14,15-Epoxy-5,8,11-eicosatrienoic acid (BioDeep_00001883597)
代谢物信息卡片
14(S),15(R)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid
化学式: C20H32O3 (320.23513219999995)
中文名称: 14(S),15(R)-环氧-(5Z,8Z,11Z)-二十碳三烯酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCC1C(O1)CC=CCC=CCC=CCCCC(=O)O
InChI: InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)
描述信息
D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents
同义名列表
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:171866
- PubChem: 1431
- CAS: 105304-92-5
- CAS: 197508-62-6
- CAS: 98103-48-1
- CAS: 81276-03-1
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)
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。
文献列表
- Jie Zhang, Chuang Yang, Hongmei Qiu, Junxia Yang, Ke Wu, Shumei Ding, Chengyan Jiang, Qingsong Jiang. 14,15-EET involved in the development of diabetic cardiac hypertrophy mediated by PPARs.
Prostaglandins & other lipid mediators.
2022 04; 159(?):106620. doi:
10.1016/j.prostaglandins.2022.106620. [PMID: 35091081] - Shanthi Nagarajan, Zu Yuan Qian, Parthiban Marimuthu, Nabil J Alkayed, Sanjiv Kaul, Anthony P Barnes. Mapping the Molecular Architecture Required for Lipid-Binding Pockets Using a Subset of Established and Orphan G-Protein Coupled Receptors.
Journal of chemical information and modeling.
2021 07; 61(7):3442-3452. doi:
10.1021/acs.jcim.1c00335. [PMID: 34242503] - Menglu Fu, Jing Yu, Zhihui Chen, Ying Tang, Ruolan Dong, Yan Yang, Jinlan Luo, Shuiqing Hu, Ling Tu, Xizhen Xu. Epoxyeicosatrienoic acids improve glucose homeostasis by preventing NF-κB-mediated transcription of SGLT2 in renal tubular epithelial cells.
Molecular and cellular endocrinology.
2021 03; 523(?):111149. doi:
10.1016/j.mce.2020.111149. [PMID: 33387601] - John D Imig, Wojciech K Jankiewicz, Abdul H Khan. Epoxy Fatty Acids: From Salt Regulation to Kidney and Cardiovascular Therapeutics: 2019 Lewis K. Dahl Memorial Lecture.
Hypertension (Dallas, Tex. : 1979).
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10.1161/hypertensionaha.120.13898. [PMID: 32475311] - Ming-Xiao Wang, Li-Jun Wang, Yu Xiao, Dan-Dan Zhang, Xin-Peng Duan, Wen-Hui Wang. Epoxyeicosatrienoic acid metabolites inhibit Kir4.1/Kir5.1 in the distal convoluted tubule.
American journal of physiology. Renal physiology.
2020 06; 318(6):F1369-F1376. doi:
10.1152/ajprenal.00018.2020. [PMID: 32308018] - Mercè Pallàs, Santiago Vázquez, Coral Sanfeliu, Carles Galdeano, Christian Griñán-Ferré. Soluble Epoxide Hydrolase Inhibition to Face Neuroinflammation in Parkinson's Disease: A New Therapeutic Strategy.
Biomolecules.
2020 05; 10(5):. doi:
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Molecular neurobiology.
2019 Dec; 56(12):8451-8474. doi:
10.1007/s12035-019-01669-8. [PMID: 31257558] - Uwe Hoff, Gordana Bubalo, Mandy Fechner, Maximilian Blum, Ye Zhu, Andreas Pohlmann, Jan Hentschel, Karen Arakelyan, Erdmann Seeliger, Bert Flemming, Dennis Gürgen, Michael Rothe, Thoralf Niendorf, Vijaya L Manthati, John R Falck, Michael Haase, Wolf-Hagen Schunck, Duska Dragun. A synthetic epoxyeicosatrienoic acid analogue prevents the initiation of ischemic acute kidney injury.
Acta physiologica (Oxford, England).
2019 10; 227(2):e13297. doi:
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Prostaglandins & other lipid mediators.
