ethyl docosahexaenate (BioDeep_00000272783)
代谢物信息卡片
ethyl docosahexaenate
化学式: C24H36O2 (356.2715)
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=CC(=O)OCC
InChI:
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)
0 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 |
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文献列表
- Chen Fan, Lijiao Wen, Xueli Cao. A biphasic system based on guanidinium ionic liquid: Preparative separation of eicosapentaenoic acid ethyl ester and docosahexaenoic acid ethyl ester by countercurrent chromatography.
Journal of chromatography. A.
2020 May; 1618(?):460872. doi:
10.1016/j.chroma.2020.460872. [PMID: 31959458] - Ahmed A Daak, Carlton D Dampier, Beng Fuh, Julie Kanter, Ofelia A Alvarez, L Vandy Black, Melissa A McNaull, Michael U Callaghan, Alex George, Lynne Neumayr, Lee M Hilliard, Fredrick Sancilio, Adrian L Rabinowicz, Matthew M Heeney. Double-blind, randomized, multicenter phase 2 study of SC411 in children with sickle cell disease (SCOT trial).
Blood advances.
2018 08; 2(15):1969-1979. doi:
10.1182/bloodadvances.2018021444. [PMID: 30097463] - Anna Lindblom, Cecilia Ericsson, Therese Hagstedt, Ann Kjellstedt, Jan Oscarsson, Nicholas D Oakes. Uptake and tissue accretion of orally administered free carboxylic acid as compared to ethyl ester form of docosahexaenoic acid (DHA) in the rat.
PloS one.
2018; 13(8):e0201367. doi:
10.1371/journal.pone.0201367. [PMID: 30071037] - Irina Dahms, Paul Beilstein, Kimberly Bonnette, Norman Salem. Safety of docosahexaenoic acid (DHA) administered as DHA ethyl ester in a 9-month toxicity study in dogs.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2016 Jun; 92(?):50-7. doi:
10.1016/j.fct.2016.03.024. [PMID: 27036332] - Ichiro Tatsuno, Yasushi Saito, Kentarou Kudou, Jun Ootake. Efficacy and safety of TAK-085 compared with eicosapentaenoic acid in Japanese subjects with hypertriglyceridemia undergoing lifestyle modification: the omega-3 fatty acids randomized double-blind (ORD) study.
Journal of clinical lipidology.
2013 May; 7(3):199-207. doi:
10.1016/j.jacl.2013.01.006. [PMID: 23725919] - Xiao Tang, Zhao-Jie Li, Jie Xu, Yong Xue, Jin-Zhang Li, Jing-Feng Wang, Teruyoshi Yanagita, Chang-Hu Xue, Yu-Ming Wang. Short term effects of different omega-3 fatty acid formulation on lipid metabolism in mice fed high or low fat diet.
Lipids in health and disease.
2012 Jul; 11(?):70. doi:
10.1186/1476-511x-11-70. [PMID: 22676394] - Kazem Sharifi, Yusuke Morihiro, Motoko Maekawa, Yuki Yasumoto, Hisae Hoshi, Yasuhiro Adachi, Tomoo Sawada, Nobuko Tokuda, Hisatake Kondo, Takeo Yoshikawa, Michiyasu Suzuki, Yuji Owada. FABP7 expression in normal and stab-injured brain cortex and its role in astrocyte proliferation.
Histochemistry and cell biology.
2011 Nov; 136(5):501-13. doi:
10.1007/s00418-011-0865-4. [PMID: 21938553] - 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] - Tine M Comhair, Sonia C Garcia Caraballo, Cornelis Hc Dejong, Wouter H Lamers, S Eleonore Köhler. Dietary cholesterol, female gender and n-3 fatty acid deficiency are more important factors in the development of non-alcoholic fatty liver disease than the saturation index of the fat.
Nutrition & metabolism.
2011 Jan; 8(?):4. doi:
10.1186/1743-7075-8-4. [PMID: 21261989] - Manuela Martinez, Natalia Ichaso, Fernando Setien, Nuria Durany, Xiao Qiu, William Roesler. The Δ4-desaturation pathway for DHA biosynthesis is operative in the human species: differences between normal controls and children with the Zellweger syndrome.
