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Showing metabocard for 3-Methoxy-4-hydroxyphenylethyleneglycol sulfate (HMDB0000559)

IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2017-12-07 01:18:48 UTC
HMDB IDHMDB0000559
Secondary Accession Numbers
  • HMDB00559
Metabolite Identification
Common Name3-Methoxy-4-hydroxyphenylethyleneglycol sulfate
Description3-methoxy-4-hydroxyphenylethyleneglycol sulfate (MHPG-SO4) is the major metabolite of noradrenaline in serum. Chronic schizophrenics have lower serum levels than healthy individuals. Treatment of both groups with 7 daily 3-mg doses of Haloperidol caused similar decreases in MHPG-SO4 concentration. (PMID 7343757 ). In human urine, constitutes 44% of the total 3-methoxy-4-hydroxyphenylethylene glycol. (PMID 7379456 ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(3-Methoxy-4-hydroxyphenyl)ethylene glycol sulfateHMDB
(3-Methoxy-4-hydroxyphenyl)ethylene glycol sulphateHMDB
(3-Methoxy-4-hydroxyphenyl)glycol O-sulfateHMDB
(3-Methoxy-4-hydroxyphenyl)glycol O-sulphateHMDB
(3-Methoxy-4-hydroxyphenyl)glycol sulfate esterHMDB
(3-Methoxy-4-hydroxyphenyl)glycol sulphate esterHMDB
3-Methoxy-4-hydroxyphenylethyleneglycol sulphateHMDB
3-Methoxy-4-hydroxyphenylglycol 4-sulfateHMDB
3-Methoxy-4-hydroxyphenylglycol 4-sulphateHMDB
MOPEG sulfateHMDB
MOPEG sulphateHMDB
Chemical FormulaC9H12O7S
Average Molecular Weight264.252
Monoisotopic Molecular Weight264.030373428
IUPAC Name[4-(1,2-dihydroxyethyl)-2-methoxyphenyl]oxidanesulfonic acid
Traditional Namemopeg sulfate
CAS Registry Number3415-67-6
SMILES
COC1=C(OS(O)(=O)=O)C=CC(=C1)C(O)CO
InChI Identifier
InChI=1S/C9H12O7S/c1-15-9-4-6(7(11)5-10)2-3-8(9)16-17(12,13)14/h2-4,7,10-11H,5H2,1H3,(H,12,13,14)
InChI KeyWUFPNASKMLJSND-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylsulfates. These 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
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Sulfuric acid monoester
  • Sulfate-ester
  • Sulfuric acid ester
  • 1,2-diol
  • Secondary alcohol
  • Ether
  • Primary alcohol
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Aromatic alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

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 Solubility4.11 g/LALOGPS
logP-1.5ALOGPS
logP-2.3ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)-2.2ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area113.29 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity57.27 m³·mol⁻¹ChemAxon
Polarizability24.14 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f89-2790000000-7c3903505d875c849801View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0200-4129000000-7ccee38f4fc39858f4d6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0090000000-d64015fcc7dd0dfcf7c3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-0890000000-e8d58d2012b8901d1ab8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udr-7930000000-be29f6411b0949ccca7fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0090000000-9608dad0e094a41af4c3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uyi-1960000000-b564e86015565735c1dcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00yi-3900000000-0ea9a64da4cfad1e32a8View in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022119
KNApSAcK IDNot Available
Chemspider ID4039
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5543
PubChem Compound4183
PDB IDNot Available
ChEBI ID1091015
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Boobis AR, Murray S, Jones DH, Reid JL, Davies DS: Urinary conjugates of 4-hydroxy-3-methoxyphenylethylene glycol do not provide an index of brain amine turnover in man. Clin Sci (Lond). 1980 Apr;58(4):311-6. [PubMed:7379456 ]
  2. Hoaki Y, Nishikawa T, Ida Y, Kohno Y, Tanaka M: Effect of haloperidol administration on serum MHPG-SO4 levels in chronic schizophrenics. Kurume Med J. 1981;28(3):197-200. [PubMed:7343757 ]