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Levodopa

PubChem CID: 6047

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Compound Synonyms levodopa, L-dopa, 59-92-7, 3,4-dihydroxy-L-phenylalanine, Dopar, 3-Hydroxy-L-tyrosine, Bendopa, Larodopa, Cidandopa, Dopaidan, Dopalina, Maipedopa, Dopasol, Eldopal, Eldopar, Levopa, Prodopa, Syndopa, 3,4-Dihydroxyphenylalanine, 3-(3,4-Dihydroxyphenyl)-L-alanine, Brocadopa, Insulamina, Deadopa, Pardopa, (-)-Dopa, Dihydroxy-L-phenylalanine, Helfo-Dopa, Dopa, Dopaflex, Doparkine, Dopaston, Dopastral, Eldopatec, Eurodopa, Doparl, Doprin, Veldopa, Dopal-fher, L-3,4-Dihydroxyphenylalanine, Levodopum, (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid, Levedopa, Ledopa, L-o-Hydroxytyrosine, L-Tyrosine, 3-hydroxy-, Dopaston SE, (-)-3-(3,4-Dihydroxyphenyl)-L-alanine, Laradopa, Parda, beta-(3,4-Dihydroxyphenyl)-L-alanine, 3,4-Dihydroxyphenyl-L-alanine, L-(o-Dihydroxyphenyl)alanine, L-(-)-Dopa, L-3-Hydroxytyrosine, L-beta-(3,4-Dihydroxyphenyl)alanine, Inbrija, Weldopa, beta-(3,4-Dihydroxyphenyl)alanine, L-Dihydroxyphenylalanine, L-3-(3,4-Dihydroxyphenyl)alanine, Ro 4-6316, CVT-301, (S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid, CCRIS 3766, Levodopum [INN-Latin], CHEBI:15765, HSDB 3348, alanine, 3-(3,4-dihydroxyphenyl)-, L-, dihydroxyphenylalanine, EINECS 200-445-2, MFCD00002598, component of Sinemet, NSC 118381, NSC-118381, Dopar (TN), DTXSID9023209, beta-(3,4-Dihydroxyphenyl)-alpha-L-alanine, L-beta-(3,4-Dihydroxyphenyl)-alpha-alanine, UNII-46627O600J, Alanine, 3-(3,4-dihydroxyphenyl)-, (-)-, L(-)-Dopa, (-)-(3,4-Dihydroxyphenyl)alanine, NSC118381, L-.beta.-(3,4-Dihydroxyphenyl)alanine, CHEMBL1009, .beta.-(3,4-Dihydroxyphenyl)-L-alanine, DHIVY COMPONENT LEVODOPA, DTXCID303209, DUOPA COMPONENT LEVODOPA, RYTARY COMPONENT LEVODOPA, 46627O600J, L-(3,4-Dihydroxyphenyl)alanine, PARCOPA COMPONENT LEVODOPA, STALEVO COMPONENT LEVODOPA, CARBILEV COMPONENT LEVODOPA, CORBILTA COMPONENT LEVODOPA, DOPASNAP COMPONENT LEVODOPA, IPX203 COMPONENT LEVODOPA, V-1512, IPX-203 COMPONENT LEVODOPA, LEVODOPA COMPONENT OF PARCOPA, LEVODOPA COMPONENT OF SINEMET, Inbrija (levodopa inhalation powder), LEVODOPA COMPONENT OF CARBILEV, .beta.-(3,4-Dihydroxyphenyl)alanine, Levodopa [USAN:USP:INN:BAN:JAN], CAS-59-92-7, NCGC00016270-04, Biodopa, Cerepap, Sobiodopa, L-(3,4-Dihydroxyphenyl)-.alpha.