4-Hydroxychlorothalonil (BioDeep_00000169962)

   

human metabolite blood metabolite


代谢物信息卡片


2,5,6-Trichloro-4-hydroxy-1,3-benzenedicarbonitrile

化学式: C8HCl3N2O (245.9154466)
中文名称: 4 - 羟基百菌清
谱图信息: 最多检出来源 Homo sapiens(blood) 8.3%

分子结构信息

SMILES: C(#N)C1=C(C(=C(C(=C1Cl)C#N)Cl)Cl)O
InChI: InChI=1S/C8HCl3N2O/c9-5-3(1-12)6(10)7(11)8(14)4(5)2-13/h14H

描述信息

4-Hydroxychlorothalonil (SDS 3701) is a metabolite of the widely used fungicide chlorothalonil which is used to manage fungal diseases affecting agricultural crops around the world (PMID: 31265862). 4-Hydroxychlorothalonil was identified as one of forty plasma metabolites that could be used to predict gut microbiome Shannon diversity (PMID: 31477923). Shannon diversity is a metric that summarizes both species abundance and evenness, and it has been suggested as a marker for microbiome health.
D010575 - Pesticides > D008975 - Molluscacides
D016573 - Agrochemicals

同义名列表

15 个代谢物同义名

2,5,6-Trichloro-4-hydroxy-1,3-benzenedicarbonitrile; 2,4,5-trichloro-6-hydroxybenzene-1,3-dicarbonitrile; 4-Hydroxy-2,5,6-trichloro-1,3-benzenedicarbonitrile; 2,4,5-Trichloro-6-hydroxy-1,3-benzenedicarbonitrile; 1,3-Dicyano-4-hydroxy-2,5,6-trichlorobenzene; 4-Hydroxy-2,5,6-trichloroisophthalonitrile; 2,4,5-Trichloro-6-hydroxyisophthalonitrile; Tetrachloroisophthalonitrile; 4-Hydroxychlorothalonil; Hydroxy Chlorothalonil; Hydroxychlorothalonil; Chlorothalonil; SDS 3701; Daconil; Bravo



