Linuron (BioDeep_00000001162)

 

Secondary id: BioDeep_00000404628

human metabolite blood metabolite


代谢物信息卡片


N-(3,4-dichlorophenyl)-N-methoxy-N-methyl urea

化学式: C9H10Cl2N2O2 (248.01193000000004)
中文名称: 正己烷中利谷隆溶液
谱图信息: 最多检出来源 Homo sapiens(blood) 0.09%

分子结构信息

SMILES: c1(cc(c(Cl)cc1)Cl)NC(N(OC)C)=O
InChI: InChI=1S/C9H10Cl2N2O2/c1-13(15-2)9(14)12-6-3-4-7(10)8(11)5-6/h3-5H,1-2H3,(H,12,14)

描述信息

CONFIDENCE standard compound; INTERNAL_ID 48; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4724; ORIGINAL_PRECURSOR_SCAN_NO 4722
CONFIDENCE standard compound; INTERNAL_ID 48; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4711; ORIGINAL_PRECURSOR_SCAN_NO 4707
CONFIDENCE standard compound; INTERNAL_ID 48; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4718; ORIGINAL_PRECURSOR_SCAN_NO 4717
CONFIDENCE standard compound; INTERNAL_ID 48; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4709; ORIGINAL_PRECURSOR_SCAN_NO 4707
CONFIDENCE standard compound; INTERNAL_ID 48; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4732; ORIGINAL_PRECURSOR_SCAN_NO 4729
CONFIDENCE standard compound; INTERNAL_ID 48; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4811; ORIGINAL_PRECURSOR_SCAN_NO 4807
CONFIDENCE standard compound; EAWAG_UCHEM_ID 160
CONFIDENCE standard compound; INTERNAL_ID 8412
CONFIDENCE standard compound; INTERNAL_ID 4031
CONFIDENCE standard compound; INTERNAL_ID 2323
D010575 - Pesticides > D006540 - Herbicides
D016573 - Agrochemicals

同义名列表

6 个代谢物同义名

N-(3,4-dichlorophenyl)-N-methoxy-N-methyl urea; 1-Methoxy-1-methyl-3-(3,4-dichlorophenyl)urea; 3-(3,4-Dichlorophenyl)-1-methoxy-1-methylurea; 1-(3,4-dichlorophenyl)-3-methoxy-3-methylurea; LINURON; Afalon



数据库引用编号

48 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

  • linuron degradation: 3,4-dichloroaniline + H+ + NADPH + O2 ⟶ 4,5-dichlorobenzene-1,2-diol + NADP+ + ammonium

