Tyramine-O-sulfate (CHEM036091)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 07:13:59 UTC
Update Date2016-11-09 01:21:26 UTC
Accession NumberCHEM036091
Identification
Common NameTyramine-O-sulfate
ClassSmall Molecule
DescriptionAn aryl sulfate that is tyramine in which the phenolic hydrogen at position 4 has been replaced by a sulfo group.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
[4-(2-Aminoethyl)phenyl]oxidanesulfonic acidChEBI
Tyramine O-sulfateChEBI
Tyramine O-sulphateChEBI
Tyramine sulphateChEBI
[4-(2-Aminoethyl)phenyl]oxidanesulfonateGenerator
[4-(2-Aminoethyl)phenyl]oxidanesulphonateGenerator
[4-(2-Aminoethyl)phenyl]oxidanesulphonic acidGenerator
Tyramine O-sulfuric acidGenerator
Tyramine O-sulphuric acidGenerator
Tyramine sulfateGenerator
Tyramine sulfuric acidGenerator
Tyramine sulphuric acidGenerator
Tyramine-O-sulfuric acidGenerator
Tyramine-O-sulphateGenerator
Tyramine-O-sulphuric acidGenerator
4-(2-Aminoethyl)-phenol(hydrogen sulfate)HMDB
4-(2-Aminoethyl)-phenol(hydrogen sulphate)HMDB
Chemical FormulaC8H11NO4S
Average Molecular Mass217.242 g/mol
Monoisotopic Mass217.041 g/mol
CAS Registry Number30223-92-8
IUPAC Name[4-(2-aminoethyl)phenyl]oxidanesulfonic acid
Traditional Nametyramine O-sulfate
SMILESNCCC1=CC=C(OS(O)(=O)=O)C=C1
InChI IdentifierInChI=1S/C8H11NO4S/c9-6-5-7-1-3-8(4-2-7)13-14(10,11)12/h1-4H,5-6,9H2,(H,10,11,12)
InChI KeyDYDUXGMDSXJQFT-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
  • Aralkylamine
  • Monocyclic benzene moiety
  • Sulfuric acid monoester
  • Sulfate-ester
  • Sulfuric acid ester
  • Benzenoid
  • Amine
  • Primary amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.63 g/LALOGPS
logP-1.2ALOGPS
logP-0.4ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)-1.9ChemAxon
pKa (Strongest Basic)9.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area89.62 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity51.26 m³·mol⁻¹ChemAxon
Polarizability20.62 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-8910000000-0508da81ac2d53818813Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uxr-0090000000-f0b3004245cbe1fca7e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ul0-0940000000-aa333168099546e9dde4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0w2c-9500000000-3f927cf16f36c3f8bfdeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0190000000-fd94c0123564db9751caSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0920000000-9a06309bb36aaaf77517Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-067r-5900000000-918547482e42668f27dfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gb9-0090000000-c337b2b144edeb2efb5fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0v4i-1980000000-8c0134b16c6d56b004f5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9800000000-97c985686055a7e9b22dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-12b8b9d284825716ef7dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9030000000-7d1a090b30a5584ca865Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000t-9000000000-d23271dea5bd20abb595Spectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT002212
HMDB IDHMDB0006409
FooDB IDFDB023914
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG ID2320878
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID134849
ChEBI ID133530
PubChem Compound ID153005
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10737611
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=2175186
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22298406
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=3051071
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=4441371
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=8432957
7. Steinberg JL, Orsulak PJ, Raese JD, Gregory RR, Zielinski MH, Wittman PD: Effects of tricyclic antidepressant treatment on tyramine-O-sulfate excretion in depressed patients. J Affect Disord. 1993 Jan;27(1):29-34.
8. Liu MC, Yu S, Suiko M: Tyramine-O-sulfate, in addition to tyrosine-O-sulfate, is produced and secreted by HepG2 human hepatoma cells, but not by 3Y1 rat embryo fibroblasts. Biochem Int. 1990 Aug;21(5):815-21.