数据库引用编号

8 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

  • Jun Su Noh, Seo Hyun Hwang, Chaw Ei Htwe Maung, Jeong-Yong Cho, Kil Yong Kim. Enhanced control efficacy of Bacillus subtilis NM4 via integration of chlorothalonil on potato early blight caused by Alternaria solani. Microbial pathogenesis. 2024 May; 190(?):106604. doi: 10.1016/j.micpath.2024.106604. [PMID: 38490458]
  • Seher Yolcu, Monika Skorupa, Mehmet Emin Uras, Justyna Mazur, Ibrahim Ilker Ozyiğit. Genome-wide identification, phylogenetic classification of histone acetyltransferase genes, and their expression analysis in sugar beet (Beta vulgaris L.) under salt stress. Planta. 2024 Mar; 259(4):85. doi: 10.1007/s00425-024-04361-x. [PMID: 38448714]
  • Tainá Guillante, Yuri Dornelles Zebral, Dennis Guilherme da Costa Silva, Antonio Sergio Varela Junior, Carine Dahl Corcini, Izani Bonel Acosta, Patrícia Gomes Costa, Adalto Bianchini, Carlos Eduardo da Rosa. Chlorothalonil as a potential endocrine disruptor in male zebrafish (Danio rerio): Impact on the hypothalamus-pituitary-gonad axis and sperm quality. Chemosphere. 2024 Mar; 352(?):141423. doi: 10.1016/j.chemosphere.2024.141423. [PMID: 38340991]
  • Tong Wu, Jing Gao, Yong Soo Choi, Dong Won Kim, Bo Han, Sa Yang, Ying Lu, Yuxin Kang, Hanchao Du, Qingyun Diao, Pingli Dai. Interaction of chlorothalonil and Varroa destructor on immature honey bees rearing in vitro. The Science of the total environment. 2023 Dec; 904(?):166302. doi: 10.1016/j.scitotenv.2023.166302. [PMID: 37595923]
  • Gao-Bo Yu, Jin Tian, Ru-Nan Chen, Han-Lin Liu, Bo-Wen Wen, Jin-Peng Wei, Qiu-Sen Chen, Feng-Qiong Chen, Yun-Yan Sheng, Feng-Jun Yang, Chun-Yuan Ren, Yu-Xian Zhang, Golam Jalal Ahammed. Glutathione-dependent redox homeostasis is critical for chlorothalonil detoxification in tomato leaves. Ecotoxicology and environmental safety. 2023 Dec; 268(?):115732. doi: 10.1016/j.ecoenv.2023.115732. [PMID: 38000301]
  • Chi Zhang, Heli Li, Huijing Shen, Bing Lyu, Shaohua Li, Jingguang Li, Yunfeng Zhao, Dawei Chen, Yongning Wu. Chronic Health Risk for Chinese Adults and Breastfed Infants on Dietary Exposure to Chlorothalonil and Its Main Metabolite. Journal of agricultural and food chemistry. 2023 Jul; 71(26):10169-10177. doi: 10.1021/acs.jafc.3c02512. [PMID: 37342977]
  • Koonlawee Nademanee, Fa-Po Chung, Frederic Sacher, Akihiko Nogami, Hiroshi Nakagawa, Chenyang Jiang, Meleze Hocini, Elijah Behr, Gumpanart Veerakul, Jaap Jan Smit, Arthur A M Wilde, Shih-Ann Chen, Kohei Yamashiro, Yuichiro Sakamoto, Itsuro Morishima, Mithilesh K Das, Apichai Khongphatthanayothin, Saran Vardhanabhuti, Michel Haissaguerre. Long-Term Outcomes of Brugada Substrate Ablation: A Report from BRAVO (Brugada Ablation of VF Substrate Ongoing Multicenter Registry). Circulation. 2023 05; 147(21):1568-1578. doi: 10.1161/circulationaha.122.063367. [PMID: 36960730]
  • Zhiyuan Meng, Sen Yan, Wei Sun, Jin Yan, Miaomiao Teng, Ming Jia, Sinuo Tian, Zhiqiang Zhou, Wentao Zhu. Chlorothalonil induces obesity in mice by regulating host gut microbiota and bile acids metabolism via FXR pathways. Journal of hazardous materials. 2023 Mar; 452(?):131310. doi: 10.1016/j.jhazmat.2023.131310. [PMID: 37003002]
