Icosa-2,4,6,8,10-pentaenoic acid (BioDeep_00000173749)

   

human metabolite blood metabolite natural product


代谢物信息卡片


Icosa-2,4,6,8,10-pentaenoic acid

化学式: C20H30O2 (302.224568)
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)O
InChI: InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h10-19H,2-9H2,1H3,(H,21,22)

描述信息

同义名列表

2 个代谢物同义名

Icosa-2,4,6,8,10-pentaenoic acid; Icosa-2,4,6,8,10-pentaenoate



数据库引用编号

4 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)

188 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

  • Jenna N Bowyer, Nathan Rout-Pitt, Peter A Bain, David A J Stone, Kathryn A Schuller. Dietary fish oil replacement with canola oil up-regulates glutathione peroxidase 1 gene expression in yellowtail kingfish (Seriola lalandi). Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology. 2012 Aug; 162(4):100-6. doi: 10.1016/j.cbpb.2012.04.002. [PMID: 22521527]
  • Sarah W Njoroge, Michael Laposata, Waddah Katrangi, Adam C Seegmiller. DHA and EPA reverse cystic fibrosis-related FA abnormalities by suppressing FA desaturase expression and activity. Journal of lipid research. 2012 Feb; 53(2):257-65. doi: 10.1194/jlr.m018101. [PMID: 22095831]
  • Hatice Hasturk, Alpdogan Kantarci, Thomas E Van Dyke. Paradigm shift in the pharmacological management of periodontal diseases. Frontiers of oral biology. 2012; 15(?):160-76. doi: 10.1159/000329678. [PMID: 22142963]
  • Juliana A Akinsete, Gabriela Ion, Theodore R Witte, W Elaine Hardman. Consumption of high ω-3 fatty acid diet suppressed prostate tumorigenesis in C3(1) Tag mice. Carcinogenesis. 2012 Jan; 33(1):140-8. doi: 10.1093/carcin/bgr238. [PMID: 22045025]
  • Gabriela Ion, Kayla Fazio, Juliana A Akinsete, W Elaine Hardman. Effects of canola and corn oil mimetic on Jurkat cells. Lipids in health and disease. 2011 Jun; 10(?):90. doi: 10.1186/1476-511x-10-90. [PMID: 21631947]
  • Douglas C McFarland, Sandra G Velleman, Jane E Pesall, Cynthia S Coy. Effect of lipids on avian satellite cell proliferation, differentiation and heparan sulfate proteoglycan expression. Comparative biochemistry and physiology. Part A, Molecular & integrative physiology. 2011 Jun; 159(2):188-95. doi: 10.1016/j.cbpa.2011.02.017. [PMID: 21356326]
  • Paola A Corsetto, Gigliola Montorfano, Stefania Zava, Ilaria E Jovenitti, Andrea Cremona, Bruno Berra, Angela M Rizzo. Effects of n-3 PUFAs on breast cancer cells through their incorporation in plasma membrane. Lipids in health and disease. 2011 May; 10(?):73. doi: 10.1186/1476-511x-10-73. [PMID: 21569413]
  • M C Kruger, M Coetzee, M Haag, H Weiler. Long-chain polyunsaturated fatty acids: selected mechanisms of action on bone. Progress in lipid research. 2010 Oct; 49(4):438-49. doi: 10.1016/j.plipres.2010.06.002. [PMID: 20600307]
  • Oscar Monroig, Xiaozhong Zheng, Sofia Morais, Michael J Leaver, John B Taggart, Douglas R Tocher. Multiple genes for functional 6 fatty acyl desaturases (Fad) in Atlantic salmon (Salmo salar L.): gene and cDNA characterization, functional expression, tissue distribution and nutritional regulation. Biochimica et biophysica acta. 2010 Sep; 1801(9):1072-81. doi: 10.1016/j.bbalip.2010.04.007. [PMID: 20403458]
  • F Geay, E Santigosa I Culi, C Corporeau, P Boudry, Y Dreano, L Corcos, N Bodin, M Vandeputte, J L Zambonino-Infante, D Mazurais, C L Cahu. Regulation of FADS2 expression and activity in European sea bass (Dicentrarchus labrax, L.) fed a vegetable diet. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology. 2010 Aug; 156(4):237-43. doi: 10.1016/j.cbpb.2010.03.008. [PMID: 20363355]
  • Elizabeth Manickam, Andrew J Sinclair, David Cameron-Smith. Suppressive actions of eicosapentaenoic acid on lipid droplet formation in 3T3-L1 adipocytes. Lipids in health and disease. 2010 Jun; 9(?):57. doi: 10.1186/1476-511x-9-57. [PMID: 20525346]
