1.0 2016-09-30 22:37:04 UTC 2020-05-21 16:28:47 UTC BMDB0000819 BMDB00819 Normetanephrine Normetanephrine, also known as normetanephrine, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Normetanephrine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Normetanephrine participates in a number of enzymatic reactions, within cattle. In particular, Normetanephrine can be converted into 3-methoxy-4-hydroxyphenylglycolaldehyde through the action of the enzyme amine oxidase [flavin-containing] a. In addition, Normetanephrine and pyrocatechol can be biosynthesized from norepinephrine and guaiacol through the action of the enzyme catechol O-methyltransferase. In cattle, normetanephrine is involved in the metabolic pathway called the tyrosine metabolism pathway. (+/-)-normetanephrine (+/-)-alpha-(aminomethyl)-4-hydroxy-3-methoxy-benzenemethanol 3-Methoxy-noradrenaline 3-O-Methyl-noradrenaline 4-(2-Amino-1-hydroxyethyl)-2-methoxyphenol alpha-(Aminomethyl)-4-hydroxy-3-methoxy-benzenemethanol DL-N-Normetanephrine DL-Normetanephrine L-Normetanephrine m-O-Methylnorepinephrine N111 Normetadrenaline O-Methylnoradrenaline 3 Methoxynoradrenaline 3-Methoxynoradrenaline C9H13NO3 183.2044 183.089543287 4-(2-amino-1-hydroxyethyl)-2-methoxyphenol (+/-)-normetanephrine 97-31-4 COC1=CC(=CC=C1O)C(O)CN InChI=1S/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3 YNYAYWLBAHXHLL-UHFFFAOYSA-N belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Organic compounds Benzenoids Phenols Methoxyphenols Methoxyphenols 1,2-aminoalcohols 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Aralkylamines Aromatic alcohols Hydrocarbon derivatives Methoxybenzenes Monoalkylamines Organopnictogen compounds Phenoxy compounds Secondary alcohols 1,2-aminoalcohol 1-hydroxy-2-unsubstituted benzenoid Alcohol Alkyl aryl ether Amine Anisole Aralkylamine Aromatic alcohol Aromatic homomonocyclic compound Ether Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol ether Phenoxy compound Primary aliphatic amine Primary amine Secondary alcohol Aromatic homomonocyclic compounds a guaiacol Solid melting_point 204 °C logp -1.05 HANSCH,C ET AL. (1995) logp -0.71 ALOGPS logs -1.34 ALOGPS logp -0.39 ChemAxon pka_strongest_acidic 9.99 ChemAxon pka_strongest_basic 9.06 ChemAxon iupac 4-(2-amino-1-hydroxyethyl)-2-methoxyphenol ChemAxon average_mass 183.2044 ChemAxon mono_mass 183.089543287 ChemAxon smiles COC1=CC(=CC=C1O)C(O)CN ChemAxon formula C9H13NO3 ChemAxon inchi InChI=1S/C9H13NO3/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,11-12H,5,10H2,1H3 ChemAxon inchikey YNYAYWLBAHXHLL-UHFFFAOYSA-N ChemAxon polar_surface_area 75.71 ChemAxon refractivity 48.94 ChemAxon polarizability 19.07 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 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::NmrOneD 1274 Specdb::NmrOneD 1554 Specdb::NmrOneD 166500 Specdb::NmrTwoD 1497 Specdb::MsMs 1164 Specdb::MsMs 1165 Specdb::MsMs 1166 Specdb::MsMs 302680 Specdb::MsMs 302681 Specdb::MsMs 302682 Specdb::MsMs 345463 Specdb::MsMs 345464 Specdb::MsMs 345465 Specdb::MsMs 2226695 Specdb::MsMs 2228049 Specdb::MsMs 2229095 Specdb::MsMs 2230338 Specdb::MsMs 2231424 Specdb::MsMs 2232793 Specdb::MsMs 2233751 Specdb::MsMs 2235175 Specdb::MsMs 2244206 Specdb::MsMs 2245905 Specdb::MsMs 2247912 Specdb::MsMs 2254682 Specdb::MsMs 2255905 Specdb::MsMs 2357805 Specdb::MsMs 2357806 Specdb::MsMs 2357807 Specdb::CMs 1795 Specdb::CMs 16606 Specdb::CMs 31236 Specdb::CMs 37784 Specdb::CMs 172996 Specdb::CMs 1077620 Specdb::CMs 1077622 Specdb::CMs 1077624 Specdb::CMs 1077625 Specdb::CMs 1077627 Specdb::CMs 1077629 Specdb::CMs 1077631 Specdb::CMs 1077633 Specdb::CMs 1077634 Specdb::CMs 1077636 Specdb::CMs 1077638 Specdb::CMs 1077640 Specdb::CMs 1077642 Specdb::MsIr 881 Specdb::MsIr 882 Specdb::MsIr 883 Adrenal Gland Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Adrenal Medulla Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Brain Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Platelet Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB022265 C05589 1200 1237 144308 C00037562 Normetanephrine 46080 66 Sejbal, Jan; Krecek, Vaclav. Method of preparing normetanephrine. Czech. (1992), 4 pp. BMDBP00421 Catechol O-methyltransferase A7MBI7 COMT Enzyme BMDBP00890 Amine oxidase [flavin-containing] A P21398 MAOA Enzyme