5-Oxoicosa-3,6,8-trienoic acid (BioDeep_00000185379)

   

human metabolite blood metabolite


代谢物信息卡片


5-Oxoicosa-3,6,8-trienoic acid

化学式: C20H32O3 (320.2351)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCCCCCC=CC=CC(=O)C=CCC(O)=O
InChI: InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h12-17H,2-11,18H2,1H3,(H,22,23)

描述信息

同义名列表

2 个代谢物同义名

5-Oxoicosa-3,6,8-trienoic acid; 5-Oxoicosa-3,6,8-trienoate



数据库引用编号

2 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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Si-Yang Fan, Hua-Wu Zeng, Yue-Hu Pei, Li Li, Ji Ye, Yue-Xin Pan, Ji-Gang Zhang, Xing Yuan, Wei-Dong Zhang. The anti-inflammatory activities of an extract and compounds isolated from Platycladus orientalis (Linnaeus) Franco in vitro and ex vivo. Journal of ethnopharmacology. 2012 Jun; 141(2):647-52. doi: 10.1016/j.jep.2011.05.019. [PMID: 21619922]
  • Luc H Boudreau, Jacques Maillet, Luc M LeBlanc, Jacques Jean-François, Mohamed Touaibia, Nicolas Flamand, Marc E Surette. Caffeic acid phenethyl ester and its amide analogue are potent inhibitors of leukotriene biosynthesis in human polymorphonuclear leukocytes. PloS one. 2012; 7(2):e31833. doi: 10.1371/journal.pone.0031833. [PMID: 22347509]
  • Undurti N Das, N Madhavi. Effect of polyunsaturated fatty acids on drug-sensitive and resistant tumor cells in vitro. Lipids in health and disease. 2011 Sep; 10(?):159. doi: 10.1186/1476-511x-10-159. [PMID: 21917129]
  • Oswald Quehenberger, Tomoya Yamashita, Aaron M Armando, Edward A Dennis, Wulf Palinski. Effect of gestational hypercholesterolemia and maternal immunization on offspring plasma eicosanoids. American journal of obstetrics and gynecology. 2011 Aug; 205(2):156.e15-25. doi: 10.1016/j.ajog.2011.03.044. [PMID: 21621186]
  • T Maaløe, E B Schmidt, M Svensson, I V Aardestrup, J H Christensen. The effect of n-3 polyunsaturated fatty acids on leukotriene B₄ and leukotriene B₅ production from stimulated neutrophil granulocytes in patients with chronic kidney disease. Prostaglandins, leukotrienes, and essential fatty acids. 2011 Jul; 85(1):37-41. doi: 10.1016/j.plefa.2011.04.004. [PMID: 21530211]
  • Huawu Zeng, Shengshan Dou, Jing Zhao, Siyang Fan, Xing Yuan, Shuanglai Zhu, Li Li, Weidong Zhang, Runhui Liu. The inhibitory activities of the components of Huang-Lian-Jie-Du-Tang (HLJDT) on eicosanoid generation via lipoxygenase pathway. Journal of ethnopharmacology. 2011 May; 135(2):561-8. doi: 10.1016/j.jep.2011.03.055. [PMID: 21466840]
  • Charles B Stephensen, Patrice Armstrong, John W Newman, Theresa L Pedersen, Jillian Legault, Gertrud U Schuster, Darshan Kelley, Susanna Vikman, Jaana Hartiala, Rami Nassir, Michael F Seldin, Hooman Allayee. ALOX5 gene variants affect eicosanoid production and response to fish oil supplementation. Journal of lipid research. 2011 May; 52(5):991-1003. doi: 10.1194/jlr.p012864. [PMID: 21296957]
  • Robert E Carroll, Richard V Benya, Danielle Kim Turgeon, Shaiju Vareed, Malloree Neuman, Luz Rodriguez, Madhuri Kakarala, Philip M Carpenter, Christine McLaren, Frank L Meyskens, Dean E Brenner. Phase IIa clinical trial of curcumin for the prevention of colorectal neoplasia. Cancer prevention research (Philadelphia, Pa.). 2011 Mar; 4(3):354-64. doi: 10.1158/1940-6207.capr-10-0098. [PMID: 21372035]
  • Philip W Connelly, Clive M Picardo, Philip M Potter, John F Teiber, Graham F Maguire, Dominic S Ng. Mouse serum paraoxonase-1 lactonase activity is specific for medium-chain length fatty acid lactones. Biochimica et biophysica acta. 2011 Jan; 1811(1):39-45. doi: 10.1016/j.bbalip.2010.10.002. [PMID: 21044894]
