beta-Cyfluthrin (BioDeep_00000008431)

 

Secondary id: BioDeep_00001871294

human metabolite blood metabolite Volatile Flavor Compounds


代谢物信息卡片


(R,S)-alpha-Cyano-4-fluoro-3-phenoxybenzyl-(1R,S)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid

化学式: C22H18Cl2FNO3 (433.06477099999995)
中文名称: 氟氯氰菊酯
谱图信息: 最多检出来源 Homo sapiens(blood) 75%

分子结构信息

SMILES: CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)C=C(Cl)Cl)C
InChI: InChI=1S/C22H18Cl2FNO3/c1-22(2)15(11-19(23)24)20(22)21(27)29-18(12-26)13-8-9-16(25)17(10-13)28-14-6-4-3-5-7-14/h3-11,15,18,20H,1-2H3

描述信息

P - Antiparasitic products, insecticides and repellents > P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents > P03B - Insecticides and repellents > P03BA - Pyrethrines
D010575 - Pesticides > D007306 - Insecticides > D011722 - Pyrethrins
D016573 - Agrochemicals
Same as: D07761

同义名列表

14 个代谢物同义名

(R,S)-alpha-Cyano-4-fluoro-3-phenoxybenzyl-(1R,S)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid; (R,S)-alpha-Cyano-4-fluoro-3-phenoxybenzyl-(1R,S)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate; (R,S)-a-Cyano-4-fluoro-3-phenoxybenzyl-(1R,S)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid; (R,S)-Α-cyano-4-fluoro-3-phenoxybenzyl-(1R,S)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid; (R,S)-a-Cyano-4-fluoro-3-phenoxybenzyl-(1R,S)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate; (R,S)-Α-cyano-4-fluoro-3-phenoxybenzyl-(1R,S)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate; cyano(4-fluoro-3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate; cyano(4-fluoro-3-Phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane carboxylate; beta-Cyfluthrin; cis-Cyfluthrin; β-cyfluthrin; Cyfluthrin; Cylence; Cyfluthrin



