4-Nitroquinoline 1-oxide (BioDeep_00000406304)

Main id: BioDeep_00000001658

 

natural product


代谢物信息卡片


4-Nitroquinoline 1-oxide

化学式: C9H6N2O3 (190.0378406)
中文名称: 4-硝基喹啉-N-氧化物
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C2C(=C1)C(=CC=[N+]2[O-])[N+](=O)[O-]
InChI: InChI=1S/C9H6N2O3/c12-10-6-5-9(11(13)14)7-3-1-2-4-8(7)10/h1-6H

描述信息

D009676 - Noxae > D002273 - Carcinogens
D009676 - Noxae > D009153 - Mutagens

同义名列表

2 个代谢物同义名

4-Nitroquinoline 1-oxide; 4-Nitroquinoline N-oxide



数据库引用编号

21 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

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

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

  • Maria Alonso-Jauregui, Elena González-Peñas, Adela López de Cerain, Ariane Vettorazzi. Genotoxicity of 12 Mycotoxins by the SOS/umu Test: Comparison of Liver and Kidney S9 Fraction. Toxins. 2022 06; 14(6):. doi: 10.3390/toxins14060400. [PMID: 35737061]
  • Yuanyuan Li, Yanting Wang, Jie Li, Zihang Ling, Wei Chen, Liping Zhang, Qinchao Hu, Tong Wu, Bin Cheng, Yun Wang, Juan Xia. Tacrolimus inhibits oral carcinogenesis through cell cycle control. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Jul; 139(?):111545. doi: 10.1016/j.biopha.2021.111545. [PMID: 33873145]
  • Yanlin Jian, He Eun Forbes, Fabian Hulpia, Martijn D P Risseeuw, Guy Caljon, Hélène Munier-Lehmann, Helena I M Boshoff, Serge Van Calenbergh. 2-((3,5-Dinitrobenzyl)thio)quinazolinones: Potent Antimycobacterial Agents Activated by Deazaflavin (F420)-Dependent Nitroreductase (Ddn). Journal of medicinal chemistry. 2021 01; 64(1):440-457. doi: 10.1021/acs.jmedchem.0c01374. [PMID: 33347317]
  • Aparajita Verma, Vui King Vincent-Chong, Hendrik DeJong, Pamela A Hershberger, Mukund Seshadri. Impact of dietary vitamin D on initiation and progression of oral cancer. The Journal of steroid biochemistry and molecular biology. 2020 05; 199(?):105603. doi: 10.1016/j.jsbmb.2020.105603. [PMID: 31981799]
  • Grace Gar-Lee Yue, Lin Li, Julia Kin-Ming Lee, Hin-Fai Kwok, Eric Chun-Wai Wong, Mingyue Li, Kwok-Pui Fung, Jun Yu, Anthony Wing-Hung Chan, Philip Wai-Yan Chiu, Clara Bik-San Lau. Multiple modulatory activities of Andrographis paniculata on immune responses and xenograft growth in esophageal cancer preclinical models. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Jul; 60(?):152886. doi: 10.1016/j.phymed.2019.152886. [PMID: 30910259]
  • Nashwan Al-Afifi, Aied Alabsi, Fahmi Kaid, Marina Bakri, Anand Ramanathan. Prevention of oral carcinogenesis in rats by Dracaena cinnabari resin extracts. Clinical oral investigations. 2019 May; 23(5):2287-2301. doi: 10.1007/s00784-018-2685-6. [PMID: 30291495]