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10.1016/j.prostaglandins.2018.07.004. [PMID: 30041041] - Pinming Liu, Shaoling Zhang, Jingwei Gao, Ying Lin, Guangzi Shi, Wanbing He, Rhian M Touyz, Li Yan, Hui Huang. Downregulated Serum 14, 15-Epoxyeicosatrienoic Acid Is Associated With Abdominal Aortic Calcification in Patients With Primary Aldosteronism.
Hypertension (Dallas, Tex. : 1979).
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Proceedings of the National Academy of Sciences of the United States of America.
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Physiological research.
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Vascular pharmacology.
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Prostaglandins & other lipid mediators.
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Basic & clinical pharmacology & toxicology.
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10.1111/j.1742-7843.2008.00213.x. [PMID: 18312493] - Jianchun Chen, Jian-Kang Chen, John R Falck, Jagadeesh Setti Guthi, Siddam Anjaiah, Jorge H Capdevila, Raymond C Harris. Mitogenic activity and signaling mechanism of 2-(14,15- epoxyeicosatrienoyl)glycerol, a novel cytochrome p450 arachidonate metabolite.
Molecular and cellular biology.
2007 Apr; 27(8):3023-34. doi:
10.1128/mcb.01482-06. [PMID: 17283047] - Caroline Morin, Eric Rousseau. Effects of 5-oxo-ETE and 14,15-EET on reactivity and Ca2+ sensitivity in guinea pig bronchi.
Prostaglandins & other lipid mediators.
2007 Jan; 82(1-4):30-41. doi:
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Prostaglandins & other lipid mediators.
2007 Jan; 82(1-4):162-74. doi:
10.1016/j.prostaglandins.2006.08.005. [PMID: 17164144] - Xiang Fang, Shanming Hu, Bingkun Xu, Gary D Snyder, Shawn Harmon, Jianrong Yao, Yi Liu, Bhavani Sangras, J R Falck, Neal L Weintraub, Arthur A Spector. 14,15-Dihydroxyeicosatrienoic acid activates peroxisome proliferator-activated receptor-alpha.
American journal of physiology. Heart and circulatory physiology.
2006 Jan; 290(1):H55-63. doi:
10.1152/ajpheart.00427.2005. [PMID: 16113065] - Xiang Fang, Shanming Hu, Takaho Watanabe, Neal L Weintraub, Gary D Snyder, Jianrong Yao, Yi Liu, John Y-J Shyy, Bruce D Hammock, Arthur A Spector. Activation of peroxisome proliferator-activated receptor alpha by substituted urea-derived soluble epoxide hydrolase inhibitors.
The Journal of pharmacology and experimental therapeutics.
2005 Jul; 314(1):260-70. doi:
10.1124/jpet.105.085605. [PMID: 15798002] - Xiang Fang, Neal L Weintraub, Ryan B McCaw, Shanming Hu, Shawn D Harmon, James B Rice, Bruce D Hammock, Arthur A Spector. Effect of soluble epoxide hydrolase inhibition on epoxyeicosatrienoic acid metabolism in human blood vessels.
American journal of physiology. Heart and circulatory physiology.
2004 Dec; 287(6):H2412-20. doi:
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Journal of the American Society of Nephrology : JASN.
2003 Jul; 14(7):1766-75. doi:
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Kidney international.
2003 Jun; 63(6):2187-93. doi:
10.1046/j.1523-1755.2003.00036.x. [PMID: 12753306] - Xiang Fang, Neal L Weintraub, Arthur A Spector. Differences in positional esterification of 14,15-epoxyeicosatrienoic acid in phosphatidylcholine of porcine coronary artery endothelial and smooth muscle cells.
Prostaglandins & other lipid mediators.
2003 Apr; 71(1-2):33-42. doi:
10.1016/s0090-6980(03)00002-9. [PMID: 12749592] - Gary D Snyder, U Murali Krishna, J R Falck, Arthur A Spector. Evidence for a membrane site of action for 14,15-EET on expression of aromatase in vascular smooth muscle.
