1.0 2010-04-08 22:09:12 UTC 2025-11-18 23:20:39 UTC FDB010581 N-Methylphenethylamine N-methylphenethylamine, also known as N-methylphenethylamine hydrochloride or N-methylphenethylamine, conjugate acid, is a member of the class of compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. N-methylphenethylamine is slightly soluble (in water) and a very strong basic compound (based on its pKa). N-methylphenethylamine can be found in a number of food items such as apple, white cabbage, carrot, and cabbage, which makes N-methylphenethylamine a potential biomarker for the consumption of these food products. N-Methylphenethylamine (NMPEA) is a naturally occurring trace amine neuromodulator in humans that is derived from the trace amine, phenethylamine (PEA). It has been detected in human urine (<1 μg over 24 hours) and is produced by phenylethanolamine N-methyltransferase with phenethylamine as a substrate. PEA and NMPEA are both alkaloids that are found in a number of different plant species as well. Some Acacia species, such as A. rigidula, contain remarkably high levels of NMPEA (~2300–5300 ppm). NMPEA is also present at low concentrations (< 10 ppm) in a wide range of foodstuffs . &alpha;-phenyl-&beta;-methylaminoethane 1-Phenyl-2-methylamino-aethan 1-Phenyl-2-methylaminoethane Alpha-phenyl-beta-methylaminoethane Benzeneethanamine, n-methyl- Benzeneethanamine, N-methyl- (9CI) Methyl-phenethyl-amine N-(phenylethyl)methylamine N-methyl-&beta;-phenethylamine N-methyl-&beta;-phenylaethylamin N-methyl-&beta;-phenylethylamine N-Methyl-2-phenylethanamine N-Methyl-2-phenylethylamine N-Methyl-beta-phenethylamine N-methyl-beta-phenylaethylamin N-methyl-beta-phenylethylamine N-Methyl-N-(2-phenylethyl)amine N-methyl-phenethylamine N-methylbenzeneethanamine N-Methylphenethylamine N-methylphenylethylamine Phenethylamine, n-methyl- C9H13N 135.2062 135.104799421 methyl(2-phenylethyl)amine methylphenethylamine 589-08-2 CNCCC1=CC=CC=C1 InChI=1S/C9H13N/c1-10-8-7-9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3 SASNBVQSOZSTPD-UHFFFAOYSA-N belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. Phenethylamines Organic compounds Benzenoids Benzene and substituted derivatives Phenethylamines Aromatic homomonocyclic compounds Aralkylamines Dialkylamines Hydrocarbon derivatives Organopnictogen compounds Amine Aralkylamine Aromatic homomonocyclic compound Hydrocarbon derivative Organic nitrogen compound Organonitrogen compound Organopnictogen compound Phenethylamine Secondary aliphatic amine Secondary amine logp 1.75 ALOGPS logs -1.62 ALOGPS solubility 3.28e+00 g/l ALOGPS logp 1.82 ChemAxon pka_strongest_basic 10.13 ChemAxon iupac methyl(2-phenylethyl)amine ChemAxon average_mass 135.2062 ChemAxon mono_mass 135.104799421 ChemAxon smiles CNCCC1=CC=CC=C1 ChemAxon formula C9H13N ChemAxon inchi InChI=1S/C9H13N/c1-10-8-7-9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3 ChemAxon inchikey SASNBVQSOZSTPD-UHFFFAOYSA-N ChemAxon polar_surface_area 12.03 ChemAxon refractivity 44.06 ChemAxon polarizability 16.42 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1771 Specdb::NmrOneD 3912 Specdb::NmrOneD 4190 Specdb::MsMs 90900 Specdb::MsMs 90901 Specdb::MsMs 90902 Specdb::MsMs 154170 Specdb::MsMs 154171 Specdb::MsMs 154172 Specdb::MsMs 3605161 Specdb::MsMs 3605162 Specdb::MsMs 3605163 Specdb::MsMs 3605164 Specdb::MsMs 3605165 Specdb::MsMs 3605166 Apple Type 1 specific Malus pumila 283210 0.125 0.13 0.12 mg/100 g Cabbage Type 1 specific Brassica oleracea var. capitata 3716 0.21 0.21 0.21 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.2 0.2 0.2 mg/100 g Corn Type 1 specific Zea mays 4577 0.11 0.11 0.11 mg/100 g Soy bean Type 1 specific Glycine max 3847 Spinach Type 1 specific Spinacia oleracea 3562 White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. 0.21 0.21 0.21 mg/100 g Wild carrot Type 1 specific Daucus carota 4039 0.2 0.2 0.2 mg/100 g Wild celery Type 1 specific Apium graveolens 4045