(4-Chloro-2-methylphenoxy)acetic acid (BioDeep_00000001804)

 

Secondary id: BioDeep_00000397723

human metabolite blood metabolite


代谢物信息卡片


2-(4-chloro-2-methylphenoxy)acetic acid

化学式: C9H9ClO3 (200.02401940000001)
中文名称: 2-甲基-4-氯苯氧乙酸
谱图信息: 最多检出来源 Homo sapiens(blood) 1.75%

分子结构信息

SMILES: CC1=C(C=CC(=C1)Cl)OCC(=O)O
InChI: InChI=1S/C9H9ClO3/c1-6-4-7(10)2-3-8(6)13-5-9(11)12/h2-4H,5H2,1H3,(H,11,12)

描述信息

CONFIDENCE standard compound; INTERNAL_ID 579; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4601; ORIGINAL_PRECURSOR_SCAN_NO 4597
CONFIDENCE standard compound; INTERNAL_ID 579; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4590; ORIGINAL_PRECURSOR_SCAN_NO 4587
CONFIDENCE standard compound; INTERNAL_ID 579; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4578; ORIGINAL_PRECURSOR_SCAN_NO 4576
CONFIDENCE standard compound; INTERNAL_ID 579; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4593; ORIGINAL_PRECURSOR_SCAN_NO 4590
CONFIDENCE standard compound; INTERNAL_ID 579; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4563; ORIGINAL_PRECURSOR_SCAN_NO 4559
CONFIDENCE standard compound; INTERNAL_ID 579; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4587; ORIGINAL_PRECURSOR_SCAN_NO 4585
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 8421
D010575 - Pesticides > D006540 - Herbicides
CONFIDENCE standard compound; ML_ID 2
D016573 - Agrochemicals

同义名列表

17 个代谢物同义名

2-(4-chloro-2-methylphenoxy)acetic acid; (2-Methyl-4-chlorophenoxy)acetic acid; (4-Chloro-2-methylphenoxy)acetic acid; 2 Methyl 4 chlorophenoxyacetic acid; ((4-Chloro-O-tolyl)oxy)acetic acid; [(4-Chloro-O-tolyl)oxy]acetic acid; 2-Methyl-4-chlorphenoxyessigsaeure; (2-Methyl-4-chlorophenoxy)acetate; 2-Methyl-4-chlorophenoxyacetate; ((4-Chloro-O-tolyl)oxy)acetate; [(4-Chloro-O-tolyl)oxy]acetate; Methoxone; 2,4-MCPA; Agroxone; zelan; MCPA; MCP



