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Showing NP-Card for Dopamine (NP0001334)

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-10-07 20:39:02 UTC
NP-MRD IDNP0001334
Secondary Accession NumbersNone
Natural Product Identification
Common NameDopamine
DescriptionDopamine is a member of the catecholamine family of neurotransmitters in the brain and is a precursor to epinephrine (adrenaline) and norepinephrine (noradrenaline). Dopamine is synthesized in the body (mainly by nervous tissue and adrenal glands) first by the hydration of the amino acid tyrosine to DOPA by tyrosine hydroxylase and then by the decarboxylation of DOPA by aromatic-L-amino-acid decarboxylase. Dopamine is a major transmitter in the extrapyramidal system of the brain, and important in regulating movement. A family of receptors (dopamine receptors) mediates its action, which plays a major role in reward-motivated behaviour. Dopamine has many other functions outside the brain. In blood vessels, dopamine inhibits norepinephrine release and acts as a vasodilator (at normal concentrations); in the kidneys, it increases sodium excretion and urine output; in the pancreas, it reduces insulin production; in the digestive system, it reduces gastrointestinal motility and protects intestinal mucosa; and in the immune system, it reduces the activity of lymphocytes. Parkinson's disease, a degenerative condition causing tremor and motor impairment, is caused by a loss of dopamine-secreting neurons in an area of the midbrain called the substantia nigra. There is evidence that schizophrenia involves altered levels of dopamine activity, and most antipsychotic drugs used to treat this are dopamine antagonists, which reduce dopamine activity. Attention deficit hyperactivity disorder, bipolar disorder, and addiction are also characterized by defects in dopamine production or metabolism. It has been suggested that animals derived their dopamine-synthesizing machinery from bacteria via horizontal gene transfer that may have occurred relatively late in evolutionary time. This is perhaps a result of the symbiotic incorporation of bacteria into eukaryotic cells that gave rise to mitochondria. Dopamine is elevated in the urine of people who consume bananas. When present in sufficiently high levels, dopamine can be a neurotoxin and a metabotoxin. A neurotoxin is a compound that disrupts or attacks neural tissue. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of dopamine are associated with neuroblastoma, Costello syndrome, leukemia, phaeochromocytoma, aromatic L-amino acid decarboxylase deficiency, and Menkes disease (MNK). High levels of dopamine can lead to hyperactivity, insomnia, agitation and anxiety, depression, delusions, excessive salivation, nausea, and digestive problems.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001334 (Dopamine)


  Mrv1652309032023512D          

 11 11  0  0  0  0            999 V2000
 9999.8112 9999.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5262 9999.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2433 9999.9010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9448 9999.9010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9448 9998.2471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0921 9999.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3777 9999.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6633 9999.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6632 9998.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3776 9998.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0921 9998.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  6  1  0  0  0  0
  9  5  1  0  0  0  0
  8  4  1  0  0  0  0
  1  6  1  0  0  0  0
M  END
Download

3D MOL for NP0001334 (Dopamine)

HMDB0000073
     RDKit          3D
Dopamine
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.6823   -0.4806   -0.6720 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2813   -0.1656   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5761   -0.2937    0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324    0.0159    0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2700    1.3226    0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207    1.5756    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    0.6061    0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9226    0.9143    0.0005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1250   -0.6957   -0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0611   -1.6888   -0.3369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -0.9934    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0820    0.2403   -0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096   -1.4077   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1677    0.8682   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7836   -0.8577   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422   -1.3206    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0174    0.4293    1.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4453    2.1229    0.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382    2.5965    0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992    1.8672    0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7455   -2.6448   -0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4170   -2.0105   -0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  5 18  1  0
  6 19  1  0
  8 20  1  0
 10 21  1  0
 11 22  1  0
M  END
Download

3D SDF for NP0001334 (Dopamine)


  Mrv1652309032023512D          

 11 11  0  0  0  0            999 V2000
 9999.8112 9999.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5262 9999.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2433 9999.9010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9448 9999.9010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9448 9998.2471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0921 9999.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3777 9999.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6633 9999.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6632 9998.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3776 9998.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0921 9998.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  6  1  0  0  0  0
  9  5  1  0  0  0  0
  8  4  1  0  0  0  0
  1  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001334

