3-Heptadeca-1,3-dienyloxirene-2-carboxylic acid (BioDeep_00000183275)
human metabolite blood metabolite
代谢物信息卡片
3-(heptadeca-1,3-dien-1-yl)oxirene-2-carboxylic acid
化学式: C20H32O3 (320.23513219999995)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 66.67%
分子结构信息
SMILES: CCCCCCCCCCCCCC=CC=CC1=C(O1)C(O)=O
InChI: InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(23-18)20(21)22/h14-17H,2-13H2,1H3,(H,21,22)
相关代谢途径
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代谢反应
0 个相关的代谢反应过程信息。
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BioCyc(0)
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Plant Reactome(0)
INOH(0)
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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。
文献列表
- Jun Ma, Lei Zhang, Weina Han, Tingting Shen, Cui Ma, Yun Liu, Xiaowei Nie, Mengmeng Liu, Yajuan Ran, Daling Zhu. Activation of JNK/c-Jun is required for the proliferation, survival, and angiogenesis induced by EET in pulmonary artery endothelial cells.
Journal of lipid research.
2012 Jun; 53(6):1093-105. doi:
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La Pediatria medica e chirurgica : Medical and surgical pediatrics.
2012 Mar; 34(2):65-72. doi:
10.4081/pmc.2012.2. [PMID: 22730630] - Jung Pyo Lee, Seung Hee Yang, Hee-Yoon Lee, Bora Kim, Joo-Youn Cho, Jin Ho Paik, Yun Jung Oh, Dong Ki Kim, Chun Soo Lim, Yon Su Kim. Soluble epoxide hydrolase activity determines the severity of ischemia-reperfusion injury in kidney.
PloS one.
2012; 7(5):e37075. doi:
10.1371/journal.pone.0037075. [PMID: 22590647] - Kathryn M Gauthier, Lauren Olson, Adam Harder, Marilyn Isbell, John D Imig, David D Gutterman, J R Falck, William B Campbell. Soluble epoxide hydrolase contamination of specific catalase preparations inhibits epoxyeicosatrienoic acid vasodilation of rat renal arterioles.
American journal of physiology. Renal physiology.
2011 Oct; 301(4):F765-72. doi:
10.1152/ajprenal.00201.2011. [PMID: 21753077] - Leonid L Chepelev, Alexandre Riazanov, Alexandre Kouznetsov, Hong Sang Low, Michel Dumontier, Christopher J O Baker. Prototype semantic infrastructure for automated small molecule classification and annotation in lipidomics.
BMC bioinformatics.
2011 Jul; 12(?):303. doi:
10.1186/1471-2105-12-303. [PMID: 21791100] - Xizhen Xu, Xin A Zhang, Dao Wen Wang. The roles of CYP450 epoxygenases and metabolites, epoxyeicosatrienoic acids, in cardiovascular and malignant diseases.
Advanced drug delivery reviews.
2011 Jul; 63(8):597-609. doi:
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Medical hypotheses.
2011 Apr; 76(4):550-2. doi:
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Frontiers in pharmacology.
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10.3389/fphar.2011.00012. [PMID: 21687507] - Dipak Panigrahy, Arja Kaipainen, Emily R Greene, Sui Huang. Cytochrome P450-derived eicosanoids: the neglected pathway in cancer.
Cancer metastasis reviews.
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Stem cells and development.
2010 Dec; 19(12):1863-73. doi:
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Kidney international.
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PPAR research.
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10.1155/2010/703735. [PMID: 20613963] - Elvira L Liclican, Anabel B Doumad, Jianjin Wang, Jing Li, John R Falck, Charles T Stier, Mairéad A Carroll. Inhibition of the adenosine2A receptor-epoxyeicosatrienoic acid pathway renders Dahl salt-resistant rats hypertensive.
Hypertension (Dallas, Tex. : 1979).
2009 Dec; 54(6):1284-90. doi:
10.1161/hypertensionaha.108.123570. [PMID: 19822802] - Komal Sodhi, Kazuyoshi Inoue, Katherine H Gotlinger, Martina Canestraro, Luca Vanella, Dong Hyun Kim, Vijay L Manthati, Sreenivasulu Reddy Koduru, John R Falck, Michal L Schwartzman, Nader G Abraham. Epoxyeicosatrienoic acid agonist rescues the metabolic syndrome phenotype of HO-2-null mice.