  • C Nguemeni, B Delplanque, C Rovère, N Simon-Rousseau, C Gandin, G Agnani, J L Nahon, C Heurteaux, N Blondeau. Dietary supplementation of alpha-linolenic acid in an enriched rapeseed oil diet protects from stroke. Pharmacological research. 2010 Mar; 61(3):226-33. doi: 10.1016/j.phrs.2009.12.007. [PMID: 20036742]
  • Chang Yeop Han, Atil Y Kargi, Mohamed Omer, Christina K Chan, Martin Wabitsch, Kevin D O'Brien, Thomas N Wight, Alan Chait. Differential effect of saturated and unsaturated free fatty acids on the generation of monocyte adhesion and chemotactic factors by adipocytes: dissociation of adipocyte hypertrophy from inflammation. Diabetes. 2010 Feb; 59(2):386-96. doi: 10.2337/db09-0925. [PMID: 19934003]
  • Karine H Hellemans, Jean-Claude Hannaert, Bart Denys, Knut R Steffensen, Cindy Raemdonck, Geert A Martens, Paul P Van Veldhoven, Jan-Ake Gustafsson, Daniel Pipeleers. Susceptibility of pancreatic beta cells to fatty acids is regulated by LXR/PPARalpha-dependent stearoyl-coenzyme A desaturase. PloS one. 2009 Sep; 4(9):e7266. doi: 10.1371/journal.pone.0007266. [PMID: 19787047]
  • Libin Xu, Todd A Davis, Ned A Porter. Rate constants for peroxidation of polyunsaturated fatty acids and sterols in solution and in liposomes. Journal of the American Chemical Society. 2009 Sep; 131(36):13037-44. doi: 10.1021/ja9029076. [PMID: 19705847]
  • Mélanie Plourde, Jennifer Tremblay-Mercier, Mélanie Fortier, Fabien Pifferi, Stephen C Cunnane. Eicosapentaenoic acid decreases postprandial beta-hydroxybutyrate and free fatty acid responses in healthy young and elderly. Nutrition (Burbank, Los Angeles County, Calif.). 2009 Mar; 25(3):289-94. doi: 10.1016/j.nut.2008.09.006. [PMID: 19036560]
  • Melanie Wirtitsch, Erich Roth, Thomas Bachleitner-Hofmann, Barbara Wessner, Sanda Sturlan. Omega-3 and omega-6 polyunsaturated fatty acids enhance arsenic trioxide efficacy in arsenic trioxide-resistant leukemic and solid tumor cells. Oncology research. 2009; 18(2-3):83-94. doi: 10.3727/096504009789954654. [PMID: 20066898]
  • H Staiger, J Wöll, C Haas, F Machicao, E D Schleicher, A Fritsche, N Stefan, H-U Häring. Selective association of plasma non-esterified fatty acid species with circulating interleukin-8 concentrations in humans. Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association. 2009 Jan; 117(1):21-7. doi: 10.1055/s-0028-1085459. [PMID: 19053024]
  • Meidui Dong, Terry H Walker. Production and recovery of polyunsaturated fatty acids-added lipids from fermented canola. Bioresource technology. 2008 Nov; 99(17):8504-6. doi: 10.1016/j.biortech.2008.03.033. [PMID: 18474423]
  • Peter J H Jones, Isabelle Demonty, Yen-Ming Chan, Yael Herzog, Dori Pelled. Fish-oil esters of plant sterols differ from vegetable-oil sterol esters in triglycerides lowering, carotenoid bioavailability and impact on plasminogen activator inhibitor-1 (PAI-1) concentrations in hypercholesterolemic subjects. Lipids in health and disease. 2007 Oct; 6(?):28. doi: 10.1186/1476-511x-6-28. [PMID: 17961204]
  • Howard G Damude, Anthony J Kinney. Engineering oilseed plants for a sustainable, land-based source of long chain polyunsaturated fatty acids. Lipids. 2007 Apr; 42(3):179-85. doi: 10.1007/s11745-007-3049-1. [PMID: 17393224]
  • J Khoury, T Henriksen, I Seljeflot, L Mørkrid, K F Frøslie, S Tonstad. Effects of an antiatherogenic diet during pregnancy on markers of maternal and fetal endothelial activation and inflammation: the CARRDIP study. BJOG : an international journal of obstetrics and gynaecology. 2007 Mar; 114(3):279-88. doi: 10.1111/j.1471-0528.2006.01187.x. [PMID: 17217362]
