4-Nitrocatechol (BioDeep_00000001256)

 

Secondary id: BioDeep_00000406100

human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds


代谢物信息卡片


4-nitro-Pyrocatechol4-nitropyrocatechol NSC 80651

化学式: C6H5NO4 (155.021857)
中文名称: 4-硝基儿茶酚
谱图信息: 最多检出来源 Homo sapiens(blood) 0.14%

分子结构信息

SMILES: C1=CC(=C(C=C1[N+](=O)[O-])O)O
InChI: InChI=1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H

描述信息

4-Nitrocatechol is the by-product of the hydroxylation of 4-Nitrophenol by the human cytochrome P450 (CYP) 2E1. This reaction is a useful metabolic marker for the presence of functional cytochrome P450 2E1 in mammalian cell microsomes. Hepatic and extrahepatic microsomal cytochrome P450 isozymes further catalyze the reduction of p-nitrocatechol to p-aminophenol. (PMID: 8267647, 8214571, 8267647) [HMDB]
4-Nitrocatechol is the by-product of the hydroxylation of 4-nitrophenol by the human cytochrome P450 (CYP) 2E1. This reaction is a useful metabolic marker for the presence of functional cytochrome P450 2E1 in mammalian cell microsomes. Hepatic and extrahepatic microsomal cytochrome P450 isozymes further catalyze the reduction of p-nitrocatechol into p-aminophenol (PMID: 8267647, 8214571, 8267647).
4-Nitrocatechol is a potent lipoxygenase inhibitor[1].
4-Nitrocatechol is a potent lipoxygenase inhibitor[1].

同义名列表

13 个代谢物同义名

4-nitro-Pyrocatechol4-nitropyrocatechol NSC 80651; 4-nitro-1,2-Dihydroxybenzene; 1,2-Dihydroxy-4-nitrobenzene; 3,4-Dihydroxy-1-nitrobenzene; 2-Hydroxy-4-nitrophenolate; 3,4-Dihydroxynitrobenzene; 4-nitrobenzene-1,2-diol; 4-nitro-1,2-Benzenediol; 4-Nitropyrocatechol; 4-Nitrobenzcatechin; P-Nitrocatechol; 4-nitrocatechol; 4-Nitrocatechol



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

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)

