Dichlorvos

Details

• Internal ID: 24889b28-9ddb-4fd0-8317-42c8c8bce2f7
• Taxonomy: Organic acids and derivatives > Organic phosphoric acids and derivatives > Phosphate esters > Alkyl phosphates > Dialkyl phosphates
• IUPAC Name: 2,2-dichloroethenyl dimethyl phosphate
• SMILES (Canonical): COP(=O)(OC)OC=C(Cl)Cl
• SMILES (Isomeric): COP(=O)(OC)OC=C(Cl)Cl
• InChI: InChI=1S/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3
• InChI Key: OEBRKCOSUFCWJD-UHFFFAOYSA-N
• Popularity: 3,897 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₇Cl₂O₄P
• Molecular Weight: 220.97 g/mol
• Exact Mass: 219.9459011 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 62-73-7
• DDVP
• 2,2-Dichloroethenyl dimethyl phosphate
• Dichlorophos
• Divipan
• Vapona
• 2,2-Dichlorovinyl dimethyl phosphate
• Chlorvinphos
• Brevinyl
• Canogard
• Dichlorphos
• Equigard
• Krecalvin
• Lindanmafu
• Atgard
• Bibesol
• Equigel
• Fecama
• Herkal
• Herkol
• Nerkol
• Phosvit
• Unifos
• Nogos
• Nuvan
• Dichlorman
• Dichlorovos
• Estrosel
• Szklarniak
• Vaponite
• Vinylofos
• Vinylophos
• Winylophos
• Dedevap
• Fekama
• Marvex
• Mopari
• Novotox
• Tenac
• Task
• Atgard C
• Atgard V
• Nogos G
• Vapona Insecticide
• Dichloorvo
• Astrobot
• Cekusan
• Dichlofos
• Panaplate
• Tetravos
• Apavap
• Benfos
• Cypona
• Unitox
• DDVP (insecticide)
• Insectigas D
• Dimethyl 2,2-dichlorovinyl phosphate
• Nogos 50
• Unifos (pesticide)
• Derribante
• Dichlorfos
• Diclorvos
• Equiguard
• Estrosol
• Nefrafos
• Deriban
• Devikol
• Phosphoric acid, 2,2-dichloroethenyl dimethyl ester
• TAP 9VP
• Fly fighter
• Mafu strip
• No-pest strip
• Fly-die
• No-pest
• Vapora II
• Dimethyldichlorovinyl phosphate
• Phosphoric acid, 2,2-dichlorovinyl dimethyl ester
• Nuvan 7
• O,O-Dimethyl dichlorovinyl phosphate
• OMS 14
• XLP 30
• Dichlorovas
• Denkavepon
• Equigand
• Uniphos
• Verdican
• Verdipor
• Verdisol
• Algard
• Dimethyl 2,2-dichloroethenyl phosphate
• Unifos 50 EC
• SD 1750
• SD-1750
• NCI-C00113
• Nogos 50 EC
• Nuvan 100EC
• Task tabs
• NSC-6738
• Des (phosphate)
• BAY-19149
• Dimethyl dichlorovinyl phosphate
• Bayer 19149
• Brevinyl E50
• C4H7Cl2O4P
• Dichloorvo [Dutch]
• Brevinyl E-50
• Dichlorfos [Polish]
• DDVF
• Caswell No. 328
• Dichlorvosum
• Delevap
• Derriban
• Mafu
• Nuva
• Diclorvos [INN-Spanish]
• Phosphoric acid 2,2-dichloroethenyl dimethyl ester
• Dichlorvosum [INN-Latin]
• NSC 6738
• Ethenol, 2,2-dichloro-, dimethyl phosphate
• Dimethyl-2,2-dichlorovinyl phosphate
• (2,2-Dichloro-vinil)dimetil-fosfato
• Dichlorvos [ISO]
• CCRIS 230
• Brevinyl E 50
• Dichlorvos [USAN:INN:BAN]
• (2,2-Dichlor-vinyl)-dimethyl-phosphat
• Atgard (TN)
• Dichlorvos (DDVP)
• Phosphate de dimethyle et de 2,2-dichlorovinyle
• UDVF
• HSDB 319
• Vinyl alcohol, 2,2-dichloro-, dimethyl phosphate
• BAY-b 4986
• O,O-Dimethyl 2,2-dichlorovinyl phosphate
• Nuvan 100 EC
• Dichlorvos [BSI:ISO]
• EINECS 200-547-7
• ENT 20738
• ENT-20738
• Phosphoric acid 2,2-dichlorovinyl dimethyl ester
• Phosphate, 2-2-dichlorovinyl dimethyl
• EPA Pesticide Chemical Code 084001
• 2,2-Dichloroethenyl phosphoric acid dimethyl ester
• (2,2-Dichloor-vinyl)-dimethyl-fosfaat
• BRN 1709141
• UNII-7U370BPS14
