Record Information |
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Version | 2.0 |
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Created at | 2020-12-09 02:11:09 UTC |
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Updated at | 2021-07-15 16:50:06 UTC |
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NP-MRD ID | NP0004765 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | Azomycin |
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Provided By | NPAtlas |
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Description | 2-Nitroimidazole, also known as amicin or azomycin, belongs to the class of organic compounds known as nitroaromatic compounds. These are c-nitro compounds where the nitro group is C-substituted with an aromatic group. 2-Nitroimidazole is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Azomycin is found in Pseudomonas fluorescens and Unknown-fungus sp.. Azomycin was first documented in 1955 (PMID: 13289298). Based on a literature review a small amount of articles have been published on 2-Nitroimidazole (PMID: 21244596) (PMID: 22710102) (PMID: 22816283) (PMID: 34600326). |
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Structure | [H]N1C([H])=C([H])N=C1[N+]([O-])=O InChI=1S/C3H3N3O2/c7-6(8)3-4-1-2-5-3/h1-2H,(H,4,5) |
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Synonyms | Value | Source |
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Amicin | ChEBI | Azomycin | ChEBI | Nitroimidazole | ChEBI | Azomycin, monohydrofluoride | HMDB | Azomycin, sodium salt | HMDB |
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Chemical Formula | C3H3N3O2 |
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Average Mass | 113.0760 Da |
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Monoisotopic Mass | 113.02253 Da |
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IUPAC Name | [(1H-imidazol-2-yl)nitro]-lambda1-oxidanyl |
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Traditional Name | (1H-imidazol-2-ylnitro)-lambda1-oxidanyl |
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CAS Registry Number | Not Available |
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SMILES | [O-][N+](=O)C1=NC=CN1 |
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InChI Identifier | InChI=1S/C3H3N3O2/c7-6(8)3-4-1-2-5-3/h1-2H,(H,4,5) |
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InChI Key | YZEUHQHUFTYLPH-UHFFFAOYSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as nitroaromatic compounds. These are c-nitro compounds where the nitro group is C-substituted with an aromatic group. |
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Kingdom | Organic compounds |
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Super Class | Organic 1,3-dipolar compounds |
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Class | Allyl-type 1,3-dipolar organic compounds |
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Sub Class | Organic nitro compounds |
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Direct Parent | Nitroaromatic compounds |
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Alternative Parents | |
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Substituents | - Nitroaromatic compound
- Azole
- Imidazole
- Heteroaromatic compound
- Organic oxoazanium
- Propargyl-type 1,3-dipolar organic compound
- Organoheterocyclic compound
- Azacycle
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organic zwitterion
- Organonitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | |
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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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General References | - NAKAMURA S: Structure of Azomycin, a new antibiotic. Pharm Bull. 1955 Oct;3(5):379-83. doi: 10.1248/cpb1953.3.379. [PubMed:13289298 ]
- Qu Y, Spain JC: Catabolic pathway for 2-nitroimidazole involves a novel nitrohydrolase that also confers drug resistance. Environ Microbiol. 2011 Apr;13(4):1010-7. doi: 10.1111/j.1462-2920.2010.02406.x. Epub 2011 Jan 18. [PubMed:21244596 ]
- Li Y, Luo Y, Hu Y, Zhu DD, Zhang S, Liu ZJ, Gong HB, Zhu HL: Design, synthesis and antimicrobial activities of nitroimidazole derivatives containing 1,3,4-oxadiazole scaffold as FabH inhibitors. Bioorg Med Chem. 2012 Jul 15;20(14):4316-22. doi: 10.1016/j.bmc.2012.05.050. Epub 2012 May 30. [PubMed:22710102 ]
- Kanda M, Sasamoto T, Takeba K, Hayashi H, Kusano T, Matsushima Y, Nakajima T, Kanai S, Takano I: Rapid determination of nitroimidazole residues in honey by liquid chromatography/tandem mass spectrometry. J AOAC Int. 2012 May-Jun;95(3):923-31. doi: 10.5740/jaoacint.11-362. [PubMed:22816283 ]
- Bera H, Abosheasha MA, Ito Y, Ueda M: Hypoxia-responsive pullulan-based nanoparticles as erlotinib carriers. Int J Biol Macromol. 2021 Sep 29;191:764-774. doi: 10.1016/j.ijbiomac.2021.09.122. [PubMed:34600326 ]
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