(R)-Myclobutanil (BioDeep_00000002211)

human metabolite blood metabolite

代谢物信息卡片

2-(4-chlorophenyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]hexanenitrile

化学式: C15H17ClN4 (288.1141672)
中文名称: 乙腈中腈菌唑溶液
谱图信息: 最多检出来源 Homo sapiens(blood) 12.8%

分子结构信息

SMILES: CCCCC(C#N)(Cn1cncn1)c1ccc(Cl)cc1
InChI: InChI=1S/C15H17ClN4/c1-2-3-8-15(9-17,10-20-12-18-11-19-20)13-4-6-14(16)7-5-13/h4-7,11-12H,2-3,8,10H2,1H3

描述信息

CONFIDENCE standard compound; INTERNAL_ID 705; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9239; ORIGINAL_PRECURSOR_SCAN_NO 9237
CONFIDENCE standard compound; INTERNAL_ID 705; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9258; ORIGINAL_PRECURSOR_SCAN_NO 9257
CONFIDENCE standard compound; INTERNAL_ID 705; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9204; ORIGINAL_PRECURSOR_SCAN_NO 9201
CONFIDENCE standard compound; INTERNAL_ID 705; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9323; ORIGINAL_PRECURSOR_SCAN_NO 9321
CONFIDENCE standard compound; INTERNAL_ID 705; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9296; ORIGINAL_PRECURSOR_SCAN_NO 9295
CONFIDENCE standard compound; INTERNAL_ID 705; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9303; ORIGINAL_PRECURSOR_SCAN_NO 9300
CONFIDENCE standard compound; INTERNAL_ID 8383
CONFIDENCE standard compound; INTERNAL_ID 2563
D016573 - Agrochemicals
D010575 - Pesticides

同义名列表

5 个代谢物同义名

2-(4-chlorophenyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]hexanenitrile; (R)-2-p-Chlorophenyl-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile; (R)-Myclobutanil; Myclobutanil; Systhane

数据库引用编号

27 个数据库交叉引用编号

ChEBI: CHEBI:83729
KEGG: C76963
KEGG: C18477
PubChem: 6336
HMDB: HMDB0243541
Metlin: METLIN72283
ChEMBL: CHEMBL1904430
Wikipedia: Myclobutanil
chemspider: 6096
CAS: 88671-89-0
CAS: 1993-05-1
MoNA: AU256305
MoNA: LU070503
MoNA: LU070504
MoNA: AU256303
MoNA: LU070501
MoNA: AU256301
MoNA: AU256306
MoNA: AU256302
MoNA: AU256304
MoNA: LU070502
MoNA: LU070506
MoNA: SM838301
MoNA: LU070505
PMhub: MS000002132
ChEBI: CHEBI:75281
PubChem: 124489151

