Showing Compound Card for Chlorfenvinphos (CDB006218)

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Record Information
Version1.0
Created at2020-07-28 20:16:28 UTC
Updated at2020-11-18 16:40:15 UTC
CannabisDB IDCDB006218
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameChlorfenvinphos
DescriptionChlorfenvinphos, also known as birlane or clofenvinfos, belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it. Chlorfenvinphos is an extremely weak basic (essentially neutral) compound (based on its pKa). The reaction itself is a phosphorylation, which is reversible.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
BirlaneMeSH
ChlorphenvinphosMeSH
ClofenvinfosMeSH
DermatonMeSH
[(Z)-2-chloro-1-(2,4-Dichlorophenyl)ethenyl] diethyl phosphoric acidGenerator
ChlorfenvinphosMeSH
(Z)-2-Chloro-1-(2,4-dichlorophenyl)ethenyl diethyl phosphoric acidGenerator
Chemical FormulaC12H14Cl3O4P
Average Molecular Weight359.56
Monoisotopic Molecular Weight357.969529
IUPAC Name(Z)-2-chloro-1-(2,4-dichlorophenyl)ethenyl diethyl phosphate
Traditional Namechlorfenvinphos
CAS Registry NumberNot Available
SMILES
[H]\C(Cl)=C(\OP(=O)(OCC)OCC)C1=C(Cl)C=C(Cl)C=C1
InChI Identifier
InChI=1S/C12H14Cl3O4P/c1-3-17-20(16,18-4-2)19-12(8-13)10-6-5-9(14)7-11(10)15/h5-8H,3-4H2,1-2H3/b12-8-
InChI KeyFSAVDKDHPDSCTO-WQLSENKSSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Substituents
  • 1,3-dichlorobenzene
  • Styrene
  • Dialkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Aryl halide
  • Aryl chloride
  • Chloroalkene
  • Haloalkene
  • Vinyl halide
  • Vinyl chloride
  • Organic oxide
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
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
logP4.05ALOGPS
logP4.3ChemAxon
logS-4.3ALOGPS
pKa (Strongest Basic)-9.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity81.38 m³·mol⁻¹ChemAxon
Polarizability32.06 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-MSChlorfenvinphos, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 21V, positivesplash10-0kdj-4940000000-021cd7e2a3b051419da92020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 25V, positivesplash10-052b-5921000000-171ee08ea370f70580072020-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a7i-1829000000-2eb41c16236e39b9a92d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0119000000-fd237ae75cedf31bafde2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0imi-8910000000-2ecaf370dc038977cf092016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0bwi-0719000000-d7c6d0bef13ce484e8a32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-06w9-0579000000-289b416292e2f3b43ac52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ul3-1965000000-0adf4069ddeca85b131b2016-08-03View 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 IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkChlorfenvinphos
METLIN IDNot Available
PubChem Compound5377784
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 ]