数据库引用编号

19 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。



文献列表

  • Xianyan Chen, Yonglin Ma, Mengge Huang, Weisheng Li, Dongqiang Zeng, Jingbo Li, Yanhui Wang. Multiple herbicide resistance in a Cyperus difformis population in rice field from China. Pesticide biochemistry and physiology. 2023 Sep; 195(?):105576. doi: 10.1016/j.pestbp.2023.105576. [PMID: 37666602]
  • Fitri Widhiastuti, William Rajendram, Biplob Kumar Pramanik. Understanding the risk of using herbicides for tree root removal into wastewater treatment plant performance. Chemosphere. 2023 Jun; 337(?):139345. doi: 10.1016/j.chemosphere.2023.139345. [PMID: 37379978]
  • Xuan Zhang, Keke Geng, Ningning Wu, Gang Hu, Ben Fan, Jian He, Wenjing Qiao. Sustained anaerobic degradation of 4-chloro-2-methylphenoxyacetic acid by acclimated sludge in a continuous-flow reactor. Chemosphere. 2023 Apr; 330(?):138749. doi: 10.1016/j.chemosphere.2023.138749. [PMID: 37086982]
  • Elżbieta Mierzejewska, Wojciech Tołoczko, Magdalena Urbaniak. Behind the plant-bacteria system: The role of zucchini and its secondary metabolite in shaping functional microbial diversity in MCPA-contaminated soil. The Science of the total environment. 2023 Apr; 867(?):161312. doi: 10.1016/j.scitotenv.2022.161312. [PMID: 36603641]
  • Jūratė Žaltauskaitė, Austra Dikšaitytė, Diana Miškelytė, Giedrė Kacienė, Gintarė Sujetovienė, Irena Januškaitienė, Romualdas Juknys. Effects of elevated CO2 concentration and temperature on the mixed-culture grown wild mustard (Sinapis arvensis L.) response to auxin herbicide. Environmental science and pollution research international. 2023 Jan; 30(5):13711-13725. doi: 10.1007/s11356-022-23134-1. [PMID: 36136189]
  • Quan-Cheng Zhang, Jing Wang, Jun-Gang Wang. Use of plant growth regulators to reduce 2-methyl-4-chlorophenoxy acetic acid-Na (MPCA-Na) damage in cotton (Gossypium hirsutum). BMC plant biology. 2022 Nov; 22(1):533. doi: 10.1186/s12870-022-03917-x. [PMID: 36380296]
  • Dongming Wu, Dong Ren, Qinfen Li, Anhong Zhu, Yike Song, Wenfang Yin, Chunyuan Wu. Molecular linkages between chemodiversity and MCPA complexation behavior of dissolved organic matter in paddy soil: Effects of land conversion. Environmental pollution (Barking, Essex : 1987). 2022 Oct; 311(?):119949. doi: 10.1016/j.envpol.2022.119949. [PMID: 35970345]
  • Elżbieta Mierzejewska, Wojciech Tołoczko, Magdalena Urbaniak. The effects of syringic acid on the properties of MCPA-contaminated soil and the growth of two cucurbit species. International journal of phytoremediation. 2022; 24(2):205-214. doi: 10.1080/15226514.2021.1932727. [PMID: 34126809]
  • Alireza Hasanfard, Mehdi Rastgoo, Ebrahim Izadi Darbandi, Ahmad Nezami, Bhagirath Singh Chauhan. Freezing stress affects the efficacy of clodinafop-propargyl and 2,4-D plus MCPA on wild oat (Avena ludoviciana Durieu) and turnipweed [Rapistrum rugosum (L.) All.] in wheat (Triticum aestivum L.). PloS one. 2022; 17(10):e0274945. doi: 10.1371/journal.pone.0274945. [PMID: 36201477]
  • 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]
  • Dongming Wu, Changqi Ren, Chunyuan Wu, Yi Li, Xiao Deng, Qinfen Li. Mechanisms by which different polar fractions of dissolved organic matter affect sorption of the herbicide MCPA in ferralsol. Journal of hazardous materials. 2021 08; 416(?):125774. doi: 10.1016/j.jhazmat.2021.125774. [PMID: 33857809]
  • 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]
  • Karolina M Nowak, Anja Miltner, Christian Poll, Ellen Kandeler, Thilo Streck, Holger Pagel. Plant litter enhances degradation of the herbicide MCPA and increases formation of biogenic non-extractable residues in soil. Environment international. 2020 09; 142(?):105867. doi: 10.1016/j.envint.2020.105867. [PMID: 32585504]
  • Yanfeng Sun, Meiling Cao, Yanjian Wan, Huaiji Wang, Junling Liu, Feng Pan, Wenlei He, He Huang, Zhenyu He. Spatial variation of 2,4-D and MCPA in tap water and groundwater from China and their fate in source, treated, and tap water from Wuhan, Central China. The Science of the total environment. 2020 Jul; 727(?):138691. doi: 10.1016/j.scitotenv.2020.138691. [PMID: 32498189]
