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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:48 UTC

Update Date

2022-03-07 02:53:31 UTC

HMDB ID

HMDB0032943

Secondary Accession Numbers

HMDB32943

Metabolite Identification

Common Name

Diazinon

Description

Diazinon, also known as dimpylate or new Z diazinon, belongs to the class of organic compounds known as pyrimidinyl phosphorothioates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where R= pyrimidine, R' = organyl group , and R\" = any atom. Based on a literature review a small amount of articles have been published on Diazinon.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0032943
     RDKit          3D
Diazinon
 40 40  0  0  0  0  0  0  0  0999 V2000
    3.6541    2.2173   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6261    0.7785    0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398   -0.0257   -0.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7407   -0.6711   -0.5108 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7775   -0.1933   -1.8678 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -2.3367   -0.3022 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435   -2.8898   -0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8977   -2.8601    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789   -0.1056    0.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707    0.3523    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5516    1.6894    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7289    2.2263   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143    3.6838   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098    1.3892   -0.2297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316    0.0637   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7714   -0.8836   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0539   -0.1133    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6282   -2.1395    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266   -0.4270    0.3805 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776    2.3889   -0.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3323    2.2888   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041    2.8862    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2188    0.6586    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7555    0.5648    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698   -4.0000   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3110   -2.5678   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629   -2.1467    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7966   -2.3123    0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293   -3.7677    0.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2916    2.3483    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623    3.8555   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8006    4.0947   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2777    4.1728    0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727   -1.2126   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5030    0.2636   -0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7833    0.7747    0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7805   -0.7362    0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2410   -2.0488    1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344   -2.2098    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9000   -3.0499    0.0799 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  2  0
 19 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END


  Mrv1652307282022152D          

 19 19  0  0  0  0            999 V2000
    3.2704   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 13 12  2  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 16  7  1  0  0  0  0
 17 11  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032943

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=S)(OCC)OC1=NC(=NC(C)=C1)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3

> <INCHI_KEY>
FHIVAFMUCKRCQO-UHFFFAOYSA-N

> <FORMULA>
C12H21N2O3PS

> <MOLECULAR_WEIGHT>
304.346

> <EXACT_MASS>
304.10104975

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.47531453323503

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
O,O-diethyl O-6-methyl-2-(propan-2-yl)pyrimidin-4-yl phosphorothioate

> <ALOGPS_LOGP>
4.45

> <JCHEM_LOGP>
4.192061325666666

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.185196543233111

> <JCHEM_POLAR_SURFACE_AREA>
53.47000000000001

> <JCHEM_REFRACTIVITY>
80.75959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diazinon

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032943
     RDKit          3D
Diazinon
 40 40  0  0  0  0  0  0  0  0999 V2000
    3.6541    2.2173   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6261    0.7785    0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398   -0.0257   -0.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7407   -0.6711   -0.5108 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7775   -0.1933   -1.8678 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -2.3367   -0.3022 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435   -2.8898   -0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8977   -2.8601    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789   -0.1056    0.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707    0.3523    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5516    1.6894    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7289    2.2263   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143    3.6838   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098    1.3892   -0.2297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316    0.0637   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7714   -0.8836   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0539   -0.1133    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6282   -2.1395    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266   -0.4270    0.3805 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776    2.3889   -0.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3323    2.2888   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041    2.8862    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2188    0.6586    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7555    0.5648    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698   -4.0000   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3110   -2.5678   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629   -2.1467    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7966   -2.3123    0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293   -3.7677    0.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2916    2.3483    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623    3.8555   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8006    4.0947   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2777    4.1728    0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727   -1.2126   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5030    0.2636   -0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7833    0.7747    0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7805   -0.7362    0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2410   -2.0488    1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344   -2.2098    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9000   -3.0499    0.0799 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  2  0
 19 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END