  • Lucas Gonçalves Morais, Paloma Kachel Gusso-Choueri, Fiamma Eugênia Lemos Abreu, Ítalo Braga Castro, Denis Moledo Abessa, Rodrigo Brasil Choueri. Multilevel assessment of chlorothalonil sediment toxicity to Latin American estuarine biota: Effects on biomarkers, reproduction and survival in different benthic organisms. The Science of the total environment. 2023 Feb; ?(?):162215. doi: 10.1016/j.scitotenv.2023.162215. [PMID: 36791867]
  • Xiaohua Peng, Nannan Wang, Shuangsheng Sun, Lijiahong Geng, Ning Guo, Airong Liu, Shuangchen Chen, Golam Jalal Ahammed. Reactive oxygen species signaling is involved in melatonin-induced reduction of chlorothalonil residue in tomato leaves. Journal of hazardous materials. 2023 Feb; 443(Pt A):130212. doi: 10.1016/j.jhazmat.2022.130212. [PMID: 36308936]
  • Jacquelyn A Perkins, Kyungmin Kim, Larry J Gut, George W Sundin, Julianna K Wilson. Fungicide Exposure in Honey Bee Hives Varies By Time, Worker Role, and Proximity to Orchards in Spring. Journal of economic entomology. 2023 Jan; ?(?):. doi: 10.1093/jee/toad008. [PMID: 36708024]
  • Nan Li, Yining Xia, Yanyang Xu, Yun Li, Qi Jia, Jing Qiu, Yongzhong Qian, Zian Wang, Zhe Liu. Identification and analysis of the degradation products of chlorothalonil in vegetables. Journal of chromatography. A. 2022 Dec; 1686(?):463647. doi: 10.1016/j.chroma.2022.463647. [PMID: 36413910]
  • Guolei Shan, Meiqing Zhu, Dong Zhang, Taozhong Shi, Jialong Song, Qing X Li, Rimao Hua. Effects of plant morphology, vitamin C, and other co-present pesticides on the deposition, dissipation, and metabolism of chlorothalonil in pakchoi. Environmental science and pollution research international. 2022 Dec; 29(56):84762-84772. doi: 10.1007/s11356-022-21405-5. [PMID: 35789467]
  • Isaack Kikway, Anthony P Keinath, Peter S Ojiambo. Within-season Shift in Fungicide Sensitivity Profiles of Pseudoperonospora cubensis Populations in Response to Chemical Control. Plant disease. 2022 Oct; ?(?):. doi: 10.1094/pdis-09-22-2056-re. [PMID: 36205688]
  • Josep Mercadal, Isabel Betegón-Putze, Nadja Bosch, Ana I Caño-Delgado, Marta Ibañes. BRAVO self-confined expression through WOX5 in the Arabidopsis root stem-cell niche. Development (Cambridge, England). 2022 08; 149(15):. doi: 10.1242/dev.200510. [PMID: 35899779]
  • Qibao He, Qing Yang, Qiongqiong Liu, Zhaoyin Hu, Quan Gao, Yongcheng Dong, Jinjing Xiao, Linsheng Yu, Haiqun Cao. The effects of beta-cypermethrin, chlorbenzuron, chlorothalonil, and pendimethalin on Apis mellifera ligustica and Apis cerana cerana larvae reared in vitro. Pest management science. 2022 Apr; 78(4):1407-1416. doi: 10.1002/ps.6757. [PMID: 34897947]
  • Murtaza Ali, Da-Wen Sun, Jun-Hu Cheng, Okon Johnson Esua. Effects of combined treatment of plasma activated liquid and ultrasound for degradation of chlorothalonil fungicide residues in tomato. Food chemistry. 2022 Mar; 371(?):131162. doi: 10.1016/j.foodchem.2021.131162. [PMID: 34600368]
  • Yueqiao Wang, Tong Zhang, Jun Wang, Sheng Xu, Wenbiao Shen. Regulation of chlorothalonil degradation by molecular hydrogen. Journal of hazardous materials. 2022 Feb; 424(Pt A):127291. doi: 10.1016/j.jhazmat.2021.127291. [PMID: 34583156]
  • Victor Razuk, Anton Camaj, Davide Cao, Johny Nicolas, Christian Hengstenberg, Samantha Sartori, Zhongjie Zhang, David Power, Frans Beerkens, Mauro Chiarito, Nicolas Meneveau, Christophe Tron, Nicolas Dumonteil, Julian D Widder, Markus Ferrari, Roberto Violini, Pieter R Stella, Raban Jeger, Prodromos Anthopoulos, Roxana Mehran, George D Dangas. Impact of anemia on short-term outcomes after TAVR: A subgroup analysis from the BRAVO-3 randomized trial. Catheterization and cardiovascular interventions : official journal of the Society for Cardiac Angiography & Interventions. 2021 11; 98(6):E870-E880. doi: 10.1002/ccd.29753. [PMID: 33909348]
