3,5,6-Trichloro-2-pyridinol (BioDeep_00000018589)

 

Secondary id: BioDeep_00000014971

human metabolite blood metabolite


代谢物信息卡片


3,5,6-trichloro-2-Pyridinol sodium salt

化学式: C5H2Cl3NO (196.9201972)
中文名称: 3,5,6-三氯-2-吡啶酚
谱图信息: 最多检出来源 Homo sapiens(blood) 57.94%

分子结构信息

SMILES: C1=C(C(=O)NC(=C1Cl)Cl)Cl
InChI: InChI=1S/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10)

描述信息

Environmental contaminant arising from the degradation of Chlorpyrifos HHB89-F and Triclopyr DLG07-O.
Environmental contaminant arising from the degradation of Chlorpyrifos HHB89-F and Triclopyr DLG07-O
D010575 - Pesticides > D006540 - Herbicides
D016573 - Agrochemicals

同义名列表

13 个代谢物同义名

3,5,6-trichloro-2-Pyridinol sodium salt; 3,5,6-trichloro-2-Hydroxypyridine; 2,3,5-trichloro-6-Hydroxypyridine; 2-Hydroxy-3,5,6-trichloropyridine; 3,5,6-trichloro-2(1H)-Pyridinone; 3,5,6-Trichloro-2-pyridin-2-one; 3,5,6-trichloro-2(1H)-Pyridone; 3,5,6-Trichloropyridine-2-ol; 3,5,6 trichloro 2-Pyridinal; 3,5,6-Trichloropyridin-2-ol; 3,5,6-TRICHLORO-2-PYRIDINOL; 3,5,6-trichloro-2-Pyridone; TCP



数据库引用编号

12 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)

