omega-COOH-tetranor-LTE3 (BioDeep_00000001172)

 

Secondary id: BioDeep_00001873701

human metabolite


代谢物信息卡片


N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]-1H-imidazole-1-carboxamide

化学式: C15H16Cl3N3O2 (375.0308046)
中文名称: 咪鲜安
谱图信息: 最多检出来源 Viridiplantae(plant) 85.71%

分子结构信息

SMILES: CCCN(CCOC1=C(C=C(C=C1Cl)Cl)Cl)C(=O)N2C=CN=C2
InChI: InChI=1S/C15H16Cl3N3O2/c1-2-4-20(15(22)21-5-3-19-10-21)6-7-23-14-12(17)8-11(16)9-13(14)18/h3,5,8-10H,2,4,6-7H2,1H3

描述信息

omega-COOH-tetranor-LTE3, also known as Prochloraz-MN, is classified as a member of the Phenol ethers. Phenol ethers are aromatic compounds containing an ether group substituted with a benzene ring. omega-COOH-tetranor-LTE3 is considered to be practically insoluble (in water) and basic. omega-COOH-tetranor-LTE3 is a non-carcinogenic (not listed by IARC) potentially toxic compound
CONFIDENCE standard compound; INTERNAL_ID 580; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9617; ORIGINAL_PRECURSOR_SCAN_NO 9615
CONFIDENCE standard compound; INTERNAL_ID 580; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9690; ORIGINAL_PRECURSOR_SCAN_NO 9687
CONFIDENCE standard compound; INTERNAL_ID 580; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9587; ORIGINAL_PRECURSOR_SCAN_NO 9585
CONFIDENCE standard compound; INTERNAL_ID 580; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9674; ORIGINAL_PRECURSOR_SCAN_NO 9673
CONFIDENCE standard compound; INTERNAL_ID 580; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9668; ORIGINAL_PRECURSOR_SCAN_NO 9666
CONFIDENCE standard compound; INTERNAL_ID 580; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9637; ORIGINAL_PRECURSOR_SCAN_NO 9635
CONFIDENCE Parent Substance (Level 1); INTERNAL_ID 2000
INTERNAL_ID 2000; CONFIDENCE Parent Substance (Level 1)
CONFIDENCE standard compound; EAWAG_UCHEM_ID 96
CONFIDENCE standard compound; INTERNAL_ID 8389
CONFIDENCE standard compound; INTERNAL_ID 4058
CONFIDENCE standard compound; INTERNAL_ID 2566
D016573 - Agrochemicals
D010575 - Pesticides

同义名列表

6 个代谢物同义名

N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]-1H-imidazole-1-carboxamide; N-Propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)-1H-imidazole; omega-COOH-tetranor-LTE3; Prochloraz-MN; Prochloraz; PRZ



