methyl elaidate (BioDeep_00000821055)

   

natural product


代谢物信息卡片


Methyl (9E)-9-octadecenoate

化学式: C19H36O2 (296.2715)
中文名称: 反-9-十八碳烯酸甲酯, 反式-9-十八烯酸甲酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC
InChI: InChI=1S/C19H36O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h10-11H,3-9,12-18H2,1-2H3/b11-10+

描述信息

同义名列表

3 个代谢物同义名

Methyl (9E)-9-octadecenoate; Methyl 9-octadecenoate; methyl elaidate



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

16 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Marta Martinez-Garcia, Wouter Van Hecke, Hilde Peeters, Dries Gabriels, Pieter Van der Weeën, Winnie Dejonghe, Yamini Satyawali. Methyl oleate for plant protection products formulations: Enzymatic synthesis, reaction kinetics and application testing. Journal of biotechnology. 2024 Jan; 379(?):78-86. doi: 10.1016/j.jbiotec.2023.12.004. [PMID: 38072327]
  • María Molina-Gutiérrez, Leonor Rodríguez-Sánchez, Carmen Doñoro, M Jesús Martínez, Alicia Prieto. Sustainable and Green Synthesis of Stanol Esters from Oil Wastes. Journal of agricultural and food chemistry. 2021 Jan; 69(1):286-293. doi: 10.1021/acs.jafc.0c06581. [PMID: 33375783]
  • Julien Peyrton, Clémence Chambaretaud, Luc Avérous. New Insight on the Study of the Kinetic of Biobased Polyurethanes Synthesis Based on Oleo-Chemistry. Molecules (Basel, Switzerland). 2019 Nov; 24(23):. doi: 10.3390/molecules24234332. [PMID: 31783536]
  • Juan Carlos de Haro, Daniel López-Pedrajas, Ángel Pérez, Juan Francisco Rodríguez, Manuel Carmona. Synthesis of rigid polyurethane foams from phosphorylated biopolyols. Environmental science and pollution research international. 2019 Feb; 26(4):3174-3183. doi: 10.1007/s11356-017-9765-z. [PMID: 28822032]
  • Todd Clark Brelje, Nicholas V Bhagroo, Laurence E Stout, Robert L Sorenson. Prolactin and oleic acid synergistically stimulate β-cell proliferation and growth in rat islets. Islets. 2017 07; 9(4):e1330234. doi: 10.1080/19382014.2017.1330234. [PMID: 28686504]
  • Hosni Sassi, Frank Delvigne, Tambi Kar, Jean-Marc Nicaud, Anne-Marie Crutz-Le Coq, Sebastien Steels, Patrick Fickers. Deciphering how LIP2 and POX2 promoters can optimally regulate recombinant protein production in the yeast Yarrowia lipolytica. Microbial cell factories. 2016 Sep; 15(1):159. doi: 10.1186/s12934-016-0558-8. [PMID: 27651221]
  • Hui Fan, Jonathan Smuts, Ling Bai, Phillip Walsh, Daniel W Armstrong, Kevin A Schug. Gas chromatography-vacuum ultraviolet spectroscopy for analysis of fatty acid methyl esters. Food chemistry. 2016 Mar; 194(?):265-71. doi: 10.1016/j.foodchem.2015.08.004. [PMID: 26471553]
  • Shiva Shanker Kaki, Sammaiah Arukali, Padmaja V Korlipara, R B N Prasad, Poornachandra Yedla, C Ganesh Kumar. Synthesis and biological evaluation of novel lipoamino acid derivatives. Bioorganic & medicinal chemistry letters. 2016 Jan; 26(1):209-12. doi: 10.1016/j.bmcl.2015.10.086. [PMID: 26586599]
  • Sara Santos, José Graça. Stereochemistry of C18 monounsaturated cork suberin acids determined by spectroscopic techniques including (1) H-NMR multiplet analysis of olefinic protons. Phytochemical analysis : PCA. 2014 May; 25(3):192-200. doi: 10.1002/pca.2491. [PMID: 24307616]
  • A B Seres, E Ducza, M Báthori, A Hunyadi, Z Béni, M Dékány, J Hajagos-Tóth, J Verli, Róbert Gáspár. Androgenic effect of honeybee drone milk in castrated rats: roles of methyl palmitate and methyl oleate. Journal of ethnopharmacology. 2014 Apr; 153(2):446-53. doi: 10.1016/j.jep.2014.02.050. [PMID: 24607508]
  • Naoya Morinaga, Atsushi Maeda, Takayuki Mizuno, Masanori Bunya, Shigeo Sugihara, Akio Sugihara. Synthesis of fatty acid sterol esters using cholesterol esterase from Trichoderma sp. AS59. Enzyme and microbial technology. 2011 May; 48(6-7):498-504. doi: 10.1016/j.enzmictec.2011.02.007. [PMID: 22113022]