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCC1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2

> <INCHI_KEY>
VYFYYTLLBUKUHU-UHFFFAOYSA-N

> <FORMULA>
C8H11NO2

> <MOLECULAR_WEIGHT>
153.1784

> <EXACT_MASS>
153.078978601

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.210926868007363

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(2-aminoethyl)benzene-1,2-diol

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
0.029550238796553753

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.925186084800895

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.007776384659529

> <JCHEM_PKA_STRONGEST_BASIC>
9.271456202535882

> <JCHEM_POLAR_SURFACE_AREA>
66.48

> <JCHEM_REFRACTIVITY>
43.248200000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.43e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dopamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001334 (Dopamine)

HMDB0000073
     RDKit          3D
Dopamine
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.6823   -0.4806   -0.6720 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2813   -0.1656   -0.8695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5761   -0.2937    0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324    0.0159    0.3562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2700    1.3226    0.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6207    1.5756    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5583    0.6061    0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9226    0.9143    0.0005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1250   -0.6957   -0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0611   -1.6888   -0.3369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -0.9934    0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0820    0.2403   -0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096   -1.4077   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1677    0.8682   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7836   -0.8577   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422   -1.3206    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0174    0.4293    1.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4453    2.1229    0.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382    2.5965    0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1992    1.8672    0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7455   -2.6448   -0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4170   -2.0105   -0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  5 18  1  0
  6 19  1  0
  8 20  1  0
 10 21  1  0
 11 22  1  0
M  END
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PDB for NP0001334 (Dopamine)

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0    8666.3148666.482   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8667.6498665.714   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8668.9878666.482   0.000  0.00  0.00           N+0
HETATM    4  O   UNK     0    8660.9648666.482   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8660.9648663.395   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8664.9728665.711   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.6388666.480   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.3058665.710   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.3058664.171   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.6388663.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.9728664.171   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2                                                            
CONECT    4    8                                                            
CONECT    5    9                                                            
CONECT    6    7   11    1                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9    4                                                  
CONECT    9    8   10    5                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for NP0001334 (Dopamine)

COMPND    HMDB0000073
HETATM    1  N1  UNL     1       3.682  -0.481  -0.672  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.281  -0.166  -0.869  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.576  -0.294   0.485  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.132   0.016   0.356  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.270   1.323   0.529  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.621   1.576   0.403  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.558   0.606   0.119  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.923   0.914   0.000  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.125  -0.696  -0.049  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.061  -1.689  -0.337  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.762  -0.993   0.071  1.00  0.00           C  
HETATM   12  H1  UNL     1       4.082   0.240  -0.027  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.710  -1.408  -0.183  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.168   0.868  -1.248  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.784  -0.858  -1.558  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.742  -1.321   0.886  1.00  0.00           H  
HETATM   17  H6  UNL     1       2.017   0.429   1.192  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.445   2.123   0.756  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.938   2.596   0.538  1.00  0.00           H  
HETATM   20  H9  UNL     1      -4.199   1.867   0.129  1.00  0.00           H  
HETATM   21  H10 UNL     1      -2.746  -2.645  -0.461  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.417  -2.011  -0.060  1.00  0.00           H  
CONECT    1    2   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5    5   11
CONECT    5    6   18
CONECT    6    7    7   19
CONECT    7    8    9
CONECT    8   20
CONECT    9   10   11   11
CONECT   10   21
CONECT   11   22
END
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SMILES for NP0001334 (Dopamine)

NCCC1=CC(O)=C(O)C=C1
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INCHI for NP0001334 (Dopamine)

InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2
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View in JSmol
Synonyms
ValueSource
2-(3,4-Dihydroxyphenyl)ethylamineChEBI
3,4-DihydroxyphenethylamineChEBI
3-HydroxytyramineChEBI
4-(2-Aminoethyl)-1,2-benzenediolChEBI
4-(2-Aminoethyl)benzene-1,2-diolChEBI
4-(2-Aminoethyl)catecholChEBI
4-(2-Aminoethyl)pyrocatecholChEBI
DeoxyepinephrineChEBI
DopaminaChEBI
DopaminumChEBI
HydroxytyraminChEBI
MedopaKegg
3,4-DihydroxyphenylethylamineHMDB
4-(2-Aminoethyl)-pyrocatecholHMDB
a-(3,4-Dihydroxyphenyl)-b-aminoethaneHMDB
alpha-(3,4-Dihydroxyphenyl)-beta-aminoethaneHMDB
DopaminHMDB
DopastatHMDB
DophamineHMDB
DynatraHMDB
HydroxytyramineHMDB
IntropinHMDB
OxytyramineHMDB
RevivanHMDB
3,4 DihydroxyphenethylamineHMDB
Hydrochloride, dopamineHMDB
Dopamine hydrochlorideHMDB
Chemical FormulaC8H11NO2
Average Mass153.1784 Da
Monoisotopic Mass153.07898 Da
IUPAC Name4-(2-aminoethyl)benzene-1,2-diol
Traditional Namedopamine
CAS Registry Number62-31-7
SMILES
NCCC1=CC(O)=C(O)C=C1
InChI Identifier
InChI=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
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Acacia berlandieriKNApSAcK Database
Acacia rigidula Benth.KNApSAcK Database
Actaea racemosaKNApSAcK Database
Actinidia chinensisFooDB
Agaricus bisporusFooDB
AgaveFooDB
Alangium lamarckiiKNApSAcK Database
Alangium salviifoliumKNApSAcK Database
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
Allium cepa L.FooDB
Allium fistulosumFooDB
Allium sativumFooDB
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Aloysia triphyllaFooDB
AmaranthusFooDB
Amelanchier alnifoliaFooDB
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anas platyrhynchosFooDB
AnatidaeFooDB
Anethum graveolensFooDB
Angelica keiskeiFooDB
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Anser anserFooDB
Anthriscus cerefoliumFooDB
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arachis hypogaeaFooDB
Arctium lappaFooDB
Argemone mexicanaKNApSAcK Database
Aristolochia giganteaKNApSAcK Database
Armoracia rusticanaFooDB
Artemisia dracunculusFooDB
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Asparagus officinalisFooDB
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Austrocylindropuntia cylindricaLOTUS Database
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Basella albaFooDB
Benincasa hispidaFooDB
Berberis amurensisKNApSAcK Database
Berberis aquifoliumKNApSAcK Database
Berberis aristataKNApSAcK Database
Berberis thunbergiiKNApSAcK Database
Berberis vulgarisKNApSAcK Database
Berberis wilsoniaeKNApSAcK Database
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Bison bisonFooDB
Borago officinalisFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Brassica alboglabraFooDB
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica olereaceaKNApSAcK Database
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Bubalus bubalisFooDB
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capparis spinosaFooDB
Capra aegagrus hircusFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Carapichea affinis-
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Caulophyllum thalicroidesKNApSAcK Database
Cephaelis acuminataKNApSAcK Database
Ceratonia siliquaFooDB
CervidaeFooDB
Cervus canadensisFooDB
