1.0 2016-09-30 22:20:25 UTC 2020-06-04 20:29:37 UTC BMDB0000164 BMDB00164 Methylamine Methylamine, also known as aminomethane or methanamine, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. Methylamine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Methylamine exists in all living organisms, ranging from bacteria to humans. 3,4-Dihydroxymandelaldehyde and methylamine can be biosynthesized from epinephrine through its interaction with the enzyme amine oxidase [flavin-containing] a. In cattle, methylamine is involved in the metabolic pathway called the tyrosine metabolism pathway. Methylamine is a potentially toxic compound. Aminomethane CH3-NH2 MeNH2 Methanamine MMA Monomethylamine Anhydrous methylamine Carbinamine Imizin Mercurialin Methyl group Methyl OF gamma-N-methylasparagine Methylamine anhydrous Methylamine aqueous solution Methylamine solution Methylamine solutions Methylaminen Metilamine Metyloamina N-Methylamine NMA NME Methylamine ion (1-) Methylamine nitrate Methylamine perchlorate Methylamine sulfate (1:1) Methylamine sulfate (2:1) Methylamine, 13C-labeled Methylamine, 14C-labeled Methylamine, 15N-labeled Methylamine hydrobromide Methylamine hydrochloride, 14C-labeled Methylamine, cesium salt Methylamine, monopotassium salt Methylammonium Methylammonium ion Methylamine hydroiodide Methylamine, monosodium salt Methylamine bisulfite Methylamine hydride Methylamine hydrochloride Methylamine hydrofluoride Methylamine hydrogen cyanide Monomethylammonium ion CH5N 31.0571 31.042199165 methanamine methylamine 74-89-5 CN InChI=1S/CH5N/c1-2/h2H2,1H3 BAVYZALUXZFZLV-UHFFFAOYSA-N belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. Organic compounds Organic nitrogen compounds Organonitrogen compounds Amines Monoalkylamines Hydrocarbon derivatives Organopnictogen compounds Aliphatic acyclic compound Hydrocarbon derivative Organopnictogen compound Primary aliphatic amine Aliphatic acyclic compounds a small molecule methylamines one-carbon compound primary aliphatic amine Liquid melting_point -93.4 °C water_solubility 1080 mg/mL at 25 °C logp -0.57 HANSCH,C ET AL. (1995) logp -1.06 ALOGPS logs 1.07 ALOGPS logp -0.63 ChemAxon pka_strongest_basic 10.08 ChemAxon iupac methanamine ChemAxon average_mass 31.0571 ChemAxon mono_mass 31.042199165 ChemAxon smiles CN ChemAxon formula CH5N ChemAxon inchi InChI=1S/CH5N/c1-2/h2H2,1H3 ChemAxon inchikey BAVYZALUXZFZLV-UHFFFAOYSA-N ChemAxon polar_surface_area 26.02 ChemAxon refractivity 9.92 ChemAxon polarizability 3.86 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Tyrosine Metabolism SMP0087235 Specdb::MsIr 252 Specdb::MsIr 253 Specdb::MsIr 254 Specdb::NmrTwoD 1181 Specdb::CMs 6856 Specdb::CMs 132892 Specdb::CMs 140626 Specdb::EiMs 151 Specdb::MsMs 260 Specdb::MsMs 261 Specdb::MsMs 262 Specdb::MsMs 250152 Specdb::MsMs 250153 Specdb::MsMs 250154 Specdb::MsMs 270090 Specdb::MsMs 270091 Specdb::MsMs 270092 Specdb::MsMs 2443924 Specdb::MsMs 2443925 Specdb::MsMs 2443926 Specdb::MsMs 2522013 Specdb::MsMs 2522014 Specdb::MsMs 2522015 Specdb::NmrOneD 1127 Specdb::NmrOneD 1182 Specdb::NmrOneD 5952 Specdb::NmrOneD 5953 Specdb::NmrOneD 5954 Specdb::NmrOneD 5955 Specdb::NmrOneD 5956 Specdb::NmrOneD 5957 Specdb::NmrOneD 