2 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

  • Ensiyeh Taheri, Mohammad Mehdi Amin, Seyede Shahrbanoo Daniali, Ibrahim Abdollahpour, Ali Fatehizadeh, Roya Kelishadi. Health risk assessment of exposure to chlorpyrifos in pregnant women using deterministic and probabilistic approaches. PloS one. 2022; 17(1):e0262127. doi: 10.1371/journal.pone.0262127. [PMID: 35051200]
  • W Kent Anger, Fayssal M Farahat, Pamela J Lein, Michael R Lasarev, James R Olson, Taghreed M Farahat, Diane S Rohlman. Magnitude of behavioral deficits varies with job-related chlorpyrifos exposure levels among Egyptian pesticide workers. Neurotoxicology. 2020 03; 77(?):216-230. doi: 10.1016/j.neuro.2020.01.012. [PMID: 32006538]
  • Jordi Blanco, Laia Guardia-Escote, Miquel Mulero, Pia Basaure, Judit Biosca-Brull, Maria Cabré, Maria Teresa Colomina, José L Domingo, Domènec J Sánchez. Obesogenic effects of chlorpyrifos and its metabolites during the differentiation of 3T3-L1 preadipocytes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Mar; 137(?):111171. doi: 10.1016/j.fct.2020.111171. [PMID: 32017950]
  • Diane S Rohlman, Ahmed Ismail, Matthew R Bonner, Gaafar Abdel Rasoul, Olfat Hendy, Lizette Ortega Dickey, Kai Wang, James R Olson. Occupational pesticide exposure and symptoms of attention deficit hyperactivity disorder in adolescent pesticide applicators in Egypt. Neurotoxicology. 2019 09; 74(?):1-6. doi: 10.1016/j.neuro.2019.05.002. [PMID: 31077682]
  • Jianqiu Guo, Jiming Zhang, Chunhua Wu, Shenliang Lv, Dasheng Lu, Xiaojuan Qi, Shuai Jiang, Chao Feng, Haixing Yu, Weijiu Liang, Xiuli Chang, Yubin Zhang, Hao Xu, Yang Cao, Guoquan Wang, Zhijun Zhou. Associations of prenatal and childhood chlorpyrifos exposure with Neurodevelopment of 3-year-old children. Environmental pollution (Barking, Essex : 1987). 2019 Aug; 251(?):538-546. doi: 10.1016/j.envpol.2019.05.040. [PMID: 31108286]
  • Albert Atabila, Dung Tri Phung, Ross Sadler, Des Connell, Cordia Chu. Comparative evaluation of chlorpyrifos exposure estimates from whole-body dermal dosimetry and urinary trichloro-2-pyridinol (TCP) methods. Ecotoxicology and environmental safety. 2019 May; 172(?):439-443. doi: 10.1016/j.ecoenv.2019.01.077. [PMID: 30735976]
  • E D Bempelou, J G Vontas, K S Liapis, V N Ziogas. Biodegradation of chlorpyrifos and 3,5,6-trichloro-2-pyridinol by the epiphytic yeasts Rhodotorula glutinis and Rhodotorula rubra. Ecotoxicology (London, England). 2018 Dec; 27(10):1368-1378. doi: 10.1007/s10646-018-1992-7. [PMID: 30343485]
  • Albert Atabila, Ross Sadler, Dung Tri Phung, Jonathan N Hogarh, Stewart Carswell, Scott Turner, Renu Patel, Des Connell, Cordia Chu. Biomonitoring of chlorpyrifos exposure and health risk assessment among applicators on rice farms in Ghana. Environmental science and pollution research international. 2018 Jul; 25(21):20854-20867. doi: 10.1007/s11356-018-2259-9. [PMID: 29766419]
  • Jeanette M Van Emon, Peipei Pan, Frank van Breukelen. Effects of chlorpyrifos and trichloropyridinol on HEK 293 human embryonic kidney cells. Chemosphere. 2018 Jan; 191(?):537-547. doi: 10.1016/j.chemosphere.2017.10.039. [PMID: 29059561]
  • Catherine L Callahan, Lamya A Hamad, James R Olson, Ahmed A Ismail, Gaafar Abdel-Rasoul, Olfat Hendy, Diane S Rohlman, Matthew R Bonner. Longitudinal assessment of occupational determinants of chlorpyrifos exposure in adolescent pesticide workers in Egypt. International journal of hygiene and environmental health. 2017 11; 220(8):1356-1362. doi: 10.1016/j.ijheh.2017.09.006. [PMID: 28939184]
