Nitenpyram (BioDeep_00000012306)
natural product
代谢物信息卡片
Pesticide4_Nitenpyram_C11H15ClN4O2_N-[(6-Chloro-3-pyridinyl)methyl]-N-ethyl-N-methyl-2-nitro-1,1-ethenediamine
化学式: C11H15ClN4O2 (270.088348)
中文名称: 烯啶虫胺
谱图信息:
最多检出来源 Viridiplantae(plant) 50%
分子结构信息
SMILES: CCN(C)C(=C[N+](=O)[O-])NCC1=CN=C(C=C1)Cl
InChI: InChI=1S/C11H15ClN4O2/c1-3-15(2)11(8-16(17)18)14-7-9-4-5-10(12)13-6-9/h4-6,8,14H,3,7H2,1-2H3
描述信息
D010575 - Pesticides > D007306 - Insecticides > D000073943 - Neonicotinoids
D016573 - Agrochemicals
Nitenpyram is a calss of neonicotinoid and an insect nicotinic acetylcholine receptor (nAChR) agonist with an IC50 of 14 nM. Nitenpyram is an oral fast-acting insecticide used to suppress sucking insects on companion animals[1][2].
同义名列表
数据库引用编号
17 个数据库交叉引用编号
- ChEBI: CHEBI:39171
- ChEBI: CHEBI:39170
- KEGG: C18511
- PubChem: 3034287
- PubChem: 86457
- Metlin: METLIN72317
- DrugBank: DB11438
- ChEMBL: CHEMBL259728
- CAS: 150824-47-8
- CAS: 120738-89-8
- MoNA: CCMSLIB00001058880
- MoNA: CCMSLIB00001058669
- MoNA: CCMSLIB00001058313
- MoNA: CCMSLIB00001058407
- PMhub: MS000026608
- PubChem: 124489185
- medchemexpress: HY-B0820
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
- 58343 - Streptomyces canus: 10.1021/ACS.JAFC.8B06513
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
- Sen Yan, Wei Sun, Sinuo Tian, Zhiyuan Meng, Jinling Diao, Zhiqiang Zhou, Li Li, Wentao Zhu. Pre-mating nitenpyram exposure in male mice leads to depression-like behavior in offspring by affecting tryptophan metabolism in gut microbiota.
Journal of environmental sciences (China).
2024 Mar; 137(?):120-130. doi:
10.1016/j.jes.2023.02.011. [PMID: 37980001] - Huihui Zhang, Xumin Lin, Baojun Yang, Lingchun Zhang, Zewen Liu. Two Point Mutations in CYP4CE1 Promoter Contributed to the Differential Regulation of CYP4CE1 Expression by FoxO between Susceptible and Nitenpyram-Resistant Nilaparvata lugens.
Journal of agricultural and food chemistry.
2024 Jan; 72(3):1779-1786. doi:
10.1021/acs.jafc.3c02495. [PMID: 38215467] - Shoumin Sun, Qiqi Chen, Gang Chen, Zhenzhen Chen, Kaiyun Wang, Hongyan Wang. Toxicity of nitenpyram to silkworm (Bombyx mori L.) and its potential mechanisms.
Chemosphere.
2023 Jan; 311(Pt 1):137026. doi:
10.1016/j.chemosphere.2022.137026. [PMID: 36419271] - Zhao Li, Kaikai Mao, Ruoheng Jin, Tingwei Cai, Yao Qin, Yunhua Zhang, Shun He, Kangsheng Ma, Hu Wan, Xuexiang Ren, Jianhong Li. miRNA novel_268 targeting NlABCG3 is involved in nitenpyram and clothianidin resistance in Nilaparvata lugens.
International journal of biological macromolecules.
2022 Sep; 217(?):615-623. doi:
10.1016/j.ijbiomac.2022.07.096. [PMID: 35853504] - Junjie Zhang, Kaikai Mao, Zhijie Ren, Ruoheng Jin, Yunhua Zhang, Tingwei Cai, Shun He, Jianhong Li, Hu Wan. Odorant binding protein 3 is associated with nitenpyram and sulfoxaflor resistance in Nilaparvata lugens.
International journal of biological macromolecules.
2022 Jun; 209(Pt A):1352-1358. doi:
10.1016/j.ijbiomac.2022.04.100. [PMID: 35460755] - Zongyuan Zhao, Taozhong Shi, Ying Chu, Yingying Cao, Shuang Cheng, Risong Na, Yi Wang. Comparison of the interactions of flupyrimin and nitenpyram with serum albumins via multiple analysis methods.
Chemosphere.
