Hexachlorobutadiene (BioDeep_00000008491)

 

Secondary id: BioDeep_00001873664

human metabolite blood metabolite Volatile Flavor Compounds natural product


代谢物信息卡片


HEXACHLORO-1,3-BUTADIENE

化学式: C4Cl6 (257.81311800000003)
中文名称: 六氯-1,3-丁二烯, 六氯丁二烯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(=C(Cl)Cl)(C(=C(Cl)Cl)Cl)Cl
InChI: InChI=1S/C4Cl6/c5-1(3(7)8)2(6)4(9)10

描述信息

D016573 - Agrochemicals
D010575 - Pesticides

同义名列表

6 个代谢物同义名

HEXACHLORO-1,3-BUTADIENE; Hexachlorobuta-1,3-diene; Hexachlorobutadiene; HCBD; Hexachloro-1,3-butadiene; Hexachlorobutadiene



数据库引用编号

13 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)

7 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

  • Minmin Yang, Huiting Mao, Hongli Li, Fengchun Yang, Fangfang Cao, Yan Wang. Quantifying Concentrations and Emissions of Hexachlorobutadiene - A New Atmospheric Persistent Organic Pollutant in northern China. Environmental research. 2023 01; 216(Pt 1):114139. doi: 10.1016/j.envres.2022.114139. [PMID: 36084678]
  • Mohammad Taher Boroushaki, Sahar Fanoudi, Arezoo Rajabian, Samaneh Boroumand, Azita Aghaee, Azar Hosseini. Evaluation of Rheum Turkestanicum in Hexachlorobutadien-Induced Renal Toxicity. Drug research. 2019 Aug; 69(8):434-438. doi: 10.1055/a-0821-5653. [PMID: 30822796]
  • Xingwang Hou, Haiyan Zhang, Yanlin Li, Miao Yu, Jiyan Liu, Guibin Jiang. Bioaccumulation of hexachlorobutadiene in pumpkin seedlings after waterborne exposure. Environmental science. Processes & impacts. 2017 Oct; 19(10):1327-1335. doi: 10.1039/c7em00304h. [PMID: 28876016]
  • Patrizia Cristofori, Aisha V Sauer, Andrea Trevisan. Three common pathways of nephrotoxicity induced by halogenated alkenes. Cell biology and toxicology. 2015 Feb; 31(1):1-13. doi: 10.1007/s10565-015-9293-x. [PMID: 25665826]
  • Zhenwu Tang, Qifei Huang, Jiali Cheng, Dan Qu, Yufei Yang, Wei Guo. Distribution and accumulation of hexachlorobutadiene in soils and terrestrial organisms from an agricultural area, East China. Ecotoxicology and environmental safety. 2014 Oct; 108(?):329-34. doi: 10.1016/j.ecoenv.2014.07.024. [PMID: 25124679]
  • Haiyan Zhang, Yawei Wang, Cheng Sun, Miao Yu, Yan Gao, Thanh Wang, Jiyan Liu, Guibin Jiang. Levels and distributions of hexachlorobutadiene and three chlorobenzenes in biosolids from wastewater treatment plants and in soils within and surrounding a chemical plant in China. Environmental science & technology. 2014; 48(3):1525-31. doi: 10.1021/es405171t. [PMID: 24401031]
  • Hamid Reza Sadeghnia, Bahareh Sadat Yousefsani, Moien Rashidfar, Mohammad Taher Boroushaki, Elham Asadpour, Ahmad Ghorbani. Protective effect of rutin on hexachlorobutadiene-induced nephrotoxicity. Renal failure. 2013 Sep; 35(8):1151-5. doi: 10.3109/0886022x.2013.815546. [PMID: 23876083]
  • David P Maguire, John A Turton, Cheryl L Scudamore, Aubrey J Swain, Fiona J McClure, Rosemary Smyth, Ines B Pereira, Michael R Munday, Malcolm J York. Correlation of histopathology, urinary biomarkers, and gene expression responses following hexachloro-1:3-butadiene-induced acute nephrotoxicity in male Hanover Wistar rats: a 28-day time course study. Toxicologic pathology. 2013 Jul; 41(5):779-94. doi: 10.1177/0192623312464306. [PMID: 23136149]
  • Patrizia Cristofori, Rossella Defazio, Arianna Chiusolo, Michele Mongillo, Giovanni Battista Bartolucci, Federica Chiara, Andrea Trevisan. Hyaline droplet accumulation in kidney of rats treated with hexachloro-1:3-butadiene: influence of age, dose and time-course. Journal of applied toxicology : JAT. 2013 Mar; 33(3):183-9. doi: 10.1002/jat.1732. [PMID: 21913211]