  • Daria Pęziak-Kowalska, Anna Syguda, Łukasz Ławniczak, Andrzej Borkowski, Florence Fourcade, Hermann J Heipieper, Grzegorz Lota, Łukasz Chrzanowski. Hybrid electrochemical and biological treatment of herbicidal ionic liquids comprising the MCPA anion. Ecotoxicology and environmental safety. 2019 Oct; 181(?):172-179. doi: 10.1016/j.ecoenv.2019.05.084. [PMID: 31185431]
  • Shi-Wei Liu, Mohammed Esmail Abdalla Elzaki, Christian Staehelin, Zhi-Hui Ma, Zhong Qin, Rui-Long Wang. Exposure to herbicides reduces larval sensitivity to insecticides in Spodoptera litura (Lepidoptera: Noctuidae). Insect science. 2019 Aug; 26(4):711-720. doi: 10.1111/1744-7917.12642. [PMID: 30239122]
  • Samer Khalaf, Jawad H Shoqeir, Laura Scrano, Rafik Karaman, Sabino A Bufo. Photodegradation using TiO2-activated borosilicate tubes. Environmental science and pollution research international. 2019 Jul; 26(19):19025-19034. doi: 10.1007/s11356-018-2858-5. [PMID: 30117024]
  • Roger Holten, Frederik Norheim Bøe, Marit Almvik, Sheela Katuwal, Marianne Stenrød, Mats Larsbo, Nicholas Jarvis, Ole Martin Eklo. The effect of freezing and thawing on water flow and MCPA leaching in partially frozen soil. Journal of contaminant hydrology. 2018 12; 219(?):72-85. doi: 10.1016/j.jconhyd.2018.11.003. [PMID: 30466740]
  • Hewa Pathirannahelage Athri Thathsarani Weerakoon, Keerthi Sri Senarathna Atapaththu, Hewa Bandulage Asanthi. Toxicity evaluation and environmental risk assessment of 2-methyl-4-chlorophenoxy acetic acid (MCPA) on non-target aquatic macrophyte Hydrilla verticillata. Environmental science and pollution research international. 2018 Oct; 25(30):30463-30474. doi: 10.1007/s11356-018-3013-z. [PMID: 30168109]
  • Angela L Chiew, Colin B Page, David Clancy, Ahmed Mostafa, Michael S Roberts, Geoffrey K Isbister. 2-Methyl-4-chlorophenoxyacetic acid (MCPA) and bromoxynil herbicide ingestion. Clinical toxicology (Philadelphia, Pa.). 2018 05; 56(5):377-380. doi: 10.1080/15563650.2017.1385790. [PMID: 28988498]
  • Nanna Bygvraa Svenningsen, Mette Damgaard, Maria Rasmussen, Danilo Pérez-Pantoja, Ole Nybroe, Mette Haubjerg Nicolaisen. Cupriavidus pinatubonensis AEO106 deals with copper-induced oxidative stress before engaging in biodegradation of the herbicide 4-chloro-2-methylphenoxyacetic acid. BMC microbiology. 2017 Oct; 17(1):211. doi: 10.1186/s12866-017-1119-y. [PMID: 29084513]
  • 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]
  • Zhen-Yuan Xia, Long Zhang, Yan Zhao, Xin Yan, Shun-Peng Li, Tao Gu, Jian-Dong Jiang. Biodegradation of the Herbicide 2,4-Dichlorophenoxyacetic Acid by a New Isolated Strain of Achromobacter sp. LZ35. Current microbiology. 2017 Feb; 74(2):193-202. doi: 10.1007/s00284-016-1173-y. [PMID: 27933337]
  • Juliusz Pernak, Rafał Giszter, Agnieszka Biedziak, Michał Niemczak, Radosław Olszewski, Katarzyna Marcinkowska, Tadeusz Praczyk. Alkyl(C16, C18, C22)trimethylammonium-Based Herbicidal Ionic Liquids. Journal of agricultural and food chemistry. 2017 Jan; 65(2):260-269. doi: 10.1021/acs.jafc.6b04528. [PMID: 27997185]
  • Elżbieta Skiba, Joanna Kobyłecka, Wojciech M Wolf. Influence of 2,4-D and MCPA herbicides on uptake and translocation of heavy metals in wheat (Triticum aestivum L.). Environmental pollution (Barking, Essex : 1987). 2017 Jan; 220(Pt B):882-890. doi: 10.1016/j.envpol.2016.10.072. [PMID: 27836479]
  • Elin Djurhuus Samuelsen, Nora Badawi, Ole Nybroe, Sebastian R Sørensen, Jens Aamand. Adhesion to sand and ability to mineralise low pesticide concentrations are required for efficient bioaugmentation of flow-through sand filters. Applied microbiology and biotechnology. 2017 Jan; 101(1):411-421. doi: 10.1007/s00253-016-7909-6. [PMID: 27734123]
  • Ł Ławniczak, A Syguda, A Borkowski, P Cyplik, K Marcinkowska, Ł Wolko, T Praczyk, Ł Chrzanowski, J Pernak. Influence of oligomeric herbicidal ionic liquids with MCPA and Dicamba anions on the community structure of autochthonic bacteria present in agricultural soil. The Science of the total environment. 2016 Sep; 563-564(?):247-55. doi: 10.1016/j.scitotenv.2016.04.109. [PMID: 27135587]
  • Pieter Vandermeeren, Stijn Baken, Ruben Vanderstukken, Jan Diels, Dirk Springael. Impact of dry-wet and freeze-thaw events on pesticide mineralizing populations and their activity in wetland ecosystems: A microcosm study. Chemosphere. 2016 Mar; 146(?):85-93. doi: 10.1016/j.chemosphere.2015.11.089. [PMID: 26714290]