  • Maria Laura Pati, Paola Vitale, Savina Ferorelli, Mariaclara Iaselli, Morena Miciaccia, Angelina Boccarelli, Giuseppe Davide Di Mauro, Cosimo G Fortuna, Thaisa Francielle Souza Domingos, Luiz Cláudio Rodrigues Pereira da Silva, Marcelo de Pádula, Lucio Mendes Cabral, Plínio Cunha Sathler, Angelo Vacca, Antonio Scilimati, Maria Grazia Perrone. Translational impact of novel widely pharmacological characterized mofezolac-derived COX-1 inhibitors combined with bortezomib on human multiple myeloma cell lines viability. European journal of medicinal chemistry. 2019 Feb; 164(?):59-76. doi: 10.1016/j.ejmech.2018.12.029. [PMID: 30590258]
  • Carolina Foot Gomes DE Moura, Glaucia Resende Soares, Flavia Andressa Pidone Ribeiro, Marcelo Jose Dias Silva, Wagner Vilegas, Aline Boveto Santamarina, Luciana Pellegrini Pisani, Debora Estadella, Daniel Araki Ribeiro. Evaluation of the Chemopreventive Activity of Grape Skin Extract Using Medium-term Oral Carcinogenesis Assay Induced by 4-Nitroquinoline 1-Oxide. Anticancer research. 2019 Jan; 39(1):177-182. doi: 10.21873/anticanres.13095. [PMID: 30591456]
  • Lianmei Zhao, Ming Ma, Hao Wu, Cong Zhang, Suli Dai, Pei Dong, Bingjie Huo, Baoen Shan. p-Hydroxylcinnamaldehyde slows the progression of 4NQO-induced oesophageal tumourigenesis via the RhoA-MAPK signaling pathway. Molecular carcinogenesis. 2018 10; 57(10):1319-1331. doi: 10.1002/mc.22847. [PMID: 29873419]
  • Mark E Hamilton, Niels C Bols, Bernard P Duncker. The characterization of γH2AX and p53 as biomarkers of genotoxic stress in a rainbow trout (Oncorhynchus mykiss) brain cell line. Chemosphere. 2018 Jun; 201(?):850-858. doi: 10.1016/j.chemosphere.2018.03.015. [PMID: 29554631]
  • C C Carneiro, J Holanda Véras, B R Lima Góes, C N Pérez, L Chen-Chen. Mutagenicity and antimutagenicity of Salacia crassifolia (mart. Ex. Schult.) G. Don. evaluated by Ames test. Brazilian journal of biology = Revista brasleira de biologia. 2018 May; 78(2):345-350. doi: 10.1590/1519-6984.166593. [PMID: 28954013]
  • Subhayan Sur, Robert Steele, Rajeev Aurora, Mark Varvares, Katherine E Schwetye, Ratna B Ray. Bitter Melon Prevents the Development of 4-NQO-Induced Oral Squamous Cell Carcinoma in an Immunocompetent Mouse Model by Modulating Immune Signaling. Cancer prevention research (Philadelphia, Pa.). 2018 04; 11(4):191-202. doi: 10.1158/1940-6207.capr-17-0237. [PMID: 29061560]
  • Glaucia Resende Soares, Carolina Foot Gomes de Moura, Marcelo Jose Dias Silva, Wagner Vilegas, Aline Boveto Santamarina, Luciana Pellegrini Pisani, Debora Estadella, Daniel Araki Ribeiro. Protective effects of purple carrot extract (Daucus carota) against rat tongue carcinogenesis induced by 4-nitroquinoline 1-oxide. Medical oncology (Northwood, London, England). 2018 Mar; 35(4):54. doi: 10.1007/s12032-018-1114-7. [PMID: 29546679]
  • Shalini Mohan, Kalaivani Thiagarajan, Rajasekaran Chandrasekaran. Evaluation of ethyl gallate for its antioxidant and anticancer properties against chemical-induced tongue carcinogenesis in mice. The Biochemical journal. 2017 08; 474(17):3011-3025. doi: 10.1042/bcj20170316. [PMID: 28679629]
  • Zhongjian Xie, Yuan Yuan, Yi Jiang, Chandrama Shrestha, Ying Chen, Liyan Liao, Shangli Ji, Xiaoge Deng, Eryuan Liao, Daniel D Bikle. p120-Catenin Is Required for Dietary Calcium Suppression of Oral Carcinogenesis in Mice. Journal of cellular physiology. 2017 Jun; 232(6):1360-1367. doi: 10.1002/jcp.25620. [PMID: 27682597]
