Ornidazole (BioDeep_00000275607)

   

natural product Chemicals and Drugs


代谢物信息卡片


Ornidazole

化学式: C7H10ClN3O3 (219.041066)
中文名称: 奥硝唑
谱图信息: 最多检出来源 Escherichia coli(natural_products) 12.12%

分子结构信息

SMILES: C1=C(N(C(=N1)C)CC(CCl)O)[N+](=O)[O-]
InChI: InChI=1S/C7H10ClN3O3/c1-5-9-3-7(11(13)14)10(5)4-6(12)2-8/h3,6,12H,2,4H2,1H3

描述信息

G - Genito urinary system and sex hormones > G01 - Gynecological antiinfectives and antiseptics > G01A - Antiinfectives and antiseptics, excl. combinations with corticosteroids > G01AF - Imidazole derivatives
P - Antiparasitic products, insecticides and repellents > P01 - Antiprotozoals > P01A - Agents against amoebiasis and other protozoal diseases > P01AB - Nitroimidazole derivatives
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01X - Other antibacterials > J01XD - Imidazole derivatives
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
C254 - Anti-Infective Agent > C258 - Antibiotic
D011838 - Radiation-Sensitizing Agents
Ornidazole(Ro 7-0207) is a 5-nitroimidazole derivative with antiprotozoal and antibacterial properties against anaerobic bacteria. Target: Antibacterial; Antiparasitic Ornidazole is a drug that cures some protozoan infections. Ornidazole 1 g/day is effective for the prevention of recurrence of Crohn's disease after ileocolonic resection [1]. Ornidazole is converted to reduction products that interact with DNA to cause destruction of helical DNA structure and strand leading to a protein synthesis inhibition and cell death in susceptible organisms [2].

同义名列表

2 个代谢物同义名

Ornidazole; Ro 7-0207



数据库引用编号

15 个数据库交叉引用编号

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代谢反应

0 个相关的代谢反应过程信息。

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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。

