1.0 2016-05-25 18:21:33 UTC 2026-05-14 16:43:57 UTC Metaraminol SmallMolecule Metaraminol is an organic compound with the chemical formula C9H13NO2 and an average molecular weight of 167.21 g/mol. Metaraminol belongs to the phenylpropanes, a subclass of benzene and substituted derivatives within the organic compounds. It is identified as a benzenoid superclass member. The compound is recorded as being found in or released from six distinct sources. These include healthcare, pharmaceuticals, and veterinary products, specifically as cardiac stimulants excluding cardiac glycosides. Other recorded sources are food, food processing and cookware, including food preservation and the treatment of hops; household cleaning and consumer products, such as bleaching agents and tobacco smoke filters; and antennas within electrical and electronic equipment. Exposure to the compound occurs via intramuscular and intravenous routes. Regarding its biological activity, metaraminol has two recorded protein targets. It acts as an agonist of the Alpha-1A adrenergic receptor (ADRA1A) and the D(2) dopamine receptor (DRD2). C9H13NO2 167.205 167.094628665 3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol metaraminol 54-49-9 C[C@H](N)[C@H](O)C1=CC(O)=CC=C1 InChI=1S/C9H13NO2/c1-6(10)9(12)7-3-2-4-8(11)5-7/h2-6,9,11-12H,10H2,1H3/t6-,9-/m0/s1 WXFIGDLSSYIKKV-RCOVLWMOSA-N Organic compounds Benzenoids Benzene and substituted derivatives Phenylpropanes Phenylpropanes 1,2-aminoalcohols 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Aralkylamines Aromatic alcohols Hydrocarbon derivatives Monoalkylamines Organopnictogen compounds Secondary alcohols 1,2-aminoalcohol 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alcohol Amine Aralkylamine Aromatic alcohol Aromatic homomonocyclic compound Hydrocarbon derivative Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol Phenylpropane Primary aliphatic amine Primary amine Secondary alcohol Aromatic homomonocyclic compounds phenylethanolamines Detected and Not Quantified Metaraminol Drug Metabolism Action Pathway SMP0143058 Metaraminol Predicted Metabolism Pathway SMP0174785 logp -0.045 logp -0.59 ALOGPS logs -1.12 ALOGPS solubility 1.28e+01 g/l ALOGPS logp -0.045 ChemAxon pka_strongest_acidic 9.03 ChemAxon pka_strongest_basic 9.68 ChemAxon iupac 3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol ChemAxon average_mass 167.205 ChemAxon mono_mass 167.094628665 ChemAxon smiles C[C@H](N)[C@H](O)C1=CC(O)=CC=C1 ChemAxon formula C9H13NO2 ChemAxon inchi InChI=1S/C9H13NO2/c1-6(10)9(12)7-3-2-4-8(11)5-7/h2-6,9,11-12H,10H2,1H3/t6-,9-/m0/s1 ChemAxon inchikey WXFIGDLSSYIKKV-RCOVLWMOSA-N ChemAxon polar_surface_area 66.48 ChemAxon refractivity 46.89 ChemAxon polarizability 17.84 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f72708658c8> DB00610 5906 5695 BE0000501 BE0000756