Showing Compound Card for Chlorpyrifos (CDB006220)

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Record Information
Version1.0
Created at2020-07-28 20:16:35 UTC
Updated at2020-12-07 19:12:20 UTC
CannabisDB IDCDB006220
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameChlorpyrifos
DescriptionChlorpyrifos, also known as dursban or detmol, belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group. Based on a literature review a significant number of articles have been published on Chlorpyrifos.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Chemical FormulaC9H11Cl3NO3PS
Average Molecular Weight350.586
Monoisotopic Molecular Weight348.926283546
IUPAC NameO,O-diethyl O-3,5,6-trichloropyridin-2-yl phosphorothioate
Traditional Nameterial
CAS Registry Number2921-88-2
SMILES
CCOP(=S)(OCC)OC1=C(Cl)C=C(Cl)C(Cl)=N1
InChI Identifier
InChI=1S/C9H11Cl3NO3PS/c1-3-14-17(18,15-4-2)16-9-7(11)5-6(10)8(12)13-9/h5H,3-4H2,1-2H3
InChI KeySBPBAQFWLVIOKP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic thiophosphoric acids and derivatives
Sub ClassThiophosphoric acid esters
Direct ParentAryl thiophosphates
Alternative Parents
Substituents
  • Aryl thiophosphate
  • Thiophosphate triester
  • Polyhalopyridine
  • 2-halopyridine
  • Aryl chloride
  • Aryl halide
  • Pyridine
  • Heteroaromatic compound
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Route of exposure:

Biological location:

Role

Environmental role:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point42°CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0011 mg/mL at 24°CNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.15ALOGPS
logP4.78ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.58 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity79 m³·mol⁻¹ChemAxon
Polarizability30.4 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-002b-8972000000-01227c0965379003bd5c2014-09-20View Spectrum
GC-MSChlorpyrifos, non-derivatized, GC-MS Spectrumsplash10-0002-2793000000-24fe8c73aae05cb109a6Spectrum
GC-MSChlorpyrifos, non-derivatized, GC-MS Spectrumsplash10-0002-2794000000-df67df73c4dd26908db1Spectrum
GC-MSChlorpyrifos, non-derivatized, GC-MS Spectrumsplash10-0002-2793000000-24fe8c73aae05cb109a6Spectrum
GC-MSChlorpyrifos, non-derivatized, GC-MS Spectrumsplash10-0002-2794000000-df67df73c4dd26908db1Spectrum
Predicted GC-MSChlorpyrifos, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-02vv-4879000000-9255cc8373a5b6df3d65Spectrum
Predicted GC-MSChlorpyrifos, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100.40 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0041856
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2629
KEGG Compound IDC14322
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkChlorpyrifos
METLIN IDNot Available
PubChem Compound2730
PDB IDNot Available
ChEBI ID34631
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 ]