  • Atanu Biswas, Brajendra K Sharma, Karl Vermillion, J L Willett, H N Cheng. Preparation of acetonides from soybean oil, methyl soyate, and fatty esters. Journal of agricultural and food chemistry. 2011 Apr; 59(7):3066-70. doi: 10.1021/jf1026229. [PMID: 21375297]
  • T A Misharina, M B Terenina, N I Krikunova, I B Medvedeva. [Autooxidation of a mixture of lemon essential oils, methyl linolenoate, and methyl oleinate]. Prikladnaia biokhimiia i mikrobiologiia. 2010 Sep; 46(5):599-604. doi: ". [PMID: 21061607]
  • L M Ovsepian, G V Kazarian, A V Zakharian, G V Zakarian, M V L'vov. [Effect of cysteine lithium salt on lipid peroxidation in the model of dopaminergic system disorder]. Eksperimental'naia i klinicheskaia farmakologiia. 2010 Jul; 73(7):16-8. doi: . [PMID: 20821974]
  • Catherine M Klapperich, Cassandra L Noack, Jessica D Kaufman, Lin Zhu, Laetitia Bonnaillie, Richard P Wool. A novel biocompatible adhesive incorporating plant-derived monomers. Journal of biomedical materials research. Part A. 2009 Nov; 91(2):378-84. doi: 10.1002/jbm.a.32250. [PMID: 18980208]
  • Atanu Biswas, Brajendra K Sharma, Kenneth M Doll, Sevim Z Erhan, Julious L Willett, H N Cheng. Synthesis of an amine-oleate derivative using an ionic liquid catalyst. Journal of agricultural and food chemistry. 2009 Sep; 57(18):8136-41. doi: 10.1021/jf901401s. [PMID: 19719124]
  • Atanu Biswas, Brajendra K Sharma, J L Willett, Atanu Advaryu, S Z Erhan, H N Cheng. Azide derivatives of soybean oil and fatty esters. Journal of agricultural and food chemistry. 2008 Jul; 56(14):5611-6. doi: 10.1021/jf800123t. [PMID: 18558698]
  • Guoguang Liu, Xiaohua Kong, Hayley Wan, Suresh Narine. Production of 9-hydroxynonanoic Acid from methyl oleate and conversion into lactone monomers for the synthesis of biodegradable polylactones. Biomacromolecules. 2008 Mar; 9(3):949-53. doi: 10.1021/bm7012235. [PMID: 18271512]
  • James D Vasta, Bernard Fried, Joseph Sherma. High performance thin layer chromatographic analysis of neutral lipids in the urine of BALB/c mice infected with Echinostoma caproni. Parasitology research. 2008 Mar; 102(4):625-9. doi: 10.1007/s00436-007-0798-y. [PMID: 18040717]
  • G Márquez-Ruiz, F Holgado, M C García-Martínez, M C Dobarganes. A direct and fast method to monitor lipid oxidation progress in model fatty acid methyl esters by high-performance size-exclusion chromatography. Journal of chromatography. A. 2007 Sep; 1165(1-2):122-7. doi: 10.1016/j.chroma.2007.08.001. [PMID: 17706232]
  • Ivan Tubert-Brohman, Orlando Acevedo, William L Jorgensen. Elucidation of hydrolysis mechanisms for fatty acid amide hydrolase and its Lys142Ala variant via QM/MM simulations. Journal of the American Chemical Society. 2006 Dec; 128(51):16904-13. doi: 10.1021/ja065863s. [PMID: 17177441]
  • V A Men'shov, L N Shishkina. [Effect of hydrophobicity of yeast cell envelope on the rate of autooxidation of methyloleate]. Biofizika. 2006 May; 51(3):491-8. doi: ". [PMID: 16808349]
  • L N Shishkina, N V Khrustova. [The kinetic characteristics of lipids of animal tissues in autooxidation reactions]. Biofizika. 2006 Mar; 51(2):340-6. doi: ". [PMID: 16637343]
  • Xiao Yi Li, Leif A Eriksson. Photoreaction of skin-sensitizing trimethyl psoralen with lipid membrane models. Photochemistry and photobiology. 2005 Sep; 81(5):1153-60. doi: 10.1562/2005-03-21-ra-467. [PMID: 15882092]
  • Jacqueline Destain, Patrick Fickers, Frédéric Weekers, Benoît Moreau, Philippe Thonart. Utilization of methyloleate in production of microbial lipase. Applied biochemistry and biotechnology. 2005; 121-124(?):269-77. doi: 10.1385/abab:121:1-3:0269. [PMID: 15917605]