分类词条

Chlorobenzenes

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

9606 Homo sapiens: -

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

Xuan Li, Zhiyuan Zhou, Yuqi Huang, Gang Tang, Yulu Liu, Xi Chen, Guangyao Yan, Huachen Wang, Xiaohong Zhang, Jialu Wang, Yongsong Cao. A high adhesion co-assembly based on myclobutanil and tannic acid for sustainable plant disease management. Pest management science. 2023 Oct; 79(10):3796-3807. doi: 10.1002/ps.7564. [PMID: 37209275]
Rulaiha Taylor, Laura Armstrong, Anisha Bhattacharya, Zakiyah Henry, Anita Brinker, Brian Buckley, Bo Kong, Grace Guo. Myclobutanil-mediated alteration of liver-gut FXR signaling in mice. Toxicological sciences : an official journal of the Society of Toxicology. 2023 Feb; 191(2):387-399. doi: 10.1093/toxsci/kfac129. [PMID: 36511616]
Jesús Marín-Sáez, Rosalía López-Ruiz, Roberto Romero-Gonzalez, Antonia Garrido Frenich, Ismael Zamora Rico. Looking beyond the Active Substance: Comprehensive Dissipation Study of Myclobutanil-Based Plant Protection Products in Tomatoes and Grapes Using Chromatographic Techniques Coupled to High-Resolution Mass Spectrometry. Journal of agricultural and food chemistry. 2022 Jun; 70(21):6385-6396. doi: 10.1021/acs.jafc.2c01767. [PMID: 35594365]
Laura Cordero-Limon, Michael W Shaw, Thomas Aj Passey, Joyce D Robinson, Xiangming Xu. Cross-resistance between myclobutanil and tebuconazole and the genetic basis of tebuconazole resistance in Venturia inaequalis. Pest management science. 2021 Feb; 77(2):844-850. doi: 10.1002/ps.6088. [PMID: 32926586]
N Kumar, O Awoyemi, A Willis, C Schmitt, L Ramalingam, N Moustaid-Moussa, J Crago. Comparative Lipid Peroxidation and Apoptosis in Embryo-Larval Zebrafish Exposed to 3 Azole Fungicides, Tebuconazole, Propiconazole, and Myclobutanil, at Environmentally Relevant Concentrations. Environmental toxicology and chemistry. 2019 07; 38(7):1455-1466. doi: 10.1002/etc.4429. [PMID: 30919521]
Weiyu Hao, Yanfeng Zhang, Yun Xie, Baoyuan Guo, Jing Chang, Jianzhong Li, Peng Xu, Huili Wang. Myclobutanil accumulation, transcriptional alteration, and tissue injury in lizards (Eremias argus) treated with myclobutanil enantiomers. Ecotoxicology and environmental safety. 2019 Apr; 171(?):247-255. doi: 10.1016/j.ecoenv.2018.12.094. [PMID: 30612012]
Li Chen, Jinling Diao, Wenjun Zhang, Luyao Zhang, Zikang Wang, Yao Li, Yue Deng, Zhiqiang Zhou. Effects of beta-cypermethrin and myclobutanil on some enzymes and changes of biomarkers between internal tissues and saliva in reptiles (Eremias argus). Chemosphere. 2019 Feb; 216(?):69-74. doi: 10.1016/j.chemosphere.2018.10.099. [PMID: 30359918]
Weiyu Hao, Xiao Hu, Feilong Zhu, Jing Chang, Jitong Li, Wei Li, Huili Wang, Baoyuan Guo, Jianzhong Li, Peng Xu, Yanfeng Zhang. Enantioselective Distribution, Degradation, and Metabolite Formation of Myclobutanil and Transcriptional Responses of Metabolic-Related Genes in Rats. Environmental science & technology. 2018 08; 52(15):8830-8837. doi: 10.1021/acs.est.8b01721. [PMID: 29957933]
Wensu Han, Yajun Wang, Jinglin Gao, Shijie Wang, Shan Zhao, Junfeng Liu, Yihai Zhong, Dongxiang Zhao. Acute toxicity and sublethal effects of myclobutanil on respiration, flight and detoxification enzymes in Apis cerana cerana. Pesticide biochemistry and physiology. 2018 May; 147(?):133-138. doi: 10.1016/j.pestbp.2017.11.001. [PMID: 29933983]
