Chlorpyrifos oxon (BioDeep_00000177416)
human metabolite blood metabolite
代谢物信息卡片
O,O-Diethyl O-3,5,6-trichloro-2-pyridyl phosphate
化学式: C9H11Cl3NO4P (332.9491)
中文名称: 氯吡硫磷一氧
谱图信息:
最多检出来源 Homo sapiens(not specific) 28.57%
分子结构信息
SMILES: CCOP(=O)(OCC)OC1=C(Cl)C=C(Cl)C(Cl)=N1
InChI: InChI=1S/C9H11Cl3NO4P/c1-3-15-18(14,16-4-2)17-9-7(11)5-6(10)8(12)13-9/h5H,3-4H2,1-2H3
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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Yixi Zhang, Baojun Yang, Zhiming Yang, Lu Kai, Zewen Liu. Alternative Splicing and Expression Reduction of P450 Genes Mediating the Oxidation of Chlorpyrifos Revealed a Novel Resistance Mechanism in Nilaparvata lugens.
Journal of agricultural and food chemistry.
2023 Mar; 71(9):4036-4042. doi:
10.1021/acs.jafc.2c08957. [PMID: 36848634] - Stacey Herriage, Guangping Chen, Carey Pope. Concentration-dependent effects of chlorpyrifos oxon on peroxisome proliferator-activated receptor signaling in MCF-7 cells.
Toxicology in vitro : an international journal published in association with BIBRA.
2022 Feb; 78(?):105268. doi:
10.1016/j.tiv.2021.105268. [PMID: 34756920] - Jordi Blanco, Laia Guardia-Escote, Miquel Mulero, Pia Basaure, Judit Biosca-Brull, Maria Cabré, Maria Teresa Colomina, José L Domingo, Domènec J Sánchez. Obesogenic effects of chlorpyrifos and its metabolites during the differentiation of 3T3-L1 preadipocytes.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2020 Mar; 137(?):111171. doi:
10.1016/j.fct.2020.111171. [PMID: 32017950] - Supta Das, Kimberly J Hageman, Madeleine Taylor, Sue Michelsen-Heath, Ian Stewart. Fate of the organophosphate insecticide, chlorpyrifos, in leaves, soil, and air following application.
Chemosphere.
2020 Mar; 243(?):125194. doi:
10.1016/j.chemosphere.2019.125194. [PMID: 31739250] - George F Antonious, Eric T Turley, Mutari Abubakari, John C Snyder. Dissipation, half-lives, and mass spectrometric identification of chlorpyrifos and its two metabolites on field-grown collard and kale.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes.
2017 Apr; 52(4):251-255. doi:
10.1080/03601234.2016.1270683. [PMID: 28080209] - Alicia J Dafferner, Sofya Lushchekina, Patrick Masson, Gaoping Xiao, Lawrence M Schopfer, Oksana Lockridge. Characterization of butyrylcholinesterase in bovine serum.
Chemico-biological interactions.
2017 Mar; 266(?):17-27. doi:
10.1016/j.cbi.2017.02.004. [PMID: 28189703] - Natàlia Garcia-Reyero, Lynn Escalon, Eva Prats, Melissa Faria, Amadeu M V M Soares, Demetrio Raldúa. Targeted Gene Expression in Zebrafish Exposed to Chlorpyrifos-Oxon Confirms Phenotype-Specific Mechanisms Leading to Adverse Outcomes.
Bulletin of environmental contamination and toxicology.
2016 Jun; 96(6):707-13. doi:
10.1007/s00128-016-1798-3. [PMID: 27086301] - Alper Coban, Russell L Carr, Howard W Chambers, Kenneth O Willeford, Janice E Chambers. Comparison of inhibition kinetics of several organophosphates, including some nerve agent surrogates, using human erythrocyte and rat and mouse brain acetylcholinesterase.
Toxicology letters.
2016 Apr; 248(?):39-45. doi:
10.1016/j.toxlet.2016.03.002. [PMID: 26965078] - Hirotaka Sato, Yuki Ito, Jun Ueyama, Yuya Kano, Tomoya Arakawa, Masahiro Gotoh, Takaaki Kondo, Yuka Sugiura, Isao Saito, Eiji Shibata, Michihiro Kamijima. Effects of Paraoxonase 1 gene polymorphisms on organophosphate insecticide metabolism in Japanese pest control workers.
Journal of occupational health.
2016; 58(1):56-65. doi:
10.1539/joh.15-0175-oa. [PMID: 26549836] - Tawit Suriyo, Phum Tachachartvanich, Daranee Visitnonthachai, Piyajit Watcharasit, Jutamaad Satayavivad. Chlorpyrifos promotes colorectal adenocarcinoma H508 cell growth through the activation of EGFR/ERK1/2 signaling pathway but not cholinergic pathway.
Toxicology.
2015 Dec; 338(?):117-29. doi:
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Insect biochemistry and molecular biology.