2022 Feb; 289(?):133139. doi:
10.1016/j.chemosphere.2021.133139. [PMID: 34863729] - Kaikai Mao, Ruoheng Jin, Zhijie Ren, Junjie Zhang, Zhao Li, Shun He, Kangsheng Ma, Hu Wan, Jianhong Li. miRNAs targeting CYP6ER1 and CarE1 are involved in nitenpyram resistance in Nilaparvata lugens.
Insect science.
2022 Feb; 29(1):177-187. doi:
10.1111/1744-7917.12910. [PMID: 33783101] - Mohamed Ahmed Ibrahim Ahmed, Christoph Franz Adam Vogel, Guilherme Malafaia. Short exposure to nitenpyram pesticide induces effects on reproduction, development and metabolic gene expression profiles in Drosophila melanogaster (Diptera: Drosophilidae).
The Science of the total environment.
2022 Jan; 804(?):150254. doi:
10.1016/j.scitotenv.2021.150254. [PMID: 34798758] - Kaikai Mao, Zhijie Ren, Wenhao Li, Tingwei Cai, Xueying Qin, Hu Wan, Byung Rae Jin, Shun He, Jianhong Li. Carboxylesterase genes in nitenpyram-resistant brown planthoppers, Nilaparvata lugens.
Insect science.
2021 Aug; 28(4):1049-1060. doi:
10.1111/1744-7917.12829. [PMID: 32495409] - Xun Liao, Peng-Fei Xu, Pei-Pan Gong, Hu Wan, Jian-Hong Li. Current susceptibilities of brown planthopper Nilaparvata lugens to triflumezopyrim and other frequently used insecticides in China.
Insect science.
2021 Feb; 28(1):115-126. doi:
10.1111/1744-7917.12764. [PMID: 32043703] - Wenjie Zhang, Xiaoming Xia, Jinhua Wang, Lusheng Zhu, Jun Wang, Guangchi Wang, Yangyang Chen, Young Mo Kim. Oxidative stress and genotoxicity of nitenpyram to earthworms (Eisenia foetida).
Chemosphere.
2021 Feb; 264(Pt 2):128493. doi:
10.1016/j.chemosphere.2020.128493. [PMID: 33039690] - Sen Yan, Sinuo Tian, Zhiyuan Meng, Jin Yan, Ming Jia, Ruisheng Li, Zhiqiang Zhou, Wentao Zhu. Imbalance of gut microbiota and fecal metabolites in offspring female mice induced by nitenpyram exposure during pregnancy.
Chemosphere.
2020 Dec; 260(?):127506. doi:
10.1016/j.chemosphere.2020.127506. [PMID: 32673867] - Mohamed Ahmed Ibrahim Ahmed, Christoph Franz Adam Vogel. Toxicological Evaluation of Novel Butenolide Pesticide Flupyradifurone Against Culex quinquefasciatus (Diptera: Culicidae) Mosquitoes.
Journal of medical entomology.
2020 11; 57(6):1857-1863. doi:
10.1093/jme/tjaa118. [PMID: 32566941] - Zhao Li, Tingwei Cai, Yao Qin, Yunhua Zhang, Ruoheng Jin, Kaikai Mao, Xun Liao, Hu Wan, Jianhong Li. Transcriptional Response of ATP-Binding Cassette (ABC) Transporters to Insecticide in the Brown Planthopper, Nilaparvata lugens (Stål).
Insects.
2020 May; 11(5):. doi:
10.3390/insects11050280. [PMID: 32370222] - Sen Yan, Zhiyuan Meng, Sinuo Tian, Miaomiao Teng, Jin Yan, Ming Jia, Ruisheng Li, Zhiqiang Zhou, Wentao Zhu. Neonicotinoid insecticides exposure cause amino acid metabolism disorders, lipid accumulation and oxidative stress in ICR mice.
Chemosphere.
2020 May; 246(?):125661. doi:
10.1016/j.chemosphere.2019.125661. [PMID: 31891846] - Lizhen Zhu, Suzhen Qi, Xiaofeng Xue, Xinyue Niu, Liming Wu. Nitenpyram disturbs gut microbiota and influences metabolic homeostasis and immunity in honey bee (Apis mellifera L.).
Environmental pollution (Barking, Essex : 1987).
2020 Mar; 258(?):113671. doi:
10.1016/j.envpol.2019.113671. [PMID: 31855676] - Jiangong Jiang, Xiao Liu, Xueping Huang, Xin Yu, Wenwen Zhang, Xianxia Zhang, Wei Mu. Comparative ecotoxicity of neonicotinoid insecticides to three species of Trichogramma parasitoid wasps (Hymenoptera: Trichogrammatidae).
Ecotoxicology and environmental safety.
