Icosa-5,8,11,14-tetraenal (BioDeep_00000185385)
human metabolite blood metabolite
代谢物信息卡片
Icosa-5,8,11,14-tetraenal
化学式: C20H32O (288.24530219999997)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCC=CCC=CCC=CCC=CCCCC=O
InChI: InChI=1S/C20H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21/h6-7,9-10,12-13,15-16,20H,2-5,8,11,14,17-19H2,1H3
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
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Molecular bioSystems.
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The journal of trauma and acute care surgery.
2012 Jun; 72(6):1541-7. doi:
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Chemistry (Weinheim an der Bergstrasse, Germany).
2012 Jan; 18(4):1194-201. doi:
10.1002/chem.201102545. [PMID: 22189835] - Masaki Ino, Yoshibumi Shimizu, Tamotsu Tanaka, Akira Tokumura. Alterations of plasma levels of lysophosphatidic acid in response to fasting of rats.
Biological & pharmaceutical bulletin.
2012; 35(11):2059-63. doi:
10.1248/bpb.b12-00497. [PMID: 23123475] - Monika Riederer, Margarete Lechleitner, Andelko Hrzenjak, Harald Koefeler, Gernot Desoye, Akos Heinemann, Saša Frank. Endothelial lipase (EL) and EL-generated lysophosphatidylcholines promote IL-8 expression in endothelial cells.
Atherosclerosis.
2011 Feb; 214(2):338-44. doi:
10.1016/j.atherosclerosis.2010.11.007. [PMID: 21130993] - Sung Ha Lee, Siham Raboune, J Michael Walker, Heather B Bradshaw. Distribution of endogenous farnesyl pyrophosphate and four species of lysophosphatidic acid in rodent brain.
International journal of molecular sciences.
2010 Oct; 11(10):3965-76. doi:
10.3390/ijms11103965. [PMID: 21152313] - Gabor Tigyi. Aiming drug discovery at lysophosphatidic acid targets.
British journal of pharmacology.
2010 Sep; 161(2):241-70. doi:
10.1111/j.1476-5381.2010.00815.x. [PMID: 20735414] - Jodianne T Wood, John S Williams, Lakshmipathi Pandarinathan, David R Janero, Carol J Lammi-Keefe, Alexandros Makriyannis. Dietary docosahexaenoic acid supplementation alters select physiological endocannabinoid-system metabolites in brain and plasma.
Journal of lipid research.
2010 Jun; 51(6):1416-23. doi:
10.1194/jlr.m002436. [PMID: 20071693] - Jeffrey M McCue, William J Driscoll, Gregory P Mueller. In vitro synthesis of arachidonoyl amino acids by cytochrome c.
Prostaglandins & other lipid mediators.
2009 Nov; 90(1-2):42-8. doi:
10.1016/j.prostaglandins.2009.08.001. [PMID: 19683594] - B Fuchs, A Bondzio, U Wagner, J Schiller. Phospholipid compositions of sera and synovial fluids from dog, human and horse: a comparison by 31P-NMR and MALDI-TOF MS.
Journal of animal physiology and animal nutrition.
2009 Aug; 93(4):410-22. doi:
10.1111/j.1439-0396.2008.00822.x. [PMID: 18484967] - Akira Tokumura, Laura D Carbone, Yasuko Yoshioka, Junichi Morishige, Masaki Kikuchi, Arnold Postlethwaite, Mitchell A Watsky. Elevated serum levels of arachidonoyl-lysophosphatidic acid and sphingosine 1-phosphate in systemic sclerosis.
International journal of medical sciences.
2009 Jun; 6(4):168-76. doi:
10.7150/ijms.6.168. [PMID: 19521548] - Heather B Bradshaw, Neta Rimmerman, Sherry Shu-Jung Hu, Valery M Benton, Jordyn M Stuart, Kim Masuda, Benjamin F Cravatt, David K O'Dell, J Michael Walker. The endocannabinoid anandamide is a precursor for the signaling lipid N-arachidonoyl glycine by two distinct pathways.
BMC biochemistry.
2009 May; 10(?):14. doi:
10.1186/1471-2091-10-14. [PMID: 19460156] - Alexander Bauer, Anika Schumann, Matthias Gilbert, Christian Wilhelm, Jan G Hengstler, Jürgen Schiller, Beate Fuchs. Evaluation of carbon tetrachloride-induced stress on rat hepatocytes by 31P NMR and MALDI-TOF mass spectrometry: lysophosphatidylcholine generation from unsaturated phosphatidylcholines.
Chemistry and physics of lipids.
2009 May; 159(1):21-9. doi:
10.1016/j.chemphyslip.2009.02.006. [PMID: 19428359] - Antje Hermelink, Cornelia Kirsch, Reinhard Klinger, Gerald Reiter, Gerald Brezesinski. Adsorption of GST-PI3Kgamma at the air-buffer interface and at substrate and nonsubstrate phospholipid monolayers.
Biophysical journal.
2009 Feb; 96(3):1016-25. doi:
10.1016/j.bpj.2008.10.032. [PMID: 19186139] - Long Shuang Huang, Mee Ree Kim, Dai-Eun Sok. Regulation of lipoxygenase activity by polyunsaturated lysophosphatidylcholines or their oxygenation derivatives.
Journal of agricultural and food chemistry.