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2010 Sep; 9(?):98. doi:
10.1186/1476-511x-9-98. [PMID: 20828389] - Hideaki Kabuto, Masao Amakawa, Mitsumasa Mankura, Tomoko T Yamanushi, Akitane Mori. Docosahexaenoic acid ethyl ester enhances 6-hydroxydopamine-induced neuronal damage by induction of lipid peroxidation in mouse striatum.
Neurochemical research.
2009 Jul; 34(7):1299-303. doi:
10.1007/s11064-008-9909-0. [PMID: 19219632] - Karin Engström, Ann-Sofie Saldeen, Baichun Yang, Jawahar L Mehta, Tom Saldeen. Effect of fish oils containing different amounts of EPA, DHA, and antioxidants on plasma and brain fatty acids and brain nitric oxide synthase activity in rats.
Upsala journal of medical sciences.
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10.3109/03009730903268958. [PMID: 19961266] - 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] - R C Poulsen, E C Firth, C W Rogers, P J Moughan, M C Kruger. Specific effects of gamma-linolenic, eicosapentaenoic, and docosahexaenoic ethyl esters on bone post-ovariectomy in rats.
Calcified tissue international.
2007 Dec; 81(6):459-71. doi:
10.1007/s00223-007-9080-7. [PMID: 18008020] - Ken D Stark, Sun-Young Lim, Norman Salem. Docosahexaenoic acid and n-6 docosapentaenoic acid supplementation alter rat skeletal muscle fatty acid composition.
Lipids in health and disease.
2007 Apr; 6(?):13. doi:
10.1186/1476-511x-6-13. [PMID: 17459159] - Maryam Rakhshandehroo, Linda M Sanderson, Merja Matilainen, Rinke Stienstra, Carsten Carlberg, Philip J de Groot, Michael Müller, Sander Kersten. Comprehensive analysis of PPARalpha-dependent regulation of hepatic lipid metabolism by expression profiling.
PPAR research.
2007; 2007(?):26839. doi:
10.1155/2007/26839. [PMID: 18288265] - Dehua Cao, Chen Zhou, Liping Sun, Renhao Xue, Jun Xu, Zhili Liu. Chronic administration of ethyl docosahexaenoate reduces gerbil brain eicosanoid productions following ischemia and reperfusion.
The Journal of nutritional biochemistry.
2006 Apr; 17(4):234-41. doi:
10.1016/j.jnutbio.2005.04.006. [PMID: 16098734] - 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] - Dehua Cao, Mei Li, Renhao Xue, Weifa Zheng, Zhili Liu, Xiaomei Wang. Chronic administration of ethyl docosahexaenoate decreases mortality and cerebral edema in ischemic gerbils.
Life sciences.
2005 Nov; 78(1):74-81. doi:
10.1016/j.lfs.2005.04.083. [PMID: 16214179] - Alfonso Valenzuela, Viviana Valenzuela, Julio Sanhueza, Susana Nieto. Effect of supplementation with docosahexaenoic acid ethyl ester and sn-2 docosahexaenyl monoacylglyceride on plasma and erythrocyte fatty acids in rats.
Annals of nutrition & metabolism.
2005 Jan; 49(1):49-53. doi:
10.1159/000084177. [PMID: 15735367] - Rainer Breitling. Pathogenesis of peroxisomal deficiency disorders (Zellweger syndrome) may be mediated by misregulation of the GABAergic system via the diazepam binding inhibitor.
BMC pediatrics.
2004 Mar; 4(?):5. doi:
10.1186/1471-2431-4-5. [PMID: 15102341] - Takashi Ide, Yoko Takahashi, Masayo Kushiro, Masayoshi Tachibana, Yoshibumi Matsushima. Effect of n-3 fatty acids on serum lipid levels and hepatic fatty acid metabolism in BALB/c.KOR-Apoeshl mice deficient in apolipoprotein E expression.
The Journal of nutritional biochemistry.
2004 Mar; 15(3):169-78. doi:
10.1016/j.jnutbio.2003.11.001. [PMID: 15023399] - Navaede Siddiqui, Julia Sim, Christopher J L Silwood, Harold Toms, Richard A Iles, Martin Grootveld. Multicomponent analysis of encapsulated marine oil supplements using high-resolution 1H and 13C NMR techniques.
