Basic Info

Common Name2-(Chloroacetyl)Dibenzofuran(F04599)
2D Structure
Description

Chlorinated dibenzofurans (CDFs) are a family of chemical that contain one to eight chlorine atoms attached to the carbon atoms of the parent chemical, dibenzofuran. The CDF family contains 135 individual compounds (known as congeners) with varying harmful health and environmental effects. Of these 135 compounds, those that contain chlorine atoms at the 2,3,7,8-positions of the parent dibenzofuran molecule are especially harmful. Other than for laboratory use of small amounts of CDFs for research and development purposes, these chemicals are not deliberately produced by industry. Most CDFs are produced in very small amounts as unwanted impurities of certain products and processes utilizing chlorinated compounds. Only a few of the 135 CDF compounds have been produced in large enough quantities so that their properties, such as color, smell, taste, and toxicity could be studied. (L952)

FRCD IDF04599
CAS Number13067-90-8
PubChem CID2757441
FormulaC14H9ClO2
IUPAC Name

2-chloro-1-dibenzofuran-2-ylethanone

InChI Key

WRIMNMMGJFHYMN-UHFFFAOYSA-N

InChI

InChI=1S/C14H9ClO2/c15-8-12(16)9-5-6-14-11(7-9)10-3-1-2-4-13(10)17-14/h1-7H,8H2

Canonical SMILES

C1=CC=C2C(=C1)C3=C(O2)C=CC(=C3)C(=O)CCl

Isomeric SMILES

C1=CC=C2C(=C1)C3=C(O2)C=CC(=C3)C(=O)CCl

Synonyms
        
            AKOS005859849
        
            2-chloro-1-dibenzofuran-2-ylethanone
        
            2-(CHLOROACETYL)DIBENZOFURAN
        
            13067-90-8
        
            AC1MBVVH
        
            SCHEMBL11352725
        
            CTK4B6876
        
            DTXSID00373903
        
            ZINC4242365
        
            MCULE-6694894872
        
Classifies
                

                  
                    Pollutant
                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassBenzofurans
SubclassDibenzofurans
Intermediate Tree NodesNot available
Direct ParentDibenzofurans
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
SubstituentsDibenzofuran - Aryl ketone - Aryl alkyl ketone - Benzenoid - Alpha-haloketone - Furan - Alpha-chloroketone - Heteroaromatic compound - Ketone - Oxacycle - Organic oxygen compound - Organooxygen compound - Organochloride - Organohalogen compound - Alkyl halide - Organic oxide - Alkyl chloride - Hydrocarbon derivative - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dibenzofurans. These are compounds containing a dibenzofuran moiety, which consists of two benzene rings fused to a central furan ring.

Properties

Property NameProperty Value
Molecular Weight244.674
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Complexity305
Monoisotopic Mass244.029
Exact Mass244.029
XLogP4.4
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+0.9904
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.7204
P-glycoprotein SubstrateNon-substrate0.7588
P-glycoprotein InhibitorNon-inhibitor0.7939
Inhibitor0.5372
Renal Organic Cation TransporterNon-inhibitor0.6895
Distribution
Subcellular localizationMitochondria0.5903
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7574
CYP450 2D6 SubstrateNon-substrate0.8702
CYP450 3A4 SubstrateNon-substrate0.6302
CYP450 1A2 InhibitorInhibitor0.9260
CYP450 2C9 InhibitorNon-inhibitor0.6447
CYP450 2D6 InhibitorNon-inhibitor0.8267
CYP450 2C19 InhibitorInhibitor0.9033
CYP450 3A4 InhibitorNon-inhibitor0.6719
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.7454
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8194
Non-inhibitor0.8729
AMES ToxicityAMES toxic0.8528
CarcinogensNon-carcinogens0.7034
Fish ToxicityHigh FHMT0.6922
Tetrahymena Pyriformis ToxicityHigh TPT0.9998
Honey Bee ToxicityHigh HBT0.7465
BiodegradationNot ready biodegradable0.8756
Acute Oral ToxicityIII0.5493
Carcinogenicity (Three-class)Non-required0.4112

Model Value Unit
Absorption
Aqueous solubility-3.8078LogS
Caco-2 Permeability1.7607LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.0606LD50, mol/kg
Fish Toxicity-0.5308pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.4166pIGC50, ug/L