Basic Info

Common Name8-Bromo-2,3,4-Trichlorodibenzofuran(F04637)
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 IDF04637
CAS Number103124-72-7
PubChem CID175927
FormulaC12H4BrCl3O
IUPAC Name

8-bromo-2,3,4-trichlorodibenzofuran

InChI Key

HSGAYFKTYSUSKW-UHFFFAOYSA-N

InChI

InChI=1S/C12H4BrCl3O/c13-5-1-2-9-6(3-5)7-4-8(14)10(15)11(16)12(7)17-9/h1-4H

Canonical SMILES

C1=CC2=C(C=C1Br)C3=CC(=C(C(=C3O2)Cl)Cl)Cl

Isomeric SMILES

C1=CC2=C(C=C1Br)C3=CC(=C(C(=C3O2)Cl)Cl)Cl

Synonyms
        
            2,3,4-Trichloro-8-bromodibenzofuran
        
            8-Bromo-2,3,4-trichlorodibenzofuran
        
            103124-72-7
        
            Dibenzofuran,8-bromo-2,3,4-trichloro-
        
            AC1L41TE
        
            ACMC-20m608
        
            CTK4A1754
        
            DTXSID50145657
        
            AKOS030594177
        
Classifies
                

                  
                    Pollutant
                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassBenzofurans
SubclassDibenzofurans
Intermediate Tree NodesChlorinated dibenzofurans
Direct ParentPolychlorinated dibenzofurans
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
SubstituentsPolychlorinated dibenzofuran - Benzenoid - Aryl halide - Aryl chloride - Aryl bromide - Heteroaromatic compound - Furan - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Organochloride - Organobromide - Organohalogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as polychlorinated dibenzofurans. These are organic compounds containing two or more chlorine atoms attached to a dibenzofuran moiety.

Properties

Property NameProperty Value
Molecular Weight350.417
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Complexity304
Monoisotopic Mass347.851
Exact Mass347.851
XLogP6.4
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+0.9932
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.6885
P-glycoprotein SubstrateNon-substrate0.7502
P-glycoprotein InhibitorNon-inhibitor0.7516
Non-inhibitor0.6145
Renal Organic Cation TransporterNon-inhibitor0.7451
Distribution
Subcellular localizationLysosome0.5484
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7835
CYP450 2D6 SubstrateNon-substrate0.8504
CYP450 3A4 SubstrateNon-substrate0.6642
CYP450 1A2 InhibitorInhibitor0.9383
CYP450 2C9 InhibitorInhibitor0.6710
CYP450 2D6 InhibitorNon-inhibitor0.8566
CYP450 2C19 InhibitorInhibitor0.8688
CYP450 3A4 InhibitorNon-inhibitor0.6473
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.9033
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.7824
Non-inhibitor0.7981
AMES ToxicityNon AMES toxic0.6468
CarcinogensNon-carcinogens0.8074
Fish ToxicityHigh FHMT0.9425
Tetrahymena Pyriformis ToxicityHigh TPT0.9996
Honey Bee ToxicityHigh HBT0.7412
BiodegradationNot ready biodegradable0.9828
Acute Oral ToxicityI0.7095
Carcinogenicity (Three-class)Danger0.5854

Model Value Unit
Absorption
Aqueous solubility-5.5793LogS
Caco-2 Permeability1.6718LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity4.1864LD50, mol/kg
Fish Toxicity-0.4305pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.9582pIGC50, ug/L