2-Amino-4,6-dinitrotoluene (BioDeep_00000011159)

 

Secondary id: BioDeep_00001871765

human metabolite blood metabolite natural product


代谢物信息卡片


2-Methyl-3,5-dinitrobenzenamine

化学式: C7H7N3O4 (197.0437)
中文名称: 2-氨基-4,6-二硝基甲苯
谱图信息: 最多检出来源 Homo sapiens(blood) 11.46%

分子结构信息

SMILES: CC1=C(C=C(C=C1N)[N+]([O-])=O)[N+]([O-])=O
InChI: InChI=1S/C7H7N3O4/c1-4-6(8)2-5(9(11)12)3-7(4)10(13)14/h2-3H,8H2,1H3

描述信息

同义名列表

8 个代谢物同义名

2-Methyl-3,5-dinitrobenzenamine; 2-Methyl-3,5-dinitroaniline; 2,4-Dinitro-6-aminotoluene; 2-AMINO-4,6-DINITROTOLUENE; 3,5-Dinitro-O-toluidine; 2-Adnt; 2-Amino-4,6-dinitrotoluene; 2-Amino-4,6-dinitrotoluene



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

7 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(6)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

9 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。

亚细胞结构定位 关联基因列表
Cytoplasm 7 AHR, CBR1, GSTM1, GSTP1, GSTT1, HPGDS, NAT2
Peripheral membrane protein 3 CYP1B1, FDXR, HSD17B6
Endoplasmic reticulum membrane 1 CYP1B1
Nucleus 4 AHR, GABPA, GSTP1, NAT2
cytosol 9 AHR, CBR1, GSTM1, GSTP1, GSTT1, HPGDS, KRT86, NAT1, NAT2
nucleoplasm 3 AHR, GABPA, HPGDS
Cell membrane 2 NAT1, NAT2
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 3 EMP1, NAT1, NAT2
Synapse 1 NAT1
cell surface 1 NAT1
mitochondrial inner membrane 1 FDXR
neuronal cell body 1 NAT2
presynaptic membrane 1 NAT1
plasma membrane 3 EMP1, NAT1, NAT2
synaptic vesicle membrane 1 NAT1
Membrane 4 CYP1B1, EMP1, NAT1, NAT2
apical plasma membrane 1 NAT1
axon 2 NAT1, NAT2
basolateral plasma membrane 2 NAT1, NAT2
extracellular exosome 5 CBR1, GSTP1, GSTT1, NAT2, TNXA
Lumenal side 1 HSD17B6
endoplasmic reticulum 1 HSD17B6
extracellular space 2 GSTP1, KRT86
mitochondrion 4 CYP1B1, FDXR, GSTP1, NT5M
protein-containing complex 1 AHR
intracellular membrane-bounded organelle 3 CYP1B1, HPGDS, HSD17B6
Microsome membrane 2 CYP1B1, HSD17B6
extracellular region 1 GSTP1
neuronal cell body membrane 1 NAT1
mitochondrial matrix 2 FDXR, NT5M
transcription regulator complex 2 AHR, NAT2
Extracellular vesicle 1 CBR1
vesicle 1 GSTP1
Mitochondrion inner membrane 1 FDXR
intermediate filament 1 KRT86
chromatin 2 AHR, GABPA
Basolateral cell membrane 1 NAT1
intercellular bridge 1 GSTM1
aryl hydrocarbon receptor complex 1 AHR
ficolin-1-rich granule lumen 1 GSTP1
secretory granule lumen 1 GSTP1
external side of apical plasma membrane 1 NAT2
keratin filament 1 KRT86
TRAF2-GSTP1 complex 1 GSTP1
nuclear aryl hydrocarbon receptor complex 1 AHR
cytosolic aryl hydrocarbon receptor complex 1 AHR
NatA complex 1 NAT2


