General Information of Drug (ID: DMYB0HK)

Drug Name
Misonidazole Drug Info
Synonyms
Misonidazol [INN-Spanish]; Misonidazole; Misonidazolum [INN-Latin]; Ro 7-0582; SR 1354; SRI 1354; 1-(2'-hydroxy-3'-methoxypropyl)-2-nitroimidazole; 1-(2-Hydroxy-3-methoxypropyl)-2-nitroimidazole; 1-(2-NITRO-1-IMIDAZOLYL)-3-METHOXY-2-PROPANOL; 1-methoxy-3-(2-nitro-1H-imidazol-1-yl)propan-2-ol; 1-methoxy-3-(2-nitroimidazol-1-yl)propan-2-ol; 13551-87-6; BRN 0613655; CCRIS 1160; EINECS 236-931-6; MLS003115361; NSC-261,037; NSC-261037; NSC261037; alpha-(Methoxymethyl)-2-nitro-1H-imidazole-1-ethanol
Cross-matching ID
PubChem CID
26105
CAS Number
CAS 13551-87-6
TTD Drug ID
DMYB0HK
INTEDE Drug ID
DR2185

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DME
DOT
Drug Status:
Approved Drug(s)
Discontinued Drug(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Nitrofurazone DMSM2KE Skin burns ME65.0 Approved [4]
Nitrazepam DMEGIQ6 Epilepsy 8A60-8A68 Approved [4]
Flunitrazepam DMGR5Z3 Insomnia 7A00-7A0Z Approved [5]
Clonazepam DMTO13J Absence epilepsy Approved [6]
CB1954 DMVP4YK Solid tumour/cancer 2A00-2F9Z Discontinued in Phase 2 [4]
Nitrobenzodiazepine DM254EW N. A. N. A. Investigative [5]
⏷ Show the Full List of 6 Drug(s)
Drug(s) Affected By Catalase (CAT)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [7]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [8]
Haloperidol DM96SE0 Delirium Approved [9]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [10]
Selenium DM25CGV N. A. N. A. Approved [11]
Methimazole DM25FL8 Hyperthyroidism 5A02 Approved [12]
Citalopram DM2G9AE Acute coronary syndrome BA41 Approved [13]
Methotrexate DM2TEOL Anterior urethra cancer Approved [14]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [15]
Quercetin DM3NC4M Obesity 5B81 Approved [16]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Glutathione synthetase (GSS)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [17]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [18]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [19]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [20]
Ursodeoxycholic acid DMCUT21 Cholelithiasis DC11 Approved [21]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [22]
Azathioprine DMMZSXQ Lupus nephritis 4A40.0Y Approved [23]
Cupric Sulfate DMP0NFQ Fungal infection 1F29-1F2F Approved [24]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [25]
Arsenic DMTL2Y1 N. A. N. A. Approved [26]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Oxygen-insensitive NADPH nitroreductase B (nfsB) Main DME DE0QLUZ NFSB_ECOLI Substrate [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Catalase (CAT) OTHEBX9R CATA_HUMAN Drug Response [2]
Glutathione synthetase (GSS) OTVSBEIW GSHB_HUMAN Drug Response [3]

