MK886 (BioDeep_00001874702)
代谢物信息卡片
3-[3-Tert-butylsulfanyl-1-[(4-chlorophenyl)methyl]-5-propan-2-ylindol-2-yl]-2,2-dimethylpropanoic acid
化学式: C27H34ClNO2S (471.1999)
中文名称: MK-886
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)C1=CC2=C(C=C1)N(C(=C2SC(C)(C)C)CC(C)(C)C(=O)O)CC3=CC=C(C=C3)Cl
InChI: InChI=1S/C27H34ClNO2S/c1-17(2)19-10-13-22-21(14-19)24(32-26(3,4)5)23(15-27(6,7)25(30)31)29(22)16-18-8-11-20(28)12-9-18/h8-14,17H,15-16H2,1-7H3,(H,30,31)
描述信息
D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors
同义名列表
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
- Tingwan Du, Lian Xiang, Jingjing Zhang, Chunmei Yang, Wenxin Zhao, Jialu Li, Yong Zhou, Ling Ma. Vitamin D improves hepatic steatosis in NAFLD via regulation of fatty acid uptake and β-oxidation.
Frontiers in endocrinology.
2023; 14(?):1138078. doi:
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Medicine.
2020 Aug; 99(34):e21821. doi:
10.1097/md.0000000000021821. [PMID: 32846824] - Adriano Cleis Arruda, Mauro Sérgio Perilhão, Warley Almeida Santos, Marcos Fernandes Gregnani, Alexandre Budu, José Cesar Rosa Neto, Gabriel Rufino Estrela, Ronaldo Carvalho Araujo. PPARα-Dependent Modulation by Metformin of the Expression of OCT-2 and MATE-1 in the Kidney of Mice.
Molecules (Basel, Switzerland).
2020 Jan; 25(2):. doi:
10.3390/molecules25020392. [PMID: 31963528] - Shumei Ding, Jiajun Huang, Hongmei Qiu, Rongchun Chen, Jie Zhang, Bo Huang, Oumei Cheng, Qingsong Jiang. Effects of PPARs/20-HETE on the renal impairment under diabetic conditions.
Experimental cell research.
2019 09; 382(1):111455. doi:
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Chemico-biological interactions.
2019 Feb; 300(?):123-130. doi:
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Investigative ophthalmology & visual science.
2018 11; 59(13):5494-5508. doi:
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European journal of medicinal chemistry.
2018 Jun; 153(?):34-48. doi:
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European journal of medicinal chemistry.
2018 Jun; 153(?):2-28. doi:
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European journal of medicinal chemistry.
2018 Apr; 150(?):876-899. doi:
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Inflammopharmacology.
2018 Apr; 26(2):425-433. doi:
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Journal of natural products.
2017 03; 80(3):731-734. doi:
10.1021/acs.jnatprod.6b01126. [PMID: 28165233] - Anju Singh, Tabassum Rahman, Rose Bartiss, Alireza Arabshahi, Jeevan Prasain, Stephen Barnes, Florin Marcel Musteata, Timothy J Sellati. Lipoxin A4, a 5-lipoxygenase pathway metabolite, modulates immune response during acute respiratory tularemia.
Journal of leukocyte biology.
2017 02; 101(2):531-542. doi:
10.1189/jlb.4a0815-365rr. [PMID: 27630217] - Eric Murillo-Rodriguez. The Role of Nuclear Receptor PPARα in the Sleep-wake Cycle Modulation. A Tentative Approach for Treatment of Sleep Disorders.
Current drug delivery.
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Journal of natural products.
2016 Dec; 79(12):3127-3133. doi:
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Diabetologia.
2016 11; 59(11):2417-2425. doi:
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Brain research bulletin.
2016 10; 127(?):156-163. doi:
10.1016/j.brainresbull.2016.09.007. [PMID: 27646482] - Andreas Koeberle, Stefan A Laufer, Oliver Werz. Design and Development of Microsomal Prostaglandin E2 Synthase-1 Inhibitors: Challenges and Future Directions.
Journal of medicinal chemistry.
