Mecoprop (BioDeep_00000014876)

Main id: BioDeep_00000001807

 

human metabolite blood metabolite Industrial Pollutants


代谢物信息卡片


4-Chloro-2-methylphenoxy-alpha-propionic acid

化学式: C10H11ClO3 (214.0397)
中文名称: 2-(4-氯-2-甲基苯氧基)丙酸, 2-甲基-4-氯戊氧基丙酸, 2甲4氯丙酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(OC1=CC=C(Cl)C=C1C)C(O)=O
InChI: InChI=1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)



数据库引用编号

12 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

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
Cytoplasm 4 DPYD, EGFR, FTO, PPM1G
Peripheral membrane protein 1 ACHE
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 1 EGFR
Nucleus 6 ACHE, EGFR, FTO, OMP, PPM1G, SLC25A11
cytosol 3 DPYD, FTO, OMP
dendrite 1 HTR2C
nucleoplasm 2 FTO, PPM1G
Cell membrane 7 ACHE, EGFR, HTR2C, HTR3A, ITGAM, NCMAP, TNF
Lipid-anchor 1 PPM1G
Cleavage furrow 1 HTR3A
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Multi-pass membrane protein 3 HTR2C, HTR3A, SLC25A11
Synapse 4 ACHE, HTR2C, HTR3A, OMP
cell junction 1 EGFR
cell surface 4 ACHE, EGFR, ITGAM, TNF
glutamatergic synapse 1 EGFR
Golgi apparatus 1 ACHE
Golgi membrane 2 EGFR, INS
mitochondrial inner membrane 1 SLC25A11
neuromuscular junction 1 ACHE
neuronal cell body 2 OMP, TNF
postsynapse 1 HTR3A
endosome 1 EGFR
plasma membrane 12 ACHE, BCHE, CXCR5, EGFR, FTO, HTR2C, HTR3A, ITGAM, NCMAP, PRSS27, SLC25A11, TNF
Membrane 7 ACHE, CXCR5, EGFR, HTR3A, ITGAM, PPM1G, SLC25A11
apical plasma membrane 1 EGFR
axon 1 OMP
basolateral plasma membrane 1 EGFR
extracellular exosome 1 ITGAM
extracellular space 9 ACHE, BCHE, CRP, EGFR, IL6, INS, ITGAM, PNLIP, TNF
perinuclear region of cytoplasm 2 ACHE, EGFR
mitochondrion 1 SLC25A11
protein-containing complex 1 EGFR
intracellular membrane-bounded organelle 1 FTO
Single-pass type I membrane protein 3 EGFR, ITGAM, NCMAP
Secreted 6 ACHE, BCHE, CRP, IL6, INS, PNLIP
extracellular region 8 ACHE, BCHE, CRP, IL6, INS, PNLIP, PRSS27, TNF
Extracellular side 1 ACHE
nuclear membrane 1 EGFR
external side of plasma membrane 3 CXCR5, ITGAM, TNF
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 HTR3A
Mitochondrion inner membrane 1 SLC25A11
Membrane raft 3 EGFR, ITGAM, TNF
focal adhesion 1 EGFR
basement membrane 1 ACHE
intracellular vesicle 1 EGFR
nuclear speck 1 FTO
Postsynaptic cell membrane 1 HTR3A
receptor complex 1 EGFR
neuron projection 1 HTR3A
phagocytic cup 1 TNF
blood microparticle 1 BCHE
serotonin-activated cation-selective channel complex 1 HTR3A
transmembrane transporter complex 1 HTR3A
Lipid-anchor, GPI-anchor 1 ACHE
endosome lumen 1 INS
specific granule membrane 1 ITGAM
tertiary granule membrane 1 ITGAM
Nucleus speckle 1 FTO
side of membrane 1 ACHE
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
plasma membrane raft 1 ITGAM
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 BCHE, IL6, INS
transport vesicle 1 INS
paranode region of axon 1 NCMAP
Schmidt-Lanterman incisure 1 NCMAP
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
nuclear envelope lumen 1 BCHE
clathrin-coated endocytic vesicle membrane 1 EGFR
synaptic cleft 1 ACHE
integrin complex 1 ITGAM
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
integrin alphaM-beta2 complex 1 ITGAM
interleukin-6 receptor complex 1 IL6
