Ethiofencarb

Basic Info

Common NameEthiofencarb(F03992)
2D Structure
Description

Ethiofencarb is a carbamate pesticide. Systemic agricultural insecticide. Ethiofencarb is used for control of aphids on hard and soft fruits, vegetables and sugar beet. Ethiofencarb belongs to the family of Aromatic Homomonocyclic Compounds. These are aromatic compounds containig only one ring, which is homocyclic.

FRCD IDF03992
CAS Number29973-13-5
PubChem CID34766
FormulaC11H15NO2S
IUPAC Name

[2-(ethylsulfanylmethyl)phenyl] N-methylcarbamate

InChI Key

HEZNVIYQEUHLNI-UHFFFAOYSA-N

InChI

InChI=1S/C11H15NO2S/c1-3-15-8-9-6-4-5-7-10(9)14-11(13)12-2/h4-7H,3,8H2,1-2H3,(H,12,13)

Canonical SMILES

CCSCC1=CC=CC=C1OC(=O)NC

Isomeric SMILES

CCSCC1=CC=CC=C1OC(=O)NC

Synonyms
        
            Ethiofencarb
        
            Ethiofencarb [BSI:ISO]
        
            CRONETON
        
            29973-13-5
        
            Arylmate
        
            Kronetone
        
            Croneton 500
        
            Ethiophencarbe
        
            alpha-Ethylthio-o-tolyl methylcarbamate
        
            Hox 1901
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassPhenyl methylcarbamates
Intermediate Tree NodesNot available
Direct ParentPhenyl methylcarbamates
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsPhenyl methylcarbamate - Phenoxy compound - Carbamic acid ester - Carbonic acid derivative - Thioether - Sulfenyl compound - Dialkylthioether - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenyl methylcarbamates. These are aromatic compounds containing a methylcarbamic acid esterified with a phenyl group.

Properties

Property NameProperty Value
Molecular Weight225.306
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Complexity199
Monoisotopic Mass225.082
Exact Mass225.082
XLogP1.9
Formal Charge0
Heavy Atom Count15
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+0.9780
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.7043
P-glycoprotein SubstrateNon-substrate0.6929
P-glycoprotein InhibitorNon-inhibitor0.8970
Non-inhibitor0.9865
Renal Organic Cation TransporterNon-inhibitor0.8335
Distribution
Subcellular localizationMitochondria0.7020
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7838
CYP450 2D6 SubstrateSubstrate0.6093
CYP450 3A4 SubstrateNon-substrate0.5097
CYP450 1A2 InhibitorInhibitor0.8756
CYP450 2C9 InhibitorNon-inhibitor0.8770
CYP450 2D6 InhibitorNon-inhibitor0.8495
CYP450 2C19 InhibitorNon-inhibitor0.6967
CYP450 3A4 InhibitorNon-inhibitor0.9428
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7597
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8848
Non-inhibitor0.8878
AMES ToxicityNon AMES toxic0.5111
CarcinogensNon-carcinogens0.8413
Fish ToxicityHigh FHMT0.9386
Tetrahymena Pyriformis ToxicityHigh TPT0.8245
Honey Bee ToxicityHigh HBT0.7670
BiodegradationNot ready biodegradable0.9466
Acute Oral ToxicityII0.8356
Carcinogenicity (Three-class)Non-required0.6357
Model Value Unit
Absorption
Aqueous solubility-2.1523LogS
Caco-2 Permeability1.5720LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.0834LD50, mol/kg
Fish Toxicity1.3377pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.0864pIGC50, ug/L

Targets

Target Details

Cholinesterase

General Function:
Identical protein binding
Specific Function:
Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:
BCHE
Uniprot ID:
P06276
Molecular Weight:
68417.575 Da
Mechanism of Action:
Like the organophosphates, their mode of action is inhibition of cholinesterase enzymes, affecting nerve impulse transmission.
References
  1. Fishel F (2009). Pesticide Toxicity Profile: Carbamate Pesticides. University of Florida, IFAS Extension.: http://edis.ifas.ufl.edu/PI088
Target Details

Acetylcholinesterase

General Function:
Serine hydrolase activity
Specific Function:
Terminates signal transduction at the neuromuscular junction by rapid hydrolysis of the acetylcholine released into the synaptic cleft. Role in neuronal apoptosis.
Gene Name:
ACHE
Uniprot ID:
P22303
Molecular Weight:
67795.525 Da
References
  1. Fishel F (2009). Pesticide Toxicity Profile: Carbamate Pesticides. University of Florida, IFAS Extension.: http://edis.ifas.ufl.edu/PI088