Nitrobenzene (BioDeep_00000002877)

 

Secondary id: BioDeep_00001867809

human metabolite PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


Hydroxy(phenyl)azane oxide (acd/name 4.0)

化学式: C6H5NO2 (123.032027)
中文名称: 硝基苯
谱图信息: 最多检出来源 Viridiplantae(plant) 1.61%

分子结构信息

SMILES: C1=CC=C(C=C1)[N+](=O)[O-]
InChI: InChI=1S/C6H5NO2/c8-7(9)6-4-2-1-3-5-6/h1-5H

描述信息

Approximately 95\\% of nitrobenzene is consumed in the production of aniline, which is a precursor to rubber chemicals, pesticides, dyes, explosives, and pharmaceuticals. Nitrobenzene is an organic compound with the chemical formula C6H5NO2. It is a water-insoluble pale yellow oil with an almond-like odor. It freezes to give greenish-yellow crystals. It is produced on a large scale from benzene as a precursor to aniline. In the laboratory, it is occasionally used as a solvent, especially for electrophilic reagents. Nitrobenzene is prepared by nitration of benzene with a mixture of concentrated sulfuric acid, water, and nitric acid. This mixture is sometimes called mixed acid. The production of nitrobenzene is one of the most dangerous processes conducted in the chemical industry because of the exothermicity of the reaction ( delta H = 117 kJ/mol).

同义名列表

22 个代谢物同义名

Hydroxy(phenyl)azane oxide (acd/name 4.0); Nitrobenzol, liquid(dot); Rcra waste number u169; 4-Hydroxynitrobenzene; PNP, p-Nitrophenol; Essence OF myrbane; Essence OF mirbane; Oil OF myrbane; Oil OF mirbane; Nitro-benzene; p-Nitrophenol; 4-Nitrophenol; Nitrobenzeen; NITROBENZENE; Nitrobenzen; Mirbane oil; Nitrobenzol; Niphen; PNP; Nitrobenzene; Nitrobenzene; Nitrobenzene-d5



数据库引用编号

17 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(5)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(2)

