20-Hydroxyeicosatetraenic acid (BioDeep_00000175060)
human metabolite blood metabolite
代谢物信息卡片
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: OCCCCCCCCCCCC=CC=CC=CC=CC(O)=O
InChI: InChI=1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)23/h4,6,8,10,12,14,16,18,21H,1-3,5,7,9,11,13,15,17,19H2,(H,22,23)
描述信息
同义名列表
数据库引用编号
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 |
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文献列表
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Gene.
2012 Sep; 505(2):352-9. doi:
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Biochemical pharmacology.
2012 Aug; 84(4):571-9. doi:
10.1016/j.bcp.2012.05.012
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10.1016/j.prostaglandins.2011.11.007
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European journal of pharmacology.
2012 Jul; 686(1-3):97-103. doi:
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Atherosclerosis.
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European journal of pharmacology.
2012 May; 683(1-3):246-51. doi:
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Atherosclerosis.
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Stroke.
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Arthritis research & therapy.
2011 Jul; 13(4):R123. doi:
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The Biochemical journal.
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Free radical biology & medicine.
2011 Jun; 50(12):1787-93. doi:
10.1016/j.freeradbiomed.2011.03.019
. [PMID: 21420490] - I J Tsai, K D Croft, I B Puddey, L J Beilin, A Barden. 20-Hydroxyeicosatetraenoic acid synthesis is increased in human neutrophils and platelets by angiotensin II and endothelin-1.
American journal of physiology. Heart and circulatory physiology.
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Experimental physiology.
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Drug metabolism and disposition: the biological fate of chemicals.
2011 Jan; 39(1):22-9. doi:
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PloS one.
2011; 6(10):e26063. doi:
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Clinics (Sao Paulo, Brazil).
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Analytical chemistry.
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Journal of oncology.
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The Journal of steroid biochemistry and molecular biology.
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Free radical biology & medicine.
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Antioxidants & redox signaling.
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Experimental biology and medicine (Maywood, N.J.).
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Hypertension (Dallas, Tex. : 1979).
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The Journal of steroid biochemistry and molecular biology.
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Free radical biology & medicine.
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Hypertension (Dallas, Tex. : 1979).
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Kidney international.
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American journal of physiology. Renal physiology.
2009 Oct; 297(4):F875-84. doi:
10.1152/ajprenal.00364.2009
. [PMID: 19675180] - Cristiano Fava, Martina Montagnana, Olle Melander. Overexpression of cytochrome P450 4F2 in mice increases 20-hydroxyeicosatetraenoic acid production and arterial blood pressure.
Kidney international.
2009 Oct; 76(8):913; author reply 913-4. doi:
10.1038/ki.2009.281
. [PMID: 19789547] - Raymond C S Seet, Chung-Yung J Lee, Erle C H Lim, Amy M L Quek, Leonard L L Yeo, Shan-Hong Huang, Barry Halliwell. Oxidative damage in dengue fever.
Free radical biology & medicine.
2009 Aug; 47(4):375-80. doi:
10.1016/j.freeradbiomed.2009.04.035
. [PMID: 19427377] - Alwena H Morgan, Vincent Dioszeghy, Benjamin H Maskrey, Christopher P Thomas, Stephen R Clark, Sara A Mathie, Clare M Lloyd, Hartmut Kühn, Nicholas Topley, Barbara C Coles, Philip R Taylor, Simon A Jones, Valerie B O'Donnell. Phosphatidylethanolamine-esterified eicosanoids in the mouse: tissue localization and inflammation-dependent formation in Th-2 disease.
The Journal of biological chemistry.
2009 Aug; 284(32):21185-91. doi:
10.1074/jbc.m109.021634
. [PMID: 19531470] - Yi Zhang, Jason H Y Wu, Janine J Vickers, Sharon L H Ong, Suzanna E L Temple, Trevor A Mori, Kevin D Croft, Judith A Whitworth. The role of 20-hydroxyeicosatetraenoic acid in adrenocorticotrophic hormone and dexamethasone-induced hypertension.
