Dinotefuran (BioDeep_00000397819)

   

natural product Industrial Pollutants


代谢物信息卡片


Pesticide4_Dinotefuran_C7H14N4O3_Guanidine, N-methyl-N-nitro-N-[(tetrahydro-3-furanyl)methyl]-

化学式: C7H14N4O3 (202.1066)
中文名称: 呋虫胺, 硝基呋喃
谱图信息: 最多检出来源 Escherichia coli(natural_products) 91.18%

分子结构信息

SMILES: CN/C(=N/[N+](=O)[O-])/NCC1CCOC1
InChI: InChI=1S/C7H14N4O3/c1-8-7(10-11(12)13)9-4-6-2-3-14-5-6/h6H,2-5H2,1H3,(H2,8,9,10)

描述信息

D010575 - Pesticides > D007306 - Insecticides > D000073943 - Neonicotinoids
D016573 - Agrochemicals
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3108
Dinotefuran is an insecticide of the neonicotinoid class, its mechanism of action involves disruption of the insect's nervous system by inhibiting nicotinic acetylcholine receptors. Target: nAChR, Antiparasitic

同义名列表

5 个代谢物同义名

Dinotefuran; Pesticide4_Dinotefuran_C7H14N4O3_Guanidine, N-methyl-N-nitro-N-[(tetrahydro-3-furanyl)methyl]-; MTI-446; DIN; Dinotefuran



数据库引用编号

27 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)

