Basic Info

Common NameMobam(F04013)
2D Structure
Description

Mobam is a carbamate pesticide. Carbamate pesticides are derived from carbamic acid and kill insects in a similar fashion as organophosphate insecticides. They are widely used in homes, gardens and agriculture. The first carbamate, carbaryl, was introduced in 1956 and more of it has been used throughout the world than all other carbamates combined. Because of carbaryl's relatively low mammalian oral and dermal toxicity and broad control spectrum, it has had wide use in lawn and garden settings. Most of the carbamates are extremely toxic to Hymenoptera, and precautions must be taken to avoid exposure to foraging bees or parasitic wasps. Some of the carbamates are translocated within plants, making them an effective systemic treatment. (L795)

FRCD IDF04013
CAS Number1079-33-0
PubChem CID14119
FormulaC10H9NO2S
IUPAC Name

1-benzothiophen-4-yl N-methylcarbamate

InChI Key

BOTUVXISJHKZKJ-UHFFFAOYSA-N

InChI

InChI=1S/C10H9NO2S/c1-11-10(12)13-8-3-2-4-9-7(8)5-6-14-9/h2-6H,1H3,(H,11,12)

Canonical SMILES

CNC(=O)OC1=C2C=CSC2=CC=C1

Isomeric SMILES

CNC(=O)OC1=C2C=CSC2=CC=C1

Synonyms
        
            4-Benzothienyl N-methyl-carbamate
        
            MOBAM
        
            Mobam phenol
        
            4-Benzothienyl methylcarbamate
        
            Mobil MC-A-600
        
            1079-33-0
        
            Caswell No. 081D
        
            MOS-708
        
            OMS-708
        
            UNII-8M3AR1XD9I
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassBenzothiophenes
Subclass1-benzothiophenes
Intermediate Tree NodesNot available
Direct Parent1-benzothiophenes
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents1-benzothiophene - Benzenoid - Heteroaromatic compound - Carbamic acid ester - Thiophene - Carbonic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 1-benzothiophenes. These are aromatic heterocyclic compound containing the Benzo[b]thiophene ring system.

Properties

Property NameProperty Value
Molecular Weight207.247
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Complexity222
Monoisotopic Mass207.035
Exact Mass207.035
XLogP2.5
Formal Charge0
Heavy Atom Count14
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+0.9628
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.5735
P-glycoprotein SubstrateNon-substrate0.7940
P-glycoprotein InhibitorNon-inhibitor0.9241
Non-inhibitor0.8921
Renal Organic Cation TransporterNon-inhibitor0.8717
Distribution
Subcellular localizationMitochondria0.4705
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6166
CYP450 2D6 SubstrateSubstrate0.6099
CYP450 3A4 SubstrateNon-substrate0.5179
CYP450 1A2 InhibitorInhibitor0.8464
CYP450 2C9 InhibitorNon-inhibitor0.9250
CYP450 2D6 InhibitorNon-inhibitor0.9101
CYP450 2C19 InhibitorNon-inhibitor0.8318
CYP450 3A4 InhibitorNon-inhibitor0.8766
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6463
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9618
Non-inhibitor0.9461
AMES ToxicityNon AMES toxic0.5725
CarcinogensNon-carcinogens0.9391
Fish ToxicityHigh FHMT0.9158
Tetrahymena Pyriformis ToxicityHigh TPT0.9675
Honey Bee ToxicityHigh HBT0.8905
BiodegradationNot ready biodegradable0.7165
Acute Oral ToxicityII0.7140
Carcinogenicity (Three-class)Warning0.4707

Model Value Unit
Absorption
Aqueous solubility-2.5006LogS
Caco-2 Permeability1.3913LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.4396LD50, mol/kg
Fish Toxicity1.2756pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.0956pIGC50, ug/L

Targets

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
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