid ester derivatives and a process for their production from unsaturated fatty acids are disclosed. The process comprises: a) reacting an unsaturated fatty acid or an ester thereof having one or more sites of unsaturation, with an epoxidation reagent to form a fatty acid epoxide wherein at least one of the sites of unsaturation of the fatty acid or fatty acid ester is converted to an oxirane ring; and b) reacting the fatty acid epoxide produced in a) with a carboxylic acid to form a hydroxy fatty acid ester derivative wherein the oxirane ring is opened and converted to a hydroxy ester comprising a hydroxyl group at one carbon of the opened oxirane ring and an ester of the carboxylic acid at the other carbon of the opened oxirane ring.

  本发明公开了脂肪酸酯衍生物及其从不饱和脂肪酸中生产的方法。该方法包括：a)将具有一个或多个不饱和位点的不饱和脂肪酸或其酯与环氧化试剂反应，形成脂肪酸环氧化物，其中脂肪酸或脂肪酸酯的至少一个不饱和位点被转化为环氧环；b)将步骤a)中产生的脂肪酸环氧化物与羧酸反应，形成羟基脂肪酸酯衍生物，其中环氧环被打开并转化为羟基酯，包括在打开的环氧环的一个碳上的羟基和在打开的环氧环的另一个碳上的羧酸酯。