5 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


文献列表

  • Qisi Xu, Minmin Li, Ouli Xiao, Jieyin Chen, Xiaofeng Dai, Zhiqiang Kong, Jianxin Tan. Residual behavior of dinotefuran and its metabolites during Huangjiu fermentation and their effects on flavor. Food chemistry. 2024 May; 441(?):138300. doi: 10.1016/j.foodchem.2023.138300. [PMID: 38183720]
  • Mingjiao Huang, Buli Fu, Cheng Yin, Peipan Gong, Shaonan Liu, Jing Yang, Xuegao Wei, Jinjin Liang, Hu Xue, Chao He, Tianhua Du, Chao Wang, Yao Ji, JinYu Hu, Rong Zhang, He Du, Youjun Zhang, Xin Yang. Cytochrome P450 CYP6EM1 Underpins Dinotefuran Resistance in the Whitefly Bemisia tabaci. Journal of agricultural and food chemistry. 2024 Mar; 72(10):5153-5164. doi: 10.1021/acs.jafc.3c06953. [PMID: 38427964]
  • Linlin Liu, Min Shi, Yanyan Wu, Xianbing Xie, Shanshan Li, Pingli Dai, Jing Gao. Interactive effects of dinotefuran and Nosema ceranae on the survival status and gut microbial community of honey bees. Pesticide biochemistry and physiology. 2024 Mar; 200(?):105808. doi: 10.1016/j.pestbp.2024.105808. [PMID: 38582580]
  • Emmanuel Sunday Okeke, Chijioke Olisah, Alhadji Malloum, Kayode A Adegoke, Joshua O Ighalo, Jeanet Conradie, Chinemerem R Ohoro, James F Amaku, Kabir O Oyedotun, Nobanathi W Maxakato, Kovo G Akpomie. Ecotoxicological impact of dinotefuran insecticide and its metabolites on non-targets in agroecosystem: Harnessing nanotechnology- and bio-based management strategies to reduce its impact on non-target ecosystems. Environmental research. 2024 Feb; 243(?):117870. doi: 10.1016/j.envres.2023.117870. [PMID: 38072111]
  • Zeyu Wang, Ruiming Zhang, Yakun Pei, Wenjun Wu, Zhaonong Hu, Yayun Zuo. The knockout of the nicotinic acetylcholine receptor subunit gene α1 (nAChR α1) through CRISPR/Cas9 technology exposes its involvement in the resistance of Spodoptera exigua to insecticides. Pesticide biochemistry and physiology. 2023 Nov; 196(?):105616. doi: 10.1016/j.pestbp.2023.105616. [PMID: 37945231]
  • Fu Zhang, Wenjing Cao, Yongheng Zhang, Jie Luo, Jiangan Hou, Lichao Chen, Guoqiang Yi, Honghong Li, Mingfeng Huang, Linxi Dong, Xuesheng Li. S-dinotefuran affects the social behavior of honeybees (Apis mellifera)and increases their risk in the colony. Pesticide biochemistry and physiology. 2023 Nov; 196(?):105594. doi: 10.1016/j.pestbp.2023.105594. [PMID: 37945244]
  • Yadong Cheng, Xiao Wang, Liuwei Zhao, Xin Zhang, Qingxian Kong, Hui Li, Xiangwei You, Yiqiang Li. Wheat straw pyrochar more efficiently decreased enantioselective uptake of dinotefuran by lettuce and dissemination of antibiotic resistance genes than hydrochar in an agricultural soil. The Science of the total environment. 2023 Jul; 880(?):163088. doi: 10.1016/j.scitotenv.2023.163088. [PMID: 36996986]
  • Jonathan Elmquist, David Biddinger, Ngoc T Phan, Timothy W Moural, Fang Zhu, Kelli Hoover. Potential risk to pollinators from neonicotinoid applications to host trees for management of spotted lanternfly, Lycorma delicatula (Hemiptera: Fulgoridae). Journal of economic entomology. 2023 04; 116(2):368-378. doi: 10.1093/jee/toad032. [PMID: 36881675]
  • Kaixin Li, Jiantao Liu, Ziqiong Geng, Wei Xu, Zhuang Zhang, Dong Chu, Lei Guo. Resistance to dinotefuran in Bemisia tabaci in China: status and characteristics. Pest management science. 2023 Feb; 79(2):833-844. doi: 10.1002/ps.7251. [PMID: 36264629]
  • Meng Ma, Xiao-Di Zhai, Hui-Qian Xu, Peng-Yu Guo, Jin-Jun Wang, Dong Wei. Genome-wide screening and expression of glutathione S-transferase genes reveal that GSTe4 contributes to sensitivity against β-cypermethrin in Zeugodacus cucurbitae. International journal of biological macromolecules. 2023 Feb; 227(?):915-924. doi: 10.1016/j.ijbiomac.2022.12.174. [PMID: 36563807]