• AI3-20738
• CHEMBL167911
• O,O-Dimethyl O-2,2-dichlorovinyl phosphate
• DTXSID5020449
• CHEBI:34690
• Dichloroethenyl dimethyl phosphate
• O,O-Dimethyl-O-(2,2-dichlor-vinyl)-phosphat
• NSC6738
• (2,2-Dichloor-vinyl)-dimethyl-fosfaat [Dutch]
• (2,2-Dichloro-vinil)dimetil-fosfato [Italian]
• (2,2-Dichlor-vinyl)-dimethyl-phosphat [German]
• 7U370BPS14
• O,O-Dwumetylo-O-dwuchlorowinylofosforan [Polish]
• 2,2-Dimethyldichlorovinyl phosphate
• Dichlorvos (ISO)
• O-(2,2-Dichlorvinyl)-O,O-dimethylphosphat [German]
• 2,2-dichloroethenol dimethyl phosphate
• O,O-Dimethyl-O-(2,2-dichlor-vinyl)-phosphat [German]
• O,O-Dwumetylo-O-dwuchlorowinylofosforan
• OKO
• Phosphate de dimethyle et de 2,2-dichlorovinyle [French]
• NCGC00090997-02
• 2,2-Dichlorovinyl-O,O-dimethyl phosphate
• o-(2,2-Dichlorvinyl)-O,O-dimethylphosphat
• 2,2-dichlorovinyl alcohol dimethyl phosphate
• O-(2,2-Dichlorvinyl)-O,O-dimethylphosphate
• 2,2-dichlorovinyl dimethyl phosphoric acid ester
• DTXCID90449
• C4-H7-Cl2-O4-P
• CAS-62-73-7
• (2,2-Dichloor-vinyl)-dimethyl-fosfaat (Dutch)
• Dichlorovinphos
• Aquaguard
• Diklorvos
• :dichlorvos
• Nuvos
• insectigas d
• De devap
• Prima U
• DDVP (Dichlorvos)
• Dichlorvos (Vapona)
• Dichlorfos(POLISH)
• Spectrum_001779
• DCV (CHRIS Code)
• Dimethyl O,2-phosphate
• DICHLORVOS [MI]
• SpecPlus_000360
• DICHLORVOS [INN]
• Dichlorvos (USAN/INN)
• o-(2,O-dimethylphosphat
• Spectrum2_001227
• Spectrum3_000810
• Spectrum4_000650
• Spectrum5_001930
• DICHLORVOS [HSDB]
• DICHLORVOS [IARC]
• DICHLORVOS [USAN]
• Dichlorovos; (Dichlorvos)
• DICHLORVOS [MART.]
• 0,2-dichlorovinyl phosphate
• DICHLORVOS [USP-RS]
• DICHLORVOS [WHO-DD]
• SCHEMBL25067
• BSPBio_002279
• KBioGR_000999
• KBioSS_002260
• O,2-dichlor-vinyl)-phosphat
• MLS002222471
• BIDD:ER0583
• Dichlorvos [USAN:BAN:INN]
• DivK1c_006456
• SPBio_001074
• Dichlorvos (DDVP), Inhalable
• DICHLORVOS [GREEN BOOK]
• WLN: GYGU1OPO&O1&O1
• KBio1_001400
• KBio2_002259
• KBio2_004827
• KBio2_007395
• KBio3_001779
• OEBRKCOSUFCWJD-UHFFFAOYSA-
• OEBRKCOSUFCWJD-UHFFFAOYSA-N
• HMS2091C21
• dimethyl 2,2-dichlorovinylphosphate
• Tox21_111052
• Tox21_201617
• Tox21_300840
• BDBM50286926
• CCG-39147
• MFCD00036123
• O,O-di methyl dichlorovinyl phosphate
• (2, 2-Dichloro-vinil)dimetil-fosfato
• (2,2-Dichlorovinyl)-dimethyl-fosfate
• AKOS005111045
• Dimethyl-2,2-dichlorovinyl- phosphate
• Tox21_111052_1
• DB11397
• Dichlorvos 100 microg/mL in n-Hexane
• Dichlorvos 1000 microg/mL in Acetone
• Ethenol,2-dichloro-, dimethyl phosphate
• (2, 2-Dichlor-vinyl)-dimethyl-phosphat
• NCGC00090997-01
• NCGC00090997-03
• NCGC00090997-04
• NCGC00090997-05
• NCGC00090997-06
• NCGC00090997-07
• NCGC00090997-08
• NCGC00090997-09
• NCGC00090997-11
• NCGC00254743-01
• NCGC00259166-01
• Dichlorvos 100 microg/mL in Acetonitrile
• Dimethyl O,O-dichlorovinyl-2,2-phosphate
• SMR000777927
• SBI-0052506.P003
• 2,2-Dichlorovinyl dimethyl phosphate, 8CI
• 2,2-Dichlorovinyl-O,O- dimethyl phosphate
• Dimethyl O, O-dichlorovinyl-2,2-phosphate
• 2,2-bis(chloranyl)ethenyl dimethyl phosphate
• o-(2, 2-Dichlorvinyl)-O,O-dimethylphosphat
• O-O-Dimethyl-O(2,2-dichlorovinyl)phosphate