-alanine, Levodopum (INN-Latin), LEVODOPA (MART.), LEVODOPA [MART.], LEVODOPA (USP-RS), LEVODOPA [USP-RS], Helfo DOPA, beta-(3,4-Dihydroxyphenyl)-alpha-alanine, LEVODOPA (EP IMPURITY), LEVODOPA [EP IMPURITY], Phenylalanine, 3,4-dihydroxy-, LEVODOPA (EP MONOGRAPH), LEVODOPA [EP MONOGRAPH], LEVODOPA (USP MONOGRAPH), LEVODOPA [USP MONOGRAPH], Atamet, BDBM50130192, L-O-Dihydroxyphenylalanine, Levodopa (USAN:USP:INN:BAN:JAN), L Dopa, L-3, WLN: QVYZ1R CQ DQ, 3,4-Dihydroxyphenylalanine (VAN), SR-01000075384, L-3,4-Dihydrophenylalanine, Dopastone, Dopicar, Prolopa, (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate, Prestwick_185, Levodopa (Sinemet), L-DOPA, Levodopa, Madopa (Salt/Mix), L-DOPA (Standard), Spectrum_000454, 4-dihydroxyphenylalanine, LEVODOPA [HSDB], LEVODOPA [USAN], LEVODOPA [INN], LEVODOPA [JAN], LEVODOPA [MI], LEVODOPA [VANDF], Prestwick0_000017, Prestwick1_000017, Prestwick2_000017, Prestwick3_000017, Spectrum2_000496, Spectrum4_000539, Spectrum5_001899, Lopac-D-9628, Levodopa (JP15/USP), bmse000322, Epitope ID:150927, LEVODOPA [WHO-DD], LEVODOPA [WHO-IP], DOPA, L-, 3, 4-Dihydroxyphenylalanine, Alanine,4-dihydroxyphenyl)-, LEVODOPA [EMA EPAR], Lopac0_000454, SCHEMBL22655, BSPBio_000053, BSPBio_002354, KBioGR_001177, KBioSS_000934, L-4-5-Dihydroxyphenylalanine, MLS000028514, BIDD:GT0158, DivK1c_000452, SPECTRUM2300205, Levodopa (JP18/USP/INN), SPBio_000391, SPBio_001974, LEVODOPA [ORANGE BOOK], BPBio1_000059, GTPL3639, b-(3,4-Dihydroxyphenyl)alanine, WLN: QVYZ1R CQ DQ -L, 3, 4-Dihydroxy-L-phenylalanine, BDBM60928, HMS501G14, HY-N0304R, KBio1_000452, KBio2_000934, KBio2_003502, KBio2_006070, LEVODOPUM [WHO-IP LATIN], N04BA01, Alanine,4-dihydroxyphenyl)-, L-, L-(3, 4-Dihydroxyphenyl)alanine, NINDS_000452, HMS1568C15, HMS1922J14, HMS2090O08, HMS2093N04, HMS2095C15, HMS2230B04, HMS3261K10, HMS3712C15, LEVODOPA COMPONENT OF DHIVY, LEVODOPA COMPONENT OF DUOPA, Pharmakon1600-02300205, H-Phe{3,4-(OH)2}-OH, HY-N0304, LEVODOPA COMPONENT OF RYTARY, Levodopa, 3,4-Dihydroxyphenylalanine, b-(3,4-Dihydroxyphenyl)-L-alanine, LEVODOPA COMPONENT OF STALEVO, Tox21_110338, Tox21_500454, CCG-39571, HB1925, L-3-(3,4-dihydroxy-phenyl)alanine, L-3-(3,4-dihydroxyphenyl)-Alanine, NSC759573, PDSP1_001541, PDSP2_001525, s1726, Alanine, 3-(3,4-dihydroxyphenyl)-, Alanine,4-dihydroxyphenyl)-, (-)-, LEVODOPA COMPONENT OF CORBILTA, LEVODOPA COMPONENT OF DOPASNAP, AKOS010396267, b-(3,4-Dihydroxyphenyl)-a-L-alanine, L-b-(3,4-Dihydroxyphenyl)-a-alanine, L-DOPA (3,4-Dihydroxyphenylalanine), .beta.