Haloxon

Basic Info

Common NameHaloxon(F06211)
2D Structure
FRCD IDF06211
CAS Number321-55-1
PubChem CID9454
FormulaC14H14Cl3O6P
IUPAC Name

bis(2-chloroethyl) (3-chloro-4-methyl-2-oxochromen-7-yl) phosphate

InChI Key

KULDXINYXFTXMO-UHFFFAOYSA-N

InChI

InChI=1S/C14H14Cl3O6P/c1-9-11-3-2-10(8-12(11)22-14(18)13(9)17)23-24(19,20-6-4-15)21-7-5-16/h2-3,8H,4-7H2,1H3

Canonical SMILES

CC1=C(C(=O)OC2=C1C=CC(=C2)OP(=O)(OCCCl)OCCCl)Cl

Isomeric SMILES

CC1=C(C(=O)OC2=C1C=CC(=C2)OP(=O)(OCCCl)OCCCl)Cl

Synonyms
        
            Haloxon
        
            Eustidil
        
            321-55-1
        
            Galloxon
        
            Galoxone
        
            Helmirane
        
            Helmiron
        
            Helmirone
        
            Loxon
        
            Luxon
Classifies
                

                  
                    Predicted: Pollutant
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentCoumarins and derivatives
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
SubstituentsCoumarin - Benzopyran - 1-benzopyran - Pyranone - Dialkyl phosphate - Aryl chloride - Aryl halide - Organic phosphoric acid derivative - Phosphoric acid ester - Pyran - Alkyl phosphate - Benzenoid - Heteroaromatic compound - Lactone - Oxacycle - Organoheterocyclic compound - Alkyl chloride - Organooxygen compound - Organochloride - Organohalogen compound - Hydrocarbon derivative - Alkyl halide - Organic oxygen compound - Organic oxide - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Properties

Property NameProperty Value
Molecular Weight415.584
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Complexity529
Monoisotopic Mass413.959
Exact Mass413.959
XLogP3.3
Formal Charge0
Heavy Atom Count24
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+0.9415
Human Intestinal AbsorptionHIA+0.8651
Caco-2 PermeabilityCaco2+0.5000
P-glycoprotein SubstrateNon-substrate0.5089
P-glycoprotein InhibitorInhibitor0.6686
Non-inhibitor0.6523
Renal Organic Cation TransporterNon-inhibitor0.7643
Distribution
Subcellular localizationMitochondria0.6820
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7832
CYP450 2D6 SubstrateNon-substrate0.7832
CYP450 3A4 SubstrateSubstrate0.5973
CYP450 1A2 InhibitorInhibitor0.5565
CYP450 2C9 InhibitorInhibitor0.5000
CYP450 2D6 InhibitorNon-inhibitor0.8912
CYP450 2C19 InhibitorInhibitor0.5702
CYP450 3A4 InhibitorNon-inhibitor0.7433
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.5129
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionStrong inhibitor0.7286
Non-inhibitor0.7851
AMES ToxicityNon AMES toxic0.7276
CarcinogensNon-carcinogens0.8452
Fish ToxicityHigh FHMT0.9851
Tetrahymena Pyriformis ToxicityHigh TPT0.9995
Honey Bee ToxicityHigh HBT0.7178
BiodegradationNot ready biodegradable0.9656
Acute Oral ToxicityII0.6793
Carcinogenicity (Three-class)Non-required0.5275
Model Value Unit
Absorption
Aqueous solubility-4.8102LogS
Caco-2 Permeability0.2987LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.2919LD50, mol/kg
Fish Toxicity0.1283pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.1074pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Edible Tissues Of CattleUnited States0.1ppm
Cattle,Edible OffalJapan0.1ppm
Cattle,KidneyJapan0.1ppm
Cattle,LiverJapan0.1ppm
Cattle,FatJapan0.1ppm
Cattle,MuscleJapan0.1ppm