2,4-DINITROTOLUENE (BioDeep_00000015019)

   


代谢物信息卡片


2,4-DINITROTOLUENE

化学式: C7H6N2O4 (182.0327556)
中文名称: 2,4-二硝基甲苯标准溶液
谱图信息: 最多检出来源 Bos taurus(endogenous) 2.22%

分子结构信息

SMILES: CC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-]
InChI: InChI=1S/C7H6N2O4/c1-5-2-3-6(8(10)11)4-7(5)9(12)13/h2-4H,1H3

描述信息

D009676 - Noxae > D002273 - Carcinogens

同义名列表

1 个代谢物同义名

2,4-DINITROTOLUENE



数据库引用编号

8 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

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

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

  • Liangxia Su, Hang Sha, Jun Liu, Le Yu, Huanhuan Li, Rui Wang. 2,4-Dinitrotoluene (2,4-DNT) exposure induces liver developmental damage and perturbs lipid metabolism and oxygen transport gene expression in zebrafish (Danio rerio). Environmental science and pollution research international. 2023 May; ?(?):. doi: 10.1007/s11356-023-27843-z. [PMID: 37233937]
  • Doğa Selin Kayıhan, Ceyhun Kayıhan, Yelda Özden Çiftçi. Transgenic tobacco plants overexpressing a cold-adaptive nitroreductase gene exhibited enhanced 2,4-dinitrotoluene detoxification rate at low temperature. International journal of phytoremediation. 2021; 23(1):1-9. doi: 10.1080/15226514.2020.1786795. [PMID: 32643388]
  • Benjamin Shemer, Etai Shpigel, Anat Glozman, Sharon Yagur-Kroll, Yosssef Kabessa, Aharon J Agranat, Shimshon Belkin. Genome-wide gene-deletion screening identifies mutations that significantly enhance explosives vapor detection by a microbial sensor. New biotechnology. 2020 Nov; 59(?):65-73. doi: 10.1016/j.nbt.2020.06.002. [PMID: 32622861]
  • Derek T Fedeson, Pia Saake, Patricia Calero, Pablo Iván Nikel, Daniel C Ducat. Biotransformation of 2,4-dinitrotoluene in a phototrophic co-culture of engineered Synechococcus elongatus and Pseudomonas putida. Microbial biotechnology. 2020 07; 13(4):997-1011. doi: 10.1111/1751-7915.13544. [PMID: 32064751]
  • Jianglin Xiong, Hang Sha, Hualin Zhou, Lijuan Peng, Lingying Wu, Yinsheng Qiu, Rui Wang, Xianqin Hu. 2,4-Dinitrotoluene (DNT) Perturbs Yolk Absorption, Liver Development and Lipid Metabolism/Oxygen Transport Gene Expression in Zebrafish Embryos and Larvae. International journal of molecular sciences. 2019 Jul; 20(15):. doi: 10.3390/ijms20153632. [PMID: 31349543]
  • Sebastian Schramm, Maria Fe Angela Comia Boco, Sarah Manzer, Oliver König, Tong Zhang, Fatima Tuz Zohora Mony, Adebimpe Nafisat Adedeji-Badmus, Brigitte Poppenberger, Wilfried Rozhon. Determination of the [15N]-Nitrate/[14N]-Nitrate Ratio in Plant Feeding Studies by GC⁻MS. Molecules (Basel, Switzerland). 2019 Apr; 24(8):. doi: 10.3390/molecules24081531. [PMID: 31003443]
  • Stacey J Doherty, Komi S Messan, Ryan R Busby, Robyn A Barbato. Ecotoxicity of 2,4-dinitrotoluene to cold tolerant plant species in a sub-Arctic soil. International journal of phytoremediation. 2019; 21(10):958-968. doi: 10.1080/15226514.2019.1583720. [PMID: 31016985]
  • Marc Prante, Christian Ude, Miriam Große, Lukas Raddatz, Ulrich Krings, Gernot John, Shimshon Belkin, Thomas Scheper. A Portable Biosensor for 2,4-Dinitrotoluene Vapors. Sensors (Basel, Switzerland). 2018 Dec; 18(12):. doi: 10.3390/s18124247. [PMID: 30513956]
  • Tifany L Torralba-Sanchez, Dave T F Kuo, Herbert E Allen, Dominic M Di Toro. Bioconcentration factors and plant-water partition coefficients of munitions compounds in barley. Chemosphere. 2017 Dec; 189(?):538-546. doi: 10.1016/j.chemosphere.2017.09.052. [PMID: 28961539]
  • Seok-Young Oh, Yong-Deuk Seo. Polymer/biomass-derived biochar for use as a sorbent and electron transfer mediator in environmental applications. Bioresource technology. 2016 Oct; 218(?):77-83. doi: 10.1016/j.biortech.2016.06.073. [PMID: 27347801]
  • Yossef Kabessa, Ori Eyal, Ofer Bar-On, Victor Korouma, Sharon Yagur-Kroll, Shimshon Belkin, Aharon J Agranat. Standoff detection of explosives and buried landmines using fluorescent bacterial sensor cells. Biosensors & bioelectronics. 2016 May; 79(?):784-8. doi: 10.1016/j.bios.2016.01.011. [PMID: 26774094]
