Fenoxaprop-ethyl (BioDeep_00000002286)

   

human metabolite blood metabolite Volatile Flavor Compounds


代谢物信息卡片


ethyl 2-{4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}propanoate

化学式: C18H16ClNO5 (361.07169560000006)
中文名称: 恶唑禾草灵
谱图信息: 最多检出来源 Homo sapiens(blood) 98.08%

分子结构信息

SMILES: CCOC(=O)C(C)OC1=CC=C(C=C1)OC2=NC3=C(O2)C=C(C=C3)Cl
InChI: InChI=1S/C18H16ClNO5/c1-3-22-17(21)11(2)23-13-5-7-14(8-6-13)24-18-20-15-9-4-12(19)10-16(15)25-18/h4-11H,3H2,1-2H3

描述信息

D010575 - Pesticides > D006540 - Herbicides
D016573 - Agrochemicals

同义名列表

8 个代谢物同义名

ethyl 2-{4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}propanoate; Ethyl 2-(4-((6-chloro-2-benzoxazolyl)oxy)phenoxy)propanoate; Fenoxaprop ethyl ester; FENOXAPROP-ETHYL; Fenoxaprop ethyl; Ethyl fenoxaprop; depon; Fenoxaprop-ethyl



数据库引用编号

13 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

  • Claudia Lowe, Nawaporn Onkokesung, Alina Goldberg, Roland Beffa, Paul Neve, Robert Edwards, David Comont. RNA and protein biomarkers for detecting enhanced metabolic resistance to herbicides mesosulfuron-methyl and fenoxaprop-ethyl in black-grass (Alopecurus myosuroides). Pest management science. 2024 Jun; 80(6):2539-2551. doi: 10.1002/ps.7960. [PMID: 38375975]
  • Feng Zhao, Lu Lin, Yihao Zhao, Jingjing Wu, Junqi Zhu, Tengfei Zhang, Huihua Tan. Developmental toxicity and metabolomics analyses of zebrafish (Danio rerio) embryos exposed to Fenoxaprop-p-ethyl. Environmental science and pollution research international. 2024 Mar; 31(13):20399-20408. doi: 10.1007/s11356-024-32507-7. [PMID: 38374504]
  • Min Liao, Minghao Jiang, Xumiao Wang, Wei Hu, Ning Zhao, Haiqun Cao. The Cys-2088-Arg mutation in the ACCase gene and enhanced metabolism confer cyhalofop-butyl resistance in Chinese sprangletop (Leptochloa chinensis). Pesticide biochemistry and physiology. 2024 Mar; 200(?):105826. doi: 10.1016/j.pestbp.2024.105826. [PMID: 38582590]
  • Fan Yin, Jinfang Jiang, Min Liao, Haiqun Cao, Zhaofeng Huang, Ning Zhao. Fenoxaprop-P-ethyl, mesosulfuron-ethyl, and isoproturon resistance status in Beckmannia syzigachne from wheat fields across Anhui Province, China. Pesticide biochemistry and physiology. 2024 Jan; 198(?):105711. doi: 10.1016/j.pestbp.2023.105711. [PMID: 38225069]
  • Yujun Han, Ying Sun, Hong Ma, Ruolin Wang, Yuning Lan, Haifeng Gao, Zhaofeng Huang. Target-site and non-target-site based resistance to clodinafop-propargyl in wild oats (Avena fatua L.). Pesticide biochemistry and physiology. 2023 Dec; 197(?):105650. doi: 10.1016/j.pestbp.2023.105650. [PMID: 38072525]
  • Ziheng Cao, Min Liu, Wanfen Cao, You Zhan, Lianyang Bai, Lang Pan. A glutathione S-transferase and a cytochrome P450 may confer cyhalofop-butyl resistance in Leptochloa chinensis (L.) Nees. Pesticide biochemistry and physiology. 2023 Dec; 197(?):105691. doi: 10.1016/j.pestbp.2023.105691. [PMID: 38072546]
  • Qi Li, Ning Zhao, Minghao Jiang, Mali Wang, Jingxu Zhang, Haiqun Cao, Min Liao. Metamifop resistance in Echinochloa glabrescens via glutathione S-transferases-involved enhanced metabolism. Pest management science. 2023 Aug; 79(8):2725-2736. doi: 10.1002/ps.7453. [PMID: 36914944]
  • Wei Deng, Yang Li, Sai Yao, Zhiwen Duan, Qian Yang, Shuzhong Yuan. ACCase gene mutations and P450-mediated metabolism contribute to cyhalofop-butyl resistance in Eleusine indica biotypes from direct-seeding paddy fields. Pesticide biochemistry and physiology. 2023 Aug; 194(?):105530. doi: 10.1016/j.pestbp.2023.105530. [PMID: 37532339]
