CHEBI:15765 - L-dopa

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ChEBI Name L-dopa
ChEBI ASCII Name L-dopa
Definition An optically active form of dopa having L-configuration. Used to treat the stiffness, tremors, spasms, and poor muscle control of Parkinson's disease
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:75987, CHEBI:41871, CHEBI:49933, CHEBI:1377, CHEBI:11693, CHEBI:13098, CHEBI:19825
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Formula C9H11NO4
Net Charge 0
Average Mass 197.18798
Monoisotopic Mass 197.06881
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 N[C@@H](Cc1ccc(O)c(O)c1)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via dopa )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals.
A class of secondary metabolites developed by many plants to influence the behaviour, growth or survival of herbivores, and thus acting as a defence against herbivory.
plant growth retardant

mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
A poison that interferes with the functions of the nervous system.
Application(s): antidyskinesia agent
Any compound which can be used to treat or alleviate the symptoms of dyskinesia.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
antiparkinson drug
A drug used in the treatment of Parkinson's disease.
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-dopa (CHEBI:15765) has role allelochemical (CHEBI:62215)
L-dopa (CHEBI:15765) has role antidyskinesia agent (CHEBI:66956)
L-dopa (CHEBI:15765) has role antiparkinson drug (CHEBI:48407)
L-dopa (CHEBI:15765) has role dopaminergic agent (CHEBI:48560)
L-dopa (CHEBI:15765) has role hapten (CHEBI:59174)
L-dopa (CHEBI:15765) has role human metabolite (CHEBI:77746)
L-dopa (CHEBI:15765) has role mouse metabolite (CHEBI:75771)
L-dopa (CHEBI:15765) has role neurotoxin (CHEBI:50910)
L-dopa (CHEBI:15765) has role plant growth retardant (CHEBI:35219)
L-dopa (CHEBI:15765) has role plant metabolite (CHEBI:76924)
L-dopa (CHEBI:15765) has role prodrug (CHEBI:50266)
L-dopa (CHEBI:15765) is a L-tyrosine derivative (CHEBI:27177)
L-dopa (CHEBI:15765) is a dopa (CHEBI:49168)
L-dopa (CHEBI:15765) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-dopa (CHEBI:15765) is conjugate acid of L-dopa(1−) (CHEBI:67012)
L-dopa (CHEBI:15765) is enantiomer of D-dopa (CHEBI:49169)
L-dopa (CHEBI:15765) is tautomer of L-dopa zwitterion (CHEBI:57504)
Incoming 2,5-S,S'-dicysteinyldopa (CHEBI:84298) has functional parent L-dopa (CHEBI:15765)
2-S-cysteinyl-DOPA (CHEBI:84296) has functional parent L-dopa (CHEBI:15765)
3-O-methyldopa (CHEBI:82913) has functional parent L-dopa (CHEBI:15765)
4-O-methyl-L-dopa (CHEBI:193023) has functional parent L-dopa (CHEBI:15765)
6-fluoro-L-dopa (CHEBI:49163) has functional parent L-dopa (CHEBI:15765)
6-hydroxy-L-dopa (CHEBI:72753) has functional parent L-dopa (CHEBI:15765)
N-methyl-L-dopa (CHEBI:167646) has functional parent L-dopa (CHEBI:15765)
foslevodopa (CHEBI:192509) has functional parent L-dopa (CHEBI:15765)
L-dopa(1−) (CHEBI:67012) is conjugate base of L-dopa (CHEBI:15765)
D-dopa (CHEBI:49169) is enantiomer of L-dopa (CHEBI:15765)
L-dopa zwitterion (CHEBI:57504) is tautomer of L-dopa (CHEBI:15765)
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
INNs Sources
levodopa KEGG DRUG
levodopum ChemIDplus
Synonyms Sources
(−)-3-(3,4-dihydroxyphenyl)-L-alanine ChemIDplus
(−)-dopa ChemIDplus
3,4-Dihydroxy-L-phenylalanine KEGG COMPOUND
3-Hydroxy-L-tyrosine KEGG COMPOUND
β-(3,4-dihydroxyphenyl)-L-alanine NIST Chemistry WebBook
β-(3,4-dihydroxyphenyl)alanine NIST Chemistry WebBook
Dihydroxy-L-phenylalanine KEGG COMPOUND
L-beta-(3,4-Dihydroxyphenyl)alanine KEGG COMPOUND
L-DOPA NIST Chemistry WebBook
Brand Name Source
Manual Xrefs Databases
1567 DrugCentral
C00001357 KNApSAcK
DB01235 DrugBank
HMDB0000181 HMDB
L-DOPA Wikipedia
Levodopa Wikipedia
MOL000169 COMe
View more database links
Registry Numbers Types Sources
2215169 Beilstein Registry Number Beilstein
2215169 Reaxys Registry Number Reaxys
365846 Gmelin Registry Number Gmelin
59-92-7 CAS Registry Number KEGG COMPOUND
59-92-7 CAS Registry Number ChemIDplus
59-92-7 CAS Registry Number NIST Chemistry WebBook
6060047 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
18690870 PubMed citation Europe PMC
22491024 PubMed citation Europe PMC
22592937 PubMed citation Europe PMC
23038403 PubMed citation Europe PMC
23127496 PubMed citation Europe PMC
23196068 PubMed citation Europe PMC
23206800 PubMed citation Europe PMC
23211937 PubMed citation Europe PMC
23357114 PubMed citation Europe PMC
23389842 PubMed citation Europe PMC
23389938 PubMed citation Europe PMC
23390548 PubMed citation Europe PMC
29438107 PubMed citation Europe PMC
8301021 PubMed citation Europe PMC
Last Modified
24 August 2022