Journal of hypertension.
2009 Aug; 27(8):1609-16. doi:
10.1097/hjh.0b013e32832cc56c
. [PMID: 19458537] - Yiqiang Cai. Arachidonic acid cytochrome P450 4F2 in hypertension: what can we learn from a transgenic mouse model??.
Kidney international.
2009 Jun; 75(12):1253-1254. doi:
10.1038/ki.2009.82
. [PMID: 19483747] - Xiaoliang Liu, Yanyan Zhao, Luzeng Wang, Xianghong Yang, Zhihong Zheng, Yuanyuan Zhang, Fangjie Chen, Hong Liu. Overexpression of cytochrome P450 4F2 in mice increases 20-hydroxyeicosatetraenoic acid production and arterial blood pressure.
Kidney international.
2009 Jun; 75(12):1288-1296. doi:
10.1038/ki.2009.67
. [PMID: 19279555] - Chung-Yung Jetty Lee, Helen B Isaac, Shan Hong Huang, Lee Hua Long, Huansong Wang, Jan Gruber, Choon Nam Ong, Ronan P Kelly, Barry Halliwell. Limited antioxidant effect after consumption of a single dose of tomato sauce by young males, despite a rise in plasma lycopene.
Free radical research.
2009 Jun; 43(6):622-8. doi:
10.1080/10715760902942816
. [PMID: 19437211] - Sandra J Hamilton, Gerard T Chew, Gerald F Watts. Coenzyme Q10 improves endothelial dysfunction in statin-treated type 2 diabetic patients.
Diabetes care.
2009 May; 32(5):810-2. doi:
10.2337/dc08-1736
. [PMID: 19228872] - O Tornavaca, G Pascual, M L Barreiro, M T Grande, A Carretero, M Riera, E Garcia-Arumi, B Bardaji, M González-Núñez, M A Montero, J M López-Novoa, A Meseguer. Kidney androgen-regulated protein transgenic mice show hypertension and renal alterations mediated by oxidative stress.
Circulation.
2009 Apr; 119(14):1908-17. doi:
10.1161/circulationaha.108.808543
. [PMID: 19332469] - Chung-Yung J Lee, Raymond C S Seet, Shan Hong Huang, Lee Hua Long, Barry Halliwell. Different patterns of oxidized lipid products in plasma and urine of dengue fever, stroke, and Parkinson's disease patients: cautions in the use of biomarkers of oxidative stress.
Antioxidants & redox signaling.
2009 Mar; 11(3):407-20. doi:
10.1089/ars.2008.2179
. [PMID: 18785817] - Kevin R Regner, Anna Zuk, Scott K Van Why, Brian D Shames, Robert P Ryan, John R Falck, Vijay L Manthati, Meghan E McMullen, Steven R Ledbetter, Richard J Roman. Protective effect of 20-HETE analogues in experimental renal ischemia reperfusion injury.
Kidney international.
2009 Mar; 75(5):511-7. doi:
10.1038/ki.2008.600
. [PMID: 19052533] - Xiaofang Wang, Peter C Harris, Stefan Somlo, Daniel Batlle, Vicente E Torres. Effect of calcium-sensing receptor activation in models of autosomal recessive or dominant polycystic kidney disease.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2009 Feb; 24(2):526-34. doi:
10.1093/ndt/gfn527
. [PMID: 18826972] - Su Wang, Fei Meng, Jingyuan Xu, Yuchun Gu. Effects of lipids on ENaC activity in cultured mouse cortical collecting duct cells.
The Journal of membrane biology.
2009 Jan; 227(2):77-85. doi:
10.1007/s00232-008-9145-1
. [PMID: 19122972] - M H M Yousif, I F Benter, K M J Dunn, A J Dahly-Vernon, S Akhtar, R J Roman. Role of 20-hydroxyeicosatetraenoic acid in altering vascular reactivity in diabetes.
Autonomic & autacoid pharmacology.