Siwei Wang, Yanping Liu, Haibin Sun, Lanjuan DU, Nengli Xu. [Determination of myclobutanil and difenoconazole residues in pollen and honey of litchi by high performance liquid chromatography-tandem mass spectrometry]. Se pu = Chinese journal of chromatography. 2018 Jan; 36(1):17-22. doi: 10.3724/sp.j.1123.2017.09034. [PMID: 29582608]
Li Chen, Ruiting Li, Jinling Diao, Zhongnan Tian, Shanshan Di, Wenjun Zhang, Cheng Cheng, Zhiqiang Zhou. Tissue distribution and toxicity effects of myclobutanil enantiomers in lizards (Eremias argus). Ecotoxicology and environmental safety. 2017 Nov; 145(?):623-629. doi: 10.1016/j.ecoenv.2017.07.017. [PMID: 28806564]
Hung T Vu, Michael J Keough, Sara M Long, Vincent J Pettigrove. Effects of two commonly used fungicides on the amphipod Austrochiltonia subtenuis. Environmental toxicology and chemistry. 2017 03; 36(3):720-726. doi: 10.1002/etc.3584. [PMID: 27530466]
Antonietta Stellavato, Monica Lamberti, Anna Virginia Adriana Pirozzi, Francesca de Novellis, Chiara Schiraldi. Myclobutanil worsens nonalcoholic fatty liver disease: An in vitro study of toxicity and apoptosis on HepG2 cells. Toxicology letters. 2016 Nov; 262(?):100-104. doi: 10.1016/j.toxlet.2016.09.013. [PMID: 27693777]
Chao Ju, Jun Xu, Xiaohu Wu, Fengshou Dong, Xingang Liu, Yongquan Zheng. Effects of myclobutanil on soil microbial biomass, respiration, and soil nitrogen transformations. Environmental pollution (Barking, Essex : 1987). 2016 Jan; 208(Pt B):811-20. doi: 10.1016/j.envpol.2015.11.003. [PMID: 26590854]
Caixia Sun, Tao Cang, Zhiwei Wang, Xinquan Wang, Ruixian Yu, Qiang Wang, Xueping Zhao. Degradation of three fungicides following application on strawberry and a risk assessment of their toxicity under greenhouse conditions. Environmental monitoring and assessment. 2015 May; 187(5):303. doi: 10.1007/s10661-015-4539-x. [PMID: 25925157]
Yuanbo Li, Fengshou Dong, Xingang Liu, Jun Xu, Yongtao Han, Yongquan Zheng. Enantioselectivity in tebuconazole and myclobutanil non-target toxicity and degradation in soils. Chemosphere. 2015 Mar; 122(?):145-153. doi: 10.1016/j.chemosphere.2014.11.031. [PMID: 25475972]
Keiyu Oshida, Naresh Vasani, Russell S Thomas, Dawn Applegate, Mitch Rosen, Barbara Abbott, Christopher Lau, Grace Guo, Lauren M Aleksunes, Curtis Klaassen, J Christopher Corton. Identification of modulators of the nuclear receptor peroxisome proliferator-activated receptor α (PPARα) in a mouse liver gene expression compendium. PloS one. 2015; 10(2):e0112655. doi: 10.1371/journal.pone.0112655. [PMID: 25689681]
Mingjing Sun, Donghui Liu, Xinxu Qiu, Qian Zhou, Zhigang Shen, Peng Wang, Zhiqiang Zhou. Acute toxicity, bioactivity, and enantioselective behavior with tissue distribution in rabbits of myclobutanil enantiomers. Chirality. 2014 Dec; 26(12):784-9. doi: 10.1002/chir.22353. [PMID: 25043148]
Yan Wang, Chun-Wei Wang, Jie Gao, Li-Li Cui, Yun-Cheng Xu. [Determination of myclobutanil 25\% WG degradation dynamics in ginseng root, stem, leaf and soil by HPLC-MS/MS]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2014 Jul; 39(13):2464-8. doi: ". [PMID: 25276964]
Runqiang Liu, Yijun Zhang, Lianyang Bai, Mingxian Huang, Jun Chen, Yuping Zhang. Synthesis of cellulose-2,3-bis(3,5-dimethylphenylcarbamate) in an ionic liquid and its chiral separation efficiency as stationary phase. International journal of molecular sciences. 2014 Apr; 15(4):6161-8. doi: 10.3390/ijms15046161. [PMID: 24733066]