数据库引用编号

14 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

  • Yifan Wang, Xin Wang, Dylan J Brown, Mengru An, Rui-De Xue, Nannan Liu. Insecticide resistance: Status and potential mechanisms in Aedes aegypti. Pesticide biochemistry and physiology. 2023 Sep; 195(?):105577. doi: 10.1016/j.pestbp.2023.105577. [PMID: 37666603]
  • Izabela Hrynko, Piotr Kaczyński, Stanisław Łuniewski, Bożena Łozowicka. Removal of triazole and pyrethroid pesticides from wheat grain by water treatment and ultrasound-supported processes. Chemosphere. 2023 May; 333(?):138890. doi: 10.1016/j.chemosphere.2023.138890. [PMID: 37182706]
  • Maria Vitoria da Silva, Artur Santos-Miranda, Julliane V Joviano-Santos, Diego Santos Souza, Leisiane Pereira Marques, Jaqueline Oliveira Sarmento, Samuel Santos Beserra, Danilo Roman-Campos. The insecticide β-Cyfluthrin induces acute arrhythmic cardiotoxicity through interaction with NaV1.5 and ranolazine reverses the phenotype. Clinical science (London, England : 1979). 2022 03; 136(5):329-343. doi: 10.1042/cs20211151. [PMID: 35190819]
  • Andrew Chow, Mamoudou Sétamou. Compatibility of a Beta-cyfluthrin-Based 'Attract-and-Kill' Device with Tamarixia radiata (Hymenoptera: Eulophidae) for Suppression of Diaphorina citri (Hemiptera: Liviidae) on Residential Citrus. Journal of economic entomology. 2022 02; 115(1):201-211. doi: 10.1093/jee/toab222. [PMID: 34865020]
  • Ali B Jebur, Raghda A El-Sayed, Fatma M El-Demerdash. Ocimum basilicum Essential Oil Modulates Hematotoxicity, Oxidative Stress, DNA Damage, and Cell Cycle Arrest Induced by β-cyfluthrin in Rat Liver. Frontiers in pharmacology. 2021; 12(?):784281. doi: 10.3389/fphar.2021.784281. [PMID: 35126122]
  • Tao Tang, Mingping Zhao, Pei Wang, Yi Xiao, Shengkong Huang, Wei Fu. Field Efficacies and Joint Actions of Beta-cyfluthrin Mixed With Thiamethoxam or Tolfenpyrad Against Diaphorina citri (Hemiptera: Liviidae). Journal of economic entomology. 2020 12; 113(6):2793-2799. doi: 10.1093/jee/toaa196. [PMID: 32990310]
  • Laura Hedges, Susan Brown, A Kenneth MacLeod, Marjory Moreau, Miyoung Yoon, Moire R Creek, Thomas G Osimitz, Brian G Lake. Metabolism of bifenthrin, β-cyfluthrin, λ-cyhalothrin, cyphenothrin and esfenvalerate by rat and human cytochrome P450 and carboxylesterase enzymes. Xenobiotica; the fate of foreign compounds in biological systems. 2020 Dec; 50(12):1434-1442. doi: 10.1080/00498254.2020.1795745. [PMID: 32672501]
  • Erika Norén, Christian Lindh, Lars Rylander, Anders Glynn, Jonatan Axelsson, Margareta Littorin, Moosa Faniband, Estelle Larsson, Christel Nielsen. Concentrations and temporal trends in pesticide biomarkers in urine of Swedish adolescents, 2000-2017. Journal of exposure science & environmental epidemiology. 2020 07; 30(4):756-767. doi: 10.1038/s41370-020-0212-8. [PMID: 32094458]
  • Antony V Samrot, Karanam Sai Bhavya, J Lavanya Agnes Angalene, S M Roshini, R Preethi, S M Steffi, P Raji, S Suresh Kumar. Utilization of gum polysaccharide of Araucaria heterophylla and Azadirachta indica for encapsulation of cyfluthrin loaded super paramagnetic iron oxide nanoparticles for mosquito larvicidal activity. International journal of biological macromolecules. 2020 Jun; 153(?):1024-1034. doi: 10.1016/j.ijbiomac.2019.10.232. [PMID: 31751703]
  • Yanli Chen, Zenghui Xie, Lanyun Zhang, Xujia Hu. Effective preparation of magnetic molecularly imprinted polymer nanoparticle for the rapid and selective extraction of cyfluthrin from honeysuckle. Journal of biomaterials science. Polymer edition. 2020 05; 31(7):954-968. doi: 10.1080/09205063.2020.1731788. [PMID: 32069426]
