Basic Info

Common NameBromofenofos(F05644)
2D Structure
FRCD IDF05644
CAS Number21466-07-9
PubChem CID30652
FormulaC12H7Br4O5P
IUPAC Name

[2,4-dibromo-6-(3,5-dibromo-2-hydroxyphenyl)phenyl] dihydrogen phosphate

InChI Key

MMYHZEDBTMXYAF-UHFFFAOYSA-N

InChI

InChI=1S/C12H7Br4O5P/c13-5-1-7(11(17)9(15)3-5)8-2-6(14)4-10(16)12(8)21-22(18,19)20/h1-4,17H,(H2,18,19,20)

Canonical SMILES

C1=C(C=C(C(=C1Br)O)C2=CC(=CC(=C2OP(=O)(O)O)Br)Br)Br

Isomeric SMILES

C1=C(C=C(C(=C1Br)O)C2=CC(=CC(=C2OP(=O)(O)O)Br)Br)Br

Synonyms
        
            TCMDC-131736
        
            Bromofenofos
        
            Bromfenofos
        
            Bromfenphos
        
            Acedist
        
            Bromofenofos [INN]
        
            21466-07-9
        
            UNII-XTH861Q3CR
        
            Bromofenofosum [INN-Latin]
        
            XTH861Q3CR
        
Classifies
                

                  
                    Predicted: Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBiphenyls and derivatives
Intermediate Tree NodesBrominated biphenyls
Direct ParentPolybrominated biphenyls
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsPolybrominated biphenyl - Phenyl phosphate - Aryl phosphate - Aryl phosphomonoester - Phenoxy compound - 4-bromophenol - 4-halophenol - 2-halophenol - 2-bromophenol - Bromobenzene - Phenol - Halobenzene - Aryl bromide - Aryl halide - Phosphoric acid ester - Organic phosphoric acid derivative - Organic oxygen compound - Organohalogen compound - Organobromide - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as polybrominated biphenyls. These are organic aromatic compounds containing a biphenyl moiety, which is substituted at two or more ring positions by a bromine atom.

Properties

Property NameProperty Value
Molecular Weight581.773
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Complexity436
Monoisotopic Mass577.676
Exact Mass581.672
XLogP4.3
Formal Charge0
Heavy Atom Count22
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+0.8966
Human Intestinal AbsorptionHIA+0.8410
Caco-2 PermeabilityCaco2-0.5174
P-glycoprotein SubstrateNon-substrate0.7072
P-glycoprotein InhibitorNon-inhibitor0.7769
Non-inhibitor0.9275
Renal Organic Cation TransporterNon-inhibitor0.8933
Distribution
Subcellular localizationMitochondria0.8946
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7568
CYP450 2D6 SubstrateNon-substrate0.8263
CYP450 3A4 SubstrateNon-substrate0.5640
CYP450 1A2 InhibitorNon-inhibitor0.5130
CYP450 2C9 InhibitorInhibitor0.5062
CYP450 2D6 InhibitorNon-inhibitor0.8909
CYP450 2C19 InhibitorNon-inhibitor0.5277
CYP450 3A4 InhibitorNon-inhibitor0.8799
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.6178
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8952
Non-inhibitor0.7196
AMES ToxicityNon AMES toxic0.9133
CarcinogensNon-carcinogens0.6747
Fish ToxicityHigh FHMT0.9948
Tetrahymena Pyriformis ToxicityHigh TPT0.9973
Honey Bee ToxicityHigh HBT0.7853
BiodegradationNot ready biodegradable0.9897
Acute Oral ToxicityII0.7124
Carcinogenicity (Three-class)Non-required0.4633

Model Value Unit
Absorption
Aqueous solubility-5.6319LogS
Caco-2 Permeability-0.0991LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.5805LD50, mol/kg
Fish Toxicity0.3394pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.6807pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Cattle,Edible OffalJapan0.01ppm
Cattle,KidneyJapan0.01ppm
Cattle,LiverJapan0.01ppm
Cattle,FatJapan0.01ppm
Cattle,MuscleJapan0.01ppm