-(3, 4-Dihydroxyphenyl)alanine, AC-8432, CS-1945, DB01235, FD15635, LP00454, NSC-759573, SDCCGMLS-0066924.P001, SDCCGSBI-0050439.P004, IDI1_000452, NCGC00015384-01, NCGC00016270-01, NCGC00016270-06, NCGC00016270-07, NCGC00016270-09, NCGC00016270-10, NCGC00016270-22, NCGC00093869-04, NCGC00261139-01, AS-13287, BP-12850, SMR000058312, SBI-0050439.P003, L-(3, 4-Dihydroxyphenyl)-.alpha.-alanine, D0600, D9628, EU-0100454, NS00068395, EN300-52637, Alanine, 3-(3, 4-dihydroxyphenyl)-, (-)-, C00355, D 9628, D00059, D70595, 3,4-Dihydroxy-L-phenylalanine, >=98% (TLC), AB00052418-06, AB00052418-07, AB00052418_08, AB00052418_09, Q300989, (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoicacid, SR-01000075384-1, SR-01000075384-4, SR-01000075384-6, SR-01000075384-7, BRD-K34730807-001-15-0, BRD-K34730807-001-16-8, BRD-K34730807-001-17-6, (S)-2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid, F0347-4695, Levodopa, British Pharmacopoeia (BP) Reference Standard, Levodopa, European Pharmacopoeia (EP) Reference Standard, Z756440064, (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acidL-dopa, 1E83F927-C221-46AA-B90A-81B33C5F3868, 3,4-Dihydroxy-L-phenylalanine, Vetec(TM) reagent grade, 98%, Levodopa, United States Pharmacopeia (USP) Reference Standard, LEVODOPA/CARBIDOPA/ENTACAPONE ORION COMPONENT LEVODOPA, 3,4-Dihydroxy-L-phenylalanine, certified reference material, TraceCERT(R), Levodopa, Pharmaceutical Secondary Standard, Certified Reference Material, L-DOPA, (S)-2-Amino-3-(3,4-dihydroxyphenyl) propanoic acid, Levodopa, Sinemet, Parcopa, 122769-74-8, 200-445-2, 65170-01-6
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 104.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCCCC1
Np Classifier Class Aminoacids, Phenylethylamines
Deep Smiles OC=O)[C@H]Ccccccc6)O))O))))))N
Heavy Atom Count 14.0
Pathway Kegg Map Id map00350
Classyfire Class Carboxylic acids and derivatives
Description Occurs in seedlings and pods of Vicia faba L-DOPA (L-3,4-dihydroxyphenylalanine, INN levodopa, trade names Sinemet, Parcopa, Atamet, Stalevo, Madopar, Prolopa, etc.) is a naturally-occurring dietary supplement and psychoactive drug found in certain kinds of food and herbs (e.g., Mucuna pruriens, or velvet bean), and is synthesized from the amino acid L-tyrosine in the mammalian body and brain.