  • Christina Schreier, Werner Kremer, Fritz Huber, Sindy Neumann, Philipp Pagel, Kai Lienemann, Sabine Pestel. Reproducibility of NMR analysis of urine samples: impact of sample preparation, storage conditions, and animal health status. BioMed research international. 2013; 2013(?):878374. doi: 10.1155/2013/878374. [PMID: 23865070]
  • Aubrey Swain, John Turton, Cheryl Scudamore, David Maguire, Ines Pereira, Sofia Freitas, Rosemary Smyth, Michael Munday, Clare Stamp, Mitul Gandhi, Surjit Sondh, Holly Ashall, Ian Francis, Jennifer Woodfine, John Bowles, Malcolm York. Nephrotoxicity of hexachloro-1:3-butadiene in the male Hanover Wistar rat; correlation of minimal histopathological changes with biomarkers of renal injury. Journal of applied toxicology : JAT. 2012 Jun; 32(6):417-28. doi: 10.1002/jat.1727. [PMID: 21905055]
  • Aubrey Swain, John Turton, Cheryl L Scudamore, Ines Pereira, Neeti Viswanathan, Rosemary Smyth, Michael Munday, Fiona McClure, Mitul Gandhi, Surjit Sondh, Malcolm York. Urinary biomarkers in hexachloro-1:3-butadiene-induced acute kidney injury in the female Hanover Wistar rat; correlation of α-glutathione S-transferase, albumin and kidney injury molecule-1 with histopathology and gene expression. Journal of applied toxicology : JAT. 2011 May; 31(4):366-77. doi: 10.1002/jat.1624. [PMID: 21259293]
  • José Robles-Molina, Bienvenida Gilbert-López, Juan F García-Reyes, Antonio Molina-Díaz. Determination of organic priority pollutants in sewage treatment plant effluents by gas chromatography high-resolution mass spectrometry. Talanta. 2010 Sep; 82(4):1318-24. doi: 10.1016/j.talanta.2010.06.053. [PMID: 20801335]
  • Kenneth Macgregor, Ian W Oliver, Lynsay Harris, Ian M Ridgway. Persistent organic pollutants (PCB, DDT, HCH, HCB & BDE) in eels (Anguilla anguilla) in Scotland: current levels and temporal trends. Environmental pollution (Barking, Essex : 1987). 2010 Jul; 158(7):2402-11. doi: 10.1016/j.envpol.2010.04.005. [PMID: 20471146]
  • Mohammad Taher Bouroshaki, Hamid Reza Sadeghnia, Marjan Banihasan, Samaneh Yavari. Protective effect of pomegranate seed oil on hexachlorobutadiene-induced nephrotoxicity in rat kidneys. Renal failure. 2010 Jun; 32(5):612-7. doi: 10.3109/08860221003778056. [PMID: 20486845]
  • Arianna Chiusolo, Rossella Defazio, Edoardo Zanetti, Michele Mongillo, Nadia Mori, Patrizia Cristofori, Andrea Trevisan. Kidney injury molecule-1 expression in rat proximal tubule after treatment with segment-specific nephrotoxicants: a tool for early screening of potential kidney toxicity. Toxicologic pathology. 2010 Apr; 38(3):338-45. doi: 10.1177/0192623310362244. [PMID: 20305092]
  • Edoardo Zanetti, Arianna Chiusolo, Rossella Defazio, Alessandro Casartelli, Eleonora Cappelletti, Nicola Bocchini, Federica Chiara, Patrizia Cristofori, Andrea Trevisan. Evaluation of aging influence on renal toxicity caused by segment-specific nephrotoxicants of the proximal tubule in rat. Journal of applied toxicology : JAT. 2010 Mar; 30(2):142-50. doi: 10.1002/jat.1480. [PMID: 19742859]
  • Guan-lin Guo, Shi-jie Wang, Lie-yan Shi, Hui-ying Li, Chun-mei Han, Qing-bao Gu, Yun-zhe Cao, Fa-sheng Li. [Health risk analysis of VOC/SVOC contaminated soil in an abandoned chemical plant]. Huan jing ke xue= Huanjing kexue. 2010 Feb; 31(2):397-402. doi: . [PMID: 20391709]
  • Arianna Chiusolo, Rossella Defazio, Alessandro Casartelli, Nicola Bocchini, Michele Mongillo, Edoardo Zanetti, Patrizia Cristofori, Andrea Trevisan. Regucalcin down-regulation in rat kidney tissue after treatment with nephrotoxicants. Toxicology letters. 2008 Nov; 182(1-3):84-90. doi: 10.1016/j.toxlet.2008.08.014. [PMID: 18805471]