  • Yue Gao, Junjiao Lu, Pengjiu Zhang, Gaochuan Shi, Ying Li, Jinyu Zhao, Zhongfang Liu, Jing Yang, Fengpei Du, Renjun Fan. Wetting and adhesion behavior on apple tree leaf surface by adding different surfactants. Colloids and surfaces. B, Biointerfaces. 2020 Mar; 187(?):110602. doi: 10.1016/j.colsurfb.2019.110602. [PMID: 31761521]
  • María-Aránzazu Martínez, José-Luis Rodríguez, Bernardo Lopez-Torres, Marta Martínez, María-Rosa Martínez-Larrañaga, Arturo Anadón, Irma Ares. Oxidative stress and related gene expression effects of cyfluthrin in human neuroblastoma SH-SY5Y cells: Protective effect of melatonin. Environmental research. 2019 10; 177(?):108579. doi: 10.1016/j.envres.2019.108579. [PMID: 31330490]
  • Neelu Kanwar Rajawat, Inderpal Soni, Farah Syed, Rajbala Verma, P J John, Reena Mathur. Effect of β-cyfluthrin (synthetic pyrethroid) on learning, muscular coordination and oxidative stress in Swiss albino mice. Toxicology and industrial health. 2019 May; 35(5):358-367. doi: 10.1177/0748233719840957. [PMID: 31096887]
  • Xiuping Wang, Haicui Xie, Zhenying Wang, Kanglai He. Graphene oxide as a pesticide delivery vector for enhancing acaricidal activity against spider mites. Colloids and surfaces. B, Biointerfaces. 2019 Jan; 173(?):632-638. doi: 10.1016/j.colsurfb.2018.10.010. [PMID: 30368210]
  • José-Luis Rodríguez, Irma Ares, Marta Martínez, María-Rosa Martínez-Larrañaga, Arturo Anadón, María-Aránzazu Martínez. Bioavailability and nervous tissue distribution of pyrethroid insecticide cyfluthrin in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 Aug; 118(?):220-226. doi: 10.1016/j.fct.2018.05.012. [PMID: 29751079]
  • Wenhua Ji, Rihan Sun, Yanling Geng, Wei Liu, Xiao Wang. Rapid, low temperature synthesis of molecularly imprinted covalent organic frameworks for the highly selective extraction of cyano pyrethroids from plant samples. Analytica chimica acta. 2018 Feb; 1001(?):179-188. doi: 10.1016/j.aca.2017.12.001. [PMID: 29291801]
  • Haina Sun, Shinji Kasai, Jeffrey G Scott. Two novel house fly Vssc mutations, D600N and T929I, give rise to new insecticide resistance alleles. Pesticide biochemistry and physiology. 2017 Nov; 143(?):116-121. doi: 10.1016/j.pestbp.2017.08.013. [PMID: 29183579]
  • Cláudio E T Parente, Julliana Lestayo, Yago S Guida, Claudio E Azevedo-Silva, João Paulo M Torres, Rodrigo O Meire, Olaf Malm. Pyrethroids in chicken eggs from commercial farms and home production in Rio de Janeiro: Estimated daily intake and diastereomeric selectivity. Chemosphere. 2017 Oct; 184(?):1261-1269. doi: 10.1016/j.chemosphere.2017.06.109. [PMID: 28672725]
  • M Paramasivam, M Deepa, C Selvi, S Chandrasekaran. Dissipation kinetics of beta-cyfluthrin and imidacloprid in tea and their transfer from processed tea to infusion. Ecotoxicology and environmental safety. 2017 Oct; 144(?):531-536. doi: 10.1016/j.ecoenv.2017.06.065. [PMID: 28683415]
  • Soon-Il Kim, Young-Joon Ahn. Larvicidal activity of lignans and alkaloid identified in Zanthoxylum piperitum bark toward insecticide-susceptible and wild Culex pipiens pallens and Aedes aegypti. Parasites & vectors. 2017 May; 10(1):221. doi: 10.1186/s13071-017-2154-0. [PMID: 28472971]
  • Xiang Wei, Yiou Pan, Xuecheng Xin, Chao Zheng, Xiwu Gao, Jinghui Xi, Qingli Shang. Cross-resistance pattern and basis of resistance in a thiamethoxam-resistant strain of Aphis gossypii Glover. Pesticide biochemistry and physiology. 2017 May; 138(?):91-96. doi: 10.1016/j.pestbp.2017.03.007. [PMID: 28456311]
  • Ramón Aznar, Beatriz Albero, Consuelo Sánchez-Brunete, Esther Miguel, Isabel Martín-Girela, José L Tadeo. Simultaneous determination of multiclass emerging contaminants in aquatic plants by ultrasound-assisted matrix solid-phase dispersion and GC-MS. Environmental science and pollution research international. 2017 Mar; 24(9):7911-7920. doi: 10.1007/s11356-016-6327-8. [PMID: 26906007]
