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Benzylsulfonic acid

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Identification

Generic Name
Benzylsulfonic acid
DrugBank Accession Number
DB03297
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 172.202
Monoisotopic: 172.019414812
Chemical Formula
C7H8O3S
Synonyms
  • alpha-Toluenesulfonic acid
  • Benzenemethanesulfonic acid
  • Benzylsulfinic acid
  • Phenylmethanesulfonic acid
  • Toluene-alpha-sulphonic acid
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UChymaseNot AvailableHumans
USubtilisin BPN'Not AvailableBacillus amyloliquefaciens
USigma factor SigB regulation protein RsbQNot AvailableBacillus subtilis (strain 168)
USuperoxide dismutase [Mn], mitochondrialNot AvailableHumans
USerine protease hepsinNot AvailableHumans
UExtracellular subtilisin-like serine proteinaseNot AvailableVibrio sp. PA-44
UCarboxylesterase 2Not AvailablePseudomonas fluorescens
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 benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Not Available
Direct Parent
Benzene and substituted derivatives
Alternative Parents
Sulfonyls / Organosulfonic acids / Alkanesulfonic acids / Organic oxides / Hydrocarbon derivatives
Substituents
Alkanesulfonic acid / Aromatic homomonocyclic compound / Hydrocarbon derivative / Monocyclic benzene moiety / Organic oxide / Organic oxygen compound / Organic sulfonic acid or derivatives / Organosulfonic acid / Organosulfonic acid or derivatives / Organosulfur compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
5BRP81V98H
CAS number
100-87-8
InChI Key
NIXKBAZVOQAHGC-UHFFFAOYSA-N
InChI
InChI=1S/C7H8O3S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,8,9,10)
IUPAC Name
phenylmethanesulfonic acid
SMILES
OS(=O)(=O)CC1=CC=CC=C1

References

General References
Not Available
PubChem Compound
7532
PubChem Substance
46507289
ChemSpider
7251
ChEMBL
CHEMBL1171433
ZINC
ZINC000001593155
PDBe Ligand
PMS
PDB Entries
1aur / 1eq9 / 1klt / 1pnm / 1s2n / 1sh7 / 1sup / 1v6c / 1wb8 / 1wpr …
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Clinical Trials

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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 Solubility4.35 mg/mLALOGPS
logP-0.97ALOGPS
logP0.92Chemaxon
logS-1.6ALOGPS
pKa (Strongest Acidic)-0.98Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area54.37 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity41.27 m3·mol-1Chemaxon
Polarizability15.99 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9801
Blood Brain Barrier+0.9636
Caco-2 permeable-0.5133
P-glycoprotein substrateNon-substrate0.8834
P-glycoprotein inhibitor INon-inhibitor0.9238
P-glycoprotein inhibitor IINon-inhibitor1.0
Renal organic cation transporterNon-inhibitor0.8904
CYP450 2C9 substrateNon-substrate0.7676
CYP450 2D6 substrateNon-substrate0.8344
CYP450 3A4 substrateNon-substrate0.7157
CYP450 1A2 substrateNon-inhibitor0.8262
CYP450 2C9 inhibitorNon-inhibitor0.8851
CYP450 2D6 inhibitorNon-inhibitor0.8646
CYP450 2C19 inhibitorNon-inhibitor0.8082
CYP450 3A4 inhibitorNon-inhibitor0.9834
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8722
Ames testNon AMES toxic0.7287
CarcinogenicityCarcinogens 0.7078
BiodegradationNot ready biodegradable0.5111
Rat acute toxicity2.0676 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7248
hERG inhibition (predictor II)Non-inhibitor0.9159
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
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0006-9000000000-756370f90e78fee817fc
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9200000000-df02d10baf4ed4437c46
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-9e2f120cae1ee234c3d5
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-002f-9000000000-cdee06f3fe5beeb30838
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-85002b1bc7bdec1fd247
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-016u-9000000000-0759adfa2196733c0f63
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9300000000-528fd4285b1f8263104b
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]-135.2694178
predicted
DarkChem Lite v0.1.0
[M-H]-126.98628
predicted
DeepCCS 1.0 (2019)
[M+H]+129.94615
predicted
DeepCCS 1.0 (2019)
[M+Na]+138.89604
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Chymase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Major secreted protease of mast cells with suspected roles in vasoactive peptide generation, extracellular matrix degradation, and regulation of gland secretion
Specific Function
Endopeptidase activity
Gene Name
CMA1
Uniprot ID
P23946
Uniprot Name
Chymase
Molecular Weight
27324.56 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]
Details2. Subtilisin BPN'
Kind
Protein
Organism
Bacillus amyloliquefaciens
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Subtilisin is an extracellular alkaline serine protease, it catalyzes the hydrolysis of proteins and peptide amides. Has a high substrate specificity to fibrin.
Gene Name
apr
Uniprot ID
P00782
Uniprot Name
Subtilisin BPN'
Molecular Weight
39180.935 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]
Details3. Sigma factor SigB regulation protein RsbQ
Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Positive regulator required for energy stress activation of the sigma-B transcription factor. Could be required for RsbP phosphatase activity.
Gene Name
rsbQ
Uniprot ID
O07015
Uniprot Name
Sigma factor SigB regulation protein RsbQ
Molecular Weight
30019.91 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]
Details4. Superoxide dismutase [Mn], mitochondrial
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Destroys superoxide anion radicals which are normally produced within the cells and which are toxic to biological systems
Specific Function
Dna binding
Gene Name
SOD2
Uniprot ID
P04179
Uniprot Name
Superoxide dismutase [Mn], mitochondrial
Molecular Weight
24750.015 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]
Details5. Serine protease hepsin
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine protease that cleaves extracellular substrates, and contributes to the proteolytic processing of growth factors, such as HGF and MST1/HGFL (PubMed:15839837, PubMed:21875933). Plays a role in cell growth and maintenance of cell morphology (PubMed:21875933, PubMed:8346233). Plays a role in the proteolytic processing of ACE2 (PubMed:24227843). Mediates the proteolytic cleavage of urinary UMOD that is required for UMOD polymerization (PubMed:26673890)
Specific Function
Peptidase activity
Gene Name
HPN
Uniprot ID
P05981
Uniprot Name
Serine protease hepsin
Molecular Weight
45011.01 Da
References
  1. 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]
Details6. Extracellular subtilisin-like serine proteinase
Kind
Protein
Organism
Vibrio sp. PA-44
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q8GB52
Uniprot Name
Extracellular subtilisin-like serine proteinase
Molecular Weight
55682.135 Da
Details7. Carboxylesterase 2
Kind
Protein
Organism
Pseudomonas fluorescens
Pharmacological action
Unknown
General Function
Carboxylic ester hydrolase activity
Specific Function
Hydrolyzes carboxylic ester bonds with relatively broad substrate specificity.
Gene Name
estB
Uniprot ID
Q53547
Uniprot Name
Carboxylesterase 2
Molecular Weight
23880.115 Da

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