References

1 Metronidazole (flagyl) and misonidazole (Ro-07-0582): reduction by facultative anaerobes and cytotoxic action on hypoxic bacteria and mammalian cells in vivo. Br J Cancer Suppl. 1978 Jun;3:132-5.
2 Enhancement in the aerobic toxicity of misonidazole and SR-2508 by buthionine sulfoximine and 4-hydroxypyrazole: the role of hydrogen peroxide. Int J Radiat Oncol Biol Phys. 1986 Jul;12(7):1161-4.
3 Radiosensitizing and cytotoxic properties of misonidazole on glutathione synthetase deficient human fibroblasts. Int J Radiat Biol Relat Stud Phys Chem Med. 1985 Aug;48(2):213-21. doi: 10.1080/09553008514551211.
4 Conversion of NfsB, a minor Escherichia coli nitroreductase, to a flavin reductase similar in biochemical properties to FRase I, the major flavin reductase in Vibrio fischeri, by a single amino acid substitution. J Bacteriol. 1996 Aug;178(15):4731-3.
5 Structure-based development of bacterial nitroreductase against nitrobenzodiazepine-induced hypnosis. Biochem Pharmacol. 2012 Jun 15;83(12):1690-9.
6 Characterization of Escherichia coli nitroreductase NfsB in the metabolism of nitrobenzodiazepines. Biochem Pharmacol. 2009 Jul 1;78(1):96-103.
7 Gypenosides protect retinal pigment epithelium cells from oxidative stress. Food Chem Toxicol. 2018 Feb;112:76-85.
8 Role of antioxidant systems in human androgen-independent prostate cancer cells. Prostate. 2000 May 1;43(2):144-9. doi: 10.1002/(sici)1097-0045(20000501)43:2<144::aid-pros9>3.0.co;2-h.
9 ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
10 Cytotoxic Effects of Cannabinoids on Human HT-29 Colorectal Adenocarcinoma Cells: Different Mechanisms of THC, CBD, and CB83. Int J Mol Sci. 2020 Aug 1;21(15):5533. doi: 10.3390/ijms21155533.
11 Selenium deficiency alters epithelial cell morphology and responses to influenza. Free Radic Biol Med. 2007 Jun 15;42(12):1826-37.
12 Hepatocellular peroxisomes in human alcoholic and drug-induced hepatitis: a quantitative study. Hepatology. 1991 Nov;14(5):811-7.
13 Antioxidant enzyme and malondialdehyde values in social phobia before and after citalopram treatment. Eur Arch Psychiatry Clin Neurosci. 2004 Aug;254(4):231-5.
14 The contribution of methotrexate exposure and host factors on transcriptional variance in human liver. Toxicol Sci. 2007 Jun;97(2):582-94.
15 The effect of statins on lipids peroxidation and activities of antioxidants enzymes in patients with dyslipidemia. Przegl Lek. 2006;63(9):738-42.
16 Comparison of phenotypic and transcriptomic effects of false-positive genotoxins, true genotoxins and non-genotoxins using HepG2 cells. Mutagenesis. 2011 Sep;26(5):593-604.
17 Chromium III histidinate exposure modulates gene expression in HaCaT human keratinocytes exposed to oxidative stress. Biol Trace Elem Res. 2010 Oct;137(1):23-39.
18 Transcriptional and Metabolic Dissection of ATRA-Induced Granulocytic Differentiation in NB4 Acute Promyelocytic Leukemia Cells. Cells. 2020 Nov 5;9(11):2423. doi: 10.3390/cells9112423.
19 Essential role of Nrf2 in protection against hydroquinone- and benzoquinone-induced cytotoxicity. Toxicol In Vitro. 2011 Mar;25(2):521-9.
20 Stem cell transcriptome responses and corresponding biomarkers that indicate the transition from adaptive responses to cytotoxicity. Chem Res Toxicol. 2017 Apr 17;30(4):905-922.
21 Ursodeoxycholic acid induces glutathione synthesis through activation of PI3K/Akt pathway in HepG2 cells. Biochem Pharmacol. 2009 Mar 1;77(5):858-66. doi: 10.1016/j.bcp.2008.11.012. Epub 2008 Nov 25.
22 Quantitative proteomics reveals a broad-spectrum antiviral property of ivermectin, benefiting for COVID-19 treatment. J Cell Physiol. 2021 Apr;236(4):2959-2975. doi: 10.1002/jcp.30055. Epub 2020 Sep 22.
23 Petit E, Langouet S, Akhdar H, Nicolas-Nicolaz C, Guillouzo A, Morel F. Differential toxic effects of azathioprine, 6-mercaptopurine and 6-thioguanine on human hepatocytes. Toxicol In Vitro. 2008;22(3):632-642. [PMID: 18222062]
24 Physiological and toxicological transcriptome changes in HepG2 cells exposed to copper. Physiol Genomics. 2009 Aug 7;38(3):386-401.
25 Activation of AIFM2 enhances apoptosis of human lung cancer cells undergoing toxicological stress. Toxicol Lett. 2016 Sep 6;258:227-236.
26 Interplay between cellular methyl metabolism and adaptive efflux during oncogenic transformation from chronic arsenic exposure in human cells. J Biol Chem. 2008 Jul 11;283(28):19342-50.