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文献列表

  • Yajie Liu, Yu An, Guogang Xing, Zirun Jin, Ke Xi, Yongwei Huo, Rui He, Hao Wang, Xiali Ouyang, Yueping Huang, Chang Huang, Li Han, Baixiao Zhao. Effect of moxa smoke on sperm parameters and oxidative stress in rats with asthenozoospermia. Anatomical record (Hoboken, N.J. : 2007). 2023 12; 306(12):3021-3032. doi: 10.1002/ar.25002. [PMID: 35661433]
  • Zhaohui Tian, Jia Liu, Mingyue Zeng, Qingqi Zeng. Tong Jing Yi Hao Formula Alleviates Ornidazole-Induced Oligoasthenospermia in Rats by Suppressing ROS/MAPK/HIF-1 Pathway. Archivos espanoles de urologia. 2023 Oct; 76(8):596-604. doi: 10.56434/j.arch.esp.urol.20237608.74. [PMID: 37960959]
  • F E Ettadili, S Aghris, F Laghrib, A Farahi, M Bakasse, S Lahrich, M A El Mhammedi. Electrochemical detection of ornidazole in commercial milk and water samples using an electrode based on green synthesis of silver nanoparticles using cellulose separated from Phoenix dactylifera seed. International journal of biological macromolecules. 2023 Jul; 242(Pt 3):124995. doi: 10.1016/j.ijbiomac.2023.124995. [PMID: 37236559]
  • Galal Magdy, Eman Aboelkassim, Ramadan A El-Domany, Fathalla Belal. Green synthesis, characterization, and antimicrobial applications of silver nanoparticles as fluorescent nanoprobes for the spectrofluorimetric determination of ornidazole and miconazole. Scientific reports. 2022 Dec; 12(1):21395. doi: 10.1038/s41598-022-25830-x. [PMID: 36496441]
  • Kai Yang, Shu-Gen Li, Tian-Yu Zhang, Pan-Pan Dong, Qing-Qi Zeng. Runjing extract promotes spermatogenesis in rats with ornidazole-induced oligoasthenoteratozoospermia through extracellular signal-regulated kinase signalling, and regulating vimentin expression. Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan. 2021 08; 41(4):581-587. doi: 10.19852/j.cnki.jtcm.2021.03.010. [PMID: 34392651]
  • Krishnan Venkatesh, Ramachandran Rajakumaran, Shen-Ming Chen, Chelladurai Karuppiah, Chun-Chen Yang, Sayee Kannan Ramaraj, Mohammad Ajmal Ali, Fahad M A Al-Hemaid, Mohammad Suliman El-Shikh, B M A Almunqedhi. A novel hybrid construction of MnMoO4 nanorods anchored graphene nanosheets; an efficient electrocatalyst for the picomolar detection of ecological pollutant ornidazole in water and urine samples. Chemosphere. 2021 Jun; 273(?):129665. doi: 10.1016/j.chemosphere.2021.129665. [PMID: 33508687]
  • 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]
  • S-M Liu, W-L Yao, C-X Li, H-Q Li, G-Z Qin. Er-Xian decoction exhibits protective activity in a rat model of asthenospermia through a mechanism associated with DJ-1 protein upregulation. Journal of physiology and pharmacology : an official journal of the Polish Physiological Society. 2021 Feb; 72(1):. doi: 10.26402/jpp.2021.1.10. [PMID: 34272346]
  • Yi Sun, Xinping Sun, Lianming Zhao, Zhe Zhang, Yupeng Wang, Zhenfeng Dai, Xin Zhao, Xiaoping Pu. DJ-1 deficiency causes metabolic abnormality in ornidazole-induced asthenozoospermia. Reproduction (Cambridge, England). 2020 12; 160(6):931-941. doi: 10.1530/rep-20-0097. [PMID: 33112771]
  • Bo-da Guo, Yin Zeng, Jun Guo, Qiang Han, Fu Wang, Guo-Jin Yu, Bin Yan, Sheng-Jing Liu, Qing-He Gao. [Mechanisms of Huanshao Capsules protecting the reproductive function in rats with ornidazole-induced asthenozoospermia]. Zhonghua nan ke xue = National journal of andrology. 2020 May; 26(5):446-451. doi: ". [PMID: 33354955]
  • 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]
  • Jerald J Nair, Johannes van Staden. Antiprotozoal alkaloid principles of the plant family Amaryllidaceae. Bioorganic & medicinal chemistry letters. 2019 10; 29(20):126642. doi: 10.1016/j.bmcl.2019.126642. [PMID: 31515186]
  • Cheng Kong, Renyuan Gao, Xuebing Yan, Linsheng Huang, Jide He, Hao Li, Jie You, Huanlong Qin. Alterations in intestinal microbiota of colorectal cancer patients receiving radical surgery combined with adjuvant CapeOx therapy. Science China. Life sciences. 2019 Sep; 62(9):1178-1193. doi: 10.1007/s11427-018-9456-x. [PMID: 30796721]
  • Mina Mehrzad-Samarin, Farnoush Faridbod, Mohammad Reza Ganjali. A luminescence nanosensor for Ornidazole detection using graphene quantum dots entrapped in silica molecular imprinted polymer. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2019 Jan; 206(?):430-436. doi: 10.1016/j.saa.2018.08.026. [PMID: 30172239]