Virunya S Bhat, Susan D Hester, Stephen Nesnow, David A Eastmond. Concordance of transcriptional and apical benchmark dose levels for conazole-induced liver effects in mice. Toxicological sciences : an official journal of the Society of Toxicology. 2013 Nov; 136(1):205-15. doi: 10.1093/toxsci/kft182. [PMID: 23970803]
Emily E Pfeufer, Henry K Ngugi. Orchard factors associated with resistance and cross resistance to sterol demethylation inhibitor fungicides in populations of Venturia inaequalis from Pennsylvania. Phytopathology. 2012 Mar; 102(3):272-82. doi: 10.1094/phyto-04-11-0117. [PMID: 22007614]
Fengshou Dong, Li Cheng, Xingang Liu, Jun Xu, Jing Li, Yuanbo Li, Zhiqiang Kong, Qiu Jian, Yongquan Zheng. Enantioselective analysis of triazole fungicide myclobutanil in cucumber and soil under different application modes by chiral liquid chromatography/tandem mass spectrometry. Journal of agricultural and food chemistry. 2012 Feb; 60(8):1929-36. doi: 10.1021/jf204762t. [PMID: 22288843]
Silvia Martini, Claudia Bonechi, Claudio Rossi. Interaction between vine pesticides and bovine serum albumin studied by nuclear spin relaxation data. Journal of agricultural and food chemistry. 2010 Oct; 58(19):10705-9. doi: 10.1021/jf102035a. [PMID: 20857906]
Audrey Sombardier, Marie-Cécile Dufour, Dominique Blancard, Marie-France Corio-Costet. Sensitivity of Podosphaera aphanis isolates to DMI fungicides: distribution and reduced cross-sensitivity. Pest management science. 2010 Jan; 66(1):35-43. doi: 10.1002/ps.1827. [PMID: 19728323]
Amber K Goetz, John C Rockett, Hongzu Ren, Inthirany Thillainadarajah, David J Dix. Inhibition of rat and human steroidogenesis by triazole antifungals. Systems biology in reproductive medicine. 2009 Dec; 55(5-6):214-26. doi: 10.3109/19396360903234045. [PMID: 19938956]
Liqiang Gao, Angela Berrie, Jiarong Yang, Xiangming Xu. Within- and between-orchard variability in the sensitivity of Venturia inaequalis to myclobutanil, a DMI fungicide, in the UK. Pest management science. 2009 Nov; 65(11):1241-9. doi: 10.1002/ps.1816. [PMID: 19606427]
Amber K Goetz, David J Dix. Mode of action for reproductive and hepatic toxicity inferred from a genomic study of triazole antifungals. Toxicological sciences : an official journal of the Society of Toxicology. 2009 Aug; 110(2):449-62. doi: 10.1093/toxsci/kfp098. [PMID: 19423681]
Amber K Goetz, David J Dix. Toxicogenomic effects common to triazole antifungals and conserved between rats and humans. Toxicology and applied pharmacology. 2009 Jul; 238(1):80-9. doi: 10.1016/j.taap.2009.04.016. [PMID: 19409404]
Gregory M Kemmitt, Gerrit DeBoer, David Ouimette, Marilene Iamauti. Systemic properties of myclobutanil in soybean plants, affecting control of Asian soybean rust (Phakopsora pachyrhizi). Pest management science. 2008 Dec; 64(12):1285-93. doi: 10.1002/ps.1630. [PMID: 18683908]
Peng Wang, Donghui Liu, Xu Gu, Shuren Jiang, Zhiqiang Zhou. Quantitative analysis of three chiral pesticide enantiomers by high-performance column liquid chromatography. Journal of AOAC International. 2008 Sep; 91(5):1007-12. doi: . [PMID: 18980112]
Matthew T Martin, Richard J Brennan, Wenyue Hu, Eser Ayanoglu, Christopher Lau, Hongzu Ren, Carmen R Wood, J Christopher Corton, Robert J Kavlock, David J Dix. Toxicogenomic study of triazole fungicides and perfluoroalkyl acids in rat livers predicts toxicity and categorizes chemicals based on mechanisms of toxicity. Toxicological sciences : an official journal of the Society of Toxicology. 2007 Jun; 97(2):595-613. doi: 10.1093/toxsci/kfm065. [PMID: 17383973]
