Record Information
Version1.0
Creation date2011-09-21 01:38:07 UTC
Update date2019-11-26 03:21:27 UTC
Primary IDFDB028333
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namep-Cresol sulfate
Descriptionp-Cresol sulfate is a microbial metabolite that is found in urine and likely derives from secondary metabolism of p-cresol. It appears to be elevated in the urine of individuals with progressive multiple sclerosis (PMID: 10775436). p-Cresol sulfate is the major component of urinary MBPLM (myelin basic protein-like material). p-Cresol sulfate is a small protein-bound molecule that is poorly cleared with dialysis and is often considered to be a uremic toxin. Uremic toxins include low-molecular-weight compounds such as indoxyl sulfate, p-cresol sulfate, 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid and asymmetric dimethylarginine (PMID: 18941347). It has been linked to cardiovascular disease and oxidative injury. [HMDB]
CAS Number3233-58-7
Structure
Thumb
Synonyms
SynonymSource
4-Toluenesulfonic acidChEBI
p-Methylbenzenesulfonic acidChEBI
p-Methylphenylsulfonic acidChEBI
p-Toluenesulphonic acidChEBI
p-Tolylsulfonic acidChEBI
PARA-toluene sulfonATEChEBI
Toluen-4-sulfonsaeureChEBI
Toluene-4-sulfonateChEBI
Tosic acidChEBI
TosylateChEBI
Tosylic acidChEBI
4-ToluenesulfonateGenerator
4-ToluenesulphonateGenerator
4-Toluenesulphonic acidGenerator
p-MethylbenzenesulfonateGenerator
p-MethylbenzenesulphonateGenerator
p-Methylbenzenesulphonic acidGenerator
p-MethylphenylsulfonateGenerator
p-MethylphenylsulphonateGenerator
p-Methylphenylsulphonic acidGenerator
p-ToluenesulfonateGenerator
p-ToluenesulphonateGenerator
p-TolylsulfonateGenerator
p-TolylsulphonateGenerator
p-Tolylsulphonic acidGenerator
PARA-toluene sulfonic acidGenerator
PARA-toluene sulphonateGenerator
PARA-toluene sulphonic acidGenerator
Toluen-4-sulphonsaeureGenerator
Toluene-4-sulfonic acidGenerator
Toluene-4-sulphonateGenerator
Toluene-4-sulphonic acidGenerator
TosateGenerator
4-MethylbenzenesulfonateHMDB
4-MethylbenzenesulphonateHMDB
4-Methylbenzenesulphonic acidHMDB
4-Toluene sulfonateHMDB
4-Toluenesulfonic acid ammonium saltHMDB
4-Toluenesulfonic acid monohydrateHMDB
4-Toluenesulfonic acid, calcium saltHMDB
4-Toluenesulfonic acid, copper (2+) saltHMDB
4-Toluenesulfonic acid, ion (1+)HMDB
4-Toluenesulfonic acid, lithium saltHMDB
4-Toluenesulfonic acid, magnesium saltHMDB
4-Toluenesulfonic acid, potassium saltHMDB
4-Toluenesulfonic acid, rubidium saltHMDB
4-Toluenesulfonic acid, silver (+1) saltHMDB
4-Toluenesulfonic acid, sodium saltHMDB
4-Toluenesulfonic acid, zinc saltHMDB
p-Toluene sulfonateHMDB
p-Toluene sulphonic acidHMDB
p-Toluenesulfonate pyridiniumHMDB
Para-toluenesulfonic acidHMDB
4-Methylbenzenesulfonic acidHMDB
p-Toluenesulfonic acidChEBI
4-Cresol sulfateChEBI
4-Cresol sulfuric acidGenerator
4-Cresol sulphateGenerator
4-Cresol sulphuric acidGenerator
mono(4-methylphenyl) Sulfatehmdb
p-Cresol sulfatehmdb
p-Cresol sulphatehmdb
P-Cresyl sulfateHMDB
P-Cresyl sulphateHMDB
P-Cresyl-sulfateHMDB
P-Cresyl-sulphateHMDB
P-CresylsulfateHMDB
p-Cresylsulphatehmdb
p-Tolyl sulfate (6CI,7CI)hmdb
P-Tolyl sulphate (6ci,7ci)HMDB
para-Cresol sulfatehmdb
Para-cresol sulphateHMDB
Sulfate mono-P-tolyl esterGenerator
Sulfuric acid mono-P-tolyl esterChEBI
sulfuric acid mono(p-tolyl) ester (8CI)hmdb
Sulphate mono-P-tolyl esterGenerator
Sulphuric acid mono-P-tolyl esterGenerator
Predicted Properties
PropertyValueSource
Water Solubility2.3 g/LALOGPS
logP-0.88ALOGPS
logP1.67ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)-2.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity41.72 m³·mol⁻¹ChemAxon
Polarizability16.55 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC7H8O3S
IUPAC name4-methylbenzene-1-sulfonic acid
InChI IdentifierInChI=1S/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10)
InChI KeyJOXIMZWYDAKGHI-UHFFFAOYSA-N
Isomeric SMILESCC1=CC=C(C=C1)S(O)(=O)=O
Average Molecular Weight172.202
Monoisotopic Molecular Weight172.019414812
Classification
Description Belongs to the class of organic compounds known as p-methylbenzenesulfonates. These are benzenesulfonic acids (or derivative thereof) carrying a methyl group at the para- position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonic acids and derivatives
Direct Parentp-Methylbenzenesulfonates
Alternative Parents
Substituents
  • P-methylbenzenesulfonate
  • Tosyl compound
  • Benzenesulfonyl group
  • 1-sulfo,2-unsubstituted aromatic compound
  • Arylsulfonic acid or derivatives
  • Toluene
  • Sulfonyl
  • Organosulfonic acid
  • Organosulfonic acid or derivatives
  • Organic sulfonic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Role