  • Yanting Du, Hong Liu, Meng Zhang, Shu Zhang, Jianmin Hu, Gaofeng Wu, Jiancheng Yang. Taurine Increases Spermatozoa Quality and Function in Asthenospermia Rats Impaired by Ornidazole. Advances in experimental medicine and biology. 2019; 1155(?):507-520. doi: 10.1007/978-981-13-8023-5_47. [PMID: 31468427]
  • Hailan Wu, Shengxin Xie, Jicheng Yu, Yuancheng Chen, Jufang Wu, Beining Guo, Zhenghai Zhu, Ying Zhou, Zhiqiang Wang, Jing Zhang. Pharmacokinetics and Pharmacodynamics of Levornidazole in Patients With Intra-abdominal AnaerobicInfection. Clinical therapeutics. 2018 09; 40(9):1548-1555. doi: 10.1016/j.clinthera.2018.07.017. [PMID: 30146271]
  • Hazim M Ali, Mohammed A El-Hashemy. Analytical investigation of the influence of ornidazole on the native protein fluorescence. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2018 Aug; 201(?):178-184. doi: 10.1016/j.saa.2018.05.003. [PMID: 29751351]
  • Gaoli He, Beining Guo, Jing Zhang, Yi Li, Xiaojie Wu, Yaxin Fan, Yuancheng Chen, Guoying Cao, Jicheng Yu. Determination of the sulfate and glucuronide conjugates of levornidazole in human plasma and urine, and levornidazole and its five metabolites in human feces by high performance liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2018 Apr; 1081-1082(?):87-100. doi: 10.1016/j.jchromb.2018.02.025. [PMID: 29518721]
  • Liang Zhao, Jiaying Li, Ye Li, Tiangang Wang, Xiaolu Jin, Kai Wang, Ebeydulla Rahman, Yuan Xing, Baoping Ji, Feng Zhou. Preparation of monoclonal antibody and development of an indirect competitive enzyme-linked immunosorbent assay for ornidazole detection. Food chemistry. 2017 Aug; 229(?):439-444. doi: 10.1016/j.foodchem.2017.02.100. [PMID: 28372197]
  • Beining Guo, Gaoli He, Xiaojie Wu, Jicheng Yu, Guoying Cao, Yi Li, Yaxin Fan, Yuancheng Chen, Yaoguo Shi, Yingyuan Zhang, Jing Zhang. Clinical Pharmacokinetics of Levornidazole in Elderly Subjects and Dosing Regimen Evaluation Using Pharmacokinetic/Pharmacodynamic Analysis. Clinical therapeutics. 2017 Jul; 39(7):1336-1346. doi: 10.1016/j.clinthera.2017.05.350. [PMID: 28619503]
  • Yehouda Marcus, Noam Tal, Mordechai Ronen, Raanan Carmieli, Michael Gurevitz. The drug ornidazole inhibits photosynthesis in a different mechanism described for protozoa and anaerobic bacteria. The Biochemical journal. 2016 12; 473(23):4413-4426. doi: 10.1042/bcj20160433. [PMID: 27647935]
  • Ayşegül Aksoy Gökmen, Nogay Girginkardeşler, Ali Ahmet Kilimcioğlu, Mümtaz Cem Şirin, Ahmet Özbilgin. [In vitro susceptibility of Trichomonas vaginalis to metronidazole, ornidazole and proton pump inhibitors pantoprazole and esomeprazole]. Mikrobiyoloji bulteni. 2016 Jan; 50(1):133-9. doi: . [PMID: 27058337]
  • R Kh Begaydorova, G E Nasakaeva, S I Tabagari, E A Iukhnevich, G K Alshinbekova. Clinical and diagnostic features and treatment of giardiasis. Georgian medical news. 2014 Nov; ?(236):55-61. doi: ". [PMID: 25541827]
  • Jiangbo Du, Zhiyu Ma, Yifan Zhang, Ting Wang, Xiaoyan Chen, Dafang Zhong. Simultaneous determination of ornidazole and its main metabolites in human plasma by LC-MS/MS: application to a pharmacokinetic study. Bioanalysis. 2014 Sep; 6(18):2343-56. doi: 10.4155/bio.14.117. [PMID: 25384588]
  • Yuran Cao, Miao Zhao, Xiaojie Wu, Beining Guo, Yuancheng Chen, Jicheng Yu, Guoying Cao, Jing Zhang, Yaoguo Shi, Yingyuan Zhang. Quantification of levornidazole and its metabolites in human plasma and urine by ultra-performance liquid chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Jul; 963(?):119-27. doi: 10.1016/j.jchromb.2014.05.058. [PMID: 24953495]
  • Jiangbo Du, Zhiyu Ma, Yifan Zhang, Ting Wang, Xiaoyan Chen, Dafang Zhong. Enantioselective determination of ornidazole in human plasma by liquid chromatography-tandem mass spectrometry on a Chiral-AGP column. Journal of pharmaceutical and biomedical analysis. 2013 Dec; 86(?):182-8. doi: 10.1016/j.jpba.2013.07.048. [PMID: 24004635]
  • Jiangbo Du, Tiangeng You, Xiaoyan Chen, Dafang Zhong. Stereoselective glucuronidation of ornidazole in humans: predominant contribution of UDP-glucuronosyltransferases 1A9 and 2B7. Drug metabolism and disposition: the biological fate of chemicals. 2013 Jul; 41(7):1306-18. doi: 10.1124/dmd.113.051235. [PMID: 23571427]
  • L-L Mu, Z-N Cheng, X Guo, X Luo, P Yu. Investigation of chiral inversion and pharmacokinetics of laevo-ornidazole by high-performance liquid chromatography. Journal of clinical pharmacy and therapeutics. 2013 Feb; 38(1):31-5. doi: 10.1111/jcpt.12015. [PMID: 23167572]
