Aldoxycarb
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Basic Info
Common Name | Aldoxycarb(F03954) |
2D Structure | |
Description | Aldoxycarb 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 ID | F03954 |
CAS Number | 1646-88-4 |
PubChem CID | 9570093 |
Formula | C7H14N2O4S |
IUPAC Name | [(E)-(2-methyl-2-methylsulfonylpropylidene)amino] N-methylcarbamate |
InChI Key | YRRKLBAKDXSTNC-WEVVVXLNSA-N |
InChI | InChI=1S/C7H14N2O4S/c1-7(2,14(4,11)12)5-9-13-6(10)8-3/h5H,1-4H3,(H,8,10)/b9-5+ |
Canonical SMILES | CC(C)(C=NOC(=O)NC)S(=O)(=O)C |
Isomeric SMILES | CC(C)(/C=N/OC(=O)NC)S(=O)(=O)C |
Synonyms | Aldicarb (sulfone) Aldoxycarb Standak Sulfocarb Aldicarb-sulfone ALDICARB SULFONE 1646-88-4 Caswell No. 011AA Temik sulfone Aldoxycarbe [ISO-French] |
Classifies | Pesticide |
Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
Kingdom | Organic compounds |
Superclass | Organosulfur compounds |
Class | Sulfonyls |
Subclass | Sulfones |
Intermediate Tree Nodes | Not available |
Direct Parent | Sulfones |
Alternative Parents | |
Molecular Framework | Aliphatic acyclic compounds |
Substituents | Sulfone - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Imine - Aliphatic acyclic compound |
Description | This compound belongs to the class of organic compounds known as sulfones. These are compounds containing a sulfonyl group( which as the general structure RS(=O)2R' (R,R' =alkyl, aryl)) attached to two carbon atoms. |
Properties
Property Name | Property Value |
---|---|
Molecular Weight | 222.259 |
Hydrogen Bond Donor Count | 1 |
Hydrogen Bond Acceptor Count | 5 |
Rotatable Bond Count | 4 |
Complexity | 326 |
Monoisotopic Mass | 222.067 |
Exact Mass | 222.067 |
XLogP | -0.6 |
Formal Charge | 0 |
Heavy Atom Count | 14 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 1 |
Undefined Bond Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 1 |
ADMET
Model | Result | Probability |
---|---|---|
Absorption | ||
Blood-Brain Barrier | BBB+ | 0.7662 |
Human Intestinal Absorption | HIA+ | 0.9726 |
Caco-2 Permeability | Caco2- | 0.5770 |
P-glycoprotein Substrate | Non-substrate | 0.8170 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.8781 |
Non-inhibitor | 0.8588 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.9587 |
Distribution | ||
Subcellular localization | Mitochondria | 0.6072 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.6339 |
CYP450 2D6 Substrate | Non-substrate | 0.8261 |
CYP450 3A4 Substrate | Non-substrate | 0.5859 |
CYP450 1A2 Inhibitor | Non-inhibitor | 0.7670 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.7381 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.8927 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.5886 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.9510 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9568 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9946 |
Non-inhibitor | 0.9374 | |
AMES Toxicity | Non AMES toxic | 0.5655 |
Carcinogens | Carcinogens | 0.6113 |
Fish Toxicity | High FHMT | 0.9147 |
Tetrahymena Pyriformis Toxicity | Low TPT | 0.6460 |
Honey Bee Toxicity | High HBT | 0.7397 |
Biodegradation | Not ready biodegradable | 0.9963 |
Acute Oral Toxicity | I | 0.7734 |
Carcinogenicity (Three-class) | Non-required | 0.6511 |
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | -1.9136 | LogS |
Caco-2 Permeability | 0.7392 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 4.0772 | LD50, mol/kg |
Fish Toxicity | 0.8794 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | -0.0427 | pIGC50, ug/L |
References
Title | Journal | Date | Pubmed ID |
---|---|---|---|
[Determination of aldicarb and its metabolites in peanuts by high performanceliquid chromatography-linear ion trap triple stage mass spectrometry]. | Se Pu | 2012 Mar | 22715699 |
[Behavior of N-methylcarbamate pesticides during refinement processing of edible oils]. | J Oleo Sci | 2007 | 17898465 |
N-methyl carbamate pesticide residues in conventional and organic infant foodsavailable on the Canadian retail market, 2001-03. | Food Addit Contam | 2006 Jul | 16751141 |
Pulsed losses and degradation of aldicarb in a South Florida agriculturalwatershed. | Arch Environ Contam Toxicol | 2005 Jan | 15657802 |
Determination of pesticides in apple-based infant foods using liquidchromatography electrospray ionization tandem mass spectrometry. | J Agric Food Chem | 2005 Feb 9 | 15686398 |
Determination of aldicarb, aldicarb sulfoxide and aldicarb sulfone in some fruitsand vegetables using high-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. | J Chromatogr A | 2000 Aug 4 | 10949478 |
Analyte stability study of N-methylcarbamate pesticides in beef and poultry livertissues by liquid chromatography. | J AOAC Int | 1993 Nov-Dec | 8286970 |
Simplified multiresidue method for liquid chromatographic determination ofN-methyl carbamate insecticides in fruits and vegetables. | J Assoc Off Anal Chem | 1988 May-Jun | 3391959 |
Targets
- 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
- Fishel F (2009). Pesticide Toxicity Profile: Carbamate Pesticides. University of Florida, IFAS Extension.: http://edis.ifas.ufl.edu/PI088
- 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
- Fishel F (2009). Pesticide Toxicity Profile: Carbamate Pesticides. University of Florida, IFAS Extension.: http://edis.ifas.ufl.edu/PI088