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       6.105  -4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.565   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       6.105  -1.334   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.565   1.334   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0       5.335   0.000   0.000  0.00  0.00           P+0
HETATM   19  S   UNK     0       6.668   0.770   0.000  0.00  0.00           S+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    9                                                            
CONECT    4    9                                                            
CONECT    5   10                                                            
CONECT    6    1   15                                                       
CONECT    7    2   16                                                       
CONECT    8   10   11                                                       
CONECT    9    3    4   12                                                  
CONECT   10    5    8   13                                                  
CONECT   11    8   14   17                                                  
CONECT   12    9   13   14                                                  
CONECT   13   10   12                                                       
CONECT   14   11   12                                                       
CONECT   15    6   18                                                       
CONECT   16    7   18                                                       
CONECT   17   11   18                                                       
CONECT   18   15   16   17   19                                             
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0032943
HETATM    1  C1  UNL     1       3.654   2.217  -0.133  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.626   0.779   0.400  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.240  -0.026  -0.662  1.00  0.00           O  
HETATM    4  P1  UNL     1       1.741  -0.671  -0.511  1.00  0.00           P  
HETATM    5  S1  UNL     1       0.778  -0.193  -1.868  1.00  0.00           S  
HETATM    6  O2  UNL     1       1.735  -2.337  -0.302  1.00  0.00           O  
HETATM    7  C3  UNL     1       2.943  -2.890  -0.761  1.00  0.00           C  
HETATM    8  C4  UNL     1       3.898  -2.860   0.421  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.879  -0.106   0.952  1.00  0.00           O  
HETATM   10  C5  UNL     1      -0.371   0.352   0.587  1.00  0.00           C  
HETATM   11  C6  UNL     1      -0.552   1.689   0.377  1.00  0.00           C  
HETATM   12  C7  UNL     1      -1.729   2.226  -0.038  1.00  0.00           C  
HETATM   13  C8  UNL     1      -1.814   3.684  -0.285  1.00  0.00           C  
HETATM   14  N1  UNL     1      -2.810   1.389  -0.230  1.00  0.00           N  
HETATM   15  C9  UNL     1      -2.632   0.064  -0.013  1.00  0.00           C  
HETATM   16  C10 UNL     1      -3.771  -0.884  -0.218  1.00  0.00           C  
HETATM   17  C11 UNL     1      -5.054  -0.113   0.119  1.00  0.00           C  
HETATM   18  C12 UNL     1      -3.628  -2.139   0.625  1.00  0.00           C  
HETATM   19  N2  UNL     1      -1.427  -0.427   0.380  1.00  0.00           N  
HETATM   20  H1  UNL     1       2.578   2.389  -0.515  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.332   2.289  -0.982  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.804   2.886   0.693  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.219   0.659   1.363  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.755   0.565   0.510  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.670  -4.000  -0.830  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.311  -2.568  -1.706  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.463  -2.147   1.211  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.797  -2.312   0.036  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.129  -3.768   0.896  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.292   2.348   0.609  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.462   3.855  -1.191  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.801   4.095  -0.484  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.278   4.173   0.583  1.00  0.00           H  
HETATM   34  H15 UNL     1      -3.773  -1.213  -1.273  1.00  0.00           H  
HETATM   35  H16 UNL     1      -5.503   0.264  -0.820  1.00  0.00           H  
HETATM   36  H17 UNL     1      -4.783   0.775   0.758  1.00  0.00           H  
HETATM   37  H18 UNL     1      -5.780  -0.736   0.637  1.00  0.00           H  
HETATM   38  H19 UNL     1      -4.241  -2.049   1.551  1.00  0.00           H  
HETATM   39  H20 UNL     1      -2.534  -2.210   0.860  1.00  0.00           H  
HETATM   40  H21 UNL     1      -3.900  -3.050   0.080  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4
CONECT    4    5    5    6    9
CONECT    6    7
CONECT    7    8   25   26
CONECT    8   27   28   29
CONECT    9   10
CONECT   10   11   11   19
CONECT   11   12   30
CONECT   12   13   14   14
CONECT   13   31   32   33
CONECT   14   15
CONECT   15   16   19   19
CONECT   16   17   18   34
CONECT   17   35   36   37
CONECT   18   38   39   40
END