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chelidonium majusKNApSAcK Database
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chrysanthemum coronariumFooDB
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum verumFooDB
CirsiumFooDB
Cissampelos pareiraKNApSAcK Database
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus latifoliaFooDB
Citrus limonFooDB
Citrus maximaFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus sinensisKNApSAcK Database
Citrus X sinensis (L.) Osbeck (pro. sp.)Plant
Clematis parvilobaKNApSAcK Database
Cocculus diversifoliusKNApSAcK Database
Cocculus japonicusKNApSAcK Database
Cocos nuciferaFooDB
Coffea arabica L.FooDB
Coffea canephoraFooDB
Colocasia esculentaFooDB
ColumbaFooDB
ColumbidaeFooDB
Coptis japonicaKNApSAcK Database
Corchorus olitoriusFooDB
Coriandrum sativum L.FooDB
Corydalis cavaKNApSAcK Database
CorylusFooDB
Corylus avellanaFooDB
Crataegus rhipidophyllaLOTUS Database
Crateva religiosaFooDB
Crocus sativusFooDB
Cucumis meloFooDB
Cucumis metuliferusFooDB
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
Cucurbita moschataFooDB
Cuminum cyminumFooDB
Curcuma longaFooDB
Cyclea barbataKNApSAcK Database
Cyclea peltataKNApSAcK Database
Cydonia oblongaFooDB
Cylindropuntia imbricataLOTUS Database
Cymbopogon citratusFooDB
Cynara cardunculusFooDB
Cynara scolymusFooDB
Cytisus copariusKNApSAcK Database
Cytisus scopariusKNApSAcK Database
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
Delphinium pentagynumKNApSAcK Database
Dicentra spectabilisKNApSAcK Database
Dilphinium caeruleum-
Dimocarpus longanFooDB
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
Diospyros kakiFooDB
Diospyros virginianaFooDB
Dromaius novaehollandiaeFooDB
Durio zibethinusFooDB
Dysphania ambrosioidesFooDB
Echinopsis spachianaLOTUS Database
ElaeisFooDB
Eleocharis dulcisFooDB
Elettaria cardamomumFooDB
Empetrum nigrumFooDB
Equus caballusFooDB
Eragrostis tefFooDB
Eriobotrya japonicaFooDB
Eruca vesicaria subsp. SativaFooDB
Erythrina crista-galliKNApSAcK Database
Eschscholzia californicaKNApSAcK Database
Eugenia javanicaFooDB
Eugenia unifloraFooDB
Eutrema japonicumFooDB
Fagopyrum esculentumFooDB
Fagopyrum tataricumFooDB
FagusFooDB
Feijoa sellowianaFooDB
Ficus caricaFooDB
Flammulina velutipesFooDB
Foeniculum vulgareFooDB
Fragaria x ananassaFooDB
Fumaria officinalisKNApSAcK Database
Gallus gallusFooDB
Garcinia mangostanaFooDB
Gaylussacia baccataFooDB
Ginkgo bilobaFooDB
Glaucium flavumKNApSAcK Database
Glycine maxFooDB
Gnetum montanumKNApSAcK Database
GossypiumFooDB
Grifola frondosaFooDB
Gymnocalycium comarapense-
Gymnocalycium monvillei-
Gymnocalycium netrelianum-
Gymnocalycium oenanthemum-
Gymnocalycium quehlianum-
Gymnocalycium riograndense-
Gymnocalycium stellatum-
Gymnocalycium striglianum-
Gymnocalycium uebelmannanum-
Gymnocalycium valnicekianum-
Hedysarum alpinumFooDB
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Hermidium alipesKNApSAcK Database
Hibiscus sabbariffaFooDB
Hippophae rhamnoidesFooDB
Hordeum vulgareFooDB
Hydrastis canadensisKNApSAcK Database
Hypecoum lactiflorumKNApSAcK Database
Hyssopus officinalis L.FooDB
Illicium verumFooDB
Ipomoea aquaticaFooDB
Ipomoea batatasFooDB
Islaya minor-
JuglansFooDB
Juglans ailanthifoliaFooDB
Juglans cinereaFooDB
Juglans nigra L.FooDB