  • Mali Wang, Zhi Tang, Min Liao, Haiqun Cao, Ning Zhao. Loop-mediated isothermal amplification for detecting the Ile-2041-Asn mutation in fenoxaprop-P-ethyl-resistant Alopecurus aequalis. Pest management science. 2023 Feb; 79(2):711-718. doi: 10.1002/ps.7239. [PMID: 36258292]
  • Ning Zhao, Lu'an Ge, Yanyan Yan, Shuang Bai, Dandan Wang, Weitang Liu, Jinxin Wang. Trp-1999-Ser mutation of acetyl-CoA carboxylase and cytochrome P450s-involved metabolism confer resistance to fenoxaprop-P-ethyl in Polypogon fugax. Pest management science. 2019 Dec; 75(12):3175-3183. doi: 10.1002/ps.5435. [PMID: 30950550]
  • Ning Zhao, Yanyan Yan, Lu'an Ge, Baolin Zhu, Weitang Liu, Jinxin Wang. Target site mutations and cytochrome P450s confer resistance to fenoxaprop-P-ethyl and mesosulfuron-methyl in Alopecurus aequalis. Pest management science. 2019 Jan; 75(1):204-214. doi: 10.1002/ps.5089. [PMID: 29808621]
  • Guoqi Chen, Hongle Xu, Teng Zhang, Congqiang Bai, Liyao Dong. Fenoxaprop-P-ethyl resistance conferred by cytochrome P450s and target site mutation in Alopecurus japonicus. Pest management science. 2018 Jul; 74(7):1694-1703. doi: 10.1002/ps.4863. [PMID: 29337421]
  • Wenlei Guo, Yanyan Chi, Li Feng, Xingshan Tian, Weitang Liu, Jinxin Wang. Fenoxaprop-P-ethyl and mesosulfuron-methyl resistance status of shortawn foxtail (Alopecurus aequalis Sobol.) in eastern China. Pesticide biochemistry and physiology. 2018 Jun; 148(?):126-132. doi: 10.1016/j.pestbp.2018.04.013. [PMID: 29891363]
  • Xu Jing, Guojun Yao, Donghui Liu, Chang Liu, Fang Wang, Peng Wang, Zhiqiang Zhou. Exposure of frogs and tadpoles to chiral herbicide fenoxaprop-ethyl. Chemosphere. 2017 Nov; 186(?):832-838. doi: 10.1016/j.chemosphere.2017.07.132. [PMID: 28826131]
  • Lang Pan, Jian Zhang, Junzhi Wang, Qin Yu, Lianyang Bai, Liyao Dong. iTRAQ-based quantitative proteomic analysis reveals proteomic changes in three fenoxaprop-P-ethyl-resistant Beckmannia syzigachne biotypes with differing ACCase mutations. Journal of proteomics. 2017 05; 160(?):47-54. doi: 10.1016/j.jprot.2017.03.018. [PMID: 28347864]
  • Lang Pan, Zhaoyun Wang, Jia Cai, Haitao Gao, Hongwei Zhao, Liyao Dong. High-throughput sequencing reveals differential regulation of miRNAs in fenoxaprop-P-ethyl-resistant Beckmannia syzigachne. Scientific reports. 2016 06; 6(?):28725. doi: 10.1038/srep28725. [PMID: 27353151]
  • Lang Pan, Haitao Gao, Wenwen Xia, Teng Zhang, Liyao Dong. Establishing a herbicide-metabolizing enzyme library in Beckmannia syzigachne to identify genes associated with metabolic resistance. Journal of experimental botany. 2016 Mar; 67(6):1745-57. doi: 10.1093/jxb/erv565. [PMID: 26739863]
  • Long Du, Weitang Liu, Guohui Yuan, Wenlei Guo, Qi Li, Jinxin Wang. Cross-resistance patterns to ACCase-inhibitors in American sloughgrass (Beckmannia syzigachne Steud.) homozygous for specific ACCase mutations. Pesticide biochemistry and physiology. 2016 Jan; 126(?):42-8. doi: 10.1016/j.pestbp.2015.07.005. [PMID: 26778433]
  • Wenlei Guo, Guohui Yuan, Weitang Liu, Yaling Bi, Long Du, Chao Zhang, Qi Li, Jinxin Wang. Multiple resistance to ACCase and AHAS-inhibiting herbicides in shortawn foxtail (Alopecurus aequalis Sobol.) from China. Pesticide biochemistry and physiology. 2015 Oct; 124(?):66-72. doi: 10.1016/j.pestbp.2015.04.006. [PMID: 26453232]
  • Guohui Yuan, Weitang Liu, Yaling Bi, Long Du, Wenlei Guo, Jinxin Wang. Molecular basis for resistance to ACCase-inhibiting herbicides in Pseudosclerochloa kengiana populations. Pesticide biochemistry and physiology. 2015 Mar; 119(?):9-15. doi: 10.1016/j.pestbp.2015.03.004. [PMID: 25868811]
