4-Nitrophenol (BioDeep_00000002878)

 

Secondary id: BioDeep_00000400258

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Industrial Pollutants Volatile Flavor Compounds


代谢物信息卡片


4-Nitrophenol, sodium salt, (2:1), dihydrate

化学式: C6H5NO3 (139.02694200000002)
中文名称: 对硝基苯酚, 4-硝基苯酚
谱图信息: 最多检出来源 Homo sapiens(blood) 0.54%

分子结构信息

SMILES: C1=CC(=CC=C1[N+](=O)[O-])O
InChI: InChI=1/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H

描述信息

4-Nitrophenol (also called p-nitrophenol or 4-hydroxynitrobenzene) is a phenolic compound that has a nitro group at the opposite position of the hydroxyl group on the benzene ring. It belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms. 4-Nitrophenol shows two polymorphs in the crystalline state. The alpha-form is colorless pillars, unstable at room temperature, and stable toward sunlight. The beta-form is yellow pillars, stable at room temperature, and gradually turns red upon irradiation of sunlight. Usually 4-nitrophenol exists as a mixture of these two forms. 4-Nitrophenol can be used as a pH indicator and as an intermediate in the synthesis of paracetamol. Itis also used as the precursor for the preparation of phenetidine and acetophenetidine, indicators, and raw materials for fungicides. Bioaccumulation of this compound rarely occurs. In peptide synthesis, carboxylate ester derivatives of 4-nitrophenol may serve as activated components for construction of amide moieties. 4-Nitrophenol is a potentially toxic compound: it can cause eyes, skin, and respiratory tract irritations. It may also cause inflammation of those parts. It has a delayed interaction with blood and forms methaemoglobin which is responsible for methemoglobinemia -which is characterized by tissue hypoxia, as methemoglobin cannot bind oxygen-, potentially causing cyanosis, confusion, and unconsciousness. When ingested, it causes abdominal pain and vomiting. Prolonged contact with skin may cause allergic response. Genotoxicity and carcinogenicity of 4-nitrophenol are not known. The LD50 in mice is 282 mg/kg and in rats is 202 mg/kg. Outside of the human body, 4-Nitrophenol has been detected, but not quantified in cow milk. Conjugates are more polar than the parent compounds and therefore are easier to excrete in the urine.
CONFIDENCE standard compound; INTERNAL_ID 1202; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3370; ORIGINAL_PRECURSOR_SCAN_NO 3368
CONFIDENCE standard compound; INTERNAL_ID 1202; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3384; ORIGINAL_PRECURSOR_SCAN_NO 3382
CONFIDENCE standard compound; INTERNAL_ID 1202; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3386; ORIGINAL_PRECURSOR_SCAN_NO 3382
CONFIDENCE standard compound; INTERNAL_ID 1202; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3360; ORIGINAL_PRECURSOR_SCAN_NO 3357
CONFIDENCE standard compound; INTERNAL_ID 1202; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3383; ORIGINAL_PRECURSOR_SCAN_NO 3379
CONFIDENCE standard compound; INTERNAL_ID 1202; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9235; ORIGINAL_PRECURSOR_SCAN_NO 9231
CONFIDENCE standard compound; INTERNAL_ID 1202; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9286; ORIGINAL_PRECURSOR_SCAN_NO 9282
CONFIDENCE standard compound; INTERNAL_ID 1202; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9273; ORIGINAL_PRECURSOR_SCAN_NO 9268
CONFIDENCE standard compound; INTERNAL_ID 1202; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9283; ORIGINAL_PRECURSOR_SCAN_NO 9278
CONFIDENCE standard compound; INTERNAL_ID 1202; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3372; ORIGINAL_PRECURSOR_SCAN_NO 3370
CONFIDENCE standard compound; INTERNAL_ID 982; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3485; ORIGINAL_PRECURSOR_SCAN_NO 3484
CONFIDENCE standard compound; INTERNAL_ID 982; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3494; ORIGINAL_PRECURSOR_SCAN_NO 3493
CONFIDENCE standard compound; INTERNAL_ID 982; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3463; ORIGINAL_PRECURSOR_SCAN_NO 3462
CONFIDENCE standard compound; INTERNAL_ID 982; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3492; ORIGINAL_PRECURSOR_SCAN_NO 3491
CONFIDENCE standard compound; INTERNAL_ID 982; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3496; ORIGINAL_PRECURSOR_SCAN_NO 3495
4-Nitrophenol is a phenolic metabolite of environmental chemicals present in samples from the general population.
Acquisition and generation of the data is financially supported in part by CREST/JST.
CONFIDENCE standard compound; INTERNAL_ID 2298