2008 Sep; 56(17):7808-14. doi:
10.1021/jf801082x. [PMID: 18680379] - Stephen B Milne, Pavlina T Ivanova, Michelle D Armstrong, David S Myers, Jovana Lubarda, Yulia V Shulga, Matthew K Topham, H Alex Brown, Richard M Epand. Dramatic differences in the roles in lipid metabolism of two isoforms of diacylglycerol kinase.
Biochemistry.
2008 Sep; 47(36):9372-9. doi:
10.1021/bi800492c. [PMID: 18702510] - Giuseppe Astarita, Faizy Ahmed, Daniele Piomelli. Identification of biosynthetic precursors for the endocannabinoid anandamide in the rat brain.
Journal of lipid research.
2008 Jan; 49(1):48-57. doi:
10.1194/jlr.m700354-jlr200. [PMID: 17957091] - Heather B Bradshaw, Neta Rimmerman, Jocelyn F Krey, J Michael Walker. Sex and hormonal cycle differences in rat brain levels of pain-related cannabimimetic lipid mediators.
American journal of physiology. Regulatory, integrative and comparative physiology.
2006 Aug; 291(2):R349-58. doi:
10.1152/ajpregu.00933.2005. [PMID: 16556899] - W Pruzanski, L Lambeau, M Lazdunsky, W Cho, J Kopilov, A Kuksis. Differential hydrolysis of molecular species of lipoprotein phosphatidylcholine by groups IIA, V and X secretory phospholipases A2.
Biochimica et biophysica acta.
2005 Sep; 1736(1):38-50. doi:
10.1016/j.bbalip.2005.07.005. [PMID: 16122976] - Marja T Hyvönen, Petri T Kovanen. Molecular dynamics simulations of unsaturated lipid bilayers: effects of varying the numbers of double bonds.
European biophysics journal : EBJ.
2005 Jun; 34(4):294-305. doi:
10.1007/s00249-004-0455-7. [PMID: 15688184] - Richard M Epand, Angela Kam, Nadia Bridgelal, Akihiko Saiga, Matthew K Topham. The alpha isoform of diacylglycerol kinase exhibits arachidonoyl specificity with alkylacylglycerol.
Biochemistry.
2004 Nov; 43(46):14778-83. doi:
10.1021/bi0484724. [PMID: 15544348] - Richard M Epand, Raquel F Epand, Alex D Bain, Brian G Sayer, Donald W Hughes. Properties of polyunsaturated phosphatidylcholine membranes in the presence and absence of cholesterol.
Magnetic resonance in chemistry : MRC.
2004 Feb; 42(2):139-47. doi:
10.1002/mrc.1335. [PMID: 14745793] - Michiyo Tomita, Rodney C Baker, Soichiro Ando, Thomas J Santoro. Arachidonoyl-phospholipid remodeling in proliferating murine T cells.
Lipids in health and disease.
2004 Jan; 3(?):1. doi:
10.1186/1476-511x-3-1. [PMID: 14754461] - Sandrine Bacot, Nathalie Bernoud-Hubac, Naima Baddas, Bernard Chantegrel, Christian Deshayes, Alain Doutheau, Michel Lagarde, Michel Guichardant. Covalent binding of hydroxy-alkenals 4-HDDE, 4-HHE, and 4-HNE to ethanolamine phospholipid subclasses.
Journal of lipid research.
2003 May; 44(5):917-26. doi:
10.1194/jlr.m200450-jlr200. [PMID: 12588949] - S Brooks, G T Clark, S M Wright, R J Trueman, A D Postle, A R Cossins, N M Maclean. Electrospray ionisation mass spectrometric analysis of lipid restructuring in the carp (Cyprinus carpio L.) during cold acclimation.
The Journal of experimental biology.
2002 Dec; 205(Pt 24):3989-97. doi:
10.1242/jeb.205.24.3989. [PMID: 12432020] - Gabriella Lupo, Giovanna Assero, Carmelina D Anfuso, Ambra Nicotra, Maddalena Palumbo, Giuseppe Cannavò, Marcella Renis, Nicola Ragusa, Mario Alberghina. Cytosolic phospholipase A2 mediates arachidonoyl phospholipid hydrolysis in immortalized rat brain endothelial cells stimulated by oxidized LDL.
Biochimica et biophysica acta.
2002 Nov; 1585(1):19-29. doi:
10.1016/s1388-1981(02)00303-7. [PMID: 12457711] - Akira Tokumura, Junya Sinomiya, Seishi Kishimoto, Tamotsu Tanaka, Kentaro Kogure, Takayuki Sugiura, Kiyoshi Satouchi, Keizo Waku, Kenji Fukuzawa. Human platelets respond differentially to lysophosphatidic acids having a highly unsaturated fatty acyl group and alkyl ether-linked lysophosphatidic acids.
The Biochemical journal.
2002 Aug; 365(Pt 3):617-28. doi:
10.1042/bj20020348. [PMID: 11982483] - Elena B Rodriguez De Turco, Fannie R Jackson, Mark A DeCoster, Miriam Kolko, Nicolas G Bazan. Glutamate signalling and secretory phospholipase A2 modulate the release of arachidonic acid from neuronal membranes.
Journal of neuroscience research.
2002 Jun; 68(5):558-67. doi:
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