  • Guodong Zhu, Wenjuan Ding, Yongfei Zhao, Ming Xue, Haipeng Zhao, Shouzhu Liu. Biological and physiological responses of two Bradysia pests, Bradysia odoriphaga and Bradysia difformis, to Dinotefuran and Lufenuron. Pesticide biochemistry and physiology. 2023 Feb; 190(?):105338. doi: 10.1016/j.pestbp.2023.105338. [PMID: 36740337]
  • Weiling Huang, Qingjie Yang, Xuejiao Ji, Li Wang, Qinqin Wang, Changhui Rui, Li Cui. An insecticide phenotypic resistance diagnostic kit for cotton aphid Aphis gossypii Glover (Hemiptera Aphididae). Pest management science. 2022 Dec; 78(12):5463-5470. doi: 10.1002/ps.7169. [PMID: 36067017]
  • Xia Zhou, Ya Yang, Renyue Ming, Hong Chen, Deyu Hu, Ping Lu. Insight into the differences in the toxicity mechanisms of dinotefuran enantiomers in zebrafish by UPLC-Q/TOF-MS. Environmental science and pollution research international. 2022 Oct; 29(47):70833-70841. doi: 10.1007/s11356-022-20424-6. [PMID: 35589890]
  • Yixuan Huang, Dan Guo, Yongyang Chen, Yanjia Xu, Hao Chen, Xiaochun Dong, Shanping Li. Catalytic degradation of dinotefuran by dielectric barrier discharge plasma combined with La-doping TiO2. Environmental technology. 2022 Jun; 43(15):2380-2390. doi: 10.1080/09593330.2021.1880488. [PMID: 33487132]
  • Changcheng An, Jianxia Cui, Qin Yu, Bingna Huang, Ningjun Li, Jiajun Jiang, Yue Shen, Chong Wang, Shenshan Zhan, Xiang Zhao, Xingye Li, Changjiao Sun, Bo Cui, Chunxin Wang, Fei Gao, Zhanghua Zeng, Haixin Cui, Runxiang Zhang, Yan Wang. Polylactic acid nanoparticles for co-delivery of dinotefuran and avermectin against pear tree pests with improved effective period and enhanced bioactivity. International journal of biological macromolecules. 2022 May; 206(?):633-641. doi: 10.1016/j.ijbiomac.2022.02.182. [PMID: 35247422]
  • Yue Zhang, Dong Chen, Yizhu Xu, Lianlian Ma, Mingyi Du, Ping Li, Zhibin Yin, Hanhong Xu, Xinzhou Wu. Stereoselective toxicity mechanism of neonicotinoid dinotefuran in honeybees: New perspective from a spatial metabolomics study. The Science of the total environment. 2022 Feb; 809(?):151116. doi: 10.1016/j.scitotenv.2021.151116. [PMID: 34688756]
  • Kumiko Taira, Tomonori Kawakami, Sujithra Kaushaliya Weragoda, H M Ayala S Herath, Yoshinori Ikenaka, Kazutoshi Fujioka, Madhubhani Hemachandra, Nirmalie Pallewatta, Yoshiko Aoyama, Mayumi Ishizuka, Jean-Marc Bonmatin, Makiko Komori. Urinary concentrations of neonicotinoid insecticides were related to renal tubular dysfunction and neuropsychological complaints in Dry-zone of Sri Lanka. Scientific reports. 2021 11; 11(1):22484. doi: 10.1038/s41598-021-01732-2. [PMID: 34795341]
  • Aijuan Bai, Ang Chen, Wuying Chen, Shaowen Liu, Xiangwen Luo, Yong Liu, Deyong Zhang. Residue behavior, transfer and risk assessment of tolfenpyrad, dinotefuran and its metabolites during tea growing and tea brewing. Journal of the science of food and agriculture. 2021 Nov; 101(14):5992-6000. doi: 10.1002/jsfa.11253. [PMID: 33851415]
  • Haiyun Zhang, Julia Vidonish Aspinall, Weiguang Lv, Xianqing Zheng, Hanlin Zhang, Shuangxi Li, Juanqin Zhang, Naling Bai, Yue Zhang, Xilong Wang. Differences in kinetic metabolomics in Eisenia fetida under single and dual exposure of imidacloprid and dinotefuran at environmentally relevant concentrations. Journal of hazardous materials. 2021 09; 417(?):126001. doi: 10.1016/j.jhazmat.2021.126001. [PMID: 33992008]