数据库引用编号

45 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

  • Shuwen Zhang, Ting Luo, You Weng, Dou Wang, Li Sun, Zheping Yu, Yao Zhao, Senmiao Liang, Haiying Ren, Xiliang Zheng, Yuanxiang Jin, Xingjiang Qi. Toxicologic effect and transcriptome analysis for sub-chronic exposure to carbendazim, prochloraz, and their combination on the liver of mice. Environmental science and pollution research international. 2024 Jan; 31(4):5500-5512. doi: 10.1007/s11356-023-31412-9. [PMID: 38123780]
  • Qin Peng, Xiuhuan Li, Guixiang Li, Xinchang Hao, Xili Liu. Resistance risk assessment of mefentrifluconazole in Corynespora cassiicola and the control of cucumber target spot by a two-way mixture of mefentrifluconazole and prochloraz. Pesticide biochemistry and physiology. 2024 Jan; 198(?):105719. doi: 10.1016/j.pestbp.2023.105719. [PMID: 38225065]
  • Mo-Yi Yue, Rong Wang, Yong Li, Yan-Min Liu, Wan-Long Ding. [Sensitivity baseline establishment and resistance risk assessment of Botrytis cinerea from Panax ginseng to prochloraz]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2023 Feb; 48(3):636-641. doi: 10.19540/j.cnki.cjcmm.20221102.104. [PMID: 36872226]
  • Abdulrahim T Alkassab, Nadine Kunz, Gabriela Bischoff, Dorothee Lüken, Martina Janke, Klaus Wallner, Wolfgang H Kirchner, Jens Pistorius. Large-scale study investigating the effects of a tank mixture containing thiacloprid-prochloraz on honey bees (Apis mellifera). Chemosphere. 2023 Feb; 313(?):137396. doi: 10.1016/j.chemosphere.2022.137396. [PMID: 36442678]
  • Beatriz Salesa, Javier Torres-Gavilá, María Dolores Ferrando-Rodrigo, Encarnación Sancho. Gene expression study alerted to possible impairment in Daphnia magna individuals as a consequence of exposure to sublethal concentrations of prochloraz. Chemosphere. 2022 Dec; 308(Pt 1):136040. doi: 10.1016/j.chemosphere.2022.136040. [PMID: 36007747]
  • Xuheng Gao, Qin Peng, Kang Yuan, Yun Li, Mengru Shi, Jianqiang Miao, Xili Liu. Monitoring and characterization of prochloraz resistance in Fusarium fujikuroi in China. Pesticide biochemistry and physiology. 2022 Oct; 187(?):105189. doi: 10.1016/j.pestbp.2022.105189. [PMID: 36127064]
  • Qin Peng, Muhammad Waqas Younas, Jikun Yang, Hongwei Zhu, Jianqiang Miao, Biao Gu, Xili Liu. Characterization of Prochloraz Resistance in Fusarium fujikuroi from Heilongjiang Province in China. Plant disease. 2022 Feb; 106(2):418-424. doi: 10.1094/pdis-02-21-0372-re. [PMID: 34353125]
  • Zhiyang Chen, Xinlian Wang, Liyin Shi, Qi Liu, Yuan Gao, Wang Chen, Jinghan Yang, Xiaoyong Yuan, Jianguo Feng. Fabrication and Characterization of Prochloraz Nanoemulsion against Penicillium citrinum for the Postharvest Storage of Navel Oranges. Langmuir : the ACS journal of surfaces and colloids. 2021 11; 37(46):13757-13766. doi: 10.1021/acs.langmuir.1c02528. [PMID: 34748347]
  • Yixin Du, Niuniu Shi, Hongchun Ruan, Jianqiang Miao, He Yan, Chunxi Shi, Furu Chen, Xili Liu. Analysis of the prochloraz-Mn resistance risk and its molecular basis in Mycogone rosea from Agaricus bisporus. Pest management science. 2021 Oct; 77(10):4680-4690. doi: 10.1002/ps.6509. [PMID: 34132039]
  • Yanxiang Zhao, Mengyu Chi, Hunlin Sun, Hengwei Qian, Jun Yang, Jinguang Huang. The FgCYP51B Y123H Mutation Confers Reduced Sensitivity to Prochloraz and Is Important for Conidiation and Ascospore Development in Fusarium graminearum. Phytopathology. 2021 Aug; 111(8):1420-1427. doi: 10.1094/phyto-09-20-0431-r. [PMID: 33399013]
  • Yu Zhang, Cheng-Xin Mao, Xiao-Yu Zhai, Pierce A Jamieson, Chuan-Qing Zhang. Mutation in cyp51b and overexpression of cyp51a and cyp51b confer multiple resistant to DMIs fungicide prochloraz in Fusarium fujikuroi. Pest management science. 2021 Feb; 77(2):824-833. doi: 10.1002/ps.6085. [PMID: 32926597]
  • Yuchao Zhang, Bao Zhang, Chaoxi Luo, Yanping Fu, Fuxing Zhu. Fungicidal Actions and Resistance Mechanisms of Prochloraz to Penicillium digitatum. Plant disease. 2021 Feb; 105(2):408-415. doi: 10.1094/pdis-05-20-1128-re. [PMID: 32729798]
  • Abdulrahim T Alkassab, Nadine Kunz, Gabriela Bischoff, Jens Pistorius. Comparing response of buff-tailed bumblebees and red mason bees to application of a thiacloprid-prochloraz mixture under semi-field conditions. Ecotoxicology (London, England). 2020 Sep; 29(7):846-855. doi: 10.1007/s10646-020-02223-2. [PMID: 32415362]