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Amino acids, peptides, and analogues
Isotope Atom Count 0.0
Molecular Complexity 209.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 1.0
Enzyme Uniprot Id P07101, P20711, P14416, P21917
Uniprot Id P14679, P21964, P07101, P20711, P10635, P14416, P21917, P46059, P08195, Q8TF71, P35462, P21728, P21918
Iupac Name (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
Class Benzene and substituted derivatives
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp -2.7
Superclass Benzenoids
Subclass Phenols and derivatives
Gsk 4 400 Rule True
Molecular Formula C9H11NO4
Scaffold Graph Node Bond Level c1ccccc1
Inchi Key WTDRDQBEARUVNC-LURJTMIESA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
State Solid
Synonyms (-)-(3,4-Dihydroxyphenyl)alanine, (-)-3-(3,4-dihydroxyphenyl)-L-alanine, (-)-DOPA, (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate, (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid, &beta, -(3,4-Dihydroxyphenyl)-L-alanine, &beta, -(3,4-Dihydroxyphenyl)alanine, 2-Amino-3-(3,4-dihydroxyphenyl)propanoic acid, L-form, 3-(3,4-Dihydroxyphenyl)-L-alanine, 3-Hydroxy-L-tyrosine, 3,4-Dihydroxy-L-phenylalanine, 3,4-Dihydroxyphenyl-L-alanine, Alanine, 3-(3,4-dihydroxyphenyl)-, (-)-, Alanine, 3-(3,4-dihydroxyphenyl)-, L-, b-(3,4-Dihydroxyphenyl)-a-L-alanine, b-(3,4-Dihydroxyphenyl)-L-alanine, b-(3,4-Dihydroxyphenyl)alanine, Bendopa, beta-(3,4-Dihydroxyphenyl)-alpha-L-alanine, beta-(3,4-Dihydroxyphenyl)-L-alanine, beta-(3,4-Dihydroxyphenyl)alanine, Cidandopa, Dihydroxy-L-phenylalanine, Dihydroxyphenylalanine, DOPA, Dopaflex, Dopaidan, Dopal, Dopalina, Dopar, Doparkine, Doparl, Dopasol, Dopaston, Dopastone, Dopastral, Dopicar, Doprin, Eldopal, Eldopar, Eldopatec, Eurodopa, Helfo-dopa, Insulamina, L-(-)-DOPA, L-(3, 4-Dihydroxyphenyl)alanine, L-(3,4-Dihydroxyphenyl)-&alpha, -alanine, L-(3,4-Dihydroxyphenyl)alanine, L-&beta, -(3,4-Dihydroxyphenyl)alanine, L-3-(3,4-dihydroxyphenyl)-Alanine, L-3-(3,4-Dihydroxyphenyl)alanine, L-3-Hydroxytyrosine, L-4-5-Dihydroxyphenylalanine, L-b-(3,4-Dihydroxyphenyl)-a-alanine, L-b-(3,4-Dihydroxyphenyl)alanine, L-beta-(3,4-Dihydroxyphenyl)-alpha-alanine, L-beta-(3,4-Dihydroxyphenyl)alanine, L-dihydroxyphenylalanine, L-DOPA, L-Tyrosine, 3-hydroxy-, L-β-(3,4-dihydroxyphenyl)alanine, Laradopa, Larodopa, Ledopa, Levedopa, Levodopa, Levodopa, BAN, INN, JAN, USAN, Levodopum, Levopa, Maipedopa, Parda, Pardopa, Prodopa, Syndopa, Veldopa, Weldopa, β-(3,4-dihydroxyphenyl)-L-alanine, β-(3,4-dihydroxyphenyl)alanine, (-)-3-(3,4-Dihydroxyphenyl)-L-alanine, (-)-Dopa, 3,4-DIHYDROXYPHENYLALANINE, Β-(3,4-dihydroxyphenyl)-L-alanine, Β-(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, L-(-)-Dopa, L-3-(3,4-Dihydroxyphenyl)-alanine, L-Dihydroxyphenylalanine, 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, l-dopa
Substituent Name 3-phenylpropanoic-acid, Catecholamine, L-alpha-amino acid, Amphetamine or derivatives, Alpha-amino acid or derivatives, Alpha-amino acid, Aralkylamine, Amino fatty acid, Fatty acyl, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Primary amine, Organooxygen compound, Organonitrogen compound, Primary aliphatic amine, Carbonyl group, Amine, Aromatic homomonocyclic compound
Esol Class Highly soluble
Functional Groups CC(=O)O, CN, cO
Compound Name Levodopa
Kingdom Organic compounds
Exact Mass 197.069
Formal Charge 0.0
Monoisotopic Mass 197.069
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 197.19
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic homomonocyclic compounds
Lipinski Rule Of 5 True
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
Smiles C1=CC(=C(C=C1C[C@@H](C(=O)O)N)O)O
Np Classifier Biosynthetic Pathway Alkaloids, Amino acids and Peptides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Tyrosine and derivatives
Np Classifier Superclass Tyrosine alkaloids, Small peptides

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