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

  • Elena Chugunova, Nurgali Akylbekov, Alexey Dobrynin, Alexander Burilov, Carla Boga, Gabriele Micheletti, Vincenzo Frenna, Edoardo Jun Mattioli, Matteo Calvaresi, Domenico Spinelli. 4,6-Dichloro-5-Nitrobenzofuroxan: Different Polymorphisms and DFT Investigation of Its Reactivity with Nucleophiles. International journal of molecular sciences. 2021 Dec; 22(24):. doi: 10.3390/ijms222413460. [PMID: 34948257]
  • Bo Jiang, Hui Chen, Huifang Zhao, Wenjuan Wu, Yongcan Jin. Structural features and antioxidant behavior of lignins successively extracted from ginkgo shells (Ginkgo biloba L). International journal of biological macromolecules. 2020 Nov; 163(?):694-701. doi: 10.1016/j.ijbiomac.2020.07.027. [PMID: 32645494]
  • Liyan Di, Yue Li, Likai Nie, Sen Wang, Fanlong Kong. Influence of plant radial oxygen loss in constructed wetland combined with microbial fuel cell on nitrobenzene removal from aqueous solution. Journal of hazardous materials. 2020 07; 394(?):122542. doi: 10.1016/j.jhazmat.2020.122542. [PMID: 32240899]
  • Tian Li, Zhi F Zhou, Ping Zhang, Kun Qian, Tian C Zhang. Enhancing nitrobenzene biodegradation in aquatic systems: Feasibility of using plain soil as an inoculant and effects of adding ascorbic acid and peptone. Chemosphere. 2020 Jan; 239(?):124806. doi: 10.1016/j.chemosphere.2019.124806. [PMID: 31726521]
  • Jayachandrabal Balachandramohan, Thirugnanasambandam Sivasankar. Sonication-assisted synthesis of a new heterostructured schiff base ligand Silver-Guar gum encapsulated nanocomposite as a visible light photocatalyst. Journal of microencapsulation. 2020 Jan; 37(1):29-40. doi: 10.1080/02652048.2019.1692944. [PMID: 31718349]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Suprakash Biswas, Neha Upadhyay, Debojyoti Kar, Sourav Datta, Apurba Lal Koner. Visible light-controlled NO generation for photoreceptor-mediated plant root growth regulation. Nitric oxide : biology and chemistry. 2019 11; 92(?):34-40. doi: 10.1016/j.niox.2019.07.010. [PMID: 31377229]
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  • Ya-Nan Hou, Bo Zhang, Hui Yun, Zhen-Ni Yang, Jing-Long Han, Jizhong Zhou, Ai-Jie Wang, Hao-Yi Cheng. Palladized cells as suspension catalyst and electrochemical catalyst for reductively degrading aromatics contaminants: Roles of Pd size and distribution. Water research. 2017 11; 125(?):288-297. doi: 10.1016/j.watres.2017.08.055. [PMID: 28866444]
  • Pavla Pantůčková, Pavel Kubáň. In-line coupling of supported liquid membrane extraction to capillary electrophoresis for simultaneous analysis of basic and acidic drugs in urine. Journal of chromatography. A. 2017 Oct; 1519(?):137-144. doi: 10.1016/j.chroma.2017.08.084. [PMID: 28890266]
  • Mengjing Zheng, Shubo Gu, Jin Chen, Yongli Luo, Wenqian Li, Jun Ni, Yong Li, Zhenlin Wang. Development and validation of a sensitive UPLC-MS/MS instrumentation and alkaline nitrobenzene oxidation method for the determination of lignin monomers in wheat straw. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Jun; 1055-1056(?):178-184. doi: 10.1016/j.jchromb.2017.04.034. [PMID: 28494351]
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  • Krzysztof Zasada, Malgorzata Karbownik-Lewinska. Comparison of potential protective effects of melatonin and propylthiouracil against lipid peroxidation caused by nitrobenzene in the thyroid gland. Toxicology and industrial health. 2015 Dec; 31(12):1195-201. doi: 10.1177/0748233713491799. [PMID: 23723263]
  • Haoting Tian, Yong Guo, Bo Pan, Cheng Gu, Hui Li, Stephen A Boyd. Enhanced Photoreduction of Nitro-aromatic Compounds by Hydrated Electrons Derived from Indole on Natural Montmorillonite. Environmental science & technology. 2015 Jul; 49(13):7784-92. doi: 10.1021/acs.est.5b01026. [PMID: 26029791]