  • Mireille Basselin, Hyung-Wook Kim, Mei Chen, Kaizong Ma, Stanley I Rapoport, Robert C Murphy, Santiago E Farias. Lithium modifies brain arachidonic and docosahexaenoic metabolism in rat lipopolysaccharide model of neuroinflammation. Journal of lipid research. 2010 May; 51(5):1049-56. doi: 10.1194/jlr.m002469. [PMID: 20040630]
  • Markus Griesser, William E Boeglin, Takashi Suzuki, Claus Schneider. Convergence of the 5-LOX and COX-2 pathways: heme-catalyzed cleavage of the 5S-HETE-derived di-endoperoxide into aldehyde fragments. Journal of lipid research. 2009 Dec; 50(12):2455-62. doi: 10.1194/jlr.m900181-jlr200. [PMID: 19553698]
  • Puneet Puri, Michelle M Wiest, Onpan Cheung, Faridoddin Mirshahi, Carol Sargeant, Hae-Ki Min, Melissa J Contos, Richard K Sterling, Michael Fuchs, Huiping Zhou, Steven M Watkins, Arun J Sanyal. The plasma lipidomic signature of nonalcoholic steatohepatitis. Hepatology (Baltimore, Md.). 2009 Dec; 50(6):1827-38. doi: 10.1002/hep.23229. [PMID: 19937697]
  • Kazuhiko Kotani, Naoki Sakane, Yoshiko Sano, Kokoro Tsuzaki, Yukiyo Matsuoka, Kahori Egawa, Makiko Yoshimura, Chika Horikawa, Yoshinori Kitagawa, Yoshinobu Kiso, Satoshi Kimura, John Schulze, Jennifer Taing, Alejandro Gugliucci. Changes on the physiological lactonase activity of serum paraoxonase 1 by a diet intervention for weight loss in healthy overweight and obese women. Journal of clinical biochemistry and nutrition. 2009 Nov; 45(3):329-34. doi: 10.3164/jcbn.09-26. [PMID: 19902024]
  • Dimitrios Kirmizis, Dimitrios Chatzidimitriou. Pleiotropic vasoprotective effects of statins: the chicken or the egg?. Drug design, development and therapy. 2009 Sep; 3(?):191-204. doi: 10.2147/dddt.s5407. [PMID: 19920934]
  • Santiago E Farias, Mireille Basselin, Lisa Chang, Kim A Heidenreich, Stanley I Rapoport, Robert C Murphy. Formation of eicosanoids, E2/D2 isoprostanes, and docosanoids following decapitation-induced ischemia, measured in high-energy-microwaved rat brain. Journal of lipid research. 2008 Sep; 49(9):1990-2000. doi: 10.1194/jlr.m800200-jlr200. [PMID: 18503030]
  • Thomas G Brock. Capturing proteins that bind polyunsaturated fatty acids: demonstration using arachidonic acid and eicosanoids. Lipids. 2008 Feb; 43(2):161-9. doi: 10.1007/s11745-007-3136-3. [PMID: 18084788]
  • Miguel A Gijón, Simona Zarini, Robert C Murphy. Biosynthesis of eicosanoids and transcellular metabolism of leukotrienes in murine bone marrow cells. Journal of lipid research. 2007 Mar; 48(3):716-25. doi: 10.1194/jlr.m600508-jlr200. [PMID: 17179116]
  • George B Lenon, Charlie C L Xue, David F Story, Frank C K Thien, Sarah McPhee, Chun G Li. Inhibition of release of inflammatory mediators in primary and cultured cells by a Chinese herbal medicine formula for allergic rhinitis. Chinese medicine. 2007 Feb; 2(?):2. doi: 10.1186/1749-8546-2-2. [PMID: 17302969]
  • Francesca Sanna, Rosa Rita Bonatesta, Bruno Frongia, Sabrina Uda, Sebastiano Banni, Maria Paola Melis, Maria Collu, Clelia Madeddu, Roberto Serpe, Silvana Puddu, Giovanna Porcu, Sandra Dessì, Barbara Batetta. Production of inflammatory molecules in peripheral blood mononuclear cells from severely glucose-6-phosphate dehydrogenase-deficient subjects. Journal of vascular research. 2007; 44(4):253-63. doi: 10.1159/000100903. [PMID: 17361089]
  • L Cerioni, O Cantoni. ERK1/2 regulates two sequential steps promoting monocyte survival to peroxynitrite. Journal of cellular physiology. 2007 Jan; 210(1):177-82. doi: 10.1002/jcp.20837. [PMID: 16998804]