  • Shenhang Cheng, Ronghua Lin, Yong You, Tao Lin, Zhaohua Zeng, Caihong Yu. Comparative sensitivity of Neoseiulus cucumeris and its prey Tetranychus cinnabarinus, after exposed to nineteen pesticides. Ecotoxicology and environmental safety. 2021 Jul; 217(?):112234. doi: 10.1016/j.ecoenv.2021.112234. [PMID: 33864981]
  • Zenglong Chen, Fengshou Dong, Xin Ren, Xujin Wu, Longfei Yuan, Li Li, Wei Li, Yongquan Zheng. Enantioselective fate of dinotefuran from tomato cultivation to home canning for refining dietary exposure. Journal of hazardous materials. 2021 03; 405(?):124254. doi: 10.1016/j.jhazmat.2020.124254. [PMID: 33535352]
  • Xiaoqing Li, Mingxia Zhang, Yong Li, Xiangyang Yu, Jinfang Nie. Effect of neonicotinoid dinotefuran on root exudates of Brassica rapa var. chinensis. Chemosphere. 2021 Mar; 266(?):129020. doi: 10.1016/j.chemosphere.2020.129020. [PMID: 33248730]
  • 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]
  • Anqi Chen, Huihui Zhang, Tisheng Shan, Xueyan Shi, Xiwu Gao. The overexpression of three cytochrome P450 genes CYP6CY14, CYP6CY22 and CYP6UN1 contributed to metabolic resistance to dinotefuran in melon/cotton aphid, Aphis gossypii Glover. Pesticide biochemistry and physiology. 2020 Jul; 167(?):104601. doi: 10.1016/j.pestbp.2020.104601. [PMID: 32527429]
  • 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]
  • Jun Ueyama, Arisa Aoi, Yuko Ueda, Naoko Oya, Yuka Sugiura, Yuki Ito, Takeshi Ebara, Michihiro Kamijima. Biomonitoring method for neonicotinoid insecticides in urine of non-toilet-trained children using LC-MS/MS. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2020 Feb; 37(2):304-315. doi: 10.1080/19440049.2019.1696020. [PMID: 31825743]
  • Zengbin Lu, Song Dong, Chao Li, Lili Li, Yi Yu, Xingyuan Men, Shuyan Yin. Sublethal and transgenerational effects of dinotefuran on biological parameters and behavioural traits of the mirid bug Apolygus lucorum. Scientific reports. 2020 01; 10(1):226. doi: 10.1038/s41598-019-57098-z. [PMID: 31937822]
  • Robyn Underwood, Brian Breeman, Joseph Benton, Jason Bielski, Julie Palkendo, Thomas Betts. Are Non-Target Honey Bees (Hymenoptera: Apidae) Exposed to Dinotefuran From Spotted Lanternfly (Hemiptera: Fulgoridae) Trap Trees?. Journal of economic entomology. 2019 12; 112(6):2993-2996. doi: 10.1093/jee/toz176. [PMID: 31237942]
  • 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]
  • Sihong Liu, Yanmei Liu, Fengmei He, Hui Zhang, Xuesheng Li, Huihua Tan. Enantioselective Olfactory Effects of the Neonicotinoid Dinotefuran on Honey Bees (Apis mellifera L.). Journal of agricultural and food chemistry. 2019 Oct; 67(43):12105-12116. doi: 10.1021/acs.jafc.9b04851. [PMID: 31600056]
  • Zenglong Chen, Xiangmei Yao, Fengshou Dong, Hongxia Duan, Xusheng Shao, Xiu Chen, Ting Yang, Guirong Wang, Yongquan Zheng. Ecological toxicity reduction of dinotefuran to honeybee: New perspective from an enantiomeric level. Environment international. 2019 09; 130(?):104854. doi: 10.1016/j.envint.2019.05.048. [PMID: 31200156]
  • Denghui Deng, Wenbo Duan, Hao Wang, Kun Zhang, Jianglong Guo, Linlin Yuan, Likui Wang, Shaoying Wu. Assessment of the effects of lethal and sublethal exposure to dinotefuran on the wheat aphid Rhopalosiphum padi (Linnaeus). Ecotoxicology (London, England). 2019 Sep; 28(7):825-833. doi: 10.1007/s10646-019-02080-8. [PMID: 31325006]
  • Fangfang Zhao, Jingkun Liu, Jinhui Luo. Development of a High-Quality ELISA Method for Dinotefuran Based on a Novel and Newly-Designed Antigen. Molecules (Basel, Switzerland). 2019 Jul; 24(13):. doi: 10.3390/molecules24132426. [PMID: 31269647]
