Eicosapentaenoic ethyl ester (BioDeep_00000178635)
human metabolite blood metabolite
代谢物信息卡片
ethyl icosa-2,4,6,8,10-pentaenoate
化学式: C22H34O2 (330.2558664)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCCCCCC=CC=CC=CC=CC=CC(=O)OCC
InChI: InChI=1S/C22H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h12-21H,3-11H2,1-2H3
相关代谢途径
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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)
1 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。
文献列表
- Michael H Davidson, Douglas Kling, Kevin C Maki. Novel developments in omega-3 fatty acid-based strategies.
Current opinion in lipidology.
2011 Dec; 22(6):437-44. doi:
10.1097/mol.0b013e32834bd642. [PMID: 21986642] - Harold E Bays, Christie M Ballantyne, John J Kastelein, Jonathan L Isaacsohn, Rene A Braeckman, Paresh N Soni. Eicosapentaenoic acid ethyl ester (AMR101) therapy in patients with very high triglyceride levels (from the Multi-center, plAcebo-controlled, Randomized, double-blINd, 12-week study with an open-label Extension [MARINE] trial).
The American journal of cardiology.
2011 Sep; 108(5):682-90. doi:
10.1016/j.amjcard.2011.04.015. [PMID: 21683321] - Michio Hashimoto, Ryuichi Tozawa, Masanori Katakura, Hossain Shahdat, Abdul Md Haque, Yoko Tanabe, Shuji Gamoh, Osamu Shido. Protective effects of prescription n-3 fatty acids against impairment of spatial cognitive learning ability in amyloid β-infused rats.
Food & function.
2011 Jul; 2(7):386-94. doi:
10.1039/c1fo00002k. [PMID: 21894325] - Jin Kim, Chang-Moon Lee, Hwan-Jeong Jeong, Ki-Young Lee. In vivo tumor accumulation of nanoparticles formed by ionic interaction of glycol chitosan and fatty acid ethyl ester.
Journal of nanoscience and nanotechnology.
2011 Feb; 11(2):1160-6. doi:
10.1166/jnn.2011.3569. [PMID: 21456154] - QingJia Meng, Dirk W Luchtman, Bouchaib El Bahh, Jeffrey A Zidichouski, Jun Yang, Cai Song. Ethyl-eicosapentaenoate modulates changes in neurochemistry and brain lipids induced by parkinsonian neurotoxin 1-methyl-4-phenylpyridinium in mouse brain slices.
European journal of pharmacology.
2010 Dec; 649(1-3):127-34. doi:
10.1016/j.ejphar.2010.09.046. [PMID: 20868657] - Undurti N Das. A defect in Δ6 and Δ5 desaturases may be a factor in the initiation and progression of insulin resistance, the metabolic syndrome and ischemic heart disease in South Asians.
Lipids in health and disease.
2010 Nov; 9(?):130. doi:
10.1186/1476-511x-9-130. [PMID: 21062475] - Abbie L Cawood, Ren Ding, Frances L Napper, Ruth H Young, Jennifer A Williams, Matthew J A Ward, Ola Gudmundsen, Runar Vige, Simon P K Payne, Shu Ye, Ciff P Shearman, Patrick J Gallagher, Robert F Grimble, Philip C Calder. Eicosapentaenoic acid (EPA) from highly concentrated n-3 fatty acid ethyl esters is incorporated into advanced atherosclerotic plaques and higher plaque EPA is associated with decreased plaque inflammation and increased stability.
Atherosclerosis.
2010 Sep; 212(1):252-9. doi:
10.1016/j.atherosclerosis.2010.05.022. [PMID: 20542512] - David Mischoulon, George I Papakostas, Christina M Dording, Amy H Farabaugh, Shamsah B Sonawalla, A Monica Agoston, Juliana Smith, Erin C Beaumont, Liat E Dahan, Jonathan E Alpert, Andrew A Nierenberg, Maurizio Fava. A double-blind, randomized controlled trial of ethyl-eicosapentaenoate for major depressive disorder.
The Journal of clinical psychiatry.
2009 Dec; 70(12):1636-44. doi:
10.4088/jcp.08m04603. [PMID: 19709502] - Steen B Haugaard, Allan Vaag, Huiling Mu, Sten Madsbad. Skeletal muscle structural lipids improve during weight-maintenance after a very low calorie dietary intervention.
