Compound
L-dopa
The naturally occurring form of dihydroxyphenylalanine and the immediate precursor of dopamine. Unlike dopamine itself, it can be taken orally and crosses the blood-brain barrier. It is rapidly taken up by dopaminergic neurons and converted to dopamine. It is used for the treatment of parkinsonian disorders and is usually given with agents that inhibit its conversion to dopamine outside of the central nervous system.
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C9H11NO4
- Mass
- 197.19 g/mol
- Charge
- 0
- InChIKey
- WTDRDQBEARUVNC-LURJTMIESA-N
- SMILES
- [NH3+][C@@H](Cc1ccc(O)c(O)c1)C(=O)[O-]
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
4 entities
4 entities reached.
0 reported hops4 assembled from the scaffold
- DDCProteinUNIPROT:P20711substrate ofInferred only19 paths19 endpoints
- SLC7A8ProteinUNIPROT:Q9UHI5transported byInferred only18 paths18 endpoints
- TYRProteinUNIPROT:P14679substrate ofInferred only11 paths11 endpoints
- L-tyrosineCompoundCHEBI:58315converted toInferred only4 paths2 endpoints
What the reference databases state
Statements
12 statements
12 statements · 1 reference database · Subject: L-dopa · Sources: Rhea
- L-dopa is converted to 3,4-dihydroxyphenylacetaldehydeCompoundRhea RHEA:55524Inferred only
- 3,4-dihydroxyphenylacetaldehyde is converted to L-dopaCompoundRhea RHEA:55524Inferred only
- dopamine is converted to L-dopaCompoundRhea RHEA:12272Inferred only
- L-dopa is converted to dopamineCompoundRhea RHEA:12272Inferred only
- L-dopa is converted to L-dopaquinoneCompoundRhea RHEA:34287Inferred only
- L-tyrosine is converted to L-dopaCompoundRhea RHEA:63884Inferred only
- L-dopa is converted to L-tyrosineCompoundRhea RHEA:34283Inferred only
- L-dopa is converted to L-tyrosineCompoundRhea RHEA:63884Inferred only
- L-tyrosine is converted to L-dopaCompoundRhea RHEA:34283Inferred only
- L-dopa is a substrate of DDCProteinRhea RHEA:12272Inferred only
- L-dopa is a substrate of TYRProteinRhea RHEA:34287Inferred only
- L-dopa is transported by SLC7A8ProteinRhea RHEA:71439Inferred only
Reactions
18 reactions
L-dopa+hydrondopamine+carbon dioxide
Catalysed by DDC
Reaction pageDirection not assertedBalanced
Rhea RHEA:12272CC BY 4.0Reference data
Reaction pageDirection not assertedBalanced
Rhea RHEA:12520CC BY 4.0Reference data
L-dopa+2-oxoglutarate(2-)CHEBI:29055+L-glutamate(1-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:15273CC BY 4.0Reference data
(6R)-L-erythro-5,6,7,8-tetrahydrobiopterin+L-tyrosine+dioxygen(4aS,6R)-4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin+L-dopa
Catalysed by TH
Reaction pageLeft to rightBalanced
Rhea RHEA:18201CC BY 4.0Reference data
L-dopa+dioxygenCHEBI:58227+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:18465CC BY 4.0Reference data
L-dopa+dioxygenCHEBI:57639+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:21220CC BY 4.0Reference data
L-dopa+NADH(2-)+hydronCHEBI:58744+ammonium+NAD(1-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:24760CC BY 4.0Reference data
2L-dopa+dioxygen2CHEBI:29055+2ammonium
Reaction pageDirection not assertedBalanced
Rhea RHEA:25880CC BY 4.0Reference data
Reaction pageDirection not assertedBalanced
Rhea RHEA:34283CC BY 4.0Reference data
2L-dopa+dioxygen2L-dopaquinone+2water
Catalysed by TYR
Reaction pageLeft to rightBalanced
Rhea RHEA:34287CC BY 4.0Reference data
L-dopa+dioxygen+water+hydron3,4-dihydroxyphenylacetaldehyde+hydrogen peroxide+ammonium+carbon dioxide
Reaction pageDirection not assertedBalanced
Rhea RHEA:55524CC BY 4.0Reference data
L-tyrosine+hydrogen peroxideL-dopa+water
Reaction pageDirection not assertedBalanced
Rhea RHEA:63884CC BY 4.0Reference data
On the label
Labelled products
5 products
Source: NIH DSLD · Ingredient: L-dopa · 5 products · Declared amount per serving: 35–150 mg (4 products)
5 labels state an amount0 do not
- CurEaseLevodopa 99% L-DopaMucuna pruriens · 99.6% L-Dopa (Form: from Mucuna Pruriens) Note: 4.2oz.120 Gram(s)per 0.125 tspDSLD:79938
- Outwork NutritionPre-Workout Tropical CandyMucuna pruriens150 mgper 5.65 Gram(s)DSLD:305215
- Protocol For Life BalanceMucuna Pruriens120 mgper 2 Veg Capsule(s)DSLD:73234
- Z Natural FoodsMucuna Pruriens Extract Powder105 mgper 0.7 Gram(s)DSLD:299860
- Z Natural FoodsOrganic Mucuna Pruriens Seed Powder35 mgper 0.7 Gram(s)DSLD:319399
Label record: NIH Office of Dietary Supplements · CC0
Where it reaches
6 systems, 10 regions, 18 tissues, 18 transporter routes — routes, not measurements: transporters known to carry L-dopa are expressed there, and no source reports it arriving.
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Other names
2 names
Resolves to: L-dopa
- Also called
- (2S)-2-ammonio-3-(3,4-dihydroxyphenyl)propanoate
- Systematic name
- (2S)-2-azaniumyl-3-(3,4-dihydroxyphenyl)propanoate