文献列表

  • Espen Mariussen, Siv Marie Stornes, Kari Oline Bøifot, Bjørn Olav Rosseland, Brit Salbu, Lene Sørlie Heier. Uptake and effects of 2, 4, 6 - trinitrotoluene (TNT) in juvenile Atlantic salmon (Salmo salar). Aquatic toxicology (Amsterdam, Netherlands). 2018 Jan; 194(?):176-184. doi: 10.1016/j.aquatox.2017.11.016. [PMID: 29197231]
  • Kurt A Gust, Bindu Nanduri, Arun Rawat, Mitchell S Wilbanks, Choo Yaw Ang, David R Johnson, Ken Pendarvis, Xianfeng Chen, Michael J Quinn, Mark S Johnson, Shane C Burgess, Edward J Perkins. Systems toxicology identifies mechanistic impacts of 2-amino-4,6-dinitrotoluene (2A-DNT) exposure in Northern Bobwhite. BMC genomics. 2015 Aug; 16(?):587. doi: 10.1186/s12864-015-1798-4. [PMID: 26251320]
  • E Nehrenheim, O Muter, M Odlare, A Rodriguez, G Cepurnieks, V Bartkevics. Toxicity assessment and biodegradation potential of water-soluble sludge containing 2,4,6-trinitrotoluene. Water science and technology : a journal of the International Association on Water Pollution Research. 2013; 68(8):1707-14. doi: 10.2166/wst.2013.416. [PMID: 24185050]
  • Adcharee Karnjanapiboonwong, Ruipu Mu, Yuan Yuan, Honglan Shi, Yinfa Ma, Joel G Burken. Plant tissue analysis for explosive compounds in phytoremediation and phytoforensics. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2012; 47(14):2219-29. doi: 10.1080/10934529.2012.707540. [PMID: 22934993]
  • Sigrid Husar, Franz Berthiller, Shozo Fujioka, Wilfried Rozhon, Mamoona Khan, Florian Kalaivanan, Luisa Elias, Gillian S Higgins, Yi Li, Rainer Schuhmacher, Rudolf Krska, Hideharu Seto, Fabian E Vaistij, Dianna Bowles, Brigitte Poppenberger. Overexpression of the UGT73C6 alters brassinosteroid glucoside formation in Arabidopsis thaliana. BMC plant biology. 2011 Mar; 11(?):51. doi: 10.1186/1471-2229-11-51. [PMID: 21429230]
  • 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]
  • Craig A McFarland, Michael J Quinn, John Boyce, Emily M LaFiandra, Matthew A Bazar, Larry G Talent, Mark S Johnson. Toxic effects of oral 2-amino-4,6-dinitrotoluene in the Western fence lizard (Sceloporus occidentalis). Environmental pollution (Barking, Essex : 1987). 2011 Feb; 159(2):466-73. doi: 10.1016/j.envpol.2010.10.018. [PMID: 21067851]
  • 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]
  • Gabriele Sabbioni, Richard Rumler. Biomonitoring of workers cleaning up ammunition waste sites. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2007 Nov; 12(6):559-73. doi: 10.1080/13547500701456206. [PMID: 17852074]
  • Insook Lee, Kyunghwa Baek, Hyunhee Kim, Sunghyun Kim, Jaisoo Kim, Youngseok Kwon, Yoontoung Chang, Bumhan Bae. Phytoremediation of soil co-contaminated with heavy metals and TNT using four plant species. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2007 Nov; 42(13):2039-45. doi: 10.1080/10934520701629781. [PMID: 17990167]
  • G Sabbioni, O Sepai, H Norppa, H Yan, A Hirvonen, Y Zheng, H Järventaus, B Bäck, L R Brooks, S H Warren, D M Demarini, Y Y Liu. Comparison of biomarkers in workers exposed to 2,4,6-trinitrotoluene. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2007 Jan; 12(1):21-37. doi: 10.1080/13547500600807012. [PMID: 17438651]
  • Hermann M Bolt, Gisela H Degen, Susanne B Dorn, Sabine Plöttner, Volker Harth. Genotoxicity and potential carcinogenicity of 2,4,6-TNT trinitrotoluene: structural and toxicological considerations. Reviews on environmental health. 2006 Oct; 21(4):217-28. doi: 10.1515/reveh.2006.21.4.217. [PMID: 17243348]
  • Christopher F Hoehamer, N Lee Wolfe, Karl Erik L Eriksson. Biotransformation of 2,4,6-trinitrotoluene (TNT) by the fungus Fusarium oxysporum. International journal of phytoremediation. 2006; 8(2):95-105. doi: 10.1080/15226510600678423. [PMID: 16924959]
  • Christopher F Hoehamer, N Lee Wolfe, Karl Erik L Eriksson. Differences in the biotransformation of 2,4,6-trinitrotoluene (TNT) between wild and axenically grown isolates of Myriophyllum aquaticum. International journal of phytoremediation. 2006; 8(2):107-15. doi: 10.1080/15226510600678431. [PMID: 16924960]