Lipids in health and disease.
2009 Aug; 8(?):34. doi:
10.1186/1476-511x-8-34. [PMID: 19678948] - Ai Nagae, Megumi Fujita, Hiroo Kawarazaki, Hiromitu Matsui, Katsuyuki Ando, Toshiro Fujita. Effect of high fat loading in Dahl salt-sensitive rats.
Clinical and experimental hypertension (New York, N.Y. : 1993).
2009 Jul; 31(5):451-61. doi:
10.1080/10641960902825487. [PMID: 19811354] - Nerea Pérez-Echarri, Patricia Pérez-Matute, Beatriz Marcos-Gómez, J Alfredo Martínez, María J Moreno-Aliaga. Effects of eicosapentaenoic acid ethyl ester on visfatin and apelin in lean and overweight (cafeteria diet-fed) rats.
The British journal of nutrition.
2009 Apr; 101(7):1059-67. doi:
10.1017/s0007114508048307. [PMID: 18755047] - Satoshi Kajikawa, Tsuyoshi Harada, Akiko Kawashima, Kazunori Imada, Kiyoshi Mizuguchi. Highly purified eicosapentaenoic acid prevents the progression of hepatic steatosis by repressing monounsaturated fatty acid synthesis in high-fat/high-sucrose diet-fed mice.
Prostaglandins, leukotrienes, and essential fatty acids.
2009 Apr; 80(4):229-38. doi:
10.1016/j.plefa.2009.02.004. [PMID: 19328666] - Cai Song, Xiang Yang Zhang, Mehar Manku. Increased phospholipase A2 activity and inflammatory response but decreased nerve growth factor expression in the olfactory bulbectomized rat model of depression: effects of chronic ethyl-eicosapentaenoate treatment.
The Journal of neuroscience : the official journal of the Society for Neuroscience.
2009 Jan; 29(1):14-22. doi:
10.1523/jneurosci.3569-08.2009. [PMID: 19129380] - Mariko Morishita, Tomohiro Tanaka, Takayuki Shida, Kozo Takayama. Usefulness of colon targeted DHA and EPA as novel diabetes medications that promote intrinsic GLP-1 secretion.
Journal of controlled release : official journal of the Controlled Release Society.
2008 Dec; 132(2):99-104. doi:
10.1016/j.jconrel.2008.09.001. [PMID: 18804128] - Tomoyuki Higuchi, Nobuya Shirai, Masataka Saito, Hiramitsu Suzuki, Yasuo Kagawa. Levels of plasma insulin, leptin and adiponectin, and activities of key enzymes in carbohydrate metabolism in skeletal muscle and liver in fasted ICR mice fed dietary n-3 polyunsaturated fatty acids.
The Journal of nutritional biochemistry.
2008 Sep; 19(9):577-86. doi:
10.1016/j.jnutbio.2007.08.001. [PMID: 17911005] - Raewyn C Poulsen, Katherine H Gotlinger, Charles N Serhan, Marlena C Kruger. Identification of inflammatory and proresolving lipid mediators in bone marrow and their lipidomic profiles with ovariectomy and omega-3 intake.
American journal of hematology.
2008 Jun; 83(6):437-45. doi:
10.1002/ajh.21170. [PMID: 18429055] - Hiroyasu Naba, Chihaya Kakinuma, Shuhei Ohnishi, Takuo Ogihara. Improving effect of ethyl eicosapentanoate on statin-induced rhabdomyolysis in Eisai hyperbilirubinemic rats.
Biochemical and biophysical research communications.
2006 Feb; 340(1):215-20. doi:
10.1016/j.bbrc.2005.11.179. [PMID: 16364247] - Clemens von Schacky. A review of omega-3 ethyl esters for cardiovascular prevention and treatment of increased blood triglyceride levels.
Vascular health and risk management.
2006; 2(3):251-62. doi:
10.2147/vhrm.2006.2.3.251. [PMID: 17326331] - Eun Young Park, Hiroshi Murakami, Yasuki Matsumura. Effects of the addition of amino acids and peptides on lipid oxidation in a powdery model system.
Journal of agricultural and food chemistry.