  • I Hwang, J W Lee, J S Kim, H W Gil, H Y Song, S Y Hong. Surfactant toxicity in a case of (4-chloro-2-methylphenoxy) acetic acid herbicide intoxication. Human & experimental toxicology. 2015 Aug; 34(8):848-55. doi: 10.1177/0960327114559612. [PMID: 25398874]
  • D A S Sakunthala Tennakoon, K A P Bandumala Perera, L S Hathurusinghe. An unusual case of non-fatal poisoning due to herbicide 4-chloro-2-methyl phenoxyacetic acid (MCPA). Forensic science international. 2014 Oct; 243(?):90-4. doi: 10.1016/j.forsciint.2014.04.039. [PMID: 24867053]
  • Mohammad Behbahani, Fatemeh Najafi, Saman Bagheri, Majid Kalate Bojdi, Parmoon Ghareh Hassanlou, Akbar Bagheri. Coupling of solvent-based de-emulsification dispersive liquid-liquid microextraction with high performance liquid chromatography for simultaneous simple and rapid trace monitoring of 2,4-dichlorophenoxyacetic acid and 2-methyl-4-chlorophenoxyacetic acid. Environmental monitoring and assessment. 2014 Apr; 186(4):2609-18. doi: 10.1007/s10661-013-3564-x. [PMID: 24297307]
  • Klintean Wunnapuk, Xin Liu, Glenda C Gobe, Zoltan H Endre, Philip W Peake, Jeffrey E Grice, Michael S Roberts, Nicholas A Buckley. Kidney biomarkers in MCPA-induced acute kidney injury in rats: reduced clearance enhances early biomarker performance. Toxicology letters. 2014 Mar; 225(3):467-78. doi: 10.1016/j.toxlet.2014.01.018. [PMID: 24480514]
  • Mithila Jugulam, Natalie Dimeo, Linda J Veldhuis, Michael Walsh, J Christopher Hall. Investigation of MCPA (4-Chloro-2-ethylphenoxyacetate) resistance in wild radish (Raphanus raphanistrum L.). Journal of agricultural and food chemistry. 2013 Dec; 61(51):12516-21. doi: 10.1021/jf404095h. [PMID: 24299071]
  • Lin Tan, Qiulong Hu, Xingyao Xiong, Xiaojun Su, Yanning Huang, Ziwei Jiang, Qingming Zhou, Songyi Zhao, Wei-ai Zeng. Isolation and characterization of a novel 2-methyl-4-chlorophenoxyacetic acid-degrading Enterobacter sp. strain SE08. Ecotoxicology and environmental safety. 2013 Oct; 96(?):198-204. doi: 10.1016/j.ecoenv.2013.06.007. [PMID: 23856120]
  • 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]
  • Joanna Bisewska, Emilia I Sarnowska, Zbigniew H Tukaj. Phytotoxicity and antioxidative enzymes of green microalga (Desmodesmus subspicatus) and duckweed (Lemna minor) exposed to herbicides MCPA, chloridazon and their mixtures. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2012 Sep; 47(8):814-22. doi: 10.1080/03601234.2012.676443. [PMID: 22575008]
  • Fumihiro Jinno, Toshiyuki Takeuchi, Yoshihiko Tagawa, Takahiro Kondo, Tomoo Itoh, Satoru Asahi. Differences in the pharmacokinetics of 4-amino-3-chlorophenyl hydrogen sulfate, a metabolite of resatorvid, in rats and dogs. Drug metabolism and disposition: the biological fate of chemicals. 2012 Apr; 40(4):648-54. doi: 10.1124/dmd.111.043729. [PMID: 22203697]
  • Hua-xin Zhang, Lin Liu. Chemicobiological effects of herbicide MCPA-Na on plasma proteins. Molecular biology reports. 2012 Mar; 39(3):2745-51. doi: 10.1007/s11033-011-1030-9. [PMID: 21670962]
  • Joanna Jurewicz, Wojciech Hanke, Wojciech Sobala, Danuta Ligocka. Exposure to phenoxyacetic acid herbicides and predictors of exposure among spouses of farmers. Annals of agricultural and environmental medicine : AAEM. 2012; 19(1):51-6. doi: NULL. [PMID: 22462445]
  • Joseph Coble, Kent W Thomas, Cynthia J Hines, Jane A Hoppin, Mustafa Dosemeci, Brian Curwin, Jay H Lubin, Laura E Beane Freeman, Aaron Blair, Dale P Sandler, Michael C R Alavanja. An updated algorithm for estimation of pesticide exposure intensity in the agricultural health study. International journal of environmental research and public health. 2011 12; 8(12):4608-22. doi: 10.3390/ijerph8124608. [PMID: 22408592]
  • Sergi Garcia-Segura, Lucio Cesar Almeida, Nerilso Bocchi, Enric Brillas. Solar photoelectro-Fenton degradation of the herbicide 4-chloro-2-methylphenoxyacetic acid optimized by response surface methodology. Journal of hazardous materials. 2011 Oct; 194(?):109-18. doi: 10.1016/j.jhazmat.2011.07.089. [PMID: 21872394]
  • 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]
  • Joanna Jurewicz, Wojciech Hanke, Wojciech Sobala, Danuta Ligocka, Małgorzata Gawora-Ziółek. [Occupational exposure to pesticides among farmers of the Łódź' voivodeship agricultural area]. Medycyna pracy. 2011; 62(1):9-16. doi: NULL. [PMID: 21748878]
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