Eicosatetraenoic acid, 15-hydroxy- (BioDeep_00000172878)
human metabolite blood metabolite
代谢物信息卡片
15-hydroxyicosa-2,4,6,8-tetraenoic acid
化学式: C20H32O3 (320.23513219999995)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCC(O)CCCCCC=CC=CC=CC=CC(O)=O
InChI: InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-6,8,10,12,15,18-19,21H,2-3,7,9,11,13-14,16-17H2,1H3,(H,22,23)
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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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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
- Lei Yu, Yun Liu, Zhaoping Qiu, Shulin Liu, Xu Gao, Daling Zhu. Cellular mechanisms and intracellular signaling pathways for the modulation of eNOS in pulmonary arteries by 15-HETE.
Journal of receptor and signal transduction research.
2012 Apr; 32(2):87-95. doi:
10.3109/10799893.2012.660530. [PMID: 22390281] - Anna Nicolaou, Mojgan Masoodi, Karl Gledhill, Ann Katarina Haylett, Anthony John Thody, Desmond John Tobin, Lesley Elizabeth Rhodes. The eicosanoid response to high dose UVR exposure of individuals prone and resistant to sunburn.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology.
2012 Feb; 11(2):371-80. doi:
10.1039/c1pp05272a. [PMID: 22173231] - Xiaowei Nie, Shasha Song, Lei Zhang, Zhaoping Qiu, Shuai Shi, Yun Liu, Lan Yao, Daling Zhu. 15-Hydroxyeicosatetraenoic acid (15-HETE) protects pulmonary artery smooth muscle cells from apoptosis via inducible nitric oxide synthase (iNOS) pathway.
Prostaglandins & other lipid mediators.
2012 Jan; 97(1-2):50-9. doi:
10.1016/j.prostaglandins.2011.11.003. [PMID: 22101001] - Susanna L Lundström, Jun Yang, Henrik J Källberg, Sarah Thunberg, Guro Gafvelin, Jesper Z Haeggström, Reidar Grönneberg, Johan Grunewald, Marianne van Hage, Bruce D Hammock, Anders Eklund, Åsa M Wheelock, Craig E Wheelock. Allergic asthmatics show divergent lipid mediator profiles from healthy controls both at baseline and following birch pollen provocation.
PloS one.
2012; 7(3):e33780. doi:
10.1371/journal.pone.0033780. [PMID: 22438998] - Dirk Schäfer, Steffen Maune. Pathogenic Mechanisms and In Vitro Diagnosis of AERD.
Journal of allergy.
2012; 2012(?):789232. doi:
10.1155/2012/789232. [PMID: 22654920] - Amiram Ariel, Charles N Serhan. New Lives Given by Cell Death: Macrophage Differentiation Following Their Encounter with Apoptotic Leukocytes during the Resolution of Inflammation.
Frontiers in immunology.
2012; 3(?):4. doi:
10.3389/fimmu.2012.00004. [PMID: 22566890] - Suzanna M Zick, D Kim Turgeon, Shaiju K Vareed, Mack T Ruffin, Amie J Litzinger, Benjamin D Wright, Sara Alrawi, Daniel P Normolle, Zora Djuric, Dean E Brenner. Phase II study of the effects of ginger root extract on eicosanoids in colon mucosa in people at normal risk for colorectal cancer.
Cancer prevention research (Philadelphia, Pa.).
2011 Nov; 4(11):1929-37. doi:
10.1158/1940-6207.capr-11-0224. [PMID: 21990307] - Susanna L Lundström, Bettina Levänen, Malin Nording, Anna Klepczynska-Nyström, Magnus Sköld, Jesper Z Haeggström, Johan Grunewald, Magnus Svartengren, Bruce D Hammock, Britt-Marie Larsson, Anders Eklund, Åsa M Wheelock, Craig E Wheelock. Asthmatics exhibit altered oxylipin profiles compared to healthy individuals after subway air exposure.
PloS one.