2009 Jan; 29(1-2):1-12. doi:
10.1111/j.1474-8673.2009.00426.x
. [PMID: 19302551] - Graziano Riccioni, Alessandra Zanasi, Nicola Vitulano, Barbara Mancini, Nicolantonio D'Orazio. Leukotrienes in atherosclerosis: new target insights and future therapy perspectives.
Mediators of inflammation.
2009; 2009(?):737282. doi:
10.1155/2009/737282
. [PMID: 20150962] - Jan Michael Williams, Albert Sarkis, Kimberly M Hoagland, Katherine Fredrich, Robert P Ryan, Carol Moreno, Bernardo Lopez, Jozef Lazar, Francisco J Fenoy, Mukut Sharma, Michael R Garrett, Howard J Jacob, Richard J Roman. Transfer of the CYP4A region of chromosome 5 from Lewis to Dahl S rats attenuates renal injury.
American journal of physiology. Renal physiology.
2008 Dec; 295(6):F1764-77. doi:
10.1152/ajprenal.90525.2008
. [PMID: 18842817] - Beshay N M Zordoky, Mona E Aboutabl, Ayman O S El-Kadi. Modulation of cytochrome P450 gene expression and arachidonic acid metabolism during isoproterenol-induced cardiac hypertrophy in rats.
Drug metabolism and disposition: the biological fate of chemicals.
2008 Nov; 36(11):2277-86. doi:
10.1124/dmd.108.023077
. [PMID: 18725507] - Maude Fer, Laurent Corcos, Yvonne Dréano, Emmanuelle Plée-Gautier, Jean-Pierre Salaün, François Berthou, Yolande Amet. Cytochromes P450 from family 4 are the main omega hydroxylating enzymes in humans: CYP4F3B is the prominent player in PUFA metabolism.
Journal of lipid research.
2008 Nov; 49(11):2379-89. doi:
10.1194/jlr.m800199-jlr200
. [PMID: 18577768] - Yiqiang Zhou, Pengcheng Luo, Hsin-Hsin Chang, Hui Huang, Tianxin Yang, Zheng Dong, Cong-Yi Wang, Mong-Heng Wang. Colfibrate attenuates blood pressure and sodium retention in DOCA-salt hypertension.
Kidney international.
2008 Oct; 74(8):1040-8. doi:
10.1038/ki.2008.300
. [PMID: 18596730] - Frank Park, William E Sweeney, Guangfu Jia, Richard J Roman, Ellis D Avner. 20-HETE mediates proliferation of renal epithelial cells in polycystic kidney disease.
Journal of the American Society of Nephrology : JASN.
2008 Oct; 19(10):1929-39. doi:
10.1681/asn.2007070771
. [PMID: 18596124] - Bahar Tunctan, Belma Korkmaz, C Kemal Buharalioglu, Seyhan Sahan Firat, Siddam Anjaiah, John Falck, Richard J Roman, Kafait U Malik. A 20-hydroxyeicosatetraenoic acid agonist, N-[20-hydroxyeicosa-5(Z),14(Z)-dienoyl]glycine, opposes the fall in blood pressure and vascular reactivity in endotoxin-treated rats.
Shock (Augusta, Ga.).
2008 Sep; 30(3):329-35. doi:
10.1097/shk.0b013e31816471c6
. [PMID: 18323740] - Yasukazu Yoshida, Shintaro Kodai, Shigekazu Takemura, Yukiko Minamiyama, Etsuo Niki. Simultaneous measurement of F2-isoprostane, hydroxyoctadecadienoic acid, hydroxyeicosatetraenoic acid, and hydroxycholesterols from physiological samples.
Analytical biochemistry.
2008 Aug; 379(1):105-15. doi:
10.1016/j.ab.2008.04.028
. [PMID: 18482573] - Syed J Khundmiri, Mohammed Ameen, Nicholas A Delamere, Eleanor D Lederer. PTH-mediated regulation of Na+-K+-ATPase requires Src kinase-dependent ERK phosphorylation.
American journal of physiology. Renal physiology.
