Showing Compound Card for Fensulfothion (CDB006244)

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Record Information
Version1.0
Created at2020-07-28 20:22:27 UTC
Updated at2020-11-18 16:40:15 UTC
CannabisDB IDCDB006244
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameFensulfothion
Descriptionfensulfothion, also known as dasanit, belongs to the class of organic compounds known as phenyl thiophosphates. These are organothiophosphorus compounds that contain a thiophosphoric acid O-esterified with a phenyl group. fensulfothion is an extremely weak basic (essentially neutral) compound (based on its pKa). It is highly toxic and listed as an extremely hazardous substance. Fensulfothion is an insecticide and nematicide. It is widely used on corn, onions, rutabagas, pineapple, bananas, sugar cane, sugar beets, pea nuts, etc.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
DasanitChEBI
O,O-Diethyl O-(p-(methylsulfinyl)phenyl) phosphorothioateChEBI
O,O-Diethyl O-4-methylsulphinylphenyl phosphorothioateChEBI
O,O-Diethyl O-[4-(methylsulfinyl)phenyl] thiophosphateChEBI
O,O-Diethyl O-p-(methylsulfinyl)phenyl thiophosphateChEBI
Phosphorothioic acid, O,O-diethyl O-(4-(methylsulfinyl)phenyl) esterChEBI
O,O-Diethyl O-(p-(methylsulfinyl)phenyl) phosphorothioic acidGenerator
O,O-Diethyl O-(p-(methylsulphinyl)phenyl) phosphorothioateGenerator
O,O-Diethyl O-(p-(methylsulphinyl)phenyl) phosphorothioic acidGenerator
O,O-Diethyl O-4-methylsulfinylphenyl phosphorothioateGenerator
O,O-Diethyl O-4-methylsulfinylphenyl phosphorothioic acidGenerator
O,O-Diethyl O-4-methylsulphinylphenyl phosphorothioic acidGenerator
O,O-Diethyl O-[4-(methylsulfinyl)phenyl] thiophosphoric acidGenerator
O,O-Diethyl O-[4-(methylsulphinyl)phenyl] thiophosphateGenerator
O,O-Diethyl O-[4-(methylsulphinyl)phenyl] thiophosphoric acidGenerator
O,O-Diethyl O-p-(methylsulfinyl)phenyl thiophosphoric acidGenerator
O,O-Diethyl O-p-(methylsulphinyl)phenyl thiophosphateGenerator
O,O-Diethyl O-p-(methylsulphinyl)phenyl thiophosphoric acidGenerator
Phosphorothioate, O,O-diethyl O-(4-(methylsulfinyl)phenyl) esterGenerator
Phosphorothioate, O,O-diethyl O-(4-(methylsulphinyl)phenyl) esterGenerator
Phosphorothioic acid, O,O-diethyl O-(4-(methylsulphinyl)phenyl) esterGenerator
FensulphothionGenerator
Diethoxy-(4-methylsulphinylphenoxy)-sulphanylidene-$l^{5}-phosphaneGenerator
DansitMeSH
FensulfothionMeSH
Chemical FormulaC11H17O4PS2
Average Molecular Weight308.35
Monoisotopic Molecular Weight308.030588373
IUPAC NameO,O-diethyl O-4-methanesulfinylphenyl phosphorothioate
Traditional Namefensulfothion
CAS Registry NumberNot Available
SMILES
CCOP(=S)(OCC)OC1=CC=C(C=C1)S(C)=O
InChI Identifier
InChI=1S/C11H17O4PS2/c1-4-13-16(17,14-5-2)15-10-6-8-11(9-7-10)18(3)12/h6-9H,4-5H2,1-3H3
InChI KeyXDNBJTQLKCIJBV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenyl thiophosphates. These are organothiophosphorus compounds that contain a thiophosphoric acid O-esterified with a phenyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic thiophosphoric acids and derivatives
Sub ClassThiophosphoric acid esters
Direct ParentPhenyl thiophosphates
Alternative Parents
Substituents
  • Phenyl thiophosphate
  • Phenyl sulfoxide
  • Phenoxy compound
  • Thiophosphate triester
  • Benzenoid
  • Monocyclic benzene moiety
  • Sulfoxide
  • Sulfinyl compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.35ALOGPS
logP2.11ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)19.38ChemAxon
pKa (Strongest Basic)-8.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity79.73 m³·mol⁻¹ChemAxon
Polarizability30.47 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSFensulfothion, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a59-1197000000-9c35fc5670964a25ed8b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zgi-1390000000-fe98f3a3118cbb9136a72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00tu-4940000000-db4f5fda7cf13969392e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0bvi-2294000000-4b8fce8ca0add7c0bdd52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0h00-1290000000-18208837a7c89e7b22b12016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udr-3690000000-bac4ee6bcde4df2da26b2016-08-03View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC14510
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFensulfothion
METLIN IDNot Available
PubChem Compound8292
PDB IDNot Available
ChEBI ID34760
References
General References
  1. Moulins JR, Blais M, Montsion K, Tully J, Mohan W, Gagnon M, McRitchie T, Kwong K, Snider N, Blais DR: Multiresidue Method of Analysis of Pesticides in Medical Cannabis. J AOAC Int. 2018 Nov 1;101(6):1948-1960. doi: 10.5740/jaoacint.17-0495. Epub 2018 May 29. [PubMed:29843862 ]