Details of Metabolite

General Information of MET (ID: META00057)
Name L-Dopa
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(-)-3-(3,4-Dihydroxyphenyl)-L-alanine; (-)-Dopa; (2S)-2-Amino-3-(3,4-dihydroxyphenyl)propanoate; (2S)-2-Amino-3-(3,4-dihydroxyphenyl)propanoic acid; 3 Hydroxy L tyrosine; 3,4-DIHYDROXYPHENYLALANINE; 3,4-Dihydroxy-L-phenylalanine; 3,4-Dihydroxyphenyl-L-alanine; 3-(3,4-Dihydroxyphenyl)-L-alanine; 3-Hydroxy-L-tyrosine; Bendopa; Cidandopa; Dihydroxy-L-phenylalanine; Dihydroxyphenylalanine; Dopaflex; Dopaidan; Dopal; Dopalina; Dopar; Doparkine; Doparl; Dopasol; Dopaston; Dopastone; Dopastral; Dopicar; Doprin; Eldopal; Eldopar; Eldopatec; Eurodopa; Helfo-dopa; Insulamina; L 3,4 Dihydroxyphenylalanine; L Dopa; L-(-)-Dopa; L-3,4-Dihydroxyphenylalanine; L-3-(3,4-Dihydroxyphenyl)-alanine; L-4-5-Dihydroxyphenylalanine; L-Dihydroxyphenylalanine; L-b-(3,4-Dihydroxyphenyl)-a-alanine; L-beta-(3,4-Dihydroxyphenyl)-alpha-alanine; L-beta-(3,4-Dihydroxyphenyl)alanine; Laradopa; Larodopa; Ledopa; Levedopa; Levodopa; Levodopum; Levopa; Maipedopa; Medphano brand OF levodopa; Parda; Pardopa; Prodopa; Roberts brand OF levodopa; Roche brand OF levodopa; Syndopa; Veldopa; Weldopa; b-(3,4-Dihydroxyphenyl)-a-L-alanine; beta-(3,4-Dihydroxyphenyl)-L-alanine; beta-(3,4-Dihydroxyphenyl)-alpha-L-alanine; beta-(3,4-Dihydroxyphenyl)alanine
Source Endogenous;Escherichia Coli Metabolite;Food;Drug;Toxins/Pollutant;Microbial
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
6047
HMDB ID
HMDB0000181
Formula
C9H11NO4
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=6047"></iframe>
3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00355
DrugBank ID
DB01235
ChEBI ID
15765
FooDB ID
FDB000567
ChemSpider ID
5824
METLIN ID
42
Physicochemical Properties Molecular Weight 197.19 Topological Polar Surface Area 104
XlogP -2.7 Complexity 209
Heavy Atom Count 14 Rotatable Bond Count 3
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 5
Function
L-Dopa is the naturally occurring form of dihydroxyphenylalanine and the immediate precursor of dopamine. Unlike dopamine itself, L-Dopa can be taken orally and crosses the blood-brain barrier. It is rapidly taken up by dopaminergic neurons and converted to dopamine. In particular, it is metabolized to dopamine by aromatic L-amino acid decarboxylase. Pyridoxal phosphate (vitamin B6) is a required cofactor for this decarboxylation, and may be administered along with levodopa, usually as pyridoxine. L-Dopa is used for the treatment of Parkinsonian disorders and Dopa-Responsive Dystonia and is usually given with agents that inhibit its conversion to dopamine outside of the central nervous system. Peripheral tissue conversion may be the mechanism of the adverse effects of levodopa. It is standard clinical practice to co-administer a peripheral DOPA decarboxylase inhibitor - carbidopa or benserazide - and often a catechol-O-methyl transferase (COMT) inhibitor, to prevent synthesis of dopamine in peripheral tissue.
Regulatory Network
Full List of Protein(s) Regulated by This Metabolite
      GPCR OA (GPCR-OA)
            G-protein coupled receptor 143 (GPR143) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation L-Dopa addition (12 hours)
                      Induced Change GPR143 protein activity levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Albinism [ICD-11: EC23]
                      Details It is reported that L-Dopa addition causes the increase of GPR143 protein activity compared with control group.
      Serpin (Serp)
            Pigment epithelium-derived factor (SERPINF1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation L-Dopa addition (72 hours)
                      Induced Change SERPINF1 protein expression levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Albinism [ICD-11: EC23]
                      Details It is reported that L-Dopa addition causes the increase of SERPINF1 protein expression compared with control group.
References
1 L-DOPA is an endogenous ligand for OA1. PLoS Biol. 2008 Sep 30;6(9):e236.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.