  • C Cecutti, D Agius, B Caussade, A Gaset. Fate in the soil of an oil additive of plant origin. Pest management science. 2002 Dec; 58(12):1236-42. doi: 10.1002/ps.587. [PMID: 12476997]
  • D E Breithaupt, W Schwack. Photoinduced addition of the fungicide anilazine to cyclohexene and methyl oleate as model compounds of plant cuticle constituents. Chemosphere. 2000 Nov; 41(9):1401-6. doi: 10.1016/s0045-6535(99)90553-2. [PMID: 11057576]
  • Y Matsumura, C Satake, M Egami, T Mori. Interaction of gum arabic, maltodextrin and pullulan with lipids in emulsions. Bioscience, biotechnology, and biochemistry. 2000 Sep; 64(9):1827-35. doi: 10.1271/bbb.64.1827. [PMID: 11055384]
  • V V Kalytka, H V Donchenko. [Antioxidant activity of the drug distinol in vitro]. Ukrainskii biokhimicheskii zhurnal (1978). 1995 Jul; 67(4):87-92. doi: . [PMID: 8553479]
  • M H Lee, J W Park. Lipid peroxidation products mediate damage of superoxide dismutase. Biochemistry and molecular biology international. 1995 Apr; 35(5):1093-102. doi: ". [PMID: 7549928]
  • V V Kaytka, H V Donchenko. [Antioxidant properties of products of the interaction of amino acids with carbohydrates under conditions of the Maillard reaction]. Ukrainskii biokhimicheskii zhurnal (1978). 1995 Mar; 67(2):71-5. doi: ". [PMID: 8592789]
  • M Geoffroy, P Lambelet, P Richert. Radical intermediates and antioxidants: an ESR study of radicals formed on carnosic acid in the presence of oxidized lipids. Free radical research. 1994 Sep; 21(4):247-58. doi: 10.3109/10715769409056576. [PMID: 7827696]
  • L N Shishkina, Iu P Taran, S V Eliseeva, V G Bulgakov. [The effect of 6-methyluracil on oxidative reactions in model systems of varying degrees of complexity]. Izvestiia Akademii nauk. Seriia biologicheskaia. 1992 May; ?(3):350-7. doi: ". [PMID: 1304850]
  • E B Burlakova, N M Storozhok, N G Khrapova. [Synergistic effect of antioxidants and phospholipids during oxidation of natural lipids]. Voprosy pitaniia. 1990 Jul; ?(4):53-8. doi: ". [PMID: 2244364]
  • E B Burlakova, N M Storozhok, N G Khrapova, V V Naumov, E N Kukhtina. [The study of the additive antioxidative activity of total natural lipid antioxidants]. Voprosy meditsinskoi khimii. 1990 Jul; 36(4):72-4. doi: ". [PMID: 2238537]
  • P W Wertz, D T Downing. Metabolism of topically applied fatty acid methyl esters in BALB/C mouse epidermis. Journal of dermatological science. 1990 Jan; 1(1):33-7. doi: 10.1016/0923-1811(90)90007-z. [PMID: 2078539]
  • B E Bihain, R J Deckelbaum, F T Yen, A M Gleeson, Y A Carpentier, L D Witte. Unesterified fatty acids inhibit the binding of low density lipoproteins to the human fibroblast low density lipoprotein receptor. The Journal of biological chemistry. 1989 Oct; 264(29):17316-21. doi: . [PMID: 2793857]
  • A R Merrill, H Aubry, P Proulx, A G Szabo. Relation between Ca2+ uptake and fluidity of brush-border membranes isolated from rabbit small intestine and incubated with fatty acids and methyl oleate. Biochimica et biophysica acta. 1987 Jan; 896(1):89-95. doi: 10.1016/0005-2736(87)90359-2. [PMID: 3790590]
  • S Yoshida, T Tamura, M Tamura, M Takeshita, H Terao, T Fujioka, T Itoga. Evidence for the presence of fatty acid methyl esters in human hepatoma tissue from a patient with hypercholesterolemia. Journal of applied biochemistry. 1984 Oct; 6(5-6):314-8. doi: ". [PMID: 6100292]
  • S J Engelsen, M Zatz. Stimulation of fatty acid methylation in human red cell membranes by phospholipase A2 activation. Biochimica et biophysica acta. 1982 Jun; 711(3):515-20. doi: 10.1016/0005-2760(82)90067-4. [PMID: 7104380]