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

  • Muhammad Haroon, Wissam Iali, Abdulaziz A Al-Saadi. Conformational analysis and concentration detection of linuron: Spectroscopic NMR and SERS study. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2021 Dec; 263(?):120223. doi: 10.1016/j.saa.2021.120223. [PMID: 34329849]
  • Harry Lerner, Başak Öztürk, Anja B Dohrmann, Joice Thomas, Kathleen Marchal, René De Mot, Wim Dehaen, Christoph C Tebbe, Dirk Springael. DNA-SIP and repeated isolation corroborate Variovorax as a key organism in maintaining the genetic memory for linuron biodegradation in an agricultural soil. FEMS microbiology ecology. 2021 04; 97(5):. doi: 10.1093/femsec/fiab051. [PMID: 33784375]
  • Harry Lerner, Başak Öztürk, Anja B Dohrmann, Joice Thomas, Kathleen Marchal, René De Mot, Wim Dehaen, Christoph C Tebbe, Dirk Springael. Culture-Independent Analysis of Linuron-Mineralizing Microbiota and Functions in on-Farm Biopurification Systems via DNA-Stable Isotope Probing: Comparison with Enrichment Culture. Environmental science & technology. 2020 08; 54(15):9387-9397. doi: 10.1021/acs.est.0c02124. [PMID: 32569463]
  • Jennifer A Fitzgerald, Maciej Trznadel, Ioanna Katsiadaki, Eduarda M Santos. Hypoxia modifies the response to flutamide and linuron in male three-spined stickleback (Gasterosteus aculeatus). Environmental pollution (Barking, Essex : 1987). 2020 Aug; 263(Pt A):114326. doi: 10.1016/j.envpol.2020.114326. [PMID: 32247919]
  • Ehab Azab, Rashad Kebeish, A K Hegazy. Expression of the human gene CYP1A2 enhances tolerance and detoxification of the phenylurea herbicide linuron in Arabidopsis thaliana plants and Escherichia coli. Environmental pollution (Barking, Essex : 1987). 2018 Jul; 238(?):281-290. doi: 10.1016/j.envpol.2018.03.025. [PMID: 29573710]
  • Pieter Albers, Bram Weytjens, René De Mot, Kathleen Marchal, Dirk Springael. Molecular processes underlying synergistic linuron mineralization in a triple-species bacterial consortium biofilm revealed by differential transcriptomics. MicrobiologyOpen. 2018 04; 7(2):e00559. doi: 10.1002/mbo3.559. [PMID: 29314727]
  • Guillaume Mortamet, Mehdi Oualha, Sylvain Renolleau, Christian Moesch, Jean-Marc Treluyer. Methemoglobinemia Following Monolinuron Ingestion: A Case Report in a Child. Pediatric emergency care. 2018 Mar; 34(3):e55-e56. doi: 10.1097/pec.0000000000000745. [PMID: 27253655]
  • Pieter Albers, Cédric Lood, Basak Özturk, Benjamin Horemans, Rob Lavigne, Vera van Noort, René De Mot, Kathleen Marchal, Aminael Sanchez-Rodriguez, Dirk Springael. Catabolic task division between two near-isogenic subpopulations co-existing in a herbicide-degrading bacterial consortium: consequences for the interspecies consortium metabolic model. Environmental microbiology. 2018 01; 20(1):85-96. doi: 10.1111/1462-2920.13994. [PMID: 29124862]
  • C Quintaneiro, D Patrício, S C Novais, A M V M Soares, M S Monteiro. Endocrine and physiological effects of linuron and S-metolachlor in zebrafish developing embryos. The Science of the total environment. 2017 May; 586(?):390-400. doi: 10.1016/j.scitotenv.2016.11.153. [PMID: 28209406]
  • Hongwei Ding, Wei Zheng, Hua Han, Xiyin Hu, Binli Hu, Feng Wang, Liyu Su, Hong Li, Yan Li. Reproductive toxicity of linuron following gestational exposure in rats and underlying mechanisms. Toxicology letters. 2017 Jan; 266(?):49-55. doi: 10.1016/j.toxlet.2016.12.013. [PMID: 28007637]
  • Ahmet Topal, Gonca Alak, Serdar Altun, Hüseyin Serkan Erol, Muhammed Atamanalp. Evaluation of 8-hydroxy-2-deoxyguanosine and NFkB activation, oxidative stress response, acetylcholinesterase activity, and histopathological changes in rainbow trout brain exposed to linuron. Environmental toxicology and pharmacology. 2017 Jan; 49(?):14-20. doi: 10.1016/j.etap.2016.11.009. [PMID: 27886567]
  • Benjamin Horemans, Karolien Bers, Erick Ruiz Romero, Eva Pose Juan, Vincent Dunon, René De Mot, Dirk Springael. Functional Redundancy of Linuron Degradation in Microbial Communities in Agricultural Soil and Biopurification Systems. Applied and environmental microbiology. 2016 May; 82(9):2843-2853. doi: 10.1128/aem.04018-15. [PMID: 26944844]
