1.02011-09-21 00:04:37 UTC2019-11-26 03:21:00 UTCFDB021889EpinephrineEpinephrine is a catecholamine, a sympathomimetic monoamine derived from the amino acids phenylalanine and tyrosine. It is the active sympathomimetic hormone secreted from the adrenal medulla in most species. It stimulates both the alpha- and beta- adrenergic systems, causes systemic vasoconstriction and gastrointestinal relaxation, stimulates the heart, and dilates bronchi and cerebral vessels. It is used in asthma and cardiac failure and to delay absorption of local anesthetics. Epinephrine also constricts arterioles in the skin and gut while dilating arterioles in leg muscles. It elevates the blood sugar level by increasing hydrolysis of glycogen to glucose in the liver, and at the same time begins the breakdown of lipids in adipocytes. Epinephrine has a suppressive effect on the immune system. [HMDB](-)-(R)-Epinephrine(-)-3,4-Dihydroxy-a-((methylamino)methyl)benzyl alcohol(-)-3,4-dihydroxy-a-[(methylamino)methyl]-Benzyl alcohol(-)-3,4-Dihydroxy-a-[2-(methylamino)ethyl]benzyl alcohol(-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol(-)-3,4-dihydroxy-alpha-[(methylamino)methyl]-Benzyl alcohol(-)-3,4-Dihydroxy-alpha-[2-(methylamino)ethyl]benzyl alcohol(-)-3,4-Dihydroxy-α-((methylamino)methyl)benzyl alcohol(-)-Adrenaline(-)-Epinephrine(R)-(-)-Adnephrine(R)-(-)-Adrenaline(R)-(-)-Epinephrine(R)-(-)-Epirenamine(R)-4-[1-hydroxy-2-(methylamino)ethyl]-1,2-Benzenediol(R)-Adrenaline(R)-Epinephrine4-[(1R)-1-hydroxy-2-(methylamino)ethyl]-1,2-BenzenediolAdnephrineAdrenalAdrenalinAdrenalineAdrenineAdrinAna-KitBosminBronkaid MistChelafrinEpifrinEpiglaufrinEpinefrinaEpinephranEpinephrinEpinephrineEpinephrinumEpipenEpipen jrEpirenanEppyExadrinGlauposineHemisineHemostasinHemostatinHypernephrinIsoptoepinall-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanolL-Adrenalinel-Epinephrinel-EpirenamineL-MethylaminoethanolcatecholLevoepinephrineLevorenenLevoreninLevorenineLevoreninumLyodrinMethylarterenolMucidrinaNephridineNieralineParanephrinPrimatenePrimatene MistR-(-)-EpinephrineRenaglandinRenaleptineRenalinaRenoformRenostypticinRenostyptinScurenalineSimpleneStyptirenalSupracapsulinSupranephraneSuprarenalineSuprareninSurrenineSus-phrineTakaminaVasoconstrictineVasotoninC9H13NO3183.2044183.08954328751-43-4CNC[C@H](O)C1=CC(O)=C(O)C=C1InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1UCTWMZQNUQWSLP-VIFPVBQESA-N belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.CatecholsOrganic compoundsBenzenoidsPhenolsBenzenediolsAromatic homomonocyclic compounds1,2-aminoalcohols1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoidsAralkylaminesAromatic alcoholsBenzene and substituted derivativesDialkylaminesHydrocarbon derivativesOrganopnictogen compoundsSecondary alcohols1,2-aminoalcohol1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoidAlcoholAmineAralkylamineAromatic alcoholAromatic homomonocyclic compoundCatecholHydrocarbon derivativeMonocyclic benzene moietyOrganic nitrogen compoundOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundSecondary alcoholSecondary aliphatic amineSecondary amineAdrenalinesBiogenic aminesadrenalineSolidaverage_mass183.2044mono_mass183.089543287smilesCNC[C@H](O)C1=CC(O)=C(O)C=C1formulaC9H13NO3inchiInChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1inchikeyUCTWMZQNUQWSLP-VIFPVBQESA-NCatecholamine BiosynthesisSMP00012map00350Tyrosine MetabolismSMP00006map00350Specdb::NmrTwoD1124Specdb::MsIr141Specdb::MsIr142Specdb::MsIr143Specdb::NmrOneD1066Specdb::NmrOneD5532Specdb::NmrOneD5533Specdb::NmrOneD5534Specdb::NmrOneD5535Specdb::NmrOneD5536Specdb::NmrOneD5537Specdb::NmrOneD5538Specdb::NmrOneD5539Specdb::NmrOneD5540Specdb::NmrOneD5541Specdb::NmrOneD5542Specdb::NmrOneD5543Specdb::NmrOneD5544Specdb::NmrOneD5545Specdb::NmrOneD5546Specdb::NmrOneD5547Specdb::NmrOneD5548Specdb::NmrOneD5549Specdb::NmrOneD5550Specdb::NmrOneD5551Specdb::CMs308Specdb::CMs8108Specdb::CMs30537Specdb::CMs37278Specdb::CMs171963Specdb::CMs1049530Specdb::CMs1049532Specdb::CMs1049534Specdb::CMs1049536Specdb::CMs1049537Specdb::CMs1049539Specdb::CMs1049540Specdb::CMs1049542Specdb::CMs1049544Specdb::CMs1049546Specdb::CMs1049548Specdb::CMs1049549Specdb::CMs1049551Specdb::CMs1049553Specdb::CMs1049555Specdb::CMs1049557Specdb::CMs1049559Specdb::CMs1049560Specdb::CMs1049562Specdb::CMs1049564Specdb::MsMs108Specdb::MsMs109Specdb::MsMs110Specdb::MsMs2739Specdb::MsMs2740Specdb::MsMs2741Specdb::MsMs2742Specdb::MsMs2743Specdb::MsMs2744Specdb::MsMs2745Specdb::MsMs2746Specdb::MsMs2747Specdb::MsMs2748Specdb::MsMs2749Specdb::MsMs2750Specdb::MsMs2751Specdb::MsMs2752Specdb::MsMs2753Specdb::MsMs257829Specdb::MsMs257830Specdb::MsMs257831Specdb::MsMs277767Specdb::MsMs277768Specdb::MsMs277769Specdb::MsMs436640HMDB0006828918#<Reference:0x00005556745809d8>#<Reference:0x0000555674580820>#<Reference:0x0000555674580668>#<Reference:0x00005556745804b0>#<Reference:0x00005556745802f8>#<Reference:0x0000555674580140>#<Reference:0x000055567457ff38>#<Reference:0x000055567457fd80>#<Reference:0x000055567457fbc8>#<Reference:0x000055567457fa10>#<Reference:0x000055567457f858>#<Reference:0x000055567457f6a0>#<Reference:0x000055567457f4e8>#<Reference:0x000055567457f330>#<Reference:0x000055567457f178>#<Reference:0x000055567457efc0>#<Reference:0x000055567457ee08>#<Reference:0x000055567457ec50>#<Reference:0x000055567457ea98>#<Reference:0x000055567457e8e0>AnatidaeType 1specificAnatidae8830AvocadoType 1specificPersea americana3435BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825EggplantType 1specificSolanum melongena4111ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823Alpha-2A adrenergic receptorP08913ADRA2AAlpha-2B adrenergic receptorP18089ADRA2BBeta-1 adrenergic receptorP08588ADRB1Beta-2 adrenergic receptorP07550ADRB2Phenylalanine-4-hydroxylaseP00439PAH