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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2006-05-22 14:17:32 UTC
Update Date2019-07-23 05:45:15 UTC
HMDB IDHMDB0002028
Secondary Accession Numbers
  • HMDB02028
Metabolite Identification
Common NameDOPA sulfate
DescriptionIncreases in plasma dopamine sulfate and urinary dopamine suggest that dopamine sulfate may be generated via DOPA sulfate and urinary dopamine may originate from circulating DOPA. DOPA sulfate may be an alternative source of dopamine sulfate. Urinary dopamine progressively increased in the course of metyrosine treatment, and this, along with the increase of the dopamine metabolite, dihydroxyphenylethanol, and plasma dopamine sulfate, occurred in the absence of any change in plasma dopamine.(PMID: 1969915 ).
Structure
Data?1563860715
Synonyms
ValueSource
DOPA sulfuric acidGenerator
DOPA sulphateGenerator
DOPA sulphuric acidGenerator
3,4-Dihydroxy-L-phenylalanine 3-O-sulfateHMDB
3,4-Dihydroxy-L-phenylalanine 3-O-sulphateHMDB
3-(3-SulfO-4-hydroxy-phenyl)-L-alanineHMDB
3-(Sulfooxy)-L-tyrosineHMDB
L-3,4-Dihydroxyphenylalanine sulfateHMDB
L-3,4-Dihydroxyphenylalanine sulphateHMDB
L-3-Hydroxytyrosine 3-sulfateHMDB
L-3-Hydroxytyrosine 3-sulphateHMDB
L-Dopa 3-O-sulfateHMDB
L-Dopa 3-O-sulphateHMDB
(2S)-2-Amino-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoateGenerator
(2S)-2-Amino-3-[4-hydroxy-3-(sulphooxy)phenyl]propanoateGenerator
(2S)-2-Amino-3-[4-hydroxy-3-(sulphooxy)phenyl]propanoic acidGenerator
Chemical FormulaC9H11NO7S
Average Molecular Weight277.251
Monoisotopic Molecular Weight277.025622401
IUPAC Name(2S)-2-amino-3-[4-hydroxy-3-(sulfooxy)phenyl]propanoic acid
Traditional Name3-(sulfooxy)-L-tyrosine
CAS Registry Number96253-55-3
SMILES
N[C@@H](CC1=CC(OS(O)(=O)=O)=C(O)C=C1)C(O)=O
InChI Identifier
InChI=1S/C9H11NO7S/c10-6(9(12)13)3-5-1-2-7(11)8(4-5)17-18(14,15)16/h1-2,4,6,11H,3,10H2,(H,12,13)(H,14,15,16)/t6-/m0/s1
InChI KeySWJDFMNJUOJVPA-LURJTMIESA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentTyrosine and derivatives
Alternative Parents
Substituents
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • 3-phenylpropanoic-acid
  • Phenylsulfate
  • Alpha-amino acid
  • Amphetamine or derivatives
  • Arylsulfate
  • L-alpha-amino acid
  • Phenoxy compound
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Monocyclic benzene moiety
  • Sulfuric acid monoester
  • Sulfate-ester
  • Sulfuric acid ester
  • Benzenoid
  • Organic sulfuric acid or derivatives
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Primary amine
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.73 g/LALOGPS
logP-1.9ALOGPS
logP-0.4ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)-2.2ChemAxon
pKa (Strongest Basic)9.37ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area147.15 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity59.07 m³·mol⁻¹ChemAxon
Polarizability24.11 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f8c-5690000000-a856b54d7bd7a3038c01JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-074l-4039200000-fe01cc2e4c0f244e9c56JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01si-0090000000-a4189fb487acef85a935JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f89-0590000000-a75893140082c95dd225JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ul0-6950000000-7f1172fc8641df9602caJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-866091a1a48401aca096JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004j-1940000000-374bd0822692b8e7cb7bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fl1-9800000000-1f1a0bb1e73bee889583JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot AvailableNormal
    details
    UrineExpected but not Quantified Not AvailableNot AvailableNormal
      details
      Abnormal Concentrations
      Not Available
      Associated Disorders and Diseases
      Disease ReferencesNone
      Associated OMIM IDsNone
      DrugBank IDNot Available
      Phenol Explorer Compound IDNot Available
      FoodDB IDFDB022806
      KNApSAcK IDNot Available
      Chemspider ID155641
      KEGG Compound IDNot Available
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      METLIN IDNot Available
      PubChem Compound178810
      PDB IDNot Available
      ChEBI IDNot Available
      Food Biomarker OntologyNot Available
      VMH IDNot Available
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General References
      1. Kuchel O, Buu NT, Edwards DJ: Alternative catecholamine pathways after tyrosine hydroxylase inhibition in malignant pheochromocytoma. J Lab Clin Med. 1990 Apr;115(4):449-53. [PubMed:1969915 ]
      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 ]