  • M T Li, L L Hao, L X Sheng, J B Xu. Identification and degradation characterization of hexachlorobutadiene degrading strain Serratia marcescens HL1. Bioresource technology. 2008 Oct; 99(15):6878-84. doi: 10.1016/j.biortech.2008.01.048. [PMID: 18337093]
  • Patrizia Cristofori, Edoardo Zanetti, Dolores Fregona, Alessandro Piaia, Andrea Trevisan. Renal proximal tubule segment-specific nephrotoxicity: an overview on biomarkers and histopathology. Toxicologic pathology. 2007 Feb; 35(2):270-5. doi: 10.1080/01926230601187430. [PMID: 17366321]
  • Giovanni Gambaro, Maria Luisa Valente, Edoardo Zanetti, Mila Della Barbera, Dorella Del Prete, Angela D'Angelo, Andrea Trevisan. Mild tubular damage induces calcium oxalate crystalluria in a model of subtle hyperoxaluria: Evidence that a second hit is necessary for renal lithogenesis. Journal of the American Society of Nephrology : JASN. 2006 Aug; 17(8):2213-9. doi: 10.1681/asn.2005121282. [PMID: 16790510]
  • Jonathan Verreault, Robert J Letcher, Derek C G Muir, Shaogang Chu, Wouter A Gebbink, Geir W Gabrielsen. New organochlorine contaminants and metabolites in plasma and eggs of glaucous gulls (Larus hyperboreus) from the Norwegian Arctic. Environmental toxicology and chemistry. 2005 Oct; 24(10):2486-99. doi: 10.1897/05-067r.1. [PMID: 16268150]
  • Andrea Trevisan, Patrizia Cristofori, Michela Beggio, Matteo Borella Venturini, Livio Di Marco, Edoardo Zanetti. Segmentary effects on the renal proximal tubule due to hexachloro-1,3-butadiene in rats: biomarkers related to gender. Journal of applied toxicology : JAT. 2005 Jan; 25(1):13-9. doi: 10.1002/jat.1004. [PMID: 15669050]
  • Sushil K Thukral, Paul J Nordone, Rong Hu, Leah Sullivan, Eric Galambos, Vincent D Fitzpatrick, Laura Healy, Michael B Bass, Mary E Cosenza, Cynthia A Afshari. Prediction of nephrotoxicant action and identification of candidate toxicity-related biomarkers. Toxicologic pathology. 2005; 33(3):343-55. doi: 10.1080/01926230590927230. [PMID: 15805072]
  • Mithat Bakoğlu, Aykan Karademir, Savaş Ayberk. An evaluation of the occupational health risks to workers in a hazardous waste incinerator. Journal of occupational health. 2004 Mar; 46(2):156-64. doi: 10.1539/joh.46.156. [PMID: 15090692]
  • M T Boroushaki. Development of resistance against hexachlorobutadiene in the proximal tubules of young male rat. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2003 Dec; 136(4):367-75. doi: 10.1016/j.cca.2003.10.010. [PMID: 15012908]
  • B Staples, M L P Howse, H Mason, G M Bell. Land contamination and urinary abnormalities: cause for concern?. Occupational and environmental medicine. 2003 Jul; 60(7):463-7. doi: 10.1136/oem.60.7.463. [PMID: 12819278]
  • Trevor Green, Robert Lee, David Farrar, James Hill. Assessing the health risks following environmental exposure to hexachlorobutadiene. Toxicology letters. 2003 Feb; 138(1-2):63-73. doi: 10.1016/s0378-4274(02)00372-7. [PMID: 12559693]
  • A Trevisan, M Giraldo, M Borella, S Bottegal, A Fabrello. Tubular segment-specific biomarkers of nephrotoxicity in the rat. Toxicology letters. 2001 Oct; 124(1-3):113-20. doi: 10.1016/s0378-4274(00)00282-4. [PMID: 11684363]
  • S Saw, T C Aw, R Sinniah. Urine laminin and kallikrein, markers of tubulointerstitial damage in experimental protein overload on pre-existing renal damage. Pathology. 2001 Feb; 33(1):37-43. doi: . [PMID: 11280606]