5958 Specdb::NmrOneD 5959 Specdb::NmrOneD 5960 Specdb::NmrOneD 5961 Specdb::NmrOneD 5962 Specdb::NmrOneD 5963 Specdb::NmrOneD 5964 Specdb::NmrOneD 5965 Specdb::NmrOneD 5966 Specdb::NmrOneD 5967 Specdb::NmrOneD 5968 Specdb::NmrOneD 5969 Specdb::NmrOneD 5970 Specdb::NmrOneD 5971 Blood Detected by NMR in male Charolais cows. Graham SF, Ruiz-Aracama A, Lommen A, Cannizzo FT, Biolatti B, Elliott CT, Mooney MH: Use of NMR metabolomic plasma profiling methodologies to identify illicit growth-promoting administrations. Anal Bioanal Chem. 2012 Apr;403(2):573-82. doi: 10.1007/s00216-012-5815-z. Epub 2012 Feb 28. 22370585 Milk Commercial whole milk with 3.25% fat Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809 Ruminal Fluid 181-2390 uM By NMR Lee HJ, Jung JY, Oh YK, Lee SS, Madsen EL, Jeon CO: Comparative survey of rumen microbial communities and metabolites across one caprine and three bovine groups, using bar-coded pyrosequencing and (1)H nuclear magnetic resonance spectroscopy. Appl Environ Microbiol. 2012 Sep;78(17):5983-93. doi: 10.1128/AEM.00104-12. Epub 2012 Jun 15. 22706048 Ruminal Fluid 4-49 uM By NMR O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. 29642378 Ruminal Fluid Detected by NMR in mid-lactating primiparous Holstein cows. Zhao S, Zhao J, Bu D, Sun P, Wang J, Dong Z: Metabolomics analysis reveals large effect of roughage types on rumen microbial metabolic profile in dairy cows. Lett Appl Microbiol. 2014 Jul;59(1):79-85. doi: 10.1111/lam.12247. Epub 2014 Apr 4. 24617926 Ruminal Fluid Detected by NMR in bovines in growth and fattening stages. Lee HJ, Jung JY, Oh YK, Lee SS, Madsen EL, Jeon CO: Comparative survey of rumen microbial communities and metabolites across one caprine and three bovine groups, using bar-coded pyrosequencing and (1)H nuclear magnetic resonance spectroscopy. Appl Environ Microbiol. 2012 Sep;78(17):5983-93. doi: 10.1128/AEM.00104-12. Epub 2012 Jun 15. 22706048 Ruminal Fluid Detected by NMR in bovines in growth and fattening stages. Lee HJ, Jung JY, Oh YK, Lee SS, Madsen EL, Jeon CO: Comparative survey of rumen microbial communities and metabolites across one caprine and three bovine groups, using bar-coded pyrosequencing and (1)H nuclear magnetic resonance spectroscopy. Appl Environ Microbiol. 2012 Sep;78(17):5983-93. doi: 10.1128/AEM.00104-12. Epub 2012 Jun 15. 22706048 Ruminal Fluid Detected by NMR in bovines in growth and fattening stages. Lee HJ, Jung JY, Oh YK, Lee SS, Madsen EL, Jeon CO: Comparative survey of rumen microbial communities and metabolites across one caprine and three bovine groups, using bar-coded pyrosequencing and (1)H nuclear magnetic resonance spectroscopy. Appl Environ Microbiol. 2012 Sep;78(17):5983-93. doi: 10.1128/AEM.00104-12. Epub 2012 Jun 15. 22706048 Ruminal Fluid 132 +/- 116 uM By NMR Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 C00218 DB01828 FDB003958 6089 6329 16830 METHYLAMINE Methylamine 1800349 3767 Denham, William S.; Knapp, Lionel F. The preparation of methylamine from ammonium methyl sulfate. Journal of the Chemical Society, Transactions (1920), 117 236-47. Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809 BMDBP00890 Amine oxidase [flavin-containing] A P21398 MAOA Enzyme