[Isoform H]: Cell membrane 1 ACHE
G protein-coupled serotonin receptor complex 1 HTR2C
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Mònica Escolà Casas, Miriam Guivernau, Marc Viñas, Belén Fernández, Rafaela Cáceres, Carme Biel, Víctor Matamoros. Use of wood and cork in biofilters for the simultaneous removal of nitrates and pesticides from groundwater. Chemosphere. 2023 Feb; 313(?):137502. doi: 10.1016/j.chemosphere.2022.137502. [PMID: 36495981]
  • Wei Guo, Wei Wang, Weiwei Zhang, Wei Li, Yichen Wang, Sufen Zhang, Jianghai Chang, Qingfu Ye, Jay Gan. Mechanisms of the enantioselective effects of phenoxyalkanoic acid herbicides DCPP and MCPP. The Science of the total environment. 2021 Sep; 788(?):147735. doi: 10.1016/j.scitotenv.2021.147735. [PMID: 34029804]
  • Cécile Périllon, Michael Feibicke, René Sahm, Björn Kusebauch, Linda Hönemann, Silvia Mohr. The auxin herbicide mecoprop-P in new light: Filling the data gap for dicotyledonous macrophytes. Environmental pollution (Barking, Essex : 1987). 2021 Mar; 272(?):116405. doi: 10.1016/j.envpol.2020.116405. [PMID: 33454613]
  • Anna Parus, Jan Homa, Dariusz Radoński, Grzegorz Framski, Marta Woźniak-Karczewska, Anna Syguda, Łukasz Ławniczak, Łukasz Chrzanowski. Novel esterquat-based herbicidal ionic liquids incorporating MCPA and MCPP for simultaneous stimulation of maize growth and fighting cornflower. Ecotoxicology and environmental safety. 2021 Jan; 208(?):111595. doi: 10.1016/j.ecoenv.2020.111595. [PMID: 33396116]
  • Mònica Escolà Casas, Tue Kjærgaard Nielsen, Witold Kot, Lars Hestbjerg Hansen, Anders Johansen, Kai Bester. Degradation of mecoprop in polluted landfill leachate and waste water in a moving bed biofilm reactor. Water research. 2017 09; 121(?):213-220. doi: 10.1016/j.watres.2017.05.031. [PMID: 28544990]
  • D Boels, C Monteil-Ganière, A Turcant, M Bretaudeau, P Harry. Triketone toxicity: a report on two cases of sulcotrione poisoning. Human & experimental toxicology. 2013 Jul; 32(7):778-82. doi: 10.1177/0960327112468908. [PMID: 23821594]
  • Darren M Roberts, Andrew H Dawson, Lalith Senarathna, Fahim Mohamed, Ron Cheng, Geoffrey Eaglesham, Nick A Buckley. Toxicokinetics, including saturable protein binding, of 4-chloro-2-methyl phenoxyacetic acid (MCPA) in patients with acute poisoning. Toxicology letters. 2011 Mar; 201(3):270-6. doi: 10.1016/j.toxlet.2011.01.011. [PMID: 21256202]
  • Ompal Singh, Zakia Khanam, Neelam Misra, Manoj Kumar Srivastava. Chamomile (Matricaria chamomilla L.): An overview. Pharmacognosy reviews. 2011 Jan; 5(9):82-95. doi: 10.4103/0973-7847.79103. [PMID: 22096322]
  • Shelley A Harris, Paul J Villeneuve, Charlene D Crawley, James E Mays, Roger A Yeary, Kirk A Hurto, John D Meeker. National study of exposure to pesticides among professional applicators: an investigation based on urinary biomarkers. Journal of agricultural and food chemistry. 2010 Sep; 58(18):10253-61. doi: 10.1021/jf101209g. [PMID: 20799690]
  • Irene Hanke, Irene Wittmer, Simone Bischofberger, Christian Stamm, Heinz Singer. Relevance of urban glyphosate use for surface water quality. Chemosphere. 2010 Sep; 81(3):422-9. doi: 10.1016/j.chemosphere.2010.06.067. [PMID: 20696461]