  • A Trevisan, P Cristofori, G Fanelli. Glutamine synthetase activity in rat urine as sensitive marker to detect S3 segment-specific injury of proximal tubule induced by xenobiotics. Archives of toxicology. 1999 Jun; 73(4-5):255-62. doi: 10.1007/s002040050614. [PMID: 10463391]
  • NULL. Hexachlorobutadiene. IARC monographs on the evaluation of carcinogenic risks to humans. 1999; 73(?):277-94. doi: NULL. [PMID: 10804958]
  • A Trevisan, P Cristofori, G Fanelli, F Bicciato, E Stocco. Glutamine transaminase K intranephron localization in rats determined by urinary excretion after treatment with segment-specific nephrotoxicants. Archives of toxicology. 1998 Jul; 72(8):531-5. doi: 10.1007/s002040050538. [PMID: 9765069]
  • G Birner, M Werner, E Rosner, C Mehler, W Dekant. Biotransformation, excretion, and nephrotoxicity of the hexachlorobutadiene metabolite (E)-N-acetyl-S-(1,2,3,4, 4-pentachlorobutadienyl)-L-cysteine sulfoxide. Chemical research in toxicology. 1998 Jul; 11(7):750-7. doi: 10.1021/tx970216n. [PMID: 9671537]
  • Y Nakagawa, Y Kitahori, M Cho, N Konishi, K Tsumatani, S Ozono, E Okajima, Y Hirao, Y Hiasa. Effect of hexachloro-1,3-butadiene on renal carcinogenesis in male rats pretreated with N-ethyl-N-hydroxyethylnitrosamine. Toxicologic pathology. 1998 May; 26(3):361-6. doi: 10.1177/019262339802600309. [PMID: 9608641]
  • E Fattore, L Müller, E Davoli, D Castelli, E Benfenati. Industrial pollutants in ground waters from northern Milan. Chemosphere. 1998 Apr; 36(9):2007-17. doi: 10.1016/s0045-6535(97)10085-6. [PMID: 9532728]
  • A Pähler, G Birner, M M Ott, W Dekant. Binding of hexachlorobutadiene to alpha 2u-globulin and its role in nephrotoxicity in rats. Toxicology and applied pharmacology. 1997 Dec; 147(2):372-80. doi: 10.1006/taap.1997.8293. [PMID: 9439732]
  • K W Seo, S Y Choung, K S Park, H J Kim. Alteration in the biliary and urinary excretion of acetaminophen metabolites by nephrotoxicants in rats. Research communications in molecular pathology and pharmacology. 1997 Mar; 95(3):305-17. doi: . [PMID: 9144837]
  • H S Kim, S H Cha, D G Abraham, A J Cooper, H Endou. Intranephron distribution of cysteine S-conjugate beta-lyase activity and its implication for hexachloro-1,3-butadiene-induced nephrotoxicity in rats. Archives of toxicology. 1997; 71(3):131-41. doi: 10.1007/s002040050367. [PMID: 9049049]
  • D Jonker, R A Woutersen, V J Feron. Toxicity of mixtures of nephrotoxicants with similar or dissimilar mode of action. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1996 Nov; 34(11-12):1075-82. doi: 10.1016/s0278-6915(97)00077-x. [PMID: 9119318]
  • L Bouthillier, M Charbonneau, J Brodeur. Assessment of the role of glutathione conjugation in the protection afforded by anethol dithiolthione against hexachloro-1,3-butadiene-induced nephrotoxicity. Toxicology and applied pharmacology. 1996 Jul; 139(1):177-85. doi: 10.1006/taap.1996.0156. [PMID: 8685901]
  • J Y Shim, A M Richard. Conformational aspects of glutathione conjugates of chlorinated alkenes: a computational study. Chemical research in toxicology. 1996 Apr; 9(3):667-75. doi: 10.1021/tx9501997. [PMID: 8728514]
  • K Saito, S Uwagawa, H Kaneko, K Shiba, Y Tomigahara, I Nakatsuka. Alpha 2u-globulins in the urine of male rats: a reliable indicator for alpha 2u-globulin accumulation in the kidney. Toxicology. 1996 Jan; 106(1-3):149-57. doi: 10.1016/0300-483x(95)03176-g. [PMID: 8571386]
  • W Dekant. Biotransformation and renal processing of nephrotoxic agents. Archives of toxicology. Supplement. = Archiv fur Toxikologie. Supplement. 1996; 18(?):163-72. doi: 10.1007/978-3-642-61105-6_17. [PMID: 8678792]
