Showing Compound Card for Dioxathion (CDB006222)

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Record Information
Version1.0
Created at2020-07-28 20:16:42 UTC
Updated at2020-11-18 16:40:15 UTC
CannabisDB IDCDB006222
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameDioxathion
DescriptionO,O-diethyl [(3-{[diethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}-1,4-dioxan-2-yl)sulfanyl]phosphonothioate belongs to the class of organic compounds known as 1,4-dioxanes. These are organic compounds containing 1,4-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 4. O,O-diethyl [(3-{[diethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}-1,4-dioxan-2-yl)sulfanyl]phosphonothioate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
O,O-Diethyl [(3-{[diethoxy(sulfanylidene)--phosphanyl]sulfanyl}-1,4-dioxan-2-yl)sulfanyl]phosphonothioic acidGenerator
O,O-Diethyl [(3-{[diethoxy(sulphanylidene)--phosphanyl]sulphanyl}-1,4-dioxan-2-yl)sulphanyl]phosphonothioateGenerator
O,O-Diethyl [(3-{[diethoxy(sulphanylidene)--phosphanyl]sulphanyl}-1,4-dioxan-2-yl)sulphanyl]phosphonothioic acidGenerator
AC-528DioxationChEMBL
(3-Diethoxyphosphinothioylsulphanyl-1,4-dioxan-2-yl)sulphanyl-diethoxy-sulphanylidene-$l^{5}-phosphaneGenerator
2,3-Dioxanedithiol-S,S-bis(O,O-diethyl phosphorodithioate)MeSH
DelnavMeSH
DioxathionMeSH
Dioxathion, (cis)-isomerMeSH
Dioxathion, (trans)-isomerMeSH
DioxationMeSH
Chemical FormulaC12H26O6P2S4
Average Molecular Weight456.52
Monoisotopic Molecular Weight456.008747249
IUPAC NameO,O-diethyl [(3-{[diethoxy(sulfanylidene)-lambda5-phosphanyl]sulfanyl}-1,4-dioxan-2-yl)sulfanyl]phosphonothioate
Traditional NameO,O-diethyl (3-{[diethoxy(sulfanylidene)-lambda5-phosphanyl]sulfanyl}-1,4-dioxan-2-yl)sulfanylphosphonothioate
CAS Registry NumberNot Available
SMILES
CCOP(=S)(OCC)SC1OCCOC1SP(=S)(OCC)OCC
InChI Identifier
InChI=1S/C12H26O6P2S4/c1-5-15-19(21,16-6-2)23-11-12(14-10-9-13-11)24-20(22,17-7-3)18-8-4/h11-12H,5-10H2,1-4H3
InChI KeyVBKKVDGJXVOLNE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,4-dioxanes. These are organic compounds containing 1,4-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 4.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDioxanes
Sub Class1,4-dioxanes
Direct Parent1,4-dioxanes
Alternative Parents
Substituents
  • Dithiophosphate o-ester
  • Dithiophosphate s-ester
  • Para-dioxane
  • Organic dithiophosphate
  • Oxacycle
  • Sulfenyl compound
  • Organothiophosphorus compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
logP4.51ALOGPS
logP4.38ChemAxon
logS-5.2ALOGPS
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area55.38 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity111.87 m³·mol⁻¹ChemAxon
Polarizability44.61 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-MSDioxathion, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0847900000-de384d98ed1feca5c5162016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01xt-2192200000-c732a3086b4ea4fe4b6c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9480000000-d5738808bdde156e72982016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0032-0950100000-125976d41e6b086e8dd02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fh9-0915500000-88d067025188453383db2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001j-0219000000-1c391cf999d86bd251d62016-08-03View 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 IDC17877
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6531
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Taylor A, Birkett JW: Pesticides in cannabis: A review of analytical and toxicological considerations. Drug Test Anal. 2020 Feb;12(2):180-190. doi: 10.1002/dta.2747. Epub 2020 Jan 19. [PubMed:31834671 ]
  2. Cuypers E, Vanhove W, Gotink J, Bonneure A, Van Damme P, Tytgat J: The use of pesticides in Belgian illicit indoor cannabis plantations. Forensic Sci Int. 2017 Aug;277:59-65. doi: 10.1016/j.forsciint.2017.05.016. Epub 2017 May 25. [PubMed:28609661 ]