2016 07; 59(13):5970-86. doi:
10.1021/acs.jmedchem.5b01750. [PMID: 26791385] - Jana Gerstmeier, Marcia E Newcomer, Sophie Dennhardt, Erik Romp, Jana Fischer, Oliver Werz, Ulrike Garscha. 5-Lipoxygenase-activating protein rescues activity of 5-lipoxygenase mutations that delay nuclear membrane association and disrupt product formation.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2016 05; 30(5):1892-900. doi:
10.1096/fj.201500210r. [PMID: 26842853] - Martino Forino, Simona Pace, Giuseppina Chianese, Laura Santagostini, Markus Werner, Christina Weinigel, Silke Rummler, Gelsomina Fico, Oliver Werz, Orazio Taglialatela-Scafati. Humudifucol and Bioactive Prenylated Polyphenols from Hops (Humulus lupulus cv. "Cascade").
Journal of natural products.
2016 Mar; 79(3):590-7. doi:
10.1021/acs.jnatprod.5b01052. [PMID: 26918635] - Christoph Lehmann, Julia Homann, Ann-Katrin Ball, René Blöcher, Thea K Kleinschmidt, Devaraj Basavarajappa, Carlo Angioni, Nerea Ferreirós, Ann-Kathrin Häfner, Olof Rådmark, Ewgenij Proschak, Jesper Z Haeggström, Gerd Geisslinger, Michael J Parnham, Dieter Steinhilber, Astrid Stefanie Kahnt. Lipoxin and resolvin biosynthesis is dependent on 5-lipoxygenase activating protein.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2015 Dec; 29(12):5029-43. doi:
10.1096/fj.15-275487. [PMID: 26289316] - Yan Zhang, Yan Cui, Xiao-Li Wang, Xiang Shang, Zhi-Gang Qi, Jie Xue, Xi Zhao, Min Deng, Mei-Lin Xie. PPARα/γ agonists and antagonists differently affect hepatic lipid metabolism, oxidative stress and inflammatory cytokine production in steatohepatitic rats.
Cytokine.
2015 Sep; 75(1):127-35. doi:
10.1016/j.cyto.2015.05.031. [PMID: 26194065] - Dong Liu, Aigang Yang, Chongming Wu, Peng Guo, Peter Proksch, Wenhan Lin. Lipid-lowering effects of farnesylquinone and related analogues from the marine-derived Streptomyces nitrosporeus.
Bioorganic & medicinal chemistry letters.
2014 Nov; 24(22):5288-93. doi:
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Journal of natural products.
2014 Jun; 77(6):1445-51. doi:
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Experimental neurology.
2014 Jun; 256(?):7-16. doi:
10.1016/j.expneurol.2014.03.008. [PMID: 24681156] - Moon-Sun Kim, Kyoung-Tae Lee, Tristan J Iseli, Andrew J Hoy, Jacob George, Thomas Grewal, Basil D Roufogalis. Compound K modulates fatty acid-induced lipid droplet formation and expression of proteins involved in lipid metabolism in hepatocytes.
Liver international : official journal of the International Association for the Study of the Liver.
2013 Nov; 33(10):1583-93. doi:
10.1111/liv.12287. [PMID: 23998390] - Wolfgang Härtig, Dominik Michalski, Gudrun Seeger, Cornelia Voigt, Cornelius K Donat, Julia Dulin, Johannes Kacza, Jürgen Meixensberger, Thomas Arendt, Martin U Schuhmann. Impact of 5-lipoxygenase inhibitors on the spatiotemporal distribution of inflammatory cells and neuronal COX-2 expression following experimental traumatic brain injury in rats.
Brain research.
2013 Mar; 1498(?):69-84. doi:
10.1016/j.brainres.2012.12.022. [PMID: 23268351] - Jun-Li Ding, Zong-Guang Zhou, Xiang-Yu Zhou, Bin Zhou, Ling Wang, Rong Wang, Lan Zhan, Xiao-Feng Sun, Yuan Li. Attenuation of acute pancreatitis by peroxisome proliferator-activated receptor-α in rats: the effect on Toll-like receptor signaling pathways.
Pancreas.
2013 Jan; 42(1):114-22. doi:
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Toxicon : official journal of the International Society on Toxinology.
2013 Jan; 61(?):1-10. doi:
10.1016/j.toxicon.2012.10.002. [PMID: 23085190] - Nai-Wen Chang, Chen-Teng Wu, Dar-Ren Chen, Chung-Yi Yeh, Chingju Lin. High levels of arachidonic acid and peroxisome proliferator-activated receptor-alpha in breast cancer tissues are associated with promoting cancer cell proliferation.
The Journal of nutritional biochemistry.
