Vinclozoline (BioDeep_00001873625)

Main id: BioDeep_00000002508

 


代谢物信息卡片


Vinclozoline

化学式: C12H9Cl2NO3 (284.9959464)
中文名称: 乙烯菌核利
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=CC1(C)C(=O)N(c2cc(cc(c2)Cl)Cl)C(=O)O1
InChI: InChI=1S/C12H9Cl2NO3/c1-3-12(2)10(16)15(11(17)18-12)9-5-7(13)4-8(14)6-9/h3-6H,1H2,2H3

描述信息

D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D000726 - Androgen Antagonists
D016573 - Agrochemicals
D010575 - Pesticides

同义名列表

2 个代谢物同义名

Vinclozoline; VINCLOZOLIN



数据库引用编号

6 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)

0 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

  • Livia Interdonato, Ylenia Marino, Ramona D'Amico, Daniela Impellizzeri, Marika Cordaro, Rosalba Siracusa, Enrico Gugliandolo, Gianluca Antonio Franco, Roberta Fusco, Salvatore Cuzzocrea, Rosanna Di Paola. Oxidative stress and mitochondrial dysfunction in brain of vinclozolin exposed animals. Neurochemistry international. 2024 Mar; 174(?):105681. doi: 10.1016/j.neuint.2024.105681. [PMID: 38341035]
  • Ramona D'Amico, Davide Di Paola, Daniela Impellizzeri, Tiziana Genovese, Roberta Fusco, Alessio Filippo Peritore, Enrico Gugliandolo, Rosalia Crupi, Livia Interdonato, Salvatore Cuzzocrea, Rosanna Di Paola, Rosalba Siracusa, Marika Cordaro. Chronic Exposure to Endocrine Disruptor Vinclozolin Leads to Lung Damage via Nrf2-Nf-kb Pathway Alterations. International journal of molecular sciences. 2022 Sep; 23(19):. doi: 10.3390/ijms231911320. [PMID: 36232623]
  • Davide Di Paola, Ramona D'Amico, Tiziana Genovese, Rosalba Siracusa, Marika Cordaro, Rosalia Crupi, Alessio Filippo Peritore, Enrico Gugliandolo, Livia Interdonato, Daniela Impellizzeri, Roberta Fusco, Salvatore Cuzzocrea, Rosanna Di Paola. Chronic Exposure to Vinclozolin Induced Fibrosis, Mitochondrial Dysfunction, Oxidative Stress, and Apoptosis in Mice Kidney. International journal of molecular sciences. 2022 Sep; 23(19):. doi: 10.3390/ijms231911296. [PMID: 36232596]
  • Hong-Liang Lu, Chun-Quan Kang, Qin-Yuan Meng, Jian-Rao Hu, Steven D Melvin. Functional and hepatic metabolite changes in aquatic turtle hatchlings exposed to the anti-androgenic fungicide vinclozolin. Ecotoxicology and environmental safety. 2022 Feb; 231(?):113220. doi: 10.1016/j.ecoenv.2022.113220. [PMID: 35066435]
  • Keyang Wu, Yang Li, Peipei Pan, Zengqiang Li, Yige Yu, Jianjian Huang, Feifei Ma, Lili Tian, Yinghui Fang, Yiyan Wang, Han Lin, Ren-Shan Ge. Gestational vinclozolin exposure suppresses fetal testis development in rats. Ecotoxicology and environmental safety. 2020 Oct; 203(?):111053. doi: 10.1016/j.ecoenv.2020.111053. [PMID: 32888615]
  • Millissia Ben Maamar, Stephanie E King, Eric Nilsson, Daniel Beck, Michael K Skinner. Epigenetic transgenerational inheritance of parent-of-origin allelic transmission of outcross pathology and sperm epimutations. Developmental biology. 2020 02; 458(1):106-119. doi: 10.1016/j.ydbio.2019.10.030. [PMID: 31682807]
  • Wided Kouidhi, Raymond Bergès, Gaêtan Drouin, Catherine Desmetz, Jacques Auger, Michèle El May, Marie-Chantal Canivenc-Lavier. Post-weaning xenohormone intake affects adult rat submandibular gland in a sex-dependent manner. Oral diseases. 2018 Oct; 24(7):1235-1246. doi: 10.1111/odi.12907. [PMID: 29863768]
  • Shankar S Iyer, Thomas Gensollen, Amit Gandhi, Sungwhan F Oh, Joana F Neves, Frederic Collin, Richard Lavin, Carme Serra, Jonathan Glickman, Punyanganie S A de Silva, R Balfour Sartor, Gurdyal Besra, Russell Hauser, Anthony Maxwell, Amadeu Llebaria, Richard S Blumberg. Dietary and Microbial Oxazoles Induce Intestinal Inflammation by Modulating Aryl Hydrocarbon Receptor Responses. Cell. 2018 05; 173(5):1123-1134.e11. doi: 10.1016/j.cell.2018.04.037. [PMID: 29775592]
  • Marycarmen Cruz-Hurtado, Ma de Lourdes López-González, Derly Constanza Escobar-Wilches, Adolfo Sierra-Santoyo. Analysis of 3',5'-dichloro-2,3,4-trihydroxy-2-methylbutylanilide (DTMBA) as a new potential biomarker of exposure to vinclozolin in urine. Toxicology and applied pharmacology. 2018 05; 346(?):1-8. doi: 10.1016/j.taap.2018.03.009. [PMID: 29526525]