  • E A Lock, Y Sani, R B Moore, M B Finkelstein, M W Anders, A A Seawright. Bone marrow and renal injury associated with haloalkene cysteine conjugates in calves. Archives of toxicology. 1996; 70(10):607-19. doi: 10.1007/s002040050319. [PMID: 8870953]
  • M Werner, Z Guo, G Birner, W Dekant, F P Guengerich. The sulfoxidation of the hexachlorobutadiene metabolite N-acetyl-S-(1,2,3,4,4-pentachlorobutadienyl)-L-cysteine is catalyzed by human cytochrome P450 3A enzymes. Chemical research in toxicology. 1995 Oct; 8(7):917-23. doi: 10.1021/tx00049a004. [PMID: 8555406]
  • G Birner, M Werner, M M Ott, W Dekant. Sex differences in hexachlorobutadiene biotransformation and nephrotoxicity. Toxicology and applied pharmacology. 1995 Jun; 132(2):203-12. doi: 10.1006/taap.1995.1100. [PMID: 7785049]
  • G M Kirby, P H Bach. Enhanced hexachloro-1:3-butadiene nephrotoxicity in rats with a preexisting adriamycin-induced nephrotic syndrome. Toxicologic pathology. 1995 May; 23(3):303-12. doi: 10.1177/019262339502300307. [PMID: 7659954]
  • E A Lock. The role of mechanistic studies in understanding target organ toxicity. Archives of toxicology. Supplement. = Archiv fur Toxikologie. Supplement. 1994; 16(?):151-60. doi: 10.1007/978-3-642-78640-2_17. [PMID: 8192576]
  • A Wallin, K Ormstad, T Midtvedt. Limited role of the intestinal microflora in the nephrotoxicity of hexachloro-1,3-butadiene in rats. Toxicologic pathology. 1993 Sep; 21(5):443-8. doi: 10.1177/019262339302100503. [PMID: 8115821]
  • D Jonker, R A Woutersen, P J van Bladeren, H P Til, V J Feron. Subacute (4-wk) oral toxicity of a combination of four nephrotoxins in rats: comparison with the toxicity of the individual compounds. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1993 Feb; 31(2):125-36. doi: 10.1016/0278-6915(93)90126-j. [PMID: 8449457]
  • M L Anthony, C R Beddell, J C Lindon, J K Nicholson. Studies on the effects of L(alpha S,5S)-alpha-amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid (AT-125) on 4-aminophenol-induced nephrotoxicity in the Fischer 344 rat. Archives of toxicology. 1993; 67(10):696-705. doi: 10.1007/bf01973694. [PMID: 7907856]
  • D Jonker, M A Jones, P J van Bladeren, R A Woutersen, H P Til, V J Feron. Acute (24 hr) toxicity of a combination of four nephrotoxicants in rats compared with the toxicity of the individual compounds. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1993 Jan; 31(1):45-52. doi: 10.1016/0278-6915(93)90178-2. [PMID: 8095245]
  • J P Payan, D Beydon, J P Fabry, G Morel, M T Brondeau, M Ban, J De Ceaurriz. Partial contribution of biliary metabolites to nephrotoxicity, renal content and excretion of [14C]hexachloro-1,3-butadiene in rats. Journal of applied toxicology : JAT. 1993 Jan; 13(1):19-24. doi: 10.1002/jat.2550130106. [PMID: 8440871]
  • T R Driscoll, H H Hamdan, G Wang, P F Wright, N H Stacey. Concentrations of individual serum or plasma bile acids in workers exposed to chlorinated aliphatic hydrocarbons. British journal of industrial medicine. 1992 Oct; 49(10):700-5. doi: 10.1136/oem.49.10.700. [PMID: 1419858]
  • C L Bai, P J Canfield, N H Stacey. Effects of hexachloro-1,3- butadiene and 1,1,2,2- tetrachloroethylene on individual serum bile acids. Toxicology and industrial health. 1992 May; 8(3):191-203. doi: 10.1177/074823379200800305. [PMID: 1502697]
  • M Koob, W Dekant. Biotransformation of the hexachlorobutadiene metabolites 1-(glutathion-S-yl)-pentachlorobutadiene and 1-(cystein-S-yl)-pentachlorobutadiene in the isolated perfused rat liver. Xenobiotica; the fate of foreign compounds in biological systems. 1992 Jan; 22(1):125-38. doi: 10.3109/00498259209053109. [PMID: 1615703]
