Hmdb loader

Showing metabocard for Diethylthiophosphate (HMDB0001460)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (3) Show 3 proteinsXML
enzymes (3) Show 3 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:43 UTC
HMDB IDHMDB0001460
Secondary Accession Numbers
  • HMDB01460
Metabolite Identification
Common NameDiethylthiophosphate
DescriptionDiethylthiophosphate, also known as DETP, belongs to the class of organic compounds known as thiophosphate diesters. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where exactly two R-groups are organyl groups. The glutathione transferase reactions produce products that are, in most cases, of low toxicity. Diethylthiophosphate is a potentially toxic compound. Acute OP intoxication results from blockage of the decomposition of synaptic acetylcholine because the pesticide covalently binds to chlolinesterase Chronic exposure to POs has neurological sequelae as well and data suggests that OP exposure alters sperm chromatin condensation (A3181, A3182, A3183, A3181). Chronic exposure to POs has neurological sequelae as well (PMID 8179040 ) and data suggests that OP exposure alters sperm chromatin condensation (PMID 15050412 ). PON1 hydrolyzes the active metabolites in several organophosphates insecticides as well as, nerve agents such as soman, sarin, and VX. Metabolism of organophosphates occurs principally by oxidation, by hydrolysis via esterases and by reaction with glutathione. Acute OP intoxication results from blockage of the decomposition of synaptic acetylcholine because the pesticide covalently binds to chlolinesterase (PMID 11991535 ).
Structure
Data?1676999743
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001460 (Diethylthiophosphate)


  Mrv1652305271900092D          

  9  8  0  0  0  0            999 V2000
    0.3081    0.3766    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4040    0.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081   -0.4484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9620    0.8798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2739   -0.2088    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195    0.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0236   -0.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8315    0.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0236   -1.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001460 (Diethylthiophosphate)

HMDB0001460
     RDKit          3D
Diethylthiophosphate
 20 19  0  0  0  0  0  0  0  0999 V2000
   -3.1807   -0.6684   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1999   -0.0705    0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8962   -0.4795    0.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0657    0.8959    0.2975 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0552    1.2749   -1.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623    2.1391    1.3045 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6363    0.5687    0.7875 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154   -0.6251    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018   -0.3144   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532   -0.6926   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575    0.0251   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5634   -1.6469    0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865    1.0300    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961   -0.4103    1.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3980    2.1035   -1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418   -1.2832    1.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951   -1.1180   -0.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6882    0.7128   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187   -1.0443   -0.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9900   -0.3967   -1.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  5 15  1  0
  8 16  1  0
  8 17  1  0
  9 18  1  0
  9 19  1  0
  9 20  1  0
M  END
Download

3D SDF for HMDB0001460 (Diethylthiophosphate)


  Mrv1652305271900092D          

  9  8  0  0  0  0            999 V2000
    0.3081    0.3766    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4040    0.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3081   -0.4484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9620    0.8798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2739   -0.2088    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195    0.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0236   -0.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8315    0.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0236   -1.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001460

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(O)(=S)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C4H11O3PS/c1-3-6-8(5,9)7-4-2/h3-4H2,1-2H3,(H,5,9)

> <INCHI_KEY>
PKUWKAXTAVNIJR-UHFFFAOYSA-N

> <FORMULA>
C4H11O3PS

> <MOLECULAR_WEIGHT>
170.167

> <EXACT_MASS>
170.01665142

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
15.971204640576335

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
diethoxy(sulfanylidene)phosphinous acid

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
1.3393031163333333

> <ALOGPS_LOGS>
-1.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.862167083302326

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
41.1046

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
DETP

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0001460 (Diethylthiophosphate)

HMDB0001460
     RDKit          3D
Diethylthiophosphate
 20 19  0  0  0  0  0  0  0  0999 V2000
   -3.1807   -0.6684   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1999   -0.0705    0.7982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8962   -0.4795    0.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0657    0.8959    0.2975 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0552    1.2749   -1.3322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623    2.1391    1.3045 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6363    0.5687    0.7875 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154   -0.6251    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3018   -0.3144   -0.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7532   -0.6926   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575    0.0251   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5634   -1.6469    0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2865    1.0300    0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961   -0.4103    1.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3980    2.1035   -1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4418   -1.2832    1.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2951   -1.1180   -0.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6882    0.7128   -0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1187   -1.0443   -0.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9900   -0.3967   -1.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  5 15  1  0
  8 16  1  0
  8 17  1  0
  9 18  1  0
  9 19  1  0
  9 20  1  0
M  END
Download