  • Radka Podlipná, Blanka Pospíšilová, Tomáš Vaněk. Biodegradation of 2,4-dinitrotoluene by different plant species. Ecotoxicology and environmental safety. 2015 Feb; 112(?):54-9. doi: 10.1016/j.ecoenv.2014.07.026. [PMID: 25463853]
  • Mitchell S Wilbanks, Kurt A Gust, Sahar Atwa, Imran Sunesara, David Johnson, Choo Yaw Ang, Sharon A Meyer, Edward J Perkins. Validation of a genomics-based hypothetical adverse outcome pathway: 2,4-dinitrotoluene perturbs PPAR signaling thus impairing energy metabolism and exercise endurance. Toxicological sciences : an official journal of the Society of Toxicology. 2014 Sep; 141(1):44-58. doi: 10.1093/toxsci/kfu104. [PMID: 24893713]
  • Juan Wang, Wei Jin, Xing Zhang, Chengguo Hu, Qingying Luo, Yi Lin, Shengshui Hu. Rapid in situ detection of ultratrace 2,4-dinitrotoluene solids by a sandwiched paper-like electrochemical sensor. Analytical chemistry. 2014 Aug; 86(16):8383-90. doi: 10.1021/ac501973x. [PMID: 25072393]
  • Sofie Thijs, Nele Weyens, Wouter Sillen, Panagiotis Gkorezis, Robert Carleer, Jaco Vangronsveld. Potential for plant growth promotion by a consortium of stress-tolerant 2,4-dinitrotoluene-degrading bacteria: isolation and characterization of a military soil. Microbial biotechnology. 2014 Jul; 7(4):294-306. doi: 10.1111/1751-7915.12111. [PMID: 24467368]
  • 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]
  • Tony Remans, Sofie Thijs, Sascha Truyens, Nele Weyens, Kerim Schellingen, Els Keunen, Heidi Gielen, Ann Cuypers, Jaco Vangronsveld. Understanding the development of roots exposed to contaminants and the potential of plant-associated bacteria for optimization of growth. Annals of botany. 2012 Jul; 110(2):239-52. doi: 10.1093/aob/mcs105. [PMID: 22634257]
  • 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]
  • Youping Deng, David R Johnson, Xin Guan, Choo Y Ang, Junmei Ai, Edward J Perkins. In vitro gene regulatory networks predict in vivo function of liver. BMC systems biology. 2010 Nov; 4(?):153. doi: 10.1186/1752-0509-4-153. [PMID: 21073692]
  • Sylvie Rocheleau, Roman G Kuperman, Mike Simini, Jalal Hawari, Ronald T Checkai, Sonia Thiboutot, Guy Ampleman, Geoffrey I Sunahara. Toxicity of 2,4-dinitrotoluene to terrestrial plants in natural soils. The Science of the total environment. 2010 Jul; 408(16):3193-9. doi: 10.1016/j.scitotenv.2010.04.010. [PMID: 20471667]
  • Koichi Matsumura, Maryanne Opiekun, Hiroaki Oka, Anil Vachani, Steven M Albelda, Kunio Yamazaki, Gary K Beauchamp. Urinary volatile compounds as biomarkers for lung cancer: a proof of principle study using odor signatures in mouse models of lung cancer. PloS one. 2010 Jan; 5(1):e8819. doi: 10.1371/journal.pone.0008819. [PMID: 20111698]
  • John Mitchell. Small molecule immunosensing using surface plasmon resonance. Sensors (Basel, Switzerland). 2010; 10(8):7323-46. doi: 10.3390/s100807323. [PMID: 22163605]
  • 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]
  • Jamie G Suski, Christopher Salice, John T Houpt, Matthew A Bazar, Larry G Talent. Dose-related effects following oral exposure of 2,4-dinitrotoluene on the Western fence lizard, Sceloporus occidentalis. Environmental toxicology and chemistry. 2008 Feb; 27(2):352-9. doi: 10.1897/07-149r.1. [PMID: 18348623]
  • 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]
  • Michael G Roberts, Clayton L Rugh, Hui Li, Brian J Teppen, Stephen A Boyd. Reducing bioavailability and phytotoxicity of 2,4-dinitrotoluene by sorption on K-smectite clay. Environmental toxicology and chemistry. 2007 Feb; 26(2):358-60. doi: 10.1897/06-254r1.1. [PMID: 17713224]
  • Jong M Yoon, David J Oliver, Jacqueline V Shanks. Phytotransformation of 2,4-dinitrotoluene in arabidopsis thaliana: toxicity, fate, and gene expression studies in vitro. Biotechnology progress. 2006 Nov; 22(6):1524-31. doi: 10.1021/bp0601443. [PMID: 17137297]