  • Eric Nilsson, Stephanie E King, Margaux McBirney, Deepika Kubsad, Michelle Pappalardo, Daniel Beck, Ingrid Sadler-Riggleman, Michael K Skinner. Vinclozolin induced epigenetic transgenerational inheritance of pathologies and sperm epimutation biomarkers for specific diseases. PloS one. 2018; 13(8):e0202662. doi: 10.1371/journal.pone.0202662. [PMID: 30157260]
  • Estelle Rathahao-Paris, Sandra Alves, Laurent Debrauwer, Jean-Pierre Cravedi, Alain Paris. An efficient data-filtering strategy for easy metabolite detection from the direct analysis of a biological fluid using Fourier transform mass spectrometry. Rapid communications in mass spectrometry : RCM. 2017 Mar; 31(6):485-494. doi: 10.1002/rcm.7812. [PMID: 28010043]
  • Siwy Ling Yang, Pei-Ling Yu, Kuang-Ren Chung. The glutathione peroxidase-mediated reactive oxygen species resistance, fungicide sensitivity and cell wall construction in the citrus fungal pathogen Alternaria alternata. Environmental microbiology. 2016 Mar; 18(3):923-35. doi: 10.1111/1462-2920.13125. [PMID: 26567914]
  • John R McCarrey, Jake D Lehle, Seetha S Raju, Yufeng Wang, Eric E Nilsson, Michael K Skinner. Tertiary Epimutations - A Novel Aspect of Epigenetic Transgenerational Inheritance Promoting Genome Instability. PloS one. 2016; 11(12):e0168038. doi: 10.1371/journal.pone.0168038. [PMID: 27992467]
  • Félix Genoveva García-Montes de Oca, Ma de Lourdes López-González, Derly Constanza Escobar-Wilches, Roberto Chavira-Ramírez, Adolfo Sierra-Santoyo. Vinclozolin modulates hepatic cytochrome P450 isoforms during pregnancy. Reproductive toxicology (Elmsford, N.Y.). 2015 Jun; 53(?):119-26. doi: 10.1016/j.reprotox.2015.04.010. [PMID: 25929820]
  • Y-h Taguchi. Identification of aberrant gene expression associated with aberrant promoter methylation in primordial germ cells between E13 and E16 rat F3 generation vinclozolin lineage. BMC bioinformatics. 2015; 16 Suppl 18(?):S16. doi: 10.1186/1471-2105-16-s18-s16. [PMID: 26677731]
  • Estelle Rathahao-Paris, Alain Paris, Julian Bursztyka, Jean-Philippe Jaeg, Jean-Pierre Cravedi, Laurent Debrauwer. Identification of xenobiotic metabolites from biological fluids using flow injection analysis high-resolution mass spectrometry and post-acquisition data filtering. Rapid communications in mass spectrometry : RCM. 2014 Dec; 28(24):2713-22. doi: 10.1002/rcm.7066. [PMID: 25380493]
  • Ross Gillette, Isaac Miller-Crews, Eric E Nilsson, Michael K Skinner, Andrea C Gore, David Crews. Sexually dimorphic effects of ancestral exposure to vinclozolin on stress reactivity in rats. Endocrinology. 2014 Oct; 155(10):3853-66. doi: 10.1210/en.2014-1253. [PMID: 25051444]
  • Ievgeniia Gazo, Pavla Linhartova, Anna Shaliutina, Martin Hulak. Influence of environmentally relevant concentrations of vinclozolin on quality, DNA integrity, and antioxidant responses of sterlet Acipenser ruthenus spermatozoa. Chemico-biological interactions. 2013 Apr; 203(2):377-85. doi: 10.1016/j.cbi.2013.01.004. [PMID: 23376258]
  • Carlos Guerrero-Bosagna, Trevor R Covert, Md M Haque, Matthew Settles, Eric E Nilsson, Matthew D Anway, Michael K Skinner. Epigenetic transgenerational inheritance of vinclozolin induced mouse adult onset disease and associated sperm epigenome biomarkers. Reproductive toxicology (Elmsford, N.Y.). 2012 Dec; 34(4):694-707. doi: 10.1016/j.reprotox.2012.09.005. [PMID: 23041264]
  • Samim Ozen, Sukran Darcan, Petek Bayindir, Ercument Karasulu, Damla Goksen Simsek, Tahir Gurler. Effects of pesticides used in agriculture on the development of precocious puberty. Environmental monitoring and assessment. 2012 Jul; 184(7):4223-32. doi: 10.1007/s10661-011-2257-6. [PMID: 21805074]
  • Victoria Tyndall, Marie Broyde, Richard Sharpe, Michelle Welsh, Amanda J Drake, Alan S McNeilly. Effect of androgen treatment during foetal and/or neonatal life on ovarian function in prepubertal and adult rats. Reproduction (Cambridge, England). 2012 Jan; 143(1):21-33. doi: 10.1530/rep-11-0239. [PMID: 22016380]