  • Shaoying Wu, Denghui Deng, Wayne Jiang, Kun Zhang, Jianglong Guo, Wenbo Duan, Hao Wang. Genome Analysis of Cytochrome in Dinotefuran-Treated Apolygus lucorum (Meyer-Dür). Bulletin of environmental contamination and toxicology. 2019 Jul; 103(1):106-113. doi: 10.1007/s00128-018-2490-6. [PMID: 30465081]
  • 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]
  • 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]
  • Melanie Raby, Xiaoming Zhao, Chunyan Hao, David G Poirier, Paul K Sibley. Relative chronic sensitivity of neonicotinoid insecticides to Ceriodaphnia dubia and Daphnia magna. Ecotoxicology and environmental safety. 2018 Nov; 163(?):238-244. doi: 10.1016/j.ecoenv.2018.07.086. [PMID: 30056337]
  • Yinghuan Wang, Yongtao Han, Yun Xie, Peng Xu, Wei Li. The metabolism distribution and effect of dinotefuran in Chinese lizards (Eremias argus). Chemosphere. 2018 Nov; 211(?):591-599. doi: 10.1016/j.chemosphere.2018.07.181. [PMID: 30096572]
  • Xiaoqin Sun, Youhui Gong, Shahbaz Ali, Maolin Hou. Mechanisms of resistance to thiamethoxam and dinotefuran compared to imidacloprid in the brown planthopper: Roles of cytochrome P450 monooxygenase and a P450 gene CYP6ER1. Pesticide biochemistry and physiology. 2018 Sep; 150(?):17-26. doi: 10.1016/j.pestbp.2018.06.014. [PMID: 30195383]
  • 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]
  • Yong Li, Ling Long, Huangqian Yan, Jing Ge, Jinjin Cheng, Liyun Ren, Xiangyang Yu. Comparison of uptake, translocation and accumulation of several neonicotinoids in komatsuna (Brassica rapa var. perviridis) from contaminated soils. Chemosphere. 2018 Jun; 200(?):603-611. doi: 10.1016/j.chemosphere.2018.02.104. [PMID: 29510368]
  • Bernadette M Mach, Svetlana Bondarenko, Daniel A Potter. Uptake and dissipation of neonicotinoid residues in nectar and foliage of systemically treated woody landscape plants. Environmental toxicology and chemistry. 2018 03; 37(3):860-870. doi: 10.1002/etc.4021. [PMID: 29080359]
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  • Ruijuan Li, Tongjin Liu, Shuhua Cui, Sicong Zhang, Jianlei Yu, Guochun Song. Residue behaviors and dietary risk assessment of dinotefuran and its metabolites in Oryza sativa by a new HPLC-MS/MS method. Food chemistry. 2017 Nov; 235(?):188-193. doi: 10.1016/j.foodchem.2017.04.181. [PMID: 28554625]
  • Yanmei Liu, Sihong Liu, Hui Zhang, Yanping Gu, Xuesheng Li, Mingyuan He, Huihua Tan. Application of the combination index (CI)-isobologram equation to research the toxicological interactions of clothianidin, thiamethoxam, and dinotefuran in honeybee, Apis mellifera. Chemosphere. 2017 Oct; 184(?):806-811. doi: 10.1016/j.chemosphere.2017.06.045. [PMID: 28645084]
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  • Maha F Abdel-Ghany, Lobna A Hussein, Noha F El Azab. Novel potentiometric sensors for the determination of the dinotefuran insecticide residue levels in cucumber and soil samples. Talanta. 2017 Mar; 164(?):518-528. doi: 10.1016/j.talanta.2016.12.019. [PMID: 28107966]
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  • Patrícia Rosa de Oliveira, Luis Adriano Anholeto, Gerváso Henrique Bechara, Maria Izabel Camargo Mathias. Dinotefuran-induced morphophysiological changes in semi-engorged females Rhipicephalus sanguineus Latreille, 1806 (Acari: Ixodidae) ticks: Ultra-structural evaluation. Acta tropica. 2017 Feb; 166(?):139-154. doi: 10.1016/j.actatropica.2016.11.017. [PMID: 27876644]
  • 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]
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