1.0 2016-10-03 18:22:08 UTC 2020-04-22 15:45:43 UTC BMDB0011639 BMDB11639 Topaquinone Topaquinone belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Topaquinone is possibly soluble (in water) and a very strong basic compound (based on its pKa). Topaquinone exists in all living organisms, ranging from bacteria to humans. In cattle, topaquinone is involved in a few metabolic pathways, which include the tyrosine metabolism pathway, the beta-alanine metabolism pathway, and the histidine metabolism pathway. (S)-a-Amino-6-hydroxy-3,4-dioxo-1,5-cyclohexadiene-1-propanoate (S)-a-Amino-6-hydroxy-3,4-dioxo-1,5-cyclohexadiene-1-propanoic acid (S)-alpha-Amino-6-hydroxy-3,4-dioxo-1,5-cyclohexadiene-1-propanoate (S)-alpha-Amino-6-hydroxy-3,4-dioxo-1,5-cyclohexadiene-1-propanoic acid 2,4,5-Trihydroxyphenylalanine quinone 6-Hydroxydopa quinone 6-Hydroxydopaquinone a-Amino-6-hydroxy-3,4-dioxo-(as)-1,5-cyclohexadiene-1-propanoate a-Amino-6-hydroxy-3,4-dioxo-(as)-1,5-cyclohexadiene-1-propanoic acid alpha-Amino-6-hydroxy-3,4-dioxo-(as)-1,5-cyclohexadiene-1-propanoate alpha-Amino-6-hydroxy-3,4-dioxo-(as)-1,5-cyclohexadiene-1-propanoic acid O-Topaquinone Topa quinone TPQ 6-Hydroxydopa quinone, (6-OH-3,4-dioxo)-tautomer 6-Hydroxyphenylalanine-3,4-dione C9H9NO5 211.1715 211.048072403 (2S)-2-amino-3-(6-hydroxy-3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid (2S)-2-amino-3-(6-hydroxy-3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid 64192-68-3 N[C@@H](CC1=CC(=O)C(=O)C=C1O)C(O)=O InChI=1S/C9H9NO5/c10-5(9(14)15)1-4-2-7(12)8(13)3-6(4)11/h2-3,5,11H,1,10H2,(H,14,15)/t5-/m0/s1 YWRFBISQAMHSIX-YFKPBYRVSA-N belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues L-alpha-amino acids Amino acids Carboxylic acids Enols Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives O-benzoquinones Organic oxides Organopnictogen compounds Vinylogous acids Aliphatic homomonocyclic compound Amine Amino acid Carbonyl group Carboxylic acid Cyclic ketone Enol Hydrocarbon derivative Ketone L-alpha-amino acid Monocarboxylic acid or derivatives O-benzoquinone Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Quinone Vinylogous acid Aliphatic homomonocyclic compounds Solid logp -2.00 ALOGPS logs -2.06 ALOGPS logp -2.8 ChemAxon pka_strongest_acidic 1.73 ChemAxon pka_strongest_basic 8.78 ChemAxon iupac (2S)-2-amino-3-(6-hydroxy-3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid ChemAxon average_mass 211.1715 ChemAxon mono_mass 211.048072403 ChemAxon smiles N[C@@H](CC1=CC(=O)C(=O)C=C1O)C(O)=O ChemAxon formula C9H9NO5 ChemAxon inchi InChI=1S/C9H9NO5/c10-5(9(14)15)1-4-2-7(12)8(13)3-6(4)11/h2-3,5,11H,1,10H2,(H,14,15)/t5-/m0/s1 ChemAxon inchikey YWRFBISQAMHSIX-YFKPBYRVSA-N ChemAxon polar_surface_area 117.69 ChemAxon refractivity 51.37 ChemAxon polarizability 18.85 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 6 ChemAxon donor_count 3 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 beta-Alanine Metabolism SMP0087180 Histidine Metabolism SMP0087219 Tyrosine Metabolism SMP0087235 Specdb::CMs 20302 Specdb::CMs 39735 Specdb::CMs 153129 Specdb::MsMs 311227 Specdb::MsMs 311228 Specdb::MsMs 311229 Specdb::MsMs 356140 Specdb::MsMs 356141 Specdb::MsMs 356142 Specdb::MsMs 2832882 Specdb::MsMs 2832883 Specdb::MsMs 2832884 Specdb::MsMs 2848766 Specdb::MsMs 2848767 Specdb::MsMs 2848768 Specdb::NmrOneD 93732 Specdb::NmrOneD 93733 Specdb::NmrOneD 93734 Specdb::NmrOneD 93735 Specdb::NmrOneD 93736 Specdb::NmrOneD 93737 Specdb::NmrOneD 93738 Specdb::NmrOneD 93739 Specdb::NmrOneD 93740 Specdb::NmrOneD 93741 Specdb::NmrOneD 93742 Specdb::NmrOneD 93743 Specdb::NmrOneD 93744 Specdb::NmrOneD 93745 Specdb::NmrOneD 93746 Specdb::NmrOneD 93747 Specdb::NmrOneD 93748 Specdb::NmrOneD 93749 Specdb::NmrOneD 93750 Specdb::NmrOneD 93751 FDB028336 110408 123871 36076 Topaquinone BMDBP00091 Primary amine oxidase, liver isozyme Q29437 Enzyme BMDBP00095 Membrane primary amine oxidase Q9TTK6 AOC3 Enzyme BMDBP00096 Primary amine oxidase, lung isozyme O46406 Enzyme