  • Lihua Yang, Jinmiao Zha, Wei Li, Zhaoli Li, Zijian Wang. Vinclozolin affects the interrenal system of the rare minnow (Gobiocypris rarus). Aquatic toxicology (Amsterdam, Netherlands). 2011 Jul; 104(1-2):153-9. doi: 10.1016/j.aquatox.2011.04.005. [PMID: 21570938]
  • Marc Benigni, Gilbert Bompeix. Chemical and biological control of Sclerotinia sclerotiorum in witloof chicory culture. Pest management science. 2010 Dec; 66(12):1332-6. doi: 10.1002/ps.2019. [PMID: 20839264]
  • Carlos Guerrero-Bosagna, Matthew Settles, Ben Lucker, Michael K Skinner. Epigenetic transgenerational actions of vinclozolin on promoter regions of the sperm epigenome. PloS one. 2010 Sep; 5(9):. doi: 10.1371/journal.pone.0013100. [PMID: 20927350]
  • H L Bennett, J T Fleming, J O'Prey, K M Ryan, H Y Leung. Androgens modulate autophagy and cell death via regulation of the endoplasmic reticulum chaperone glucose-regulated protein 78/BiP in prostate cancer cells. Cell death & disease. 2010 Sep; 1(?):e72. doi: 10.1038/cddis.2010.50. [PMID: 21364676]
  • Gerald T Ankley, Kathleen M Jensen, Michael D Kahl, Elizabeth J Durhan, Elizabeth A Makynen, Jenna E Cavallin, Dalma Martinović, Leah C Wehmas, Nathaniel D Mueller, Daniel L Villeneuve. Use of chemical mixtures to differentiate mechanisms of endocrine action in a small fish model. Aquatic toxicology (Amsterdam, Netherlands). 2010 Sep; 99(3):389-96. doi: 10.1016/j.aquatox.2010.05.020. [PMID: 20573408]
  • Pieter Spanoghe, Bert Ryckaert, Cindy Van Gheluwe, Marie-Christine Van Labeke. Fate of vinclozolin, thiabendazole and dimethomorph during storage, handling and forcing of chicory. Pest management science. 2010 Feb; 66(2):126-31. doi: 10.1002/ps.1838. [PMID: 19746400]
  • Anna Beronius, Christina Rudén, Annika Hanberg, Helen Håkansson. Health risk assessment procedures for endocrine disrupting compounds within different regulatory frameworks in the European Union. Regulatory toxicology and pharmacology : RTP. 2009 Nov; 55(2):111-22. doi: 10.1016/j.yrtph.2009.05.019. [PMID: 19500631]
  • Carlos M Guerrero-Bosagna, Michael K Skinner. Epigenetic transgenerational effects of endocrine disruptors on male reproduction. Seminars in reproductive medicine. 2009 Sep; 27(5):403-8. doi: 10.1055/s-0029-1237428. [PMID: 19711250]
  • Chad R Blystone, Christy S Lambright, Mary C Cardon, Johnathan Furr, Cynthia V Rider, Phillip C Hartig, Vickie S Wilson, Leon E Gray. Cumulative and antagonistic effects of a mixture of the antiandrogens vinclozolin and iprodione in the pubertal male rat. Toxicological sciences : an official journal of the Society of Toxicology. 2009 Sep; 111(1):179-88. doi: 10.1093/toxsci/kfp137. [PMID: 19564212]
  • Natàlia Garcia-Reyero, Kevin J Kroll, Li Liu, Edward F Orlando, Karen H Watanabe, María S Sepúlveda, Daniel L Villeneuve, Edward J Perkins, Gerald T Ankley, Nancy D Denslow. Gene expression responses in male fathead minnows exposed to binary mixtures of an estrogen and antiestrogen. BMC genomics. 2009 Jul; 10(?):308. doi: 10.1186/1471-2164-10-308. [PMID: 19594897]
  • Cécile Jolly, Ioanna Katsiadaki, Steve Morris, Nadine Le Belle, Sylvie Dufour, Ian Mayer, Tom G Pottinger, Alexander P Scott. Detection of the anti-androgenic effect of endocrine disrupting environmental contaminants using in vivo and in vitro assays in the three-spined stickleback. Aquatic toxicology (Amsterdam, Netherlands). 2009 May; 92(4):228-39. doi: 10.1016/j.aquatox.2009.02.006. [PMID: 19307032]
  • Daniel L Villeneuve, Nathaniel D Mueller, Dalma Martinović, Elizabeth A Makynen, Michael D Kahl, Kathleen M Jensen, Elizabeth J Durhan, Jenna E Cavallin, David Bencic, Gerald T Ankley. Direct effects, compensation, and recovery in female fathead minnows exposed to a model aromatase inhibitor. Environmental health perspectives. 2009 Apr; 117(4):624-31. doi: 10.1289/ehp.11891. [PMID: 19440503]
