Showing metabocard for Dopamine 3-O-sulfate (BMDB0006275)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:21:08 UTC
Update Date2020-05-11 20:24:39 UTC
BMDB IDBMDB0006275
Secondary Accession Numbers
  • BMDB06275
Metabolite Identification
Common NameDopamine 3-O-sulfate
DescriptionDopamine 3-O-sulfate, also known as dopamine 3-monosulphate, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Based on a literature review a significant number of articles have been published on Dopamine 3-O-sulfate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-(2-Aminoethyl)-1,2-benzenediol 2-(hydrogen sulfate)ChEBI
[5-(2-Aminoethyl)-2-hydroxyphenyl]oxidanesulfonic acidChEBI
Dopamine 3-monosulfateChEBI
Dopamine 3-sulfateChEBI
4-(2-Aminoethyl)-1,2-benzenediol 2-(hydrogen sulfuric acid)Generator
4-(2-Aminoethyl)-1,2-benzenediol 2-(hydrogen sulphate)Generator
4-(2-Aminoethyl)-1,2-benzenediol 2-(hydrogen sulphuric acid)Generator
[5-(2-Aminoethyl)-2-hydroxyphenyl]oxidanesulfonateGenerator
[5-(2-Aminoethyl)-2-hydroxyphenyl]oxidanesulphonateGenerator
[5-(2-Aminoethyl)-2-hydroxyphenyl]oxidanesulphonic acidGenerator
Dopamine 3-monosulfuric acidGenerator
Dopamine 3-monosulphateGenerator
Dopamine 3-monosulphuric acidGenerator
Dopamine 3-sulfuric acidGenerator
Dopamine 3-sulphateGenerator
Dopamine 3-sulphuric acidGenerator
Dopamine 3-O-sulfuric acidGenerator
Dopamine 3-O-sulphateGenerator
Dopamine 3-O-sulphuric acidGenerator
Chemical FormulaC8H11NO5S
Average Molecular Weight233.242
Monoisotopic Molecular Weight233.035793157
IUPAC Name[5-(2-aminoethyl)-2-hydroxyphenyl]oxidanesulfonic acid
Traditional Namedopamine 3-O-sulfate
CAS Registry Number51317-41-0
SMILES
NCCC1=CC(OS(O)(=O)=O)=C(O)C=C1
InChI Identifier
InChI=1S/C8H11NO5S/c9-4-3-6-1-2-7(10)8(5-6)14-15(11,12)13/h1-2,5,10H,3-4,9H2,(H,11,12,13)
InChI KeyNZKRYJGNYPYXJZ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic sulfuric acids and derivatives
Sub ClassArylsulfates
Direct ParentPhenylsulfates
Alternative Parents
Substituents
  • Phenylsulfate
  • Phenethylamine
  • Phenoxy compound
  • 2-arylethylamine
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Monocyclic benzene moiety
  • Sulfuric acid monoester
  • Sulfate-ester
  • Sulfuric acid ester
  • Benzenoid
  • Primary amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Amine
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point268 - 270 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.2ALOGPS
logP-0.054ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)-2.1ChemAxon
pKa (Strongest Basic)9.69ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area109.85 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity53.24 m³·mol⁻¹ChemAxon
Polarizability21.2 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
KidneyExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
LiverExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0006275
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023872
KNApSAcK IDNot Available
Chemspider ID108936
KEGG Compound IDC13690
BioCyc IDCPD-7649
BiGG ID2320809
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound122136
PDB IDNot Available
ChEBI ID37946
References
Synthesis ReferenceOsikowska, Barbara A.; Idle, J. R.; Swinbourne, F. J.; Sever, P. S. Unequivocal synthesis and characterization of dopamine 3- and 4-O-sulfates. Biochemical Pharmacology (1982), 31(13), 2279-84.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available