2,6-Dinitrotoluene (BioDeep_00000008443)
Secondary id: BioDeep_00001871754
human metabolite blood metabolite
代谢物信息卡片
1-Methyl-2,6-dinitrobenzene
化学式: C7H6N2O4 (182.0328)
中文名称: 2,6-二硝基甲苯
谱图信息:
最多检出来源 Homo sapiens(blood) 70.52%
分子结构信息
SMILES: CC1=C(C=CC=C1[N+](=O)[O-])[N+](=O)[O-]
InChI: InChI=1S/C7H6N2O4/c1-5-6(8(10)11)3-2-4-7(5)9(12)13/h2-4H,1H3
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:63756
- ChEBI: CHEBI:957
- KEGG: C11008
- PubChem: 11813
- HMDB: HMDB0245521
- Metlin: METLIN68767
- ChEMBL: CHEMBL1328508
- Wikipedia: 2,4-Dinitrotoluene
- MetaCyc: CPD-9133
- chemspider: 11320
- CAS: 606-20-2
- PMhub: MS000022062
- PubChem: 13191
- NIKKAJI: J2.076A
- KNApSAcK: 957
分类词条
相关代谢途径
Reactome(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(1)
- 2,6-dinitrotoluene degradation:
2,6-dinitrotoluene + NADH + O2 ⟶ 3-methyl-4-nitrocatechol + NAD+ + nitrite
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Andreas Seidler, Thomas Brüning, Dirk Taeger, Matthias Möhner, Katarzyna Gawrych, Annekatrin Bergmann, Johannes Haerting, Hermann Maximilian Bolt, Kurt Straif, Volker Harth. Cancer incidence among workers occupationally exposed to dinitrotoluene in the copper mining industry.
International archives of occupational and environmental health.
2014 Feb; 87(2):117-24. doi:
10.1007/s00420-012-0842-9. [PMID: 23274286] - Ángel Fernández-Bravo, Patricia Lucena, José Javier Laserna. Selective sampling and laser-induced breakdown spectroscopy (LIBS) analysis of organic explosive residues on polymer surfaces.
Applied spectroscopy.
2012 Oct; 66(10):1197-203. doi:
10.1366/12-06697. [PMID: 23031703] - James W Simpkins, James A Swenberg, Noel Weiss, David Brusick, J Charles Eldridge, James T Stevens, Robert J Handa, Russell C Hovey, Tony M Plant, Timothy P Pastoor, Charles B Breckenridge. Atrazine and breast cancer: a framework assessment of the toxicological and epidemiological evidence.
Toxicological sciences : an official journal of the Society of Toxicology.
2011 Oct; 123(2):441-59. doi:
10.1093/toxsci/kfr176. [PMID: 21768606] - K M Dokken, L C Davis. Infrared monitoring of dinitrotoluenes in sunflower and maize roots.
Journal of environmental quality.
2011 May; 40(3):719-30. doi:
10.2134/jeq2010.0143. [PMID: 21546658] - Youping Deng, Sharon A Meyer, Xin Guan, Barbara Lynn Escalon, Junmei Ai, Mitchell S Wilbanks, Ruth Welti, Natàlia Garcia-Reyero, Edward J Perkins. Analysis of common and specific mechanisms of liver function affected by nitrotoluene compounds.
PloS one.
2011 Feb; 6(2):e14662. doi:
10.1371/journal.pone.0014662. [PMID: 21346803] - Juan F Garcia-Reyes, Jason D Harper, Gary A Salazar, Nicholas A Charipar, Zheng Ouyang, R Graham Cooks. Detection of explosives and related compounds by low-temperature plasma ambient ionization mass spectrometry.
Analytical chemistry.
2011 Feb; 83(3):1084-92. doi:
10.1021/ac1029117. [PMID: 21174437] - Mauricio S Antunes, Kevin J Morey, J Jeff Smith, Kirk D Albrecht, Tessa A Bowen, Jeffrey K Zdunek, Jared F Troupe, Matthew J Cuneo, Colleen T Webb, Homme W Hellinga, June I Medford. Programmable ligand detection system in plants through a synthetic signal transduction pathway.