  • Hairong He, Fei Gao, Yonghong Zhang, Pengqiang Du, Weisheng Feng, Xiaoke Zheng. Effect of processing on the reduction of pesticide residues in a traditional Chinese medicine (TCM). Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2020 Jul; 37(7):1156-1164. doi: 10.1080/19440049.2020.1748725. [PMID: 32364004]
  • Qingkui Fang, Ruifeng Wu, Guixian Hu, Aiping Lai, Kaixin Wu, Linwei Zhang, Jiajun Feng, Haiqun Cao. Dissipation behavior, residue distribution and risk assessment of three fungicides in pears. Journal of the science of food and agriculture. 2020 Mar; 100(4):1757-1763. doi: 10.1002/jsfa.10199. [PMID: 31825523]
  • Lydia Kuhnert, Mery Giantin, Mauro Dacasto, Sandra Halwachs, Walther Honscha. AhR-activating pesticides increase the bovine ABCG2 efflux activity in MDCKII-bABCG2 cells. PloS one. 2020; 15(8):e0237163. doi: 10.1371/journal.pone.0237163. [PMID: 32764792]
  • Pilar G Rodríguez-Ortega, Rubén Casas, Antonio Marchal-Ingrain, Bienvenida Gilbert-López. Synthesis and Structural Characterization of a Ubiquitous Transformation Product (BTS 40348) of Fungicide Prochloraz. Journal of agricultural and food chemistry. 2019 Aug; 67(31):8641-8648. doi: 10.1021/acs.jafc.9b02305. [PMID: 31322878]
  • Ran Zhang, Yuchao Zhang, Qianru Xu, Jianhong Li, Fuxing Zhu. Hormetic Effects of Mixtures of Dimethachlone and Prochloraz on Sclerotinia sclerotiorum. Plant disease. 2019 Mar; 103(3):546-554. doi: 10.1094/pdis-06-18-1071-re. [PMID: 30667324]
  • Ran Zhang, Qianru Xu, Yuchao Zhang, Fuxing Zhu. Baseline Sensitivity and Toxic Actions of Prochloraz to Sclerotinia sclerotiorum. Plant disease. 2018 11; 102(11):2149-2157. doi: 10.1094/pdis-01-18-0148-re. [PMID: 30145954]
  • Qingkui Fang, Chenchun Ding, Zhan Dong, Shuai Guan, Ruifeng Wu, Xiangwei Wu, Rimao Hua, Haiqun Cao. Quantitative Ultra-Performance Liquid Chromatography Tandem Mass Spectrometry Method for Comparison of Prochloraz Residue on Garlic Sprouts after Soaking and Spraying Treatment. International journal of environmental research and public health. 2018 07; 15(7):. doi: 10.3390/ijerph15071552. [PMID: 30041404]
  • Pengyue Zhao, Lidong Cao, Dukang Ma, Zhaolu Zhou, Qiliang Huang, Canping Pan. Translocation, distribution and degradation of prochloraz-loaded mesoporous silica nanoparticles in cucumber plants. Nanoscale. 2018 Jan; 10(4):1798-1806. doi: 10.1039/c7nr08107c. [PMID: 29308814]
  • N De Castro-Català, I Muñoz, J L Riera, A T Ford. Evidence of low dose effects of the antidepressant fluoxetine and the fungicide prochloraz on the behavior of the keystone freshwater invertebrate Gammarus pulex. Environmental pollution (Barking, Essex : 1987). 2017 Dec; 231(Pt 1):406-414. doi: 10.1016/j.envpol.2017.07.088. [PMID: 28822331]
  • Qingkui Fang, Gengyou Yao, Yanhong Shi, Chenchun Ding, Yi Wang, Xiangwei Wu, Rimao Hua, Haiqun Cao. Residue Dynamics and Risk Assessment of Prochloraz and Its Metabolite 2,4,6-Trichlorophenol in Apple. Molecules (Basel, Switzerland). 2017 Oct; 22(10):. doi: 10.3390/molecules22101780. [PMID: 29053615]
  • A Lentola, A David, A Abdul-Sada, A Tapparo, D Goulson, E M Hill. Ornamental plants on sale to the public are a significant source of pesticide residues with implications for the health of pollinating insects. Environmental pollution (Barking, Essex : 1987). 2017 Sep; 228(?):297-304. doi: 10.1016/j.envpol.2017.03.084. [PMID: 28551560]
  • Philip Marx-Stoelting, Katrin Ganzenberg, Constanze Knebel, Flavia Schmidt, Svenja Rieke, Helen Hammer, Felix Schmidt, Oliver Pötz, Michael Schwarz, Albert Braeuning. Hepatotoxic effects of cyproconazole and prochloraz in wild-type and hCAR/hPXR mice. Archives of toxicology. 2017 Aug; 91(8):2895-2907. doi: 10.1007/s00204-016-1925-2. [PMID: 28058446]
  • Maj-Britt Andersen Bjergager, Kristoffer Dalhoff, Andreas Kretschmann, Katrine Banke Nørgaard, Philipp Mayer, Nina Cedergreen. Determining lower threshold concentrations for synergistic effects. Aquatic toxicology (Amsterdam, Netherlands). 2017 Jan; 182(?):79-90. doi: 10.1016/j.aquatox.2016.10.020. [PMID: 27875797]
  • Xue-Ming Zhou, Cai-Juan Zheng, Li-She Gan, Guang-Ying Chen, Xiao-Peng Zhang, Xiao-Ping Song, Gao-Nan Li, Chong-Ge Sun. Bioactive Phenanthrene and Bibenzyl Derivatives from the Stems of Dendrobium nobile. Journal of natural products. 2016 07; 79(7):1791-7. doi: 10.1021/acs.jnatprod.6b00252. [PMID: 27310249]
