1.0 2011-09-21 00:17:49 UTC 2025-11-19 02:42:16 UTC FDB022678 6-Hydroxydopamine 6-Hydroxydopamine is a naturally occurring amine in human urine. 5-Hydroxydopamine concentration in urine of DOPA treated Parkinson's patients was significantly higher than inpatients not treated or normal controls. (PMID 8255370) 6-hydroxydopamine has been found to induce the accumulation of unfolded proteins and then activate the unfolded protein response (UPR) in human neuroblastoma SH-SY5Y cells. (PMID 12486162) A neurotransmitter analogue that depletes noradrenergic stores in nerve endings and induces a reduction of dopamine levels in the brain. Its mechanism of action is related to the production of cytolytic free-radicals. [HMDB] 2,4,5-trihydroxyphenethylamine 5-(2-aminoethyl)-1,2,4-benzenetriol 6-hydroxy-Dopamine 6-Hydroxydopamine 6-OHDA Hydroxydopamine Oxidopamina Oxidopamine Oxidopaminum Topamine C8H11NO3 169.1778 169.073893223 5-(2-aminoethyl)benzene-1,2,4-triol hydroxydopamine 1199-18-4 NCCC1=C(O)C=C(O)C(O)=C1 InChI=1S/C8H11NO3/c9-2-1-5-3-7(11)8(12)4-6(5)10/h3-4,10-12H,1-2,9H2 DIVDFFZHCJEHGG-UHFFFAOYSA-N belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution. Catecholamines and derivatives Organic compounds Benzenoids Phenols Benzenediols Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 2-arylethylamines Aralkylamines Hydrocarbon derivatives Hydroxyquinols and derivatives Monoalkylamines Organopnictogen compounds Phenethylamines Polyols 1-hydroxy-2-unsubstituted benzenoid 2-arylethylamine Amine Aralkylamine Aromatic homomonocyclic compound Catecholamine Hydrocarbon derivative Hydroxyquinol derivative Monocyclic benzene moiety Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenethylamine Polyol Primary aliphatic amine Primary amine benzenetriol catecholamine primary amino compound Solid logp -0.91 ALOGPS logs -1.44 ALOGPS solubility 6.08e+00 g/l ALOGPS logp -0.15 ChemAxon pka_strongest_acidic 9.85 ChemAxon pka_strongest_basic 9.17 ChemAxon iupac 5-(2-aminoethyl)benzene-1,2,4-triol ChemAxon average_mass 169.1778 ChemAxon mono_mass 169.073893223 ChemAxon smiles NCCC1=C(O)C=C(O)C(O)=C1 ChemAxon formula C8H11NO3 ChemAxon inchi InChI=1S/C8H11NO3/c9-2-1-5-3-7(11)8(12)4-6(5)10/h3-4,10-12H,1-2,9H2 ChemAxon inchikey DIVDFFZHCJEHGG-UHFFFAOYSA-N ChemAxon polar_surface_area 86.71 ChemAxon refractivity 45.23 ChemAxon polarizability 17.03 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 4 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 15970 Specdb::CMs 38112 Specdb::CMs 136287 Specdb::CMs 144021 Specdb::MsIr 1320 Specdb::MsIr 1321 Specdb::MsIr 1322 Specdb::NmrTwoD 1666 Specdb::NmrOneD 1725 Specdb::NmrOneD 9522 Specdb::NmrOneD 9523 Specdb::NmrOneD 9524 Specdb::NmrOneD 9525 Specdb::NmrOneD 9526 Specdb::NmrOneD 9527 Specdb::NmrOneD 9528 Specdb::NmrOneD 9529 Specdb::NmrOneD 9530 Specdb::NmrOneD 9531 Specdb::NmrOneD 9532 Specdb::NmrOneD 9533 Specdb::NmrOneD 9534 Specdb::NmrOneD 9535 Specdb::NmrOneD 9536 Specdb::NmrOneD 9537 Specdb::NmrOneD 9538 Specdb::NmrOneD 9539 Specdb::NmrOneD 9540 Specdb::NmrOneD 9541 Specdb::NmrOneD 166344 Specdb::NmrOneD 166537 Specdb::MsMs 1631 Specdb::MsMs 1632 Specdb::MsMs 1633 Specdb::MsMs 301369 Specdb::MsMs 301370 Specdb::MsMs 301371 Specdb::MsMs 343876 Specdb::MsMs 343877 Specdb::MsMs 343878 Specdb::MsMs 2227946 Specdb::MsMs 2229197 Specdb::MsMs 2230279 Specdb::MsMs 2815645 Specdb::MsMs 2815646 Specdb::MsMs 2815647 Specdb::MsMs 2893577 Specdb::MsMs 2893578 Specdb::MsMs 2893579 HMDB01537 #<Reference:0x000055ce32055d88> #<Reference:0x000055ce32055bd0> #<Reference:0x000055ce32055a18> #<Reference:0x000055ce32055860> #<Reference:0x000055ce320556a8> #<Reference:0x000055ce320554f0> #<Reference:0x000055ce32055338> #<Reference:0x000055ce32055180> #<Reference:0x000055ce32054fc8> #<Reference:0x000055ce32054e10> #<Reference:0x000055ce32054c58> #<Reference:0x000055ce32054aa0> #<Reference:0x000055ce320548e8> #<Reference:0x000055ce32054730> #<Reference:0x000055ce32054578> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823