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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2020-06-04 20:07:34 UTC
Update Date2020-06-04 20:32:59 UTC
HMDB IDHMDB0240655
Secondary Accession NumbersNone
Metabolite Identification
Common Nameo-Cresol sulfate
Descriptiono-Cresol sulfate, also known as o-tolyl sulfate or 2-methylphenyl hydrogen sulfate, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. o-Cresol sulfate is a uremic toxin (PMID: 30087103 ).
Structure
Data?1591302778
Synonyms
ValueSource
(2-Methylphenyl) sulfateChEBI
o-Cresol sulfateChEBI
o-Cresolsulfuric acidChEBI
o-Methylphenyl sulfateChEBI
Sulfuric acid, mono-o-tolyl esterChEBI
(2-Methylphenyl) sulfuric acidGenerator
(2-Methylphenyl) sulphateGenerator
(2-Methylphenyl) sulphuric acidGenerator
o-Cresol sulfuric acidGenerator
o-Cresol sulphateGenerator
o-Cresol sulphuric acidGenerator
o-CresolsulfateGenerator
o-CresolsulphateGenerator
o-Cresolsulphuric acidGenerator
o-Methylphenyl sulfuric acidGenerator
o-Methylphenyl sulphateGenerator
o-Methylphenyl sulphuric acidGenerator
Sulfate, mono-o-tolyl esterGenerator
Sulphate, mono-o-tolyl esterGenerator
Sulphuric acid, mono-o-tolyl esterGenerator
o-Tolyl sulfuric acidGenerator
o-Tolyl sulphateGenerator
o-Tolyl sulphuric acidGenerator
o-Tolyl sulfateChEBI
2-Methylphenyl hydrogen sulfateHMDB
2-Methylphenyl hydrogen sulphateHMDB
Chemical FormulaC7H8O4S
Average Molecular Weight188.2
Monoisotopic Molecular Weight188.014329912
IUPAC Name(2-methylphenyl)oxidanesulfonic acid
Traditional Name(2-methylphenyl)oxidanesulfonic acid
CAS Registry Number3233-56-5
SMILES
CC1=C(OS(O)(=O)=O)C=CC=C1
InChI Identifier
InChI=1S/C7H8O4S/c1-6-4-2-3-5-7(6)11-12(8,9)10/h2-5H,1H3,(H,8,9,10)
InChI KeyCYGSXDXRHXMAOV-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
  • Phenoxy compound
  • Toluene
  • Benzenoid
  • Sulfuric acid ester
  • Sulfate-ester
  • Sulfuric acid monoester
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Role

Indirect biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.59ALOGPS
logP1.71ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)-2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.07 m³·mol⁻¹ChemAxon
Polarizability16.9 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Not Available
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9790277
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11615528
PDB IDNot Available
ChEBI ID133089
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Mair RD, Sirich TL, Plummer NS, Meyer TW: Characteristics of Colon-Derived Uremic Solutes. Clin J Am Soc Nephrol. 2018 Sep 7;13(9):1398-1404. doi: 10.2215/CJN.03150318. Epub 2018 Aug 7. [PubMed:30087103 ]