1.0 2016-09-30 22:42:48 UTC 2020-05-20 23:10:19 UTC BMDB0001229 BMDB01229 Dopaquinone Dopaquinone 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. Dopaquinone is possibly soluble (in water) and a very strong basic compound (based on its pKa). Dopaquinone exists in all living organisms, ranging from bacteria to humans. Dopaquinone can be biosynthesized from L-dopa through the action of the enzyme tyrosinase. In cattle, dopaquinone is involved in the metabolic pathway called the tyrosine metabolism pathway. (S)-2-Amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoate (S)-2-Amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid O-Dopaquinone 4-(2-Carboxy-2-aminoethyl)-1,2-benzoquinone Dopaquinone, (S)-isomer L-Dopaquinone C9H9NO4 195.1721 195.053157781 (2S)-2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid dopaquinone 4430-97-1 N[C@@H](CC1=CC(=O)C(=O)C=C1)C(O)=O InChI=1S/C9H9NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6H,3,10H2,(H,13,14)/t6-/m0/s1 AHMIDUVKSGCHAU-LURJTMIESA-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 Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives O-benzoquinones Organic oxides Organopnictogen compounds Aliphatic homomonocyclic compound Amine Amino acid Carbonyl group Carboxylic acid Cyclic ketone 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 Aliphatic homomonocyclic compounds amino acid zwitterion Solid logp -1.86 ALOGPS logs -2.09 ALOGPS logp -2.1 ChemAxon pka_strongest_acidic 1.87 ChemAxon pka_strongest_basic 9.06 ChemAxon iupac (2S)-2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid ChemAxon average_mass 195.1721 ChemAxon mono_mass 195.053157781 ChemAxon smiles N[C@@H](CC1=CC(=O)C(=O)C=C1)C(O)=O ChemAxon formula C9H9NO4 ChemAxon inchi InChI=1S/C9H9NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6H,3,10H2,(H,13,14)/t6-/m0/s1 ChemAxon inchikey AHMIDUVKSGCHAU-LURJTMIESA-N ChemAxon polar_surface_area 97.46 ChemAxon refractivity 49.48 ChemAxon polarizability 18.06 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 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 Tyrosine Metabolism SMP0087235 Specdb::MsIr 1141 Specdb::MsIr 1142 Specdb::MsIr 1143 Specdb::CMs 9896 Specdb::CMs 37984 Specdb::CMs 162730 Specdb::MsMs 287878 Specdb::MsMs 287879 Specdb::MsMs 287880 Specdb::MsMs 326833 Specdb::MsMs 326834 Specdb::MsMs 326835 Specdb::MsMs 2680836 Specdb::MsMs 2680837 Specdb::MsMs 2680838 Specdb::MsMs 3027501 Specdb::MsMs 3027502 Specdb::MsMs 3027503 Specdb::NmrOneD 87612 Specdb::NmrOneD 87613 Specdb::NmrOneD 87614 Specdb::NmrOneD 87615 Specdb::NmrOneD 87616 Specdb::NmrOneD 87617 Specdb::NmrOneD 87618 Specdb::NmrOneD 87619 Specdb::NmrOneD 87620 Specdb::NmrOneD 87621 Specdb::NmrOneD 87622 Specdb::NmrOneD 87623 Specdb::NmrOneD 87624 Specdb::NmrOneD 87625 Specdb::NmrOneD 87626 Specdb::NmrOneD 87627 Specdb::NmrOneD 87628 Specdb::NmrOneD 87629 Specdb::NmrOneD 87630 Specdb::NmrOneD 87631 C00822 388447 FDB022501 16852 439316 DOPAQUINONE L-Dopaquinone 36114 354 Land E J; Riley P A Spontaneous redox reactions of dopaquinone and the balance between the eumelanic and phaeomelanic pathways. Pigment cell research / sponsored by the European Society for Pigment Cell Research and the International Pigment Cell Society (2000), 13(4), 273-7. BMDBP00662 Tyrosinase Q8MIU0 TYR Enzyme