  • Changcheng Zhou, Suman Verma, Bruce Blumberg. The steroid and xenobiotic receptor (SXR), beyond xenobiotic metabolism. Nuclear receptor signaling. 2009; 7(?):e001. doi: 10.1621/nrs.07001. [PMID: 19240808]
  • Adolfo Sierra-Santoyo, Gilberto Castañeda-Hernández, Randy A Harrison, Hugh A Barton, Michael F Hughes. Pharmacokinetics and dosimetry of the antiandrogen vinclozolin after oral administration in the rat. Toxicological sciences : an official journal of the Society of Toxicology. 2008 Nov; 106(1):55-63. doi: 10.1093/toxsci/kfn167. [PMID: 18703562]
  • Jennifer A Rusiecki, Andrea Baccarelli, Valentina Bollati, Letizia Tarantini, Lee E Moore, Eva C Bonefeld-Jorgensen. Global DNA hypomethylation is associated with high serum-persistent organic pollutants in Greenlandic Inuit. Environmental health perspectives. 2008 Nov; 116(11):1547-52. doi: 10.1289/ehp.11338. [PMID: 19057709]
  • Carlos M Guerrero-Bosagna, Pablo Sabat, Fernanda S Valdovinos, Luis E Valladares, Susan J Clark. Epigenetic and phenotypic changes result from a continuous pre and post natal dietary exposure to phytoestrogens in an experimental population of mice. BMC physiology. 2008 Sep; 8(?):17. doi: 10.1186/1472-6793-8-17. [PMID: 18793434]
  • Tanja Krüger, Mandana Ghisari, Philip S Hjelmborg, Bente Deutch, Eva C Bonefeld-Jorgensen. Xenohormone transactivities are inversely associated to serum POPs in Inuit. Environmental health : a global access science source. 2008 Jul; 7(?):38. doi: 10.1186/1476-069x-7-38. [PMID: 18627625]
  • Rosa Ma González-Rodríguez, Raquel Rial-Otero, Beatriz Cancho-Grande, Jesús Simal-Gándara. Determination of 23 pesticide residues in leafy vegetables using gas chromatography-ion trap mass spectrometry and analyte protectants. Journal of chromatography. A. 2008 Jul; 1196-1197(?):100-9. doi: 10.1016/j.chroma.2008.02.087. [PMID: 18343389]
  • Julian Bursztyka, Laurent Debrauwer, Elisabeth Perdu, Isabelle Jouanin, Jean-Philippe Jaeg, Jean-Pierre Cravedi. Biotransformation of vinclozolin in rat precision-cut liver slices: comparison with in vivo metabolic pattern. Journal of agricultural and food chemistry. 2008 Jun; 56(12):4832-9. doi: 10.1021/jf0728045. [PMID: 18522408]
  • Eric E Nilsson, Matthew D Anway, Jacob Stanfield, Michael K Skinner. Transgenerational epigenetic effects of the endocrine disruptor vinclozolin on pregnancies and female adult onset disease. Reproduction (Cambridge, England). 2008 May; 135(5):713-21. doi: 10.1530/rep-07-0542. [PMID: 18304984]
  • Cheol Nam Park, Jung Min Lee, Dongho Lee, Beom Seok Kim. Antifungal activity of valinomycin, a peptide antibiotic produced by Streptomyces sp. Strain M10 antagonistic to Botrytis cinerea. Journal of microbiology and biotechnology. 2008 May; 18(5):880-4. doi: . [PMID: 18633285]
  • 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]
  • Panida Loutchanwoot, Wolfgang Wuttke, Hubertus Jarry. Effects of a 5-day treatment with vinclozolin on the hypothalamo-pituitary-gonadal axis in male rats. Toxicology. 2008 Jan; 243(1-2):105-15. doi: 10.1016/j.tox.2007.09.025. [PMID: 17980475]
  • Yucel Akgul, Raymond C Derk, Terence Meighan, K Murali Krishna Rao, Eisuke P Murono. The methoxychlor metabolite, HPTE, directly inhibits the catalytic activity of cholesterol side-chain cleavage (P450scc) in cultured rat ovarian cells. Reproductive toxicology (Elmsford, N.Y.). 2008 Jan; 25(1):67-75. doi: 10.1016/j.reprotox.2007.10.007. [PMID: 18065196]
  • Matthew D Anway, Michael K Skinner. Epigenetic programming of the germ line: effects of endocrine disruptors on the development of transgenerational disease. Reproductive biomedicine online. 2008 Jan; 16(1):23-5. doi: 10.1016/s1472-6483(10)60553-6. [PMID: 18252044]
  • 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]
  • D R Ekman, Q Teng, K M Jensen, D Martinovic, D L Villeneuve, G T Ankley, T W Collette. NMR analysis of male fathead minnow urinary metabolites: a potential approach for studying impacts of chemical exposures. Aquatic toxicology (Amsterdam, Netherlands). 2007 Nov; 85(2):104-12. doi: 10.1016/j.aquatox.2007.08.005. [PMID: 17897733]