  • Cecilia Berg, Sven Hammarström, Helena Herbertsson, Eva Lindström, Ann-Charlotte Svensson, Mats Söderström, Pentti Tengvall, Torbjörn Bengtsson. Platelet-induced growth of human fibroblasts is associated with an increased expression of 5-lipoxygenase. Thrombosis and haemostasis. 2006 Nov; 96(5):652-9. doi: . [PMID: 17080223]
  • Ilaria Tommasini, Andrea Guidarelli, Letizia Palomba, Liana Cerioni, Orazio Cantoni. 5-Hydroxyeicosatetraenoic acid is a key intermediate of the arachidonate-dependent protective signaling in monocytes/macrophages exposed to peroxynitrite. Journal of leukocyte biology. 2006 Oct; 80(4):929-38. doi: 10.1189/jlb.0406240. [PMID: 16885503]
  • Petra Frohberg, Guntram Drutkowski, Ivonne Wobst. Monitoring eicosanoid biosynthesis via lipoxygenase and cyclooxygenase pathways in human whole blood by single HPLC run. Journal of pharmaceutical and biomedical analysis. 2006 Jun; 41(4):1317-24. doi: 10.1016/j.jpba.2006.02.046. [PMID: 16621414]
  • Hung Pham, Kao Vang, Vincent A Ziboh. Dietary gamma-linolenate attenuates tumor growth in a rodent model of prostatic adenocarcinoma via suppression of elevated generation of PGE(2) and 5S-HETE. Prostaglandins, leukotrienes, and essential fatty acids. 2006 Apr; 74(4):271-82. doi: 10.1016/j.plefa.2006.01.004. [PMID: 16567086]
  • M D Brown, C A Hart, E Gazi, S Bagley, N W Clarke. Promotion of prostatic metastatic migration towards human bone marrow stoma by Omega 6 and its inhibition by Omega 3 PUFAs. British journal of cancer. 2006 Mar; 94(6):842-53. doi: 10.1038/sj.bjc.6603030. [PMID: 16523199]
  • Claus Schneider, William E Boeglin, Huiyong Yin, Donald F Stec, Markus Voehler. Convergent oxygenation of arachidonic acid by 5-lipoxygenase and cyclooxygenase-2. Journal of the American Chemical Society. 2006 Jan; 128(3):720-1. doi: 10.1021/ja056517y. [PMID: 16417352]
  • Thomas G Brock, Robert W McNish, Peter Mancuso, Michael J Coffey, Marc Peters-Golden. Prolonged lipopolysaccharide inhibits leukotriene synthesis in peritoneal macrophages: mediation by nitric oxide and prostaglandins. Prostaglandins & other lipid mediators. 2003 Jul; 71(3-4):131-45. doi: 10.1016/s1098-8823(03)00036-4. [PMID: 14518557]
  • David Turgeon, Sarah Chouinard, Patrick Belanger, Serge Picard, Jean-Francois Labbe, Pierre Borgeat, Alain Belanger. Glucuronidation of arachidonic and linoleic acid metabolites by human UDP-glucuronosyltransferases. Journal of lipid research. 2003 Jun; 44(6):1182-91. doi: 10.1194/jlr.m300010-jlr200. [PMID: 12639971]
  • M El-Dakhakhny, N J Madi, N Lembert, H P T Ammon. Nigella sativa oil, nigellone and derived thymoquinone inhibit synthesis of 5-lipoxygenase products in polymorphonuclear leukocytes from rats. Journal of ethnopharmacology. 2002 Jul; 81(2):161-4. doi: 10.1016/s0378-8741(02)00051-x. [PMID: 12065147]
  • I Beck-Speier, N Dayal, E Karg, K L Maier, C Roth, A Ziesenis, J Heyder. Agglomerates of ultrafine particles of elemental carbon and TiO2 induce generation of lipid mediators in alveolar macrophages. Environmental health perspectives. 2001 Aug; 109 Suppl 4(?):613-8. doi: 10.1289/ehp.01109s4613. [PMID: 11544173]
  • J T O'Flaherty, B A Chadwell, M W Kearns, S Sergeant, L W Daniel. Protein kinases C translocation responses to low concentrations of arachidonic acid. The Journal of biological chemistry. 2001 Jul; 276(27):24743-50. doi: 10.1074/jbc.m101093200. [PMID: 11328812]
  • Y Kanaoka, A Maekawa, J F Penrose, K F Austen, B K Lam. Attenuated zymosan-induced peritoneal vascular permeability and IgE-dependent passive cutaneous anaphylaxis in mice lacking leukotriene C4 synthase. The Journal of biological chemistry. 2001 Jun; 276(25):22608-13. doi: 10.1074/jbc.m103562200. [PMID: 11319240]
  • . . . . doi: . [PMID: 15772423]