2013 Jan; 24(1):274-81. doi:
10.1016/j.jnutbio.2012.06.005. [PMID: 22902323] - Shuso Takeda, Mari Harada, Shengzhong Su, Shunsuke Okajima, Hiroko Miyoshi, Kazutaka Yoshida, Hajime Nishimura, Yoshiko Okamoto, Toshiaki Amamoto, Kazuhito Watanabe, Curtis J Omiecinski, Hironori Aramaki. Induction of the fatty acid 2-hydroxylase (FA2H) gene by Δ(9)-tetrahydrocannabinol in human breast cancer cells.
The Journal of toxicological sciences.
2013; 38(2):305-8. doi:
10.2131/jts.38.305. [PMID: 23535410] - Josilene Fioravanti dos Santos, Gabriela Ravanelli de Oliveira-Pelegrin, Letícia Antunes Athayde, Maria José Alves da Rocha. An inhibitor of leukotriene synthesis affects vasopressin secretion following osmotic stimulus in rats.
Regulatory peptides.
2012 Nov; 179(1-3):6-9. doi:
10.1016/j.regpep.2012.08.012. [PMID: 22960410] - Leigh V Panlilio, Zuzana Justinova, Paola Mascia, Marco Pistis, Antonio Luchicchi, Salvatore Lecca, Chanel Barnes, Godfrey H Redhi, Jordan Adair, Stephen J Heishman, Sevil Yasar, Mano Aliczki, Jozsef Haller, Steven R Goldberg. Novel use of a lipid-lowering fibrate medication to prevent nicotine reward and relapse: preclinical findings.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2012 Jul; 37(8):1838-47. doi:
10.1038/npp.2012.31. [PMID: 22453137] - Yutaka Masuda, Dan Saotome, Kimihiko Takada, Katsuyoshi Sugimoto, Tomoyuki Sasaki, Hidemi Ishii. Peroxisome proliferator-activated receptor-alpha agonists repress expression of thrombin-activatable fibrinolysis inhibitor by decreasing transcript stability.
Thrombosis and haemostasis.
2012 Jul; 108(1):74-85. doi:
10.1160/th12-02-0101. [PMID: 22535242] - Jin-Lian Li, Qiao-Yun Wang, Hai-Yun Luan, Ze-Chun Kang, Chun-Bo Wang. Effects of L-carnitine against oxidative stress in human hepatocytes: involvement of peroxisome proliferator-activated receptor alpha.
Journal of biomedical science.
2012 Mar; 19(?):32. doi:
10.1186/1423-0127-19-32. [PMID: 22435679] - Caterina Scuderi, Marta Valenza, Claudia Stecca, Giuseppe Esposito, Maria Rosaria Carratù, Luca Steardo. Palmitoylethanolamide exerts neuroprotective effects in mixed neuroglial cultures and organotypic hippocampal slices via peroxisome proliferator-activated receptor-α.
Journal of neuroinflammation.
2012 Mar; 9(?):49. doi:
10.1186/1742-2094-9-49. [PMID: 22405189] - Yu Zhao, Wenhui Wang, Qi Wang, Xiaodong Zhang, Lihong Ye. Lipid metabolism enzyme 5-LOX and its metabolite LTB4 are capable of activating transcription factor NF-κB in hepatoma cells.
Biochemical and biophysical research communications.
2012 Feb; 418(4):647-51. doi:
10.1016/j.bbrc.2012.01.068. [PMID: 22293202] - Najah R Hadi, Fadhil G Al-amran, Ayad A Hussein. Effects of thyroid hormone analogue and a leukotrienes pathway-blocker on renal ischemia/reperfusion injury in mice.
BMC nephrology.
2011 Dec; 12(?):70. doi:
10.1186/1471-2369-12-70. [PMID: 22196041] - Thalita Freitas Martins, Carlos Artério Sorgi, Lúcia Helena Faccioli, Maria José Alves Rocha. Leukotriene synthesis inhibitor decreases vasopressin release in the early phase of sepsis.
Journal of neuroimmunology.
2011 Sep; 238(1-2):52-7. doi:
10.1016/j.jneuroim.2011.08.001. [PMID: 21885132] - Hongyu Yang, Yuan Dou, Xuehua Zheng, Yun Tan, Jiajun Cheng, Lu Li, Yue Du, Danyan Zhu, Yijia Lou. Cysteinyl leukotrienes synthesis is involved in aristolochic acid I-induced apoptosis in renal proximal tubular epithelial cells.
Toxicology.
