Identification
NameBenzenesulfinic acid
Accession NumberDB03848  (EXPT00732)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
Synonyms
benzenesulphinic acid
External IDs NSC-227915
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIIG9560D97PI
CAS number618-41-7
WeightAverage: 142.176
Monoisotopic: 142.008850126
Chemical FormulaC6H6O2S
InChI KeyJEHKKBHWRAXMCH-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[S@@](=O)C1=CC=CC=C1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Oxysterols receptor LXR-betaProteinunknownNot AvailableHumanP55055 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot 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 ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentBenzene and substituted derivatives
Alternative ParentsSulfinic acids / Organosulfur compounds / Organic oxides / Hydrocarbon derivatives
SubstituentsMonocyclic benzene moiety / Sulfinic acid / Sulfinic acid derivative / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Organosulfur compound / Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptorsorganosulfinic 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 through MYLIP-dependent ubiquitination of LDLR, VLDLR and LRP8; DLDLR and LRP8. Interplays functionally with RORA for the regulation of genes involved in liver metabolism (By similarity). Exhibits a li...
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 August 02, 2017 16:55