2019 Nov; 183(?):109587. doi:
10.1016/j.ecoenv.2019.109587. [PMID: 31509925] - Saichao Gao, Guobin Wang, Yangyang Zhou, Ming Wang, Daibin Yang, Huizhu Yuan, Xiaojing Yan. Water-soluble food dye of Allura Red as a tracer to determine the spray deposition of pesticide on target crops.
Pest management science.
2019 Oct; 75(10):2592-2597. doi:
10.1002/ps.5430. [PMID: 30927304] - Kaikai Mao, Xiaolei Zhang, Ehsan Ali, Xun Liao, Ruoheng Jin, Zhijie Ren, Hu Wan, Jianhong Li. Characterization of nitenpyram resistance in Nilaparvata lugens (Stål).
Pesticide biochemistry and physiology.
2019 Jun; 157(?):26-32. doi:
10.1016/j.pestbp.2019.03.001. [PMID: 31153474] - Jiangong Jiang, Zhengqun Zhang, Jin Lin, Feng Liu, Wei Mu. The minimally effective dosages of nitenpyram and thiamethoxam seed treatments against aphids (Aphis gossypii Glover) and their potential exposure risks to honeybees (Apis mellifera).
The Science of the total environment.
2019 May; 666(?):68-78. doi:
10.1016/j.scitotenv.2019.02.156. [PMID: 30798245] - Kaikai Mao, Ruoheng Jin, Wenhao Li, Zhijie Ren, Xueying Qin, Shun He, Jianhong Li, Hu Wan. The influence of temperature on the toxicity of insecticides to Nilaparvata lugens (Stål).
Pesticide biochemistry and physiology.
2019 May; 156(?):80-86. doi:
10.1016/j.pestbp.2019.02.009. [PMID: 31027584] - Chunyan Hao, Margaret L Eng, Fengrong Sun, Christy A Morrissey. Part-per-trillion LC-MS/MS determination of neonicotinoids in small volumes of songbird plasma.
The Science of the total environment.
2018 Dec; 644(?):1080-1087. doi:
10.1016/j.scitotenv.2018.06.317. [PMID: 30743821] - Quan Zhang, Ximing Wang, Zhe Li, Hangbiao Jin, Zhengbiao Lu, Chang Yu, Yu-Fang Huang, Meirong Zhao. Simultaneous determination of nine neonicotinoids in human urine using isotope-dilution ultra-performance liquid chromatography-tandem mass spectrometry.
Environmental pollution (Barking, Essex : 1987).
2018 Sep; 240(?):647-652. doi:
10.1016/j.envpol.2018.04.144. [PMID: 29772515] - Jiangong Jiang, Dicheng Ma, Zhengqun Zhang, Caihong Yu, Feng Liu, Wei Mu. Favorable compatibility of nitenpyram with the aphid predator, Coccinella septempunctata L. (Coleoptera: Coccinellidae).
Environmental science and pollution research international.
2018 Sep; 25(27):27393-27401. doi:
10.1007/s11356-018-2785-5. [PMID: 30039483] - Xiangsheng Hong, Xu Zhao, Xue Tian, Jiasu Li, Jinmiao Zha. Changes of hematological and biochemical parameters revealed genotoxicity and immunotoxicity of neonicotinoids on Chinese rare minnows (Gobiocypris rarus).
Environmental pollution (Barking, Essex : 1987).
2018 Feb; 233(?):862-871. doi:
10.1016/j.envpol.2017.12.036. [PMID: 29253827] - Yuki Hirakawa, Tomomi Yamasaki, Ayako Harada, Seiji Iwasa, Hiroshi Narita, Shiro Miyake. Development of an Immunosensor Based on Surface Plasmon Resonance for Simultaneous Residue Analysis of Three Pesticides -Boscalid, Clothianidin, and Nitenpyram- in Vegetables.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry.
2018; 34(5):533-539. doi:
10.2116/analsci.17p487. [PMID: 29743423] - Zhengqun Zhang, Yao Wang, Yunhe Zhao, Beixing Li, Jin Lin, Xuefeng Zhang, Feng Liu, Wei Mu. Nitenpyram seed treatment effectively controls against the mirid bug Apolygus lucorum in cotton seedlings.
Scientific reports.
2017 08; 7(1):8573. doi:
10.1038/s41598-017-09251-9. [PMID: 28819325] - Wenlong Wang, Shaoli Wang, Guangjie Han, Yuzhou Du, Jianjun Wang. Lack of cross-resistance between neonicotinoids and sulfoxaflor in field strains of Q-biotype of whitefly, Bemisia tabaci, from eastern China.
Pesticide biochemistry and physiology.