  • Yao Dang, Jianghua Wang, John P Giesy, Chunsheng Liu. Responses of the zebrafish hypothalamic-pituitary-gonadal-liver axis PCR array to prochloraz are dependent on timing of sampling. Aquatic toxicology (Amsterdam, Netherlands). 2016 Jun; 175(?):154-9. doi: 10.1016/j.aquatox.2016.03.022. [PMID: 27055099]
  • F Schmidt, P Marx-Stoelting, W Haider, T Heise, C Kneuer, M Ladwig, S Banneke, S Rieke, L Niemann. Combination effects of azole fungicides in male rats in a broad dose range. Toxicology. 2016 04; 355-356(?):54-63. doi: 10.1016/j.tox.2016.05.018. [PMID: 27234313]
  • Michele Gottardi, Andreas Kretschmann, Nina Cedergreen. Measuring cytochrome P450 activity in aquatic invertebrates: a critical evaluation of in vitro and in vivo methods. Ecotoxicology (London, England). 2016 Mar; 25(2):419-30. doi: 10.1007/s10646-015-1600-z. [PMID: 26686507]
  • Kristoffer Dalhoff, Michele Gottardi, Andreas Kretschmann, Nina Cedergreen. What causes the difference in synergistic potentials of propiconazole and prochloraz toward pyrethroids in Daphnia magna?. Aquatic toxicology (Amsterdam, Netherlands). 2016 Mar; 172(?):95-102. doi: 10.1016/j.aquatox.2015.12.007. [PMID: 26784738]
  • Karen H Watanabe, Michael Mayo, Kathleen M Jensen, Daniel L Villeneuve, Gerald T Ankley, Edward J Perkins. Predicting Fecundity of Fathead Minnows (Pimephales promelas) Exposed to Endocrine-Disrupting Chemicals Using a MATLAB®-Based Model of Oocyte Growth Dynamics. PloS one. 2016; 11(1):e0146594. doi: 10.1371/journal.pone.0146594. [PMID: 26756814]
  • Andreas Kretschmann, Michele Gottardi, Kristoffer Dalhoff, Nina Cedergreen. The synergistic potential of the azole fungicides prochloraz and propiconazole toward a short α-cypermethrin pulse increases over time in Daphnia magna. Aquatic toxicology (Amsterdam, Netherlands). 2015 May; 162(?):94-101. doi: 10.1016/j.aquatox.2015.02.011. [PMID: 25797530]
  • Yao Dang, John P Giesy, Jianghua Wang, Chunsheng Liu. Dose-dependent compensation responses of the hypothalamic-pituitary-gonadal-liver axis of zebrafish exposed to the fungicide prochloraz. Aquatic toxicology (Amsterdam, Netherlands). 2015 Mar; 160(?):69-75. doi: 10.1016/j.aquatox.2015.01.003. [PMID: 25625521]
  • Jing Liu, Yongze Yuan, Zhi Wu, Na Li, Yuanlei Chen, Tingting Qin, Hui Geng, Li Xiong, Deli Liu. A novel sterol regulatory element-binding protein gene (sreA) identified in penicillium digitatum is required for prochloraz resistance, full virulence and erg11 (cyp51) regulation. PloS one. 2015; 10(2):e0117115. doi: 10.1371/journal.pone.0117115. [PMID: 25699519]
  • Buket Alpertunga, Mehtap Kara, Mahmoud Abudayyak, Ezgi Oztas, Sibel Ozden, Gül Ozhan. Effects of prochloraz on DNA damage, lipid peroxidation and antioxidant system in vitro. Toxicology mechanisms and methods. 2014 May; 24(4):268-75. doi: 10.3109/15376516.2014.881943. [PMID: 24401010]
  • Sandra Halwachs, Louise Wassermann, Walther Honscha. A novel MDCKII in vitro model for assessing ABCG2-drug interactions and regulation of ABCG2 transport activity in the caprine mammary gland by environmental pollutants and pesticides. Toxicology in vitro : an international journal published in association with BIBRA. 2014 Apr; 28(3):432-41. doi: 10.1016/j.tiv.2013.12.015. [PMID: 24389113]
  • Pierre Leroux, Michel Gredt, Florent Remuson, Annie Micoud, Anne-Sophie Walker. Fungicide resistance status in French populations of the wheat eyespot fungi Oculimacula acuformis and Oculimacula yallundae. Pest management science. 2013 Jan; 69(1):15-26. doi: 10.1002/ps.3408. [PMID: 23073993]
  • Hans J Cools, Carlos Bayon, Sarah Atkins, John A Lucas, Bart A Fraaije. Overexpression of the sterol 14α-demethylase gene (MgCYP51) in Mycosphaerella graminicola isolates confers a novel azole fungicide sensitivity phenotype. Pest management science. 2012 Jul; 68(7):1034-40. doi: 10.1002/ps.3263. [PMID: 22411894]
  • María Ibáñez, Tania Portolés, Antoni Rúbies, Eva Muñoz, Gloria Muñoz, Laura Pineda, Eulalia Serrahima, Juan V Sancho, Francesc Centrich, Félix Hernández. The power of hyphenated chromatography/time-of-flight mass spectrometry in public health laboratories. Journal of agricultural and food chemistry. 2012 May; 60(21):5311-23. doi: 10.1021/jf300796d. [PMID: 22578112]