2015 Oct; 65(?):75-82. doi:
10.1016/j.ibmb.2015.09.005. [PMID: 26363297] - Matthew K Ross, Abdolsamad Borazjani, Lee C Mangum, Ran Wang, J Allen Crow. Effects of toxicologically relevant xenobiotics and the lipid-derived electrophile 4-hydroxynonenal on macrophage cholesterol efflux: silencing carboxylesterase 1 has paradoxical effects on cholesterol uptake and efflux.
Chemical research in toxicology.
2014 Oct; 27(10):1743-56. doi:
10.1021/tx500221a. [PMID: 25250848] - R Hunter Coombes, Edward C Meek, Mary Beth Dail, Howard W Chambers, Janice E Chambers. Human paraoxonase 1 hydrolysis of nanomolar chlorpyrifos-oxon concentrations is unaffected by phenotype or Q192R genotype.
Toxicology letters.
2014 Oct; 230(1):57-61. doi:
10.1016/j.toxlet.2014.07.029. [PMID: 25093614] - Toby B Cole, Wan-Fen Li, Aila L Co, Ariel M Hay, James W MacDonald, Theo K Bammler, Federico M Farin, Lucio G Costa, Clement E Furlong. Repeated gestational exposure of mice to chlorpyrifos oxon is associated with paraoxonase 1 (PON1) modulated effects in maternal and fetal tissues.
Toxicological sciences : an official journal of the Society of Toxicology.
2014 Oct; 141(2):409-22. doi:
10.1093/toxsci/kfu144. [PMID: 25070982] - Jordan Ned Smith, Paul M Hinderliter, Charles Timchalk, Michael J Bartels, Torka S Poet. A human life-stage physiologically based pharmacokinetic and pharmacodynamic model for chlorpyrifos: development and validation.
Regulatory toxicology and pharmacology : RTP.
2014 Aug; 69(3):580-97. doi:
10.1016/j.yrtph.2013.10.005. [PMID: 24200834] - Füsun Okçu Pelit, Çiğdem Yengin. Application of solidified floating organic drop microextraction method for biomonitoring of chlorpyrifos and its oxon metabolite in urine samples.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2014 Feb; 949-950(?):109-14. doi:
10.1016/j.jchromb.2014.01.004. [PMID: 24487040] - Bin Li, Peter Eyer, Michael Eddleston, Wei Jiang, Lawrence M Schopfer, Oksana Lockridge. Protein tyrosine adduct in humans self-poisoned by chlorpyrifos.
Toxicology and applied pharmacology.
2013 Jun; 269(3):215-25. doi:
10.1016/j.taap.2013.03.021. [PMID: 23566956] - Wei Jiang, Ellen G Duysen, Oksana Lockridge. Mice treated with a nontoxic dose of chlorpyrifos oxon have diethoxyphosphotyrosine labeled proteins in blood up to 4 days post exposure, detected by mass spectrometry.
Toxicology.
2012 May; 295(1-3):15-22. doi:
10.1016/j.tox.2012.03.001. [PMID: 22406659] - Toby B Cole, Jenna C Fisher, Thomas M Burbacher, Lucio G Costa, Clement E Furlong. Neurobehavioral assessment of mice following repeated postnatal exposure to chlorpyrifos-oxon.
Neurotoxicology and teratology.
2012 May; 34(3):311-22. doi:
10.1016/j.ntt.2012.02.003. [PMID: 22425525] - Jibran Y Khokhar, Rachel F Tyndale. Rat brain CYP2B-enzymatic activation of chlorpyrifos to the oxon mediates cholinergic neurotoxicity.
Toxicological sciences : an official journal of the Society of Toxicology.
2012 Apr; 126(2):325-35. doi:
10.1093/toxsci/kfs029. [PMID: 22287024] - Ellen G Duysen, John R Cashman, Lawrence M Schopfer, Florian Nachon, Patrick Masson, Oksana Lockridge. Differential sensitivity of plasma carboxylesterase-null mice to parathion, chlorpyrifos and chlorpyrifos oxon, but not to diazinon, dichlorvos, diisopropylfluorophosphate, cresyl saligenin phosphate, cyclosarin thiocholine, tabun thiocholine, and carbofuran.
Chemico-biological interactions.
2012 Feb; 195(3):189-98. doi:
10.1016/j.cbi.2011.12.006. [PMID: 22209767] - Toby B Cole, Richard P Beyer, Theo K Bammler, Sarah S Park, Federico M Farin, Lucio G Costa, Clement E Furlong. Repeated developmental exposure of mice to chlorpyrifos oxon is associated with paraoxonase 1 (PON1)-modulated effects on cerebellar gene expression.
Toxicological sciences : an official journal of the Society of Toxicology.
2011 Sep; 123(1):155-69. doi:
10.1093/toxsci/kfr157. [PMID: 21673326] - Ellen G Duysen, Oksana Lockridge. Induction of plasma acetylcholinesterase activity in mice challenged with organophosphorus poisons.
Toxicology and applied pharmacology.
2011 Sep; 255(2):214-20. doi:
10.1016/j.taap.2011.06.021. [PMID: 21767560] - Jordan Ned Smith, Charles Timchalk, Michael J Bartels, Torka S Poet. In vitro age-dependent enzymatic metabolism of chlorpyrifos and chlorpyrifos-oxon in human hepatic microsomes and chlorpyrifos-oxon in plasma.
