Ofloxacin (BioDeep_00000001367)

 

Secondary id: BioDeep_00000270840

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0⁵,¹³]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

化学式: C18H20FN3O4 (361.14377720000005)
中文名称: 阿莫西林杂质I, 氧氟沙星
谱图信息: 最多检出来源 Homo sapiens(blood) 0.38%

分子结构信息

SMILES: CC1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O
InChI: InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)

描述信息

Ofloxacin is only found in individuals that have used or taken this drug. It is a synthetic fluoroquinolone (fluoroquinolones) antibacterial agent that inhibits the supercoiling activity of bacterial DNA gyrase, halting DNA replication. [PubChem]Ofloxacin acts on DNA gyrase and toposiomerase IV, enzymes which, like human topoisomerase, prevents the excessive supercoiling of DNA during replication or transcription. By inhibiting their function, the drug thereby inhibits normal cell division.
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01M - Quinolone antibacterials > J01MA - Fluoroquinolones
D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065609 - Cytochrome P-450 CYP1A2 Inhibitors
D000970 - Antineoplastic Agents > D059003 - Topoisomerase Inhibitors > D059005 - Topoisomerase II Inhibitors
S - Sensory organs > S01 - Ophthalmologicals > S01A - Antiinfectives > S01AE - Fluoroquinolones
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D024841 - Fluoroquinolones
S - Sensory organs > S02 - Otologicals > S02A - Antiinfectives > S02AA - Antiinfectives
C254 - Anti-Infective Agent > C258 - Antibiotic > C795 - Quinolone Antibiotic
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3073
CONFIDENCE standard compound; INTERNAL_ID 4075
CONFIDENCE standard compound; INTERNAL_ID 1033

同义名列表

14 个代谢物同义名

7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0⁵,¹³]trideca-5(13),6,8,11-tetraene-11-carboxylic acid; 8-Fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid; 8-Fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylate; Ofloxacin hydrochloride; Ofloxacinum; Ofloxacino; Ofloxacine; ofloxacin; Hoe 280; Hoe-280; Tarivid; DL-8280; Floxin; OFLX



数据库引用编号

35 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)