  • Yu-Ching Liu, Heng-Chien Ho, Miau-Rong Lee, Chung-Min Yeh, Hsien-Chang Tseng, Yung-Chang Lin, Jing-Gung Chung. Cortactin is a prognostic marker for oral squamous cell carcinoma and its overexpression is involved in oral carcinogenesis. Environmental toxicology. 2017 Mar; 32(3):799-812. doi: 10.1002/tox.22280. [PMID: 27148699]
  • Cristiene Costa Carneiro, Aroldo Vieira de Moraes-Filho, Amanda Silva Fernandes, Suzana da Costa Santos, Daniela de Melo E Silva, Lee Chen Chen. Cytotoxic and Chemopreventive Effects of Gemin D Against Different Mutagens Using In Vitro and In Vivo Assays. Anti-cancer agents in medicinal chemistry. 2017; 17(5):712-718. doi: 10.2174/1871520616666160906092502. [PMID: 27600790]
  • Yoonhwa Jeong, Mina Jung, Myeung Ju Kim, Cheol Ho Hwang. A 4-Nitroquinoleneoxide-Induced Pleurotus eryngii Mutant Variety Increases Pin1 Expression in Rat Brain. Journal of medicinal food. 2017 Jan; 20(1):65-70. doi: 10.1089/jmf.2016.3809. [PMID: 28098518]
  • Elix Alberto Domínguez-Mendoza, Jorge Cornejo-Garrido, Eleuterio Burgueño-Tapia, Cynthia Ordaz-Pichardo. Antidiabetic effect, antioxidant activity, and toxicity of 3',4'-Di-O-acetyl-cis-khellactone in Streptozotocin-induced diabetic rats. Bioorganic & medicinal chemistry letters. 2016 08; 26(16):4086-91. doi: 10.1016/j.bmcl.2016.06.071. [PMID: 27397496]
  • Shalini Mohan, Kalaivani Thiagarajan, Balaji Sundaramoorthy, Vivek Gurung, Manas Barpande, Shilpi Agarwal, Rajasekaran Chandrasekaran. Alleviation of 4-nitroquinoline 1-oxide induced oxidative stress by Oroxylum indicum (L.) leaf extract in albino Wistar rats. BMC complementary and alternative medicine. 2016 Jul; 16(?):229. doi: 10.1186/s12906-016-1186-x. [PMID: 27430309]
  • Agata Skrzypczak, Natalia Przystupa, Anna Zgadzaj, Andrzej Parzonko, Katarzyna Sykłowska-Baranek, Katarzyna Paradowska, Grzegorz Nałęcz-Jawecki. Antigenotoxic, anti-photogenotoxic and antioxidant activities of natural naphthoquinone shikonin and acetylshikonin and Arnebia euchroma callus extracts evaluated by the umu-test and EPR method. Toxicology in vitro : an international journal published in association with BIBRA. 2015 Dec; 30(1 Pt B):364-72. doi: 10.1016/j.tiv.2015.09.029. [PMID: 26434532]
  • Marnie E Light, Roel Anthonissen, Annemarie Maes, Luc Verschaeve, Martin Pošta, Johannes Van Staden. Genotoxicity testing of 3,4,5-trimethylfuran-2(5H)-one, a compound from plant-derived smoke with germination inhibitory activity. Mutation research. Genetic toxicology and environmental mutagenesis. 2015 Jan; 778(?):1-5. doi: 10.1016/j.mrgentox.2014.12.006. [PMID: 25726142]
  • Yi Jiang, Liyan Liao, Chandrama Shrestha, Daiqiang Li, Meirong Li, Ying Mu, Debra Crumrine, Larry Wang, Zhongjian Xie. Inhibition of 4-nitroquinoline-1-oxide-induced oral carcinogenesis by dietary calcium. International journal of clinical and experimental pathology. 2015; 8(4):3529-42. doi: . [PMID: 26097536]
