Benfuresate

Basic Info

Common NameBenfuresate(F06225)
2D Structure
FRCD IDF06225
CAS Number68505-69-1
PubChem CID3034378
FormulaC12H16O4S
IUPAC Name

(3,3-dimethyl-2H-1-benzofuran-5-yl) ethanesulfonate

InChI Key

QGQSRQPXXMTJCM-UHFFFAOYSA-N

InChI

InChI=1S/C12H16O4S/c1-4-17(13,14)16-9-5-6-11-10(7-9)12(2,3)8-15-11/h5-7H,4,8H2,1-3H3

Canonical SMILES

CCS(=O)(=O)OC1=CC2=C(C=C1)OCC2(C)C

Isomeric SMILES

CCS(=O)(=O)OC1=CC2=C(C=C1)OCC2(C)C

Synonyms
        
            Benfuresate
        
            UNII-5E3V59Y698
        
            Cyperal
        
            68505-69-1
        
            Benfuresate [ISO]
        
            2,3-Dihydro-3,3-dimethyl-5-benzofurylethanesulphonate
        
            EINECS 270-925-4
        
            NC 20484
        
            CHEBI:81756
        
            QGQSRQPXXMTJCM-UHFFFAOYSA-N
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassCoumarans
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentCoumarans
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
SubstituentsCoumaran - Alkyl aryl ether - Benzenoid - Organosulfonic acid ester - Sulfonic acid ester - Organic sulfonic acid or derivatives - Sulfonyl - Organosulfonic acid or derivatives - Ether - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organic oxide - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as coumarans. These are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring.

Properties

Property NameProperty Value
Molecular Weight256.316
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Complexity369
Monoisotopic Mass256.077
Exact Mass256.077
XLogP2.7
Formal Charge0
Heavy Atom Count17
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9431
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2-0.6250
P-glycoprotein SubstrateNon-substrate0.5871
P-glycoprotein InhibitorInhibitor0.7147
Non-inhibitor0.9304
Renal Organic Cation TransporterNon-inhibitor0.8868
Distribution
Subcellular localizationLysosome0.4766
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8346
CYP450 2D6 SubstrateNon-substrate0.8059
CYP450 3A4 SubstrateSubstrate0.5710
CYP450 1A2 InhibitorNon-inhibitor0.5361
CYP450 2C9 InhibitorNon-inhibitor0.6745
CYP450 2D6 InhibitorNon-inhibitor0.8953
CYP450 2C19 InhibitorNon-inhibitor0.6712
CYP450 3A4 InhibitorNon-inhibitor0.8662
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.5556
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.5905
Non-inhibitor0.6751
AMES ToxicityAMES toxic0.5953
CarcinogensCarcinogens 0.7043
Fish ToxicityHigh FHMT0.9318
Tetrahymena Pyriformis ToxicityHigh TPT0.8529
Honey Bee ToxicityHigh HBT0.8591
BiodegradationNot ready biodegradable0.6741
Acute Oral ToxicityIII0.7723
Carcinogenicity (Three-class)Non-required0.5280
Model Value Unit
Absorption
Aqueous solubility-3.4419LogS
Caco-2 Permeability0.6799LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.1041LD50, mol/kg
Fish Toxicity1.0355pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3593pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Cotton SeedsJapan0.1ppm
Rice(Brown Rice)Japan0.1ppm
RiceKorea00.1ppm