2008 Aug; 295(2):F426-37. doi:
10.1152/ajprenal.00516.2007
. [PMID: 18550646] - James V Gainer, Michael S Lipkowitz, Chang Yu, Michael R Waterman, Elliott P Dawson, Jorge H Capdevila, Nancy J Brown. Association of a CYP4A11 variant and blood pressure in black men.
Journal of the American Society of Nephrology : JASN.
2008 Aug; 19(8):1606-12. doi:
10.1681/asn.2008010063
. [PMID: 18385420] - Zhigang Wang, Xiaobo Tang, Yumei Li, Changlian Leu, Lei Guo, Xiaodong Zheng, Daling Zhu. 20-Hydroxyeicosatetraenoic acid inhibits the apoptotic responses in pulmonary artery smooth muscle cells.
European journal of pharmacology.
2008 Jun; 588(1):9-17. doi:
10.1016/j.ejphar.2008.03.045
. [PMID: 18455723] - Munish Ahuja, Avinash S Dhake, Surendra K Sharma, Dipak K Majumdar. Topical ocular delivery of NSAIDs.
The AAPS journal.
2008 Jun; 10(2):229-41. doi:
10.1208/s12248-008-9024-9
. [PMID: 18437583] - Zhaohui Gao, Satoshi Koba, Lawrence Sinoway, Jianhua Li. 20-HETE increases renal sympathetic nerve activity via activation of chemically and mechanically sensitive muscle afferents.
The Journal of physiology.
2008 May; 586(10):2581-91. doi:
10.1113/jphysiol.2008.150730
. [PMID: 18372304] - Yu-Jung Chen, Jing Li, John Quilley. Deficient renal 20-HETE release in the diabetic rat is not the result of oxidative stress.
American journal of physiology. Heart and circulatory physiology.
2008 May; 294(5):H2305-12. doi:
10.1152/ajpheart.00868.2007
. [PMID: 18326808] - Natalie C Ward, I-Jung Tsai, Anne Barden, Frank M van Bockxmeer, Ian B Puddey, Jonathan M Hodgson, Kevin D Croft. A single nucleotide polymorphism in the CYP4F2 but not CYP4A11 gene is associated with increased 20-HETE excretion and blood pressure.
Hypertension (Dallas, Tex. : 1979).
2008 May; 51(5):1393-8. doi:
10.1161/hypertensionaha.107.104463
. [PMID: 18391101] - Yi Zhang, Lexian Hu, Trevor A Mori, Anne Barden, Kevin D Croft, Judith A Whitworth. Arachidonic acid metabolism in glucocorticoid-induced hypertension.
Clinical and experimental pharmacology & physiology.
2008 May; 35(5-6):557-62. doi:
10.1111/j.1440-1681.2007.04839.x
. [PMID: 18067589] - Chung-Yung J Lee, Shan Hong Huang, Andrew M Jenner, Barry Halliwell. Measurement of F2-isoprostanes, hydroxyeicosatetraenoic products, and oxysterols from a single plasma sample.
Free radical biology & medicine.
2008 Apr; 44(7):1314-22. doi:
10.1016/j.freeradbiomed.2007.12.026
. [PMID: 18226605] - Hong Liu, Yanyan Zhao, Dong Nie, Jingpu Shi, Lingyu Fu, Yan Li, Dahai Yu, Jingyu Lu. Association of a functional cytochrome P450 4F2 haplotype with urinary 20-HETE and hypertension.
Journal of the American Society of Nephrology : JASN.
2008 Apr; 19(4):714-21. doi:
10.1681/asn.2007060713
. [PMID: 18235092] - Cheryl L Laffer, James V Gainer, Michael R Waterman, Jorge H Capdevila, Michal Laniado-Schwartzman, Alberto Nasjletti, Nancy J Brown, Fernando Elijovich. The T8590C polymorphism of CYP4A11 and 20-hydroxyeicosatetraenoic acid in essential hypertension.
Hypertension (Dallas, Tex. : 1979).
2008 Mar; 51(3):767-72. doi:
10.1161/hypertensionaha.107.102921
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