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Record Information |
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Version | 4.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 17:55:32 UTC |
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Update Date | 2019-07-23 06:12:49 UTC |
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HMDB ID | HMDB0033212 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Dimethyl selenide |
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Description | Dimethyl selenide, also known as selenobismethane or (CH3)2Se, belongs to the class of organic compounds known as selenoethers. These are organic compounds containing a selenoether group, with the general formula RseR' ( where R, R' are not H atoms). Dimethyl selenide is a drug. Dimethyl selenide is possibly neutral. Outside of the human body, Dimethyl selenide has been detected, but not quantified in, several different foods, such as breadnut tree seeds, almonds, globe artichokes, cashew nuts, and green vegetables. This could make dimethyl selenide a potential biomarker for the consumption of these foods. An organoselenium compound of two methyl groups covalently bound to a selenium. |
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Structure | |
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Synonyms | Value | Source |
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(CH3)2Se | ChEBI | Dimethylselenium | ChEBI | Methyl selenide | ChEBI | Methyl selenium | ChEBI | Selenium dimethyl | ChEBI | Selenobismethane | ChEBI | (Methylselanyl)methane | HMDB | Dimethyl-selenide | HMDB | Dimethylselenide | HMDB | Methane, selenobis- (9ci) | HMDB | Methyl selenide (8ci) | HMDB | Methyl selenide, 8ci | HMDB | Selenobis-methane | HMDB | Selenobismethane, 9ci | HMDB | DMe-selenide | HMDB | Dimethylselenide, 75Se-labeled | HMDB |
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Chemical Formula | C2H6Se |
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Average Molecular Weight | 109.03 |
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Monoisotopic Molecular Weight | 109.96347202 |
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IUPAC Name | (methylselanyl)methane |
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Traditional Name | dimethylselenide |
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CAS Registry Number | 593-79-3 |
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SMILES | C[Se]C |
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InChI Identifier | InChI=1S/C2H6Se/c1-3-2/h1-2H3 |
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InChI Key | RVIXKDRPFPUUOO-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as selenoethers. These are organic compounds containing a selenoether group, with the general formula RseR' ( where R, R' are not H atoms). |
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Kingdom | Organic compounds |
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Super Class | Organometallic compounds |
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Class | Organometalloid compounds |
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Sub Class | Organoselenium compounds |
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Direct Parent | Selenoethers |
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Alternative Parents | |
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Substituents | - Selenoether
- 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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Role | Biological role: |
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Physical Properties |
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State | Liquid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | -87.2 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 24.4 mg/mL at 25 °C | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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Spectra |
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| Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4l-5900000000-717b45f25e8f72124e71 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03di-0900000000-f33023a1a99a7f5816ad | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-03di-0900000000-52f4296a65752e430fce | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-03di-0900000000-a3cb6690b98976ee60da | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4l-8900000000-3b964e17a5bd7ef922c2 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-1900000000-dd3e52051b2f8b997e36 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-1900000000-18c7fa02391df77a4a07 | Spectrum |
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Biological Properties |
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Cellular Locations | |
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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 | DBMET01462 |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB011225 |
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KNApSAcK ID | C00033776 |
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Chemspider ID | 11158 |
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KEGG Compound ID | C02535 |
