<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4354</id>
  <title>T3D4300</title>
  <common-name>Dopamine</common-name>
  <description>One of the catecholamine neurotransmitters in the brain.  It is derived from tyrosine and is the precursor to norepinephrine and epinephrine. Dopamine is a major transmitter in the extrapyramidal system of the brain, and important in regulating movement. A family of receptors (receptors, dopamine) mediate its action. [PubChem]</description>
  <cas>51-61-6</cas>
  <pubchem-id>681</pubchem-id>
  <chemical-formula>C8H11NO2</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>128°C</melting-point>
  <boiling-point>227°C at 2.30E+01 mm Hg</boiling-point>
  <density nil="true"/>
  <solubility>600 g/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Dopamine is rapidly absorbed from the small intestine.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Dopamine is a precursor to norepinephrine in noradrenergic nerves and is also a neurotransmitter in certain areas of the central nervous system. Dopamine produces positive chronotropic and inotropic effects on the myocardium, resulting in increased heart rate and cardiac contractility. This is accomplished directly by exerting an agonist action on beta-adrenoceptors and indirectly by causing release of norepinephrine from storage sites in sympathetic nerve endings. In the brain, dopamine actas as an agonist to the five dopamine receptor subtypes (D!, D2, D3, D4, D5).</mechanism-of-toxicity>
  <metabolism>Biotransformation of dopamine proceeds rapidly to yield the principal excretion products, 3-4-dihydroxy-phenylacetic acid (DOPAC) and 3-methoxy-4-hydroxy-phenylacetic acid (homovanillic acid, HVA).Route of Elimination: It has been reported that about 80% of the drug is excreted in the urine within 24 hours, primarily as HVA and its sulfate and glucuronide conjugates and as 3,4-dihydroxyphenylacetic acid.A very small portion is excreted unchanged.Half Life: 2 minutes</metabolism>
  <toxicity>LD&lt;sub&gt;50&lt;/sub&gt; oral mice = 1460 mg/kg, LD&lt;sub&gt;50&lt;/sub&gt; oral rats = 1780 mg/kg</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>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</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Chronically high levels of dopamine are associated with at least 2 inborn errors of metabolism including: Aromatic L-Amino acid Decarboxylase Deficiency and Norepinephrine deficiency.</health-effects>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:17:08Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:55:05Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Dopamine</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C03758</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>18243</chebi-id>
  <biocyc-id>DOPAMINE</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00988</drugbank-id>
  <pdb-id>LDP</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>NCCC1=CC(O)=C(O)C=C1</moldb-smiles>
  <moldb-formula>C8H11NO2</moldb-formula>
  <moldb-inchi>InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2</moldb-inchi>
  <moldb-inchikey>VYFYYTLLBUKUHU-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">153.1784</moldb-average-mass>
  <moldb-mono-mass type="decimal">153.078978601</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>-0.98</logp>
  <hmdb-id>HMDB00073</hmdb-id>
  <chembl-id>CHEMBL59</chembl-id>
  <chemspider-id>661</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Klaus Schoellkopf, Rudolf Albrecht, Manfred Lehmann, Gertrud Schroeder, &amp;#8220;Novel dopamine derivatives, processes for their preparation, and their use as medicinal agents.&amp;#8221; U.S. Patent US4958026, issued February, 1972.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003260</chemdb-id>
  <dsstox-id>DTXSID6022420</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00000608</susdat-id>
  <iupac>4-(2-aminoethyl)benzene-1,2-diol</iupac>
  <moldb-polar-surface-area>66.48</moldb-polar-surface-area>
  <moldb-refractivity>43.248200000000004</moldb-refractivity>
  <moldb-polarizability>16.210926868007363</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>3</moldb-acceptor-count>
  <moldb-donor-count>3</moldb-donor-count>
  <moldb-pka-strongest-acidic>10.007776384659529</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>9.271456202535882</moldb-pka-strongest-basic>
  <moldb-physiological-charge>1</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>-0.40</moldb-alogps-logp>
  <moldb-alogps-logs>-1.31</moldb-alogps-logs>
  <moldb-alogps-solubility>7.43e+00 g/l</moldb-alogps-solubility>
</compound>