  • Nicholas T Amponsah, Eirian Jones, Hayley J Ridgway, Marlene V Jaspers. Evaluation of fungicides for the management of Botryosphaeria dieback diseases of grapevines. Pest management science. 2012 May; 68(5):676-83. doi: 10.1002/ps.2309. [PMID: 22290833]
  • Yoichi Ogawa, Nozomu Sakurai, Akira Oikawa, Kosuke Kai, Yoshihiko Morishita, Kumiko Mori, Kanami Moriya, Fumiko Fujii, Koh Aoki, Hideyuki Suzuki, Daisaku Ohta, Kazuki Saito, Daisuke Shibata. High-throughput cryopreservation of plant cell cultures for functional genomics. Plant & cell physiology. 2012 May; 53(5):943-52. doi: 10.1093/pcp/pcs038. [PMID: 22437846]
  • S Mahmod Tabib Ghaffary, Justin D Faris, Timothy L Friesen, Richard G F Visser, Theo A J van der Lee, Olivier Robert, Gert H J Kema. New broad-spectrum resistance to septoria tritici blotch derived from synthetic hexaploid wheat. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2012 Jan; 124(1):125-42. doi: 10.1007/s00122-011-1692-7. [PMID: 21912855]
  • Eveline Snelders, Simone M T Camps, Anna Karawajczyk, Gijs Schaftenaar, Gert H J Kema, Henrich A van der Lee, Corné H Klaassen, Willem J G Melchers, Paul E Verweij. Triazole fungicides can induce cross-resistance to medical triazoles in Aspergillus fumigatus. PloS one. 2012; 7(3):e31801. doi: 10.1371/journal.pone.0031801. [PMID: 22396740]
  • Leping Ye, Zhi-Jian Su, Ren-Shan Ge. Inhibitors of testosterone biosynthetic and metabolic activation enzymes. Molecules (Basel, Switzerland). 2011 Dec; 16(12):9983-10001. doi: 10.3390/molecules16129983. [PMID: 22138857]
  • Akos Mesterházy, Beáta Tóth, Monika Varga, Tibor Bartók, Agnes Szabó-Hevér, László Farády, Szabolcs Lehoczki-Krsjak. Role of fungicides, application of nozzle types, and the resistance level of wheat varieties in the control of Fusarium head blight and deoxynivalenol. Toxins. 2011 Nov; 3(11):1453-83. doi: 10.3390/toxins3111453. [PMID: 22174980]
  • Seyed Mahmod Tabib Ghaffary, Olivier Robert, Valerie Laurent, Philippe Lonnet, Eric Margalé, Theo A J van der Lee, Richard G F Visser, Gert H J Kema. Genetic analysis of resistance to septoria tritici blotch in the French winter wheat cultivars Balance and Apache. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2011 Sep; 123(5):741-54. doi: 10.1007/s00122-011-1623-7. [PMID: 21655994]
  • Lei Zhang, Shanshan Xiao, Wenqi Li, Wei Feng, Juan Li, Zhidan Wu, Xuewen Gao, Fengquan Liu, Min Shao. Overexpression of a Harpin-encoding gene hrf1 in rice enhances drought tolerance. Journal of experimental botany. 2011 Aug; 62(12):4229-38. doi: 10.1093/jxb/err131. [PMID: 21527628]
  • Sarah Y Skolness, Elizabeth J Durhan, Natalia Garcia-Reyero, Kathleen M Jensen, Michael D Kahl, Elizabeth A Makynen, Dalma Martinovic-Weigelt, Edward Perkins, Daniel L Villeneuve, Gerald T Ankley. Effects of a short-term exposure to the fungicide prochloraz on endocrine function and gene expression in female fathead minnows (Pimephales promelas). Aquatic toxicology (Amsterdam, Netherlands). 2011 Jun; 103(3-4):170-8. doi: 10.1016/j.aquatox.2011.02.016. [PMID: 21470553]
  • Hiroyuki Kojima, Fumihiro Sata, Shinji Takeuchi, Tatsuya Sueyoshi, Tadanori Nagai. Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays. Toxicology. 2011 Feb; 280(3):77-87. doi: 10.1016/j.tox.2010.11.008. [PMID: 21115097]
  • Chunsheng Liu, Xiaowei Zhang, Jun Deng, Markus Hecker, Abdulaziz Al-Khedhairy, John P Giesy, Bingsheng Zhou. Effects of prochloraz or propylthiouracil on the cross-talk between the HPG, HPA, and HPT axes in zebrafish. Environmental science & technology. 2011 Jan; 45(2):769-75. doi: 10.1021/es102659p. [PMID: 21158436]
  • Fernando Álvarez-Alfageme, Simone von Burg, Jörg Romeis. Infestation of transgenic powdery mildew-resistant wheat by naturally occurring insect herbivores under different environmental conditions. PloS one. 2011; 6(7):e22690. doi: 10.1371/journal.pone.0022690. [PMID: 21829479]
  • D Ramoutar, R S Cowles, E Requintina, S R Alm. Synergism between demethylation inhibitor fungicides or gibberellin inhibitor plant growth regulators and bifenthrin in a pyrethroid-resistant population of Listronotus maculicollis (Coleoptera: Curculionidae). Journal of economic entomology. 2010 Oct; 103(5):1810-4. doi: 10.1603/ec09374. [PMID: 21061984]
