Cannabis Compound Database: Showing Compound Card for Dichlorvos (CDB006187)

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Record Information

Version

1.0

Created at

2020-07-28 20:14:35 UTC

Updated at

2020-12-07 19:12:19 UTC

CannabisDB ID

CDB006187

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Dichlorvos

Description

Dichlorvos, also known as DDVP or atgard, 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. Dichlorvos is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Based on a literature review a small amount of articles have been published on Dichlorvos.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
2,2-Dichloroethenyl dimethyl phosphate	ChEBI
DDVP	ChEBI
Dimethyl 2,2-dichlorovinyl phosphate	ChEBI
Dimethyl-2,2-dichlorovinyl phosphate	ChEBI
Phosphoric acid, 2,2-dichloroethenyl dimethyl ester	ChEBI
Phosphoric acid, 2,2-dichlorovinyl dimethyl ester	ChEBI
Atgard	Kegg
2,2-Dichloroethenyl dimethyl phosphoric acid	Generator
Dimethyl 2,2-dichlorovinyl phosphoric acid	Generator
Dimethyl-2,2-dichlorovinyl phosphoric acid	Generator
Phosphate, 2,2-dichloroethenyl dimethyl ester	Generator
Phosphate, 2,2-dichlorovinyl dimethyl ester	Generator
Dichlofos	MeSH
Dichlorophos	MeSH
Dimethyl dichlorovinyl phosphate	MeSH
Divipan	MeSH
Novotox	MeSH
Phosphoric acid 2,2 dichloroethenyl dimethyl ester	MeSH
Phosphoric acid 2,2-dichloroethenyl dimethyl ester	MeSH
2,2-Dichloroethenol dimethyl phosphate	HMDB
2,2-Dichloroethenyl phosphoric acid dimethyl ester	HMDB
2,2-Dichlorovinyl alcohol dimethyl phosphate	HMDB
2,2-Dichlorovinyl dimethyl phosphate, 8ci	HMDB
2,2-Dichlorovinyl dimethyl phosphoric acid ester	HMDB
2,2-Dichlorovinyl-O,O-dimethyl phosphate	HMDB
2,2-Dimethyldichlorovinyl phosphate	HMDB
Algard	HMDB
Apavap	HMDB
Aquaguard	HMDB
Astrobot	HMDB
Benfos	HMDB
Bibesol	HMDB
Brevinyl	HMDB
Canogard	HMDB
Cekusan	HMDB
Chlorvinphos	HMDB
Cyanophos	HMDB
Cypona	HMDB
DDVP (Insecticide)	HMDB
Dichloroethenyl dimethyl phosphate	HMDB
Diclorvos	HMDB
Dimethyl 2,2-dichloroethenyl phosphate	HMDB
Dimethyl O,O-dichlorovinyl-2,2-phosphate	HMDB
Dimethyldichlorovinyl phosphate	HMDB
Duravos	HMDB
Equigand	HMDB
Equigard	HMDB
Equigel	HMDB
Equiguard	HMDB
Ethenol, 2,2-dichloro-, dimethyl phosphate	HMDB
Fecama	HMDB
Herkal	HMDB
Herkol	HMDB
Insectigas D	HMDB
Krecalvin	HMDB
Lindan	HMDB
Lindanmafu	HMDB
Nerkol	HMDB
Nogos	HMDB
NSC 6738	HMDB
Nuvan	HMDB
O,O-Dimethyl 2,2-dichlorovinyl phosphate	HMDB
O,O-Dimethyl dichlorovinyl phosphate	HMDB
O-(2,2-Dichloroethenyl) O,O-dimethyl phosphate, 9ci	HMDB
O-(2,2-Dichlorvinyl)-O,O-dimethylphosphate	HMDB
Panaplate	HMDB
Phosphoric acid 2,2-dichlorovinyl dimethyl ester	HMDB
Phosvit	HMDB
Tetravos	HMDB
Topanol	HMDB
Unifos	HMDB
Unitox	HMDB
Vapona	HMDB
Verdican	HMDB
Verdipor	HMDB
Verdisol	HMDB