2 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

  • Yao Fu, Xiaoxiao Tian, Lingling Han, Yilin Li, Ying Peng, Jiang Zheng. Mechanism-based inactivation of cytochrome P450 2D6 by Notopterol. Chemico-biological interactions. 2020 May; 322(?):109053. doi: 10.1016/j.cbi.2020.109053. [PMID: 32198085]
  • Mengjun Shi, Yiping Cui, Cunyu Liu, Changqin Li, Zhenhua Liu, Wen-Yi Kang. CYPs-mediated drug-drug interactions on psoralidin, isobavachalcone, neobavaisoflavone and daidzein in rats liver microsomes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2020 Feb; 136(?):111027. doi: 10.1016/j.fct.2019.111027. [PMID: 31870919]
  • Xinfeng Wang, Rongrong Gu, Liwei Wang, Wenxue Xu, Yating Zhang, Bing Chen, Weijun Li, Likun Xue, Jianmin Chen, Wenxing Wang. Emissions of fine particulate nitrated phenols from the burning of five common types of biomass. Environmental pollution (Barking, Essex : 1987). 2017 Nov; 230(?):405-412. doi: 10.1016/j.envpol.2017.06.072. [PMID: 28675850]
  • Ravindra D Wavhale, Elvis A F Martis, Premlata K Ambre, Baojie Wan, Scott G Franzblau, Krishna R Iyer, Kavita Raikuvar, Katarzyna Macegoniuk, Łukasz Berlicki, Santosh R Nandan, Evans C Coutinho. Discovery of new leads against Mycobacterium tuberculosis using scaffold hopping and shape based similarity. Bioorganic & medicinal chemistry. 2017 09; 25(17):4835-4844. doi: 10.1016/j.bmc.2017.07.034. [PMID: 28778369]
  • Vinciane Borsenberger, Fernando Ferreira, Annick Pollet, Emmie Dornez, Marie-Laure Desrousseaux, Stéphane Massou, Christophe M Courtin, Michael J O'Donohue, Régis Fauré. A versatile and colorful screening tool for the identification of arabinofuranose-acting enzymes. Chembiochem : a European journal of chemical biology. 2012 Sep; 13(13):1885-8. doi: 10.1002/cbic.201200394. [PMID: 22887844]
  • Arthur I Cederbaum, Lili Yang, Xiaodong Wang, Defeng Wu. CYP2E1 Sensitizes the Liver to LPS- and TNF α-Induced Toxicity via Elevated Oxidative and Nitrosative Stress and Activation of ASK-1 and JNK Mitogen-Activated Kinases. International journal of hepatology. 2012; 2012(?):582790. doi: 10.1155/2012/582790. [PMID: 22028977]
  • Prasenjit Manna, Sudip Bhattacharyya, Joydeep Das, Jyotirmoy Ghosh, Parames C Sil. Phytomedicinal Role of Pithecellobium dulce against CCl(4)-mediated Hepatic Oxidative Impairments and Necrotic Cell Death. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):832805. doi: 10.1093/ecam/neq065. [PMID: 21869899]
  • Marc-André Frese, Stefanie Schulz, Thomas Dierks. Arylsulfatase G, a novel lysosomal sulfatase. The Journal of biological chemistry. 2008 Apr; 283(17):11388-95. doi: 10.1074/jbc.m709917200. [PMID: 18283100]
  • Camila M Adade, Solange L de Castro, Maurilio J Soares. Ultrastructural localization of Trypanosoma cruzi lysosomes by aryl sulphatase cytochemistry. Micron (Oxford, England : 1993). 2007; 38(3):252-6. doi: 10.1016/j.micron.2006.05.002. [PMID: 16860560]
  • Chong Shen, Hongzi Zhang, Guoliang Zhang, Qin Meng. Isoniazid-induced hepatotoxicity in rat hepatocytes of gel entrapment culture. Toxicology letters. 2006 Nov; 167(1):66-74. doi: 10.1016/j.toxlet.2006.08.010. [PMID: 17030102]
  • Ewa Skrzypczak-Jankun, Oleg Y Borbulevych, Jerzy Jankun. Soybean lipoxygenase-3 in complex with 4-nitrocatechol. Acta crystallographica. Section D, Biological crystallography. 2004 Mar; 60(Pt 3):613-5. doi: 10.1107/s0907444904000861. [PMID: 14993710]
  • C Pham, J Jankun, E Skrzypczak-Jankun, R A Flowers, M O Funk. Structural and thermochemical characterization of lipoxygenase-catechol complexes. Biochemistry. 1998 Dec; 37(51):17952-7. doi: 10.1021/bi981989t. [PMID: 9922163]
  • T Kawabata, V Schepkin, N Haramaki, R S Phadke, L Packer. Iron coordination by catechol derivative antioxidants. Biochemical pharmacology. 1996 Jun; 51(11):1569-77. doi: 10.1016/0006-2952(96)00101-3. [PMID: 8630099]
  • Y R Wu, J G Conway, F C Kauffman, R G Thurman. Stimulation of mixed-function oxidation by NADPH in perfused mouse livers. Studies with saponin-permeabilized tissue. Biochemical pharmacology. 1986 Oct; 35(20):3607-12. doi: 10.1016/0006-2952(86)90633-7. [PMID: 3768043]
  • S Rapoport, B Härtel, T Schewe, H Kühn. Hydroperoxyfatty acids inactivate the reticulocyte lipoxygenase independently of a hydroperoxidase reaction. FEBS letters. 1986 Jul; 202(2):202-6. doi: 10.1016/0014-5793(86)80687-1. [PMID: 3087777]