  • Flávia Andressa Pidone Ribeiro, Rogerio Correa Peres, Celina Tizuko Fujiyama Oshima, Luiz Carlos Spolidorio, Luciana Le Sueur Maluf, Daniel Araki Ribeiro. Antioxidant activity of apple extract protects against rat tongue carcinogenesis induced by 4-nitroquinoline 1-oxide. Toxicology mechanisms and methods. 2015; 25(7):532-7. doi: 10.3109/15376516.2015.1053651. [PMID: 26062009]
  • Mehran Mesgari Abbasi, Sanaz Helli, Amir Monfaredan, Rana Jahanban-Esfahlan. Hesa-A Improves Clinical Outcome of Oral Carcinoma by Affecting p53 Gene Expression in vivo. Asian Pacific journal of cancer prevention : APJCP. 2015; 16(10):4169-72. doi: 10.7314/apjcp.2015.16.10.4169. [PMID: 26028067]
  • Ana Rita Ribeiro Barcessat, Isaac Huang, Gustavo Davi Rabelo, Flávia Cristina Perillo Rosin, Luciana Gonçalves Valente Ferreira, João Gualberto de Cerqueira Luz, Luciana Corrêa. Systemic toxic effects during early phases of topical 4-NQO-induced oral carcinogenesis in rats. Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology. 2014 Nov; 43(10):770-7. doi: 10.1111/jop.12190. [PMID: 24931357]
  • Damien J Downes, Mark Chonofsky, Kaeling Tan, Brandon T Pfannenstiel, Samara L Reck-Peterson, Richard B Todd. Characterization of the mutagenic spectrum of 4-nitroquinoline 1-oxide (4-NQO) in Aspergillus nidulans by whole genome sequencing. G3 (Bethesda, Md.). 2014 Oct; 4(12):2483-92. doi: 10.1534/g3.114.014712. [PMID: 25352541]
  • Flávia Andressa Pidone Ribeiro, Carolina Foot Gomes de Moura, Andrea Pitelli Boiago Gollucke, Mônica Siqueira Ferreira, Rodrigo Ramos Catharino, Odair Aguiar, Regina Celia Spadari, Luis Fernando Barbisan, Daniel Araki Ribeiro. Chemopreventive activity of apple extract following medium-term oral carcinogenesis assay induced by 4-nitroquinoline-1-oxide. Archives of oral biology. 2014 Aug; 59(8):815-21. doi: 10.1016/j.archoralbio.2014.04.013. [PMID: 24863658]
  • Mick D Fellows, Angela McDermott, Katie R Clare, Ann Doherty, Marilyn J Aardema. The spectral karyotype of L5178Y TK⁺/⁻ mouse lymphoma cells clone 3.7.2C and factors affecting mutant frequency at the thymidine kinase (tk) locus in the microtitre mouse lymphoma assay. Environmental and molecular mutagenesis. 2014 Jan; 55(1):35-42. doi: 10.1002/em.21819. [PMID: 24375635]
  • Hirohiko Suwa, Masato Hirano, Kouji Kawarada, Motohiko Nagayama, Michiko Ehara, Tomonari Muraki, Hayase Shisa, Aiko Sugiyama, Masahiro Sugimoto, Hiroshi Hiai, Motoo Kitano, Jun-Ichi Tanuma. Pthlh, a promising cancer modifier gene in rat tongue carcinogenesis. Oncology reports. 2014 Jan; 31(1):3-12. doi: 10.3892/or.2013.2859. [PMID: 24253735]
  • Yian Wang, Ruisheng Yao, Song Gao, Weidong Wen, Yinqiu Du, Eva Szabo, Ming Hu, Ronald A Lubet, Ming You. Chemopreventive effect of a mixture of Chinese Herbs (antitumor B) on chemically induced oral carcinogenesis. Molecular carcinogenesis. 2013 Jan; 52(1):49-56. doi: 10.1002/mc.20877. [PMID: 22086836]