2011; 6(8):e23864. doi:
10.1371/journal.pone.0023864. [PMID: 21897859] - Cecilia Morgantini, Satoshi Imaizumi, Victor Grijalva, Mohamad Navab, Alan M Fogelman, Srinivasa T Reddy. Apolipoprotein A-I mimetic peptides prevent atherosclerosis development and reduce plaque inflammation in a murine model of diabetes.
Diabetes.
2010 Dec; 59(12):3223-8. doi:
10.2337/db10-0844. [PMID: 20826564] - Ming-Yue Li, Huiling Yuan, Lily T Ma, Angel W Y Kong, Michael K Y Hsin, Johnson H Y Yip, Malcolm J Underwood, George G Chen. Roles of peroxisome proliferator-activated receptor-alpha and -gamma in the development of non-small cell lung cancer.
American journal of respiratory cell and molecular biology.
2010 Dec; 43(6):674-83. doi:
10.1165/rcmb.2009-0349oc. [PMID: 20081051] - Betul Catalgol, Nesrin Kartal Ozer. Lipid rafts and redox regulation of cellular signaling in cholesterol induced atherosclerosis.
Current cardiology reviews.
2010 Nov; 6(4):309-24. doi:
10.2174/157340310793566181. [PMID: 22043207] - Shanshan Li, Yajuan Ran, Xiaodong Zheng, Xiaoping Pang, Zhigang Wang, Rong Zhang, Daling Zhu. 15-HETE mediates sub-acute hypoxia-induced TRPC1 expression and enhanced capacitative calcium entry in rat distal pulmonary arterial myocytes.
Prostaglandins & other lipid mediators.
2010 Sep; 93(1-2):60-74. doi:
10.1016/j.prostaglandins.2010.06.007. [PMID: 20599518] - Lei Zhang, Jun Ma, Yaqian Li, Lei Guo, Yajuan Ran, Shulin Liu, Chun Jiang, Daling Zhu. 15-Hydroxyeicosatetraenoic acid (15-HETE) protects pulmonary artery smooth muscle cells against apoptosis via HSP90.
Life sciences.
2010 Aug; 87(7-8):223-31. doi:
10.1016/j.lfs.2010.06.019. [PMID: 20619278] - Romain Colas, Valérie Pruneta-Deloche, Michel Guichardant, Céline Luquain-Costaz, Christine Cugnet-Anceau, Myriam Moret, Hubert Vidal, Philippe Moulin, Michel Lagarde, Catherine Calzada. Increased lipid peroxidation in LDL from type-2 diabetic patients.
Lipids.
2010 Aug; 45(8):723-31. doi:
10.1007/s11745-010-3453-9. [PMID: 20703822] - Christopher P Thomas, Lloyd T Morgan, Benjamin H Maskrey, Robert C Murphy, Hartmut Kühn, Stanley L Hazen, Alison H Goodall, Hassan A Hamali, Peter W Collins, Valerie B O'Donnell. Phospholipid-esterified eicosanoids are generated in agonist-activated human platelets and enhance tissue factor-dependent thrombin generation.
The Journal of biological chemistry.
2010 Mar; 285(10):6891-903. doi:
10.1074/jbc.m109.078428. [PMID: 20061396] - Jun Ma, Shujun Liang, Zhigang Wang, Lei Zhang, Jing Jiang, Jinhua Zheng, Lei Yu, Xiaodong Zheng, Ruifang Wang, Daling Zhu. ROCK pathway participates in the processes that 15-hydroxyeicosatetraenoic acid (15-HETE) mediated the pulmonary vascular remodeling induced by hypoxia in rat.
Journal of cellular physiology.
2010 Jan; 222(1):82-94. doi:
10.1002/jcp.21923. [PMID: 19746421] - Alexandra C Schrimpe, David W Wright. Differential gene expression mediated by 15-hydroxyeicosatetraenoic acid in LPS-stimulated RAW 264.7 cells.
Malaria journal.
2009 Aug; 8(?):195. doi:
10.1186/1475-2875-8-195. [PMID: 19671186] - Samia Yazid, Egle Solito, Helen Christian, Simon McArthur, Nicolas Goulding, Roderick Flower. Cromoglycate drugs suppress eicosanoid generation in U937 cells by promoting the release of Anx-A1.
Biochemical pharmacology.