  • Weiguo Miao, Xiben Wang, Ming Li, Congfeng Song, Yu Wang, Dongwei Hu, Jinsheng Wang. Genetic transformation of cotton with a harpin-encoding gene hpaXoo confers an enhanced defense response against different pathogens through a priming mechanism. BMC plant biology. 2010 Apr; 10(?):67. doi: 10.1186/1471-2229-10-67. [PMID: 20398293]
  • Ivana Haluzova, Helena Modra, Jana Blahova, Petr Marsalek, Zuzana Siroka, Ladislav Groch, Zdenka Svobodova. Effects of subchronic exposure to Spartakus (prochloraz) on common carp Cyprinus carpio. Neuro endocrinology letters. 2010; 31 Suppl 2(?):105-13. doi: . [PMID: 21187831]
  • Fernando Postalli Rodrigues, José Pedro Friedmann Angeli, Mário Sérgio Mantovani, Carmen Luisa Barbosa Guedes, Berenice Quinzani Jordão. Genotoxic evaluation of an industrial effluent from an oil refinery using plant and animal bioassays. Genetics and molecular biology. 2010 Jan; 33(1):169-75. doi: 10.1590/s1415-47572010005000006. [PMID: 21637622]
  • Gerald T Ankley, David C Bencic, Jenna E Cavallin, Kathleen M Jensen, Michael D Kahl, Elizabeth A Makynen, Dalma Martinovic, Nathaniel D Mueller, Leah C Wehmas, Daniel L Villeneuve. Dynamic nature of alterations in the endocrine system of fathead minnows exposed to the fungicide prochloraz. Toxicological sciences : an official journal of the Society of Toxicology. 2009 Dec; 112(2):344-53. doi: 10.1093/toxsci/kfp227. [PMID: 19767443]
  • Si Brask Sonne, Marlene D Dalgaard, John Erik Nielsen, Christina E Hoei-Hansen, Ewa Rajpert-De Meyts, Lise Mette Gjerdrum, Henrik Leffers. Optimizing staining protocols for laser microdissection of specific cell types from the testis including carcinoma in situ. PloS one. 2009; 4(5):e5536. doi: 10.1371/journal.pone.0005536. [PMID: 19436754]
  • Khuyen T H Dang, Zora Singh, Ewald E Swinny. Impact of postharvest disease control methods and cold storage on volatiles, color development and fruit quality in ripe 'kensington pride' mangoes. Journal of agricultural and food chemistry. 2008 Nov; 56(22):10667-74. doi: 10.1021/jf801270a. [PMID: 18954074]
  • Yoko Iijima, Yukiko Nakamura, Yoshiyuki Ogata, Ken'ichi Tanaka, Nozomu Sakurai, Kunihiro Suda, Tatsuya Suzuki, Hideyuki Suzuki, Koei Okazaki, Masahiko Kitayama, Shigehiko Kanaya, Koh Aoki, Daisuke Shibata. Metabolite annotations based on the integration of mass spectral information. The Plant journal : for cell and molecular biology. 2008 Jun; 54(5):949-62. doi: 10.1111/j.1365-313x.2008.03434.x. [PMID: 18266924]
  • Helle R Andersen, Ida M Schmidt, Philippe Grandjean, Tina K Jensen, Esben Budtz-Jørgensen, Mia B Kjaerstad, Jesper Baelum, Jesper B Nielsen, Niels E Skakkebaek, Katharina M Main. Impaired reproductive development in sons of women occupationally exposed to pesticides during pregnancy. Environmental health perspectives. 2008 Apr; 116(4):566-72. doi: 10.1289/ehp.10790. [PMID: 18414644]
  • Tanja Krüger, Philip S Hjelmborg, Bo A G Jönsson, Lars Hagmar, Aleksander Giwercman, Gian-Carlo Manicardi, Davide Bizzaro, Marcello Spanò, Anna Rignell-Hydbom, Henning S Pedersen, Gunnar Toft, Jens Peter Bonde, Eva C Bonefeld-Jørgensen. Xenoandrogenic activity in serum differs across European and Inuit populations. Environmental health perspectives. 2007 Dec; 115 Suppl 1(?):21-7. doi: 10.1289/ehp.9353. [PMID: 18174946]
  • Albrecht Serfling, Johannes Wohlrab, Holger B Deising. Treatment of a clinically relevant plant-pathogenic fungus with an agricultural azole causes cross-resistance to medical azoles and potentiates caspofungin efficacy. Antimicrobial agents and chemotherapy. 2007 Oct; 51(10):3672-6. doi: 10.1128/aac.00654-07. [PMID: 17620378]
  • Chad R Blystone, Johnathan Furr, Christy S Lambright, Kembra L Howdeshell, Bryce C Ryan, Vickie S Wilson, Gerald A Leblanc, Leon Earl Gray. Prochloraz inhibits testosterone production at dosages below those that affect androgen-dependent organ weights or the onset of puberty in the male Sprague Dawley rat. Toxicological sciences : an official journal of the Society of Toxicology. 2007 May; 97(1):65-74. doi: 10.1093/toxsci/kfm004. [PMID: 17234647]