• Dichlorvos, PESTANAL(R), analytical standard
• Ethenol, 2, 2-dichloro-, dimethyl phosphate
• Phosphoric acid,2-dichlorovinyl dimethyl ester
• Vinyl alcohol,2-dichloro-, dimethyl phosphate
• 0, 0-Dimethyl 0-2,2-dichlorovinyl phosphate
• D03791
• AB00053012_02
• O,O-Dimethyl-O-(2, 2-dichlor-vinyl)-phosphat
• Phosphoric acid, 2-dichloroethenyl dimethyl ester
• Phosphoric acid,2-dichloroethenyl dimethyl ester
• A833962
• Q420622
• SR-05000001548
• DICHLO RVOS [DIMETHYL DICHLORVINYL PHOSPHATE]
• DICHLORVOS [DIMETHYL DICHLORVINYL PHOSPHATE]
• Pho sphoric acid 2,2-dichloroethenyl dimethyl ester
• SR-05000001548-1
• O-(2,2-Dichloroethenyl) O,O-dimethyl phosphate, 9CI
• Dichlorvos, United States Pharmacopeia (USP) Reference Standard
• InChI=1/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9368	93.68%
Caco-2	+	0.8058	80.58%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7534	75.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9552	95.52%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9151	91.51%
P-glycoprotein inhibitior	-	0.9387	93.87%
P-glycoprotein substrate	-	0.9780	97.80%
CYP3A4 substrate	-	0.5643	56.43%
CYP2C9 substrate	-	0.8153	81.53%
CYP2D6 substrate	-	0.7744	77.44%
CYP3A4 inhibition	-	0.8981	89.81%
CYP2C9 inhibition	-	0.8433	84.33%
CYP2C19 inhibition	-	0.6278	62.78%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.7935	79.35%
CYP2C8 inhibition	-	0.9713	97.13%
CYP inhibitory promiscuity	-	0.8319	83.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5756	57.56%
Carcinogenicity (trinary)	Danger	0.7193	71.93%
Eye corrosion	-	0.7829	78.29%
Eye irritation	+	0.9098	90.98%
Skin irritation	+	0.8296	82.96%
Skin corrosion	-	0.7568	75.68%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5859	58.59%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.8409	84.09%
skin sensitisation	-	0.6518	65.18%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8823	88.23%
Acute Oral Toxicity (c)	I	0.7847	78.47%
Estrogen receptor binding	-	0.8803	88.03%
Androgen receptor binding	-	0.8286	82.86%
Thyroid receptor binding	-	0.8039	80.39%
Glucocorticoid receptor binding	-	0.8355	83.55%
Aromatase binding	-	0.6491	64.91%
PPAR gamma	-	0.6769	67.69%
Honey bee toxicity	+	0.9678	96.78%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7745	77.45%
Fish aquatic toxicity	+	0.9320	93.20%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL220	P22303	Acetylcholinesterase	2310 nM; 627 nM; 627 nM	IC50; IC50; IC50	PMID: 26386602; PMID: 26386602; via Super-PRED
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	44668.4 nM	Potency	via CMAUP
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	39810.7 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	15848.9 nM; 15848.9 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	1584.9 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	3162.3 nM; 2511.9 nM; 3162.3 nM; 2511.9 nM	Potency; Potency; Potency; Potency	via CMAUP; via CMAUP; via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.27%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.63%	89.34%

Plants that contains it

• Myristica fragrans

Cross-Links

• PubChem: 3039
• NPASS: NPC290971
• ChEMBL: CHEMBL167911