3,4-Dihydroxyphenylalanine

DOPA, L-DOPA

Molecular structure via molpic based on CDK

Physical properties []
Molecular mass	197.19 g/mol ^[1]
Melting point	270 °C ^[1]
Solubility	3.6 mg/mL ^[1]
Predicted LogP	-2.7 ^[1]

Structural Identifiers []
Molecular formula	C₉H₁₁NO₄ ^[1]
IUPAC name	2-amino-3-(3,4-dihydroxyphenyl)propanoic acid ^[1]
SMILES	C1=CC(=C(C=C1CC(C(=O)O)N)O)O ^[1]
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) ^[1]
InChIKey	WTDRDQBEARUVNC-UHFFFAOYSA-N ^[1]

3,4-Dihydroxyphenylalanine (also known as Dopa, DOPA, 2-Amino-3-(3,4-dihydroxyphenyl)propanoic acid, dihydroxyphenylalanine, Dioxyphenylalanine, 3-Hydroxy-DL-tyrosine, 3,4-Dopa, β-(3,4-Dihydroxyphenyl)alanine, 3-(3,4-Dihydroxyphenyl)alanine or NSC-16940) is a substance of the amino acid class.

Chemistry

Stereochemistry []

3,4-Dihydroxyphenylalanine is a racemic mixture of the enantiomers.

Stereoisomerism
(R)-3,4-Dihydroxyphenylalanine (S)-3,4-Dihydroxyphenylalanine
Stereoisomer enumberation with rdkit

Druglikeness

Lipinski's rule of five

3,4-Dihydroxyphenylalanine matches Lipinski's rule of five.

Subjective effects []

0xea / 3,4-Dihydroxyphenylalanine []
Routes: Oral (105 - 440mg) Source: L-Dopa+ 105mg ZEINpharma Indication: motivation suppression after stimulant discontinuation or during heavy stimulant use Effects: subjective locomotor-activity increase depression reduction

0xea / 3,4-Dihydroxyphenylalanine []

Routes:

Oral (105 - 440mg)

Source:

L-Dopa+ 105mg ZEINpharma

Indication:

motivation suppression after stimulant discontinuation or during heavy stimulant use

Effects:

subjective locomotor-activity increase
depression reduction

External links []

References []

National Center for Biotechnology Information. PubChem Compound Summary for CID 836, 3,4-Dihydroxyphenylalanine. Accessed June 13, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/836
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 3,4-Dihydroxyphenylalanine. UNII: QI9C343R60. Global Substance Registration System. Accessed June 13, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/QI9C343R60

AnodyneWiki