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Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2017-02-24 01:29:34 UTC |
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Update Date | 2023-02-21 17:30:40 UTC |
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HMDB ID | HMDB0062188 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 1-nitronaphthalene |
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Description | 1-nitronaphthalene, also known as nitrol, belongs to the class of organic compounds known as nitronaphthalenes. These are polycyclic aromatic compounds containing a naphthalene moiety substituted by one or more nitro groups. 1-Nitronaphthalene is synthesized by the action of a mixture of nitric and sulfuric acids on finely ground naphthalene. 1-nitronaphthalene is possibly neutral. 1-nitronaphthalene is a potentially toxic compound. 1-nitronaphthalene (1-NN) is a common air pollutant in urban areas. 1-NN appears to specifically target peroxiredoxin 6 and biliverdin reductase as well as the N-terminal region of calreticulin. 1-Nitronaphthalene and its reactive products specifically targets the airway epithelium. 1-NN is also found in the gas phase of diesel exhaust, making it one of the more common airborne pollutants. 1-nitronaphthalene is used as a chemical intermediate in the manufacture of dyes (drugs, perfumes, rubber chemicals, tanning agents and pesticides) and as a fluorescence quencher for mineral oils. It has been detected in some carbon blacks as well as in particulate exhaust of diesel engines and has been found at low concentrations in ambient air. It can react with ozone and will form reactive electrophiles that have been shown to bind covalently to specific proteins. Chronic exposure may cause cancer (based on animal studies). Its toxicity is synergized by prior long-term ozone exposure. Health effects: May cause eye, skin, respiratory tract and digestive tract irritation. |
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Structure | O=N(=O)C1=CC=CC2=CC=CC=C12 InChI=1S/C10H7NO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H |
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Synonyms | Value | Source |
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alpha-Nitronaphthalene | ChEBI | Nitrol | ChEBI | a-Nitronaphthalene | Generator | Α-nitronaphthalene | Generator |
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Chemical Formula | C10H7NO2 |
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Average Molecular Weight | 173.1681 |
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Monoisotopic Molecular Weight | 173.047678473 |
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IUPAC Name | 1-nitronaphthalene |
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Traditional Name | nitrol |
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CAS Registry Number | 86-57-7 |
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SMILES | O=N(=O)C1=CC=CC2=CC=CC=C12 |
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InChI Identifier | InChI=1S/C10H7NO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H |
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InChI Key | RJKGJBPXVHTNJL-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as nitronaphthalenes. These are polycyclic aromatic compounds containing a naphthalene moiety substituted by one or more nitro groups. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Naphthalenes |
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Sub Class | Nitronaphthalenes |
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Direct Parent | Nitronaphthalenes |
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Alternative Parents | |
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Substituents | - 1-nitronaphthalene
- Nitroaromatic compound
- Organic nitro compound
- C-nitro compound
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Allyl-type 1,3-dipolar organic compound
- Organic oxoazanium
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organonitrogen compound
- Aromatic homopolycyclic compound
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Molecular Framework | Aromatic homopolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.043 g/l | ALOGPS | LogP | 3.20 | ALOGPS |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
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Spectra |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental GC-MS | GC-MS Spectrum - 1-nitronaphthalene EI-B (Non-derivatized) | splash10-0fb9-9600000000-bdf73b19a48ec1965ff9 | 2017-09-12 | HMDB team, MONA, MassBank | View Spectrum | Experimental GC-MS | GC-MS Spectrum - 1-nitronaphthalene EI-B (Non-derivatized) | splash10-0fb9-9600000000-bdf73b19a48ec1965ff9 | 2018-05-18 | HMDB team, MONA, MassBank | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1-nitronaphthalene GC-MS (Non-derivatized) - 70eV, Positive | splash10-00di-2900000000-0140e7cd9d0b52504c9a | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1-nitronaphthalene GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1-nitronaphthalene GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-004i-2900000000-4e9a24f4a3738ec10d6f | 2014-09-20 | Not Available | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 10V, Positive-QTOF | splash10-00di-0900000000-33ee06a9c8b5b2d7d4a6 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 20V, Positive-QTOF | splash10-014i-0900000000-9c34bb8dbc81213babf9 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 40V, Positive-QTOF | splash10-0gi0-1900000000-b7e76a0a748be5940337 | 2016-06-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 10V, Negative-QTOF | splash10-00di-0900000000-b7779eb83652f78c0ed9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 20V, Negative-QTOF | splash10-00di-0900000000-e703c93ccd2f202675fd | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 40V, Negative-QTOF | splash10-01b9-1900000000-244213ab51d311f2343b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 10V, Negative-QTOF | splash10-00di-0900000000-e4aa4846c14db133ae00 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 20V, Negative-QTOF | splash10-00di-0900000000-e4aa4846c14db133ae00 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 40V, Negative-QTOF | splash10-00di-0900000000-e4aa4846c14db133ae00 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 10V, Positive-QTOF | splash10-00di-0900000000-7dd52f7617ae35e45cc4 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 20V, Positive-QTOF | splash10-00di-0900000000-7dd52f7617ae35e45cc4 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1-nitronaphthalene 40V, Positive-QTOF | splash10-0fb9-7900000000-bc620efb4831b6318040 | 2021-09-24 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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IR SpectraSpectrum Type | Description | Deposition Date | Source | View |
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Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+) | 2023-02-04 | FELIX lab | View Spectrum | Predicted IR Spectrum | IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+) | 2023-02-04 | FELIX lab | View Spectrum |
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Biological Properties |
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Cellular Locations | Not Available |
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Biospecimen Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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| Not Available |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | Not Available |
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KNApSAcK ID | Not Available |
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Chemspider ID | Not Available |
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KEGG Compound ID | C14040 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 6849 |
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PDB ID | Not Available |
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ChEBI ID | 34104 |
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Food Biomarker Ontology | Not Available |
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VMH ID | M00545 |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | Not Available |
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