  • Rajbala Verma, Kumud Kant Awasthi, Neelu Kanwar Rajawat, Inderpal Soni, P J John. Curcumin modulates oxidative stress and genotoxicity induced by a type II fluorinated pyrethroid, beta-cyfluthrin. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2016 Nov; 97(?):168-176. doi: 10.1016/j.fct.2016.09.014. [PMID: 27623179]
  • J L Stewart, C F Shipley, F A Ireland, V L Jarrell, C L Timlin, D W Shike, T L Felix. Long-term Effects of Pyrethrin and Cyfluthrin, a Type II Synthetic Pyrethroid, Insecticide Applications on Bull Reproductive Parameters. Reproduction in domestic animals = Zuchthygiene. 2016 Oct; 51(5):680-7. doi: 10.1111/rda.12729. [PMID: 27411861]
  • M T Moore, R Kröger, M A Locke. Drying and Storage Methods Affect Cyfluthrin Concentrations in Exposed Plant Samples. Bulletin of environmental contamination and toxicology. 2016 Aug; 97(2):244-8. doi: 10.1007/s00128-016-1835-2. [PMID: 27225509]
  • Maj Rundlöf, Georg K S Andersson, Riccardo Bommarco, Ingemar Fries, Veronica Hederström, Lina Herbertsson, Ove Jonsson, Björn K Klatt, Thorsten R Pedersen, Johanna Yourstone, Henrik G Smith. Seed coating with a neonicotinoid insecticide negatively affects wild bees. Nature. 2015 May; 521(7550):77-80. doi: 10.1038/nature14420. [PMID: 25901681]
  • Mehmet Yilmaz, Eyyup Rencuzogullari, Mustafa Canli. The effects of cyfluthrin on some biomarkers in the liver and kidney of Wistar rats. Environmental science and pollution research international. 2015 Mar; 22(6):4747-52. doi: 10.1007/s11356-014-3734-6. [PMID: 25339534]
  • Jinghui Xi, Yiou Pan, Rui Bi, Xiwu Gao, Xuewei Chen, Tianfei Peng, Min Zhang, Hua Zhang, Xiaoyue Hu, Qingli Shang. Elevated expression of esterase and cytochrome P450 are related with lambda-cyhalothrin resistance and lead to cross resistance in Aphis glycines Matsumura. Pesticide biochemistry and physiology. 2015 Feb; 118(?):77-81. doi: 10.1016/j.pestbp.2014.12.002. [PMID: 25752434]
  • Emerson C Barros, Leandro Bacci, Marcelo C Picanco, Júlio C Martins, Jander F Rosado, Gerson A Silva. Physiological selectivity and activity reduction of insecticides by rainfall to predatory wasps of Tuta absoluta. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2015; 50(1):45-54. doi: 10.1080/03601234.2015.965621. [PMID: 25421627]
  • Caitlin J Oliver, Samantha Softley, Sally M Williamson, Philip C Stevenson, Geraldine A Wright. Pyrethroids and Nectar Toxins Have Subtle Effects on the Motor Function, Grooming and Wing Fanning Behaviour of Honeybees (Apis mellifera). PloS one. 2015; 10(8):e0133733. doi: 10.1371/journal.pone.0133733. [PMID: 26280999]
  • Stanisław Sadło, Ewa Szpyrka, Bartosz Piechowicz, Przemysław Grodzicki. A case study on toxicological aspects of the pest and disease control in the production of the high-quality raspberry (Rubus idaeus L.). Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2015; 50(1):8-14. doi: 10.1080/03601234.2015.964136. [PMID: 25421623]
  • Ali B Jebur, Hoda M Nasr, Fatma M El-Demerdash. Selenium modulates β-cyfluthrin-induced liver oxidative toxicity in rats. Environmental toxicology. 2014 Nov; 29(11):1323-9. doi: 10.1002/tox.21863. [PMID: 23595963]
  • Chia-Wen Hsu, Jinghua Zhao, Ruili Huang, Jui-Hua Hsieh, Jon Hamm, Xiaoqing Chang, Keith Houck, Menghang Xia. Quantitative high-throughput profiling of environmental chemicals and drugs that modulate farnesoid X receptor. Scientific reports. 2014 Sep; 4(?):6437. doi: 10.1038/srep06437. [PMID: 25257666]