2009 Jun; 77(12):1814-26. doi:
10.1016/j.bcp.2009.03.010. [PMID: 19428336] - Frithjof C Küpper, Emmanuel Gaquerel, Audrey Cosse, Fadi Adas, Akira F Peters, Dieter G Müller, Bernard Kloareg, Jean-Pierre Salaün, Philippe Potin. Free Fatty Acids and Methyl Jasmonate Trigger Defense Reactions in Laminaria digitata.
Plant & cell physiology.
2009 Apr; 50(4):789-800. doi:
10.1093/pcp/pcp023. [PMID: 19213737] - Xiaojie Chu, Xiaobo Tang, Lei Guo, Hongxia Bao, Shuang Zhang, Jianing Zhang, Daling Zhu. Hypoxia suppresses KV1.5 channel expression through endogenous 15-HETE in rat pulmonary artery.
Prostaglandins & other lipid mediators.
2009 Jan; 88(1-2):42-50. doi:
10.1016/j.prostaglandins.2008.09.005. [PMID: 18984061] - Xuebo Liu, Takahiro Shibata, Shinsuke Hisaka, Yoshichika Kawai, Toshihiko Osawa. DHA Hydroperoxides as a Potential Inducer of Neuronal Cell Death: a Mitochondrial Dysfunction-Mediated Pathway.
Journal of clinical biochemistry and nutrition.
2008 Jul; 43(1):26-33. doi:
10.3164/jcbn.2008040. [PMID: 18648656] - Rona Limor, Orly Sharon, Esther Knoll, Ariel Many, Gary Weisinger, Naftali Stern. Lipoxygenase-derived metabolites are regulators of peroxisome proliferator-activated receptor gamma-2 expression in human vascular smooth muscle cells.
American journal of hypertension.
2008 Feb; 21(2):219-23. doi:
10.1038/ajh.2007.39. [PMID: 18202670] - Sheng Zhong Duan, Christine Y Ivashchenko, Michael G Usher, Richard M Mortensen. PPAR-gamma in the Cardiovascular System.
PPAR research.
2008; 2008(?):745804. doi:
10.1155/2008/745804. [PMID: 18288291] - Hui-Chun Yeh, Ah-Lim Tsai, Lee-Ho Wang. Reaction mechanisms of 15-hydroperoxyeicosatetraenoic acid catalyzed by human prostacyclin and thromboxane synthases.
Archives of biochemistry and biophysics.
2007 May; 461(2):159-68. doi:
10.1016/j.abb.2007.03.012. [PMID: 17459323] - Dorothea Schweiger, Gerhard Fürstenberger, Peter Krieg. Inducible expression of 15-lipoxygenase-2 and 8-lipoxygenase inhibits cell growth via common signaling pathways.
Journal of lipid research.
2007 Mar; 48(3):553-64. doi:
10.1194/jlr.m600311-jlr200. [PMID: 17164225] - 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] - Celio G Freire-de-Lima, Yi Qun Xiao, Shyra J Gardai, Donna L Bratton, William P Schiemann, Peter M Henson. Apoptotic cells, through transforming growth factor-beta, coordinately induce anti-inflammatory and suppress pro-inflammatory eicosanoid and NO synthesis in murine macrophages.
The Journal of biological chemistry.
2006 Dec; 281(50):38376-84. doi:
10.1074/jbc.m605146200. [PMID: 17056601] - 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] - Gautam Damera, Baoyun Xia, Goverdhan P Sachdev. IL-4 induced MUC4 enhancement in respiratory epithelial cells in vitro is mediated through JAK-3 selective signaling.
Respiratory research.
2006 Mar; 7(?):39. doi:
10.1186/1465-9921-7-39. [PMID: 16551361] - Otylia Kowal-Bielecka, Krzysztof Kowal, Oliver Distler, Joanna Rojewska, Anna Bodzenta-Lukaszyk, Beat A Michel, Renate E Gay, Steffen Gay, Stanislaw Sierakowski. Cyclooxygenase- and lipoxygenase-derived eicosanoids in bronchoalveolar lavage fluid from patients with scleroderma lung disease: an imbalance between proinflammatory and antiinflammatory lipid mediators.