  • Tian Li, Xinping Deng, Jinjun Wang, Yucheng Chen, Lin He, Yuchuan Sun, Caixia Song, Zhifeng Zhou. Biodegradation of nitrobenzene in a lysogeny broth medium by a novel halophilic bacterium Bacillus licheniformis. Marine pollution bulletin. 2014 Dec; 89(1-2):384-389. doi: 10.1016/j.marpolbul.2014.09.028. [PMID: 25440194]
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  • Jaroslav Durkovič, František Kačík, Dušan Olčák, Veronika Kučerová, Jana Krajňáková. Host responses and metabolic profiles of wood components in Dutch elm hybrids with a contrasting tolerance to Dutch elm disease. Annals of botany. 2014 Jul; 114(1):47-59. doi: 10.1093/aob/mcu076. [PMID: 24854167]
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  • Donglin Guo, Jun Ma, Wenyue Su, Baoming Xie, Changhong Guo. Contribution of reactive oxygen species (ROS) to genotoxicity of nitrobenzene on V. faba. Ecotoxicology (London, England). 2014 May; 23(4):657-64. doi: 10.1007/s10646-014-1230-x. [PMID: 24676937]
  • Bin Liang, Haoyi Cheng, Joy D Van Nostrand, Jincai Ma, Hao Yu, Deyong Kong, Wenzong Liu, Nanqi Ren, Liyou Wu, Aijie Wang, Duu-Jong Lee, Jizhong Zhou. Microbial community structure and function of nitrobenzene reduction biocathode in response to carbon source switchover. Water research. 2014 May; 54(?):137-48. doi: 10.1016/j.watres.2014.01.052. [PMID: 24565804]
  • Tania Carreón, Misty J Hein, Kevin W Hanley, Susan M Viet, Avima M Ruder. Bladder cancer incidence among workers exposed to o-toluidine, aniline and nitrobenzene at a rubber chemical manufacturing plant. Occupational and environmental medicine. 2014 Mar; 71(3):175-82. doi: 10.1136/oemed-2013-101873. [PMID: 24368697]
  • Qing Zhang, Yanming Liu, Shuo Chen, Xie Quan, Hongtao Yu. Nitrogen-doped diamond electrode shows high performance for electrochemical reduction of nitrobenzene. Journal of hazardous materials. 2014 Jan; 265(?):185-90. doi: 10.1016/j.jhazmat.2013.11.065. [PMID: 24361797]
  • Daniel M Carter Ramirez, Zygmunt J Jakubek, Zhengfang Lu, William W Ogilvie, Linda J Johnston. Changes in order parameters associated with ceramide-mediated membrane reorganization measured using pTIRFM. Langmuir : the ACS journal of surfaces and colloids. 2013 Dec; 29(51):15907-18. doi: 10.1021/la403585v. [PMID: 24308875]
  • Deepak Singh, Gurunath Ramanathan. Biomineralization of 3-nitrotoluene by Diaphorobacter species. Biodegradation. 2013 Sep; 24(5):645-55. doi: 10.1007/s10532-012-9612-3. [PMID: 23212174]
  • Jun Ma, Donglin Guo, Wenyue Su, Dan Wang, Changhong Guo. Evaluation of phytotoxicity and genotoxicity of nitrobenzene with a battery of Vicia faba assay system. Environmental toxicology and chemistry. 2013 Jun; 32(6):1426-32. doi: 10.1002/etc.2189. [PMID: 23423993]
  • Tian Li, Kun Qian, Wei Xiao, Jin-Jun Wang, Xin-Ping Deng. [Biodegradation of nitrobenzene by a halophilic Myroides odoratimimus strain Y6]. Huan jing ke xue= Huanjing kexue. 2013 Feb; 34(2):753-9. doi: ". [PMID: 23668151]
  • Jan Peters, Vijaya Onguri, Satoru K Nishimoto, Tony N Marion, Gerald I Byrne. The Chlamydia trachomatis CT149 protein exhibits esterase activity in vitro and catalyzes cholesteryl ester hydrolysis when expressed in HeLa cells. Microbes and infection. 2012 Nov; 14(13):1196-204. doi: 10.1016/j.micinf.2012.07.020. [PMID: 22940277]
  • Denis Frath, Sébastien Azizi, Gilles Ulrich, Raymond Ziessel. Chemistry on Boranils: an entry to functionalized fluorescent dyes. Organic letters. 2012 Sep; 14(18):4774-7. doi: 10.1021/ol3020573. [PMID: 22958188]
  • Liang Si, Changhong Guo, Yuwei Cao, Wenwen Cong, Zening Yuan. The effect of nitrobenzene on antioxidative enzyme activity and DNA damage in tobacco seedling leaf cells. Environmental toxicology and chemistry. 2012 Sep; 31(9):2078-84. doi: 10.1002/etc.1920. [PMID: 22714570]