2005 Oct; 53(21):8334-41. doi:
10.1021/jf058063u. [PMID: 16218685] - Norio Nakamura, Ryuichiro Kumasaka, Hiroshi Osawa, Hideaki Yamabe, Ken-Ichi Shirato, Takeshi Fujita, Rei-Ichi Murakami, Michiko Shimada, Masayuki Nakamura, Ken Okumura, Kei Hamazaki, Tomohito Hamazaki. Effects of eicosapentaenoic acids on oxidative stress and plasma fatty acid composition in patients with lupus nephritis.
In vivo (Athens, Greece).
2005 Sep; 19(5):879-82. doi:
NULL. [PMID: 16097442] - Eun Young Park, Hiroshi Murakami, Tomohiko Mori, Yasuki Matsumura. Effects of protein and peptide addition on lipid oxidation in powder model system.
Journal of agricultural and food chemistry.
2005 Jan; 53(1):137-44. doi:
10.1021/jf040221e. [PMID: 15631520] - Cai Song, David Horrobin. Omega-3 fatty acid ethyl-eicosapentaenoate, but not soybean oil, attenuates memory impairment induced by central IL-1beta administration.
Journal of lipid research.
2004 Jun; 45(6):1112-21. doi:
10.1194/jlr.m300526-jlr200. [PMID: 15060086] - Dang Diem Hong, Yoko Takahashi, Masay Kushiro, Takashi Ide. Divergent effects of eicosapentaenoic and docosahexaenoic acid ethyl esters, and fish oil on hepatic fatty acid oxidation in the rat.
Biochimica et biophysica acta.
2003 Nov; 1635(1):29-36. doi:
10.1016/j.bbalip.2003.10.003. [PMID: 14642774] - David Horrobin, M Rebecca Fokkema, Frits A J Muskiet. The effects on plasma, red cell and platelet fatty acids of taking 12 g/day of ethyl-eicosapentaenoate for 16 months: dihomogammalinolenic, arachidonic and docosahexaenoic acids and relevance to Inuit metabolism.
Prostaglandins, leukotrienes, and essential fatty acids.
2003 May; 68(5):301-4. doi:
10.1016/s0952-3278(03)00007-3. [PMID: 12711245] - Norio Ieiri, Osamu Hotta, Yoshio Taguma. Resolution of typical lipoprotein glomerulopathy by intensive lipid-lowering therapy.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
2003 Jan; 41(1):244-9. doi:
10.1053/ajkd.2003.50016. [PMID: 12500244] - Yukiko Mizutani, Yasuki Matsumura, Koreyoshi Imamura, Kazuhiro Nakanishi, Tomohiko Mori. Effects of water activity and lipid addition on secondary structure of zein in powder systems.
Journal of agricultural and food chemistry.
2003 Jan; 51(1):229-35. doi:
10.1021/jf0205007. [PMID: 12502413] - Asako Minami, Noriko Ishimura, Sadaichi Sakamoto, Eiko Takishita, Kazuaki Mawatari, Kazuko Okada, Yutaka Nakaya. Effect of eicosapentaenoic acid ethyl ester v. oleic acid-rich safflower oil on insulin resistance in type 2 diabetic model rats with hypertriacylglycerolaemia.
The British journal of nutrition.
2002 Feb; 87(2):157-62. doi:
10.1079/bjn2001496. [PMID: 11895168] - M Makino, N Oda, N Miura, S Imamura, K Yamamoto, T Kato, K Fujiwara, Y Sawai, K Iwase, A Nagasaka, M Itoh. Effect of eicosapentaenoic acid ethyl ester on hypothyroid function.
The Journal of endocrinology.
2001 Nov; 171(2):259-65. doi:
10.1677/joe.0.1710259. [PMID: 11691645] - M Tsushima. [Eicosapentaenoic acid].
Nihon rinsho. Japanese journal of clinical medicine.
2001 Mar; 59 Suppl 3(?):650-6. doi:
". [PMID: 11347148] - B S Lao, G Y Sheng, J M Fu, K W Wen, G Zhang, Y S Min. [A study on the contents of fat and fatty acids in five shellfishes].
Se pu = Chinese journal of chromatography.
2001 Mar; 19(2):137-40. doi:
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