  • Xiaojing Li, Xia Zhao, Yujie Yao, Mengyao Guo, Shu Li. New insights into crosstalk between apoptosis and necroptosis co-induced by chlorothalonil and imidacloprid in Ctenopharyngodon idellus kidney cells. The Science of the total environment. 2021 Aug; 780(?):146591. doi: 10.1016/j.scitotenv.2021.146591. [PMID: 33770597]
  • Isabel Betegón-Putze, Josep Mercadal, Nadja Bosch, Ainoa Planas-Riverola, Mar Marquès-Bueno, Josep Vilarrasa-Blasi, David Frigola, Rebecca C Burkart, Cristina Martínez, Ana Conesa, Rosangela Sozzani, Yvonne Stahl, Salomé Prat, Marta Ibañes, Ana I Caño-Delgado. Precise transcriptional control of cellular quiescence by BRAVO/WOX5 complex in Arabidopsis roots. Molecular systems biology. 2021 06; 17(6):e9864. doi: 10.15252/msb.20209864. [PMID: 34132490]
  • P B Reyna, M L Albá, F A Rodríguez, M Gonzalez, C Pegoraro, A C Hued, M Tatián, M L Ballesteros. What does the freshwater clam, Corbicula largillierti, have to tell us about chlorothalonil effects?. Ecotoxicology and environmental safety. 2021 Jan; 208(?):111603. doi: 10.1016/j.ecoenv.2020.111603. [PMID: 33396123]
  • Xiaojing Li, Yujie Yao, Shengchen Wang, Shiwen Xu. Resveratrol relieves chlorothalonil-induced apoptosis and necroptosis through miR-15a/Bcl2-A20 axis in fish kidney cells. Fish & shellfish immunology. 2020 Dec; 107(Pt B):427-434. doi: 10.1016/j.fsi.2020.11.007. [PMID: 33186708]
  • Jake G Jones, Robert C Korir, Taylor L Walter, Kathryne L Everts. Reducing Chlorothalonil Use in Fungicide Spray Programs for Powdery Mildew, Anthracnose, and Gummy Stem Blight in Melons. Plant disease. 2020 Dec; 104(12):3213-3220. doi: 10.1094/pdis-04-20-0712-re. [PMID: 33079017]
  • Enze Sheng, Yuxiao Lu, Yuting Tan, Yue Xiao, Zhenxi Li, Zhihui Dai. Oxidase-mimicking activity of ultrathin MnO2 nanosheets in a colorimetric assay of chlorothalonil in food samples. Food chemistry. 2020 Nov; 331(?):127090. doi: 10.1016/j.foodchem.2020.127090. [PMID: 32593035]
  • Ling Zhao, Yan Li, Wenjie Ren, Yang Huang, Xiaomi Wang, Zhaocong Fu, Wenting Ma, Ying Teng, Yongming Luo. Pesticide residues in soils planted with Panax notoginseng in south China, and their relationships in Panax notoginseng and soil. Ecotoxicology and environmental safety. 2020 Sep; 201(?):110783. doi: 10.1016/j.ecoenv.2020.110783. [PMID: 32534333]
  • Juliano da Silva Barreto, Fabio de Melo Tarouco, Carlos Eduardo da Rosa. Chlorothalonil causes redox state change leading to oxidative stress generation in Danio rerio. Aquatic toxicology (Amsterdam, Netherlands). 2020 Aug; 225(?):105527. doi: 10.1016/j.aquatox.2020.105527. [PMID: 32599436]
  • Enze Sheng, Yuxiao Lu, Yuting Tan, Yue Xiao, Zhenxi Li, Zhihui Dai. Ratiometric Fluorescent Quantum Dot-Based Biosensor for Chlorothalonil Detection via an Inner-Filter Effect. Analytical chemistry. 2020 03; 92(6):4364-4370. doi: 10.1021/acs.analchem.9b05199. [PMID: 32050759]
  • Amanda da Silveira Guerreiro, Fiamma Eugênia Lemos Abreu, Gilberto Fillmann, Juliana Zomer Sandrini. Effects of chlorothalonil on the antioxidant defense system of mussels Perna perna. Ecotoxicology and environmental safety. 2020 Mar; 190(?):110119. doi: 10.1016/j.ecoenv.2019.110119. [PMID: 31891835]