Juglans regiaFooDB
Lablab purpureusFooDB
Lactuca sativaFooDB
Lagenaria sicerariaFooDB
Lagopus mutaFooDB
Lathyrus sativusFooDB
Laurus nobilis L.FooDB
Lens culinarisFooDB
Lentinus edodesFooDB
Lepidium sativumFooDB
LeporidaeFooDB
Lepus timidusFooDB
Levisticum officinaleFooDB
Lindera angustifoliaKNApSAcK Database
Linum usitatissimumFooDB
Litchi chinensisFooDB
Lophophora diffusaKNApSAcK Database
Lophophora friciiKNApSAcK Database
Lophophora jourdanianaKNApSAcK Database
Lophophora williamsiiKNApSAcK Database
Luffa aegyptiacaFooDB
LupinusFooDB
Lupinus albusFooDB
Lyallia kerguelensisKNApSAcK Database
MacadamiaFooDB
Macadamia tetraphyllaFooDB
Macleaya cordataKNApSAcK Database
Magnolia obovataKNApSAcK Database
Magnolia officinalisKNApSAcK Database
Mahonia aquifoliumKNApSAcK Database
Malpighia emarginataFooDB
MalusFooDB
Malus pumilaFooDB
Mammea americanaFooDB
Mangifera indicaFooDB
Manihot esculentaFooDB
Manilkara zapotaFooDB
Maranta arundinaceaFooDB
Matricaria recutitaFooDB
Matteuccia struthiopterisFooDB
Meconopsis cambricaKNApSAcK Database
Medicago sativaFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Melissa officinalis L.FooDB
MenthaFooDB
Mentha aquaticaFooDB
Mentha arvensisFooDB
Mentha spicataFooDB
Mentha x piperitaFooDB
Mespilus germanicaFooDB
Metroxylon saguFooDB
Mirabilis alipesLOTUS Database
Mohonia bealei-
Momordica charantiaFooDB
Monodora junodiiKNApSAcK Database
MorchellaceaeFooDB
Morella rubraFooDB
Moringa oleiferaFooDB
MorusFooDB
Morus nigraFooDB
Mucuna pruriensLOTUS Database
Mus musculusLOTUS Database
Musa acuminataKNApSAcK Database
Musa paradisiacaLOTUS Database
Musa sapientumKNApSAcK Database
Musa x paradisiacaFooDB
MyricaFooDB
Myristica fragransFooDB
Myrtillocactus geometrizansKNApSAcK Database
NelumboFooDB
Nelumbo nuciferaFooDB
Nephelium lappaceumFooDB
Numida meleagrisFooDB
Nuphar luteaFooDB
Ocimum basilicumFooDB
OdocoileusFooDB
Oenothera biennisFooDB
Olea europaeaFooDB
OpuntiaFooDB
Opuntia acanthocarpaKNApSAcK Database
Opuntia cochenilliferaFooDB
Opuntia cylindricaKNApSAcK Database
Opuntia echinocarpaKNApSAcK Database
Opuntia ficus-indicaKNApSAcK Database
Opuntia imbricataKNApSAcK Database
Opuntia macrorhizaFooDB
Opuntia spinosiorKNApSAcK Database
Origanum majoranaFooDB
Origanum onitesFooDB
Origanum vulgareFooDB
Origanum X majoricumFooDB
OryctolagusFooDB
Oryza rufipogonFooDB
Oryza sativaFooDB
Ovis ariesFooDB
Pachyrhizus erosusFooDB
Panax ginsengFooDB
Pangium eduleFooDB
Panicum miliaceumFooDB
Papaver bracteatumKNApSAcK Database
Papaver rhoeasKNApSAcK Database
Papaver somniferumKNApSAcK Database
Passiflora edulisFooDB
Pastinaca sativaFooDB
Pediomelum esculentumFooDB
Pelecyphora aselliformisKNApSAcK Database
Pereskia corrugataKNApSAcK Database
Pereskia tamicanaKNApSAcK Database
Pereskiopsis scandensKNApSAcK Database
Perideridia oreganaFooDB
Periplaneta americanaLOTUS Database
Persea americanaKNApSAcK Database
Petasites japonicusFooDB
Petroselinum crispumFooDB
Phaseolus coccineusFooDB
Phaseolus lunatusFooDB
Phaseolus vulgarisKNApSAcK Database
PhasianidaeFooDB
Phasianus colchicusFooDB
Phellodendron chinensisKNApSAcK Database
Philodendron glazioviiLOTUS Database
Phoenix dactyliferaFooDB
Photinia melanocarpaFooDB
Phyllostachys edulisFooDB
PhysalisFooDB
Physalis philadelphica var. immaculataFooDB
Phytolacca americanaFooDB