3 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

  • Xiaoying Mu, Songhe Zhang, Jianhui Lu, Yangrui Huang, Jianghao Ji. Fate and removal of fluoroquinolone antibiotics in mesocosmic wetlands: Impact on wetland performance, resistance genes and microbial communities. Journal of hazardous materials. 2024 May; 470(?):133740. doi: 10.1016/j.jhazmat.2024.133740. [PMID: 38569335]
  • Elizabeth Holton, Carla Louw, Edward Archer, Tobias Louw, Gideon Wolfaardt, Barbara Kasprzyk-Hordern. Quantifying community-wide antibiotic usage via urban water fingerprinting: Focus on contrasting resource settings in South Africa. Water research. 2023 May; 240(?):120110. doi: 10.1016/j.watres.2023.120110. [PMID: 37247434]
  • Lei Zhao, Zhenzhen Han, Mengying Zhou, Cong Lyu, Yu Li. Field measures of strengthen plant-microbial remediation of PAHs-FQs compound pollution. Environmental science and pollution research international. 2023 May; ?(?):. doi: 10.1007/s11356-023-27618-6. [PMID: 37202637]
  • Youshuai Fang, Ying Liu, Jian Zhang. Mechanisms for the increase in lipid production in cyanobacteria during the degradation of antibiotics. Environmental pollution (Barking, Essex : 1987). 2023 Apr; 322(?):121171. doi: 10.1016/j.envpol.2023.121171. [PMID: 36736559]
  • Xiaopeng Hu, Sanqi An, Jiemei Chu, Bingyu Liang, Yanyan Liao, Junjun Jiang, Yao Lin, Li Ye, Hao Liang. Potential Inhibitors of Monkeypox Virus Revealed by Molecular Modeling Approach to Viral DNA Topoisomerase I. Molecules (Basel, Switzerland). 2023 Feb; 28(3):. doi: 10.3390/molecules28031444. [PMID: 36771105]
  • Fengjiao Zhang, Xufeng Mao, Xiuhua Song, Hongyan Yu, Jinlu Yan, Dongsheng Kong, Yinlong Liu, Naixin Yao, Shilin Yang, Shunbang Xie, Haichuan Ji, Huakun Zhou. Ecological Risks of Antibiotics in Urban Wetlands on the Qinghai-Tibet Plateau, China. International journal of environmental research and public health. 2023 01; 20(3):. doi: 10.3390/ijerph20031735. [PMID: 36767103]
  • Zhihuan Zhang, Xuena Liu, Na Li, Bili Cao, Tingting Huang, Ping Li, Shuqin Liu, Yongzhi Zhang, Kun Xu. Effect of ofloxacin levels on growth, photosynthesis and chlorophyll fluorescence kinetics in tomato. Plant physiology and biochemistry : PPB. 2023 Jan; 194(?):374-382. doi: 10.1016/j.plaphy.2022.11.029. [PMID: 36470152]
  • Kathryn R Hayden, Matthew Jones, Kyle R Elkin, Michael J Shreve, William Irvin Clees, Shirley Clark, Michael L Mashtare, Tamie L Veith, Herschel A Elliott, John E Watson, Justin Silverman, Thomas L Richard, Andrew F Read, Heather E Preisendanz. Impacts of the COVID-19 pandemic on pharmaceuticals in wastewater treated for beneficial reuse: Two case studies in central Pennsylvania. Journal of environmental quality. 2022 Sep; 51(5):1066-1082. doi: 10.1002/jeq2.20398. [PMID: 35919971]
  • Shasank S Swain, Sunil S Rout, Alaka Sahoo, Sunday O Oyedemi, Tahziba Hussain. Antituberculosis, antioxidant and cytotoxicity profiles of quercetin: a systematic and cost-effective in silico and in vitro approach. Natural product research. 2022 Sep; 36(18):4763-4767. doi: 10.1080/14786419.2021.2008387. [PMID: 34854322]
  • Xiaocui Wu, Guangkun Tan, Jinghui Yang, Yinjuan Guo, Chengchen Huang, Wei Sha, Fangyou Yu. Prediction of Mycobacterium tuberculosis drug resistance by nucleotide MALDI-TOF-MS. International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases. 2022 Aug; 121(?):47-54. doi: 10.1016/j.ijid.2022.04.061. [PMID: 35523300]
  • Izabella Kośka, Krystian Purgat, Paweł Kubalczyk. Simple, fast and reliable CE method for simultaneous determination of ciprofloxacin and ofloxacin in human urine. Scientific reports. 2022 05; 12(1):7729. doi: 10.1038/s41598-022-11747-y. [PMID: 35545693]
  • Xiaocui Wu, Guangkun Tan, Wei Sha, Haican Liu, Jinghui Yang, Yinjuan Guo, Xin Shen, Zheyuan Wu, Hongbo Shen, Fangyou Yu. Use of Whole-Genome Sequencing to Predict Mycobacterium tuberculosis Complex Drug Resistance from Early Positive Liquid Cultures. Microbiology spectrum. 2022 04; 10(2):e0251621. doi: 10.1128/spectrum.02516-21. [PMID: 35311541]
  • Qingmei Tian, Jicun Qian, Yuhui Zhao, Dadong Guo, Jike Song, Hongsheng Bi. Rabbit-derived human Thelazia callipaeda infection: a case report. International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases. 2022 Mar; 116(?):355-357. doi: 10.1016/j.ijid.2022.01.014. [PMID: 35017111]