2011 Sep; 287(1-3):38-45. doi:
10.1016/j.tox.2011.05.014. [PMID: 21658425] - Lisa Baumgartner, Silvio Sosa, Atanas G Atanasov, Antje Bodensieck, Nanang Fakhrudin, Julia Bauer, Giorgia Del Favero, Cristina Ponti, Elke H Heiss, Stefan Schwaiger, Angela Ladurner, Ute Widowitz, Roberto Della Loggia, Judith M Rollinger, Oliver Werz, Rudolf Bauer, Verena M Dirsch, Aurelia Tubaro, Hermann Stuppner. Lignan derivatives from Krameria lappacea roots inhibit acute inflammation in vivo and pro-inflammatory mediators in vitro.
Journal of natural products.
2011 Aug; 74(8):1779-86. doi:
10.1021/np200343t. [PMID: 21800856] - Fadhil G Al-Amran, Najah R Hadi, Ali M Hashim. Leukotriene biosynthesis inhibition ameliorates acute lung injury following hemorrhagic shock in rats.
Journal of cardiothoracic surgery.
2011 Jun; 6(?):81. doi:
10.1186/1749-8090-6-81. [PMID: 21649921] - Julia Bauer, Andreas Koeberle, Friederike Dehm, Federica Pollastro, Giovanni Appendino, Hinnak Northoff, Antonietta Rossi, Lidia Sautebin, Oliver Werz. Arzanol, a prenylated heterodimeric phloroglucinyl pyrone, inhibits eicosanoid biosynthesis and exhibits anti-inflammatory efficacy in vivo.
Biochemical pharmacology.
2011 Jan; 81(2):259-68. doi:
10.1016/j.bcp.2010.09.025. [PMID: 20933508] - Anna N Zagryazhskaya, Sabine C Lindner, Zoryana V Grishina, Svetlana I Galkina, Dieter Steinhilber, Galina F Sud'ina. Nitric oxide mediates distinct effects of various LPS chemotypes on phagocytosis and leukotriene synthesis in human neutrophils.
The international journal of biochemistry & cell biology.
2010 Jun; 42(6):921-31. doi:
10.1016/j.biocel.2010.01.025. [PMID: 20117233] - Yan Zhao, Manabu Okuyama, Hiroyuki Hashimoto, Yoshiaki Tagawa, Takahito Jomori, Baofeng Yang. Bezafibrate induces myotoxicity in human rhabdomyosarcoma cells via peroxisome proliferator-activated receptor alpha signaling.
Toxicology in vitro : an international journal published in association with BIBRA.
2010 Feb; 24(1):154-9. doi:
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Arteriosclerosis, thrombosis, and vascular biology.
2009 Nov; 29(11):1787-93. doi:
10.1161/atvbaha.109.193268. [PMID: 19608967] - L Antunes Athayde, G Ravanelli Oliveira-Pelegrin, A Nomizo, L H Faccioli, M J Alves Rocha. Blocking central leukotrienes synthesis affects vasopressin release during sepsis.
Neuroscience.
2009 Jun; 160(4):829-36. doi:
10.1016/j.neuroscience.2009.03.004. [PMID: 19285113] - Gul Daglar, Turgut Karaca, Yunus Nadi Yuksek, Ugur Gozalan, Filiz Akbiyik, Cenk Sokmensuer, Bora Gurel, Nuri Aydin Kama. Effect of montelukast and MK-886 on hepatic ischemia-reperfusion injury in rats.
The Journal of surgical research.
2009 May; 153(1):31-8. doi:
10.1016/j.jss.2008.02.052. [PMID: 18656901] - Fatemeh Sharifpanah, Maria Wartenberg, Madeleine Hannig, Hans-Michael Piper, Heinrich Sauer. Peroxisome proliferator-activated receptor alpha agonists enhance cardiomyogenesis of mouse ES cells by utilization of a reactive oxygen species-dependent mechanism.
Stem cells (Dayton, Ohio).
2008 Jan; 26(1):64-71. doi:
10.1634/stemcells.2007-0532. [PMID: 17951219] - Tom Hsun-Wei Huang, Van Hoan Tran, Basil D Roufogalis, Yuhao Li. Gypenoside XLIX, a naturally occurring gynosaponin, PPAR-alpha dependently inhibits LPS-induced tissue factor expression and activity in human THP-1 monocytic cells.
Toxicology and applied pharmacology.
2007 Jan; 218(1):30-6. doi:
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Naunyn-Schmiedeberg's archives of pharmacology.