HMDB0032943
     RDKit          3D
Diazinon
 40 40  0  0  0  0  0  0  0  0999 V2000
    3.6541    2.2173   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6261    0.7785    0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398   -0.0257   -0.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7407   -0.6711   -0.5108 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7775   -0.1933   -1.8678 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -2.3367   -0.3022 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435   -2.8898   -0.7614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8977   -2.8601    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789   -0.1056    0.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707    0.3523    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5516    1.6894    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7289    2.2263   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143    3.6838   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8098    1.3892   -0.2297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316    0.0637   -0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7714   -0.8836   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0539   -0.1133    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6282   -2.1395    0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266   -0.4270    0.3805 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776    2.3889   -0.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3323    2.2888   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041    2.8862    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2188    0.6586    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7555    0.5648    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698   -4.0000   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3110   -2.5678   -1.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629   -2.1467    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7966   -2.3123    0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293   -3.7677    0.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2916    2.3483    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4623    3.8555   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8006    4.0947   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2777    4.1728    0.5834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727   -1.2126   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5030    0.2636   -0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7833    0.7747    0.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7805   -0.7362    0.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2410   -2.0488    1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344   -2.2098    0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9000   -3.0499    0.0799 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 15 19  2  0
 19 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dimpylate	ChEBI
O,O-Diethyl 2-isopropyl-4-methylpyrimidyl-6-thiophosphate	ChEBI
O,O-Diethyl O-(2-isopropyl-4-methyl-6-pyrimidyl) thionophosphate	ChEBI
O,O-Diethyl O-(2-isopropyl-6-methyl-4-pyrimidinyl) phosphorothioate	ChEBI
O,O-Diethyl O-[6-methyl-2-(1-methylethyl)pyrimidin-4-yl] thiophosphate	ChEBI
Phosphorothioic acid, O,O-diethyl O-(6-methyl-2-(1-methylethyl)-4-pyrimidinyl) ester	ChEBI
New Z diazinon	Kegg
Optimizer insecticide	Kegg
Dimpylic acid	Generator
O,O-Diethyl 2-isopropyl-4-methylpyrimidyl-6-thiophosphoric acid	Generator
O,O-Diethyl O-(2-isopropyl-4-methyl-6-pyrimidyl) thionophosphoric acid	Generator
O,O-Diethyl O-(2-isopropyl-6-methyl-4-pyrimidinyl) phosphorothioic acid	Generator
O,O-Diethyl O-[6-methyl-2-(1-methylethyl)pyrimidin-4-yl] thiophosphoric acid	Generator
Phosphorothioate, O,O-diethyl O-(6-methyl-2-(1-methylethyl)-4-pyrimidinyl) ester	Generator
Bazudine	MeSH
Neocidol	MeSH
Neotsidol	MeSH
Agridin 60	HMDB
Alfa-tox	HMDB
Antigal	HMDB
Antlak	HMDB
Bassadinon	HMDB
Basudin	HMDB
Bazuden	HMDB
Bazudin	HMDB
Ciazinon	HMDB
Compass	HMDB
Dacutox	HMDB
Dassitox	HMDB
Dazzel	HMDB
Delzinon	HMDB
Diagran	HMDB
Dianon	HMDB
Diazide	HMDB
Diazinone	HMDB
Diazitol	HMDB
Diazol	HMDB
Dicid	HMDB
Diethyl 2-isopropyl-4-methyl-6-pyrimidyl thionophosphate	HMDB
Diethyl dimpylatum	HMDB
Dimpylate, inn	HMDB
Dipofene	HMDB
Disonex	HMDB
Dizictol	HMDB
Diziktol	HMDB
Dizinil	HMDB
Dizinon	HMDB
Drawizon	HMDB
Dyzol	HMDB
Ektoband	HMDB
Exodin	HMDB
Fezudin	HMDB
Flytrol	HMDB
Galesan	HMDB
Gardentox	HMDB
Isopropylmethylpyrimidyl diethyl thiophosphate	HMDB
Kayazinon	HMDB
Kayazol	HMDB
Knox-out	HMDB
Meodinon	HMDB
Nedcidol	HMDB
Neodinon	HMDB
Nipsan	HMDB
Nucidol	HMDB
Oleodiazinon	HMDB
Optimizer	HMDB
Root guard	HMDB
Sarolex	HMDB
Spectracide	HMDB
Spertacide	HMDB
Srolex	HMDB
Terminator	HMDB

