p-Toluenesulfonic acid

Identification

Generic Name
p-Toluenesulfonic acid
DrugBank Accession Number
DB03120
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 172.202
Monoisotopic: 172.019414812
Chemical Formula
C7H8O3S
Synonyms
  • 4-toluenesulfonic acid
  • p-methylbenzenesulfonic acid
  • p-methylphenylsulfonic acid
  • p-toluenesulfonic acid
  • p-toluenesulphonic acid
  • p-tolylsulfonic acid
  • para-toluene sulfonate
  • toluene-4-sulfonic acid
  • Tosic acid
  • Tosylic acid
External IDs
  • NSC-167068
  • NSC-2167

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
ULysozyme CNot AvailableHumans
UPro-cathepsin HNot AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound 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.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonic acids and derivatives
Direct Parent
p-Methylbenzenesulfonates
Alternative Parents
Tosyl compounds / Benzenesulfonyl compounds / 1-sulfo,2-unsubstituted aromatic compounds / Sulfonyls / Organosulfonic acids / Organic oxides / Hydrocarbon derivatives
Substituents
1-sulfo,2-unsubstituted aromatic compound / Aromatic homomonocyclic compound / Arylsulfonic acid or derivatives / Benzenesulfonyl group / Hydrocarbon derivative / Organic oxide / Organic oxygen compound / Organic sulfonic acid or derivatives / Organosulfonic acid / Organosulfonic acid or derivatives
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
arenesulfonic acid, toluenes (CHEBI:27849)
Affected organisms
Not Available

Chemical Identifiers

UNII
QGV5ZG5741
CAS number
104-15-4
InChI Key
JOXIMZWYDAKGHI-UHFFFAOYSA-N
InChI
InChI=1S/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10)
IUPAC Name
4-methylbenzene-1-sulfonic acid
SMILES
CC1=CC=C(C=C1)S(O)(=O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0059933
KEGG Compound
C06677
PubChem Compound
6101
PubChem Substance
46507671
ChemSpider
5876
BindingDB
50294029
ChEBI
27849
ChEMBL
CHEMBL541253
ZINC
ZINC000006427042
PDBe Ligand
TSU
Wikipedia
P-Toluenesulfonic_acid
PDB Entries
1b0d / 1est / 1wuw / 2cha / 3fxu / 3n6u / 7cc7

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.3 mg/mLALOGPS
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 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity41.72 m3·mol-1Chemaxon
Polarizability16.55 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9422
Blood Brain Barrier+0.9625
Caco-2 permeable-0.5791
P-glycoprotein substrateNon-substrate0.871
P-glycoprotein inhibitor INon-inhibitor0.9144
P-glycoprotein inhibitor IINon-inhibitor0.983
Renal organic cation transporterNon-inhibitor0.9106
CYP450 2C9 substrateNon-substrate0.705
CYP450 2D6 substrateNon-substrate0.7928
CYP450 3A4 substrateNon-substrate0.7284
CYP450 1A2 substrateNon-inhibitor0.8606
CYP450 2C9 inhibitorNon-inhibitor0.7908
CYP450 2D6 inhibitorNon-inhibitor0.9188
CYP450 2C19 inhibitorNon-inhibitor0.7178
CYP450 3A4 inhibitorNon-inhibitor0.989
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9384
Ames testNon AMES toxic0.9266
CarcinogenicityCarcinogens 0.885
BiodegradationNot ready biodegradable0.6794
Rat acute toxicity1.8735 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8632
hERG inhibition (predictor II)Non-inhibitor0.9316
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-004m-7970000000-1d52a5deeb555385dd84
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0006-9300000000-938ee4a29fd12e145c3e
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dl-8900000000-6c1d60e627d4e6f9275f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-7b354bec5c3ea3c16f8a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-42116774f3022808dde8
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-d585411573fdaab56d2b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00dl-4900000000-764d1ac209557e4ee1a2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014l-9000000000-337ae53739f9e0cc7f66
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-137.2763178
predicted
DarkChem Lite v0.1.0
[M-H]-137.5286178
predicted
DarkChem Lite v0.1.0
[M-H]-137.2661178
predicted
DarkChem Lite v0.1.0
[M-H]-129.17128
predicted
DeepCCS 1.0 (2019)
[M+H]+132.99934
predicted
DeepCCS 1.0 (2019)
[M+Na]+142.22096
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Lysozyme activity
Specific Function
Lysozymes have primarily a bacteriolytic function; those in tissues and body fluids are associated with the monocyte-macrophage system and enhance the activity of immunoagents.
Gene Name
LYZ
Uniprot ID
P61626
Uniprot Name
Lysozyme C
Molecular Weight
16536.885 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Thyroid hormone binding
Specific Function
Important for the overall degradation of proteins in lysosomes.
Gene Name
CTSH
Uniprot ID
P09668
Uniprot Name
Pro-cathepsin H
Molecular Weight
37393.43 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52