Alanycarb

Basic Info

Common NameAlanycarb(F03951)
2D Structure
Description

Alanycarb 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 IDF03951
CAS Number83130-01-2
PubChem CID9576091
FormulaC17H25N3O4S2
IUPAC Name

ethyl 3-[benzyl-[methyl-[(Z)-1-methylsulfanylethylideneamino]oxycarbonylamino]sulfanylamino]propanoate

InChI Key

GMAUQNJOSOMMHI-JXAWBTAJSA-N

InChI

InChI=1S/C17H25N3O4S2/c1-5-23-16(21)11-12-20(13-15-9-7-6-8-10-15)26-19(3)17(22)24-18-14(2)25-4/h6-10H,5,11-13H2,1-4H3/b18-14-

Canonical SMILES

CCOC(=O)CCN(CC1=CC=CC=C1)SN(C)C(=O)ON=C(C)SC

Isomeric SMILES

CCOC(=O)CCN(CC1=CC=CC=C1)SN(C)C(=O)O/N=C(/C)\SC

Synonyms
        
            5-Oxa-2,8-dithia-4,7,9-triazadodec-3-en-12-oic acid, 3,7-dimethyl-6-oxo-9-(phenylmethyl)-, ethyl ester, (Z)-
        
            Alanycarb
        
            83130-01-2
        
            Alanycarb [ISO]
        
            OK 135
        
            UNII-767O73WB8X
        
            767O73WB8X
        
            ethyl (3Z)-9-benzyl-3,7-dimethyl-6-oxo-5-oxa-2,8-dithia-4,7,9-triazadodec-3-en-12-oate
        
            ethyl N-benzyl-N-({methyl[({[(1Z)-1-(methylsulfanyl)ethylidene]amino}oxy)carbonyl]amino}sulfanyl)-beta-alaninate
        
            ethyl 3-[benzyl-[methyl-[(Z)-1-methylsulfanylethylideneamino]oxycarbonylamino]sulfanylamino]propanoate
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsMonocyclic benzene moiety - Carboxylic acid ester - Carbonic acid derivative - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Sulfenyl compound - Organic nitrogen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Properties

Property NameProperty Value
Molecular Weight399.524
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count12
Complexity471
Monoisotopic Mass399.129
Exact Mass399.129
XLogP3.4
Formal Charge0
Heavy Atom Count26
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.6228
Human Intestinal AbsorptionHIA+0.8863
Caco-2 PermeabilityCaco2-0.6051
P-glycoprotein SubstrateSubstrate0.5375
P-glycoprotein InhibitorInhibitor0.5460
Non-inhibitor0.9468
Renal Organic Cation TransporterNon-inhibitor0.7933
Distribution
Subcellular localizationMitochondria0.6001
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7023
CYP450 2D6 SubstrateNon-substrate0.8038
CYP450 3A4 SubstrateNon-substrate0.5476
CYP450 1A2 InhibitorNon-inhibitor0.7085
CYP450 2C9 InhibitorNon-inhibitor0.6676
CYP450 2D6 InhibitorNon-inhibitor0.8679
CYP450 2C19 InhibitorNon-inhibitor0.5750
CYP450 3A4 InhibitorNon-inhibitor0.9750
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8695
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.6855
Non-inhibitor0.6411
AMES ToxicityNon AMES toxic0.5000
CarcinogensNon-carcinogens0.6718
Fish ToxicityHigh FHMT0.9729
Tetrahymena Pyriformis ToxicityHigh TPT0.9773
Honey Bee ToxicityLow HBT0.5000
BiodegradationNot ready biodegradable0.8884
Acute Oral ToxicityII0.7396
Carcinogenicity (Three-class)Non-required0.5466
Model Value Unit
Absorption
Aqueous solubility-3.6072LogS
Caco-2 Permeability0.5709LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.1145LD50, mol/kg
Fish Toxicity1.2701pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.6267pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
LemonJapan2ppm
ParsnipJapan0.1ppm
CarrotJapan0.1ppm
Citrus Natsudaidai,WholeJapan2ppm
Kidney Beans,Immature(With Pods)Japan0.1ppm
Other HerbsJapan0.1ppm
Other SpicesJapan2ppm
Other NutsJapan2ppm
WalnutJapan2ppm
AlmondJapan2ppm
PecanJapan2ppm
ChestnutJapan2ppm
Ginkgo NutJapan2ppm
Other Oil SeedsJapan2ppm
RapeseedsJapan2ppm
Cotton SeedsJapan2ppm
Safflower SeedsJapan2ppm
Sesame SeedsJapan2ppm
Sunflower SeedsJapan2ppm
Other FruitsJapan2ppm

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