PloS one.
2011 Jan; 6(1):e16292. doi:
10.1371/journal.pone.0016292. [PMID: 21283542] - Arun Rawat, Kurt A Gust, Youping Deng, Natàlia Garcia-Reyero, Michael J Quinn, Mark S Johnson, Karl J Indest, Mohamed O Elasri, Edward J Perkins. From raw materials to validated system: the construction of a genomic library and microarray to interpret systemic perturbations in Northern bobwhite.
Physiological genomics.
2010 Jul; 42(2):219-35. doi:
10.1152/physiolgenomics.00022.2010. [PMID: 20406850] - Wei Shi, Xiaoyi Wang, Wei Hu, Hong Sun, Ouxi Shen, Hongling Liu, Xinru Wang, John P Giesy, Shupei Cheng, Hongxia Yu. Endocrine-disrupting equivalents in industrial effluents discharged into Yangtze River.
Ecotoxicology (London, England).
2009 Aug; 18(6):685-92. doi:
10.1007/s10646-009-0340-3. [PMID: 19507023] - Norka E Paden, Ernest E Smith, Ronald J Kendall. Acute toxicity of 2,4,6-trinitrotoluene, 2,4-dinitrotoluene, and 2,6-dinitrotoluene in the adult bullfrog (Lithobates catesbeiana).
Bulletin of environmental contamination and toxicology.
2008 Jun; 80(6):487-91. doi:
10.1007/s00128-008-9467-9. [PMID: 18551238] - Michael J Quinn, Matthew A Bazar, Craig A McFarland, Edward J Perkins, Kurt A Gust, Robert M Gogal, Mark S Johnson. Effects of subchronic exposure to 2,6-dinitrotoluene in the northern bobwhite (Colinus virginianus).
Environmental toxicology and chemistry.
2007 Oct; 26(10):2202-7. doi:
10.1897/07-123r.1. [PMID: 17867889] - Yu-Hong Su, Yong-Guan Zhu. Transport mechanisms for the uptake of organic compounds by rice (Oryza sativa) roots.
Environmental pollution (Barking, Essex : 1987).
2007 Jul; 148(1):94-100. doi:
10.1016/j.envpol.2006.11.004. [PMID: 17240019] - Konstantinos C Makris, Kabindra M Shakya, Rupali Datta, Dibyendu Sarkar, Devanand Pachanoor. Chemically catalyzed uptake of 2,4,6-trinitrotoluene by Vetiveria zizanioides.
Environmental pollution (Barking, Essex : 1987).
2007 Jul; 148(1):101-6. doi:
10.1016/j.envpol.2006.10.047. [PMID: 17240499] - Jong Moon Yoon, David J Oliver, Jacqueline V Shanks. Phytotoxicity and phytoremediation of 2,6-dinitrotoluene using a model plant, Arabidopsis thaliana.
Chemosphere.
2007 Jun; 68(6):1050-7. doi:
10.1016/j.chemosphere.2007.02.003. [PMID: 17368510] - Sylvie Rocheleau, Roman G Kuperman, Majorie Martel, Louise Paquet, Ghalib Bardai, Stephen Wong, Manon Sarrazin, Sabine Dodard, Ping Gong, Jalal Hawari, Ronald T Checkai, Geoffrey I Sunahara. Phytotoxicity of nitroaromatic energetic compounds freshly amended or weathered and aged in sandy loam soil.
Chemosphere.
2006 Jan; 62(4):545-58. doi:
10.1016/j.chemosphere.2005.06.057. [PMID: 16112172] - C R Jones, O Sepai, Y Y Liu, H Yan, G Sabbioni. Urinary metabolites of workers exposed to nitrotoluenes.
Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals.