  • B A Fraaije, H J Cools, S-H Kim, J Motteram, W S Clark, J A Lucas. A novel substitution I381V in the sterol 14alpha-demethylase (CYP51) of Mycosphaerella graminicola is differentially selected by azole fungicides. Molecular plant pathology. 2007 May; 8(3):245-54. doi: 10.1111/j.1364-3703.2007.00388.x. [PMID: 20507496]
  • David H Miller, Kathleen M Jensen, Daniel L Villeneuve, Michael D Kahl, Elizabeth A Makynen, Elizabeth J Durhan, Gerald T Ankley. Linkage of biochemical responses to population-level effects: a case study with vitellogenin in the fathead minnow (Pimephales promelas). Environmental toxicology and chemistry. 2007 Mar; 26(3):521-7. doi: 10.1897/06-318r.1. [PMID: 17373517]
  • Nina Cedergreen, Anja Kamper, Jens C Streibig. Is prochloraz a potent synergist across aquatic species? A study on bacteria, daphnia, algae and higher plants. Aquatic toxicology (Amsterdam, Netherlands). 2006 Jun; 78(3):243-52. doi: 10.1016/j.aquatox.2006.03.007. [PMID: 16672166]
  • Kathleen M Jensen, Gerald T Ankley. Evaluation of a commercial kit for measuring vitellogenin in the fathead minnow (Pimephales promelas). Ecotoxicology and environmental safety. 2006 Jun; 64(2):101-5. doi: 10.1016/j.ecoenv.2006.02.011. [PMID: 16618508]
  • Peter Laier, Stine Broeng Metzdorff, Julie Borch, Marie Louise Hagen, Ulla Hass, Sofie Christiansen, Marta Axelstad, Thuri Kledal, Majken Dalgaard, Chris McKinnell, Leon J S Brokken, Anne Marie Vinggaard. Mechanisms of action underlying the antiandrogenic effects of the fungicide prochloraz. Toxicology and applied pharmacology. 2006 Jun; 213(2):160-71. doi: 10.1016/j.taap.2005.10.013. [PMID: 16375936]
  • Eva C Bonefeld-Jorgensen, Philip S Hjelmborg, Thayaline S Reinert, Birgitte S Andersen, Vladimir Lesovoy, Christian H Lindh, Lars Hagmar, Aleksander Giwercman, Mogens Erlandsen, Gian-Carlo Manicardi, Marcello Spanò, Gunnar Toft, Jens Peter Bonde. Xenoestrogenic activity in blood of European and Inuit populations. Environmental health : a global access science source. 2006 May; 5(?):12. doi: 10.1186/1476-069x-5-12. [PMID: 16674832]
  • Tyrone B Hayes, Paola Case, Sarah Chui, Duc Chung, Cathryn Haeffele, Kelly Haston, Melissa Lee, Vien Phoung Mai, Youssra Marjuoa, John Parker, Mable Tsui. Pesticide mixtures, endocrine disruption, and amphibian declines: are we underestimating the impact?. Environmental health perspectives. 2006 Apr; 114 Suppl 1(?):40-50. doi: 10.1289/ehp.8051. [PMID: 16818245]
  • Eva R Trösken, Kathrin Fischer, Wolfgang Völkel, Werner K Lutz. Inhibition of human CYP19 by azoles used as antifungal agents and aromatase inhibitors, using a new LC-MS/MS method for the analysis of estradiol product formation. Toxicology. 2006 Feb; 219(1-3):33-40. doi: 10.1016/j.tox.2005.10.020. [PMID: 16330141]
  • Anne Marie Vinggaard, Ulla Hass, Majken Dalgaard, Helle Raun Andersen, Eva Bonefeld-Jørgensen, Sofie Christiansen, Peter Laier, Mette Erecius Poulsen. Prochloraz: an imidazole fungicide with multiple mechanisms of action. International journal of andrology. 2006 Feb; 29(1):186-92. doi: 10.1111/j.1365-2605.2005.00604.x. [PMID: 16466539]
  • Gerald T Ankley, Kathleen M Jensen, Elizabeth J Durhan, Elizabeth A Makynen, Brian C Butterworth, Michael D Kahl, Daniel L Villeneuve, Ann Linnum, L Earl Gray, Mary Cardon, Vickie S Wilson. Effects of two fungicides with multiple modes of action on reproductive endocrine function in the fathead minnow (Pimephales promelas). Toxicological sciences : an official journal of the Society of Toxicology. 2005 Aug; 86(2):300-8. doi: 10.1093/toxsci/kfi202. [PMID: 15901916]
  • Anne Marie Vinggaard, Sofie Christiansen, Peter Laier, Mette Erecius Poulsen, Vibeke Breinholt, Kirsten Jarfelt, Helene Jacobsen, Majken Dalgaard, Christine Nellemann, Ulla Hass. Perinatal exposure to the fungicide prochloraz feminizes the male rat offspring. Toxicological sciences : an official journal of the Society of Toxicology. 2005 Jun; 85(2):886-97. doi: 10.1093/toxsci/kfi150. [PMID: 15788727]
  • Anne Marie Vinggaard, Helene Jacobsen, Stine Broeng Metzdorff, Helle Raun Andersen, Christine Nellemann. Antiandrogenic effects in short-term in vivo studies of the fungicide fenarimol. Toxicology. 2005 Feb; 207(1):21-34. doi: 10.1016/j.tox.2004.08.009. [PMID: 15590119]
  • Mark P McQuilken, K E Hopkins. Biology and integrated control of Pestalotiopsis on container-grown ericaceous crops. Pest management science. 2004 Feb; 60(2):135-42. doi: 10.1002/ps.792. [PMID: 14971679]
