10-Nitrooleate (BioDeep_00000175351)
human metabolite blood metabolite
代谢物信息卡片
10-Nitro-9(e)-octadec-9-enoic acid
化学式: C18H33NO4 (327.2409458)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 25.06%
分子结构信息
SMILES: CCCCCCCCC(=CCCCCCCCC(O)=O)[N+]([O-])=O
InChI: InChI=1S/C18H33NO4/c1-2-3-4-5-8-11-14-17(19(22)23)15-12-9-6-7-10-13-16-18(20)21/h15H,2-14,16H2,1H3,(H,20,21)
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。
文献列表
- Tomas Perecko, Jana Pereckova, Zuzana Hoferova, Martin Falk. Cell-type specific anti-cancerous effects of nitro-oleic acid and its combination with gamma irradiation.
Biological chemistry.
2024 Mar; 405(3):177-187. doi:
10.1515/hsz-2023-0150. [PMID: 37712609] - Lenka Hernychova, Eleni Alexandri, Andreas G Tzakos, Martina Zatloukalová, Alexandra Primikyri, Ioannis P Gerothanassis, Lukas Uhrik, Marek Šebela, David Kopečný, Lukáš Jedinák, Jan Vacek. Serum albumin as a primary non-covalent binding protein for nitro-oleic acid.
International journal of biological macromolecules.
2022 Apr; 203(?):116-129. doi:
10.1016/j.ijbiomac.2022.01.050. [PMID: 35063491] - Chao Zhou, Moxi Su, Ping Sun, Xuelian Tang, Ke-Jie Yin. Nitro-oleic acid-mediated blood-brain barrier protection reduces ischemic brain injury.
Experimental neurology.
2021 12; 346(?):113861. doi:
10.1016/j.expneurol.2021.113861. [PMID: 34499902] - Michelle L Manni, Victoria A Heinrich, Gregory J Buchan, James P O'Brien, Crystal Uvalle, Veronika Cechova, Adolf Koudelka, Dharti Ukani, Mohamad Rawas-Qalaji, Tim D Oury, Renee Hart, Madeline Ellgass, Steven J Mullett, Merritt L Fajt, Sally E Wenzel, Fernando Holguin, Bruce A Freeman, Stacy G Wendell. Nitroalkene fatty acids modulate bile acid metabolism and lung function in obese asthma.
Scientific reports.
2021 09; 11(1):17788. doi:
10.1038/s41598-021-96471-9. [PMID: 34493738] - Rachel M Garner, Diane R Mould, Carla Chieffo, Diane K Jorkasky. Pharmacokinetic and Pharmacodynamic Effects of Oral CXA-10, a Nitro Fatty Acid, After Single and Multiple Ascending Doses in Healthy and Obese Subjects.
Clinical and translational science.
2019 11; 12(6):667-676. doi:
10.1111/cts.12672. [PMID: 31343124] - Cynthia M Arbeeny, Hong Ling, Mandy M Smith, Stephen O'Brien, Stefan Wawersik, Steven R Ledbetter, Allen McAlexander, Francisco J Schopfer, Robert N Willette, Diane K Jorkasky. CXA-10, a Nitrated Fatty Acid, Is Renoprotective in Deoxycorticosterone Acetate-Salt Nephropathy.
The Journal of pharmacology and experimental therapeutics.
2019 06; 369(3):503-510. doi:
10.1124/jpet.118.254755. [PMID: 30894457] - Aravind T Reddy, Sowmya P Lakshmi, Raju C Reddy. The Nitrated Fatty Acid 10-Nitro-oleate Diminishes Severity of LPS-Induced Acute Lung Injury in Mice.
PPAR research.
2012; 2012(?):617063. doi:
10.1155/2012/617063. [PMID: 22919366] - Dimitrios Tsikas, Alexander A Zoerner, Jens Jordan. Oxidized and nitrated oleic acid in biological systems: analysis by GC-MS/MS and LC-MS/MS, and biological significance.
Biochimica et biophysica acta.
2011 Nov; 1811(11):694-705. doi:
10.1016/j.bbalip.2011.06.015. [PMID: 21771665] - Xiaochun Tang, Yanhong Guo, Kae Nakamura, Huarong Huang, Milton Hamblin, Lin Chang, Luis Villacorta, Kejie Yin, Hongsheng Ouyang, Jifeng Zhang. Nitroalkenes induce rat aortic smooth muscle cell apoptosis via activation of caspase-dependent pathways.
Biochemical and biophysical research communications.
2010 Jun; 397(2):239-44. doi:
10.1016/j.bbrc.2010.05.091. [PMID: 20493166] - Haiping Wang, Haiying Liu, Zhanjun Jia, Zhunjun Jia, Curtis Olsen, Sheldon Litwin, Guangju Guan, Tianxin Yang. Nitro-oleic acid protects against endotoxin-induced endotoxemia and multiorgan injury in mice.
American journal of physiology. Renal physiology.
2010 Mar; 298(3):F754-62. doi:
10.1152/ajprenal.00439.2009. [PMID: 20032118] - Dimitrios Tsikas, Alexander Zoerner, Anja Mitschke, Yahya Homsi, Frank-Mathias Gutzki, Jens Jordan. Specific GC-MS/MS stable-isotope dilution methodology for free 9- and 10-nitro-oleic acid in human plasma challenges previous LC-MS/MS reports.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 Sep; 877(26):2895-908. doi:
10.1016/j.jchromb.2008.12.062. [PMID: 19162569] - Anja Mitschke, Frank-Mathias Gutzki, Dimitrios Tsikas. 9- and 10-Nitro-oleic acid do not interfere with the GC-MS quantitative determination of nitrite and nitrate in biological fluids when measured as their pentafluorobenzyl derivatives.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 May; 851(1-2):287-91. doi:
10.1016/j.jchromb.2007.02.032. [PMID: 17349828] - Paul R S Baker, Yiming Lin, Francisco J Schopfer, Steven R Woodcock, Alison L Groeger, Carlos Batthyany, Scott Sweeney, Marshall H Long, Karen E Iles, Laura M S Baker, Bruce P Branchaud, Yuqing E Chen, Bruce A Freeman. Fatty acid transduction of nitric oxide signaling: multiple nitrated unsaturated fatty acid derivatives exist in human blood and urine and serve as endogenous peroxisome proliferator-activated receptor ligands.
The Journal of biological chemistry.
2005 Dec; 280(51):42464-75. doi:
10.1074/jbc.m504212200. [PMID: 16227625]