  • Jordan Ned Smith, Zana A Carver, Thomas J Weber, Charles Timchalk. Predicting Transport of 3,5,6-Trichloro-2-Pyridinol Into Saliva Using a Combination Experimental and Computational Approach. Toxicological sciences : an official journal of the Society of Toxicology. 2017 06; 157(2):438-450. doi: 10.1093/toxsci/kfx055. [PMID: 28402492]
  • Vandana Dahiya, Bhawna Chaubey, Ashok K Dhaharwal, Samanwita Pal. Solvent-dependent binding interactions of the organophosphate pesticide, chlorpyrifos (CPF), and its metabolite, 3,5,6-trichloro-2-pyridinol (TCPy), with Bovine Serum Albumin (BSA): A comparative fluorescence quenching analysis. Pesticide biochemistry and physiology. 2017 Jun; 139(?):92-100. doi: 10.1016/j.pestbp.2017.04.011. [PMID: 28595929]
  • George F Antonious, Eric T Turley, Mutari Abubakari, John C Snyder. Dissipation, half-lives, and mass spectrometric identification of chlorpyrifos and its two metabolites on field-grown collard and kale. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2017 Apr; 52(4):251-255. doi: 10.1080/03601234.2016.1270683. [PMID: 28080209]
  • Ram B Jain. Association between thyroid function and urinary levels of 3,5,6-trichloro-2-pyridinol: data from NHANES 2007-2008. Environmental science and pollution research international. 2017 Jan; 24(3):2820-2826. doi: 10.1007/s11356-016-8007-0. [PMID: 27838902]
  • Ahmed A Ismail, Kai Wang, James R Olson, Matthew R Bonner, Olfat Hendy, Gaafar Abdel Rasoul, Diane S Rohlman. The impact of repeated organophosphorus pesticide exposure on biomarkers and neurobehavioral outcomes among adolescent pesticide applicators. Journal of toxicology and environmental health. Part A. 2017; 80(10-12):542-555. doi: 10.1080/15287394.2017.1362612. [PMID: 28880741]
  • Berna van Wendel de Joode, Ana M Mora, Christian H Lindh, David Hernández-Bonilla, Leonel Córdoba, Catharina Wesseling, Jane A Hoppin, Donna Mergler. Pesticide exposure and neurodevelopment in children aged 6-9 years from Talamanca, Costa Rica. Cortex; a journal devoted to the study of the nervous system and behavior. 2016 12; 85(?):137-150. doi: 10.1016/j.cortex.2016.09.003. [PMID: 27773359]
  • Lei Wang, Zhen Liu, Junjie Zhang, Yinghong Wu, Hongwen Sun. Chlorpyrifos exposure in farmers and urban adults: Metabolic characteristic, exposure estimation, and potential effect of oxidative damage. Environmental research. 2016 08; 149(?):164-170. doi: 10.1016/j.envres.2016.05.011. [PMID: 27208467]
  • Yongfeng Deng, Yan Zhang, Yifeng Lu, Yanping Zhao, Hongqiang Ren. Hepatotoxicity and nephrotoxicity induced by the chlorpyrifos and chlorpyrifos-methyl metabolite, 3,5,6-trichloro-2-pyridinol, in orally exposed mice. The Science of the total environment. 2016 Feb; 544(?):507-14. doi: 10.1016/j.scitotenv.2015.11.162. [PMID: 26674679]
  • Razia Alam Gilani, Mazhar Rafique, Abdul Rehman, Muhammad Farooq Hussain Munis, Shafiq Ur Rehman, Hassan Javed Chaudhary. Biodegradation of chlorpyrifos by bacterial genus Pseudomonas. Journal of basic microbiology. 2016 Feb; 56(2):105-19. doi: 10.1002/jobm.201500336. [PMID: 26837064]
  • Jayanthi Abraham, Sivagnanam Silambarasan. Biodegradation of chlorpyrifos and its hydrolysis product 3,5,6-trichloro-2-pyridinol using a novel bacterium Ochrobactrum sp. JAS2: A proposal of its metabolic pathway. Pesticide biochemistry and physiology. 2016 Jan; 126(?):13-21. doi: 10.1016/j.pestbp.2015.07.001. [PMID: 26778429]
  • Yihua Liu, Runhong Mo, Fubin Tang, Yan Fu, Yirong Guo. Influence of different formulations on chlorpyrifos behavior and risk assessment in bamboo forest of China. Environmental science and pollution research international. 2015 Dec; 22(24):20245-54. doi: 10.1007/s11356-015-5272-2. [PMID: 26308925]
  • Marsha K Morgan. Predictors of urinary levels of 2,4-dichlorophenoxyacetic acid, 3,5,6-trichloro-2-pyridinol, 3-phenoxybenzoic acid, and pentachlorophenol in 121 adults in Ohio. International journal of hygiene and environmental health. 2015 Jul; 218(5):479-88. doi: 10.1016/j.ijheh.2015.03.015. [PMID: 25891895]
  • Catherine L Callahan, Manal Al-Batanony, Ahmed A Ismail, Gaafar Abdel-Rasoul, Olfat Hendy, James R Olson, Diane S Rohlman, Matthew R Bonner. Chlorpyrifos exposure and respiratory health among adolescent agricultural workers. International journal of environmental research and public health. 2014 Dec; 11(12):13117-29. doi: 10.3390/ijerph111213117. [PMID: 25522051]
  • Dhirendra Nath Barman, Md Azizul Haque, Shah Md Asraful Islam, Han Dae Yun, Min Keun Kim. Cloning and expression of ophB gene encoding organophosphorus hydrolase from endophytic Pseudomonas sp. BF1-3 degrades organophosphorus pesticide chlorpyrifos. Ecotoxicology and environmental safety. 2014 Oct; 108(?):135-41. doi: 10.1016/j.ecoenv.2014.06.023. [PMID: 25062445]
  • Jordan Ned Smith, Paul M Hinderliter, Charles Timchalk, Michael J Bartels, Torka S Poet. A human life-stage physiologically based pharmacokinetic and pharmacodynamic model for chlorpyrifos: development and validation. Regulatory toxicology and pharmacology : RTP. 2014 Aug; 69(3):580-97. doi: 10.1016/j.yrtph.2013.10.005. [PMID: 24200834]
  • Rui Li, Liang He, Ting Zhou, Xiaofeng Ji, Mingrong Qian, Yu Zhou, Qiang Wang. Simultaneous determination of chlorpyrifos and 3,5,6-trichloro-2-pyridinol in duck muscle by modified QuEChERS coupled to gas chromatography tandem mass spectrometry (GC-MS/MS). Analytical and bioanalytical chemistry. 2014 May; 406(12):2899-907. doi: 10.1007/s00216-014-7717-8. [PMID: 24691719]
  • Khalid Khan, Ahmed A Ismail, Gaafar Abdel Rasoul, Matthew R Bonner, Michael R Lasarev, Olfat Hendy, Manal Al-Batanony, Alice L Crane, Steven T Singleton, James R Olson, Diane S Rohlman. Longitudinal assessment of chlorpyrifos exposure and self-reported neurological symptoms in adolescent pesticide applicators. BMJ open. 2014 Mar; 4(3):e004177. doi: 10.1136/bmjopen-2013-004177. [PMID: 24595133]
  • Gamola Z Fortenberry, John D Meeker, Brisa N Sánchez, Dana Boyd Barr, Parinya Panuwet, David Bellinger, Lourdes Schnaas, Maritsa Solano-González, Adrienne S Ettinger, Mauricio Hernandez-Avila, Howard Hu, Martha Maria Tellez-Rojo. Urinary 3,5,6-trichloro-2-pyridinol (TCPY) in pregnant women from Mexico City: distribution, temporal variability, and relationship with child attention and hyperactivity. International journal of hygiene and environmental health. 2014 Mar; 217(2-3):405-12. doi: 10.1016/j.ijheh.2013.07.018. [PMID: 24001412]
  • Kelly J Trunnelle, Deborah H Bennett, Nicolle S Tulve, Matthew Scott Clifton, Mark D Davis, Antonia M Calafat, Rebecca Moran, Daniel J Tancredi, Irva Hertz-Picciotto. Urinary pyrethroid and chlorpyrifos metabolite concentrations in Northern California families and their relationship to indoor residential insecticide levels, part of the Study of Use of Products and Exposure Related Behavior (SUPERB). Environmental science & technology. 2014; 48(3):1931-9. doi: 10.1021/es403661a. [PMID: 24422434]
  • Ping Liu, Chun-hua Wu, Xiu-li Chang, Xiao-juan Qi, Ming-lan Zheng, Zhi-jun Zhou. Assessment of chlorpyrifos exposure and absorbed daily doses among infants living in an agricultural area of the Province of Jiangsu, China. International archives of occupational and environmental health. 2014; 87(7):753-62. doi: 10.1007/s00420-013-0918-1. [PMID: 24257932]
  • Marsha K Morgan, Paul A Jones. Dietary predictors of young children's exposure to current-use pesticides using urinary biomonitoring. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Dec; 62(?):131-41. doi: 10.1016/j.fct.2013.08.029. [PMID: 23973405]
  • Na Wang, Juan Sun, Lili Shi, Guixiang Ji, Guosong Chen. [Determination of chlorpyrifos' main metabolite 3,5,6-trichloro-2-pyridinol in human urine by ultra performance liquid chromatography coupled with tandem mass spectrometry]. Se pu = Chinese journal of chromatography. 2013 Sep; 31(9):903-7. doi: 10.3724/sp.j.1123.2013.02034. [PMID: 24392630]
  • Dung Tri Phung, Des Connell, Qiming Yu, Cordia Chu. Health risk characterization of chlorpyrifos using epidemiological dose-response data and probabilistic techniques: a case study with rice farmers in Vietnam. Risk analysis : an official publication of the Society for Risk Analysis. 2013 Sep; 33(9):1596-607. doi: 10.1111/risa.12023. [PMID: 23469779]
  • Alice L Crane, Gaafar Abdel Rasoul, Ahmed A Ismail, Olfat Hendy, Matthew R Bonner, Michael R Lasarev, Manal Al-Batanony, Steven T Singleton, Khalid Khan, James R Olson, Diane S Rohlman. Longitudinal assessment of chlorpyrifos exposure and effect biomarkers in adolescent Egyptian agricultural workers. Journal of exposure science & environmental epidemiology. 2013 Jul; 23(4):356-62. doi: 10.1038/jes.2012.113. [PMID: 23321857]
  • Lukas Schmidt, Johannes Müller, Thomas Göen. Simultaneous monitoring of seven phenolic metabolites of endocrine disrupting compounds (EDC) in human urine using gas chromatography with tandem mass spectrometry. Analytical and bioanalytical chemistry. 2013 Feb; 405(6):2019-29. doi: 10.1007/s00216-012-6618-y. [PMID: 23241820]
  • Edward F Krieg. The relationships between pesticide metabolites and neurobehavioral test performance in the third National Health and Nutrition Examination Survey. Archives of environmental & occupational health. 2013; 68(1):39-46. doi: 10.1080/19338244.2011.633125. [PMID: 23298423]
  • Corie A Ellison, Alice L Crane, Matthew R Bonner, James B Knaak, Richard W Browne, Pamela J Lein, James R Olson. PON1 status does not influence cholinesterase activity in Egyptian agricultural workers exposed to chlorpyrifos. Toxicology and applied pharmacology. 2012 Dec; 265(3):308-15. doi: 10.1016/j.taap.2012.08.031. [PMID: 22975224]
  • Jordan Ned Smith, Jun Wang, Yuehe Lin, Elise M Klohe, Charles Timchalk. Pharmacokinetics and pharmacodynamics of chlorpyrifos and 3,5,6-trichloro-2-pyridinol in rat saliva after chlorpyrifos administration. Toxicological sciences : an official journal of the Society of Toxicology. 2012 Dec; 130(2):245-56. doi: 10.1093/toxsci/kfs251. [PMID: 22874420]
  • Kateryna Babina, Maureen Dollard, Louis Pilotto, John W Edwards. Environmental exposure to organophosphorus and pyrethroid pesticides in South Australian preschool children: a cross sectional study. Environment international. 2012 Nov; 48(?):109-20. doi: 10.1016/j.envint.2012.07.007. [PMID: 22892382]
  • Fiaz Ahmad, Samina Iqbal, Samina Anwar, Muhammad Afzal, Ejazul Islam, Tanveer Mustafa, Qaiser M Khan. Enhanced remediation of chlorpyrifos from soil using ryegrass (Lollium multiflorum) and chlorpyrifos-degrading bacterium Bacillus pumilus C2A1. Journal of hazardous materials. 2012 Oct; 237-238(?):110-5. doi: 10.1016/j.jhazmat.2012.08.006. [PMID: 22959266]
  • Berna van Wendel de Joode, Douglas Barraza, Clemens Ruepert, Ana María Mora, Leonel Córdoba, Mattias Oberg, Catharina Wesseling, Donna Mergler, Christian H Lindh. Indigenous children living nearby plantations with chlorpyrifos-treated bags have elevated 3,5,6-trichloro-2-pyridinol (TCPy) urinary concentrations. Environmental research. 2012 Aug; 117(?):17-26. doi: 10.1016/j.envres.2012.04.006. [PMID: 22749112]
  • Na Wu, Fengtong Hao, Xiaojia Yu. Peripheral nerve and skin damage associated with working in a STCP factory: report of four cases. Clinical toxicology (Philadelphia, Pa.). 2012 Jul; 50(6):514-7. doi: 10.3109/15563650.2012.696200. [PMID: 22702901]
  • Dung Tri Phung, Des Connell, Greg Miller, Cordia Chu. Probabilistic assessment of chlorpyrifos exposure to rice farmers in Viet Nam. Journal of exposure science & environmental epidemiology. 2012 Jul; 22(4):417-23. doi: 10.1038/jes.2012.32. [PMID: 22588217]
  • Gamola Z Fortenberry, Howard Hu, Mary Turyk, Dana Boyd Barr, John D Meeker. Association between urinary 3, 5, 6-trichloro-2-pyridinol, a metabolite of chlorpyrifos and chlorpyrifos-methyl, and serum T4 and TSH in NHANES 1999-2002. The Science of the total environment. 2012 May; 424(?):351-5. doi: 10.1016/j.scitotenv.2012.02.039. [PMID: 22425279]
  • Dung Tri Phung, Des Connell, Greg Miller, Mary Hodge, Renu Patel, Ron Cheng, Manel Abeyewardene, Cordia Chu. Biological monitoring of chlorpyrifos exposure to rice farmers in Vietnam. Chemosphere. 2012 Apr; 87(4):294-300. doi: 10.1016/j.chemosphere.2011.11.075. [PMID: 22209251]
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  • Dana Boyd Barr, Lee-Yang Wong, Roberto Bravo, Gayanga Weerasekera, Martins Odetokun, Paula Restrepo, Do-Gyun Kim, Carolina Fernandez, Ralph D Whitehead, Jose Perez, Maribel Gallegos, Bryan L Williams, Larry L Needham. Urinary concentrations of dialkylphosphate metabolites of organophosphorus pesticides: National Health and Nutrition Examination Survey 1999-2004. International journal of environmental research and public health. 2011 08; 8(8):3063-98. doi: 10.3390/ijerph8083063. [PMID: 21909292]
  • Aaron Blair, Kent Thomas, Joseph Coble, Dale P Sandler, Cynthia J Hines, Charles F Lynch, Charles Knott, Mark P Purdue, Shelia Hoar Zahm, Michael C R Alavanja, Mustafa Dosemeci, Freya Kamel, Jane A Hoppin, Laura Beane Freeman, Jay H Lubin. Impact of pesticide exposure misclassification on estimates of relative risks in the Agricultural Health Study. Occupational and environmental medicine. 2011 Jul; 68(7):537-41. doi: 10.1136/oem.2010.059469. [PMID: 21257983]
  • Fayssal M Farahat, Corie A Ellison, Matthew R Bonner, Barbara P McGarrigle, Alice L Crane, Richard A Fenske, Michael R Lasarev, Diane S Rohlman, W Kent Anger, Pamela J Lein, James R Olson. Biomarkers of chlorpyrifos exposure and effect in Egyptian cotton field workers. Environmental health perspectives. 2011 Jun; 119(6):801-6. doi: 10.1289/ehp.1002873. [PMID: 21224175]
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  • Melinda Bigelow Dyk, Zhenshan Chen, Sasan Mosadeghi, Helen Vega, Robert Krieger. Pilot biomonitoring of adults and children following use of chlorpyrifos shampoo and flea collars on dogs. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2011; 46(1):97-104. doi: 10.1080/03601234.2011.534966. [PMID: 21240711]
  • Nancy K Wilson, Warren J Strauss, Nicole Iroz-Elardo, Jane C Chuang. Exposures of preschool children to chlorpyrifos, diazinon, pentachlorophenol, and 2,4-dichlorophenoxyacetic acid over 3 years from 2003 to 2005: A longitudinal model. Journal of exposure science & environmental epidemiology. 2010 Sep; 20(6):546-58. doi: 10.1038/jes.2009.45. [PMID: 19724304]
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