2017 Mar; 136(?):46-51. doi:
10.1016/j.pestbp.2016.08.005. [PMID: 28187830] - Zhengqun Zhang, Xuefeng Zhang, Yao Wang, Yunhe Zhao, Jin Lin, Feng Liu, Wei Mu. Nitenpyram, Dinotefuran, and Thiamethoxam Used as Seed Treatments Act as Efficient Controls against Aphis gossypii via High Residues in Cotton Leaves.
Journal of agricultural and food chemistry.
2016 Dec; 64(49):9276-9285. doi:
10.1021/acs.jafc.6b03430. [PMID: 27960287] - Weiting Jiao, Yu Xiao, Xiaosan Qian, Mengmeng Tong, Yizheng Hu, Ruyan Hou, Rimao Hua. Optimized combination of dilution and refined QuEChERS to overcome matrix effects of six types of tea for determination eight neonicotinoid insecticides by ultra performance liquid chromatography-electrospray tandem mass spectrometry.
Food chemistry.
2016 Nov; 210(?):26-34. doi:
10.1016/j.foodchem.2016.04.097. [PMID: 27211616] - Laura Sánchez-Hernández, Mariano Higes, María T Martín, María J Nozal, José L Bernal. Simultaneous determination of neonicotinoid insecticides in sunflower-treated seeds (hull and kernel) by LC-MS/MS.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.
2016; 33(3):442-51. doi:
10.1080/19440049.2015.1128565. [PMID: 26678670] - Jun Ueyama, Hiroshi Nomura, Takaaki Kondo, Isao Saito, Yuki Ito, Aya Osaka, Michihiro Kamijima. Biological monitoring method for urinary neonicotinoid insecticides using LC-MS/MS and its application to Japanese adults.
Journal of occupational health.
2014; 56(6):461-8. doi:
10.1539/joh.14-0077-oa. [PMID: 25374420] - S P Li, Y Y Jiang, X H Cao, Y W Dong, M Dong, J Xu. Degradation of nitenpyram pesticide in aqueous solution by low-temperature plasma.
Environmental technology.
2013 May; 34(9-12):1609-16. doi:
10.1080/09593330.2013.765914. [PMID: 24191496] - XiaoBin Shi, LiLi Jiang, HongYan Wang, Kang Qiao, Dong Wang, KaiYun Wang. Toxicities and sublethal effects of seven neonicotinoid insecticides on survival, growth and reproduction of imidacloprid-resistant cotton aphid, Aphis gossypii.
Pest management science.
2011 Dec; 67(12):1528-33. doi:
10.1002/ps.2207. [PMID: 21714058] - Kevin A Ford, Alexander G Gulevich, Tami L Swenson, John E Casida. Neonicotinoid insecticides: oxidative stress in planta and metallo-oxidase inhibition.
Journal of agricultural and food chemistry.
2011 May; 59(9):4860-7. doi:
10.1021/jf200485k. [PMID: 21476569] - Yuntao Feng, Qingjun Wu, Shaoli Wang, Xiaoli Chang, Wen Xie, Baoyun Xu, Youjun Zhang. Cross-resistance study and biochemical mechanisms of thiamethoxam resistance in B-biotype Bemisia tabaci (Hemiptera: Aleyrodidae).
Pest management science.
2010 Mar; 66(3):313-8. doi:
10.1002/ps.1877. [PMID: 19937914] - Zhenyu Wang, Mingde Yao, Yidong Wu. Cross-resistance, inheritance and biochemical mechanisms of imidacloprid resistance in B-biotype Bemisia tabaci.
Pest management science.
2009 Nov; 65(11):1189-94. doi:
10.1002/ps.1808. [PMID: 19562662] - C McCoy, A B Broce, M W Dryden. Flea blood feeding patterns in cats treated with oral nitenpyram and the topical insecticides imidacloprid, fipronil and selamectin.
Veterinary parasitology.
2008 Oct; 156(3-4):293-301. doi:
10.1016/j.vetpar.2008.04.028. [PMID: 18619735] - Kevin A Ford, John E Casida. Chloropyridinyl neonicotinoid insecticides: diverse molecular substituents contribute to facile metabolism in mice.
Chemical research in toxicology.
2006 Jul; 19(7):944-51. doi:
10.1021/tx0600696. [PMID: 16841963] - C P Degenaar, C Thijssen, G Van der Wal, G T Berends. Electrophoresis of gamma-glutamyltranspeptidase on cellogel. The appearance of the alpha2-beta band in positive LP-X sera.
Clinica chimica acta; international journal of clinical chemistry.
1976 Feb; 67(1):79-83. doi:
10.1016/0009-8981(76)90219-9. [PMID: 3301]