| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:19:18 UTC |
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| Update Date | 2020-06-04 18:58:57 UTC |
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| BMDB ID | BMDB0000073 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Dopamine |
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| Description | Dopamine, 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 exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. Dopamine exists in all living organisms, ranging from bacteria to humans. Dopamine participates in a number of enzymatic reactions, within cattle. In particular, Dopamine can be converted into dopamine; which is catalyzed by the enzyme D(1a) dopamine receptor. In addition, Dopamine can be converted into dopamine through its interaction with the enzyme D(1a) dopamine receptor. In cattle, dopamine is involved in the metabolic pathway called the dopamine activation OF neurological reward system pathway. Dopamine is a potentially toxic compound. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 2-(3,4-Dihydroxyphenyl)ethylamine | ChEBI | | 3,4-Dihydroxyphenethylamine | ChEBI | | 3-Hydroxytyramine | ChEBI | | 4-(2-Aminoethyl)-1,2-benzenediol | ChEBI | | 4-(2-Aminoethyl)benzene-1,2-diol | ChEBI | | 4-(2-Aminoethyl)catechol | ChEBI | | 4-(2-Aminoethyl)pyrocatechol | ChEBI | | Deoxyepinephrine | ChEBI | | Dopamina | ChEBI | | Dopaminum | ChEBI | | Hydroxytyramin | ChEBI | | Medopa | Kegg | | 3,4-Dihydroxyphenylethylamine | HMDB | | 4-(2-Aminoethyl)-pyrocatechol | HMDB | | a-(3,4-Dihydroxyphenyl)-b-aminoethane | HMDB | | alpha-(3,4-Dihydroxyphenyl)-beta-aminoethane | HMDB | | Dopamin | HMDB | | Dopastat | HMDB | | Dophamine | HMDB | | Dynatra | HMDB | | Hydroxytyramine | HMDB | | Intropin | HMDB | | Oxytyramine | HMDB | | Revivan | HMDB | | 3,4 Dihydroxyphenethylamine | HMDB | | Hydrochloride, dopamine | HMDB | | Dopamine hydrochloride | HMDB |
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| Chemical Formula | C8H11NO2 |
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| Average Molecular Weight | 153.1784 |
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| Monoisotopic Molecular Weight | 153.078978601 |
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| IUPAC Name | 4-(2-aminoethyl)benzene-1,2-diol |
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| Traditional Name | dopamine |
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| CAS Registry Number | 62-31-7 |
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| SMILES | NCCC1=CC(O)=C(O)C=C1 |
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| 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 |
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| InChI Key | VYFYYTLLBUKUHU-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| 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. |
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| Kingdom | Organic compounds |
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| Super Class | Benzenoids |
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| Class | Phenols |
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| Sub Class | Benzenediols |
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| Direct Parent | Catecholamines and derivatives |
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| Alternative Parents | |
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| 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
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| Molecular Framework | Aromatic homomonocyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Detected and Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | 128 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 535 mg/mL | Not Available | | LogP | -0.98 | HANSCH,C ET AL. (1995) |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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| Biological Properties |
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| Cellular Locations | |
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| Biospecimen Locations | - Adipose Tissue
- Adrenal Cortex
- Adrenal Gland
- Adrenal Medulla
- Bladder
- Brain
- Epidermis
- Fibroblasts
- Kidney
- Liver
- Milk
- Neuron
- Pancreas
- Placenta
- Platelet
- Skeletal Muscle
- Spleen
- Testis
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| Pathways | |
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| Normal Concentrations |
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| Adipose Tissue | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Adrenal Cortex | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Adrenal Gland | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Adrenal Medulla | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Bladder | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Brain | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Epidermis | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Fibroblasts | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Kidney | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Liver | Detected and Quantified | 2 +/- 2 nmol/g of tissue | Not Specified | Not Specified | Normal | | details | | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Neuron | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Pancreas | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Placenta | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Platelet | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Skeletal Muscle | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Spleen | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Testis | Expected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details |
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| Abnormal Concentrations |
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| Not Available |
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| External Links |
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| HMDB ID | HMDB0000073 |
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| DrugBank ID | DB00988 |
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| Phenol Explorer Compound ID | Not Available |
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| FooDB ID | FDB012163 |
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| KNApSAcK ID | C00001408 |
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| Chemspider ID | 661 |
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| KEGG Compound ID | C03758 |
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| BioCyc ID | DOPAMINE |
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| BiGG ID | 42467 |
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| Wikipedia Link | Dopamine |
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| METLIN ID | 64 |
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| PubChem Compound | 681 |
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| PDB ID | Not Available |
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| ChEBI ID | 18243 |
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| References |
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| Synthesis Reference | Klaus Schoellkopf, Rudolf Albrecht, Manfred Lehmann, Gertrud Schroeder, "Novel dopamine derivatives, processes for their preparation, and their use as medicinal agents." U.S. Patent US4958026, issued February, 1972. |
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| Material Safety Data Sheet (MSDS) | Not Available |
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| General References | - Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. [PubMed:28342601 ]
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