  • Chad R Blystone, Christy S Lambright, Johnathan Furr, Vickie S Wilson, L Earl Gray. Iprodione delays male rat pubertal development, reduces serum testosterone levels, and decreases ex vivo testicular testosterone production. Toxicology letters. 2007 Nov; 174(1-3):74-81. doi: 10.1016/j.toxlet.2007.08.010. [PMID: 17931804]
  • Marcelo L B Vilela, Emily Willingham, Jill Buckley, Ben Chun Liu, Koray Agras, Yoshiyuki Shiroyanagi, Laurence S Baskin. Endocrine disruptors and hypospadias: role of genistein and the fungicide vinclozolin. Urology. 2007 Sep; 70(3):618-21. doi: 10.1016/j.urology.2007.05.004. [PMID: 17905137]
  • Michael K Skinner, Matthew D Anway. Epigenetic transgenerational actions of vinclozolin on the development of disease and cancer. Critical reviews in oncogenesis. 2007 Aug; 13(1):75-82. doi: 10.1615/critrevoncog.v13.i1.30. [PMID: 17956218]
  • N Vitelli, A Chiodini, C Colosio, G De Paschale, C Somaruga, R Turci, C Minoia, G Brambilla, A Colombi. [Occupational and environmental exposure to anilide and dicarboximide pesticides]. Giornale italiano di medicina del lavoro ed ergonomia. 2007 Jul; 29(3 Suppl):276-7. doi: . [PMID: 18409684]
  • D N R Veeramachaneni, J S Palmer, R P Amann, K-Y F Pau. Sequelae in male rabbits following developmental exposure to p,p'-DDT or a mixture of p,p'-DDT and vinclozolin: cryptorchidism, germ cell atypia, and sexual dysfunction. Reproductive toxicology (Elmsford, N.Y.). 2007 Apr; 23(3):353-65. doi: 10.1016/j.reprotox.2007.01.001. [PMID: 17296284]
  • Christian H Lindh, Margareta Littorin, Asa Amilon, Bo A G Jönsson. Analysis of 3,5-dichloroaniline as a biomarker of vinclozolin and iprodione in human urine using liquid chromatography/triple quadrupole mass spectrometry. Rapid communications in mass spectrometry : RCM. 2007; 21(4):536-42. doi: 10.1002/rcm.2866. [PMID: 17245796]
  • Gunnar Toft, Allan Flyvbjerg, Jens Peter Bonde. Thyroid function in Danish greenhouse workers. Environmental health : a global access science source. 2006 Dec; 5(?):32. doi: 10.1186/1476-069x-5-32. [PMID: 17147831]
  • Matthew D Anway, Charles Leathers, Michael K Skinner. Endocrine disruptor vinclozolin induced epigenetic transgenerational adult-onset disease. Endocrinology. 2006 Dec; 147(12):5515-23. doi: 10.1210/en.2006-0640. [PMID: 16973726]
  • Anna M Balinova, Rositsa I Mladenova, Deyana D Shtereva. Effects of processing on pesticide residues in peaches intended for baby food. Food additives and contaminants. 2006 Sep; 23(9):895-901. doi: 10.1080/02652030600771715. [PMID: 16901858]
  • Ida N Damgaard, Niels E Skakkebaek, Jorma Toppari, Helena E Virtanen, Heqing Shen, Karl-Werner Schramm, Jørgen H Petersen, Tina K Jensen, Katharina M Main. Persistent pesticides in human breast milk and cryptorchidism. Environmental health perspectives. 2006 Jul; 114(7):1133-8. doi: 10.1289/ehp.8741. [PMID: 16835070]
  • Mugunthu R Dhananjeyan, Paul W Erhardt, Cynthia Corbitt. Simultaneous determination of vinclozolin and detection of its degradation products in mouse plasma, serum and urine, and from rabbit bile, by high-performance liquid chromatography. Journal of chromatography. A. 2006 May; 1115(1-2):8-18. doi: 10.1016/j.chroma.2006.02.062. [PMID: 16540112]
  • D N R Veeramachaneni, J S Palmer, R P Amann, C M Kane, T T Higuchi, K-Y F Pau. Disruption of sexual function, FSH secretion, and spermiogenesis in rabbits following developmental exposure to vinclozolin, a fungicide. Reproduction (Cambridge, England). 2006 Apr; 131(4):805-16. doi: 10.1530/rep.1.01048. [PMID: 16595731]
  • Ioanna Katsiadaki, Steven Morris, Christopher Squires, Mark Richard Hurst, Jonathan David James, Alexander Pickering Scott. Use of the three-spined stickleback (Gasterosteus aculeatus) as a sensitive in vivo test for detection of environmental antiandrogens. Environmental health perspectives. 2006 Apr; 114 Suppl 1(?):115-21. doi: 10.1289/ehp.8063. [PMID: 16818256]
