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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2013-03-20 21:10:58 UTC
Update Date2022-09-22 18:34:27 UTC
HMDB IDHMDB0059933
Secondary Accession Numbers
  • HMDB59933
Metabolite Identification
Common Namep-Toluenesulfonic acid
Descriptionp-Toluenesulfonic acid, also known as tosylate or para-toluene sulfonate, is a member of the class of compounds known as p-methylbenzenesulfonates. p-Methylbenzenesulfonates are benzenesulfonic acids (or derivative thereof) carrying a methyl group at the para- position. p-Toluenesulfonic acid is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). p-Toluenesulfonic acid (PTSA or pTsOH) or tosylic acid (TsOH) is an organic compound with the formula CH3C6H4SO3H. It is a white solid that is soluble in water, alcohols, and other polar organic solvents. The CH3C6H4SO2– group is known as the tosyl group and is often abbreviated as Ts or Tos. Most often, TsOH refers to the monohydrate, TsOH•H2O. It is a white solid that is soluble in water, alcohols, and other polar organic solvents (Wikipedia ).
Structure
Thumb
Synonyms
Chemical FormulaC7H8O3S
Average Molecular Weight172.202
Monoisotopic Molecular Weight172.019414812
IUPAC Name4-methylbenzene-1-sulfonic acid
Traditional Nametoluenesulfonic acid
CAS Registry Number104-15-4
SMILES
CC1=CC=C(C=C1)S(O)(=O)=O
InChI Identifier
InChI=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
Chemical Taxonomy
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
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point104.50 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling PointNot AvailableNot Available
Water Solubility202300 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.930 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03120
Phenol Explorer Compound IDNot Available
FooDB IDFDB028333
KNApSAcK IDNot Available
Chemspider ID5876
KEGG Compound IDC06677
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkP-Toluenesulfonic acid
METLIN IDNot Available
PubChem Compound6101
PDB IDNot Available
ChEBI ID27849
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1309351
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Green RA, Lovell NH, Poole-Warren LA: Cell attachment functionality of bioactive conducting polymers for neural interfaces. Biomaterials. 2009 Aug;30(22):3637-44. doi: 10.1016/j.biomaterials.2009.03.043. Epub 2009 Apr 16. [PubMed:19375160 ]
  2. Kim EG, Bredas JL: Electronic evolution of poly(3,4-ethylenedioxythiophene) (PEDOT): from the isolated chain to the pristine and heavily doped crystals. J Am Chem Soc. 2008 Dec 17;130(50):16880-9. doi: 10.1021/ja806389b. [PubMed:19053439 ]
  3. Green RA, Hassarati RT, Bouchinet L, Lee CS, Cheong GL, Yu JF, Dodds CW, Suaning GJ, Poole-Warren LA, Lovell NH: Substrate dependent stability of conducting polymer coatings on medical electrodes. Biomaterials. 2012 Sep;33(25):5875-86. doi: 10.1016/j.biomaterials.2012.05.017. Epub 2012 May 30. [PubMed:22656446 ]
  4. Marinescu SC, Winkler JR, Gray HB: Molecular mechanisms of cobalt-catalyzed hydrogen evolution. Proc Natl Acad Sci U S A. 2012 Sep 18;109(38):15127-31. Epub 2012 Sep 4. [PubMed:22949704 ]
  5. Jiang J, Pan X, Cao J, Jiang J, Hua D, Zhu X: Synthesis and property of chitosan graft copolymer by RAFT polymerization with tosylic acid-chitosan complex. Int J Biol Macromol. 2012 Apr 1;50(3):586-90. doi: 10.1016/j.ijbiomac.2012.01.033. Epub 2012 Feb 1. [PubMed:22322112 ]