  • Elżbieta G Magnucka, Stanisław J Pietr, Arkadiusz Kozubek, Robert Zarnowski. Various effects of the photosystem II--inhibiting herbicides on 5-n-alkylresorcinol accumulation in rye seedlings. Pesticide biochemistry and physiology. 2014 Nov; 116(?):56-62. doi: 10.1016/j.pestbp.2014.09.015. [PMID: 25454521]
  • Noël J Diepens, Gertie H P Arts, Andreas Focks, Albert A Koelmans. Uptake, translocation, and elimination in sediment-rooted macrophytes: a model-supported analysis of whole sediment test data. Environmental science & technology. 2014 Oct; 48(20):12344-53. doi: 10.1021/es503121x. [PMID: 25251785]
  • Helena Burešová, Steven J H Crum, J Dick M Belgers, Paulien I Adriaanse, Gertie H P Arts. Effects of linuron on a rooted aquatic macrophyte in sediment-dosed test systems. Environmental pollution (Barking, Essex : 1987). 2013 Apr; 175(?):117-24. doi: 10.1016/j.envpol.2012.12.030. [PMID: 23376542]
  • Vicki L Marlatt, Bonnie P Lo, Anna Ornostay, Natacha S Hogan, Chris J Kennedy, James R Elphick, Christopher J Martyniuk. The effects of the urea-based herbicide linuron on reproductive endpoints in the fathead minnow (Pimephales promelas). Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2013 Jan; 157(1):24-32. doi: 10.1016/j.cbpc.2012.09.001. [PMID: 22982884]
  • Christopher J Martyniuk, Sophie Alvarez, Bonnie P Lo, James R Elphick, Vicki L Marlatt. Hepatic protein expression networks associated with masculinization in the female fathead minnow (Pimephales promelas). Journal of proteome research. 2012 Aug; 11(8):4147-61. doi: 10.1021/pr3002468. [PMID: 22734619]
  • Natacha S Hogan, Melanie J Gallant, Michael R van den Heuvel. Exposure to the pesticide linuron affects androgen-dependent gene expression in the three-spined stickleback (Gasterosteus aculeatus). Environmental toxicology and chemistry. 2012 Jun; 31(6):1391-5. doi: 10.1002/etc.1815. [PMID: 22514014]
  • Jordan Crago, Rebecca Klaper. A mixture of an environmentally realistic concentration of a phthalate and herbicide reduces testosterone in male fathead minnow (Pimephales promelas) through a novel mechanism of action. Aquatic toxicology (Amsterdam, Netherlands). 2012 Apr; 110-111(?):74-83. doi: 10.1016/j.aquatox.2011.12.021. [PMID: 22277248]
  • Jiangrui Huang, Xianghong Kong, Binghua Yao, Qiang He, Kaituo Hao. [Determination of 88 pesticide residues in cranberry plant extract by gas chromatography-triple quadrupole tandem mass spectrometry]. Se pu = Chinese journal of chromatography. 2011 Oct; 29(10):974-82. doi: ". [PMID: 22268353]
  • Dehua Guo, Xionghai Yi, Li Qu. [Determination of linuron and its metabolite 3,4-dichloroaniline residues in meat and meat products using liquid chromatography-tandem mass spectrometry]. Se pu = Chinese journal of chromatography. 2011 Oct; 29(10):967-73. doi: . [PMID: 22268352]
  • Hiroyuki Kojima, Fumihiro Sata, Shinji Takeuchi, Tatsuya Sueyoshi, Tadanori Nagai. Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays. Toxicology. 2011 Feb; 280(3):77-87. doi: 10.1016/j.tox.2010.11.008. [PMID: 21115097]
  • Sophie Pascal-Lorber, Haifaa Alsayeda, Isabelle Jouanin, Laurent Debrauwer, Cecile Canlet, François Laurent. Metabolic fate of [¹⁴C]diuron and [¹⁴C]linuron in wheat (Triticum aestivum) and radish (Raphanus sativus). Journal of agricultural and food chemistry. 2010 Oct; 58(20):10935-44. doi: 10.1021/jf101937x. [PMID: 20886880]
  • Anna Bazylewicz, Tomasz Kłopotowski, Mariusz Kicka, Łukasz Miśkiewicz, Sebastian Picheta. [Acute poisoning due to chemical substances inducing methemoglobinemia--two cases report]. Przeglad lekarski. 2010; 67(8):636-9. doi: . [PMID: 21387795]
  • Frances Orton, Ilka Lutz, Werner Kloas, Edwin J Routledge. Endocrine disrupting effects of herbicides and pentachlorophenol: in vitro and in vivo evidence. Environmental science & technology. 2009 Mar; 43(6):2144-50. doi: 10.1021/es8028928. [PMID: 19368227]
  • Maria José Farré, Manuel Ignacio Maldonado, Wolfgang Gernjak, Isabel Oller, Sixto Malato, Xavier Domènech, José Peral. Coupled solar photo-Fenton and biological treatment for the degradation of diuron and linuron herbicides at pilot scale. Chemosphere. 2008 Jun; 72(4):622-9. doi: 10.1016/j.chemosphere.2008.02.043. [PMID: 18405941]