Chemical Formula

C₄H₇Cl₂O₄P

Average Molecular Weight

220.976

Monoisotopic Molecular Weight

219.945900638

IUPAC Name

2,2-dichloroethenyl dimethyl phosphate

Traditional Name

dichlorvos

CAS Registry Number

62-73-7

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 Key

OEBRKCOSUFCWJD-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Dialkyl 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 Framework

Aliphatic acyclic compounds

External Descriptors

organochlorine acaricide (CHEBI:34690 )
dialkyl phosphate (CHEBI:34690 )
organophosphate insecticide (CHEBI:34690 )
alkenyl phosphate (CHEBI:34690 )
Organophosphorus insecticides (C14430 )
a small molecule (CPD-10185 )

Ontology

Ingestion

Source:

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Environmental role:

Industrial application:

Household products:

Antimicrobial agent:

Antibacterial

Pesticide:

Fungicide

Pharmaceutical industry:

Pharmaceutical

Biological role:

Nutrient

Molecular messenger:

Neurotransmitter

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	-60°C	Not Available
Boiling Point	> 184°C (363°F )	Not Available
Water Solubility	8 mg/mL at 20°C	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.27	ALOGPS
logP	1.37	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Basic)	-9.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	52.19 m³·mol⁻¹	ChemAxon
Polarizability	16.82 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-7900000000-0efae19e253ed849b729	2014-09-20	View Spectrum
GC-MS	Dichlorvos, non-derivatized, GC-MS Spectrum	splash10-0a4i-1900000000-09877a8cb478a3cc6839	Spectrum
GC-MS	Dichlorvos, non-derivatized, GC-MS Spectrum	splash10-0a4i-1900000000-09877a8cb478a3cc6839	Spectrum
Predicted GC-MS	Dichlorvos, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dl-7950000000-d8cdc825bf993c643600	Spectrum
Predicted GC-MS	Dichlorvos, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Dichlorvos, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-001i-0900000000-f98de9faf1be0bb7aa83	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-001i-0900000000-93c62701332435cee993	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-001i-0900000000-f922e6ba3c6c6b90775a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-001i-1900000000-40a51b0033ce31d71432	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-001i-1900000000-9ef61f0d99a23257c13d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-001i-3900000000-c65f2474371722a3bcc8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-00fr-0690000000-26446ccc45ba04ecd6a2	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-004i-0930000000-5337a3d357153a9b46f2	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-004i-0900000000-65501644b18b2b26ba71	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-004i-2900000000-051c8cc88647cdf4959e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-004i-4900000000-dccb667225335d52f6d1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-004i-6900000000-8c14f2901d28ffb6e55a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-004i-0900000000-cc2455ee44a59b12a9f4	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-004i-2900000000-c792ae223d6916b397d8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4l-0900000000-ca0ee2a0d7d29061a4c4	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-052f-0900000000-347f95538a81149f9317	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-004i-0930000000-62f725b3cb5b2d33fd64	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-001i-0900000000-f922e6ba3c6c6b90775a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-004i-0900000000-a16d9953cbbf3ee35661	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0090000000-e298d1b1b9fbe49cdf07	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0290000000-d903963507fb14645616	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01q9-7920000000-49744b7423eca8f5c83d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0390000000-739bd76ae4f970ffb5dd	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-1970000000-20c951792dc55918ff70	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fai-4900000000-f04c27c6490895d5cc16	2016-08-03	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50.18 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0033956

DrugBank ID

DB11397

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012175

KNApSAcK ID

Not Available

Chemspider ID

2931

KEGG Compound ID

C14430

BioCyc ID

CPD-10185

BiGG ID

Not Available

Wikipedia Link

Dichlorvos

METLIN ID

Not Available

PubChem Compound

3039

PDB ID

Not Available

ChEBI ID

34690

References

General References

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 ]
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 ]

Showing Compound Card for Dichlorvos (CDB006187)

Structure for CDB006187 (Dichlorvos)