1.0 2016-09-30 22:47:21 UTC 2020-05-11 20:53:28 UTC BMDB0001537 BMDB01537 6-Hydroxydopamine 2,4,5-Trihydroxyphenethylamine 6-OHDA Hydroxydopamine Oxidopamina Oxidopaminum Topamine 5-(2-Aminoethyl)-1,2,4-benzenetriol 6-Hydroxy-dopamine Oxidopamine hydrochloride Oxidopamine hydrobromide 6 Hydroxydopamine Hydrochloride, oxidopamine Hydrobromide, oxidopamine 6-Hydroxydopamine Oxidopamine 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. Organic compounds Benzenoids Phenols Benzenediols Catecholamines and derivatives 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 Aromatic homomonocyclic compounds benzenetriol catecholamine primary amino compound Solid melting_point 232 °C logp -0.91 ALOGPS logs -1.44 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 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 Specdb::MsIr 1320 Specdb::MsIr 1321 Specdb::MsIr 1322 Specdb::CMs 15970 Specdb::CMs 38112 Specdb::CMs 136287 Specdb::CMs 144021 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 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 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 Fibroblasts 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 Kidney 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 Liver 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 Neuron 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 Spleen 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 FDB022678 4463 4624 78741 CPD-7666 Oxidopamine 6307 Napolitano, Alessandra; Crescenzi, Orlando; Pezzella, Alessandro; Prota, Giuseppe. Generation of the Neurotoxin 6-Hydroxydopamine by Peroxidase/H2O2 Oxidation of Dopamine. Journal of Medicinal Chemistry (1995), 38(6), 917-22.