2007 Jan; 374(4):275-82. doi:
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Journal of leukocyte biology.
2006 Dec; 80(6):1308-19. doi:
10.1189/jlb.0805488. [PMID: 16940329] - Li Li, Krishnan Prabhakaran, Xun Zhang, Joseph L Borowitz, Gary E Isom. PPARalpha-mediated upregulation of uncoupling protein-2 switches cyanide-induced apoptosis to necrosis in primary cortical cells.
Toxicological sciences : an official journal of the Society of Toxicology.
2006 Sep; 93(1):136-45. doi:
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Free radical biology & medicine.
2006 Aug; 41(4):579-89. doi:
10.1016/j.freeradbiomed.2006.04.030. [PMID: 16863991] - Yan Wang, Yan Wang, Qi Yang, Jiang Tao Yan, Chunxia Zhao, Katherine Cianflone, Dao Wen Wang. Effects of bezafibrate on the expression of endothelial nitric oxide synthase gene and its mechanisms in cultured bovine endothelial cells.
Atherosclerosis.
2006 Aug; 187(2):265-73. doi:
10.1016/j.atherosclerosis.2005.09.008. [PMID: 16256120] - Tom Hsun-Wei Huang, Yuhao Li, Valentina Razmovski-Naumovski, Van Hoan Tran, George Qian Li, Colin C Duke, Basil D Roufogalis. Gypenoside XLIX isolated from Gynostemma pentaphyllum inhibits nuclear factor-kappaB activation via a PPAR-alpha-dependent pathway.
Journal of biomedical science.
2006 Jul; 13(4):535-48. doi:
10.1007/s11373-006-9076-8. [PMID: 16525884] - Claudio Canetti, David M Aronoff, Mun Choe, Nicolas Flamand, Scott Wettlaufer, Galen B Toews, Gwo-Hsiao Chen, Marc Peters-Golden. Differential regulation by leukotrienes and calcium of Fc gamma receptor-induced phagocytosis and Syk activation in dendritic cells versus macrophages.
Journal of leukocyte biology.
2006 Jun; 79(6):1234-41. doi:
10.1189/jlb.0705374. [PMID: 16574771] - Anatoly L Mayburd, Alfredo Martlínez, Daniel Sackett, Huaitian Liu, Joanna Shih, Jordy Tauler, Ingalill Avis, James L Mulshine. Ingenuity network-assisted transcription profiling: Identification of a new pharmacologic mechanism for MK886.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2006 Mar; 12(6):1820-7. doi:
10.1158/1078-0432.ccr-05-2149. [PMID: 16551867] - J Jawien, M Gajda, M Rudling, L Mateuszuk, R Olszanecki, T J Guzik, T Cichocki, S Chlopicki, R Korbut. Inhibition of five lipoxygenase activating protein (FLAP) by MK-886 decreases atherosclerosis in apoE/LDLR-double knockout mice.
European journal of clinical investigation.
2006 Mar; 36(3):141-6. doi:
10.1111/j.1365-2362.2006.01606.x. [PMID: 16506957] - Tom Hsun-Wei Huang, Gang Peng, George Qian Li, Johji Yamahara, Basil D Roufogalis, Yuhao Li. Salacia oblonga root improves postprandial hyperlipidemia and hepatic steatosis in Zucker diabetic fatty rats: activation of PPAR-alpha.
Toxicology and applied pharmacology.
2006 Feb; 210(3):225-35. doi:
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Kidney international.
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Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
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International journal of immunopathology and pharmacology.
2005 Jul; 18(3):417-30. doi:
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Prostaglandins & other lipid mediators.
2005 Jan; 75(1-4):25-34. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
2004 Jan; 70(1):67-75. doi:
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The Journal of biological chemistry.
2003 Oct; 278(40):38188-93. doi:
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2003 Apr; 33(4):283-92. doi:
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2003 Mar; 138(3):193-203. doi:
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Biology of reproduction.
2002 Dec; 67(6):1796-803. doi:
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Critical care medicine.
2002 Oct; 30(10):2306-12. doi:
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Inflammation.
2002 Apr; 26(2):61-71. doi:
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Journal of the American Society of Nephrology : JASN.
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American journal of physiology. Heart and circulatory physiology.
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British journal of pharmacology.
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Carcinogenesis.
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Biochemical and biophysical research communications.
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The American journal of physiology.
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European journal of pharmacology.
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Proceedings of the National Academy of Sciences of the United States of America.
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