同义名列表

37 个代谢物同义名

4-Nitrophenol, sodium salt, (2:1), dihydrate; 4-Nitrophenol, 2,6-(14)C2-labeled CPD; 4-Nitrophenol, 2,6-(13)C2-labeled CPD; 4-Nitrophenol, manganese (2+) salt; 4-Nitrophenol, 2-(14)C-labeled CPD; 4-Nitrophenol, 1-(13)C-labeled CPD; 4-Nitrophenol, (18)O-labeled CPD; 4-Nitrophenol, 14C-labeled CPD; 4-Nitrophenol, silver(2+) salt; 4-Nitrophenol, ion(1-) hydride; 4-Nitrophenol, copper(1+) salt; 4-Nitrophenol, potassium salt; 4-Nitrophenol, manganese salt; 4-Nitrophenol, aluminum salt; 4-Nitrophenol, iron(3+) salt; 4-Nitrophenol, tin (4+) salt; 4-Nitrophenol, tin (2+) salt; 4-Nitrophenol, ammonium salt; 4-Nitrophenol, lithium salt; 4-Nitrophenol, sodium salt; 4-Nitrophenol, cesium salt; 4-Nitrophenol, zinc salt; 4-Hydroxy-1-nitrobenzene; 1-Hydroxy-4-nitrobenzene; 4-Nitrophenol, ion(1-); 4-Hydroxynitrobenzene; p-Hydroxynitrobenzene; 4-Nitrophenolate; Paranitrophenol; Mononitrophenol; p-Nitrophenol; 4-Nitrophenol; Niphen; PNP; PNP; 4-Nitrophenol; 4-Nitrophenol



数据库引用编号

42 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(0)

PlantCyc(0)

