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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:43:49 UTC
Update Date2017-12-07 03:29:22 UTC
HMDB IDHMDB0033956
Secondary Accession Numbers
  • HMDB33956
Metabolite Identification
Common NameDichlorvos
DescriptionDichlorvos is used as a household and public health fumigant, for crop protection and as an anthelmintic in animal feeds.Dichlorvos or 2,2-dichlorovinyl dimethyl phosphate (DDVP) is a highly volatile organophosphate, widely used as a insecticide to control household pests, in public health, and protecting stored product from insects. It is effective against mushroom flies, aphids, spider mites, caterpillars, thrips, and whiteflies in greenhouse, outdoor fruit, and vegetable crops. (Wikipedia
Structure
Thumb
Synonyms
ValueSource
2,2-Dichloroethenyl dimethyl phosphateChEBI
DDVPChEBI
Dimethyl 2,2-dichlorovinyl phosphateChEBI
Dimethyl-2,2-dichlorovinyl phosphateChEBI
Phosphoric acid, 2,2-dichloroethenyl dimethyl esterChEBI
Phosphoric acid, 2,2-dichlorovinyl dimethyl esterChEBI
2,2-Dichloroethenyl dimethyl phosphoric acidGenerator
Dimethyl 2,2-dichlorovinyl phosphoric acidGenerator
Dimethyl-2,2-dichlorovinyl phosphoric acidGenerator
Phosphate, 2,2-dichloroethenyl dimethyl esterGenerator
Phosphate, 2,2-dichlorovinyl dimethyl esterGenerator
2,2-Dichloroethenol dimethyl phosphateHMDB
2,2-Dichloroethenyl phosphoric acid dimethyl esterHMDB
2,2-Dichlorovinyl alcohol dimethyl phosphateHMDB
2,2-Dichlorovinyl dimethyl phosphate, 8ciHMDB
2,2-Dichlorovinyl dimethyl phosphoric acid esterHMDB
2,2-Dichlorovinyl-O,O-dimethyl phosphateHMDB
2,2-Dimethyldichlorovinyl phosphateHMDB
AlgardHMDB
ApavapHMDB
AquaguardHMDB
AstrobotHMDB
AtgardHMDB
BenfosHMDB
BibesolHMDB
BrevinylHMDB
CanogardHMDB
CekusanHMDB
ChlorvinphosHMDB
CyanophosHMDB
CyponaHMDB
DDVP (Insecticide)HMDB
Dichloroethenyl dimethyl phosphateHMDB
DichlorophosHMDB
DiclorvosHMDB
Dimethyl 2,2-dichloroethenyl phosphateHMDB
Dimethyl dichlorovinyl phosphateHMDB
Dimethyl O,O-dichlorovinyl-2,2-phosphateHMDB
Dimethyldichlorovinyl phosphateHMDB
DivipanHMDB
DuravosHMDB
EquigandHMDB
EquigardHMDB
EquigelHMDB
EquiguardHMDB
Ethenol, 2,2-dichloro-, dimethyl phosphateHMDB
FecamaHMDB
HerkalHMDB
HerkolHMDB
Insectigas DHMDB
KrecalvinHMDB
LindanHMDB
LindanmafuHMDB
NerkolHMDB
NogosHMDB
NovotoxHMDB
NSC 6738HMDB
NuvanHMDB
O,O-Dimethyl 2,2-dichlorovinyl phosphateHMDB
O,O-Dimethyl dichlorovinyl phosphateHMDB
O-(2,2-Dichloroethenyl) O,O-dimethyl phosphate, 9ciHMDB
O-(2,2-Dichlorvinyl)-O,O-dimethylphosphateHMDB
PanaplateHMDB
Phosphoric acid 2,2-dichloroethenyl dimethyl esterHMDB
Phosphoric acid 2,2-dichlorovinyl dimethyl esterHMDB
PhosvitHMDB
TetravosHMDB
TopanolHMDB
UnifosHMDB
UnitoxHMDB
VaponaHMDB
VerdicanHMDB
VerdiporHMDB
VerdisolHMDB
Phosphoric acid 2,2 dichloroethenyl dimethyl esterMeSH
DichlofosMeSH
Chemical FormulaC4H7Cl2O4P
Average Molecular Weight220.976
Monoisotopic Molecular Weight219.945900638
IUPAC Name2,2-dichloroethenyl dimethyl phosphate
Traditional Namedichlorvos
CAS Registry Number62-73-7
SMILES
COP(=O)(OC)OC=C(Cl)Cl
InChI Identifier
InChI=1S/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3
InChI KeyOEBRKCOSUFCWJD-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentDialkyl phosphates
Alternative Parents
Substituents
  • Dialkyl phosphate
  • Chloroalkene
  • Haloalkene
  • Vinyl halide
  • Vinyl chloride
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-60 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility8 mg/mL at 20 °CNot Available
LogP1.43Not Available
Predicted Properties
PropertyValueSource
Water Solubility9.77 g/LALOGPS
logP1.27ALOGPS
logP1.37ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)-9.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity52.19 m³·mol⁻¹ChemAxon
Polarizability16.82 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-1900000000-09877a8cb478a3cc6839View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-1900000000-09877a8cb478a3cc6839View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-7950000000-d8cdc825bf993c643600View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-0900000000-f98de9faf1be0bb7aa83View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-0900000000-93c62701332435cee993View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-0900000000-f922e6ba3c6c6b90775aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-1900000000-40a51b0033ce31d71432View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-1900000000-9ef61f0d99a23257c13dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-3900000000-c65f2474371722a3bcc8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00fr-0690000000-26446ccc45ba04ecd6a2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-0930000000-5337a3d357153a9b46f2View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-0900000000-65501644b18b2b26ba71View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-2900000000-051c8cc88647cdf4959eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-4900000000-dccb667225335d52f6d1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-6900000000-8c14f2901d28ffb6e55aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-004i-0900000000-cc2455ee44a59b12a9f4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-004i-2900000000-c792ae223d6916b397d8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0a4l-0900000000-ca0ee2a0d7d29061a4c4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-052f-0900000000-347f95538a81149f9317View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-0930000000-62f725b3cb5b2d33fd64View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-e298d1b1b9fbe49cdf07View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0290000000-d903963507fb14645616View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01q9-7920000000-49744b7423eca8f5c83dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0390000000-739bd76ae4f970ffb5ddView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-1970000000-20c951792dc55918ff70View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fai-4900000000-f04c27c6490895d5cc16View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0a4i-7900000000-0efae19e253ed849b729View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012175
KNApSAcK IDNot Available
Chemspider ID2931
KEGG Compound IDC14430
BioCyc IDCPD-10185
BiGG IDNot Available
Wikipedia LinkDichlorvos
METLIN IDNot Available
PubChem Compound3039
PDB IDNot Available
ChEBI ID34690
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Choudhary S, Raheja G, Gupta V, Gill KD: Possible involvement of dopaminergic neurotransmitter system in dichlorvos induced delayed neurotoxicity. J Biochem Mol Biol Biophys. 2002 Feb;6(1):29-36. [PubMed:12186780 ]
  2. Ebeigbe AB, Campbell PI: Inhibitory effect of dichlorvos on arterial smooth muscle contraction. Pharmacol Res Commun. 1986 Mar;18(3):283-91. [PubMed:3725847 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .