3,5,6-TRICHLORO-2-PYRIDINOL (BioDeep_00000014971)
Main id: BioDeep_00000018589
代谢物信息卡片
3,5,6-trichloropyridine-2-one
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 () 0%
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
A hydroxypyridine that is pyridin-2-ol substituted by chloro groups at positions 3,5 and 6. It is a metabolite of the agrochemical chlorpyrifos.
A pyridone that is pyridin-2(1H)-one substituted by chloro groups at positions 3, 5 and 6. It is a metabolite of the agrochemical chlorpyrifos.
D010575 - Pesticides > D006540 - Herbicides
D016573 - Agrochemicals
CONFIDENCE standard compound; EAWAG_UCHEM_ID 2704
同义名列表
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:143794
- ChEBI: CHEBI:83490
- KEGG: C22282
- PubChem: 23017
- ChEMBL: CHEMBL3186214
- CAS: 6515-38-4
- MoNA: EA270464
- MoNA: EA270461
- MoNA: EA270460
- MoNA: EA270459
- MoNA: EA270458
- MoNA: EA270455
- MoNA: EA270454
- MoNA: EA270453
- MoNA: EA270452
- MoNA: EA270451
- MetaboLights: MTBLC143794
- MetaboLights: MTBLC83490
- PDB-CCD: F4Z
- RefMet: 3,5,6-Trichloro-2-pyridinol
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(1)
- 3,5,6-trichloro-2-pyridinol degradation:
3,5,6-trichloro-2-pyridinol + FADH2 + H2O + O2 ⟶ 3,6-dihydroxypyridine-2,5-dione + FAD + H+ + chloride
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
- 3039 Euglena gracilis: 10.3389/FBIOE.2021.662655
- 3039 Euglena gracilis: 10.3389/FBIOE.2021.662655
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.
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Neurotoxicology.
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2020 Mar; 137(?):111171. doi:
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Environmental pollution (Barking, Essex : 1987).
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American journal of industrial medicine.
2010 Aug; 53(8):802-13. doi:
10.1002/ajim.20856. [PMID: 20623661] - Zhexiang Zou, Dan Du, Jun Wang, Jordan N Smith, Charles Timchalk, Yaoqun Li, Yuehe Lin. Quantum dot-based immunochromatographic fluorescent biosensor for biomonitoring trichloropyridinol, a biomarker of exposure to chlorpyrifos.
Analytical chemistry.
2010 Jun; 82(12):5125-33. doi:
10.1021/ac100260m. [PMID: 20507134] - Rosemary Castorina, Asa Bradman, Laura Fenster, Dana Boyd Barr, Roberto Bravo, Michelle G Vedar, Martha E Harnly, Thomas E McKone, Ellen A Eisen, Brenda Eskenazi. Comparison of current-use pesticide and other toxicant urinary metabolite levels among pregnant women in the CHAMACOS cohort and NHANES.
Environmental health perspectives.
2010 Jun; 118(6):856-63. doi:
10.1289/ehp.0901568. [PMID: 20129873] - Sookwang Lee, Torka S Poet, Jordan N Smith, Andrea L Busby-Hjerpe, Charles Timchalk. Effect of in vivo nicotine exposure on chlorpyrifos pharmacokinetics and pharmacodynamics in rats.
Chemico-biological interactions.
2010 Mar; 184(3):449-57. doi:
10.1016/j.cbi.2010.01.024. [PMID: 20097188] - Kent W Thomas, Mustafa Dosemeci, Jane A Hoppin, Linda S Sheldon, Carry W Croghan, Sydney M Gordon, Martin L Jones, Stephen J Reynolds, James H Raymer, Gerald G Akland, Charles F Lynch, Charles E Knott, Dale P Sandler, Aaron E Blair, Michael C Alavanja. Urinary biomarker, dermal, and air measurement results for 2,4-D and chlorpyrifos farm applicators in the Agricultural Health Study.
Journal of exposure science & environmental epidemiology.
2010 Mar; 20(2):119-34. doi:
10.1038/jes.2009.6. [PMID: 19240759] - Jordan N Smith, Jun Wang, Yuehe Lin, Charles Timchalk. Pharmacokinetics of the chlorpyrifos metabolite 3,5,6-trichloro-2-pyridinol (TCPy) in rat saliva.
Toxicological sciences : an official journal of the Society of Toxicology.
2010 Feb; 113(2):315-25. doi:
10.1093/toxsci/kfp283. [PMID: 19920072] - Andrea L Busby-Hjerpe, James A Campbell, Jordan Ned Smith, Sookwang Lee, Torka S Poet, Dana B Barr, Charles Timchalk. Comparative pharmacokinetics of chlorpyrifos versus its major metabolites following oral administration in the rat.
Toxicology.
2010 Jan; 268(1-2):55-63. doi:
10.1016/j.tox.2009.11.022. [PMID: 19963030] - James W Albers, David H Garabrant, Stanley Berent, Rudy J Richardson. Paraoxonase status and plasma butyrylcholinesterase activity in chlorpyrifos manufacturing workers.
Journal of exposure science & environmental epidemiology.
2010 Jan; 20(1):79-89. doi:
10.1038/jes.2009.9. [PMID: 19223938] - Chensheng Lu, Christina M Holbrook, Leo M Andres. The implications of using a physiologically based pharmacokinetic (PBPK) model for pesticide risk assessment.
Environmental health perspectives.
2010 Jan; 118(1):125-30. doi:
10.1289/ehp.0901144. [PMID: 20056589] - David H Garabrant, Lesa L Aylward, Stanley Berent, Qixuan Chen, Charles Timchalk, Carol J Burns, Sean M Hays, James W Albers. Cholinesterase inhibition in chlorpyrifos workers: Characterization of biomarkers of exposure and response in relation to urinary TCPy.
Journal of exposure science & environmental epidemiology.
2009 Nov; 19(7):634-42. doi:
10.1038/jes.2008.51. [PMID: 18716607] - Thomas A Arcury, Joseph G Grzywacz, Scott Isom, Lara E Whalley, Quirina M Vallejos, Haiying Chen, Leonardo Galván, Dana B Barr, Sara A Quandt. Seasonal variation in the measurement of urinary pesticide metabolites among Latino farmworkers in eastern North Carolina.
International journal of occupational and environmental health.
2009 Oct; 15(4):339-50. doi:
10.1179/oeh.2009.15.4.339. [PMID: 19886344] - Florian Eyer, Darren M Roberts, Nicholas A Buckley, Michael Eddleston, Horst Thiermann, Franz Worek, Peter Eyer. Extreme variability in the formation of chlorpyrifos oxon (CPO) in patients poisoned by chlorpyrifos (CPF).
Biochemical pharmacology.
2009 Sep; 78(5):531-7. doi:
10.1016/j.bcp.2009.05.004. [PMID: 19433070] - Xibiao Ye, Frank H Pierik, Jürgen Angerer, Helle Margrete Meltzer, Vincent W V Jaddoe, Henning Tiemeier, Jane A Hoppin, Matthew P Longnecker. Levels of metabolites of organophosphate pesticides, phthalates, and bisphenol A in pooled urine specimens from pregnant women participating in the Norwegian Mother and Child Cohort Study (MoBa).
International journal of hygiene and environmental health.
2009 Sep; 212(5):481-91. doi:
10.1016/j.ijheh.2009.03.004. [PMID: 19394271] - Félix Hernández, Susana Grimalt, Oscar J Pozo, Juan V Sancho. Use of ultra-high-pressure liquid chromatography-quadrupole time-of-flight MS to discover the presence of pesticide metabolites in food samples.
Journal of separation science.
2009 Jul; 32(13):2245-61. doi:
10.1002/jssc.200900093. [PMID: 19569104] - Jordan Ned Smith, James A Campbell, Andrea L Busby-Hjerpe, Sookwang Lee, Torka S Poet, Dana B Barr, Charles Timchalk. Comparative chlorpyrifos pharmacokinetics via multiple routes of exposure and vehicles of administration in the adult rat.
Toxicology.
2009 Jun; 261(1-2):47-58. doi:
10.1016/j.tox.2009.04.041. [PMID: 19397948] - Parinya Panuwet, Tippawan Prapamontol, Somporn Chantara, Dana B Barr. Urinary pesticide metabolites in school students from northern Thailand.
International journal of hygiene and environmental health.
2009 May; 212(3):288-97. doi:
10.1016/j.ijheh.2008.07.002. [PMID: 18760967] - Robin M Whyatt, Robin Garfinkel, Lori A Hoepner, Howard Andrews, Darrell Holmes, Megan K Williams, Andria Reyes, Diurka Diaz, Frederica P Perera, David E Camann, Dana B Barr. A biomarker validation study of prenatal chlorpyrifos exposure within an inner-city cohort during pregnancy.
Environmental health perspectives.
2009 Apr; 117(4):559-67. doi:
10.1289/ehp.0800041. [PMID: 19440494] - T Leon Lassiter, Ian T Ryde, Emiko A Mackillop, Kathleen K Brown, Edward D Levin, Frederic J Seidler, Theodore A Slotkin. Exposure of neonatal rats to parathion elicits sex-selective reprogramming of metabolism and alters the response to a high-fat diet in adulthood.
Environmental health perspectives.
2008 Nov; 116(11):1456-62. doi:
10.1289/ehp.11673. [PMID: 19057696] - Xibiao Ye, Frank H Pierik, Russ Hauser, Susan Duty, Jürgen Angerer, Melissa M Park, Alex Burdorf, Albert Hofman, Vincent W V Jaddoe, Johan P Mackenbach, Eric A P Steegers, Henning Tiemeier, Matthew P Longnecker. Urinary metabolite concentrations of organophosphorous pesticides, bisphenol A, and phthalates among pregnant women in Rotterdam, the Netherlands: the Generation R study.
Environmental research.
2008 Oct; 108(2):260-7. doi:
10.1016/j.envres.2008.07.014. [PMID: 18774129] - Chensheng Lu, Dana B Barr, Melanie A Pearson, Lance A Waller. Dietary intake and its contribution to longitudinal organophosphorus pesticide exposure in urban/suburban children.
Environmental health perspectives.
2008 Apr; 116(4):537-42. doi:
10.1289/ehp.10912. [PMID: 18414640] - Stephen E Duirk, J Christopher Tarr, Timothy W Collette. Chlorpyrifos transformation by aqueous chlorine in the presence of bromide and natural organic matter.
Journal of agricultural and food chemistry.
2008 Feb; 56(4):1328-35. doi:
10.1021/jf072468s. [PMID: 18237132] - John D Meeker, Sarena R Ravi, Dana B Barr, Russ Hauser. Circulating estradiol in men is inversely related to urinary metabolites of nonpersistent insecticides.
Reproductive toxicology (Elmsford, N.Y.).
2008 Feb; 25(2):184-91. doi:
10.1016/j.reprotox.2007.12.005. [PMID: 18249523] - David L Eaton, Robert B Daroff, Herman Autrup, James Bridges, Patricia Buffler, Lucio G Costa, Joseph Coyle, Guy McKhann, William C Mobley, Lynn Nadel, Diether Neubert, Rolf Schulte-Hermann, Peter S Spencer. Review of the toxicology of chlorpyrifos with an emphasis on human exposure and neurodevelopment.
Critical reviews in toxicology.
2008; 38 Suppl 2(?):1-125. doi:
10.1080/10408440802272158. [PMID: 18726789] - Janice E Chambers, J Scott Boone, M Keith Davis, John E Moran, John W Tyler. Assessing transferable residues from intermittent exposure to flea control collars containing the organophosphate insecticide chlorpyrifos.
Journal of exposure science & environmental epidemiology.
2007 Nov; 17(7):656-66. doi:
10.1038/sj.jes.7500570. [PMID: 17392689] - Alvin V Terry, Debra A Gearhart, Wayne D Beck, Jacob N Truan, Mary-Louise Middlemore, Leah N Williamson, Michael G Bartlett, Mark A Prendergast, Dale W Sickles, Jerry J Buccafusco. Chronic, intermittent exposure to chlorpyrifos in rats: protracted effects on axonal transport, neurotrophin receptors, cholinergic markers, and information processing.
The Journal of pharmacology and experimental therapeutics.
2007 Sep; 322(3):1117-28. doi:
10.1124/jpet.107.125625. [PMID: 17548533] - Charles Timchalk, Andrea Busby, James A Campbell, Larry L Needham, Dana B Barr. Comparative pharmacokinetics of the organophosphorus insecticide chlorpyrifos and its major metabolites diethylphosphate, diethylthiophosphate and 3,5,6-trichloro-2-pyridinol in the rat.
Toxicology.
2007 Jul; 237(1-3):145-157. doi:
10.1016/j.tox.2007.05.007. [PMID: 17590257] - Deanna P Scher, Bruce H Alexander, John L Adgate, Lynn E Eberly, Jack S Mandel, John F Acquavella, Michael J Bartels, Kathy A Brzak. Agreement of pesticide biomarkers between morning void and 24-h urine samples from farmers and their children.
Journal of exposure science & environmental epidemiology.
2007 Jul; 17(4):350-7. doi:
10.1038/sj.jes.7500505. [PMID: 16788681] - Maria Francesca Cometa, Franca Maria Buratti, Stefano Fortuna, Paola Lorenzini, Maria Teresa Volpe, Laura Parisi, Emanuela Testai, Annarita Meneguz. Cholinesterase inhibition and alterations of hepatic metabolism by oral acute and repeated chlorpyrifos administration to mice.
Toxicology.
2007 May; 234(1-2):90-102. doi:
10.1016/j.tox.2007.02.008. [PMID: 17382447] - James W Albers, David H Garabrant, Joel L Mattsson, Carol J Burns, Sarah S Cohen, Cami Sima, Richard P Garrison, Rudy J Richardson, Stanley Berent. Dose-effect analyses of occupational chlorpyrifos exposure and peripheral nerve electrophysiology.
Toxicological sciences : an official journal of the Society of Toxicology.
2007 May; 97(1):196-204. doi:
10.1093/toxsci/kfm028. [PMID: 17324952] - E Mauriz, A Calle, J J Manclús, A Montoya, L M Lechuga. On-line determination of 3,5,6-trichloro-2-pyridinol in human urine samples by surface plasmon resonance immunosensing.
Analytical and bioanalytical chemistry.
2007 Apr; 387(8):2757-65. doi:
10.1007/s00216-007-1175-5. [PMID: 17318512] - Maureen A Cooney, Julie L Daniels, Julie A Ross, Norman E Breslow, Brad H Pollock, Andrew F Olshan. Household pesticides and the risk of Wilms tumor.
Environmental health perspectives.
2007 Jan; 115(1):134-7. doi:
10.1289/ehp.9298. [PMID: 17366833] - 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] - Dana B Barr, Jürgen Angerer. Potential uses of biomonitoring data: a case study using the organophosphorus pesticides chlorpyrifos and malathion.
Environmental health perspectives.
2006 Nov; 114(11):1763-9. doi:
10.1289/ehp.9062. [PMID: 17107865] - John D Meeker, Dana B Barr, Russ Hauser. Thyroid hormones in relation to urinary metabolites of non-persistent insecticides in men of reproductive age.
Reproductive toxicology (Elmsford, N.Y.).
2006 Oct; 22(3):437-42. doi:
10.1016/j.reprotox.2006.02.005. [PMID: 16584866] - Bruce H Alexander, Carol J Burns, Michael J Bartels, John F Acquavella, Jack S Mandel, Christophe Gustin, Beth A Baker. Chlorpyrifos exposure in farm families: results from the farm family exposure study.
Journal of exposure science & environmental epidemiology.
2006 Sep; 16(5):447-56. doi:
10.1038/sj.jes.7500475. [PMID: 16570094] - C Timchalk, T S Poet, A A Kousba. Age-dependent pharmacokinetic and pharmacodynamic response in preweanling rats following oral exposure to the organophosphorus insecticide chlorpyrifos.
Toxicology.
2006 Mar; 220(1):13-25. doi:
10.1016/j.tox.2005.11.011. [PMID: 16343727] - C J Burns, D Garabrant, J W Albers, S Berent, B Giordani, S Haidar, R Garrison, R J Richardson. Chlorpyrifos exposure and biological monitoring among manufacturing workers.
Occupational and environmental medicine.
2006 Mar; 63(3):218-20. doi:
10.1136/oem.2005.021139. [PMID: 16497866] - Chensheng Lu, Kathryn Toepel, Rene Irish, Richard A Fenske, Dana B Barr, Roberto Bravo. Organic diets significantly lower children's dietary exposure to organophosphorus pesticides.
Environmental health perspectives.
2006 Feb; 114(2):260-3. doi:
10.1289/ehp.8418. [PMID: 16451864] - John D Meeker, Louise Ryan, Dana B Barr, Russ Hauser. Exposure to nonpersistent insecticides and male reproductive hormones.
Epidemiology (Cambridge, Mass.).
2006 Jan; 17(1):61-8. doi:
10.1097/01.ede.0000190602.14691.70. [PMID: 16357596] - Wolfgang Bicker, Michael Lämmerhofer, Dieter Genser, Heinrich Kiss, Wolfgang Lindner. A case study of acute human chlorpyrifos poisoning: novel aspects on metabolism and toxicokinetics derived from liquid chromatography-tandem mass spectrometry analysis of urine samples.
Toxicology letters.
2005 Dec; 159(3):235-51. doi:
10.1016/j.toxlet.2005.05.013. [PMID: 15996837]