American journal of physiology. Heart and circulatory physiology.
2002 Nov; 283(5):H1936-42. doi:
10.1152/ajpheart.00321.2002. [PMID: 12384472] - Kathryn M Gauthier, Christina Deeter, U Murali Krishna, Y Krishna Reddy, Muralidhar Bondlela, J R Falck, William B Campbell. 14,15-Epoxyeicosa-5(Z)-enoic acid: a selective epoxyeicosatrienoic acid antagonist that inhibits endothelium-dependent hyperpolarization and relaxation in coronary arteries.
Circulation research.
2002 May; 90(9):1028-36. doi:
10.1161/01.res.0000018162.87285.f8. [PMID: 12016270] - Dany Salvail, Martin Cloutier, Eric Rousseau. Functional reconstitution of an eicosanoid-modulated Cl- channel from bovine tracheal smooth muscle.
American journal of physiology. Cell physiology.
2002 Mar; 282(3):C567-77. doi:
10.1152/ajpcell.00029.2001. [PMID: 11832342] - X Fang, T L Kaduce, N L Weintraub, S Harmon, L M Teesch, C Morisseau, D A Thompson, B D Hammock, A A Spector. Pathways of epoxyeicosatrienoic acid metabolism in endothelial cells. Implications for the vascular effects of soluble epoxide hydrolase inhibition.
The Journal of biological chemistry.
2001 May; 276(18):14867-74. doi:
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Journal of hypertension.
2001 May; 19(5):983-92. doi:
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Analytical biochemistry.
2001 May; 292(1):115-24. doi:
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Trends in cardiovascular medicine.
2001 Jan; 11(1):38-42. doi:
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Circulation research.
2000 Nov; 87(11):992-8. doi:
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Prostaglandins & other lipid mediators.
2000 Oct; 62(4):321-33. doi:
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The Journal of biological chemistry.
2000 May; 275(18):13789-92. doi:
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Molecular pharmacology.
2000 May; 57(5):1011-20. doi:
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The American journal of physiology.
1999 11; 277(5):H2098-108. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
1999 Sep; 61(3):165-9. doi:
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Kidney international.
1999 May; 55(5):1740-9. doi:
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Journal of lipid mediators and cell signalling.
1997 Jul; 16(3):155-69. doi:
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Biochimica et biophysica acta.
1995 Oct; 1258(3):234-40. doi:
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Biochimica et biophysica acta.
1995 Jun; 1256(3):263-74. doi:
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Journal of lipid research.
1995 Jun; 36(6):1236-46. doi:
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Advances in prostaglandin, thromboxane, and leukotriene research.
1995; 23(?):207-9. doi:
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The Journal of pharmacology and experimental therapeutics.
1994 Dec; 271(3):1427-33. doi:
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The American journal of physiology.
1994 Aug; 267(2 Pt 2):R579-89. doi:
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Journal of cellular physiology.
1994 Jul; 160(1):69-74. doi:
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The American journal of physiology.
1994 May; 266(5 Pt 2):H1879-85. doi:
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Journal of lipid mediators.
1993 Mar; 6(1-3):199-208. doi:
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Biochemical and biophysical research communications.
1992 Feb; 182(3):1320-5. doi:
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The Journal of pharmacology and experimental therapeutics.
1992 Jan; 260(1):104-9. doi:
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Stroke.
1991 Nov; 22(11):1389-93. doi:
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The Journal of biological chemistry.
1991 Mar; 266(7):4295-302. doi:
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Advances in prostaglandin, thromboxane, and leukotriene research.
1991; 21A(?):193-6. doi:
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Proceedings of the National Academy of Sciences of the United States of America.
1990 Aug; 87(15):5893-7. doi:
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FEBS letters.
1990 Jul; 268(1):227-30. doi:
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Biochemical and biophysical research communications.
1990 Mar; 167(3):977-81. doi:
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The Analyst.
1990 Mar; 115(3):259-62. doi:
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