Record Information
Version1.0
Creation date2015-10-09 22:29:14 UTC
Update date2017-01-19 02:36:16 UTC
FoodComEx IDPC000212
FoodDB RecordFDB012163
Chemical Information
NameDopamine
DescriptionDopamine, also known as 3-hydroxytyramine or deoxyepinephrine, belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution. Dopamine is a drug which is used for the correction of hemodynamic imbalances present in the shock syndrome due to myocardial infarction, trauma, endotoxic septicemia, open-heart surgery, renal failure, and chronic cardiac decompensation as in congestive failure. Dopamine is a very strong basic compound (based on its pKa). Dopamine exists in all living organisms, ranging from bacteria to humans. Within humans, dopamine participates in a number of enzymatic reactions. In particular, dopamine can be biosynthesized from tyramine; which is catalyzed by the enzyme tyrosinase. In addition, dopamine and ascorbic acid can be converted into norepinephrine and dehydroascorbic acid; which is mediated by the enzyme dopamine beta-hydroxylase. Catechol in which the hydrogen at position 4 is substituted by a 2-aminoethyl group. In humans, dopamine is involved in disulfiram action pathway. Outside of the human body, Dopamine is found, on average, in the highest concentration within a few different foods, such as swiss chards, oats, and red beetroots and in a lower concentration in green zucchinis, broccoli, and yellow bell peppers. Dopamine has also been detected, but not quantified in, several different foods, such as potato, banana, avocado, eggplants, and custard apples. This could make dopamine a potential biomarker for the consumption of these foods. Dopamine is a potentially toxic compound. Dopamine, with regard to humans, has been found to be associated with several diseases such as bacterial meningitis, eosinophilic esophagitis, cerebral infarction, and schizophrenia; dopamine has also been linked to the inborn metabolic disorder aromatic l-amino acid decarboxylase deficiency.
CAS Number62-31-7
Structure
Thumb
Synonyms
SynonymSource
(3H)-Dopaminebiospider
1,2-Benzenediol, 4-(2-aminoethyl)- (9CI)biospider
2-(3,4-Dihydroxyphenyl)ethylaminedb_source
3-Hydroxtyraminebiospider
3-Hydroxytyraminebiospider
3,4-Dihydroxyphenethylaminedb_source
3,4-Dihydroxyphenylethylaminebiospider
4-(2-Aminoethyl)-1,2-benzenediolChEBI
4-(2-Aminoethyl)-1,2-benzenediol, 9CIdb_source
4-(2-Aminoethyl)-pyrocatecholHMDB
4-(2-aminoethyl)benzene-1,2-diolbiospider
4-(2-Aminoethyl)catecholbiospider
4-(2-Aminoethyl)pyrocatecholbiospider
a-(3,4-Dihydroxyphenyl)-b-aminoethanebiospider
alpha-(3,4-Dihydroxyphenyl)-beta-aminoethanebiospider
ASL 279db_source
Cardiosterildb_source
Dopaminbiospider
DopaminaChEBI
DopaminumChEBI
Dopastatdb_source
DophamineHMDB
Dynatrabiospider
Hydroxytyraminbiospider
Hydroxytyraminedb_source
Intropindb_source
NSC 169105db_source
Oxytyraminedb_source
Revivanbiospider
Chemical FormulaC8H11NO2
IUPAC name4-(2-aminoethyl)benzene-1,2-diol
InChI IdentifierInChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2
InChI KeyVYFYYTLLBUKUHU-UHFFFAOYSA-N
Isomeric SMILESNCCC1=CC(O)=C(O)C=C1
Average Molecular Weight153.1784
Monoisotopic Molecular Weight153.078978601
Chemical Taxonomy
Description Belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassBenzenediols
Direct ParentCatecholamines and derivatives
Alternative Parents
Substituents
  • Catecholamine
  • Phenethylamine
  • 2-arylethylamine
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Monocyclic benzene moiety
  • Amine
  • Hydrocarbon derivative
  • Primary amine
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-0.98HANSCH,C ET AL. (1995)
Experimental Water SolubilityNot Available
Melting Point128 oC
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 3 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
Not Available