1.0 2016-09-30 22:20:35 UTC 2020-05-20 23:10:21 UTC BMDB0000181 BMDB00181 L-Dopa L-Dopa, also known as l-dopa or l-dopa, belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Dopa is a drug which is used for the treatment of idiopathic parkinson's disease (paralysis agitans), postencephalitic parkinsonism, symptomatic parkinsonism which may follow injury to the nervous system by carbon monoxide intoxication, and manganese intoxication. L-Dopa exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. L-Dopa exists in all living organisms, ranging from bacteria to humans. L-Dopa participates in a number of enzymatic reactions, within cattle. In particular, L-Dopa and tetrahydrobiopterin can be converted into dopamine and 4a-hydroxytetrahydrobiopterin through the action of the enzyme aromatic-L-amino-acid decarboxylase. In addition, L-Dopa can be converted into dopaquinone through its interaction with the enzyme tyrosinase. In cattle, L-dopa is involved in the metabolic pathway called the tyrosine metabolism pathway. L-Dopa is a potentially toxic compound. (-)-3-(3,4-Dihydroxyphenyl)-L-alanine (-)-Dopa 3,4-Dihydroxy-L-phenylalanine 3,4-DIHYDROXYPHENYLALANINE 3-Hydroxy-L-tyrosine beta-(3,4-Dihydroxyphenyl)-L-alanine beta-(3,4-Dihydroxyphenyl)alanine Dihydroxy-L-phenylalanine Dopar L-beta-(3,4-Dihydroxyphenyl)alanine Levodopa Levodopum b-(3,4-Dihydroxyphenyl)-L-alanine Β-(3,4-dihydroxyphenyl)-L-alanine b-(3,4-Dihydroxyphenyl)alanine Β-(3,4-dihydroxyphenyl)alanine L-b-(3,4-Dihydroxyphenyl)alanine L-Β-(3,4-dihydroxyphenyl)alanine (2S)-2-Amino-3-(3,4-dihydroxyphenyl)propanoate (2S)-2-Amino-3-(3,4-dihydroxyphenyl)propanoic acid 3,4-Dihydroxyphenyl-L-alanine 3-(3,4-Dihydroxyphenyl)-L-alanine b-(3,4-Dihydroxyphenyl)-a-L-alanine Bendopa beta-(3,4-Dihydroxyphenyl)-alpha-L-alanine Cidandopa Dihydroxyphenylalanine Dopaflex Dopaidan Dopal Dopalina Doparkine Doparl Dopasol Dopaston Dopastone Dopastral Dopicar Doprin Eldopal Eldopar Eldopatec Eurodopa Helfo-dopa Insulamina L-(-)-Dopa L-3-(3,4-Dihydroxyphenyl)-alanine L-4-5-Dihydroxyphenylalanine L-b-(3,4-Dihydroxyphenyl)-a-alanine L-beta-(3,4-Dihydroxyphenyl)-alpha-alanine L-Dihydroxyphenylalanine Laradopa Larodopa Ledopa Levedopa Levopa Maipedopa Parda Pardopa Prodopa Syndopa Veldopa Weldopa 3 Hydroxy L tyrosine Roche brand OF levodopa L 3,4 Dihydroxyphenylalanine L-3,4-Dihydroxyphenylalanine Medphano brand OF levodopa L Dopa Roberts brand OF levodopa C9H11NO4 197.1879 197.068807845 (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid levodopa 59-92-7 N[C@@H](CC1=CC=C(O)C(O)=C1)C(O)=O InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1 WTDRDQBEARUVNC-LURJTMIESA-N belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Tyrosine and derivatives 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Amino acids Amphetamines and derivatives Aralkylamines Carbonyl compounds Carboxylic acids Catechols Hydrocarbon derivatives L-alpha-amino acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Phenylalanine and derivatives Phenylpropanoic acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3-phenylpropanoic-acid Alpha-amino acid Amine Amino acid Amphetamine or derivatives Aralkylamine Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Catechol Hydrocarbon derivative L-alpha-amino acid Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol Phenylalanine or derivatives Primary aliphatic amine Primary amine Tyrosine or derivatives Aromatic homomonocyclic compounds Biogenic amines L-tyrosine derivative Other amino acids dopa non-proteinogenic L-alpha-amino acid Solid melting_point 285 °C water_solubility 5.0 mg/mL logp -2.39 SANGSTER (1993) logp -1.8 ChemAxon pka_strongest_acidic 1.65 ChemAxon pka_strongest_basic 9.06 ChemAxon iupac (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid ChemAxon average_mass 197.1879 ChemAxon mono_mass 197.068807845 ChemAxon smiles N[C@@H](CC1=CC=C(O)C(O)=C1)C(O)=O ChemAxon formula C9H11NO4 ChemAxon inchi InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1 ChemAxon inchikey WTDRDQBEARUVNC-LURJTMIESA-N ChemAxon polar_surface_area 103.78 ChemAxon refractivity 49.08 ChemAxon polarizability 18.91 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 4 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::NmrTwoD 1190 Specdb::CMs 420 Specdb::CMs 421 Specdb::CMs 422 Specdb::CMs 1783 Specdb::CMs 8027 Specdb::CMs 30324 Specdb::CMs 30526 Specdb::CMs 30845 Specdb::CMs 31053 Specdb::CMs 32134 Specdb::CMs 32135 Specdb::CMs 37341 Specdb::CMs 168678 Specdb::CMs 1052801 Specdb::CMs 1052803 Specdb::CMs 1052804 Specdb::CMs 1052806 Specdb::CMs 1052808 Specdb::CMs 1052810 Specdb::CMs 1052812 Specdb::CMs 1052814 Specdb::CMs 1052815 Specdb::CMs 1052817 Specdb::CMs 1052819 Specdb::CMs 1052821 Specdb::MsMs 286 Specdb::MsMs 287 Specdb::MsMs 288 Specdb::MsMs 3387 Specdb::MsMs 3388 Specdb::MsMs 3389 Specdb::MsMs 3390 Specdb::MsMs 3391 Specdb::MsMs 3392 Specdb::MsMs 3393 Specdb::MsMs 3394 Specdb::MsMs 3395 Specdb::MsMs 3396 Specdb::MsMs 3397 Specdb::MsMs 3398 Specdb::MsMs 3399 Specdb::MsMs 3400 Specdb::MsMs 3401 Specdb::MsMs 3402 Specdb::MsMs 3406 Specdb::MsMs 3407 Specdb::MsMs 257316 Specdb::MsMs 257317 Specdb::MsMs 257318 Specdb::MsMs 277254 Specdb::MsIr 267 Specdb::MsIr 268 Specdb::MsIr 269 Specdb::NmrOneD 1149 Specdb::NmrOneD 6032 Specdb::NmrOneD 6033 Specdb::NmrOneD 6034 Specdb::NmrOneD 6035 Specdb::NmrOneD 6036 Specdb::NmrOneD 6037 Specdb::NmrOneD 6038 Specdb::NmrOneD 6039 Specdb::NmrOneD 6040 Specdb::NmrOneD 6041 Specdb::NmrOneD 6042 Specdb::NmrOneD 6043 Specdb::NmrOneD 6044 Specdb::NmrOneD 6045 Specdb::NmrOneD 6046 Specdb::NmrOneD 6047 Specdb::NmrOneD 6048 Specdb::NmrOneD 6049 Specdb::NmrOneD 6050 Specdb::NmrOneD 6051 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 Bladder 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 Epidermis 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 Intestine 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 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 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 Placenta 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 Platelet 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 Skeletal Muscle 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 C00355 DB01235 FDB000567 5824 6047 15765 L-DIHYDROXY-PHENYLALANINE C00001357 34719 Levodopa 42 Haneda, Katsuji; Watanabe, Shiro; Takeda, Isao. Synthesis ofL-3,4-dihydroxyphenylalanine from L-tyrosine by microorganisms. Applied Microbiology (1971), 22(4), 721-2. BMDBP00388 Tyrosine 3-monooxygenase P17289 TH Enzyme BMDBP00662 Tyrosinase Q8MIU0 TYR Enzyme BMDBP00936 Aromatic-L-amino-acid decarboxylase P27718 DDC Enzyme