  • Helen Tinwell, Claire Friry-Santini, David Rouquié, Sara Belluco, Laetitia Elies, Catherine Pallen, Remi Bars. Evaluation of the antiandrogenic effects of flutamide, DDE, and linuron in the weanling rat assay using organ weight, histopathological, and proteomic approaches. Toxicological sciences : an official journal of the Society of Toxicology. 2007 Nov; 100(1):54-65. doi: 10.1093/toxsci/kfm208. [PMID: 17686919]
  • R M Garcinuño, P Fernandez Hernando, C Camara. Removal of carbaryl, linuron, and permethrin by Lupinus angustifolius under hydroponic conditions. Journal of agricultural and food chemistry. 2006 Jul; 54(14):5034-9. doi: 10.1021/jf060850j. [PMID: 16819913]
  • G Wágner, E Nádasy. Effect of pre-emergence herbicides on growth parameters of green pea. Communications in agricultural and applied biological sciences. 2006; 71(3 Pt A):809-13. doi: . [PMID: 17390825]
  • Dana Seidlová-Wuttke, Hubertus Jarry, Julie Christoffel, Guillermo Rimoldi, Wolfgang Wuttke. Effects of bisphenol-A (BPA), dibutylphtalate (DBP), benzophenone-2 (BP2), procymidone (Proc), and linurone (Lin) on fat tissue, a variety of hormones and metabolic parameters: a 3 months comparison with effects of estradiol (E2) in ovariectomized (ovx) rats. Toxicology. 2005 Sep; 213(1-2):13-24. doi: 10.1016/j.tox.2005.05.001. [PMID: 15951094]
  • F G Tamayo, J L Casillas, A Martin-Esteban. Clean up of phenylurea herbicides in plant sample extracts using molecularly imprinted polymers. Analytical and bioanalytical chemistry. 2005 Mar; 381(6):1234-40. doi: 10.1007/s00216-005-3071-1. [PMID: 15756601]
  • Vickie S Wilson, Mary C Cardon, Joseph Thornton, Joseph J Korte, Gerald T Ankley, Jeffery Welch, L Earl Gray, Phillip C Hartig. Cloning and in vitro expression and characterization of the androgen receptor and isolation of estrogen receptor alpha from the fathead Minnow (Pimephales promelas). Environmental science & technology. 2004 Dec; 38(23):6314-21. doi: 10.1021/es049771j. [PMID: 15597887]
  • Il Hyun Kang, Hyung Sik Kim, Jae-Ho Shin, Tae Sung Kim, Hyun Ju Moon, In Young Kim, Kwang Sik Choi, Kwang Sup Kil, Young In Park, Mi Sook Dong, Soon Young Han. Comparison of anti-androgenic activity of flutamide, vinclozolin, procymidone, linuron, and p, p'-DDE in rodent 10-day Hershberger assay. Toxicology. 2004 Jul; 199(2-3):145-59. doi: 10.1016/j.tox.2004.02.019. [PMID: 15147789]
  • William L Patzoldt, Bradley S Dixon, Patrick J Tranel. Triazine resistance in Amaranthus tuberculatus (Moq) Sauer that is not site-of-action mediated. Pest management science. 2003 Oct; 59(10):1134-42. doi: 10.1002/ps.743. [PMID: 14561071]
  • Hong Fang, Weida Tong, William S Branham, Carrie L Moland, Stacy L Dial, Huixiao Hong, Qian Xie, Roger Perkins, William Owens, Daniel M Sheehan. Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor. Chemical research in toxicology. 2003 Oct; 16(10):1338-58. doi: 10.1021/tx030011g. [PMID: 14565775]
  • Ken D Oakes, Mark E McMaster, Andrea C Pryce, Kelly R Munkittrick, Cam B Portt, L Mark Hewitt, Dan D MacLean, Glen J Van Der Kraak. Oxidative stress and bioindicators of reproductive function in pulp and paper mill effluent exposed white sucker. Toxicological sciences : an official journal of the Society of Toxicology. 2003 Jul; 74(1):51-65. doi: 10.1093/toxsci/kfg114. [PMID: 12730610]
  • John C O'Connor, Steven R Frame, Gregory S Ladics. Evaluation of a 15-day screening assay using intact male rats for identifying antiandrogens. Toxicological sciences : an official journal of the Society of Toxicology. 2002 Sep; 69(1):92-108. doi: 10.1093/toxsci/69.1.92. [PMID: 12215663]
  • Kris Hulsen, Veerle Minne, Peter Lootens, Paul Vandecasteele, Monica Höfte. A chlorophyll a fluorescence-based Lemna minor bioassay to monitor microbial degradation of nanomolar to micromolar concentrations of linuron. Environmental microbiology. 2002 Jun; 4(6):327-37. doi: 10.1046/j.1462-2920.2002.00309.x. [PMID: 12071978]
  • Barry S McIntyre, Norman J Barlow, Madhabananda Sar, Duncan G Wallace, Paul M D Foster. Effects of in utero linuron exposure on rat Wolffian duct development. Reproductive toxicology (Elmsford, N.Y.). 2002 Mar; 16(2):131-9. doi: 10.1016/s0890-6238(02)00010-2. [PMID: 11955944]
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