  • J Nawrocki, S Mazur. Effectiveness of some means using against root rot on parsley seedling root. Communications in agricultural and applied biological sciences. 2004; 69(4):693-6. doi: ". [PMID: 15756860]
  • P Saglio, S Bretaud, E Rivot, K H Olsén. Chemobehavioral changes induced by short-term exposures to prochloraz, nicosulfuron, and carbofuran in goldfish. Archives of environmental contamination and toxicology. 2003 Nov; 45(4):515-24. doi: 10.1007/s00244-003-2223-6. [PMID: 14708668]
  • Slawomir Wybraniec, Liliana Schwartz, Zeev Wiesman, Arie Markus, David Wolf. Release characteristics of encapsulated formulations incorporating plant growth factors. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2002 May; 37(3):235-45. doi: 10.1081/pfc-120003101. [PMID: 12009194]
  • Roger Galve, Mikaela Nichkova, Francisco Camps, Francisco Sanchez-Baeza, M-Pilar Marco. Development and evaluation of an immunoassay for biological monitoring chlorophenols in urine as potential indicators of occupational exposure. Analytical chemistry. 2002 Jan; 74(2):468-78. doi: 10.1021/ac010419n. [PMID: 11811424]
  • K Dowling, C Mothersill. The further development of rainbow trout primary epithelial cell cultures as a diagnostic tool in ecotoxicology risk assessment. Aquatic toxicology (Amsterdam, Netherlands). 2001 Aug; 53(3-4):279-89. doi: 10.1016/s0166-445x(01)00172-2. [PMID: 11408085]
  • F Le Gac, J L Thomas, B Mourot, M Loir. In vivo and in vitro effects of prochloraz and nonylphenol ethoxylates on trout spermatogenesis. Aquatic toxicology (Amsterdam, Netherlands). 2001 Aug; 53(3-4):187-200. doi: 10.1016/s0166-445x(01)00165-5. [PMID: 11408079]
  • L Debrauwer, E Rathahao, G Boudry, M Baradat, J P Cravedi. Identification of the major metabolites of prochloraz in rainbow trout by liquid chromatography and tandem mass spectrometry. Journal of agricultural and food chemistry. 2001 Aug; 49(8):3821-6. doi: 10.1021/jf0100550. [PMID: 11513673]
  • J P Cravedi, G Boudry, M Baradat, D Rao, L Debrauwer. Metabolic fate of 2,4-dichloroaniline, prochloraz and nonylphenol diethoxylate in rainbow trout: a comparative in vivo/in vitro approach. Aquatic toxicology (Amsterdam, Netherlands). 2001 Aug; 53(3-4):159-72. doi: 10.1016/s0166-445x(01)00163-1. [PMID: 11408077]
  • K C Kuo. Sensitivity of mango anthracnose pathogen, Colletotrichum gloeosporioides, to the fungicide prochloraz in Taiwan. Proceedings of the National Science Council, Republic of China. Part B, Life sciences. 2001 Jul; 25(3):174-9. doi: ". [PMID: 11480773]
  • H M Wood, M J Dickinson, J A Lucas, P S Dyer. Cloning of the CYP51 gene from the eyespot pathogen Tapesia yallundae indicates that resistance to the DMI fungicide prochloraz is not related to sequence changes in the gene encoding the target site enzyme. FEMS microbiology letters. 2001 Mar; 196(2):183-7. doi: 10.1111/j.1574-6968.2001.tb10562.x. [PMID: 11267777]
  • P S Dyer, J Hansen, Delaney, J A Lucas. Genetic control of resistance to the sterol 14alpha-demethylase inhibitor fungicide prochloraz in the cereal eyespot pathogen Tapesia yallundae. Applied and environmental microbiology. 2000 Nov; 66(11):4599-604. doi: 10.1128/aem.66.11.4599-4604.2000. [PMID: 11055899]
  • M De Paoli, M Taccheo Barbina, V Damiano, D Fabbro, R Bruno. Simplified determination of combined residues of prochloraz and its metabolites in vegetable, fruit and wheat samples by gas chromatography. Journal of chromatography. A. 1997 Mar; 765(1):127-31. doi: 10.1016/s0021-9673(96)00995-8. [PMID: 9129305]
  • G Johnston. The study of interactive effects of pollutants: a biomarker approach. The Science of the total environment. 1995 Oct; 171(1-3):205-12. doi: 10.1016/0048-9697(95)04686-9. [PMID: 7481747]
  • L Laignelet, J L Rivière, J C Lhuguenot. Metabolism of an imidazole fungicide (prochloraz) in the rat after oral administration. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1992 Jul; 30(7):575-83. doi: 10.1016/0278-6915(92)90191-m. [PMID: 1521831]
  • D Needham, I R Challis. The metabolism and excretion of prochloraz, an imidazole-based fungicide, in the rat. Xenobiotica; the fate of foreign compounds in biological systems. 1991 Nov; 21(11):1473-82. doi: 10.3109/00498259109044397. [PMID: 1763521]