1.02011-09-21 00:28:00 UTC2015-07-21 06:57:38 UTCFDB023320Dopamine 4-sulfateDopamine 4-sulfate is one of the metabolic products of the endogenous catecholamine dopamine which have also been implicated as intermediate in noradrenaline biosynthesis. In human blood circulation endogenous dopamine exists predominantly in the sulfated form and dopamine sulfate accounts for more than 90% of all dopamine. Sulfonation is the most important metabolic pathway that interferes with the binding of dopamine to its receptors. Dopamine-4-O-sulfate has concentrations about a 10th of those of the regioisomer dopamine-3-O-sulfate. It is believed that the vast majority of circulating dopamine sulfate originates in the upper gastrointestinal tract, and indeed that is the main site of expression of the enzyme responsible for its formation. Aryl sulfotransferase (SULT1A3, EC 2.8.2.1) is an enzyme that catalyzes the sulfonation of many endogenous and exogenous phenols and catechols; the most important endogenous substrate is dopamine. SULT1A3 strongly favors the 3-hydroxy group of dopamine over the 4-hydroxy group and may indeed be primarily responsible for the difference between the circulating levels of dopamine sulfates in human blood. (PMID: 17548063) [HMDB]3-Hydroxytyramine-4-O-sulfate3-Hydroxytyramine-4-O-sulphateDopamine 4-O-sulfateDopamine 4-O-sulphateC8H11NO5S233.242233.035793157[4-(2-aminoethyl)-2-hydroxyphenyl]oxidanesulfonic aciddopamine 4-O-sulfate38339-02-5NCCC1=CC=C(OS(O)(=O)=O)C(O)=C1InChI=1S/C8H11NO5S/c9-4-3-6-1-2-8(7(10)5-6)14-15(11,12)13/h1-2,5,10H,3-4,9H2,(H,11,12,13)DEKNNWJXAQTLFA-UHFFFAOYSA-N belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.PhenylsulfatesOrganic compoundsOrganic acids and derivativesOrganic sulfuric acids and derivativesArylsulfatesAromatic homomonocyclic compounds1-hydroxy-2-unsubstituted benzenoids1-hydroxy-4-unsubstituted benzenoids2-arylethylaminesAralkylaminesHydrocarbon derivativesMonoalkylaminesOrganic oxidesOrganooxygen compoundsOrganopnictogen compoundsPhenethylaminesPhenoxy compoundsSulfuric acid monoesters1-hydroxy-2-unsubstituted benzenoid1-hydroxy-4-unsubstituted benzenoid2-arylethylamineAmineAralkylamineAromatic homomonocyclic compoundBenzenoidHydrocarbon derivativeMonocyclic benzene moietyOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundPhenethylaminePhenolPhenoxy compoundPhenylsulfatePrimary aliphatic aminePrimary amineSulfate-esterSulfuric acid esterSulfuric acid monoesteraryl sulfateSolidlogp-1.19logs-1.79solubility3.76e+00 g/llogp-0.054pka_strongest_acidic-2.1pka_strongest_basic9.64iupac[4-(2-aminoethyl)-2-hydroxyphenyl]oxidanesulfonic acidaverage_mass233.242mono_mass233.035793157smilesNCCC1=CC=C(OS(O)(=O)=O)C(O)=C1formulaC8H11NO5SinchiInChI=1S/C8H11NO5S/c9-4-3-6-1-2-8(7(10)5-6)14-15(11,12)13/h1-2,5,10H,3-4,9H2,(H,11,12,13)inchikeyDEKNNWJXAQTLFA-UHFFFAOYSA-Npolar_surface_area109.85refractivity53.24polarizability21.59rotatable_bond_count4acceptor_count5donor_count3physiological_charge0formal_charge0Specdb::CMs9983Specdb::CMs38722Specdb::CMs167810Specdb::MsMs74556Specdb::MsMs74557Specdb::MsMs74558Specdb::MsMs133980Specdb::MsMs133981Specdb::MsMs133982Specdb::MsMs2429761Specdb::MsMs2429762Specdb::MsMs2429763Specdb::MsMs2506370Specdb::MsMs2506371Specdb::MsMs2506372Specdb::NmrOneD41742Specdb::NmrOneD41743Specdb::NmrOneD41744Specdb::NmrOneD41745Specdb::NmrOneD41746Specdb::NmrOneD41747Specdb::NmrOneD41748Specdb::NmrOneD41749Specdb::NmrOneD41750Specdb::NmrOneD41751Specdb::NmrOneD41752Specdb::NmrOneD41753Specdb::NmrOneD41754Specdb::NmrOneD41755Specdb::NmrOneD41756Specdb::NmrOneD41757Specdb::NmrOneD41758Specdb::NmrOneD41759Specdb::NmrOneD41760Specdb::NmrOneD41761HMDB04148#<Reference:0x00005556756ce870>AnatidaeType 1specificAnatidae8830BeefaloType 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 domestica9825ElkType 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 scrofa9823Sulfotransferase 1A3/1A4P50224SULT1A3