  • Jane A Read, Philip J Beale, Dianne H Volker, Narelle Smith, Annabel Childs, Stephen J Clarke. Nutrition intervention using an eicosapentaenoic acid (EPA)-containing supplement in patients with advanced colorectal cancer. Effects on nutritional and inflammatory status: a phase II trial. Supportive care in cancer : official journal of the Multinational Association of Supportive Care in Cancer. 2007 Mar; 15(3):301-7. doi: 10.1007/s00520-006-0153-3. [PMID: 17021855]
  • Wen Liu, Dazhe Cao, Sungwhan F Oh, Charles N Serhan, Richard J Kulmacz. Divergent cyclooxygenase responses to fatty acid structure and peroxide level in fish and mammalian prostaglandin H synthases. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2006 Jun; 20(8):1097-108. doi: 10.1096/fj.05-5273com. [PMID: 16770009]
  • Yvon A Carpentier, David Fontaine, Anne Otto, Laurence Portois, Jeanine Fontaine, Willy J Malaisse. Sustained enrichment of liver phospholipids and triglycerides in eicosapentaenoate after a bolus intravenous injection of a medium-chain triglycerides:fish oil emulsion to streptozotocin (Type 1) and Goto-Kakizaki (Type 2) diabetic rats. International journal of molecular medicine. 2006 Apr; 17(4):643-7. doi: 10.3892/ijmm.17.4.643. [PMID: 16525722]
  • 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]
  • A Seidel, T Gueck, H Fuhrmann. The Influence of long-chain polyunsaturated fatty acids on total lipid fatty acid composition of a canine mastocytoma cell line. Journal of veterinary medicine. A, Physiology, pathology, clinical medicine. 2005 Jun; 52(5):219-24. doi: 10.1111/j.1439-0442.2005.00711.x. [PMID: 15943605]
  • P D Burns, T E Engle, M A Harris, R M Enns, J C Whittier. Effect of fish meal supplementation on plasma and endometrial fatty acid composition in nonlactating beef cows. Journal of animal science. 2003 Nov; 81(11):2840-6. doi: 10.2527/2003.81112840x. [PMID: 14601888]
  • Hidetaka Kobayashi, Mitsuru Yoshida, Kazuo Miyashita. Comparative study of the product components of lipid oxidation in aqueous and organic systems. Chemistry and physics of lipids. 2003 Nov; 126(1):111-20. doi: 10.1016/s0009-3084(03)00095-1. [PMID: 14580715]
  • A Nkondjock, B Shatenstein, P Maisonneuve, P Ghadirian. Specific fatty acids and human colorectal cancer: an overview. Cancer detection and prevention. 2003; 27(1):55-66. doi: 10.1016/s0361-090x(02)00179-4. [PMID: 12600418]
  • Beata Sulikowska, Jacek Manitius, Tomasz Niewegłowski, Wiesława Szydłowska-łysiak, Bolesław Rutkowski. [The effect of therapy with small doses of mega-3 polyunsaturated fatty acid on renal reserve and metabolic disturbances in patients with primary IGA glomerulopathy]. Polskie Archiwum Medycyny Wewnetrznej. 2002 Aug; 108(2):753-60. doi: NULL. [PMID: 12476895]
  • Marie Kunesová, Vojtech Hainer, Eva Tvrzicka, Stephen D Phinney, Vladimir Stich, Jana Parízková, Ales Zák, Albert J Stunkard. Assessment of dietary and genetic factors influencing serum and adipose fatty acid composition in obese female identical twins. Lipids. 2002 Jan; 37(1):27-32. doi: 10.1007/s11745-002-0860-z. [PMID: 11876260]
  • J V Higdon, S H Du, Y S Lee, T Wu, R C Wander. Supplementation of postmenopausal women with fish oil does not increase overall oxidation of LDL ex vivo compared to dietary oils rich in oleate and linoleate. Journal of lipid research. 2001 Mar; 42(3):407-18. doi: 10.1016/s0022-2275(20)31665-5. [PMID: 11254753]
  • M Tsushima. [Eicosapentaenoic acid]. Nihon rinsho. Japanese journal of clinical medicine. 2001 Mar; 59 Suppl 3(?):650-6. doi: ". [PMID: 11347148]
  • J H Holmes, I Kanfer, H Zwarenstein. Effect of benzodiazepine derivatives on human blood cholinesterase in vitro. Research communications in chemical pathology and pharmacology. 1978 Aug; 21(2):367-70. doi: . [PMID: 29327]