1.0 2010-04-08 22:06:01 UTC 2025-11-18 22:54:28 UTC FDB003958 Methylamine Methylamine, also known as aminomethane or methanamine, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing a primary aliphatic amine group. Methylamine is a strong basic compound (based on its pKa). It has a strong odor similar to fish. Industrially, methylamine is used as a building block for the synthesis of many other commercially available compounds. Methylamine exists in all living organisms, ranging from bacteria to humans. Methylamine is found in relatively high concentrations in a number of plant foods such as wild carrots, carrots, and tea and in a lower concentration in cabbages, corns, and barley. Methylamine has also been detected, but not quantified in, several other plant foods, such as soybeans, wild celeries, french plantains, and common grapes. It has also been detected in cow’s milk. This could make methylamine a potential biomarker for the consumption of these foods. Methylamine occurs endogenously from amine catabolism and its tissue levels increase in some pathological conditions, including diabetes. In the human body methylamine and ammonia levels are reciprocally controlled by a semicarbazide-sensitive amine oxidase activity that deaminates methylamine to formaldehyde with the production of ammonia and hydrogen peroxide ( PMID: 18845121). Methylamine also targets the voltage-operated neuronal potassium channels, probably inducing release of neurotransmitter(s) ( PMID: 16049393). Semicarbazide-sensitive amine oxidase (SSAO) catalyzes the deamination of primary amines. This kind of deamination has been shown capable of regulating glucose transport in adipose cells. Increased serum SSAO activities have been found in patients with diabetic mellitus, vascular disorders, and Alzheimer's disease (PMID: 18691041). The SSAO-catalyzed deamination of endogenous substrates like methylamine is known to lead to the production of toxic formaldehyde. Chronic elevated methylamine increases the excretion of malondialdehyde and microalbuminuria. Amine oxidase substrates such as methylamine have been shown to stimulate glucose uptake by increasing the recruitment of the glucose transporter GLUT4 from vesicles within the cell to the cell surface. Methylamine has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821 ). Aminomethane CH3-NH2 MeNH2 Methanamine Methylamine Monomethylamine 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. Monoalkylamines Organic compounds Organic nitrogen compounds Organonitrogen compounds Amines Aliphatic acyclic compounds Hydrocarbon derivatives Organopnictogen compounds Aliphatic acyclic compound Hydrocarbon derivative Organopnictogen compound Primary aliphatic amine a small molecule methylamines one-carbon compound primary aliphatic amine gas logp -1.06 ALOGPS logs 1.07 ALOGPS solubility 3.67e+02 g/l ALOGPS melting_point -93.4 oC 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 Specdb::EiMs 151 Specdb::NmrTwoD 1181 Specdb::MsIr 252 Specdb::MsIr 253 Specdb::MsIr 254 Specdb::CMs 6856 Specdb::CMs 132892 Specdb::CMs 140626 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 HMDB60291 #<Reference:0x000055ce32514108> Anatidae Type 1 specific Anatidae 8830 Apple Type 1 specific Malus pumila 283210 0.45 0.45 0.45 mg/100 g Barley Type 1 specific Hordeum vulgare 4513 0.45 0.45 0.45 mg/100 g Beefalo Type 1 specific Bos taurus X Bison bison 297284 Beer Type 2 specific 0.085 0.17 0.0 mg/100 g Bison Type 1 specific Bison bison 9901 Black tea Type 1 5.0 5.0 5.0 mg/100 g Buffalo Type 1 specific Bubalus bubalis 89462 Cabbage Type 1 specific Brassica oleracea var. capitata 3716 1.305 1.305 1.305 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 397.0 397.0 397.0 mg/100 g Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Common grape Type 1 specific Vitis vinifera 29760 Corn Type 1 specific Zea mays 4577 2.68 2.68 2.68 mg/100 g Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 French plantain Type 1 specific Musa X paradisiaca 89151 Green tea Type 1 5.0 5.0 5.0 mg/100 g Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Herbal tea Type 1 5.0 5.0 5.0 mg/100 g Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Red tea Type 1 5.0 5.0 5.0 mg/100 g Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Soy bean Type 1 specific Glycine max 3847 Spinach Type 1 specific Spinacia oleracea 3562 Squab Type 1 specific Columba 8931 Tea Type 1 specific Camellia sinensis 4442 5.0 5.0 5.0 mg/100 g Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. 1.305 1.305 1.305 mg/100 g Wild boar Type 1 specific Sus scrofa 9823 Wild carrot Type 1 specific Daucus carota 4039 397.0 397.0 397.0 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 Irritant 1055