2005 Jan; 10(1):10-28. doi:
10.1080/13547500500079670. [PMID: 16097390] - Gian Gupta, Hemalatha Bhaskaran. Use of poultry litter for biodegradation of soil contaminated with 2,4- and 2,6-dinitrotoluene.
Journal of hazardous materials.
2004 Dec; 116(1-2):167-71. doi:
10.1016/j.jhazmat.2004.09.007. [PMID: 15561375] - Thomas Brüning, Ricarda Thier, Hermann M Bolt. Nephrotoxicity and nephrocarcinogenicity of dinitrotoluene: new aspects to be considered.
Reviews on environmental health.
2002 Jul; 17(3):163-72. doi:
10.1515/reveh.2002.17.3.163. [PMID: 12462481] - J S Fuchs, M L Oneto, N B Casabé, O Gómez Segura, R Tarulla, M Vaccarezza, C Sánchez-Rivas, E M Kesten, E J Wood. Ecotoxicological characterization of a disposal lagoon from a munition plant.
Bulletin of environmental contamination and toxicology.
2001 Nov; 67(5):696-703. doi:
10.1007/s001280179. [PMID: 11911639] - C Rajagopal, J C Kapoor. Development of adsorptive removal process for treatment of explosives contaminated wastewater using activated carbon.
Journal of hazardous materials.
2001 Oct; 87(1-3):73-98. doi:
10.1016/s0304-3894(01)00179-0. [PMID: 11566402] - C Zhang, R C Daprato, S F Nishino, J C Spain, J B Hughes. Remediation of dinitrotoluene contaminated soils from former ammunition plants: soil washing efficiency and effective process monitoring in bioslurry reactors.
Journal of hazardous materials.
2001 Oct; 87(1-3):139-54. doi:
10.1016/s0304-3894(01)00240-0. [PMID: 11566406] - T Brüning, C Chronz, R Thier, J Havelka, Y Ko, H M Bolt. Occurrence of urinary tract tumors in miners highly exposed to dinitrotoluene.
Journal of occupational and environmental medicine.
1999 Mar; 41(3):144-9. doi:
10.1097/00043764-199903000-00003. [PMID: 10091137] - S E George, J C Allison, L R Brooks, B T Eischen, M J Kohan, S H Warren, L C King. Modulation of 2,6-dinitrotoluene genotoxicity by alachlor treatment of Fischer 344 rats.
Environmental and molecular mutagenesis.
1998; 31(3):274-81. doi:
10.1002/(sici)1098-2280(1998)31:3<274::aid-em9>3.0.co;2-k. [PMID: 9585266] - S E George, M J Kohan, S H Warren. Hepatic DNA adducts and production of mutagenic urine in 2,6-dinitrotoluene-treated B6C3F1 male mice.
Cancer letters.
1996 Apr; 102(1-2):107-11. doi:
10.1016/0304-3835(96)04166-3. [PMID: 8603358] - M A Mori, M Shoji, M Dohrin, T Kawagoshi, T Honda, H Kozuka. Further studies on the urinary metabolites of 2,4-dinitrotoluene and 2,6-dinitrotoluene in the male Wistar rat.
Xenobiotica; the fate of foreign compounds in biological systems.
1996 Jan; 26(1):79-88. doi:
10.3109/00498259609046690. [PMID: 8851823] - S E George, R W Chadwick, M J Kohan, J C Allison, S H Warren, R W Williams. Atrazine treatment potentiates excretion of mutagenic urine in 2,6-dinitrotoluene-treated Fischer 344 rats.
Environmental and molecular mutagenesis.
1995; 26(2):178-84. doi:
10.1002/em.2850260212. [PMID: 7556115] - S E George, R W Chadwick, M J Kohan, J C Allison, R W Williams, J Chang. Role of the intestinal microbiota in the activation of the promutagen 2,6-dinitrotoluene to mutagenic urine metabolites and comparison of GI enzyme activities in germ-free and conventionalized male Fischer 344 rats.