  • Lang Pan, Jun Li, Wenwen Xia, Di Zhang, Liyao Dong. An effective method, composed of LAMP and dCAPS, to detect different mutations in fenoxaprop-P-ethyl-resistant American sloughgrass (Beckmannia syzigachne Steud.) populations. Pesticide biochemistry and physiology. 2015 Jan; 117(?):1-8. doi: 10.1016/j.pestbp.2014.10.008. [PMID: 25619905]
  • Lang Pan, Jun Li, Wen-na Zhang, Liyao Dong. Detection of the I1781L mutation in fenoxaprop-p-ethyl-resistant American sloughgrass (Beckmannia syzigachne Steud.), based on the loop-mediated isothermal amplification method. Pest management science. 2015 Jan; 71(1):123-30. doi: 10.1002/ps.3777. [PMID: 24644047]
  • Hongle Xu, Jun Li, Di Zhang, Ying Cheng, Ying Jiang, Liyao Dong. Mutations at codon position 1999 of acetyl-CoA carboxylase confer resistance to ACCase-inhibiting herbicides in Japanese foxtail (Alopecurus japonicus). Pest management science. 2014 Dec; 70(12):1894-901. doi: 10.1002/ps.3753. [PMID: 24497328]
  • Lingxu Li, Long Du, Weitang Liu, Guohui Yuan, Jinxin Wang. Target-site mechanism of ACCase-inhibitors resistance in American sloughgrass (Beckmannia syzigachne Steud.) from China. Pesticide biochemistry and physiology. 2014 Mar; 110(?):57-62. doi: 10.1016/j.pestbp.2014.03.001. [PMID: 24759052]
  • Amal Chandra Das, Sakti Dey. Effect of combined application of systemic herbicides on microbial activities in north bengal alluvial soil. Bulletin of environmental contamination and toxicology. 2014 Feb; 92(2):183-9. doi: 10.1007/s00128-013-1154-9. [PMID: 24240661]
  • Hongchun Wang, Jun Li, Bo Lv, Yuanlai Lou, Liyao Dong. The role of cytochrome P450 monooxygenase in the different responses to fenoxaprop-P-ethyl in annual bluegrass (Poa annua L.) and short awned foxtail (Alopecurus aequalis Sobol.). Pesticide biochemistry and physiology. 2013 Nov; 107(3):334-42. doi: 10.1016/j.pestbp.2013.10.001. [PMID: 24267695]
  • Hongle Xu, Xudong Zhu, Hongchun Wang, Jun Li, Liyao Dong. Mechanism of resistance to fenoxaprop in Japanese foxtail (Alopecurus japonicus) from China. Pesticide biochemistry and physiology. 2013 Sep; 107(1):25-31. doi: 10.1016/j.pestbp.2013.04.008. [PMID: 25149231]
  • Yanfeng Zhang, Xuefeng Li, Zhigang Shen, Xinyuan Xu, Ping Zhang, Peng Wang, Zhiqiang Zhou. Stereoselective metabolism of fenoxaprop-ethyl and its chiral metabolite fenoxaprop in rabbits. Chirality. 2011 Nov; 23(10):897-903. doi: 10.1002/chir.21009. [PMID: 21935987]
  • Xiaoxu Chen, Shuang Yu, Lijun Han, Shujun Sun, Yanan Zhi, Wenming Li. Residues and dissipation of the herbicide fenoxaprop-P-ethyl and its metabolite in wheat and soil. Bulletin of environmental contamination and toxicology. 2011 Jul; 87(1):50-3. doi: 10.1007/s00128-011-0239-6. [PMID: 21533830]
  • Daniele Del Buono, Gerardina Ioli. Glutathione S-transferases of italian ryegrass (Lolium multiflorum): activity toward some chemicals, safener modulation and persistence of atrazine and fluorodifen in the shoots. Journal of agricultural and food chemistry. 2011 Feb; 59(4):1324-9. doi: 10.1021/jf1043713. [PMID: 21287988]
  • Céline Gasnier, Claire Laurant, Cécile Decroix-Laporte, Robin Mesnage, Emilie Clair, Carine Travert, Gilles-Eric Séralini. Defined plant extracts can protect human cells against combined xenobiotic effects. Journal of occupational medicine and toxicology (London, England). 2011 Jan; 6(1):3. doi: 10.1186/1745-6673-6-3. [PMID: 21251308]
  • Luigi Lucini, Gian Pietro Molinari. Residues of the herbicide fenoxaprop-P-ethyl, its agronomic safener isoxadifen-ethyl and their metabolites in rice after field application. Pest management science. 2010 Jun; 66(6):621-6. doi: 10.1002/ps.1917. [PMID: 20127755]