PDB for HMDB0001460 (Diethylthiophosphate)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  P   UNK     0       0.575   0.703   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      -0.754   1.463   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       0.575  -0.837   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.796   1.642   0.000  0.00  0.00           O+0
HETATM    5  S   UNK     0      -0.511  -0.390   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0      -2.090   0.697   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.911  -1.604   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.419   1.463   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.911  -3.144   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    8                                                       
CONECT    7    3    9                                                       
CONECT    8    6                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
Download

3D PDB for HMDB0001460 (Diethylthiophosphate)

COMPND    HMDB0001460
HETATM    1  C1  UNL     1      -3.181  -0.668  -0.174  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.200  -0.071   0.798  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.896  -0.480   0.572  1.00  0.00           O  
HETATM    4  P1  UNL     1       0.066   0.896   0.297  1.00  0.00           P  
HETATM    5  O2  UNL     1      -0.055   1.275  -1.332  1.00  0.00           O  
HETATM    6  S1  UNL     1      -0.562   2.139   1.304  1.00  0.00           S  
HETATM    7  O3  UNL     1       1.636   0.569   0.788  1.00  0.00           O  
HETATM    8  C3  UNL     1       2.115  -0.625   0.270  1.00  0.00           C  
HETATM    9  C4  UNL     1       3.302  -0.314  -0.619  1.00  0.00           C  
HETATM   10  H1  UNL     1      -2.753  -0.693  -1.187  1.00  0.00           H  
HETATM   11  H2  UNL     1      -4.057   0.025  -0.229  1.00  0.00           H  
HETATM   12  H3  UNL     1      -3.563  -1.647   0.178  1.00  0.00           H  
HETATM   13  H4  UNL     1      -2.287   1.030   0.732  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.496  -0.410   1.816  1.00  0.00           H  
HETATM   15  H6  UNL     1       0.398   2.103  -1.593  1.00  0.00           H  
HETATM   16  H7  UNL     1       2.442  -1.283   1.087  1.00  0.00           H  
HETATM   17  H8  UNL     1       1.295  -1.118  -0.269  1.00  0.00           H  
HETATM   18  H9  UNL     1       3.688   0.713  -0.475  1.00  0.00           H  
HETATM   19  H10 UNL     1       4.119  -1.044  -0.483  1.00  0.00           H  
HETATM   20  H11 UNL     1       2.990  -0.397  -1.686  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4
CONECT    4    5    6    6    7
CONECT    5   15
CONECT    7    8
CONECT    8    9   16   17
CONECT    9   18   19   20
END
Download

SMILES for HMDB0001460 (Diethylthiophosphate)

CCOP(O)(=S)OCC
Download

INCHI for HMDB0001460 (Diethylthiophosphate)