代谢反应

57 个相关的代谢反应过程信息。

Reactome(56)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

5 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

  • J Amala Ebi Jacob, R Antony, D S Ivan Jebakumar. Synergistic effect of silver nanoparticle-embedded calcite-rich biochar derived from Tamarindus indica bark on 4-nitrophenol reduction. Chemosphere. 2024 Feb; 349(?):140765. doi: 10.1016/j.chemosphere.2023.140765. [PMID: 38006917]
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  • Krishna Kumar Jaiswal, Vinod Kumar, Neha Arora, Mikhail S Vlaskin. Evaluation of the mechanisms underlying altered fatty acid biosynthesis in heterotrophic microalgal strain Chlorella sorokiniana during biodegradation of phenol and p-nitrophenol. Environmental science and pollution research international. 2023 Jul; ?(?):. doi: 10.1007/s11356-023-28615-5. [PMID: 37432577]
  • Zhao Ma, Yuanbo Li, Chao Lu, Meng Li. On-site screening method for bioavailability assessment of the organophosphorus pesticide, methyl parathion, and its primary metabolite in soils by paper strip biosensor. Journal of hazardous materials. 2023 May; 457(?):131725. doi: 10.1016/j.jhazmat.2023.131725. [PMID: 37295330]
  • Zhao Ma, Yuanbo Li, Zhongyi Lu, Jie Pan, Meng Li. A novel biosensor-based method for the detection of p-nitrophenol in agricultural soil. Chemosphere. 2023 Feb; 313(?):137306. doi: 10.1016/j.chemosphere.2022.137306. [PMID: 36410515]
  • Saddam Hussain, Hafiz Muhammad Junaid, Muhammad Tahir Waseem, Waqar Rauf, Ahson Jabbar Shaikh, Sohail Anjum Shahzad. Aggregation-Induced Emission of Quinoline Based Fluorescent and Colorimetric Sensors for Rapid Detection of Fe3+ and 4-Nitrophenol in Aqueous Medium. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2022 May; 272(?):121021. doi: 10.1016/j.saa.2022.121021. [PMID: 35180483]
  • Chaoxia Zhao, Li Xue, Hongxiao Shi, Wenqi Chen, Yu Zhong, Yi Zhang, Yanping Zhou, Kama Huang. Simultaneous degradation of p-nitrophenol and reduction of Cr(VI) in one step using microwave atmospheric pressure plasma. Water research. 2022 Apr; 212(?):118124. doi: 10.1016/j.watres.2022.118124. [PMID: 35121417]
  • Van-Dat Doan, Thanh Long Phan, Van Thuan Le, Yasser Vasseghian, Lebedeva Olga Evgenievna, Dai Lam Tran, Van Tan Le. Efficient and fast degradation of 4-nitrophenol and detection of Fe(III) ions by Poria cocos extract stabilized silver nanoparticles. Chemosphere. 2022 Jan; 286(Pt 3):131894. doi: 10.1016/j.chemosphere.2021.131894. [PMID: 34416589]
  • Deepa Mundekkad, G V Kameshwari, Poojita Karchalkar, Rajeshwari Koti. The catalytic and ROS-scavenging activities of green synthesized, antiferromagneticα-Fe2O3nanoparticle with a prismatic octahedron morphology from pomegranate rind extract. Nanotechnology. 2021 Nov; 33(4):. doi: 10.1088/1361-6528/ac2c45. [PMID: 34598165]
  • Eman A Ahmed, Howayda E Khaled, Ahmed K Elsayed. Long-term exposure to p-Nitrophenol induces hepatotoxicity via accelerating apoptosis and glycogen accumulation in male Japanese quails. Environmental science and pollution research international. 2021 Aug; 28(32):44420-44431. doi: 10.1007/s11356-021-13806-9. [PMID: 33846926]
  • Teng Liu, Xuefeng Bai. In situ preparation of highly dispersed Pd supported on exfoliated layered double hydroxides via nitrogen plasma for 4-nitrophenol reduction. Environmental science and pollution research international. 2021 Jun; 28(23):30090-30100. doi: 10.1007/s11356-021-12689-0. [PMID: 33582960]
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  • Yafang Ding, Wenzhang Tan, Xiaodan Zheng, Xiuling Ji, Pengfei Song, Limei Bao, Chunting Zhang, Junjie Shang, Kunhao Qin, Yunlin Wei. Serratia marcescens-derived fluorescent carbon dots as a platform toward multi-mode bioimaging and detection of p-nitrophenol. The Analyst. 2021 Jan; 146(2):683-690. doi: 10.1039/d0an01624a. [PMID: 33210668]
  • Shanmao Ren, Yansen Li, Chunmei Li. Effects of P-nitrophenol exposure on the testicular development and semen quality of roosters. General and comparative endocrinology. 2021 01; 301(?):113656. doi: 10.1016/j.ygcen.2020.113656. [PMID: 33159910]