  • I E Dueñas-García, L F Santos-Cruz, L Castañeda-Partida, A N Castañeda-Sortibrán, M G Ordaz-Téllez, A Sánchez-Santos, A Durán-Díaz, R Rodríguez-Arnaiz, M E Heres-Pulido. Interactions of sulforaphane and dimethyl sulfoxide with methyl methanesulfonate, urethane, 4-nitroquinoline-1-oxide and hydrogen peroxide in the Drosophila melanogaster wing spot test. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 Dec; 50(12):4479-86. doi: 10.1016/j.fct.2012.09.003. [PMID: 23026699]
  • Dimitris Avgoustidis, Themistoklis Nisyrios, Emeka Nkenke, Roger Lijnen, Vassilis Ragos, Despina Perrea, Ismini Donta, Apostolia Vaena, Christos Yapijakis, Eleftherios Vairaktaris. Oral carcinogenesis is not achieved in different carcinogen-treated PAI-1 transgenic and wild-type mouse models. In vivo (Athens, Greece). 2012 Nov; 26(6):1001-5. doi: . [PMID: 23160684]
  • Yu-Ching Liu, Heng-Chien Ho, Miau-Rong Lee, Kuang-Chi Lai, Chung-Min Yeh, Yueh-Min Lin, Tin-Yun Ho, Chien-Yun Hsiang, Jing-Gung Chung. Early induction of cytokines/cytokine receptors and Cox2, and activation of NF-κB in 4-nitroquinoline 1-oxide-induced murine oral cancer model. Toxicology and applied pharmacology. 2012 Jul; 262(2):107-16. doi: 10.1016/j.taap.2012.04.023. [PMID: 22561872]
  • Seo Young Bang, Jeong Hoon Kim, Phil Young Lee, Kwang-Hee Bae, Jong Suk Lee, Pan-Soo Kim, Do Hee Lee, Pyung Keun Myung, Byoung Chul Park, Sung Goo Park. Confirmation of Frm2 as a novel nitroreductase in Saccharomyces cerevisiae. Biochemical and biophysical research communications. 2012 Jul; 423(4):638-41. doi: 10.1016/j.bbrc.2012.05.156. [PMID: 22687599]
  • Ashok Kumar Pandurangan, Srinivasan Periasamy, Suresh Kumar Anandasadagopan, Sudhandiran Ganapasam, Shyamala Devi Chennam Srinivasalu. Green tea polyphenol protection against 4-nitroquinoline 1-oxide-induced bone marrow lipid peroxidation and genotoxicity in Wistar rats. Asian Pacific journal of cancer prevention : APJCP. 2012; 13(8):4107-12. doi: 10.7314/apjcp.2012.13.8.4107. [PMID: 23098525]
  • Masamitsu Shimazu, Teruhiro Itaya, Pongsanat Pongcharoen, Takayuki Sekito, Miyuki Kawano-Kawada, Yoshimi Kakinuma. Vba5p, a novel plasma membrane protein involved in amino acid uptake and drug sensitivity in Saccharomyces cerevisiae. Bioscience, biotechnology, and biochemistry. 2012; 76(10):1993-5. doi: 10.1271/bbb.120455. [PMID: 23047103]
  • Mohammed E Grawish, Manal M Zyada, Ahmed R Zaher. Inhibition of 4-NQO-induced F433 rat tongue carcinogenesis by oleuropein-rich extract. Medical oncology (Northwood, London, England). 2011 Dec; 28(4):1163-8. doi: 10.1007/s12032-010-9612-2. [PMID: 20596802]
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  • Ponnan Arumugam, Samiraj Ramesh. Protective effects of sesame oil on 4-NQO-induced oxidative DNA damage and lipid peroxidation in rats. Drug and chemical toxicology. 2011 Apr; 34(2):116-9. doi: 10.3109/01480541003782310. [PMID: 21314461]
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