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BioCyc ID | CPD-12005 |
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BiGG ID | Not Available |
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Wikipedia Link | Dimethyl selenide |
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METLIN ID | Not Available |
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PubChem Compound | 11648 |
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PDB ID | Not Available |
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ChEBI ID | 4610 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | |
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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 | - Gabel-Jensen C, Lunoe K, Gammelgaard B: Formation of methylselenol, dimethylselenide and dimethyldiselenide in in vitro metabolism models determined by headspace GC-MS. Metallomics. 2010 Feb;2(2):167-73. doi: 10.1039/b914255j. Epub 2010 Jan 7. [PubMed:21069149 ]
- Sovova K, Shestivska V, Spanel P: Real-time quantification of traces of biogenic volatile selenium compounds in humid air by selected ion flow tube mass spectrometry. Anal Chem. 2012 Jun 5;84(11):4979-83. doi: 10.1021/ac300609m. Epub 2012 May 18. [PubMed:22548680 ]
- Ghasemi E, Farahani H: Head space solid phase microextraction based on nano-structured lead dioxide: application to the speciation of volatile organoselenium in environmental and biological samples. J Chromatogr A. 2012 Oct 5;1258:16-20. doi: 10.1016/j.chroma.2012.08.027. Epub 2012 Aug 15. [PubMed:22939459 ]
- Krittaphol W, Wescombe PA, Thomson CD, McDowell A, Tagg JR, Fawcett JP: Metabolism of L-selenomethionine and selenite by probiotic bacteria: in vitro and in vivo studies. Biol Trace Elem Res. 2011 Dec;144(1-3):1358-69. doi: 10.1007/s12011-011-9057-2. Epub 2011 Apr 15. [PubMed:21494803 ]
- Ghasemi E, Sillanpaa M, Najafi NM: Headspace hollow fiber protected liquid-phase microextraction combined with gas chromatography-mass spectroscopy for speciation and determination of volatile organic compounds of selenium in environmental and biological samples. J Chromatogr A. 2011 Jan 21;1218(3):380-6. doi: 10.1016/j.chroma.2010.12.005. Epub 2010 Dec 9. [PubMed:21185031 ]
- Ip C, Ganther HE: Activity of methylated forms of selenium in cancer prevention. Cancer Res. 1990 Feb 15;50(4):1206-11. [PubMed:2105164 ]
- Bayse CA, Antony S: Modeling the oxidation of ebselen and other organoselenium compounds using explicit solvent networks. J Phys Chem A. 2009 May 14;113(19):5780-5. doi: 10.1021/jp901880n. [PubMed:19374403 ]
- Winkel L, Feldmann J, Meharg AA: Quantitative and qualitative trapping of volatile methylated selenium species entrained through nitric acid. Environ Sci Technol. 2010 Jan 1;44(1):382-7. doi: 10.1021/es902345m. [PubMed:19950978 ]
- Goenaga-Infante H, Kassam S, Stokes E, Hopley C, Joel SP: Capabilities of HPLC with APEX-Q nebulisation ICP-MS and ESI MS/MS to compare selenium uptake and speciation of non-malignant with different B cell lymphoma lines. Anal Bioanal Chem. 2011 Feb;399(5):1789-97. doi: 10.1007/s00216-010-4474-1. Epub 2010 Dec 8. [PubMed:21140135 ]
- Bueno M, Pannier F: Quantitative analysis of volatile selenium metabolites in normal urine by headspace solid phase microextraction gas chromatography-inductively coupled plasma mass spectrometry. Talanta. 2009 May 15;78(3):759-63. doi: 10.1016/j.talanta.2008.12.044. Epub 2008 Dec 30. [PubMed:19269425 ]
- Tsopelas F, Tsantili-Kakoulidou A, Ochsenkuhn-Petropoulou M: Exploring the elution mechanism of selenium species on liquid chromatography. J Sep Sci. 2011 Feb;34(4):376-84. doi: 10.1002/jssc.201000771. Epub 2011 Jan 24. [PubMed:21259435 ]
- Ohta Y, Kobayashi Y, Konishi S, Hirano S: Speciation analysis of selenium metabolites in urine and breath by HPLC- and GC-inductively coupled plasma-MS after administration of selenomethionine and methylselenocysteine to rats. Chem Res Toxicol. 2009 Nov;22(11):1795-801. doi: 10.1021/tx900202m. [PubMed:19715347 ]
- Campillo N, Penalver R, Hernandez-Cordoba M: Determination of dimethylselenide and dimethyldiselenide in milk and milk by-products by solid-phase microextraction and gas chromatography with atomic emission detection. Talanta. 2010 Mar 15;80(5):1856-61. doi: 10.1016/j.talanta.2009.10.034. Epub 2009 Oct 24. [PubMed:20152423 ]
- Krittaphol W, McDowell A, Thomson CD, Mikov M, Fawcett JP: Biotransformation of L-selenomethionine and selenite in rat gut contents. Biol Trace Elem Res. 2011 Feb;139(2):188-96. doi: 10.1007/s12011-010-8653-x. Epub 2010 Mar 13. [PubMed:20229173 ]
- Kagami T, Narita T, Kuroda M, Notaguchi E, Yamashita M, Sei K, Soda S, Ike M: Effective selenium volatilization under aerobic conditions and recovery from the aqueous phase by Pseudomonas stutzeri NT-I. Water Res. 2013 Mar 1;47(3):1361-8. doi: 10.1016/j.watres.2012.12.001. Epub 2012 Dec 12. [PubMed:23270669 ]
- Magos L, Tandon SK, Webb M, Snowden R: The effects of treatment with selenite before and after the administration of [75Se]selenite on the exhalation of [75Se]dimethylselenide. Toxicol Lett. 1987 Apr;36(2):167-72. [PubMed:3576647 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
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