  • Chia-Ying Ho, Shy-Chyi Chin, Chih-Yu Hu, Shih-Lung Chen. The necessity and effect of prophylactic quinolone ear drops after ventilation tube insertion for otitis media with effusion. American journal of otolaryngology. 2022 Jan; 43(1):103266. doi: 10.1016/j.amjoto.2021.103266. [PMID: 34757314]
  • Zhihuan Zhang, Xuena Liu, Yao Lv, Na Li, Kun Xu. Grafting resulting in alleviating tomato plant oxidative damage caused by high levels of ofloxacin. Environmental pollution (Barking, Essex : 1987). 2021 Oct; 286(?):117331. doi: 10.1016/j.envpol.2021.117331. [PMID: 34126516]
  • Lingtong Li, Jiaxi He, Zhiwei Gan, Ping Yang. Occurrence and fate of antibiotics and heavy metals in sewage treatment plants and risk assessment of reclaimed water in Chengdu, China. Chemosphere. 2021 Jun; 272(?):129730. doi: 10.1016/j.chemosphere.2021.129730. [PMID: 35534953]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
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  • Xuena Liu, Yao Lv, Song Gao, Kun Xu. Ofloxacin induces etiolation in Welsh onion leaves. Chemosphere. 2021 Mar; 267(?):128918. doi: 10.1016/j.chemosphere.2020.128918. [PMID: 33218729]
  • He Guo, Zhen Li, Siying Lin, Dongsheng Li, Nan Jiang, Huijuan Wang, Jiangang Han, Jie Li. Multi-catalysis induced by pulsed discharge plasma coupled with graphene-Fe3O4 nanocomposites for efficient removal of ofloxacin in water: Mechanism, degradation pathway and potential toxicity. Chemosphere. 2021 Feb; 265(?):129089. doi: 10.1016/j.chemosphere.2020.129089. [PMID: 33261841]
  • Ogechukwu Calista Dozie-Nwakile, Nwakile Calistus Dozie, Uchendu Ikenna Kingsley, Okonkwo Francis Catherine, Onyemelukwe Ngozi Felicia. Effects of Kolaviron on Pneumonia-like Infection Induced in Albino Wistar Rats. Anti-inflammatory & anti-allergy agents in medicinal chemistry. 2021; 20(2):219-227. doi: 10.2174/1871523019666200915085729. [PMID: 32933465]
  • Huma Mahmood, Ikram Ullah Khan, Muhammad Asif, Rizwan Ullah Khan, Sajid Asghar, Ikrima Khalid, Syed Haroon Khalid, Muhammad Irfan, Fauzia Rehman, Yasser Shahzad, Abid Mehmood Yousaf, Adnan Younus, Zahid Rasul Niazi, Muhammad Asim. In vitro and in vivo evaluation of gellan gum hydrogel films: Assessing the co impact of therapeutic oils and ofloxacin on wound healing. International journal of biological macromolecules. 2021 Jan; 166(?):483-495. doi: 10.1016/j.ijbiomac.2020.10.206. [PMID: 33130262]
  • Wanling Cai, Xiulan Weng, Wei Zhang, Zuliang Chen. Green magnetic nanomaterial as antibiotic release vehicle: The release of pefloxacin and ofloxacin. Materials science & engineering. C, Materials for biological applications. 2021 Jan; 118(?):111439. doi: 10.1016/j.msec.2020.111439. [PMID: 33255032]
  • Jiamin Xu, Xiaohui Liu, Yao Lv, Xiaochun Guo, Shaoyong Lu. Response of Cyperus involucratus to sulfamethoxazole and ofloxacin-contaminated environments: Growth physiology, transportation, and microbial community. Ecotoxicology and environmental safety. 2020 Dec; 206(?):111332. doi: 10.1016/j.ecoenv.2020.111332. [PMID: 32980655]
  • Yu-Feng Zhou, Ping Liu, Shu-He Dai, Jian Sun, Ya-Hong Liu, Xiao-Ping Liao. In Vivo Pharmacodynamic Target Assessment of Antofloxacin against Streptococcus pneumoniae and Staphylococcus aureus in a Neutropenic Murine Pneumonia Model. Antimicrobial agents and chemotherapy. 2020 11; 64(12):. doi: 10.1128/aac.01354-20. [PMID: 32928734]
  • Libin Yang, Li Ren, Xiaobo Tan, Huaqiang Chu, Jiabin Chen, Yalei Zhang, Xuefei Zhou. Removal of ofloxacin with biofuel production by oleaginous microalgae Scenedesmus obliquus. Bioresource technology. 2020 Nov; 315(?):123738. doi: 10.1016/j.biortech.2020.123738. [PMID: 32659423]
  • Yayang Tian, Xiaoyu He, Hui Zhou, Xike Tian, Yulun Nie, Zhaoxin Zhou, Chao Yang, Yong Li. Efficient fenton-like degradation of ofloxacin over bimetallic Fe-Cu@Sepiolite composite. Chemosphere. 2020 Oct; 257(?):127209. doi: 10.1016/j.chemosphere.2020.127209. [PMID: 32502736]
  • Li-Yu Liang, Ying-Chun He, Yun-Fei Li, Juan Yang, Feng-Yan Xu, Lu-Jin Li, Ji-Han Huang, Kun Wang, Qing-Shan Zheng. Relationship between antofloxacin concentration and QT prolongation and estimation of the possible false-positive rate. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Oct; 130(?):110619. doi: 10.1016/j.biopha.2020.110619. [PMID: 32795925]