Pimenta dioicaFooDB
Pimpinella anisumFooDB
PinusFooDB
Pinus edulisFooDB
Piper nigrum L.FooDB
Pistacia veraFooDB
Pisum sativumKNApSAcK Database
Plantago majorKNApSAcK Database
Pleurotus ostreatusFooDB
Polygonum alpinumFooDB
Portulaca grandifloraKNApSAcK Database
Portulaca oleraceaFooDB
Pouteria sapotaFooDB
Prunus armeniacaFooDB
Prunus aviumFooDB
Prunus avium L.FooDB
Prunus cerasusFooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
Prunus persica var. persicaFooDB
Prunus tomentosaFooDB
Prunus virginianaFooDB
Psidium cattleianumFooDB
Psidium guajavaFooDB
Psophocarpus tetragonolobusFooDB
Psychotria burucanaKNApSAcK Database
Psychotria ipecacuanhaKNApSAcK Database
Psychotria klugiiKNApSAcK Database
Pterocereus gaumeri-
Punica granatumFooDB
Pyrus communisFooDB
Pyrus pyrifoliaFooDB
QuercusFooDB
Raphanus sativusFooDB
Raphanus sativus var. longipinnatusFooDB
Raphanus sativus var. sativusFooDB
Rheum rhabarbarumFooDB
Ribes aureumFooDB
Ribes glandulosumFooDB
Ribes nigrumFooDB
Ribes rubrumFooDB
Ribes uva-crispaFooDB
Romneya coulteriKNApSAcK Database
RosaFooDB
Rubus arcticusFooDB
Rubus chamaemorusFooDB
Rubus idaeusFooDB
Rubus occidentalisFooDB
Rubus spectabilisFooDB
RumexFooDB
Rumex acetosaFooDB
Rumex articusFooDB
Sagittaria latifoliaFooDB
Salix pulchraFooDB
Salvia elegansFooDB
Salvia hispanicaFooDB
Salvia officinalisFooDB
Salvia rosmarinusFooDB
Sambucus nigraFooDB
Sambucus nigra L.FooDB
Satureja hortensis L.FooDB
Satureja montanaFooDB
Scorzonera hispanicaFooDB
Secale cerealeFooDB
Sechium eduleFooDB
Senegalia berlandieriLOTUS Database
Sesamum indicumFooDB
Sesbania bispinosaFooDB
Sinapis albaFooDB
SisymbriumFooDB
Solanum esculentumKNApSAcK Database
Solanum lycopersicumFooDB
Solanum lycopersicum L.KNApSAcK Database
Solanum lycopersicum var. cerasiformeFooDB
Solanum lycopersicum var. lycopersicumFooDB
Solanum melanogenaKNApSAcK Database
Solanum melongenaFooDB
Solanum quitoenseFooDB
Solanum tuberosumFooDB
Solanum tuberosum L.KNApSAcK Database
Sorbus aucupariaFooDB
Sorghum bicolorFooDB
Spinacia oleraceaKNApSAcK Database
Stenocereus beneckeiKNApSAcK Database
Stenocereus erucaKNApSAcK Database
Stenocereus stellatusKNApSAcK Database
Stenocereus treleaseiKNApSAcK Database
Stephania hernandifoliaKNApSAcK Database
Stephania tetrandraKNApSAcK Database
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Syzygium aromaticumFooDB
Syzygium cuminiFooDB
Syzygium jambosFooDB
Tamarindus indicaFooDB
Taraxacum officinaleFooDB
Tenebrio molitorLOTUS Database
Tetragonia tetragonioidesFooDB
Thalictrum flavumKNApSAcK Database
ThelespermaFooDB
Theobroma cacaoKNApSAcK Database
Thymus pulegioidesFooDB
Thymus vulgarisFooDB
Tilia cordataFooDB
Tilia L.FooDB
Tinospora cordifoliaKNApSAcK Database
Tragopogon porrifoliusFooDB
Trichocereus pachanoiKNApSAcK Database
Trichocereus peruvianusKNApSAcK Database
Trichocereus spachianusKNApSAcK Database
Trichocereus strigosusKNApSAcK Database
Trigonella foenum-graecumFooDB
TriticumFooDB
Triticum aestivumFooDB
Triticum durumFooDB
Triticum speltaFooDB
Triticum turanicumFooDB
Typha angustifoliaFooDB
VacciniumFooDB
Vaccinium angustifoliumFooDB
Vaccinium angustifolium X Vaccinium corymbosumFooDB
Vaccinium arboreumFooDB
Vaccinium corymbosumFooDB
Vaccinium deliciosumFooDB
Vaccinium elliottiiFooDB
Vaccinium macrocarponFooDB
Vaccinium myrtilloidesFooDB
Vaccinium myrtillusFooDB
Vaccinium ovalifoliumFooDB
Vaccinium ovatumFooDB
Vaccinium oxycoccosFooDB
Vaccinium parvifoliumFooDB
Vaccinium reticulatumFooDB
Vaccinium stamineumFooDB
Vaccinium uliginosumFooDB
Vaccinium vitis-idaeaFooDB
Vachellia rigidulaLOTUS Database
Valerianella locustaFooDB
VanillaFooDB
Verbena officinalisFooDB
Viburnum eduleFooDB
Vicia fabaKNApSAcK Database
Vigna aconitifoliaFooDB
Vigna angularisFooDB
Vigna mungoFooDB
Vigna radiataFooDB
Vigna umbellataFooDB
Vigna unguiculataFooDB
Vigna unguiculata ssp. cylindricaFooDB
Vigna unguiculata ssp. unguiculataFooDB
Vigna unguiculata var. sesquipedalisFooDB
VitisFooDB
Vitis aestivalisFooDB
Vitis labruscaFooDB
Vitis rotundifoliaFooDB
Vitis vinifera L.FooDB
Xanthosoma sagittifoliumFooDB
Xylopia parvifloraKNApSAcK Database
Zea mays L.FooDB
Zingiber officinaleFooDB
ZizaniaFooDB
Zizania aquaticaFooDB
Ziziphus zizyphusFooDB
Zizyphus jujuba var. spinosaKNApSAcK Database
Species Where Detected
Species NameSourceReference
Homo sapiens (Urine)KNApSAcK Database
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
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point128 °CNot Available
Boiling Point216.26 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility535 mg/mLNot Available
LogP-0.98Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility7.43 g/LALOGPS
logP-0.4ALOGPS
logP0.03ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)10.01ChemAxon
pKa (Strongest Basic)9.27ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area66.48 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.25 m³·mol⁻¹ChemAxon
Polarizability16.21 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000073
DrugBank IDDB00988
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012163
KNApSAcK IDC00001408
Chemspider ID661
KEGG Compound IDC03758
BioCyc IDDOPAMINE
BiGG ID42467
Wikipedia LinkDopamine
METLIN ID64
PubChem Compound681
PDB IDNot Available
ChEBI ID18243
Good Scents IDrw1696771
References
General References
  1. Raw I, Schmidt BJ, Merzel J: Catecholamines and congenital pain insensitivity. Braz J Med Biol Res. 1984;17(3-4):271-9. [PubMed:6085021 ]
  2. Goldstein DS, Eisenhofer G, Kopin IJ: Sources and significance of plasma levels of catechols and their metabolites in humans. J Pharmacol Exp Ther. 2003 Jun;305(3):800-11. Epub 2003 Mar 20. [PubMed:12649306 ]
  3. Engelborghs S, Marescau B, De Deyn PP: Amino acids and biogenic amines in cerebrospinal fluid of patients with Parkinson's disease. Neurochem Res. 2003 Aug;28(8):1145-50. [PubMed:12834252 ]
  4. Raskind MA, Peskind ER, Holmes C, Goldstein DS: Patterns of cerebrospinal fluid catechols support increased central noradrenergic responsiveness in aging and Alzheimer's disease. Biol Psychiatry. 1999 Sep 15;46(6):756-65. [PubMed:10494443 ]
  5. Mannelli M, Ianni L, Lazzeri C, Castellani W, Pupilli C, La Villa G, Barletta G, Serio M, Franchi F: In vivo evidence that endogenous dopamine modulates sympathetic activity in man. Hypertension. 1999 Sep;34(3):398-402. [PubMed:10489384 ]
  6. Jiang H, Betancourt L, Smith RG: Ghrelin amplifies dopamine signaling by cross talk involving formation of growth hormone secretagogue receptor/dopamine receptor subtype 1 heterodimers. Mol Endocrinol. 2006 Aug;20(8):1772-85. Epub 2006 Apr 6. [PubMed:16601073 ]
  7. Brody AL, Mandelkern MA, Olmstead RE, Scheibal D, Hahn E, Shiraga S, Zamora-Paja E, Farahi J, Saxena S, London ED, McCracken JT: Gene variants of brain dopamine pathways and smoking-induced dopamine release in the ventral caudate/nucleus accumbens. Arch Gen Psychiatry. 2006 Jul;63(7):808-16. [PubMed:16818870 ]
  8. Bauman A: Unilateral adrenal catecholamine excess. Pheochromocytoma or possible sporadic medullary hyperplasia. Arch Intern Med. 1982 Feb;142(2):377-8. [PubMed:7059264 ]
  9. King BM: The rise, fall, and resurrection of the ventromedial hypothalamus in the regulation of feeding behavior and body weight. Physiol Behav. 2006 Feb 28;87(2):221-44. Epub 2006 Jan 18. [PubMed:16412483 ]
  10. Cucchi ML, Frattini P, Santagostino G, Preda S, Orecchia G: Catecholamines increase in the urine of non-segmental vitiligo especially during its active phase. Pigment Cell Res. 2003 Apr;16(2):111-6. [PubMed:12622787 ]
  11. Sjoberg S, Eriksson M, Nordin C: L-thyroxine treatment and neurotransmitter levels in the cerebrospinal fluid of hypothyroid patients: a pilot study. Eur J Endocrinol. 1998 Nov;139(5):493-7. [PubMed:9849813 ]
  12. Kobayashi K, Yasuhara T, Agari T, Muraoka K, Kameda M, Ji Yuan W, Hayase H, Matsui T, Miyoshi Y, Shingo T, Date I: Control of dopamine-secretion by Tet-Off system in an in vivo model of parkinsonian rat. Brain Res. 2006 Aug 2;1102(1):1-11. Epub 2006 Jun 27. [PubMed:16806124 ]
  13. Schenarts PJ, Sagraves SG, Bard MR, Toschlog EA, Goettler CE, Newell MA, Rotondo MF: Low-dose dopamine: a physiologically based review. Curr Surg. 2006 May-Jun;63(3):219-25. [PubMed:16757377 ]
  14. Piazza O, Zito G, Valente A, Tufano R: Effects of dopamine infusion on forearm blood flow in critical patients. Med Sci Monit. 2006 Feb;12(2):CR90-3. Epub 2006 Jan 26. [PubMed:16449954 ]
  15. Wang HY, Xiao Y, Han J, Chang XS: Simultaneous determination of dopamine and carvedilol in human serum and urine by first-order derivative fluorometry. Anal Sci. 2005 Nov;21(11):1281-5. [PubMed:16317894 ]
  16. Elchisak MA, Carlson JH: Assay of free and conjugated catecholamines by high-performance liquid chromatography with electrochemical detection. J Chromatogr. 1982 Dec 10;233:79-88. [PubMed:7161364 ]
  17. Eklundh T, Eriksson M, Sjoberg S, Nordin C: Monoamine precursors, transmitters and metabolites in cerebrospinal fluid: a prospective study in healthy male subjects. J Psychiatr Res. 1996 May-Jun;30(3):201-8. [PubMed:8884658 ]
  18. Kopieniak M, Wieczorkiewicz-Plaza A, Maciejewski R: Dopamine activity changes in cerebral cortex in the course of experimental acute pancreatitis. Ann Univ Mariae Curie Sklodowska Med. 2004;59(1):382-6. [PubMed:16146016 ]
  19. Nikolelis DP, Drivelos DA, Simantiraki MG, Koinis S: An optical spot test for the detection of dopamine in human urine using stabilized in air lipid films. Anal Chem. 2004 Apr 15;76(8):2174-80. [PubMed:15080725 ]
  20. Eisenhofer G, Aneman A, Friberg P, Hooper D, Fandriks L, Lonroth H, Hunyady B, Mezey E: Substantial production of dopamine in the human gastrointestinal tract. J Clin Endocrinol Metab. 1997 Nov;82(11):3864-71. [PubMed:9360553 ]
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