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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:43:49 UTC
Update Date2022-03-07 02:53:55 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
Data?1563862487
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
AtgardKegg
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
DichlofosMeSH
DichlorophosMeSH
Dimethyl dichlorovinyl phosphateMeSH
DivipanMeSH
NovotoxMeSH
Phosphoric acid 2,2 dichloroethenyl dimethyl esterMeSH
Phosphoric acid 2,2-dichloroethenyl dimethyl esterMeSH
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
BenfosHMDB
BibesolHMDB
BrevinylHMDB
CanogardHMDB
CekusanHMDB
ChlorvinphosHMDB
CyanophosHMDB
CyponaHMDB
DDVP (Insecticide)HMDB
Dichloroethenyl dimethyl phosphateHMDB
DiclorvosHMDB
Dimethyl 2,2-dichloroethenyl phosphateHMDB
Dimethyl O,O-dichlorovinyl-2,2-phosphateHMDB
Dimethyldichlorovinyl phosphateHMDB
DuravosHMDB
EquigandHMDB
EquigardHMDB
EquigelHMDB
EquiguardHMDB
Ethenol, 2,2-dichloro-, dimethyl phosphateHMDB
FecamaHMDB
HerkalHMDB
HerkolHMDB
Insectigas DHMDB
KrecalvinHMDB
LindanHMDB
LindanmafuHMDB
NerkolHMDB
NogosHMDB
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-dichlorovinyl dimethyl esterHMDB
PhosvitHMDB
TetravosHMDB
TopanolHMDB
UnifosHMDB
UnitoxHMDB
VaponaHMDB
VerdicanHMDB
VerdiporHMDB
VerdisolHMDB
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
Description 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
Disposition

Biological location

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-60 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility8 mg/mL at 20 °CNot Available
LogP1.43Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available138.69http://allccs.zhulab.cn/database/detail?ID=AllCCS00001270
Predicted Molecular 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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+137.90230932474
DeepCCS[M-H]-135.01430932474
DeepCCS[M-2H]-171.43730932474
DeepCCS[M+Na]+146.97530932474
AllCCS[M+H]+144.632859911
AllCCS[M+H-H2O]+141.132859911
AllCCS[M+NH4]+147.832859911
AllCCS[M+Na]+148.832859911
AllCCS[M-H]-139.632859911
AllCCS[M+Na-2H]-141.732859911
AllCCS[M+HCOO]-144.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DichlorvosCOP(=O)(OC)OC=C(Cl)Cl1932.0Standard polar33892256
DichlorvosCOP(=O)(OC)OC=C(Cl)Cl1324.7Standard non polar33892256
DichlorvosCOP(=O)(OC)OC=C(Cl)Cl1251.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Dichlorvos EI-B (Non-derivatized)splash10-0a4i-1900000000-09877a8cb478a3cc68392017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Dichlorvos EI-B (Non-derivatized)splash10-0a4i-1900000000-09877a8cb478a3cc68392018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dichlorvos GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-7950000000-d8cdc825bf993c6436002017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dichlorvos GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dichlorvos GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-7900000000-0efae19e253ed849b7292014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , negative-QTOFsplash10-001i-0900000000-f98de9faf1be0bb7aa832017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , negative-QTOFsplash10-001i-0900000000-93c62701332435cee9932017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , negative-QTOFsplash10-001i-0900000000-f922e6ba3c6c6b90775a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , negative-QTOFsplash10-001i-1900000000-40a51b0033ce31d714322017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , negative-QTOFsplash10-001i-1900000000-9ef61f0d99a23257c13d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , negative-QTOFsplash10-001i-3900000000-c65f2474371722a3bcc82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos 45V, Negative-QTOFsplash10-001i-0900000000-f922e6ba3c6c6b90775a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos 30V, Negative-QTOFsplash10-001i-0900000000-93c62701332435cee9932021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos 60V, Negative-QTOFsplash10-001i-1900000000-40a51b0033ce31d714322021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos 75V, Negative-QTOFsplash10-001i-1900000000-9ef61f0d99a23257c13d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos 15V, Negative-QTOFsplash10-001i-0900000000-f98de9faf1be0bb7aa832021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos 90V, Negative-QTOFsplash10-001i-3900000000-c65f2474371722a3bcc82021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , positive-QTOFsplash10-00fr-0690000000-26446ccc45ba04ecd6a22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , positive-QTOFsplash10-004i-0930000000-5337a3d357153a9b46f22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , positive-QTOFsplash10-004i-0900000000-65501644b18b2b26ba712017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , positive-QTOFsplash10-004i-2900000000-051c8cc88647cdf4959e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , positive-QTOFsplash10-004i-4900000000-dccb667225335d52f6d12017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , positive-QTOFsplash10-004i-6900000000-8c14f2901d28ffb6e55a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-ITFT , positive-QTOFsplash10-004i-0900000000-cc2455ee44a59b12a9f42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-ITFT , positive-QTOFsplash10-004i-2900000000-c792ae223d6916b397d82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-ITFT , positive-QTOFsplash10-0a4l-0900000000-ca0ee2a0d7d29061a4c42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-ITFT , positive-QTOFsplash10-052f-0900000000-347f95538a81149f93172017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos LC-ESI-QFT , positive-QTOFsplash10-004i-0930000000-62f725b3cb5b2d33fd642017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos 45V, Positive-QTOFsplash10-004i-0900000000-a16d9953cbbf3ee356612021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Dichlorvos 30V, Positive-QTOFsplash10-004i-0930000000-2ea542aeab9013b4a45e2021-09-20HMDB team, MONAView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
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 IDDB11397
Phenol Explorer Compound IDNot Available
FooDB 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
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .