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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2006-08-06 10:01:54 UTC
Update Date2018-05-19 22:21:17 UTC
HMDB IDHMDB0003332
Secondary Accession Numbers
  • HMDB0001985
  • HMDB01985
  • HMDB03332
Metabolite Identification
Common Name3-Methoxy-4-Hydroxyphenylglycol sulfate
Description3-Methoxy-4-hydroxyphenylglycol sulfate, also known as 4-hydroxy-3-methoxyphenylglycol sulfate or MHPG-so4, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 3-Methoxy-4-hydroxyphenylglycol sulfate is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). 3-Methoxy-4-hydroxyphenylglycol sulfate has been found in human brain, liver and kidney tissues, and has also been detected in multiple biofluids, such as urine, blood, and cerebrospinal fluid. Within the cell, 3-methoxy-4-hydroxyphenylglycol sulfate is primarily located in the cytoplasm.
Structure
Thumb
Synonyms
ValueSource
(3-Methoxy-4-sulfonyloxyphenyl)glycolHMDB
3-Methoxy-4-hydroxyphenyl glycol sulfateHMDB
4-Hydroxy-3-methoxyphenylglycol sulfateHMDB
4-Hydroxy-3-methoxyphenylglycol sulphateHMDB
MHPG-SulfateHMDB
MHPG-SulphateHMDB
MHPG-SO4MeSH
3-Methoxy-4-hydroxyphenylglycol sulfate conjugateMeSH
4-Hydroxy-3-methoxyphenylethylene glycol 4-sulfateMeSH
3-Methoxy-4--hydroxyphenylethyleneglycol sulfateMeSH
Chemical FormulaC9H12O7S
Average Molecular Weight264.252
Monoisotopic Molecular Weight264.030373428
IUPAC Name[2-hydroxy-1-(4-hydroxy-3-methoxyphenyl)ethoxy]sulfonic acid
Traditional Namemhpg-sulfate
CAS Registry Number71324-20-4
SMILES
COC1=C(O)C=CC(=C1)C(CO)OS(O)(=O)=O
InChI Identifier
InChI=1S/C9H12O7S/c1-15-8-4-6(2-3-7(8)11)9(5-10)16-17(12,13)14/h2-4,9-11H,5H2,1H3,(H,12,13,14)
InChI KeySBKADJXSGGTEPN-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Sulfuric acid ester
  • Alkyl sulfate
  • Sulfate-ester
  • Sulfuric acid monoester
  • Organic sulfuric acid or derivatives
  • Ether
  • Primary alcohol
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • 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 Solubility4.33 g/LALOGPS
logP-1.2ALOGPS
logP-1.7ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)-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
Polarizability23.99 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, Positivesplash10-0f8i-1980000000-41223f193dcf8e191a75View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-074u-6029000000-d8acb433815a97003644View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-03di-0290000000-7901e0596340205d77cdView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-0002-0900000000-2b388bbafdea091e86c2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-00di-1900000000-7d2a316671cc82628c3dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0190000000-1efc277906919883cdd3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-1970000000-f28c27b0466ab1a9b221View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dj-5910000000-5e025064b9d7becbb913View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0090000000-11901828604d65264061View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02h9-0920000000-7bb356eec83ec41f3a66View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aw9-4900000000-48e35fa58094c5561c24View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Urine
Tissue Location
  • Brain
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.09 +/- 0.024 uMAdult (>18 years old)MaleNormal
    • Geigy Scientific ...
details
Cerebrospinal Fluid (CSF)Detected and Quantified0.0912 +/- 0.0307 uMAdult (>18 years old)Not SpecifiedNormal details
UrineDetected and Quantified0.19 +/- 0.019 umol/mmol creatinineAdult (>18 years old)MaleNormal details
UrineDetected and Quantified0.15 +/- 0.015 umol/mmol creatinineAdult (>18 years old)FemaleNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023144
KNApSAcK IDNot Available
Chemspider ID2299668
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6889
PubChem Compound3035420
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available