Benzenesulfinic acid

Identification

Name
Benzenesulfinic acid
Accession Number
DB03848  (EXPT00732)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • benzenesulphinic acid
External IDs
NSC-227915
Categories
Not Available
UNII
G9560D97PI
CAS number
618-41-7
Weight
Average: 142.176
Monoisotopic: 142.008850126
Chemical Formula
C6H6O2S
InChI Key
JEHKKBHWRAXMCH-UHFFFAOYSA-N
InChI
InChI=1S/C6H6O2S/c7-9(8)6-4-2-1-3-5-6/h1-5H,(H,7,8)
IUPAC Name
(R)-benzenesulfinic acid
SMILES
O[[email protected]@](=O)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UOxysterols receptor LXR-betaNot AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Helmut Weber, Walter Aumuller, Karl Muth, Rudi Weyer, Felix Helmut Schmidt, "Benzenesulfonyl-ureas and process for preparing them." U.S. Patent US4029666, issued February, 1969.

US4029666
General References
Not Available
External Links
PubChem Compound
12057
PubChem Substance
46507959
ChemSpider
11560
ChEBI
32404
HET
BNS

Clinical Trials

Clinical Trials
Not Available

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 Solubility9.55 mg/mLALOGPS
logP0.52ALOGPS
logP0.94ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)1.36ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.2 m3·mol-1ChemAxon
Polarizability13.46 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9447
Blood Brain Barrier+0.9634
Caco-2 permeable+0.5084
P-glycoprotein substrateNon-substrate0.9153
P-glycoprotein inhibitor INon-inhibitor0.95
P-glycoprotein inhibitor IINon-inhibitor0.9947
Renal organic cation transporterNon-inhibitor0.8866
CYP450 2C9 substrateNon-substrate0.7043
CYP450 2D6 substrateNon-substrate0.7845
CYP450 3A4 substrateNon-substrate0.7577
CYP450 1A2 substrateNon-inhibitor0.7176
CYP450 2C9 inhibitorNon-inhibitor0.6794
CYP450 2D6 inhibitorNon-inhibitor0.8876
CYP450 2C19 inhibitorNon-inhibitor0.5932
CYP450 3A4 inhibitorNon-inhibitor0.9588
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8174
Ames testNon AMES toxic0.9066
CarcinogenicityCarcinogens 0.7015
BiodegradationReady biodegradable0.5427
Rat acute toxicity2.2027 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.907
hERG inhibition (predictor II)Non-inhibitor0.9391
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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
Sulfinic acids / Organosulfur compounds / Organic oxides / Hydrocarbon derivatives
Substituents
Monocyclic benzene moiety / Sulfinic acid / Sulfinic acid derivative / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Organosulfur compound / Aromatic homomonocyclic compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
organosulfinic acid (CHEBI:32404)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Nuclear receptor. Binds preferentially to double-stranded oligonucleotide direct repeats having the consensus half-site sequence 5'-AGGTCA-3' and 4-nt spacing (DR-4). Regulates cholesterol uptake t...
Gene Name
NR1H2
Uniprot ID
P55055
Uniprot Name
Oxysterols receptor LXR-beta
Molecular Weight
50973.375 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. [PubMed:17139284]
  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. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:19