  • Estérine Evrard, Justine Marchand, Michaël Theron, Karine Pichavant-Rafini, Gaël Durand, Louis Quiniou, Jean Laroche. Impacts of mixtures of herbicides on molecular and physiological responses of the European flounder Platichthys flesus. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2010 Sep; 152(3):321-31. doi: 10.1016/j.cbpc.2010.05.009. [PMID: 20566314]
  • M C Gazitúa, A W Slater, F Melo, B González. Novel α-ketoglutarate dioxygenase tfdA-related genes are found in soil DNA after exposure to phenoxyalkanoic herbicides. Environmental microbiology. 2010 Sep; 12(9):2411-25. doi: 10.1111/j.1462-2920.2010.02215.x. [PMID: 20406281]
  • Jennifer A Dougherty, Peter W Swarzenski, Richard S Dinicola, Martin Reinhard. Occurrence of herbicides and pharmaceutical and personal care products in surface water and groundwater around Liberty Bay, Puget Sound, Washington. Journal of environmental quality. 2010 Jul; 39(4):1173-80. doi: 10.2134/jeq2009.0189. [PMID: 20830904]
  • I K Wittmer, H-P Bader, R Scheidegger, H Singer, A Lück, I Hanke, C Carlsson, C Stamm. Significance of urban and agricultural land use for biocide and pesticide dynamics in surface waters. Water research. 2010 May; 44(9):2850-62. doi: 10.1016/j.watres.2010.01.030. [PMID: 20188390]
  • Emeline L Maillet, Robert F Margolskee, Bedrich Mosinger. Phenoxy herbicides and fibrates potently inhibit the human chemosensory receptor subunit T1R3. Journal of medicinal chemistry. 2009 Nov; 52(21):6931-5. doi: 10.1021/jm900823s. [PMID: 19817384]
  • Andrew J A Charlton, Vicki Stuckey, Mark D Sykes. Determination of the phenoxyacid herbicides MCPA, mecoprop and 2,4-D in kidney tissue using liquid chromatography with electrospray tandem mass spectrometry. Bulletin of environmental contamination and toxicology. 2009 Jun; 82(6):711-5. doi: 10.1007/s00128-009-9636-5. [PMID: 19183823]
  • 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]
  • Ona Sakaliene, Sharon K Papiernik, William C Koskinen, Irena Kavoliunaite, Janina Brazenaitei. Using lysimeters to evaluate the relative mobility and plant uptake of four herbicides in a rye production system. Journal of agricultural and food chemistry. 2009 Mar; 57(5):1975-81. doi: 10.1021/jf8032667. [PMID: 19199601]
  • Christoph Meier, Bernhard Wehrli, Jan Roelof van der Meer. Seasonal fluctuations of bacterial community diversity in agricultural soil and experimental validation by laboratory disturbance experiments. Microbial ecology. 2008 Aug; 56(2):210-22. doi: 10.1007/s00248-007-9337-8. [PMID: 18038213]
  • N Rosales-Conrado, M E León-González, L V Pérez-Arribas, L M Polo-Díez. Multiresidue determination of chlorophenoxy acid herbicides in human urine samples by use of solid-phase extraction and capillary LC-UV detection. Analytical and bioanalytical chemistry. 2008 Jan; 390(2):759-68. doi: 10.1007/s00216-007-1701-5. [PMID: 17987282]
  • Víctor Matamoros, Jaume Puigagut, Joan García, Josep M Bayona. Behavior of selected priority organic pollutants in horizontal subsurface flow constructed wetlands: a preliminary screening. Chemosphere. 2007 Nov; 69(9):1374-80. doi: 10.1016/j.chemosphere.2007.05.012. [PMID: 17590410]
  • D M Roberts, N A Buckley. Urinary alkalinisation for acute chlorophenoxy herbicide poisoning. The Cochrane database of systematic reviews. 2007 Jan; ?(1):CD005488. doi: 10.1002/14651858.cd005488.pub2. [PMID: 17253558]
