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Showing metabocard for Dichlorvos (HMDB0033956)

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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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033956 (Dichlorvos)

  Mrv1652307282022142D          

 11 10  0  0  0  0            999 V2000
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
M  END
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3D MOL for HMDB0033956 (Dichlorvos)

HMDB0033956
     RDKit          3D
Dichlorvos
 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.0020    2.4031    0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3476    1.0722    0.3898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3497    0.0263   -0.4727 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1496    0.6353   -1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476   -1.3710   -0.8691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3528   -1.4855   -0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0109   -0.4527    0.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1878   -0.7804   -0.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3178   -0.9262    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567   -0.7139    2.2160 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8211   -1.3383   -0.3163 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565    3.0036    0.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227    2.6479    0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0650    2.7365   -0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845   -0.6466    0.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2797   -2.4595    0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2707   -1.4248   -0.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2350   -0.9259   -1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  3  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  6 15  1  0
  6 16  1  0
  6 17  1  0
  8 18  1  0
M  END
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3D SDF for HMDB0033956 (Dichlorvos)

  Mrv1652307282022142D          

 11 10  0  0  0  0            999 V2000
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033956

> <DATABASE_NAME>
hmdb

> <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

> <FORMULA>
C4H7Cl2O4P

> <MOLECULAR_WEIGHT>
220.976

> <EXACT_MASS>
219.945900638

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
16.816328319267207

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,2-dichloroethenyl dimethyl phosphate

> <ALOGPS_LOGP>
1.27

> <JCHEM_LOGP>
1.3727811316666665

> <ALOGPS_LOGS>
-1.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-9.144481421283782

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
52.1906

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.77e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dichlorvos

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0033956 (Dichlorvos)

HMDB0033956
     RDKit          3D
Dichlorvos
 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.0020    2.4031    0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3476    1.0722    0.3898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3497    0.0263   -0.4727 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1496    0.6353   -1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476   -1.3710   -0.8691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3528   -1.4855   -0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0109   -0.4527    0.4485 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1878   -0.7804   -0.2147 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3178   -0.9262    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567   -0.7139    2.2160 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8211   -1.3383   -0.3163 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7565    3.0036    0.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227    2.6479    0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0650    2.7365   -0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845   -0.6466    0.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2797   -2.4595    0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2707   -1.4248   -0.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2350   -0.9259   -1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  3  7  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  6 15  1  0
  6 16  1  0
  6 17  1  0
  8 18  1  0
M  END
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PDB for HMDB0033956 (Dichlorvos)

HEADER    PROTEIN                                 28-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-20         0                                  
HETATM    1  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.206   3.437   0.000  0.00  0.00           C+0
HETATM    5 Cl   UNK     0      -1.746   3.437   0.000  0.00  0.00          Cl+0
HETATM    6 Cl   UNK     0       0.564   4.771   0.000  0.00  0.00          Cl+0
HETATM    7  O   UNK     0       4.207   1.540   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.644  -0.564   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.540   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.104   2.104   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0       2.874   0.770   0.000  0.00  0.00           P+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3    4   10                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7   11                                                            
CONECT    8    1   11                                                       
CONECT    9    2   11                                                       
CONECT   10    3   11                                                       
CONECT   11    7    8    9   10                                             
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0033956 (Dichlorvos)

COMPND    HMDB0033956
HETATM    1  C1  UNL     1      -1.002   2.403   0.213  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.348   1.072   0.390  1.00  0.00           O  
HETATM    3  P1  UNL     1      -0.350   0.026  -0.473  1.00  0.00           P  
HETATM    4  O2  UNL     1       0.150   0.635  -1.752  1.00  0.00           O  
HETATM    5  O3  UNL     1      -1.248  -1.371  -0.869  1.00  0.00           O  
HETATM    6  C2  UNL     1      -2.353  -1.485  -0.028  1.00  0.00           C  
HETATM    7  O4  UNL     1       1.011  -0.453   0.449  1.00  0.00           O  
HETATM    8  C3  UNL     1       2.188  -0.780  -0.215  1.00  0.00           C  
HETATM    9  C4  UNL     1       3.318  -0.926   0.479  1.00  0.00           C  
HETATM   10 CL1  UNL     1       3.357  -0.714   2.216  1.00  0.00          CL  
HETATM   11 CL2  UNL     1       4.821  -1.338  -0.316  1.00  0.00          CL  
HETATM   12  H1  UNL     1      -1.757   3.004   0.771  1.00  0.00           H  
HETATM   13  H2  UNL     1      -0.023   2.648   0.688  1.00  0.00           H  
HETATM   14  H3  UNL     1      -1.065   2.736  -0.839  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.384  -0.647   0.687  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.280  -2.460   0.523  1.00  0.00           H  
HETATM   17  H6  UNL     1      -3.271  -1.425  -0.639  1.00  0.00           H  
HETATM   18  H7  UNL     1       2.235  -0.926  -1.284  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3
CONECT    3    4    4    5    7
CONECT    5    6
CONECT    6   15   16   17
CONECT    7    8
CONECT    8    9    9   18
CONECT    9   10   11
END
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SMILES for HMDB0033956 (Dichlorvos)

COP(=O)(OC)OC=C(Cl)Cl
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INCHI for HMDB0033956 (Dichlorvos)

InChI=1S/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
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
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial applicationEnvironmental roleBiological role
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
Predicted Chromatographic Properties
Spectra
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.. .