Journal of lipid research.
2003 Dec; 44(12):2406-27. doi:
10.1194/jlr.d300017-jlr200. [PMID: 12951369] - 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] - Alvin Berger, David M Mutch, J Bruce German, Matthew A Roberts. Dietary effects of arachidonate-rich fungal oil and fish oil on murine hepatic and hippocampal gene expression.
Lipids in health and disease.
2002 Oct; 1(?):2. doi:
10.1186/1476-511x-1-2. [PMID: 12617750] - Sun-Young Lim, Hiramitsu Suzuki. Dose-response effect of docosahexaenoic acid ethyl ester on maze behavior and brain fatty acid composition in adult mice.
International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition.
2002 Mar; 72(2):77-84. doi:
10.1024/0300-9831.72.2.77. [PMID: 11944198] - P Green, S Glozman, L Weiner, E Yavin. Enhanced free radical scavenging and decreased lipid peroxidation in the rat fetal brain after treatment with ethyl docosahexaenoate.
Biochimica et biophysica acta.
2001 Jun; 1532(3):203-12. doi:
10.1016/s1388-1981(01)00132-9. [PMID: 11470241] - K Umegaki, M Hashimoto, H Yamasaki, Y Fujii, M Yoshimura, A Sugisawa, K Shinozuka. Docosahexaenoic acid supplementation-increased oxidative damage in bone marrow DNA in aged rats and its relation to antioxidant vitamins.
Free radical research.
2001 Apr; 34(4):427-35. doi:
10.1080/10715760100300361. [PMID: 11328678] - M Martinez. Restoring the DHA levels in the brains of Zellweger patients.
Journal of molecular neuroscience : MN.
2001 Apr; 16(2-3):309-16; discussion 317. doi:
10.1385/jmn:16:2-3:309. [PMID: 11478386] - P Green, S Glozman, E Yavin. Ethyl docosahexaenoate-associated decrease in fetal brain lipid peroxide production is mediated by activation of prostanoid and nitric oxide pathways.
Biochimica et biophysica acta.
2001 Mar; 1531(1-2):156-64. doi:
10.1016/s1388-1981(01)00101-9. [PMID: 11278180] - J H Song, T Miyazawa. Enhanced level of n-3 fatty acid in membrane phospholipids induces lipid peroxidation in rats fed dietary docosahexaenoic acid oil.
Atherosclerosis.
2001 Mar; 155(1):9-18. doi:
10.1016/s0021-9150(00)00523-2. [PMID: 11223421] - P Hung, J Y Gu, S Kaku, S Yunoki, K Ohkura, I Ikeda, H Tachibana, M Sugano, K Yazawa, K Yamada. Dietary effects of eicosapentaenoic and docosahexaenoic acid esters on lipid metabolism and immune parameters in Sprague-Dawley rats.
Bioscience, biotechnology, and biochemistry.
2000 Dec; 64(12):2588-93. doi:
10.1271/bbb.64.2588. [PMID: 11210121] - G Calviello, P Palozza, F Di Nicuolo, N Maggiano, G M Bartoli. n-3 PUFA dietary supplementation inhibits proliferation and store-operated calcium influx in thymoma cells growing in Balb/c mice.
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The British journal of nutrition.
1999 Dec; 82(6):481-8. doi:
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Thrombosis research.
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Biological & pharmaceutical bulletin.
1998 Jun; 21(6):558-64. doi:
10.1248/bpb.21.558. [PMID: 9657037] - S Glozman, P Green, E Yavin. Intraamniotic ethyl docosahexaenoate administration protects fetal rat brain from ischemic stress.
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1998 Jun; 70(6):2484-91. doi:
10.1046/j.1471-4159.1998.70062484.x. [PMID: 9603213] - P A Marignani, R J Sebaldt. The formation of diradylglycerol molecular species in murine peritoneal macrophages varies dose-dependently with dietary purified eicosapentaenoic and docosahexaenoic ethyl esters.
The Journal of nutrition.
1996 Nov; 126(11):2738-45. doi:
10.1093/jn/126.11.2738. [PMID: 8914943] - K H Fowler, R S Chapkin, D N McMurray. Effects of purified dietary n-3 ethyl esters on murine T lymphocyte function.
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