  • V M Gumerov, A V Mardanov, P M Kolosov, N V Ravin. [Isolation and functional characterization of lipase from the thermophilic alkali-tolerant bacterium Thermosyntropha lipolytica]. Prikladnaia biokhimiia i mikrobiologiia. 2012 Jul; 48(4):376-82. doi: ". [PMID: 23035569]
  • Hunter K C Laidlaw, Jelle Lahnstein, Rachel A Burton, Geoffrey B Fincher, Stephen A Jobling. Analysis of the arabinoxylan arabinofuranohydrolase gene family in barley does not support their involvement in the remodelling of endosperm cell walls during development. Journal of experimental botany. 2012 May; 63(8):3031-45. doi: 10.1093/jxb/ers019. [PMID: 22378943]
  • Priti Katrolia, Huiyong Jia, Qiaojuan Yan, Shuang Song, Zhengqiang Jiang, Haibo Xu. Characterization of a protease-resistant α-galactosidase from the thermophilic fungus Rhizomucor miehei and its application in removal of raffinose family oligosaccharides. Bioresource technology. 2012 Apr; 110(?):578-86. doi: 10.1016/j.biortech.2012.01.144. [PMID: 22349190]
  • Qixing Zhou, Chunyan Diao, Yuebing Sun, Junliang Zhou. Tolerance, uptake and removal of nitrobenzene by a newly-found remediation species Mirabilis jalapa L. Chemosphere. 2012 Mar; 86(10):994-1000. doi: 10.1016/j.chemosphere.2011.11.033. [PMID: 22236591]
  • Marie Couturier, David Navarro, Caroline Olivé, Didier Chevret, Mireille Haon, Anne Favel, Laurence Lesage-Meessen, Bernard Henrissat, Pedro M Coutinho, Jean-Guy Berrin. Post-genomic analyses of fungal lignocellulosic biomass degradation reveal the unexpected potential of the plant pathogen Ustilago maydis. BMC genomics. 2012 Feb; 13(?):57. doi: 10.1186/1471-2164-13-57. [PMID: 22300648]
  • Girijesh Kumar Patel, Bibekananda Kar, Ashwani Kumar Sharma. Characterization of a thermostable family 1 Glycosyl Hydrolase enzyme from Putranjiva roxburghii seeds. Applied biochemistry and biotechnology. 2012 Feb; 166(3):523-35. doi: 10.1007/s12010-011-9445-2. [PMID: 22086564]
  • Kerstin de Verdier, Ann Nyman, Christina Greko, Björn Bengtsson. Antimicrobial resistance and virulence factors in Escherichia coli from Swedish dairy calves. Acta veterinaria Scandinavica. 2012 Jan; 54(?):2. doi: 10.1186/1751-0147-54-2. [PMID: 22280887]
  • Naghmeh Nejat, Ganesan Vadamalai, Matthew Dickinson. Expression patterns of genes involved in the defense and stress response of Spiroplasma citri infected Madagascar Periwinkle Catharanthus roseus. International journal of molecular sciences. 2012; 13(2):2301-2313. doi: 10.3390/ijms13022301. [PMID: 22408455]
  • Kevin W Hanley, Susan M Viet, Misty J Hein, Tania Carreón, Avima M Ruder. Exposure to o-toluidine, aniline, and nitrobenzene in a rubber chemical manufacturing plant: a retrospective exposure assessment update. Journal of occupational and environmental hygiene. 2012; 9(8):478-90. doi: 10.1080/15459624.2012.693836. [PMID: 22708702]
  • Xiaodan Cao, Sarah V Studer, Karen Wassarman, Yuanxing Zhang, Edward G Ruby, Tim Miyashiro. The novel sigma factor-like regulator RpoQ controls luminescence, chitinase activity, and motility in Vibrio fischeri. mBio. 2012; 3(1):. doi: 10.1128/mbio.00285-11. [PMID: 22233679]
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  • Lena Hauberg-Lotte, Hannah Klingenberg, Christian Scharf, Melanie Böhm, Jörg Plessl, Frauke Friedrich, Uwe Völker, Anke Becker, Barbara Reinhold-Hurek. Environmental factors affecting the expression of pilAB as well as the proteome and transcriptome of the grass endophyte Azoarcus sp. strain BH72. PloS one. 2012; 7(1):e30421. doi: 10.1371/journal.pone.0030421. [PMID: 22276194]
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