  • J Falandysz, T Albanis, J Bachmann, R Bettinetti, I Bochentin, V Boti, S Bristeau, B Daehne, T Dagnac, S Galassi, R Jeannot, J Oehlmann, A Orlikowska, V Sakkas, R Szczerski, V Valsamaki, U Schulte-Oehlmann. Some chemical contaminant of surface sediments at the Baltic Sea coastal region with special emphasis on androgenic and anti-androgenic compounds. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2006; 41(10):2127-62. doi: 10.1080/10934520600872433. [PMID: 17018405]
  • Roberta Turci, Angelo Barisano, Claudio Balducci, Claudio Colosio, Claudio Minoia. Determination of dichloroanilines in human urine by gas chromatography/mass spectrometry: validation protocol and establishment of Reference Values in a population group living in central Italy. Rapid communications in mass spectrometry : RCM. 2006; 20(17):2621-5. doi: 10.1002/rcm.2658. [PMID: 16897789]
  • Giuseppe Carlucci, Dorina Di Pasquale, Fabrizio Ruggieri, Pietro Mazzeo. Determination and validation of a simple high-performance liquid chromatographic method for simultaneous assay of iprodione and vinclozolin in human urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Dec; 828(1-2):108-12. doi: 10.1016/j.jchromb.2005.08.025. [PMID: 16203187]
  • Ikuo Matsuura, Tetsuji Saitoh, Michiko Ashina, Yumi Wako, Hiroshi Iwata, Naoto Toyota, Yoshihito Ishizuka, Masato Namiki, Nobuhito Hoshino, Minoru Tsuchitani. Evaluation of a two-generation reproduction toxicity study adding endpoints to detect endocrine disrupting activity using vinclozolin. The Journal of toxicological sciences. 2005 Dec; 30 Spec No.(?):163-188. doi: 10.2131/jts.30.s163. [PMID: 16641540]
  • Grant W Feist, Molly A H Webb, Deke T Gundersen, Eugene P Foster, Carl B Schreck, Alec G Maule, Martin S Fitzpatrick. Evidence of detrimental effects of environmental contaminants on growth and reproductive physiology of white sturgeon in impounded areas of the Columbia River. Environmental health perspectives. 2005 Dec; 113(12):1675-82. doi: 10.1289/ehp.8072. [PMID: 16330346]
  • M A Ottinger, M J Quinn, E Lavoie, M A Abdelnabi, N Thompson, J L Hazelton, J M Wu, J Beavers, M Jaber. Consequences of endocrine disrupting chemicals on reproductive endocrine function in birds: establishing reliable end points of exposure. Domestic animal endocrinology. 2005 Aug; 29(2):411-9. doi: 10.1016/j.domaniend.2005.02.038. [PMID: 15998506]
  • 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]
  • Vickie S Wilson, Mary C Cardon, Joseph Thornton, Joseph J Korte, Gerald T Ankley, Jeffery Welch, L Earl Gray, Phillip C Hartig. Cloning and in vitro expression and characterization of the androgen receptor and isolation of estrogen receptor alpha from the fathead Minnow (Pimephales promelas). Environmental science & technology. 2004 Dec; 38(23):6314-21. doi: 10.1021/es049771j. [PMID: 15597887]
  • Stéphane Bayen, Yinhan Gong, Hong Soon Chin, Hian Kee Lee, Yong Eu Leong, Jeffrey Philip Obbard. Androgenic and estrogenic response of green mussel extracts from Singapore's coastal environment using a human cell-based bioassay. Environmental health perspectives. 2004 Nov; 112(15):1467-71. doi: 10.1289/ehp.6990. [PMID: 15531429]
  • Adolfo Sierra-Santoyo, Hugh A Barton, Michael F Hughes. Liquid chromatography determination of the anti-androgen vinclozolin and its metabolites in rat serum. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2004 Sep; 809(1):105-10. doi: 10.1016/j.jchromb.2004.06.002. [PMID: 15282099]
  • Wook Joon Yu, Beom Jun Lee, Sang Yoon Nam, Byeongwoo Ahn, Jin Tae Hong, Jae Cheul Do, Young Cheul Kim, Yong Soon Lee, Young Won Yun. Reproductive disorders in pubertal and adult phase of the male rats exposed to vinclozolin during puberty. The Journal of veterinary medical science. 2004 Jul; 66(7):847-53. doi: 10.1292/jvms.66.847. [PMID: 15297758]