  • J H Raymer, W B Studabaker, M Gardner, J Talton, S A Quandt, H Chen, L C Michael, M McCombs, T A Arcury. Pesticide exposures to migrant farmworkers in Eastern NC: detection of metabolites in farmworker urine associated with housing violations and camp characteristics. American journal of industrial medicine. 2014 Mar; 57(3):323-37. doi: 10.1002/ajim.22284. [PMID: 24273087]
  • G S Chahil, Kousik Mandal, Sanjay Kumar Sahoo, R S Battu, Balwinder Singh. Risk assessment of β-cyfluthrin and imidacloprid in chickpea pods and leaves. Ecotoxicology and environmental safety. 2014 Mar; 101(?):177-83. doi: 10.1016/j.ecoenv.2013.12.010. [PMID: 24507143]
  • Michael A Miller, Michael Menowsky. Human intravenous injection of β-cyfluthrin with minimal toxic effects. The American journal of emergency medicine. 2014 Jan; 32(1):113.e1-2. doi: 10.1016/j.ajem.2013.08.045. [PMID: 24079987]
  • Jordana Alves Ferreira, Luís Fabrício Santana Santos, Nicaellen Roberta da Silva Souza, Sandro Navickiene, Frederico Alberto de Oliveira, Viviane Talamini. MSPD sample preparation approach for reversed-phase liquid chromatographic analysis of pesticide residues in stem of coconut palm. Bulletin of environmental contamination and toxicology. 2013 Aug; 91(2):160-4. doi: 10.1007/s00128-013-1018-3. [PMID: 23722654]
  • A Anadón, M A Martínez, M Martínez, V Castellano, I Ares, A Romero, R Fernández, M R Martínez-Larrañaga. Differential induction of cytochrome P450 isoforms and peroxisomal proliferation by cyfluthrin in male Wistar rats. Toxicology letters. 2013 Jul; 220(2):135-42. doi: 10.1016/j.toxlet.2013.04.015. [PMID: 23639246]
  • Brijender Bhushan, Prabhu N Saxena, Nishi Saxena. Biochemical and histological changes in rat liver caused by cypermethrin and beta-cyfluthrin. Arhiv za higijenu rada i toksikologiju. 2013; 64(1):57-67. doi: 10.2478/10004-1254-64-2013-2184. [PMID: 23612525]
  • B E Wilson, A T Showler, T E Reagan, J M Beuzelin. Improved chemical control for the Mexican rice borer (Lepidoptera Crambidae) in sugarcane: larval exposure, a novel scouting method, and efficacy of a single aerial insecticide application. Journal of economic entomology. 2012 Dec; 105(6):1998-2006. doi: 10.1603/ec11271. [PMID: 23356064]
  • Kalavati R Channa, Halina B Röllin, Kerry S Wilson, Therese H Nøst, Jon Ø Odland, Inakshi Naik, Torkjel M Sandanger. Regional variation in pesticide concentrations in plasma of delivering women residing in rural Indian Ocean coastal regions of South Africa. Journal of environmental monitoring : JEM. 2012 Nov; 14(11):2952-60. doi: 10.1039/c2em30264k. [PMID: 23047303]
  • Yoshie Hata, Stefanie Zimmermann, Melanie Quitschau, Marcel Kaiser, Matthias Hamburger, Michael Adams. Antiplasmodial and antitrypanosomal activity of pyrethrins and pyrethroids. Journal of agricultural and food chemistry. 2011 Sep; 59(17):9172-6. doi: 10.1021/jf201776z. [PMID: 21786822]
  • Ozgür Fırat, Hikmet Y Cogun, Tüzin A Yüzereroğlu, Gülbin Gök, Ozge Fırat, Ferit Kargin, Yasemin Kötemen. A comparative study on the effects of a pesticide (cypermethrin) and two metals (copper, lead) to serum biochemistry of Nile tilapia, Oreochromis niloticus. Fish physiology and biochemistry. 2011 Sep; 37(3):657-66. doi: 10.1007/s10695-011-9466-3. [PMID: 21229307]
  • Chiu-Hwa Lin, Cheing-Tong Yan, Ponnusamy Vinoth Kumar, Hong-Ping Li, Jen-Fon Jen. Determination of pyrethroid metabolites in human urine using liquid phase microextraction coupled in-syringe derivatization followed by gas chromatography/electron capture detection. Analytical and bioanalytical chemistry. 2011 Aug; 401(3):927-37. doi: 10.1007/s00216-011-5122-0. [PMID: 21667061]
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