  • J P Payan, J P Fabry, D Beydon, J de Ceaurriz. Biliary excretion of hexachloro-1,3-butadiene and its relevance to tissue uptake and renal excretion in male rats. Journal of applied toxicology : JAT. 1991 Dec; 11(6):437-42. doi: 10.1002/jat.2550110610. [PMID: 1761801]
  • Y Gietl, S Vamvakas, M W Anders. Intestinal absorption of S-(pentachlorobutadienyl)glutathione and S-(pentachlorobutadienyl)-L-cysteine, the glutathione and cysteine S-conjugates of hexachlorobuta-1,3-diene. Drug metabolism and disposition: the biological fate of chemicals. 1991 May; 19(3):703-7. doi: . [PMID: 1680640]
  • Y S Gietl, M W Anders. Biosynthesis and biliary excretion of S-conjugates of hexachlorobuta-1,3-diene in the perfused rat liver. Drug metabolism and disposition: the biological fate of chemicals. 1991 Jan; 19(1):274-7. doi: NULL. [PMID: 1673413]
  • G Morel, J P Payan, J de Ceaurriz. Assessment of urinary rat beta 2-microglobulin by enzyme immunoassay. Toxicology letters. 1990 Aug; 52(3):301-9. doi: 10.1016/0378-4274(90)90040-s. [PMID: 2202081]
  • E A Lock, R G Schnellmann. The effect of haloalkene cysteine conjugates on rat renal glutathione reductase and lipoyl dehydrogenase activities. Toxicology and applied pharmacology. 1990 Jun; 104(1):180-90. doi: 10.1016/0041-008x(90)90293-4. [PMID: 2360207]
  • W Dekant, S Vamvakas, M W Anders. Bioactivation of hexachlorobutadiene by glutathione conjugation. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1990 Apr; 28(4):285-93. doi: 10.1016/0278-6915(90)90041-k. [PMID: 2192968]
  • J de Ceaurriz, M Ban. Role of gamma-glutamyltranspeptidase and beta-lyase in the nephrotoxicity of hexachloro-1,3-butadiene and methyl mercury in mice. Toxicology letters. 1990 Feb; 50(2-3):249-56. doi: 10.1016/0378-4274(90)90017-g. [PMID: 1689880]
  • R Reimschuessel, R O Bennett, E B May, M M Lipsky. Development of newly formed nephrons in the goldfish kidney following hexachlorobutadiene-induced nephrotoxicity. Toxicologic pathology. 1990; 18(1 Pt 1):32-8. doi: 10.1177/019262339001800105. [PMID: 2362986]
  • J S Finney, P H Bach, M C Bushell, N M Gregg, D G Taylor. The application of proton nuclear magnetic resonance imaging for the in vivo characterisation of chemically induced renal lesions in rats over a prolonged time study. Magnetic resonance imaging. 1990; 8(6):713-21. doi: 10.1016/0730-725x(90)90006-n. [PMID: 2266797]
  • P J Boogaard, G J Mulder, J F Nagelkerke. Isolated proximal tubular cells from rat kidney as an in vitro model for studies on nephrotoxicity. II. Alpha-methylglucose uptake as a sensitive parameter for mechanistic studies of acute toxicity by xenobiotics. Toxicology and applied pharmacology. 1989 Oct; 101(1):144-57. doi: 10.1016/0041-008x(89)90220-2. [PMID: 2799813]
  • R S Yang, K M Abdo, M R Elwell, A C Levy, L H Brennecke. Subchronic toxicology studies of hexachloro-1,3-butadiene (HCBD) in B6C3F1 mice by dietary incorporation. Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer. 1989 Jul; 9(4):323-32. doi: . [PMID: 2632770]
  • D Schrenk, W Dekant. Covalent binding of hexachlorobutadiene metabolites to renal and hepatic mitochondrial DNA. Carcinogenesis. 1989 Jun; 10(6):1139-41. doi: 10.1093/carcin/10.6.1139. [PMID: 2720907]
  • M MacFarlane, J R Foster, G G Gibson, L J King, E A Lock. Cysteine conjugate beta-lyase of rat kidney cytosol: characterization, immunocytochemical localization, and correlation with hexachlorobutadiene nephrotoxicity. Toxicology and applied pharmacology. 1989 Apr; 98(2):185-97. doi: 10.1016/0041-008x(89)90224-x. [PMID: 2711386]