  • Ignaz J Buerge, Thomas Poiger, Markus D Müller, Hans-Rudolf Buser. Influence of pH on the stereoselective degradation of the fungicides epoxiconazole and cyproconazole in soils. Environmental science & technology. 2006 Sep; 40(17):5443-50. doi: 10.1021/es060817d. [PMID: 16999123]
  • Cristina Flox, Pere Lluís Cabot, Francesc Centellas, José Antonio Garrido, Rosa María Rodríguez, Conchita Arias, Enric Brillas. Electrochemical combustion of herbicide mecoprop in aqueous medium using a flow reactor with a boron-doped diamond anode. Chemosphere. 2006 Aug; 64(6):892-902. doi: 10.1016/j.chemosphere.2006.01.050. [PMID: 16516266]
  • Richard H Bromilow, Renato F de Carvalho, Avis A Evans, Peter H Nicholls. Behavior of pesticides in sediment/water systems in outdoor mesocosms. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2006; 41(1):1-16. doi: 10.1080/03601230500234844. [PMID: 16393891]
  • Jonathan P Bound, Nikolaos Voulvoulis. Household disposal of pharmaceuticals as a pathway for aquatic contamination in the United kingdom. Environmental health perspectives. 2005 Dec; 113(12):1705-11. doi: 10.1289/ehp.8315. [PMID: 16330351]
  • S Vickery, P F Dodds. Incorporation of xenobiotic carboxylic acids into lipids by cultured 3T3-L1 adipocytes. Xenobiotica; the fate of foreign compounds in biological systems. 2004 Nov; 34(11-12):1025-42. doi: 10.1080/02772240400015248. [PMID: 15801546]
  • A T Proudfoot, E P Krenzelok, J A Vale. Position Paper on urine alkalinization. Journal of toxicology. Clinical toxicology. 2004; 42(1):1-26. doi: 10.1081/clt-120028740. [PMID: 15083932]
  • Ignaz I Buerge, Thomas Poiger, Markus D Müller, Hans-Rudolf Buser. Enantioselective degradation of metalaxyl in soils: chiral preference changes with soil pH. Environmental science & technology. 2003 Jun; 37(12):2668-74. doi: 10.1021/es0202412. [PMID: 12854703]
  • Ian J Senior, Catherine Moyes, Philip J Dale. Herbicide sensitivity of transgenic multiple herbicide-tolerant oilseed rape. Pest management science. 2002 Apr; 58(4):405-12. doi: 10.1002/ps.471. [PMID: 11975190]
  • Shelley A Harris, Andrea M Sass-Kortsak, Paul N Corey, James T Purdham. Development of models to predict dose of pesticides in professional turf applicators. Journal of exposure analysis and environmental epidemiology. 2002 Mar; 12(2):130-44. doi: 10.1038/sj.jea.7500208. [PMID: 11965530]
  • Wim J M Hegeman, Remi W P M Laane. Enantiomeric enrichment of chiral pesticides in the environment. Reviews of environmental contamination and toxicology. 2002; 173(?):85-116. doi: NULL. [PMID: 11776751]
  • A J Cessna, J A Elliott, L Tollefson, W Nicholaichuk. Herbicide and nutrient transport from an irrigation district into the South Saskatchewan River. Journal of environmental quality. 2001 Sep; 30(5):1796-807. doi: 10.2134/jeq2001.3051796x. [PMID: 11577889]
  • D B Donald, N P Gurprasad, L Quinnett-Abbott, K Cash. Diffuse geographic distribution of herbicides in northern prairie wetlands. Environmental toxicology and chemistry. 2001 Feb; 20(2):273-9. doi: 10.1897/1551-5028(2001)020<0273:dgdohi>2.0.co;2. [PMID: 11351426]