  • Jaqueline N DA Silva, Nayara R Monteiro, Patricia A Antunes, Ana Paula A Favareto. Maternal and developmental toxicity after exposure to formulation of chlorothalonil and thiophanate-methyl during organogenesis in rats. Anais da Academia Brasileira de Ciencias. 2020; 92(4):e20191026. doi: 10.1590/0001-3765202020191026. [PMID: 33206784]
  • Anna Barbasz, Barbara Kreczmer, Magdalena Skórka, Agnieszka Czyżowska. Toxicity of pesticides toward human immune cells U-937 and HL-60. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2020; 55(8):719-725. doi: 10.1080/03601234.2020.1777059. [PMID: 32538258]
  • Jiayin Hou, Qian Sun, Junjie Li, Golam Jalal Ahammed, Jingquan Yu, Hua Fang, Xiaojian Xia. Glutaredoxin S25 and its interacting TGACG motif-binding factor TGA2 mediate brassinosteroid-induced chlorothalonil metabolism in tomato plants. Environmental pollution (Barking, Essex : 1987). 2019 Dec; 255(Pt 2):113256. doi: 10.1016/j.envpol.2019.113256. [PMID: 31563783]
  • 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]
  • Xinhang Yang, Brian Bennett, Richard C Holz. Insights into the catalytic mechanism of a bacterial hydrolytic dehalogenase that degrades the fungicide chlorothalonil. The Journal of biological chemistry. 2019 09; 294(36):13411-13420. doi: 10.1074/jbc.ra119.009094. [PMID: 31331935]
  • Verena Christen, Jana Krebs, Karl Fent. Fungicides chlorothanolin, azoxystrobin and folpet induce transcriptional alterations in genes encoding enzymes involved in oxidative phosphorylation and metabolism in honey bees (Apis mellifera) at sublethal concentrations. Journal of hazardous materials. 2019 09; 377(?):215-226. doi: 10.1016/j.jhazmat.2019.05.056. [PMID: 31170570]
  • Alondra M Díaz Rodríguez, Fannie I Parra Cota, Gustavo Santoyo, Sergio de Los Santos Villalobos. Chlorothalonil tolerance of indole producing bacteria associated to wheat (Triticum turgidum L.) rhizosphere in the Yaqui Valley, Mexico. Ecotoxicology (London, England). 2019 Jul; 28(5):569-577. doi: 10.1007/s10646-019-02053-x. [PMID: 31129746]
  • Scott T O'Neal, Alison M Reeves, Richard D Fell, Carlyle C Brewster, Troy D Anderson. Chlorothalonil Exposure Alters Virus Susceptibility and Markers of Immunity, Nutrition, and Development in Honey Bees. Journal of insect science (Online). 2019 May; 19(3):. doi: 10.1093/jisesa/iez051. [PMID: 31120492]
  • Małgorzata Baćmaga, Jadwiga Wyszkowska, Jan Kucharski. The influence of chlorothalonil on the activity of soil microorganisms and enzymes. Ecotoxicology (London, England). 2018 Nov; 27(9):1188-1202. doi: 10.1007/s10646-018-1968-7. [PMID: 30173333]
  • Jennifer M Foster, Mary Ruth McDonald. Evaluation of the TOM-CAST Forecasting Model in Asparagus for Management of Stemphylium Leaf Spot in Ontario, Canada. Plant disease. 2018 11; 102(11):2253-2257. doi: 10.1094/pdis-10-17-1631-re. [PMID: 30145949]
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  • Justin Clements, Sean Schoville, Anna Clements, Dries Amezian, Tabatha Davis, Benjamin Sanchez-Sedillo, Christopher Bradfield, Anders S Huseth, Russell L Groves. Agricultural fungicides inadvertently influence the fitness of Colorado potato beetles, Leptinotarsa decemlineata, and their susceptibility to insecticides. Scientific reports. 2018 09; 8(1):13282. doi: 10.1038/s41598-018-31663-4. [PMID: 30185821]
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