  • Shukla Raj Kumar, Trivedi Piyush, Ramteke Suman, Tiwari Akanksha. Preparation and characterization of cross-linked guar gum microspheres: optimization using factorial design. Chemical & pharmaceutical bulletin. 2011; 59(2):185-90. doi: 10.1248/cpb.59.185. [PMID: 21297297]
  • Yi Jiang, Hong-chen Liu, Xia Wu, Chun-zhen Feng, Ping Chang, Xian-hua Zhang. [Correlation of ornidazole concentration in saliva and serum of healthy volunteers]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University. 2010 Sep; 30(9):2108-10. doi: NULL. [PMID: 20855263]
  • Suyog Aher, Shailesh Biradar, C L Gopu, Anant Paradkar. Novel pepper extract for enhanced P-glycoprotein inhibition. The Journal of pharmacy and pharmacology. 2009 Sep; 61(9):1179-86. doi: 10.1211/jpp/61.09.0007. [PMID: 19703367]
  • Mark Cronly, Patrice Behan, Barry Foley, Edward Malone, Liam Regan. Development and validation of a rapid method for the determination and confirmation of 10 nitroimidazoles in animal plasma using liquid chromatography tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 May; 877(14-15):1494-500. doi: 10.1016/j.jchromb.2009.03.030. [PMID: 19345159]
  • Lekha Tuli, Anil K Gulati, Shyam Sundar, Tribhuban M Mohapatra. Correlation between CD4 counts of HIV patients and enteric protozoan in different seasons - an experience of a tertiary care hospital in Varanasi (India). BMC gastroenterology. 2008 Aug; 8(?):36. doi: 10.1186/1471-230x-8-36. [PMID: 18713475]
  • O Kurt, N Girginkardeşler, I C Balcioğlu, A Ozbilgin, U Z Ok. A comparison of metronidazole and single-dose ornidazole for the treatment of dientamoebiasis. Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases. 2008 Jun; 14(6):601-4. doi: 10.1111/j.1469-0691.2008.02002.x. [PMID: 18397330]
  • Mine Yücesoy, M Cem Ergon. [Investigation of Aspergillus galactomannan levels in antimicrobial agents]. Mikrobiyoloji bulteni. 2007 Oct; 41(4):565-70. doi: NULL. [PMID: 18173075]
  • Murat Muhsin Muhip Harputluoglu, U Demirel, N Karadag, D Karahan, M Aladag, M Karincaoglu, F Hilmioglu. Severe hepatitis with prolonged cholestasis and bile duct injury due the long-term use of ornidazole. Acta gastro-enterologica Belgica. 2007 Jul; 70(3):293-5. doi: NULL. [PMID: 18074740]
  • Xiao-Li Li, Bao-Ying Li, Mei-Yuan Ni, Ben-Jie Wang, Rui-Chen Guo. An improved HPLC method for determination of nifuratel in human plasma and its application to pharmacokinetics studies. European journal of drug metabolism and pharmacokinetics. 2007 Apr; 32(2):69-73. doi: 10.1007/bf03190994. [PMID: 17702193]
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  • Y Shravan Kumar, S Ramesh, Y Madhusudan Rao, A R Paradkar. Effect of rifampicin pretreatment on the transport across rat intestine and oral pharmacokinetics of ornidazole in healthy human volunteers. Drug metabolism and drug interactions. 2007; 22(2-3):151-63. doi: 10.1515/dmdi.2007.22.2-3.151. [PMID: 17708065]
  • Yan Chen, Xiao Quan Liu, Jiao Zhong, Xiaoping Zhao, Yongsheng Wang, Guangji Wang. Stereoselective pharmacokinetics of ornidazole after intravenous administration of individual enantiomers and the racemate. Chirality. 2006 Nov; 18(10):799-802. doi: 10.1002/chir.20322. [PMID: 16906493]
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  • Srirangam Ramesh, Yamsani Shravan Kumar, Yamsani Madhusudan Rao. Effect of ketoconazole on the pharmacokinetics of ornidazole--a possible role of p-glycoprotein and CYP3A. Drug metabolism and drug interactions. 2006; 22(1):67-77. doi: 10.1515/dmdi.2006.22.1.67. [PMID: 17152348]
  • Jessica Manya B D Vieira, Renata F Boente, Karla Rodrigues Miranda, Kátia E S Avelar, Regina M C P Domingues, Maria Candida de S Ferreira. Decreased susceptibility to nitroimidazoles among Bacteroides species in Brazil. Current microbiology. 2006 Jan; 52(1):27-32. doi: 10.1007/s00284-005-0068-0. [PMID: 16391998]
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  • Sonu Sundd Singh, Hiten Shah, Sapna Gupta, Manish Jain, Kuldeep Sharma, Harshvardhan Patel, Bhavin Shah, Purav Thakkar, Nimesh Patel, Ruchy Shah, Braj Bhushan Lohary. Validation of LC/MS electrospray ionisation method for the estimation of ursodiol in human plasma and its application in bioequivalence study. Annali di chimica. 2004 Dec; 94(12):951-9. doi: 10.1002/adic.200490117. [PMID: 15689031]
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