The Journal of pharmacology and experimental therapeutics.
2009 Dec; 331(3):906-16. doi:
10.1124/jpet.109.157545. [PMID: 19717790] - A Marowsky, J Burgener, J R Falck, J-M Fritschy, M Arand. Distribution of soluble and microsomal epoxide hydrolase in the mouse brain and its contribution to cerebral epoxyeicosatrienoic acid metabolism.
Neuroscience.
2009 Oct; 163(2):646-61. doi:
10.1016/j.neuroscience.2009.06.033. [PMID: 19540314] - Sreedhar Bodiga, Rong Zhang, Dexter E Jacobs, Brandon T Larsen, Akihito Tampo, Vijay L Manthati, Wai-Meng Kwok, Darryl C Zeldin, John R Falck, David D Gutterman, Elizabeth R Jacobs, Meetha M Medhora. Protective actions of epoxyeicosatrienoic acid: dual targeting of cardiovascular PI3K and KATP channels.
Journal of molecular and cellular cardiology.
2009 Jun; 46(6):978-88. doi:
10.1016/j.yjmcc.2009.01.009. [PMID: 19336274] - Arthur A Spector. Arachidonic acid cytochrome P450 epoxygenase pathway.
Journal of lipid research.
2009 Apr; 50 Suppl(?):S52-6. doi:
10.1194/jlr.r800038-jlr200. [PMID: 18952572] - Peng Sun, Wen Liu, Dao-Hong Lin, Peng Yue, Rowena Kemp, Lisa M Satlin, Wen-Hui Wang. Epoxyeicosatrienoic acid activates BK channels in the cortical collecting duct.
Journal of the American Society of Nephrology : JASN.
2009 Mar; 20(3):513-23. doi:
10.1681/asn.2008040427. [PMID: 19073823] - YiLin Ren, Martin A D'Ambrosio, Jeffrey L Garvin, Hong Wang, Oscar A Carretero. Possible mediators of connecting tubule glomerular feedback.
Hypertension (Dallas, Tex. : 1979).
2009 Feb; 53(2):319-23. doi:
10.1161/hypertensionaha.108.124545. [PMID: 19047578] - S N Batchu, E Law, D R Brocks, J R Falck, J M Seubert. Epoxyeicosatrienoic acid prevents postischemic electrocardiogram abnormalities in an isolated heart model.
Journal of molecular and cellular cardiology.
2009 Jan; 46(1):67-74. doi:
10.1016/j.yjmcc.2008.09.711. [PMID: 18973759] - Elvira L Liclican, John C McGiff, John R Falck, Mairéad A Carroll. Failure to upregulate the adenosine2A receptor-epoxyeicosatrienoic acid pathway contributes to the development of hypertension in Dahl salt-sensitive rats.
American journal of physiology. Renal physiology.
2008 Dec; 295(6):F1696-704. doi:
10.1152/ajprenal.90502.2008. [PMID: 18829737] - Susanne Löfgren, Stina Ekman, Ylva Terelius, Ronny Fransson-Steen. Few alterations in clinical pathology and histopathology observed in a CYP2C18&19 humanized mice model.
Acta veterinaria Scandinavica.
2008 Nov; 50(?):47. doi:
10.1186/1751-0147-50-47. [PMID: 19038035] - Hui Huang, Christophe Morisseau, JingFeng Wang, Tianxin Yang, John R Falck, Bruce D Hammock, Mong-Heng Wang. Increasing or stabilizing renal epoxyeicosatrienoic acid production attenuates abnormal renal function and hypertension in obese rats.
American journal of physiology. Renal physiology.
2007 Jul; 293(1):F342-9. doi:
10.1152/ajprenal.00004.2007. [PMID: 17442729] - Vera Certíková Chábová, Herbert J Kramer, Ivana Vanecková, Monika Thumová, Petra Skaroupková, Vladimír Tesar, John R Falck, John D Imig, Ludek Cervenka. The roles of intrarenal 20-hydroxyeicosatetraenoic and epoxyeicosatrienoic acids in the regulation of renal function in hypertensive Ren-2 transgenic rats.
Kidney & blood pressure research.
2007; 30(5):335-46. doi:
10.1159/000107710. [PMID: 17785988] - Peng Sun, Dao-Hong Lin, Tong Wang, Elisa Babilonia, Zhijian Wang, Yan Jin, Rowena Kemp, Alberto Nasjletti, Wen-Hui Wang. Low Na intake suppresses expression of CYP2C23 and arachidonic acid-induced inhibition of ENaC.
American journal of physiology. Renal physiology.
2006 Dec; 291(6):F1192-200. doi:
10.1152/ajprenal.00112.2006. [PMID: 16849695] - Hui Huang, Hsin-Hsin Chang, Yue Xu, D Sudarshan Reddy, Juan Du, Yiqiang Zhou, Zheng Dong, John R Falck, Mong-Heng Wang. Epoxyeicosatrienoic Acid inhibition alters renal hemodynamics during pregnancy.
Experimental biology and medicine (Maywood, N.J.).
2006 Dec; 231(11):1744-52. doi:
10.1177/153537020623101112. [PMID: 17138762] - Mairéad A Carroll, Anabel B Doumad, Jing Li, Monica K Cheng, J R Falck, John C McGiff. Adenosine2A receptor vasodilation of rat preglomerular microvessels is mediated by EETs that activate the cAMP/PKA pathway.
American journal of physiology. Renal physiology.
2006 Jul; 291(1):F155-61. doi:
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Pediatric research.
2006 Jan; 59(1):142-6. doi:
10.1203/01.pdr.0000191815.60293.cc. [PMID: 16327001] - Hong Wang, Jeffrey L Garvin, John R Falck, YiLin Ren, Steadman S Sankey, Oscar A Carretero. Glomerular cytochrome P-450 and cyclooxygenase metabolites regulate efferent arteriole resistance.
Hypertension (Dallas, Tex. : 1979).
2005 Nov; 46(5):1175-9. doi:
10.1161/01.hyp.0000187531.93389.63. [PMID: 16230518] - Uzzal Roy, Robert Joshua, Russell L Stark, Michael Balazy. Cytochrome P450/NADPH-dependent biosynthesis of 5,6-trans-epoxyeicosatrienoic acid from 5,6-trans-arachidonic acid.
The Biochemical journal.
2005 Sep; 390(Pt 3):719-27. doi:
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2005 Sep; 289(3):F496-503. doi:
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The Journal of pharmacology and experimental therapeutics.
2005 Jul; 314(1):260-70. doi:
10.1124/jpet.105.085605. [PMID: 15798002] - Yiqiang Zhou, Hsin-Hsin Chang, Juan Du, Cong-Yi Wang, Zheng Dong, Mong-Heng Wang. Renal epoxyeicosatrienoic acid synthesis during pregnancy.
American journal of physiology. Renal physiology.
2005 Jan; 288(1):F221-6. doi:
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American journal of physiology. Heart and circulatory physiology.
2004 Dec; 287(6):H2412-20. doi:
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Endocrinology.
2004 Nov; 145(11):5097-105. doi:
10.1210/en.2004-0710. [PMID: 15308618] - Zhigang Yu, Benjamin B Davis, Christophe Morisseau, Bruce D Hammock, Jean L Olson, Deanna L Kroetz, Robert H Weiss. Vascular localization of soluble epoxide hydrolase in the human kidney.
American journal of physiology. Renal physiology.
2004 Apr; 286(4):F720-6. doi:
10.1152/ajprenal.00165.2003. [PMID: 14665429] - Motoaki Miyazono, Daling Zhu, Raphael Nemenoff, Elizabeth R Jacobs, Ethan P Carter. Increased epoxyeicosatrienoic acid formation in the rat kidney during liver cirrhosis.
Journal of the American Society of Nephrology : JASN.
2003 Jul; 14(7):1766-75. doi:
10.1097/01.asn.0000076074.63334.99. [PMID: 12819236] - Masaaki Miyata. [Functional analysis of drug metabolizing enzymes using gene knockout animals].
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan.
2003 Jul; 123(7):569-76. doi:
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Circulation research.
2002 May; 90(9):1028-36. doi:
10.1161/01.res.0000018162.87285.f8. [PMID: 12016270] - 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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