  • A Nepovim, A Hebner, P Soudek, A Gerth, H Thomas, S Smrcek, T Vanek. Degradation of 2,4,6-trinitrotoluene by selected helophytes. Chemosphere. 2005 Sep; 60(10):1454-61. doi: 10.1016/j.chemosphere.2005.01.073. [PMID: 16054915]
  • Gabriele Sabbioni, Yu-Ying Liu, Huifang Yan, Ovnair Sepai. Hemoglobin adducts, urinary metabolites and health effects in 2,4,6-trinitrotoluene exposed workers. Carcinogenesis. 2005 Jul; 26(7):1272-9. doi: 10.1093/carcin/bgi078. [PMID: 15817613]
  • Jeffrey M Weiss, Amanda J McKay, Christopher Derito, Chuichi Watanabe, Kevin A Thorn, Eugene L Madsen. Development and application of pyrolysis gas chromatography/mass spectrometry for the analysis of bound trinitrotoluene residues in soil. Environmental science & technology. 2004 Apr; 38(7):2167-74. doi: 10.1021/es034911v. [PMID: 15112821]
  • Thomas Zimmermann, Wolfgang J Ensinger, Torsten C Schmidt. In situ derivatization/solid-phase microextraction: determination of polar aromatic amines. Analytical chemistry. 2004 Feb; 76(4):1028-38. doi: 10.1021/ac035098p. [PMID: 14961735]
  • Chuanyue Wang, Delina Y Lyon, Joseph B Hughes, George N Bennett. Role of hydroxylamine intermediates in the phytotransformation of 2,4,6-trinitrotoluene by Myriophyllum aquaticum. Environmental science & technology. 2003 Aug; 37(16):3595-600. doi: 10.1021/es030010a. [PMID: 12953871]
  • 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]
  • D R Hitchcock, S C McCutcheon, M C Smith. Using rotifer population demographic parameters to assess impacts of the degradation products from trinitrotoluene phytoremediation. Ecotoxicology and environmental safety. 2003 Jun; 55(2):143-51. doi: 10.1016/s0147-6513(03)00007-1. [PMID: 12742360]
  • Tobias Frische. Screening for soil toxicity and mutagenicity using luminescent bacteria--a case study of the explosive 2,4,6-trinitrotoluene (TNT). Ecotoxicology and environmental safety. 2002 Feb; 51(2):133-44. doi: 10.1006/eesa.2001.2124. [PMID: 11886187]
  • M A Moteleb, M T Suidan, J Kim, J L Davel, N R Adrian. Anaerobic degradation of 2,4,6-trinitrotoluene in granular activated carbon fluidized bed and batch reactors. Water science and technology : a journal of the International Association on Water Pollution Research. 2001; 43(1):67-75. doi: . [PMID: 11379114]
  • M Bader, T Göen, J Müller, J Angerer. Analysis of nitroaromatic compounds in urine by gas chromatography-mass spectrometry for the biological monitoring of explosives. Journal of chromatography. B, Biomedical sciences and applications. 1998 Jun; 710(1-2):91-9. doi: 10.1016/s0378-4347(98)00138-8. [PMID: 9686875]
  • 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]
  • L Pucik, J Hughes. Capillary electrophoretic separation of TNT and its transformation products. Journal of capillary electrophoresis. 1996 Jul; 3(4):209-13. doi: ". [PMID: 9384739]
  • G Ahlborg, P Einistö, M Sorsa. Mutagenic activity and metabolites in the urine of workers exposed to trinitrotoluene (TNT). British journal of industrial medicine. 1988 May; 45(5):353-8. doi: 10.1136/oem.45.5.353. [PMID: 3378017]
  • B H Woollen, M G Hall, R Craig, G T Steel. Trinitrotoluene: assessment of occupational absorption during manufacture of explosives. British journal of industrial medicine. 1986 Jul; 43(7):465-73. doi: 10.1136/oem.43.7.465. [PMID: 3718894]
  • J Yinon, D G Hwang. Identification of urinary metabolites of 2,4,6-trinitrotoluene in rats by liquid chromatography-mass spectometry. Toxicology letters. 1985 Aug; 26(2-3):205-9. doi: 10.1016/0378-4274(85)90168-7. [PMID: 3839946]
  • R J Haas, D Niethammer, M Dietrich, E Kleihauer. [Diagnosis and therapy of primary defects of immunity (author's transl)]. Klinische Padiatrie. 1975 Nov; 187(6):484-95. doi: NULL. [PMID: 2800]