Industrial application:

Foods
  • Dairy products
  • Eggs
  • Meats
  • Grains:

    Nuts and legumes:

    Physico-Chemical Properties - Experimental
    Physico-Chemical Properties - Experimental
    PropertyValueReference
    Physical stateSolid
    Physical DescriptionNot Available
    Mass CompositionNot Available
    Melting PointNot Available
    Boiling PointNot Available
    Experimental Water SolubilityNot Available
    Experimental logPNot Available
    Experimental pKaNot Available
    Isoelectric pointNot Available
    ChargeNot Available
    Optical RotationNot Available
    Spectroscopic UV DataNot Available
    DensityNot Available
    Refractive IndexNot Available
    Spectra
    Spectra
    EI-MS/GC-MS
    TypeDescriptionSplash KeyView
    GC-MSp-Cresol sulfate, non-derivatized, GC-MS Spectrumsplash10-004m-7970000000-1d52a5deeb555385dd84Spectrum
    GC-MSp-Cresol sulfate, non-derivatized, GC-MS Spectrumsplash10-004m-7970000000-1d52a5deeb555385dd84Spectrum
    Predicted GC-MSp-Cresol sulfate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9300000000-938ee4a29fd12e145c3eSpectrum
    Predicted GC-MSp-Cresol sulfate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
    MS/MS
    TypeDescriptionSplash KeyView
    MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-0fa26790bdae62d2f937Spectrum
    MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-05di-7900000000-d4586ea5109738cd28deSpectrum
    MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-3efcc1fdafaf68596c13Spectrum
    MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-004i-9200000000-e6d02384d163b8652ef6Spectrum
    MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-004i-9400000000-3acc4cb96eb90c46eab7Spectrum
    MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0006-9300000000-4786552fedf27d52f5ffSpectrum
    MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-8e801c5f02b8b91ac0c8Spectrum
    MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-00di-0900000000-d4f2ab7d5f049cf00bceSpectrum
    MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014i-9000000000-9df35bcc2b4f4ad07c7dSpectrum
    MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-05di-6900000000-114fba49849a17a55579Spectrum
    MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-00di-1900000000-e6e656b40417d4e53cbcSpectrum
    MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-00di-1900000000-403b11ba3a676ce16d8eSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-d0b1914485d9ea6a8ed1Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-74933fb0a0cfaed5004fSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fvi-9100000000-e58b15b2e4247f942ffdSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-297c45510f8bcc2c7332Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-1900000000-10b19a616e398d436d3dSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-a5047b754e5ca626159bSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-9800000000-6a6e47b392412e3380cfSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-47d2029de8830d06652eSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-678d1f8502351120ed4eSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-fccc99d7e49724825430Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-f7c1cb2b8c24df5cd33eSpectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006x-4900000000-2ad36f938d38a4332b30Spectrum
    NMRNot Available
    ChemSpider ID3806481
    ChEMBL IDNot Available
    KEGG Compound IDNot Available
    Pubchem Compound ID4615423
    Pubchem Substance IDNot Available
    ChEBI IDNot Available
    Phenol-Explorer IDNot Available
    DrugBank IDNot Available
    HMDB IDHMDB11635
    CRC / DFC (Dictionary of Food Compounds) IDNot Available
    EAFUS IDNot Available
    Dr. Duke IDNot Available
    BIGG IDNot Available
    KNApSAcK IDNot Available
    HET IDNot Available
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    Flavornet IDNot Available
    GoodScent IDNot Available
    SuperScent IDNot Available
    Wikipedia IDNot Available
    Phenol-Explorer Metabolite IDNot Available
    Duplicate IDSNot Available
    Old DFC IDSNot Available
    Associated Foods
    FoodContent Range AverageReference
    FoodReference
    Biological Effects and Interactions
    Health Effects / BioactivitiesNot Available
    EnzymesNot Available
    PathwaysNot Available
    MetabolismNot Available
    BiosynthesisNot Available
    Organoleptic Properties
    FlavoursNot Available
    Files
    MSDSNot Available
    References
    Synthesis ReferenceNot Available
    General ReferenceNot Available
    Content Reference