Cannabis Compound Database: Showing Compound Card for Fensulfothion (CDB006244)

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Record Information

Version

1.0

Created at

2020-07-28 20:22:27 UTC

Updated at

2020-11-18 16:40:15 UTC

CannabisDB ID

CDB006244

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Fensulfothion

Description

fensulfothion, 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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dasanit	ChEBI
O,O-Diethyl O-(p-(methylsulfinyl)phenyl) phosphorothioate	ChEBI
O,O-Diethyl O-4-methylsulphinylphenyl phosphorothioate	ChEBI
O,O-Diethyl O-[4-(methylsulfinyl)phenyl] thiophosphate	ChEBI
O,O-Diethyl O-p-(methylsulfinyl)phenyl thiophosphate	ChEBI
Phosphorothioic acid, O,O-diethyl O-(4-(methylsulfinyl)phenyl) ester	ChEBI
O,O-Diethyl O-(p-(methylsulfinyl)phenyl) phosphorothioic acid	Generator
O,O-Diethyl O-(p-(methylsulphinyl)phenyl) phosphorothioate	Generator
O,O-Diethyl O-(p-(methylsulphinyl)phenyl) phosphorothioic acid	Generator
O,O-Diethyl O-4-methylsulfinylphenyl phosphorothioate	Generator
O,O-Diethyl O-4-methylsulfinylphenyl phosphorothioic acid	Generator
O,O-Diethyl O-4-methylsulphinylphenyl phosphorothioic acid	Generator
O,O-Diethyl O-[4-(methylsulfinyl)phenyl] thiophosphoric acid	Generator
O,O-Diethyl O-[4-(methylsulphinyl)phenyl] thiophosphate	Generator
O,O-Diethyl O-[4-(methylsulphinyl)phenyl] thiophosphoric acid	Generator
O,O-Diethyl O-p-(methylsulfinyl)phenyl thiophosphoric acid	Generator
O,O-Diethyl O-p-(methylsulphinyl)phenyl thiophosphate	Generator
O,O-Diethyl O-p-(methylsulphinyl)phenyl thiophosphoric acid	Generator
Phosphorothioate, O,O-diethyl O-(4-(methylsulfinyl)phenyl) ester	Generator
Phosphorothioate, O,O-diethyl O-(4-(methylsulphinyl)phenyl) ester	Generator
Phosphorothioic acid, O,O-diethyl O-(4-(methylsulphinyl)phenyl) ester	Generator
Fensulphothion	Generator
Diethoxy-(4-methylsulphinylphenoxy)-sulphanylidene-$l^{5}-phosphane	Generator
Dansit	MeSH
Fensulfothion	MeSH

Chemical Formula

C₁₁H₁₇O₄PS₂

Average Molecular Weight

308.35

Monoisotopic Molecular Weight

308.030588373

IUPAC Name

O,O-diethyl O-4-methanesulfinylphenyl phosphorothioate

Traditional Name

fensulfothion

CAS Registry Number

Not 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 Key

XDNBJTQLKCIJBV-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic thiophosphoric acids and derivatives

Sub Class

Thiophosphoric acid esters

Direct Parent

Phenyl 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 Framework

Aromatic homomonocyclic compounds

External Descriptors

sulfoxide (CHEBI:34760 )
organic thiophosphate (CHEBI:34760 )
organothiophosphate insecticide (CHEBI:34760 )
Organophosphorus insecticides (C14510 )
a small molecule (CPD-8966 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.35	ALOGPS
logP	2.11	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	19.38	ChemAxon
pKa (Strongest Basic)	-8.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	79.73 m³·mol⁻¹	ChemAxon
Polarizability	30.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Fensulfothion, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a59-1197000000-9c35fc5670964a25ed8b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zgi-1390000000-fe98f3a3118cbb9136a7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00tu-4940000000-db4f5fda7cf13969392e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0bvi-2294000000-4b8fce8ca0add7c0bdd5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0h00-1290000000-18208837a7c89e7b22b1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udr-3690000000-bac4ee6bcde4df2da26b	2016-08-03	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C14510

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fensulfothion

METLIN ID

Not Available

PubChem Compound

8292

PDB ID

Not Available

ChEBI ID

34760

References

General References

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 ]

Showing Compound Card for Fensulfothion (CDB006244)

Structure for CDB006244 (Fensulfothion)