  • K P Gartland, F W Bonner, J K Nicholson. Investigations into the biochemical effects of region-specific nephrotoxins. Molecular pharmacology. 1989 Feb; 35(2):242-50. doi: . [PMID: 2918855]
  • J De Ceaurriz, F Gagnaire, M Ban, P Bonnet. Assessment of the relative hazard involved with airborne irritants with additional hepatotoxic or nephrotoxic properties in mice. Journal of applied toxicology : JAT. 1988 Dec; 8(6):417-22. doi: 10.1002/jat.2550080606. [PMID: 2852685]
  • W Dekant, S Vamvakas, D Henschler, M W Anders. Enzymatic conjugation of hexachloro-1,3-butadiene with glutathione. Formation of 1-(glutathion-S-yl)-1,2,3,4,4-pentachlorobuta-1,3-diene and 1,4-bis(glutathion-S-yl)-1,2,3,4-tetrachlorobuta-1,3-diene. Drug metabolism and disposition: the biological fate of chemicals. 1988 Sep; 16(5):701-6. doi: . [PMID: 2906593]
  • D Schrenk, W Dekant, D Henschler. Metabolism and excretion of S-conjugates derived from hexachlorobutadiene in the isolated perfused rat kidney. Molecular pharmacology. 1988 Sep; 34(3):407-12. doi: . [PMID: 3419428]
  • M E Davis. Effects of AT-125 on the nephrotoxicity of hexachloro-1,3-butadiene in rats. Toxicology and applied pharmacology. 1988 Aug; 95(1):44-52. doi: 10.1016/s0041-008x(88)80006-1. [PMID: 2901150]
  • J H Smith. The use of renal cortical slices from the Fischer 344 rat as an in vitro model to evaluate nephrotoxicity. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1988 Jul; 11(1):132-42. doi: 10.1016/0272-0590(88)90277-1. [PMID: 2905310]
  • W Dekant, D Schrenk, S Vamvakas, D Henschler. Metabolism of hexachloro-1,3-butadiene in mice: in vivo and in vitro evidence for activation by glutathione conjugation. Xenobiotica; the fate of foreign compounds in biological systems. 1988 Jul; 18(7):803-16. doi: 10.3109/00498258809041719. [PMID: 3176519]
  • S Vamvakas, F J Kordowich, W Dekant, T Neudecker, D Henschler. Mutagenicity of hexachloro-1,3-butadiene and its S-conjugates in the Ames test--role of activation by the mercapturic acid pathway in its nephrocarcinogenicity. Carcinogenesis. 1988 Jun; 9(6):907-10. doi: 10.1093/carcin/9.6.907. [PMID: 3286031]
  • M Ban, J de Céaurriz. Probenecid-induced protection against acute hexachloro-1,3-butadiene and methyl mercury toxicity to the mouse kidney. Toxicology letters. 1988 Jan; 40(1):71-6. doi: 10.1016/0378-4274(88)90184-1. [PMID: 3341050]
  • I S Pratt, E A Lock. Deacetylation and further metabolism of the mercapturic acid of hexachloro-1,3-butadiene by rat kidney cytosol in vitro. Archives of toxicology. 1988; 62(5):341-5. doi: 10.1007/bf00293620. [PMID: 3242443]
  • S Vamvakas, D A Müller, W Dekant, D Henschler. DNA-binding of sulfur-containing metabolites from 35S-(pentachlorobutadienyl)-L-cysteine in bacteria and isolated renal tubular cells. Drug metabolism and drug interactions. 1988; 6(3-4):349-58. doi: 10.1515/dmdi.1988.6.3-4.349. [PMID: 3078293]
  • R G Schnellmann, E A Lock, L J Mandel. A mechanism of S-(1,2,3,4,4-pentachloro-1,3-butadienyl)-L-cysteine toxicity to rabbit renal proximal tubules. Toxicology and applied pharmacology. 1987 Sep; 90(3):513-21. doi: 10.1016/0041-008x(87)90143-8. [PMID: 3660416]
  • M D Stonard, C W Gore, G J Oliver, I K Smith. Urinary enzymes and protein patterns as indicators of injury to different regions of the kidney. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1987 Aug; 9(2):339-51. doi: 10.1016/0272-0590(87)90056-x. [PMID: 3653576]
  • T J Monks, S S Lau. Renal transport processes and glutathione conjugate-mediated nephrotoxicity. Drug metabolism and disposition: the biological fate of chemicals. 1987 Jul; 15(4):437-41. doi: NULL. [PMID: 2888613]