  • Hany Ibrahim, Abdallah M Hamdy, Hanan A Merey, Ahmed S Saad. Simultaneous Determination of Paracetamol, Propyphenazone and Caffeine in Presence of Paracetamol Impurities Using Dual-Mode Gradient HPLC and TLC Densitometry Methods. Journal of chromatographic science. 2021 Jan; 59(2):140-147. doi: 10.1093/chromsci/bmaa088. [PMID: 33221830]
  • Seung Jun Lee, Yiseul Yu, Hyeon Jin Jung, Shreyanka Shankar Naik, Sanghun Yeon, Myong Yong Choi. Efficient recovery of palladium nanoparticles from industrial wastewater and their catalytic activity toward reduction of 4-nitrophenol. Chemosphere. 2021 Jan; 262(?):128358. doi: 10.1016/j.chemosphere.2020.128358. [PMID: 33182147]
  • Hao Dai, Ziyi Deng, Yanbo Zeng, Jian Zhang, Yiwen Yang, Qinyan Ma, Wenling Hu, Longhua Guo, Lei Li, Shulin Wan, Haiying Liu. Highly sensitive determination of 4-nitrophenol with coumarin-based fluorescent molecularly imprinted poly (ionic liquid). Journal of hazardous materials. 2020 11; 398(?):122854. doi: 10.1016/j.jhazmat.2020.122854. [PMID: 32504958]
  • Xiaoyu Huang, Lin Chang, Youguang Lu, Zhanhai Li, Zewen Kang, Xiaohui Zhang, Minghuan Liu, Da-Peng Yang. Plant-mediated synthesis of dual-functional Eggshell/Ag nanocomposites towards catalysis and antibacterial applications. Materials science & engineering. C, Materials for biological applications. 2020 Aug; 113(?):111015. doi: 10.1016/j.msec.2020.111015. [PMID: 32487416]
  • Bing-Hui Wang, Xiao Lian, Bing Yan. Recyclable Eu3+ functionalized Hf-MOF fluorescent probe for urinary metabolites of some organophosphorus pesticides. Talanta. 2020 Jul; 214(?):120856. doi: 10.1016/j.talanta.2020.120856. [PMID: 32278438]
  • Shani Raj, Hanwant Singh, Rohini Trivedi, Vineet Soni. Biogenic synthesis of AgNPs employing Terminalia arjuna leaf extract and its efficacy towards catalytic degradation of organic dyes. Scientific reports. 2020 06; 10(1):9616. doi: 10.1038/s41598-020-66851-8. [PMID: 32541840]
  • Zarbad Shah, Sara Hassan, Kausar Shaheen, Shahid Ali Khan, Taj Gul, Yasir Anwar, Majed A Al-Shaeri, Momin Khan, Rasool Khan, Muhammad Abdul Haleem, Hongli Suo. Synthesis of AgNPs coated with secondary metabolites of Acacia nilotica: An efficient antimicrobial and detoxification agent for environmental toxic organic pollutants. Materials science & engineering. C, Materials for biological applications. 2020 Jun; 111(?):110829. doi: 10.1016/j.msec.2020.110829. [PMID: 32279826]
  • Babak Jaleh, Shohreh Karami, Mohaddeseh Sajjadi, Bahareh Feizi Mohazzab, Saeid Azizian, Mahmoud Nasrollahzadeh, Rajender S Varma. Laser-assisted preparation of Pd nanoparticles on carbon cloth for the degradation of environmental pollutants in aqueous medium. Chemosphere. 2020 May; 246(?):125755. doi: 10.1016/j.chemosphere.2019.125755. [PMID: 31927368]
  • 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]
  • Ilay Sema Unal, Ayse Demirbas, Irem Onal, Nilay Ildiz, Ismail Ocsoy. One step preparation of stable gold nanoparticle using red cabbage extracts under UV light and its catalytic activity. Journal of photochemistry and photobiology. B, Biology. 2020 Mar; 204(?):111800. doi: 10.1016/j.jphotobiol.2020.111800. [PMID: 32028188]
  • 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]
  • Siwen Kuang, Qijun Le, Jiabao Hu, Yajun Wang, Na Yu, Xiaohuan Cao, Man Zhang, Yibo Sun, Weiwei Gu, Yang Yang, Youyi Zhang, Yaya Li, Hanwei Liu, Xiaojun Yan. Effects of p-nitrophenol on enzyme activity, histology, and gene expression in Larimichthys crocea. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2020 Feb; 228(?):108638. doi: 10.1016/j.cbpc.2019.108638. [PMID: 31655297]
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  • Peng Sun, Kaikai Zhang, Jianyu Gong, Aimal Khan, Yu Zhang, Md Suzaul Islama, Yanrong Zhang. Sunflower stalk-derived biochar enhanced thermal activation of persulfate for high efficient oxidation of p-nitrophenol. Environmental science and pollution research international. 2019 Sep; 26(26):27482-27493. doi: 10.1007/s11356-019-05881-w. [PMID: 31332683]
  • Yuqin Zhang, Feng Yang, Hejun Ren, Jinliang Liu, Wenyang Mu, Yan Wang. Pseudomonas monteilii PN1: a great potential P-nitrophenol degrader with plant growth promoting traits under drought and saline-alkali stresses. Biotechnology letters. 2019 Jul; 41(6-7):801-811. doi: 10.1007/s10529-019-02692-4. [PMID: 31089841]
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