  • Il Hyun Kang, Hyung Sik Kim, Jae-Ho Shin, Tae Sung Kim, Hyun Ju Moon, In Young Kim, Kwang Sik Choi, Kwang Sup Kil, Young In Park, Mi Sook Dong, Soon Young Han. Comparison of anti-androgenic activity of flutamide, vinclozolin, procymidone, linuron, and p, p'-DDE in rodent 10-day Hershberger assay. Toxicology. 2004 Jul; 199(2-3):145-59. doi: 10.1016/j.tox.2004.02.019. [PMID: 15147789]
  • L Niemann, B Selzsam, W Haider, C Gericke, I Chahoud. Effects of vinclozolin on spermatogenesis and reproductive success in the Japanese quail (Coturnix coturnix japonica). Archives of environmental contamination and toxicology. 2004 May; 46(4):528-33. doi: 10.1007/s00244-003-2285-5. [PMID: 15253051]
  • Ramón Lavado, Rémi Thibaut, Demetrio Raldúa, Rebeca Martín, Cinta Porte. First evidence of endocrine disruption in feral carp from the Ebro River. Toxicology and applied pharmacology. 2004 Apr; 196(2):247-57. doi: 10.1016/j.taap.2003.12.012. [PMID: 15081271]
  • Mercedes Moreno Frías, Margarita Jiménez Torres, Antonia Garrido Frenich, Jose Luis Martínez Vidal, Fátima Olea-Serrano, Nicolás Olea. Determination of organochlorine compounds in human biological samples by GC-MS/MS. Biomedical chromatography : BMC. 2004 Mar; 18(2):102-11. doi: 10.1002/bmc.300. [PMID: 15039962]
  • Kunihiro Kubota, Seiichiroh Ohsako, Shuichi Kurosawa, Ken Takeda, Wu Qing, Motoharu Sakaue, Takashige Kawakami, Ryuta Ishimura, Chiharu Tohyama. Effects of vinclozolin administration on sperm production and testosterone biosynthetic pathway in adult male rat. The Journal of reproduction and development. 2003 Oct; 49(5):403-12. doi: 10.1262/jrd.49.403. [PMID: 14967917]
  • Hong Fang, Weida Tong, William S Branham, Carrie L Moland, Stacy L Dial, Huixiao Hong, Qian Xie, Roger Perkins, William Owens, Daniel M Sheehan. Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor. Chemical research in toxicology. 2003 Oct; 16(10):1338-58. doi: 10.1021/tx030011g. [PMID: 14565775]
  • Christine Nellemann, Majken Dalgaard, Henrik Rye Lam, Anne Marie Vinggaard. The combined effects of vinclozolin and procymidone do not deviate from expected additivity in vitro and in vivo. Toxicological sciences : an official journal of the Society of Toxicology. 2003 Feb; 71(2):251-62. doi: 10.1093/toxsci/71.2.251. [PMID: 12563111]
  • J H van Wyk, E J Pool, A J Leslie. The effects of anti-androgenic and estrogenic disrupting contaminants on breeding gland (nuptial pad) morphology, plasma testosterone levels, and plasma vitellogenin levels in male Xenopus laevis (African clawed frog). Archives of environmental contamination and toxicology. 2003 Feb; 44(2):247-56. doi: 10.1007/s00244-002-1161-z. [PMID: 12520397]
  • John C O'Connor, Steven R Frame, Gregory S Ladics. Evaluation of a 15-day screening assay using intact male rats for identifying antiandrogens. Toxicological sciences : an official journal of the Society of Toxicology. 2002 Sep; 69(1):92-108. doi: 10.1093/toxsci/69.1.92. [PMID: 12215663]
  • Tuija Pihlström, Giorgis Isaac, Monica Waldebäck, Bengt-Göran Osterdahl, Karin E Markides. Pressurised fluid extraction (PFE) as an alternative general method for the determination of pesticide residues in rape seed. The Analyst. 2002 Apr; 127(4):554-9. doi: 10.1039/b110814j. [PMID: 12022657]
  • P B Hoyer. Reproductive toxicology: current and future directions. Biochemical pharmacology. 2001 Dec; 62(12):1557-64. doi: 10.1016/s0006-2952(01)00814-0. [PMID: 11755108]
  • S McGary, P F Henry, M A Ottinger. Impact of vinclozolin on reproductive behavior and endocrinology in Japanese quail (Coturnix coturnix japonica). Environmental toxicology and chemistry. 2001 Nov; 20(11):2487-93. doi: 10.1897/1551-5028(2001)020<2487:iovorb>2.0.co;2. [PMID: 11699774]
  • M Moreno Frías, A Garrido Frenich, J L Martínez Vidal, M Mateu Sánchez, F Olea, N Olea. Analyses of lindane, vinclozolin, aldrin, p,p'-DDE, o,p'-DDT and p,p'-DDT in human serum using gas chromatography with electron capture detection and tandem mass spectrometry. Journal of chromatography. B, Biomedical sciences and applications. 2001 Aug; 760(1):1-15. doi: 10.1016/s0378-4347(01)00212-2. [PMID: 11522051]
