2.02012-05-31 10:26:14 -06002015-09-13 12:56:07 -0600ECMDB00306M2MDB000129TyramineTyramine is a monoamine compound derived from the amino acid tyrosine. Tyramine is metabolized by the enzyme monoamine oxidase. In foods, it is often produced by the decarboxylation of tyrosine during fermentation or decay. In E.coli, tyramine is invilved in several metabolic pathways, tyrosine metabolism, isoquinolome alkaloid biosynthesis and biosynthesis of alkaloids derived from shikimate pathway.2-(4'-Hydroxyphenyl)ethylamine2-(4-Hydroxyphenyl)ethylamine2-(<i>p</i>-hydroxyphenyl)ethylamine2-(p-Hydroxyphenyl)ethylamine4- (2-Aminoethyl)-Phenol4-(2-Aminoethyl)-Phenol4-(2-Aminoethyl)-phenol(thyramin)4-(2-Aminoethyl)phenol4-Hydroxy-b-phenylethylamine4-Hydroxy-Benzeneethanamine4-Hydroxy-beta-phenylethylamine4-Hydroxy-β-phenylethylamine4-Hydroxyphenethylamine4-Hydroxyphenylethylamine<i>p</i>-hydroxyphenethylamineA-(4-Hydroxyphenyl)-b-aminoethaneAlpha-(4-Hydroxyphenyl)-beta-aminoethaneAlpha.-(4-hydroxyphenyl)-b-aminoethaneAlpha.-(4-Hydroxyphenyl)-beta-aminoethaneAlpha.-(4-hydroxyphenyl)-β-aminoethaneB-(4-Hydroxyphenyl)ethylamineBeta-(4-Hydroxyphenyl)ethylamineP-(2-Aminoethyl)-PhenolP-(2-Aminoethyl)phenolP-b-AminoethylphenolP-beta-AminoethylphenolP-Hydroxy-b-phenethylamineP-Hydroxy-b-phenylethylamineP-Hydroxy-beta-phenethylamineP-Hydroxy-beta-phenylethylamineP-Hydroxy-β-phenethylamineP-Hydroxy-β-phenylethylamineP-HydroxyphenethylamineP-HydroxyphenylethylamineP-TyramineP-β-AminoethylphenolSystogeneTenosin-wirkstoffTocosineTyraminTyramine baseTyrosamineUteramineα-(4-Hydroxyphenyl)-β-aminoethaneβ-(4-Hydroxyphenyl)ethylamineC8H11NO137.179137.0840639794-(2-aminoethyl)phenoltyramine51-67-2NCCC1=CC=C(O)C=C1InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2DZGWFCGJZKJUFP-UHFFFAOYSA-NSolidExtra-organismPeriplasmlogp-0.14logs-1.38solubility5.72e+00 g/lmelting_point164-165 oClogp0.68pka_strongest_acidic10.41pka_strongest_basic9.66iupac4-(2-aminoethyl)phenolaverage_mass137.179mono_mass137.084063979smilesNCCC1=CC=C(O)C=C1formulaC8H11NOinchiInChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2inchikeyDZGWFCGJZKJUFP-UHFFFAOYSA-Npolar_surface_area46.25refractivity41.27polarizability15.33rotatable_bond_count2acceptor_count2donor_count2physiological_charge1formal_charge0Tyrosine metabolismec00350Specdb::CMs539Specdb::CMs540Specdb::CMs541Specdb::CMs2805Specdb::CMs27347Specdb::CMs30100Specdb::CMs30236Specdb::CMs30705Specdb::CMs30937Specdb::CMs32320Specdb::CMs37415Specdb::CMs173349Specdb::CMs1057502Specdb::CMs1057504Specdb::CMs1057506Specdb::EiMs975Specdb::NmrOneD1325Specdb::NmrOneD2422Specdb::NmrOneD6542Specdb::NmrOneD6543Specdb::NmrOneD6544Specdb::NmrOneD6545Specdb::NmrOneD6546Specdb::NmrOneD6547Specdb::NmrOneD6548Specdb::NmrOneD6549Specdb::NmrOneD6550Specdb::NmrOneD6551Specdb::NmrOneD6552Specdb::NmrOneD6553Specdb::NmrOneD6554Specdb::NmrOneD6555Specdb::NmrOneD6556Specdb::NmrOneD6557Specdb::NmrOneD6558Specdb::NmrOneD6559Specdb::NmrOneD6560Specdb::NmrOneD6561Specdb::NmrOneD166599Specdb::MsMs440131Specdb::MsMs2254134Specdb::MsMs2254377Specdb::MsMs2256210Specdb::MsMs2260231Specdb::MsMs522Specdb::MsMs523Specdb::MsMs524Specdb::MsMs3997Specdb::MsMs3998Specdb::MsMs3999Specdb::MsMs4000Specdb::MsMs4001Specdb::MsMs4002Specdb::MsMs4003Specdb::MsMs4004Specdb::MsMs4005Specdb::MsMs4006Specdb::MsMs4007Specdb::MsMs4008Specdb::MsMs4009Specdb::MsMs4010Specdb::MsMs4014Specdb::MsMs441448Specdb::MsMs441449Specdb::NmrTwoD1019Specdb::NmrTwoD1268HMDB0030656105408C0048315760TYRAMINEAEFTyramineKeseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.21097882Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.22080510Tyce GM, Stockard J, Sharpless NS, Muenter MD: Excretion of amines and their metabolites by two patients in hepatic coma treated with L-dopa. Clin Pharmacol Ther. 1983 Sep;34(3):390-8.6883916Jacob G, Costa F, Vincent S, Robertson D, Biaggioni I: Neurovascular dissociation with paradoxical forearm vasodilation during systemic tyramine administration. 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Zhongguo Yaowu Huaxue Zazhi (1994), 4(2), 128-9. http://hmdb.ca/system/metabolites/msds/000/000/225/original/HMDB00306.pdf?1358896155Primary amine oxidaseP46883AMO_ECOLItynAhttp://ecmdb.ca/proteins/P46883.xmlOuter membrane protein NP77747OMPN_ECOLIompNhttp://ecmdb.ca/proteins/P77747.xmlOuter membrane pore protein EP02932PHOE_ECOLIphoEhttp://ecmdb.ca/proteins/P02932.xmlOuter membrane protein FP02931OMPF_ECOLIompFhttp://ecmdb.ca/proteins/P02931.xmlOuter membrane protein CP06996OMPC_ECOLIompChttp://ecmdb.ca/proteins/P06996.xmlWater + Oxygen + Tyramine > 4-Hydroxyphenylacetaldehyde + Hydrogen peroxide + AmmoniumTyramine + Water + Oxygen <> 4-Hydroxyphenylacetaldehyde + Ammonia + Hydrogen peroxideR02382