Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:05:49 UTC |
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Update date | 2020-02-24 19:10:45 UTC |
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Primary ID | FDB003496 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | N-Nitrosodimethylamine |
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Description | Food contaminant especies in cured meat products
N-Nitrosodimethylamine (NDMA), also known as dimethylnitrosamine (DMN), is a semi-volatile organic chemical that is highly toxic and is a suspected human carcinogen. The US Environmental Protection Agency has determined that the maximum admissible concentration of NDMA in drinking water is 7 ng L?1. The EPA has not yet set a regulatory maximum contaminant level (MCL) for drinking water. At high doses, it is a "potent hepatotoxin that can cause fibrosis of the liver" in rats. The induction of liver tumors in rats after chronic exposure to low doses is well-documented. Its toxic effects on humans are inferred from animal experiments but not well-established experimentally.; NDMA is an industrial by-product or waste product of several industrial processes. It first came to attention as a groundwater contaminant in California in 1998 and 1999 at several sites that produced rocket fuel. Manufacturing of unsymmetrical dimethylhydrazine (UDMH), which is a component of rocket fuel that requires NDMA for its synthesis, proved to be the culprit in these cases. Of more general concern, water treatment via chlorination or chloramination of organic nitrogen-containing wastewater can lead to the production of NDMA at potentially harmful levels. Further, NDMA can form or be leached during treatment of water by anion exchange resins. Finally, NDMA is found at low levels in numerous items of human consumption including cured meat, fish, beer, and tobacco smoke It is, however, unlikely to bioaccumulate. N-Nitrosodimethylamine is found in many foods, some of which are green bell pepper, yellow bell pepper, red bell pepper, and orange bell pepper. |
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CAS Number | 62-75-9 |
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Structure | |
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Synonyms | Synonym | Source |
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1,1-Dimethyl-2-oxohydrazine | ChEBI | Dimethylnitrosamine | ChEBI | Dimethylnitrosoamine | ChEBI | DMN | ChEBI | N,N-Dimethylnitrosamine | ChEBI | N Nitrosodimethylamine | MeSH | Nitrosodimethylamine, ndma | MeSH | Nitrosodimethylamine | MeSH | NDMA nitrosodimethylamine | MeSH | (CH3)2NNO | HMDB | Dimethyl-nitrosamine | HMDB | Dimethylnitrosamin | HMDB | DMNA | HMDB | N, N-Dimethylnitrosamine | HMDB | N-Dimethyl-nitrosamine | HMDB | N-Dimethylnitrosoamine | HMDB | N-Methyl-N-nitroso-methamine | HMDB | N-Methyl-N-nitroso-methanamine | HMDB | N-Methyl-N-nitrosomethanamine | HMDB | N-Methyl-N-nitrosomethanamine, 9ci | HMDB | N-Nitroaodimethylamine | HMDB | N-nitroso-Dimethylamine | HMDB | N-nitroso-N,N-Dimethylamine | HMDB | NDMA | HMDB | Nitrous dimethylamide | HMDB | Dimethylamine, n-nitroso- | biospider | Dimethylnitrosamin (german) | biospider | Methamine, n-methyl-n-nitroso- | biospider | Methanamine, n-methyl-n-nitroso- | biospider | N nitrosodimethylamine | biospider | N-dimethyl-nitrosamine | biospider | N-dimethylnitrosoamine | biospider | N-methyl-n-nitroso-methanamine | biospider | N-methyl-n-nitrosomethanamine | biospider | N-Methyl-N-nitrosomethanamine, 9CI | db_source | N-nitroaodimethylamine | biospider | N-Nitroso-dimethylamine | HMDB | N-nitroso-n,n-dimethylamine | biospider | N, n-dimethylnitrosamine | biospider | N,n-dimethylnitrosamine | biospider | Ndma nitrosodimethylamine | biospider | Nitrosamine, dimethyl- | biospider |
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Predicted Properties | |
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Chemical Formula | C2H6N2O |
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IUPAC name | dimethyl(nitroso)amine |
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InChI Identifier | InChI=1S/C2H6N2O/c1-4(2)3-5/h1-2H3 |
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InChI Key | UMFJAHHVKNCGLG-UHFFFAOYSA-N |
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Isomeric SMILES | CN(C)N=O |
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Average Molecular Weight | 74.0818 |
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Monoisotopic Molecular Weight | 74.048012824 |
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Classification |
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Description | Belongs to the class of organic compounds known as organic n-nitroso compounds. These are organic compounds containing a n-nitroso group -NN=O. |
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Kingdom | Organic compounds |
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Super Class | Organic nitrogen compounds |
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Class | Organonitrogen compounds |
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Sub Class | Organic nitroso compounds |
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Direct Parent | Organic N-nitroso compounds |
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Alternative Parents | |
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Substituents | - Organic n-nitroso compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Source: Biological location: |
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Process | Industrial process: |
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Role | Indirect biological role: Environmental role: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 32.43%; H 8.16%; N 37.81%; O 21.60% | DFC |
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Melting Point | < 25 oC | |
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Boiling Point | Bp774 153° | DFC |
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Experimental Water Solubility | 1000 mg/mL at 24 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Experimental logP | -0.57 | HANSCH,C ET AL. (1995) |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | d104 1.01 | DFC |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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EI-MS | Mass Spectrum (Electron Ionization) | splash10-00dl-9000000000-25a83bcedddadb3e2b4e | 2014-09-20 | View Spectrum | Predicted GC-MS | N-Nitrosodimethylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0006-9000000000-6d29f9f7a8384c52f7b5 | Spectrum | Predicted GC-MS | N-Nitrosodimethylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | N-Nitrosodimethylamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , positive | splash10-004i-9000000000-2df59bc19d1d15592467 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , positive | splash10-004i-9000000000-744c0a10617e87137cd5 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , positive | splash10-004i-9000000000-f3f3d5174fd1edee28a6 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , positive | splash10-004i-9000000000-f3f3d5174fd1edee28a6 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , positive | splash10-004i-9000000000-2df59bc19d1d15592467 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , positive | splash10-004i-9000000000-4d289a54c5a2591daa33 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 90V, Positive | splash10-004i-9000000000-5a8fb7bb4f334a3f8445 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 45V, Positive | splash10-004i-9000000000-d0dbc7bf8508475d923d | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 75V, Positive | splash10-004i-9000000000-744c0a10617e87137cd5 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-004i-9000000000-05b7b59e6e0b8b9fc245 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-004i-9000000000-3910f1d3f8050d839f82 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-004l-9000000000-4ab1e2e6522e0f1a2eb3 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-eea50ce8e07045a0ad14 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9000000000-fed38e3c1ad8e9420fd6 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-05fr-9000000000-0d360c627861df90248b | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-87753cf4baa848fb8803 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9000000000-87753cf4baa848fb8803 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-05fu-9000000000-fa476a49943ea98d47ff | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-004i-9000000000-777dda7ebfc4febb2166 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-004i-9000000000-19ff9f5df3b310d929a0 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-002f-9000000000-876fe1a3967818d2717c | 2021-09-25 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 300 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum |
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External Links |
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ChemSpider ID | 5894 |
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ChEMBL ID | CHEMBL117311 |
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KEGG Compound ID | C14704 |
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Pubchem Compound ID | 6124 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 35807 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB31419 |
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CRC / DFC (Dictionary of Food Compounds) ID | CZW84-U:CZW84-U |
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EAFUS ID | Not Available |
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Dr. Duke ID | N-NITROSO-DIMETHYLAMINE |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | N-Nitrosodimethylamine |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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