  • K Wittke, H Hajimiragha, L Dunemann, J Begerow. Determination of dichloroanilines in human urine by GC-MS, GC-MS-MS, and GC-ECD as markers of low-level pesticide exposure. Journal of chromatography. B, Biomedical sciences and applications. 2001 May; 755(1-2):215-28. doi: 10.1016/s0378-4347(01)00078-0. [PMID: 11393707]
  • K Svechnikov, E M Ritzén, M Holst. Androgen and estrogen stimulation of ornithine decarboxylase activity in mouse kidney. The Journal of steroid biochemistry and molecular biology. 2000 Dec; 75(4-5):329-33. doi: 10.1016/s0960-0760(00)00184-9. [PMID: 11282290]
  • J V Pothuluri, J P Freeman, T M Heinze, R D Beger, C E Cerniglia. Biotransformation of vinclozolin by the fungus Cunninghamella elegans. Journal of agricultural and food chemistry. 2000 Dec; 48(12):6138-48. doi: 10.1021/jf0008543. [PMID: 11312787]
  • W J Moorman, K L Cheever, S R Skaggs, J C Clark, T W Turner, K L Marlow, S M Schrader. Male adolescent exposure to endocrine-disrupting pesticides: vinclozolin exposure in peripubertal rabbits. Andrologia. 2000 Sep; 32(4-5):285-93. doi: 10.1046/j.1439-0272.2000.00400.x. [PMID: 11021521]
  • D E Wedge, D G Nagle. A new 2D-TLC bioautography method for the discovery of novel antifungal agents To control plant pathogens. Journal of natural products. 2000 Aug; 63(8):1050-4. doi: 10.1021/np990628r. [PMID: 10978195]
  • E Monosson, W R Kelce, C Lambright, J Ostby, L E Gray. Peripubertal exposure to the antiandrogenic fungicide, vinclozolin, delays puberty, inhibits the development of androgen-dependent tissues, and alters androgen receptor function in the male rat. Toxicology and industrial health. 1999 Jan; 15(1-2):65-79. doi: 10.1177/074823379901500107. [PMID: 10188192]
  • M J Ronis, M Celander, T M Badger. Cytochrome P450 enzymes in the kidney of the bobwhite quail (Colinus virginianus): induction and inhibition by ergosterol biosynthesis inhibiting fungicides. Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology. 1998 Nov; 121(1-3):221-9. doi: 10.1016/s0742-8413(98)10043-9. [PMID: 9972464]
  • S Radice, L Marabini, M Gervasoni, M Ferraris, E Chiesara. Adaptation to oxidative stress: effects of vinclozolin and iprodione on the HepG2 cell line. Toxicology. 1998 Aug; 129(2-3):183-91. doi: 10.1016/s0300-483x(98)00086-9. [PMID: 9772096]
  • J Ashby, P A Lefevre. The weanling male rat as an assay for endocrine disruption: preliminary observations. Regulatory toxicology and pharmacology : RTP. 1997 Dec; 26(3):330-7. doi: 10.1006/rtph.1997.1177. [PMID: 9441923]
  • W R Kelce, E M Wilson. Environmental antiandrogens: developmental effects, molecular mechanisms, and clinical implications. Journal of molecular medicine (Berlin, Germany). 1997 Mar; 75(3):198-207. doi: 10.1007/s001090050104. [PMID: 9106076]
  • W R Kelce, C R Lambright, L E Gray, K P Roberts. Vinclozolin and p,p'-DDE alter androgen-dependent gene expression: in vivo confirmation of an androgen receptor-mediated mechanism. Toxicology and applied pharmacology. 1997 Jan; 142(1):192-200. doi: 10.1006/taap.1996.7966. [PMID: 9007049]
  • P Hrelia, C Fimognari, F Maffei, F Vigagni, R Mesirca, L Pozzetti, M Paolini, G Cantelli Forti. The genetic and non-genetic toxicity of the fungicide Vinclozolin. Mutagenesis. 1996 Sep; 11(5):445-53. doi: 10.1093/mutage/11.5.445. [PMID: 8921505]
  • M J Ronis, M Ingelman-Sundberg, T M Badger. Induction, suppression and inhibition of multiple hepatic cytochrome P450 isozymes in the male rat and bobwhite quail (Colinus virginianus) by ergosterol biosynthesis inhibiting fungicides (EBIFs). Biochemical pharmacology. 1994 Nov; 48(10):1953-65. doi: 10.1016/0006-2952(94)90594-0. [PMID: 7986207]
  • L E Gray, J S Ostby, W R Kelce. Developmental effects of an environmental antiandrogen: the fungicide vinclozolin alters sex differentiation of the male rat. Toxicology and applied pharmacology. 1994 Nov; 129(1):46-52. doi: 10.1006/taap.1994.1227. [PMID: 7974495]