  • Yao Lv, Yanyan Li, Xiaohui Liu, Kun Xu. The tolerance mechanism and accumulation characteristics of Phragmites australis to sulfamethoxazole and ofloxacin. Chemosphere. 2020 Aug; 253(?):126695. doi: 10.1016/j.chemosphere.2020.126695. [PMID: 32278902]
  • Xiaocui Wu, Rongliang Gao, Xin Shen, Yinjuan Guo, Jinghui Yang, Zheyuan Wu, Guangkun Tan, Hongxiu Wang, Fangyou Yu. Use of whole-genome sequencing to predict Mycobacterium tuberculosis drug resistance in Shanghai, China. International journal of infectious diseases : IJID : official publication of the International Society for Infectious Diseases. 2020 Jul; 96(?):48-53. doi: 10.1016/j.ijid.2020.04.039. [PMID: 32339720]
  • Sharon Akinpelu, Abraham Ajayi, Stella I Smith, Adeyemi I Adeleye. Efflux pump activity, biofilm formation and antibiotic resistance profile of Klebsiella spp. isolated from clinical samples at Lagos University Teaching Hospital. BMC research notes. 2020 May; 13(1):258. doi: 10.1186/s13104-020-05105-2. [PMID: 32456668]
  • Đorđe Tadić, Michal Gramblicka, Robert Mistrik, Cintia Flores, Benjamin Piña, Josep Maria Bayona. Elucidating biotransformation pathways of ofloxacin in lettuce (Lactuca sativa L). Environmental pollution (Barking, Essex : 1987). 2020 May; 260(?):114002. doi: 10.1016/j.envpol.2020.114002. [PMID: 31991361]
  • Yushan Huang, Zuhong Zhang, Tianchun Hou, Jingfang Shi, Wenjie Huang, Zhao Bai, Danfeng Long, Xiaodan Huang, Shijuan Yan. Antibiotic burden of school children from Tibetan, Hui, and Han groups in the Qinghai-Tibetan Plateau. PloS one. 2020; 15(2):e0229205. doi: 10.1371/journal.pone.0229205. [PMID: 32092096]
  • 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]
  • B Rodenak-Kladniew, S Scioli Montoto, M L Sbaraglini, M Di Ianni, M E Ruiz, A Talevi, V A Alvarez, N Durán, G R Castro, G A Islan. Hybrid Ofloxacin/eugenol co-loaded solid lipid nanoparticles with enhanced and targetable antimicrobial properties. International journal of pharmaceutics. 2019 Oct; 569(?):118575. doi: 10.1016/j.ijpharm.2019.118575. [PMID: 31356956]
  • M J Gallardo-Altamirano, P Maza-Márquez, N Montemurro, B Rodelas, F Osorio, C Pozo. Linking microbial diversity and population dynamics to the removal efficiency of pharmaceutically active compounds (PhACs) in an anaerobic/anoxic/aerobic (A2O) system. Chemosphere. 2019 Oct; 233(?):828-842. doi: 10.1016/j.chemosphere.2019.06.017. [PMID: 31200141]
  • Vineet Singh, Bhawna Pandey, Surindra Suthar. Phytotoxicity and degradation of antibiotic ofloxacin in duckweed (Spirodela polyrhiza) system. Ecotoxicology and environmental safety. 2019 Sep; 179(?):88-95. doi: 10.1016/j.ecoenv.2019.04.018. [PMID: 31026754]
  • Jianmin Li, Lijuan Zhao, Chanling Wei, Zhian Sun, Shanwen Zhao, Tianpei Cai, Bolin Gong. Preparation of restricted access media molecularly imprinted polymers for efficient separation and enrichment ofloxacin in bovine serum samples. Journal of separation science. 2019 Aug; 42(15):2491-2499. doi: 10.1002/jssc.201900103. [PMID: 31106511]
  • Hussein M Eid, Mohammed H Elkomy, Shahira F El Menshawe, Heba F Salem. Development, Optimization, and In Vitro/In Vivo Characterization of Enhanced Lipid Nanoparticles for Ocular Delivery of Ofloxacin: the Influence of Pegylation and Chitosan Coating. AAPS PharmSciTech. 2019 May; 20(5):183. doi: 10.1208/s12249-019-1371-6. [PMID: 31054011]
  • Kaifeng Yu, Chi Sun, Bo Zhang, Muhammad Hassan, Yiliang He. Size-dependent adsorption of antibiotics onto nanoparticles in a field-scale wastewater treatment plant. Environmental pollution (Barking, Essex : 1987). 2019 May; 248(?):1079-1087. doi: 10.1016/j.envpol.2019.02.090. [PMID: 31091640]
  • Christina Vakh, Marcel Alaboud, Sofya Lebedinets, Andrey Bulatov. A rotating cotton-based disk packed with a cation-exchange resin: Separation of ofloxacin from biological fluids followed by chemiluminescence determination. Talanta. 2019 May; 196(?):117-123. doi: 10.1016/j.talanta.2018.12.024. [PMID: 30683340]
  • Wei Zhang, Shichun Lun, Ling-Ling Liu, Shiqi Xiao, Guanfu Duan, Hendra Gunosewoyo, Fan Yang, Jie Tang, William R Bishai, Li-Fang Yu. Identification of Novel Coumestan Derivatives as Polyketide Synthase 13 Inhibitors against Mycobacterium tuberculosis. Part II. Journal of medicinal chemistry. 2019 04; 62(7):3575-3589. doi: 10.1021/acs.jmedchem.9b00010. [PMID: 30875203]
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