l
levodopa
Chemical compound
Also known as 3,4-dihydroxy-L-phenylalanine · Sinemet® · L-3,4-dihydroxyphenylalanine · 3-Hydroxy-L-tyrosine · β-(3,4-dihydroxyphenyl)-L-alanine · Levodopa
- Formula
- C₉H₁₁NO₄
1
- C₉H₁₁NO₄
- Mass
- 197.069 Da
1
- 197.069 Da
Overview
Chemistry
All data
185 statements · 51% with external sources · numbers in brackets are citations
- Medical condition treated
- Parkinson's disease(since 2003) approved by: United States Food and Drug Administration
1
Sources- 1.Stated in Inxight: Drugs Databasedrugs.ncats.io/drug/46627O600JRetrieved 2018-11-02
- Parkinson's disease(since 2003) approved by: United States Food and Drug Administration
- Canonical SMILES
- C1=CC(=C(C=C1CC(C(=O)O)N)O)O
1
- C1=CC(=C(C=C1CC(C(=O)O)N)O)O
- Isomeric SMILES
- C1=CC(=C(C=C1C[C@@H](C(=O)O)N)O)O
1
- C1=CC(=C(C=C1C[C@@H](C(=O)O)N)O)O
- Defined daily dose
- 3.5 g route of administration: oral administration
- Subject has role
- antiparkinson
1
- dopaminergic
1
- developmental toxicant(since 1999)
1
Sources- 1.Stated in California Proposition 65 list of chemicalsoehha.ca.gov/chemicals/levodopaRetrieved 2020-03-17
- antiparkinson
- MCN code
- 2922.50.31
- 3003.90.45
- Physically interacts with
- G protein-coupled receptor 143 subject has role: agonist
1
- G protein-coupled receptor 143 subject has role: agonist
- Part of
- L-DOPA receptor activity subject has role: reactant
1
- L-DOPA binding subject has role: reactant
1
- L-dopa metabolic process subject has role: participant
1
- L-dopa biosynthetic process subject has role: product
1
- response to L-dopa subject has role: reactant
1
- cellular response to L-dopa subject has role: reactant
1
- L-DOPA receptor activity subject has role: reactant
- Found in taxon
- Crataegus monogyna
- Mucuna holtonii
1
- Mucuna urens
1
- Amanita muscaria
- Ascophyllum nodosum
- Astragalus hamosus
1
- Crataegus oxyacantha L. (1753)
- Mucuna birdwoodiana
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- Mucuna interrupta
- Mucuna macrocarpa
- Mucuna lamellata
- Mucuna sempervirens
- Portulaca grandiflora
- Stemonitis herbatica
- Homo sapiens
- Tenebrio molitor
- Mucuna pruriens var. utilis
1
- Mucuna pruriens
10
Sources- 1.Stated in Mucuna pruriens: improvement of the biotechnological production of the anti-Parkinson drug L-dopa by plant cell selection
- 2.Stated in Alkaloidal constituents of Mucuna pruriens seeds
- 3.Stated in Mucuna pruriens proves more effective thanl-DOPA in Parkinson's disease animal model
- 4.Stated in Determination of l-Dopa Content and Other Significant Nitrogenous Compounds in the Seeds of Seven Mucuna and Stizolobium Species in China
- 5.Stated in Production of L-DOPA by cell suspension cultures of Mucuna pruriens
- 6.Stated in Occurrence of L-DOPA and dopamine in plants and cell cultures ofMucuna pruriens and effects of 2,4-d and NaCl on these compounds
- Musa cavendishii
- Oryza molida
- Crataegus laevigata
- Broad Bean
4
Sources- 1.Stated in The identification of gibberellins in immature seeds of Vicia faba, and some chemotaxonomic considerations
- 2.Stated in UHPLC-ESI-QTOF-MS-based metabolic profiling of Vicia faba L. (Fabaceae) seeds as a key strategy for characterization in foodomics
- 3.Stated in Fast responses of metabolites in Vicia faba L. to moderate NaCl stress
- 4.Stated in Kaempferol 3-O-Galactoside, 7-O-Rhamnoside is the Major Green Fluorescing Compound in the Epidermis of Vicia faba
- LiverTox likelihood score
- LiverTox toxicity likelihood category E
1
Sources- 1.Stated in LiverToxncbi.nlm.nih.gov/books/n/livertox/LevodopaCarbodopaRetrieved 2021-04-08
- LiverTox toxicity likelihood category E
- Significant drug interaction
- paliperidone side effect: hypotension
- risperidone side effect: hypotension
- droperidol side effect: hypotension
- fluphenazine side effect: hypotension
- (−)-selegiline side effect: hypotension
- haloperidol side effect: hypotension
- olanzapine side effect: hypotension
- methyldopa side effect: hypotension
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- levomepromazine side effect: hypotension
- periciazine side effect: hypotension
- (RS)-sulpiride side effect: hypotension
- chlorpromazine side effect: hypotension
- rasagiline side effect: orthostatic hypotension
- (−)-selegiline side effect: orthostatic hypotension
On other databases
59 identifiers linking levodopa across the web's reference databases
- A Dictionary of Biology ID2476
- ATC codeN04BA01
- Brockhaus Enzyklopädie online IDlevodopa
- CA PROP 65 IDlevodopa
- CAS Registry Number59-92-7
- ChEBI ID15765
- ChEMBL IDCHEMBL1009
- ChemSpider ID5824
- DeCS ID24230
- DrugBank IDDB01235
- DrugCentral ID1567
- DSSTOX compound identifierDTXCID303209
- DSSTox substance IDDTXSID9023209
- EC number200-445-2
- ECHA Substance Infocard ID100.000.405
- Electronic Essential Medicines List medicine ID411
- Elhuyar ZTH ID027365
- Encyclopædia Britannica Online IDscience/levodopa
- Freebase ID/m/03nl53
- Gmelin number365846
- Gran Enciclopèdia Catalana IDlevodopa
- Gran Enciclopèdia Catalana ID (former scheme)0119241
- Guide to Pharmacology Ligand ID3639
- HSDB ID3348
- Human Metabolome Database IDHMDB0000181
- IEDB Epitope ID150927
- InChIInChI=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
- InChIKeyWTDRDQBEARUVNC-LURJTMIESA-N
- KEGG IDC00355
- KNApSAcK IDC00001357
- LiverTox IDLevodopaCarbodopa
- MassBank accession IDMSBNK-NAIST-KNA00173
- MedlinePlus drug identifiera619018
- MeSH concept IDM0012434
- MeSH descriptor IDD007980
- MeSH tree codeD02.092.311.200.480
- Microsoft Academic ID (discontinued)2780304432
- NALT ID22978
- NDF-RT IDN0000146151
- NE.se IDlevodopa
- NSC number118381
- OpenAlex IDC2780304432
- PatientsLikeMe treatment IDlevodopa
- PDB ligand IDDAH
- PDB structure ID2VH3
- Probes And Drugs IDPD000068
- PubChem CID6047
- Quora topic IDL-dopa
- Reaxys registry number2215169
- RxNorm CUI6375
- SPLASHsplash10-0f6t-0911000000-796795c7db2b08bebd65
- SureChEMBL ID22655
- Treccani's Dizionario di Medicina IDdopa
- UK Parliament thesaurus ID418369
- UMLS CUIC0023570
- UNII46627O600J
- UNSPSC code51142503
- WikiProjectMed IDL-DOPA
- World Health Organisation international non-proprietary name numeric ID2651