  • R J Hooghe, S Devos, E L Hooghe-Peters. Effects of selected herbicides on cytokine production in vitro. Life sciences. 2000 May; 66(26):2519-25. doi: 10.1016/s0024-3205(00)00586-5. [PMID: 10883730]
  • C Zipper, C Bolliger, T Fleischmann, M J Suter, W Angst, M D Müller, H P Kohler. Fate of the herbicides mecoprop, dichlorprop, and 2,4-D in aerobic and anaerobic sewage sludge as determined by laboratory batch studies and enantiomer-specific analysis. Biodegradation. 1999; 10(4):271-8. doi: 10.1023/a:1008396022622. [PMID: 10633543]
  • J M Schneiderheinze, D W Armstrong, A Berthod. Plant and soil enantioselective biodegradation of racemic phenoxyalkanoic herbicides. Chirality. 1999; 11(4):330-7. doi: 10.1002/(sici)1520-636x(1999)11:4<330::aid-chir12>3.0.co;2-g. [PMID: 10224660]
  • A Miki, H Tsuchihashi, M Yamashita. GC and GC-MS determination of fluoroacetic acid and phenoxy acid herbicides via triphasal extractive pentafluorobenzylation using a polymer-bound phase-transfer catalyst. Journal of analytical toxicology. 1998 May; 22(3):237-45. doi: 10.1093/jat/22.3.237. [PMID: 9602942]
  • M A Dawson, J L Renfro. Interaction of structurally similar pesticides with organic anion transport by primary cultures of winter flounder renal proximal tubule. The Journal of pharmacology and experimental therapeutics. 1993 Aug; 266(2):673-7. doi: . [PMID: 7689103]
  • T Moeller. [Functional testing of the immunotoxicity of the phenoxyalkane acid mecoprop in rats and prevention of immunotoxic effects by adrenalectomy]. Zeitschrift fur die gesamte Hygiene und ihre Grenzgebiete. 1990 Jun; 36(6):314-6. doi: NULL. [PMID: 2392847]
  • K M Wozniak, C S Aulakh, J L Hill, D L Murphy. Differential effect of clomipramine treatment on m-chlorophenylpiperazine-induced increases in plasma prolactin and corticosterone in rats. Pharmacology, biochemistry, and behavior. 1989 May; 33(1):265-7. doi: 10.1016/0091-3057(89)90461-9. [PMID: 2780783]
  • E K Arnold, V R Beasley. The pharmacokinetics of chlorinated phenoxy acid herbicides: a literature review. Veterinary and human toxicology. 1989 Apr; 31(2):121-5. doi: NULL. [PMID: 2648672]
  • J Meulenbelt, J H Zwaveling, P van Zoonen, N C Notermans. Acute MCPP intoxication: report of two cases. Human toxicology. 1988 May; 7(3):289-92. doi: 10.1177/096032718800700312. [PMID: 3391629]
  • T Nishide, K Shirai, Y Saito, S Yoshida. Modification of intracellular glucose metabolism in human skin fibroblast preincubated with p-chlorophenoxyisobutyrate. British journal of clinical pharmacology. 1987 Dec; 24(6):763-7. doi: 10.1111/j.1365-2125.1987.tb03243.x. [PMID: 3125853]
  • A D Fraser, A F Isner, R A Perry. Toxicologic studies in a fatal overdose of 2,4-D, mecoprop, and dicamba. Journal of forensic sciences. 1984 Oct; 29(4):1237-41. doi: . [PMID: 6502119]
  • B Kolmodin-Hedman, S Höglund, M Akerblom. Studies on phenoxy acid herbicides. I. Field study. Occupational exposure to phenoxy acid herbicides (MCPA, dichlorprop, mecoprop and 2,4-D) in agriculture. Archives of toxicology. 1983 Dec; 54(4):257-65. doi: 10.1007/bf01234478. [PMID: 6667116]
  • J Osterloh, M Lotti, S M Pond. Toxicologic studies in a fatal overdose of 2,4-D, MCPP, and chlorpyrifos. Journal of analytical toxicology. 1983 May; 7(3):125-9. doi: 10.1093/jat/7.3.125. [PMID: 6193335]