  • Hagai Yasuor, Wei Zou, Vladimir V Tolstikov, Ronald S Tjeerdema, Albert J Fischer. Differential oxidative metabolism and 5-ketoclomazone accumulation are involved in Echinochloa phyllopogon resistance to clomazone. Plant physiology. 2010 May; 153(1):319-26. doi: 10.1104/pp.110.153296. [PMID: 20207709]
  • Cécile Petit, Guillaume Bay, Fanny Pernin, Christophe Délye. Prevalence of cross- or multiple resistance to the acetyl-coenzyme A carboxylase inhibitors fenoxaprop, clodinafop and pinoxaden in black-grass (Alopecurus myosuroides Huds.) in France. Pest management science. 2010 Feb; 66(2):168-77. doi: 10.1002/ps.1851. [PMID: 19784963]
  • Ian Cummins, David N Bryant, Robert Edwards. Safener responsiveness and multiple herbicide resistance in the weed black-grass (Alopecurus myosuroides). Plant biotechnology journal. 2009 Oct; 7(8):807-20. doi: 10.1111/j.1467-7652.2009.00445.x. [PMID: 19754839]
  • Daniele Del Buono, Bhakti Prinsi, Luca Espen, Luciano Scarponi. Triosephosphate isomerases in Italian ryegrass ( Lolium multiflorum ): characterization and susceptibility to herbicides. Journal of agricultural and food chemistry. 2009 Sep; 57(17):7924-30. doi: 10.1021/jf901681q. [PMID: 19658403]
  • Ramiro Maravilla-Galván, Reyna Fierro, Humberto González-Márquez, Sandra Gómez-Arroyo, Irma Jiménez, Miguel Betancourt. Effects of atrazine and fenoxaprop-ethyl on capacitation and the acrosomal reaction in boar sperm. International journal of toxicology. 2009 Jan; 28(1):24-32. doi: 10.1177/1091581809333138. [PMID: 19482828]
  • Y Bakkali, J P Ruiz-Santaella, M D Osuna, J Wagner, A J Fischer, R De Prado. Late watergrass (Echinochloa phyllopogon): mechanisms involved in the resistance to fenoxaprop-p-ethyl. Journal of agricultural and food chemistry. 2007 May; 55(10):4052-8. doi: 10.1021/jf0624749. [PMID: 17439229]
  • Fatemeh Bena Kashani, Hasan Mohammad Alizadeh, Eskandar Zand. Investigating the resistance of wild oat (Avena ludoviciana Durieu.) to fenoxaprop-p-ethyl by whole plant bioassay and seed bioassay. Pakistan journal of biological sciences : PJBS. 2007 Jan; 10(1):72-7. doi: 10.3923/pjbs.2007.72.77. [PMID: 19069988]
  • Markus Gershater, Kate Sharples, Robert Edwards. Carboxylesterase activities toward pesticide esters in crops and weeds. Phytochemistry. 2006 Dec; 67(23):2561-7. doi: 10.1016/j.phytochem.2006.09.019. [PMID: 17078983]
  • Tosapon Pornprom, Parnuwat Mahatamnuchoke, Kenji Usui. The role of altered acetyl-CoA carboxylase in conferring resistance to fenoxaprop-P-ethyl in Chinese sprangletop (Leptochloa chinensis (L.) Nees). Pest management science. 2006 Nov; 62(11):1109-15. doi: 10.1002/ps.1287. [PMID: 16964592]
  • Karen Semchuk, Helen McDuffie, Ambikaipakan Senthilselvan, Allan Cessna, Donald Irvine. Body mass index and bromoxynil exposure in a sample of rural residents during spring herbicide application. Journal of toxicology and environmental health. Part A. 2004 Sep; 67(17):1321-52. doi: 10.1080/15287390490471424. [PMID: 15371235]
  • Stephen R Moss, Kay M Cocker, Amanda C Brown, Linda Hall, Linda M Field. Characterisation of target-site resistance to ACCase-inhibiting herbicides in the weed Alopecurus myosuroides (black-grass). Pest management science. 2003 Feb; 59(2):190-201. doi: 10.1002/ps.623. [PMID: 12587873]
  • J P Ruiz-Santaella, A J Fisher, R De Prado. Alternative control of two biotypes of Echinochloa phyllopogon susceptible and resistant to fenoxaprop-ethyl. Communications in agricultural and applied biological sciences. 2003; 68(4 Pt A):403-7. doi: . [PMID: 15149136]