InChI=1S/C4H11O3PS/c1-3-6-8(5,9)7-4-2/h3-4H2,1-2H3,(H,5,9)
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
DETPChEBI
Diethylthiophosphoric acidChEBI
DiethylthiophosphorateHMDB
O,O-Diethyl phosphorothionateHMDB
O,O-Diethyl phosphorothionate, ammonium saltMeSH, HMDB
O,O-Diethyl phosphorothionate, sodium saltMeSH, HMDB
O,O-Diethyl phosphorothioateMeSH, HMDB
O,O-Diethyl phosphorothionate, potassium saltMeSH, HMDB
DiethylthiophosphateGenerator
O,O-Diethyl hydrogen thiophosphoric acidGenerator, HMDB
Chemical FormulaC4H11O3PS
Average Molecular Weight170.167
Monoisotopic Molecular Weight170.01665142
IUPAC Namediethoxy(sulfanylidene)phosphinous acid
Traditional NameDETP
CAS Registry Number5871-17-0
SMILES
CCOP(O)(=S)OCC
InChI Identifier
InChI=1S/C4H11O3PS/c1-3-6-8(5,9)7-4-2/h3-4H2,1-2H3,(H,5,9)
InChI KeyPKUWKAXTAVNIJR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as thiophosphate diesters. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where exactly two R-groups are organyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic thiophosphoric acids and derivatives
Sub ClassThiophosphoric acid esters
Direct ParentThiophosphate diesters
Alternative Parents
Substituents
  • Thiophosphate diester
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.06 g/LALOGPS
logP1.22ALOGPS
logP1.34ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)2.86ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.69 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity41.1 m³·mol⁻¹ChemAxon
Polarizability15.97 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+134.51231661259
DarkChem[M-H]-130.631661259
AllCCS[M+H]+133.30532859911
AllCCS[M-H]-138.5232859911
DeepCCS[M+H]+131.04630932474
DeepCCS[M-H]-128.96430932474
DeepCCS[M-2H]-164.82430932474
DeepCCS[M+Na]+139.53830932474
AllCCS[M+H]+133.332859911
AllCCS[M+H-H2O]+129.632859911
AllCCS[M+NH4]+136.732859911
AllCCS[M+Na]+137.732859911
AllCCS[M-H]-138.532859911
AllCCS[M+Na-2H]-141.432859911
AllCCS[M+HCOO]-144.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DiethylthiophosphateCCOP(O)(=S)OCC1850.3Standard polar33892256
DiethylthiophosphateCCOP(O)(=S)OCC1127.3Standard non polar33892256
DiethylthiophosphateCCOP(O)(=S)OCC1155.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Diethylthiophosphate,1TMS,isomer #1CCOP(=S)(OCC)O[Si](C)(C)C1221.9Semi standard non polar33892256
Diethylthiophosphate,1TMS,isomer #1CCOP(=S)(OCC)O[Si](C)(C)C1241.4Standard non polar33892256
Diethylthiophosphate,1TMS,isomer #1CCOP(=S)(OCC)O[Si](C)(C)C1528.3Standard polar33892256
Diethylthiophosphate,1TBDMS,isomer #1CCOP(=S)(OCC)O[Si](C)(C)C(C)(C)C1440.3Semi standard non polar33892256
Diethylthiophosphate,1TBDMS,isomer #1CCOP(=S)(OCC)O[Si](C)(C)C(C)(C)C1462.4Standard non polar33892256
Diethylthiophosphate,1TBDMS,isomer #1CCOP(=S)(OCC)O[Si](C)(C)C(C)(C)C1676.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Diethylthiophosphate GC-MS (Non-derivatized) - 70eV, Positivesplash10-01vo-4900000000-eca7564ce2ac94c32b492017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diethylthiophosphate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-014l-0900000000-4d60832ad8293c6ffada2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-00kb-9400000000-4edb8f3e7564089a88f32012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-000t-9000000000-992c7d4759e33fca928d2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-014i-0900000000-c8423ea1caef16b9a74e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-0005-7900000000-eba2d5412186207478422012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-0002-9000000000-ae31cece541b8a3affdd2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-0002-9000000000-1772cdb892c30908258d2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-0002-9000000000-0a0320defdca903d57dd2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate LC-ESI-QQ , negative-QTOFsplash10-014i-0900000000-c8423ea1caef16b9a74e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate LC-ESI-QQ , negative-QTOFsplash10-0005-7900000000-eba2d5412186207478422017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate LC-ESI-QQ , negative-QTOFsplash10-0002-9000000000-ae31cece541b8a3affdd2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate LC-ESI-QQ , negative-QTOFsplash10-0002-9000000000-1772cdb892c30908258d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Diethylthiophosphate LC-ESI-QQ , negative-QTOFsplash10-0002-9000000000-0a0320defdca903d57dd2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 10V, Positive-QTOFsplash10-00dl-0900000000-5044901daaf5712fa9ec2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 20V, Positive-QTOFsplash10-03kc-1900000000-19204dbb8b74001b3fd22017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 40V, Positive-QTOFsplash10-004i-7900000000-f90194c8eeb269ef0a002017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 10V, Negative-QTOFsplash10-00kf-1900000000-e860be0b6c7be56a72f32017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 20V, Negative-QTOFsplash10-0006-9700000000-8cf600a8319cb75ee5422017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 40V, Negative-QTOFsplash10-03dm-9700000000-f384fa244ef2411c8f542017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 10V, Negative-QTOFsplash10-0006-9500000000-ff238d3cf2c783ff8b252021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 20V, Negative-QTOFsplash10-0006-9000000000-7ed10e2dbf916ab00db82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 40V, Negative-QTOFsplash10-0006-9000000000-7ed10e2dbf916ab00db82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 10V, Positive-QTOFsplash10-03dl-0900000000-c7095c703601052b840f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 20V, Positive-QTOFsplash10-03di-1900000000-735f3f957e502e52eef32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylthiophosphate 40V, Positive-QTOFsplash10-0002-9000000000-b9b7ee005a9da13c1a9d2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.000297 (0.000223-0.000397) umol/mmol creatinineAdult (>18 years old)Not SpecifiedNormal
    • National Health a...
 details
UrineDetected and Quantified0.000393 (0.000313-0.000493) umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal
    • National Health a...
 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB07674
Phenol Explorer Compound IDNot Available
FooDB IDFDB022638
KNApSAcK IDNot Available
Chemspider ID635
KEGG Compound IDC06607
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6256
PubChem Compound655
PDB IDNot Available
ChEBI ID28006
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Heudorf U, Angerer J: Metabolites of organophosphorous insecticides in urine specimens from inhabitants of a residential area. Environ Res. 2001 May;86(1):80-7. [PubMed:11386745 ]
  2. Wagner SL, Orwick DL: Chronic organophosphate exposure associated with transient hypertonia in an infant. Pediatrics. 1994 Jul;94(1):94-7. [PubMed:8008546 ]
  3. Aprea C, Sciarra G, Orsi D, Boccalon P, Sartorelli P, Sartorelli E: Urinary excretion of alkylphosphates in the general population (Italy). Sci Total Environ. 1996 Jan 5;177(1-3):37-41. [PubMed:8584918 ]
  4. Lin WC, Kuei CH, Wu HC, Yang CC, Chang HY: Method for the determination of dialkyl phosphates in urine by strong anion exchange disk extraction and in-vial derivatization. J Anal Toxicol. 2002 Apr;26(3):176-80. [PubMed:11991535 ]
  5. Sanchez-Pena LC, Reyes BE, Lopez-Carrillo L, Recio R, Moran-Martinez J, Cebrian ME, Quintanilla-Vega B: Organophosphorous pesticide exposure alters sperm chromatin structure in Mexican agricultural workers. Toxicol Appl Pharmacol. 2004 Apr 1;196(1):108-13. [PubMed:15050412 ]
  6. Steenland K, Jenkins B, Ames RG, O'Malley M, Chrislip D, Russo J: Chronic neurological sequelae to organophosphate pesticide poisoning. Am J Public Health. 1994 May;84(5):731-6. [PubMed:8179040 ]

