L-DOPA

Athanor · official

C₉H₁₁NO₄ · 197.19 g/mol

IUPAC name: (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid

Also called levodopa, Larodopa, Sinemet, 3,4-dihydroxyphenylalanine, dihydroxyphenylalanine

Amino acids Drugs

Open in Athanor

Drawn from its SMILES with RDKit

DangerHarmful if swallowed · Causes skin irritation · Causes serious eye irritation · May cause respiratory irritation · Suspected of damaging fertility or the unborn child · Suspected of damaging the unborn child · Causes damage to organs through prolonged or repeated exposure · Toxic to aquatic life with long lasting effects · Harmful to aquatic life with long lasting effects

Names and identifiers

IUPAC name: (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
Synonyms: levodopa, Larodopa, Sinemet
+ 38 more
3,4-dihydroxyphenylalanine, dihydroxyphenylalanine, 3,4-dihydroxy-L-phenylalanine, Dopar, 3-Hydroxy-L-tyrosine, Bendopa, 3-(3,4-Dihydroxyphenyl)-L-alanine, Levopa, Brocadopa, Dopaidan, Dopalina, Dopasol, Eldopal, Insulamina, Pardopa, Cidandopa, Dopaflex, Maipedopa, Deadopa, Eldopar, Prodopa, Syndopa, Veldopa, (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid, Helfo-Dopa, (-)-Dopa, Doparkine, Dopastral, Dopaston, Doparl, Doprin, Dihydroxy-L-phenylalanine, L-3,4-Dihydroxyphenylalanine, Eldopatec, Eurodopa, Ledopa, L-o-Hydroxytyrosine, L-Tyrosine, 3-hydroxy-
Molecular formula: C₉H₁₁NO₄
Empirical formula: C₉H₁₁NO₄
Molecular weight: 197.19 g/mol
Exact mass: 197.06881
CAS number: 59-92-7
PubChem CID: 6047
Canonical SMILES: 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
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
InChIKey: WTDRDQBEARUVNC-LURJTMIESA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

Solubility in water: In water, 5,000 mg/l @ 20 °C[1]
log P: log Kow = -2.39[1]
pKa: pKa = 2.32[1]

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 14
Rings: 1
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.22
H-bond donors: 4
H-bond acceptors: 4 computed here · PubChem 5
Rotatable bonds: 3
TPSA (Å²): 103.8 computed here · PubChem 104
Formal charge: 0
XLogP3: -2.7 PubChem
Complexity: 209 PubChem
Stereocenters: 1 definedCIP: C2: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C54.82%
H5.62%
N7.10%
O32.45%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 0.05 Crippen (Wildman and Crippen 1999)
log S (water solubility): -1.21 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 2.43 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 197.19
log P ≤ 5 (Crippen): 0.05
H-bond donors ≤ 5: 4
H-bond acceptors ≤ 10: 4

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 208 company reports to ECHA. Source [2].

Harmful or irritant
Health hazard
Environmental hazard

H302Harmful if swallowed
H315Causes skin irritation (32.2% of reports)
H319Causes serious eye irritation (52.9% of reports)
H335May cause respiratory irritation (30.8% of reports)
H361Suspected of damaging fertility or the unborn child (30.3% of reports)
H361dSuspected of damaging the unborn child (13.5% of reports)
H372Causes damage to organs through prolonged or repeated exposure (14.4% of reports)
H411Toxic to aquatic life with long lasting effects (26.9% of reports)
H412Harmful to aquatic life with long lasting effects (15.9% of reports)

Precautionary statements: P203, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501

Safety data sheets on the supplier’s page: AA BLOCKS, InvivoChem, Finetech Industry Limited.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
[2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[3]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
[4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[5]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[7]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[8]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.