  • W Dekant, S Vamvakas, K Berthold, S Schmidt, D Wild, D Henschler. Bacterial beta-lyase mediated cleavage and mutagenicity of cysteine conjugates derived from the nephrocarcinogenic alkenes trichloroethylene, tetrachloroethylene and hexachlorobutadiene. Chemico-biological interactions. 1986 Oct; 60(1):31-45. doi: 10.1016/0009-2797(86)90015-3. [PMID: 3536138]
  • T W Jones, H Thor, S Orrenius. In vitro studies of mechanisms of cytotoxicity. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1986 Jun; 24(6-7):769-73. doi: 10.1016/0278-6915(86)90184-5. [PMID: 3781429]
  • M E Davis, W O Berndt, H M Mehendale. Effects of cysteine and diethylmaleate pretreatments on renal function and response to a nephrotoxicant. Archives of toxicology. 1986 May; 59(1):7-11. doi: 10.1007/bf00263949. [PMID: 3741149]
  • E A Lock, J Odum, P Ormond. Transport of N-acetyl-S-pentachloro-1,3-butadienylcysteine by rat renal cortex. Archives of toxicology. 1986 May; 59(1):12-5. doi: 10.1007/bf00263950. [PMID: 3741137]
  • D Reichert, S Schütz. Mercapturic acid formation is an activation and intermediary step in the metabolism of hexachlorobutadiene. Biochemical pharmacology. 1986 Apr; 35(8):1271-5. doi: 10.1016/0006-2952(86)90270-4. [PMID: 3516155]
  • J Ishmael, E A Lock. Nephrotoxicity of hexachlorobutadiene and its glutathione-derived conjugates. Toxicologic pathology. 1986; 14(2):258-62. doi: 10.1177/019262338601400216. [PMID: 3764322]
  • E A Lock, J Ishmael. Effect of the organic acid transport inhibitor probenecid on renal cortical uptake and proximal tubular toxicity of hexachloro-1,3-butadiene and its conjugates. Toxicology and applied pharmacology. 1985 Oct; 81(1):32-42. doi: 10.1016/0041-008x(85)90117-6. [PMID: 4049419]
  • L N Badaeva, L M Ovsiannikova, N I Kiseleva. [Manifestation of the neurotoxic effect of the organochlorine pesticide hexachlorobutadiene in the postnatal period of ontogeny in the rat]. Arkhiv anatomii, gistologii i embriologii. 1985 Aug; 89(8):44-9. doi: . [PMID: 2996466]
  • E J Ford, J Evans. Distribution of 5'-nucleotidase in the tissues of sheep and the effect of kidney and liver lesions on the activity of the enzyme in plasma and urine. Research in veterinary science. 1985 Jul; 39(1):103-9. doi: . [PMID: 2863857]
  • D Reichert, S Schütz, M Metzler. Excretion pattern and metabolism of hexachlorobutadiene in rats. Evidence for metabolic activation by conjugation reactions. Biochemical pharmacology. 1985 Feb; 34(4):499-505. doi: 10.1016/0006-2952(85)90180-7. [PMID: 3970719]
  • W R Hewitt, E M Brown. Nephrotoxic interactions between ketonic solvents and halogenated aliphatic chemicals. Fundamental and applied toxicology : official journal of the Society of Toxicology. 1984 Dec; 4(6):902-8. doi: 10.1016/0272-0590(84)90228-8. [PMID: 6394413]
  • J M Baggett, W O Berndt. Renal and hepatic glutathione concentrations in rats after treatment with hexachloro-1,3-butadiene and citrinin. Archives of toxicology. 1984 Nov; 56(1):46-9. doi: 10.1007/bf00316352. [PMID: 6517712]
  • M E Davis. Changes of hexachlorobutadiene nephrotoxicity after piperonyl butoxide treatment. Toxicology. 1984 Apr; 30(3):217-25. doi: 10.1016/0300-483x(84)90093-3. [PMID: 6710546]
  • J A Nash, L J King, E A Lock, T Green. The metabolism and disposition of hexachloro-1:3-butadiene in the rat and its relevance to nephrotoxicity. Toxicology and applied pharmacology. 1984 Mar; 73(1):124-37. doi: 10.1016/0041-008x(84)90061-9. [PMID: 6710510]