Cancer letters.
1994 May; 79(2):181-7. doi:
10.1016/0304-3835(94)90258-5. [PMID: 8019977] - R W Chadwick, S E George, M J Kohan, R W Williams, J C Allison, Y O Hayes, J Chang. Potentiation of 2,6-dinitrotoluene genotoxicity in Fischer-344 rats by pretreatment with Aroclor 1254.
Toxicology.
1993 Jun; 80(2-3):153-71. doi:
10.1016/0300-483x(93)90178-u. [PMID: 8327998] - S E George, R W Chadwick, J J Chang, M J Kohan, J C Allison, J P Dekker, Y Hayes. 2,4,5-trichlorophenoxyacetic acid influence on 2,6-dinitrotoluene-induced urine genotoxicity in Fischer 344 rats: effect on gastrointestinal microflora and enzyme activity.
Fundamental and applied toxicology : official journal of the Society of Toxicology.
1992 Feb; 18(2):240-6. doi:
10.1016/0272-0590(92)90052-j. [PMID: 1601224] - S E George, R W Chadwick, J P Creason, M J Kohan, J P Dekker. Effect of pentachlorophenol on the activation of 2,6-dinitrotoluene to genotoxic urinary metabolites in CD-1 mice: a comparison of GI enzyme activities and urine mutagenicity.
Environmental and molecular mutagenesis.
1991; 18(2):92-101. doi:
10.1002/em.2850180203. [PMID: 1879408] - R J Spanggord, C J Myers, S E LeValley, C E Green, C A Tyson. Structure-activity relationship for the intrinsic hepatotoxicity of dinitrotoluenes.
Chemical research in toxicology.
1990 Nov; 3(6):551-8. doi:
10.1021/tx00018a010. [PMID: 2103326] - M Mori, T Kawajiri, M Sayama, Y Taniuchi, T Miyahara, H Kozuka. Metabolism of 2,6-dinitrotoluene in male Wistar rat.
Xenobiotica; the fate of foreign compounds in biological systems.
1989 Jul; 19(7):731-41. doi:
10.3109/00498258909042311. [PMID: 2773509] - R J Levine, M J Turner, Y S Crume, M E Dale, T B Starr, D E Rickert. Assessing exposure to dinitrotoluene using a biological monitor.
Journal of occupational medicine. : official publication of the Industrial Medical Association.
1985 Sep; 27(9):627-38. doi:
NULL. [PMID: 4045574] - M J Turner, R J Levine, D D Nystrom, Y S Crume, D E Rickert. Identification and quantification of urinary metabolites of dinitrotoluenes in occupationally exposed humans.
Toxicology and applied pharmacology.
1985 Aug; 80(1):166-74. doi:
10.1016/0041-008x(85)90111-5. [PMID: 4024104] - B H Woollen, M G Hall, R Craig, G T Steel. Dinitrotoluene: an assessment of occupational absorption during the manufacture of blasting explosives.
International archives of occupational and environmental health.
1985; 55(4):319-30. doi:
10.1007/bf00377690. [PMID: 4008056] - G L Kedderis, M C Dyroff, D E Rickert. Hepatic macromolecular covalent binding of the hepatocarcinogen 2,6-dinitrotoluene and its 2,4-isomer in vivo: modulation by the sulfotransferase inhibitors pentachlorophenol and 2,6-dichloro-4-nitrophenol.
Carcinogenesis.
1984 Sep; 5(9):1199-204. doi:
10.1093/carcin/5.9.1199. [PMID: 6590136] - H A Schut, T R Loeb, L A Grimes, G D Stoner. Distribution, elimination, and test for carcinogenicity of 2,6-dinitrotoluene after intraperitoneal and oral administration to strain a mice.
Journal of toxicology and environmental health.
1983 Oct; 12(4-6):659-70. doi:
10.1080/15287398309530458. [PMID: 6668616]