Enzymes

Enzyme Details
1. Serum paraoxonase/lactonase 3
General function:
Involved in arylesterase activity
Specific function:
Has low activity towards the organophosphate paraxon and aromatic carboxylic acid esters. Rapidly hydrolyzes lactones such as statin prodrugs (e.g. lovastatin). Hydrolyzes aromatic lactones and 5- or 6-member ring lactones with aliphatic substituents but not simple lactones or those with polar substituents.
Gene Name:
PON3
Uniprot ID:
Q15166
Molecular weight:
39607.185
Reactions
Parathion + Water → Diethylthiophosphate + 4-Nitrophenoldetails
Enzyme Details
2. Serum paraoxonase/arylesterase 1
General function:
Involved in arylesterase activity
Specific function:
Hydrolyzes the toxic metabolites of a variety of organophosphorus insecticides. Capable of hydrolyzing a broad spectrum of organophosphate substrates and lactones, and a number of aromatic carboxylic acid esters. Mediates an enzymatic protection of low density lipoproteins against oxidative modification and the consequent series of events leading to atheroma formation.
Gene Name:
PON1
Uniprot ID:
P27169
Molecular weight:
39730.99
Reactions
Parathion + Water → Diethylthiophosphate + 4-Nitrophenoldetails
Enzyme Details
3. Serum paraoxonase/arylesterase 2
General function:
Involved in arylesterase activity
Specific function:
Capable of hydrolyzing lactones and a number of aromatic carboxylic acid esters. Has antioxidant activity. Is not associated with high density lipoprotein. Prevents LDL lipid peroxidation, reverses the oxidation of mildly oxidized LDL, and inhibits the ability of MM-LDL to induce monocyte chemotaxis.
Gene Name:
PON2
Uniprot ID:
Q15165
Molecular weight:
39380.535
Reactions
Parathion + Water → Diethylthiophosphate + 4-Nitrophenoldetails