Arthritis and rheumatism.
2005 Dec; 52(12):3783-91. doi:
10.1002/art.21432. [PMID: 16320329] - Seon Hwa Lee, Michelle V Williams, Ian A Blair. Targeted chiral lipidomics analysis.
Prostaglandins & other lipid mediators.
2005 Sep; 77(1-4):141-57. doi:
10.1016/j.prostaglandins.2004.01.009. [PMID: 16099399] - Judith V Ferrante, Antonio Ferrante. Novel role of lipoxygenases in the inflammatory response: promotion of TNF mRNA decay by 15-hydroperoxyeicosatetraenoic acid in a monocytic cell line.
Journal of immunology (Baltimore, Md. : 1950).
2005 Mar; 174(6):3169-72. doi:
10.4049/jimmunol.174.6.3169. [PMID: 15749845] - Uddhav P Kelavkar, Wayne Glasgow, Sandra J Olson, Barbara A Foster, Scott B Shappell. Overexpression of 12/15-lipoxygenase, an ortholog of human 15-lipoxygenase-1, in the prostate tumors of TRAMP mice.
Neoplasia (New York, N.Y.).
2004 Nov; 6(6):821-30. doi:
10.1593/neo.04286. [PMID: 15720809] - Russell E Vance, Song Hong, Karsten Gronert, Charles N Serhan, John J Mekalanos. The opportunistic pathogen Pseudomonas aeruginosa carries a secretable arachidonate 15-lipoxygenase.
Proceedings of the National Academy of Sciences of the United States of America.
2004 Feb; 101(7):2135-9. doi:
10.1073/pnas.0307308101. [PMID: 14766977] - George G Chen, Hu Xu, Janet F Y Lee, Malayannan Subramaniam, Ka L Leung, Su H Wang, Ursula P F Chan, Thomas C Spelsberg. 15-hydroxy-eicosatetraenoic acid arrests growth of colorectal cancer cells via a peroxisome proliferator-activated receptor gamma-dependent pathway.
International journal of cancer.
2003 Dec; 107(5):837-43. doi:
10.1002/ijc.11447. [PMID: 14566836] - María A Balboa, Rebeca Pérez, Jesús Balsinde. Amplification mechanisms of inflammation: paracrine stimulation of arachidonic acid mobilization by secreted phospholipase A2 is regulated by cytosolic phospholipase A2-derived hydroperoxyeicosatetraenoic acid.
Journal of immunology (Baltimore, Md. : 1950).
2003 Jul; 171(2):989-94. doi:
10.4049/jimmunol.171.2.989. [PMID: 12847271] - Pattabhiraman Shankaranarayanan, Santosh Nigam. IL-4 induces apoptosis in A549 lung adenocarcinoma cells: evidence for the pivotal role of 15-hydroxyeicosatetraenoic acid binding to activated peroxisome proliferator-activated receptor gamma transcription factor.
Journal of immunology (Baltimore, Md. : 1950).
2003 Jan; 170(2):887-94. doi:
10.4049/jimmunol.170.2.887. [PMID: 12517954] - I A Kudryavtsev, O D Golenko, M V Gudkova, N V Myasishcheva. Arachidonic acid metabolism in growth control of A549 human lung adenocarcinoma cells.
Biochemistry. Biokhimiia.
2002 Sep; 67(9):1021-6. doi:
10.1023/a:1020526119866. [PMID: 12387716] - Hiroaki Taniguchi, Yoshihisa Uenoyama, Yoko Miyamoto, Kiyoshi Okuda. The lipoxygenase pathways are involved in LH-stimulated progesterone production in bovine corpus luteum.
Prostaglandins & other lipid mediators.
2002 Jan; 67(1):49-60. doi:
10.1016/s0090-6980(01)00174-5. [PMID: 11789897] - T Schewe, C Sadik, L O Klotz, T Yoshimoto, H Kühn, H Sies. Polyphenols of cocoa: inhibition of mammalian 15-lipoxygenase.
Biological chemistry.
2001 Dec; 382(12):1687-96. doi:
10.1515/bc.2001.204. [PMID: 11843182] - . .
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