Amber K Goetz, Hongzu Ren, Judith E Schmid, Chad R Blystone, Inthirany Thillainadarajah, Deborah S Best, Harriette P Nichols, Lillian F Strader, Douglas C Wolf, Michael G Narotsky, John C Rockett, David J Dix. Disruption of testosterone homeostasis as a mode of action for the reproductive toxicity of triazole fungicides in the male rat. Toxicological sciences : an official journal of the Society of Toxicology. 2007 Jan; 95(1):227-39. doi: 10.1093/toxsci/kfl124. [PMID: 17018648]
Douglas B Tully, Wenjun Bao, Amber K Goetz, Chad R Blystone, Hongzu Ren, Judith E Schmid, Lillian F Strader, Carmen R Wood, Deborah S Best, Michael G Narotsky, Douglas C Wolf, John C Rockett, David J Dix. Gene expression profiling in liver and testis of rats to characterize the toxicity of triazole fungicides. Toxicology and applied pharmacology. 2006 Sep; 215(3):260-73. doi: 10.1016/j.taap.2006.02.015. [PMID: 16643972]
Yun Long Yu, Xiao Mao Wu, Shao Nan Li, Hua Fang, Hai Yan Zhan, Jing Quan Yu. An exploration of the relationship between adsorption and bioavailability of pesticides in soil to earthworm. Environmental pollution (Barking, Essex : 1987). 2006 Jun; 141(3):428-33. doi: 10.1016/j.envpol.2005.08.058. [PMID: 16274907]
James W Allen, Douglas C Wolf, Michael H George, Susan D Hester, Guobin Sun, Sheau-Fung Thai, Don A Delker, Tanya Moore, Carlton Jones, Gail Nelson, Barbara C Roop, Sharon Leavitt, Ernest Winkfield, William O Ward, Stephen Nesnow. Toxicity profiles in mice treated with hepatotumorigenic and non-hepatotumorigenic triazole conazole fungicides: Propiconazole, triadimefon, and myclobutanil. Toxicologic pathology. 2006; 34(7):853-62. doi: 10.1080/01926230601047816. [PMID: 17178687]
William O Ward, Don A Delker, Susan D Hester, Sheau-Fung Thai, Douglas C Wolf, James W Allen, Stephen Nesnow. Transcriptional profiles in liver from mice treated with hepatotumorigenic and nonhepatotumorigenic triazole conazole fungicides: Propiconazole, triadimefon, and myclobutanil. Toxicologic pathology. 2006; 34(7):863-78. doi: 10.1080/01926230601047832. [PMID: 17178688]
Susan D Hester, Douglas C Wolf, Stephen Nesnow, Sheau-Fung Thai. Transcriptional profiles in liver from rats treated with tumorigenic and non-tumorigenic triazole conazole fungicides: Propiconazole, triadimefon, and myclobutanil. Toxicologic pathology. 2006; 34(7):879-94. doi: 10.1080/01926230601047824. [PMID: 17178689]
Y L Yu, X M Wu, S N Li, H Fang, Y J Tan, J Q Yu. Bioavailability of butachlor and myclobutanil residues in soil to earthworms. Chemosphere. 2005 May; 59(7):961-7. doi: 10.1016/j.chemosphere.2004.11.009. [PMID: 15823329]
Guido Schnabel, Qun Dait, Manjiri R Paradkar. Cloning and expression analysis of the ATP-binding cassette transporter gene MFABC1 and the alternative oxidase gene MfAOX1 from Monilinia fructicola. Pest management science. 2003 Oct; 59(10):1143-51. doi: 10.1002/ps.744. [PMID: 14561072]
Vladimir Vujanovic, Chantal Hamel, Suha Jabaji-Hare, Marc St-Arnaud. Development of a selective myclobutanil agar (MBA) medium for the isolation of Fusarium species from asparagus fields. Canadian journal of microbiology. 2002 Sep; 48(9):841-7. doi: 10.1139/w02-082. [PMID: 12455616]
R W Weber, J Webster. The origin and spread of the new daisy rust in Britain. Biologist (London, England). 2001 Oct; 48(5):224-8. doi: ". [PMID: 11584137]