Drug metabolism and disposition: the biological fate of chemicals.
2011 Aug; 39(8):1353-62. doi:
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Environmental health perspectives.
2011 Jun; 119(6):801-6. doi:
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Biosensors & bioelectronics.
2011 Feb; 26(6):2835-40. doi:
10.1016/j.bios.2010.11.008. [PMID: 21195597] - Miguel A Sogorb, Eugenio Vilanova. Serum albumins and detoxication of anti-cholinesterase agents.
Chemico-biological interactions.
2010 Sep; 187(1-3):325-9. doi:
10.1016/j.cbi.2010.03.001. [PMID: 20211614] - Bin Li, Ivan Ricordel, Lawrence M Schopfer, Frédéric Baud, Bruno Mégarbane, Patrick Masson, Oksana Lockridge. Dichlorvos, chlorpyrifos oxon and Aldicarb adducts of butyrylcholinesterase, detected by mass spectrometry in human plasma following deliberate overdose.
Journal of applied toxicology : JAT.
2010 Aug; 30(6):559-65. doi:
10.1002/jat.1526. [PMID: 20809544] - Florian Eyer, Darren M Roberts, Nicholas A Buckley, Michael Eddleston, Horst Thiermann, Franz Worek, Peter Eyer. Extreme variability in the formation of chlorpyrifos oxon (CPO) in patients poisoned by chlorpyrifos (CPF).
Biochemical pharmacology.
2009 Sep; 78(5):531-7. doi:
10.1016/j.bcp.2009.05.004. [PMID: 19433070] - Karen Huen, Rebecca Richter, Clement Furlong, Brenda Eskenazi, Nina Holland. Validation of PON1 enzyme activity assays for longitudinal studies.
Clinica chimica acta; international journal of clinical chemistry.
2009 Apr; 402(1-2):67-74. doi:
10.1016/j.cca.2008.12.019. [PMID: 19146843] - Rebecca J Richter, Gail P Jarvik, Clement E Furlong. Paraoxonase 1 (PON1) status and substrate hydrolysis.
Toxicology and applied pharmacology.
2009 Feb; 235(1):1-9. doi:
10.1016/j.taap.2008.11.001. [PMID: 19071155] - Renate Heilmair, Florian Eyer, Peter Eyer. Enzyme-based assay for quantification of chlorpyrifos oxon in human plasma.
Toxicology letters.
2008 Sep; 181(1):19-24. doi:
10.1016/j.toxlet.2008.06.868. [PMID: 18655824] - Shi-Jian Ding, John Carr, James E Carlson, Larry Tong, Weihua Xue, Yifeng Li, Lawrence M Schopfer, Bin Li, Florian Nachon, Oluwatoyin Asojo, Charles M Thompson, Steven H Hinrichs, Patrick Masson, Oksana Lockridge. Five tyrosines and two serines in human albumin are labeled by the organophosphorus agent FP-biotin.
Chemical research in toxicology.
2008 Sep; 21(9):1787-94. doi:
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Toxicology letters.
2008 Jul; 180(1):33-7. doi:
10.1016/j.toxlet.2008.05.016. [PMID: 18577432] - Mabruka H Tarhoni, Timothy Lister, David E Ray, Wayne G Carter. Albumin binding as a potential biomarker of exposure to moderately low levels of organophosphorus pesticides.
Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals.
2008 Jun; 13(4):343-63. doi:
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Toxicology and applied pharmacology.
2007 May; 221(1):1-12. doi:
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Toxicology.
2007 May; 234(1-2):90-102. doi:
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Toxicology.
2007 Apr; 233(1-3):60-9. doi:
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Analytical biochemistry.
2007 Feb; 361(2):263-72. doi:
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Chemical research in toxicology.
2006 Sep; 19(9):1142-50. doi:
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Toxicological sciences : an official journal of the Society of Toxicology.
2006 May; 91(1):166-72. doi:
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Toxicology.
2006 Mar; 220(1):13-25. doi:
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Biochimie.
2006 Jan; 88(1):59-68. doi:
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Toxicology and applied pharmacology.
2006 Jan; 210(1-2):142-9. doi:
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Pharmacogenetics and genomics.
2005 Aug; 15(8):589-98. doi:
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Toxicological sciences : an official journal of the Society of Toxicology.
2005 Feb; 83(2):303-12. doi:
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Veterinary and human toxicology.
2004 Dec; 46(6):297-9. doi:
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Toxicology and applied pharmacology.
2004 Apr; 196(2):183-90. doi:
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Toxicology.
2003 Jun; 188(2-3):219-32. doi:
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Toxicology letters.
2002 Sep; 135(1-2):89-93. doi:
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Toxicological sciences : an official journal of the Society of Toxicology.
2002 Mar; 66(1):34-53. doi:
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2001; 14(2):129-35. doi:
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Chemico-biological interactions.
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American journal of human genetics.
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The Biochemical journal.
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Eisei Shikenjo hokoku. Bulletin of National Institute of Hygienic Sciences.
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