  • Henri Wintz, Leslie J Yoo, Alex Loguinov, Ying-Ying Wu, Jeffrey A Steevens, Ricky D Holland, Richard D Beger, Edward J Perkins, Owen Hughes, Chris D Vulpe. Gene expression profiles in fathead minnow exposed to 2,4-DNT: correlation with toxicity in mammals. Toxicological sciences : an official journal of the Society of Toxicology. 2006 Nov; 94(1):71-82. doi: 10.1093/toxsci/kfl080. [PMID: 16917068]
  • R Guy Riefler, Victor F Medina. Phytotreatment of propellant contamination. Chemosphere. 2006 May; 63(6):1054-9. doi: 10.1016/j.chemosphere.2005.08.044. [PMID: 16289221]
  • 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]
  • Yongqing Chen, Aisha Adam, Ousmane Toure, S K Dutta. Molecular evidence of genetic modification of Sinorhizobium meliloti: enhanced PCB bioremediation. Journal of industrial microbiology & biotechnology. 2005 Dec; 32(11-12):561-6. doi: 10.1007/s10295-005-0039-2. [PMID: 16208462]
  • Mark S Johnson, Mark W Michie, Matthew A Bazar, Robert M Gogal. Influence of oral 2,4-dinitrotoluene exposure to the northern bobwhite (Colinus virginianus). International journal of toxicology. 2005 Jul; 24(4):265-74. doi: 10.1080/10915810591007247. [PMID: 16126620]
  • 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]
  • S Letzel, Th Göen, M Bader, J Angerer, T Kraus. Exposure to nitroaromatic explosives and health effects during disposal of military waste. Occupational and environmental medicine. 2003 Jul; 60(7):483-8. doi: 10.1136/oem.60.7.483. [PMID: 12819281]
  • 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]
  • 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]
  • J Angerer, A Weismantel. Biological monitoring of dinitrotoluene by gas chromatographic-mass spectrometric analysis of 2,4-dinitrobenzoic acid in human urine. Journal of chromatography. B, Biomedical sciences and applications. 1998 Aug; 713(2):313-22. doi: 10.1016/s0378-4347(98)00188-1. [PMID: 9746246]
  • P Z Lang, Y Wang, D B Chen, N Wang, X M Zhao, Y Z Ding. Bioconcentration, elimination and metabolism of 2,4-dinitrotoluene in carps(Cyprinus Carpio L.). Chemosphere. 1997 Oct; 35(8):1799-815. doi: 10.1016/s0045-6535(97)00258-0. [PMID: 9353907]
  • D Gisi, G Stucki, K W Hanselmann. Biodegradation of the pesticide 4,6-dinitro-ortho-cresol by microorganisms in batch cultures and in fixed-bed column reactors. Applied microbiology and biotechnology. 1997 Oct; 48(4):441-8. doi: 10.1007/s002530051077. [PMID: 9390451]
  • J L Martin, S D Comfort, P J Shea, T A Kokjohn, R A Drijber. Denitration of 2,4,6-trinitrotoluene by Pseudomonas savastanoi. Canadian journal of microbiology. 1997 May; 43(5):447-55. doi: 10.1139/m97-063. [PMID: 9198535]
  • D R Noguera, D L Freedman. Reduction and Acetylation of 2,4-Dinitrotoluene by a Pseudomonas aeruginosa Strain. Applied and environmental microbiology. 1996 Jul; 62(7):2257-63. doi: 10.1128/aem.62.7.2257-2263.1996. [PMID: 16535348]
  • 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]
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  • H A Schut, T R Loeb, G D Stoner. Distribution, elimination, and test for carcinogenicity of 2,4-dinitrotoluene in strain A mice. Toxicology and applied pharmacology. 1982 Jun; 64(2):213-20. doi: 10.1016/0041-008x(82)90217-4. [PMID: 7123550]
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  • P Patil, V Sharma, B N Joshi. In vitro susceptibility of urinary pathogens to trimethoprim, nitrofurantoin and trimethoprim-nitrofuratoin combination. Journal of postgraduate medicine. 1979 Jul; 25(3):162-5. doi: NULL. [PMID: 119047]
  • M Mori, Y Naruse, H Kozuka. Studies on the metabolism and toxicity of dinitrotoluenes--on the absorption and excretion of tritium-labelled 2,4-dinitrotoluene (3H-2, 4-DNT) in the rat. Radioisotopes. 1978 Dec; 27(12):715-9. doi: 10.3769/radioisotopes.27.12_715. [PMID: 746173]