Record Information
Version1.0
Creation date2015-10-09 22:30:52 UTC
Update date2017-01-19 02:36:25 UTC
FoodComEx IDPC000482
FoodDB RecordFDB022140
Chemical Information
NameDL-DOPA
DescriptionThe 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. [HMDB]
CAS Number63-84-3
Structure
Thumb
Synonyms
SynonymSource
(+-)-3-(3,4-Dihydroxyphenyl)alanineChEBI
(+-)-DopaChEBI
(+/-) 3-(3,4-Dihydroxyphenyl)alaninehmdb
(R,S)-DopaChEBI
2-Amino-3-(3,4-dihydroxyphenyl)propanoatehmdb
2-Amino-3-(3,4-dihydroxyphenyl)propanoic acidhmdb
3-(3,4-Dihydroxyphenyl)-DL-alaninehmdb
3-Hydroxy-DL-tyrosineChEBI
3-HydroxytyrosineChEBI
3,4-Dihydroxy-DL-phenylalaninehmdb
3,4-Dihydroxyphenylalaninehmdb
3',4'-DihydroxyphenylalanineChEBI
a-amino-3,4-dihydroxy-Benzenepropanoatehmdb
a-amino-3,4-dihydroxy-Benzenepropanoic acidhmdb
alpha-amino-3,4-dihydroxy-Benzenepropanoatehmdb
alpha-amino-3,4-dihydroxy-Benzenepropanoic acidhmdb
alpha-amino-Hydrocaffeic acidhmdb
b-(3,4-Dihydroxyphenyl)-a-alaninehmdb
b-(3,4-Dihydroxyphenyl)-DL-a-alanineGenerator
beta-(3,4-Dihydroxyphenyl)-alpha-alaninehmdb
beta-(3,4-Dihydroxyphenyl)-DL-alpha-alanineChEBI
DL-3-Hydroxytyrosinehmdb
DL-3,4-Dihydroxyphenylalaninehmdb
DL-3,4-DopaChEBI
DL-3',4'-Dihydroxyphenylalaninehmdb
DL-4,5-Dihydroxyphenylalaninehmdb
DL-b-(3,4-Dihydroxyphenyl)-a-alanineGenerator
DL-b-(3,4-Dihydroxyphenyl)alaninehmdb
DL-beta-(3,4-Dihydroxyphenyl)-alpha-alanineChEBI
DL-beta-(3,4-Dihydroxyphenyl)alaninehmdb
DL-DihydroxyphenylalanineChEBI
DL-Dioxyphenylalaninehmdb
DL-β-(3,4-dihydroxyphenyl)-α-alanineGenerator
DL-β-(3,4-dihydroxyphenyl)alanineGenerator
β-(3,4-dihydroxyphenyl)-DL-α-alanineGenerator
Chemical FormulaC9H11NO4
IUPAC name2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
InChI IdentifierInChI=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)
InChI KeyWTDRDQBEARUVNC-UHFFFAOYSA-N
Isomeric SMILESNC(CC1=CC=C(O)C(O)=C1)C(O)=O
Average Molecular Weight197.1879
Monoisotopic Molecular Weight197.068807845
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentTyrosine and derivatives
Alternative Parents
Substituents
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • 3-phenylpropanoic-acid
  • Amphetamine or derivatives
  • Alpha-amino acid
  • Catechol
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1-hydroxy-4-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Primary amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 2 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 9777AB
Glentham GL1038
Toronto Research Chemicals D452803