Chemical Formula

C₁₂H₂₁N₂O₃PS

Average Molecular Weight

304.346

Monoisotopic Molecular Weight

304.10104975

IUPAC Name

O,O-diethyl O-6-methyl-2-(propan-2-yl)pyrimidin-4-yl phosphorothioate

Traditional Name

diazinon

CAS Registry Number

333-41-5

SMILES

CCOP(=S)(OCC)OC1=NC(=NC(C)=C1)C(C)C

InChI Identifier

InChI=1S/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3

InChI Key

FHIVAFMUCKRCQO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidinyl phosphorothioates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where R= pyrimidine, R' = organyl group , and R\" = any atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic thiophosphoric acids and derivatives

Sub Class

Thiophosphoric acid esters

Direct Parent

Pyrimidinyl phosphorothioates

Alternative Parents

Substituents

Pyrimidinyl phosphorothioate
Thiophosphate triester
Pyrimidine
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrimidines (CHEBI:34682 )
organic thiophosphate (CHEBI:34682 )
Organophosphorus insecticides (C14324 )
a small molecule (CPD-8965 )

Ontology

Physiological effect

Health effect

Circulatory system disorder

Vascular disorder

Hypertension (HMDB: HMDB0032943)
Hypotension (HMDB: HMDB0032943)

Nervous system disorder

Headache (HMDB: HMDB0032943)
Tremor (HMDB: HMDB0032943)

Central nervous system disorder

Psychiatric disorder

Depression (HMDB: HMDB0032943)
Anxiety (HMDB: HMDB0032943)

Peripheral nervous system disorder

Sympathetic nervous system disorder

Visual system disorder

Blurred vision (HMDB: HMDB0032943)

Digestive system disorder

Gastrointestinal disorder

Disposition

Biological location

Cell membrane (HMDB: HMDB0032943)

Cellular substructure

Membrane (HMDB: HMDB0032943)

Route of exposure

Parenteral

Dermal (HMDB: HMDB0032943)
Inhalation (HMDB: HMDB0032943)

Enteral

Ingestion (HMDB: HMDB0032943)

Source

Exogenous

Food

Food (HMDB: HMDB0032943)

Synthetic

Synthetic (HMDB: HMDB0032943)

Process

Not Available

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.04 mg/mL at 25 °C	Not Available
LogP	3.81	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.035 g/L	ALOGPS
logP	4.45	ALOGPS
logP	4.19	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	4.19	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.47 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	80.76 m³·mol⁻¹	ChemAxon
Polarizability	31.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	168.16	31661259
DarkChem	[M-H]-	168.228	31661259
DeepCCS	[M+H]+	166.811	30932474
DeepCCS	[M-H]-	164.453	30932474
DeepCCS	[M-2H]-	197.339	30932474
DeepCCS	[M+Na]+	172.905	30932474
AllCCS	[M+H]+	165.7	32859911
AllCCS	[M+H-H2O]+	162.8	32859911
AllCCS	[M+NH4]+	168.4	32859911
AllCCS	[M+Na]+	169.2	32859911
AllCCS	[M-H]-	167.7	32859911
AllCCS	[M+Na-2H]-	168.2	32859911
AllCCS	[M+HCOO]-	168.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diazinon	CCOP(=S)(OCC)OC1=NC(=NC(C)=C1)C(C)C	2332.4	Standard polar	33892256
Diazinon	CCOP(=S)(OCC)OC1=NC(=NC(C)=C1)C(C)C	1789.8	Standard non polar	33892256
Diazinon	CCOP(=S)(OCC)OC1=NC(=NC(C)=C1)C(C)C	1781.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Diazinon EI-B (Non-derivatized)	splash10-0ufr-3931000000-a70584cb463b92093849	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diazinon EI-B (Non-derivatized)	splash10-0ufr-3931000000-a70584cb463b92093849	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diazinon GC-MS (Non-derivatized) - 70eV, Positive	splash10-03g1-2390000000-64dc2c6900828222f0d0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diazinon GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0fbi-7920000000-dce70eb9e413a5f2e1a2	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0009000000-d239df985b8529964c59	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-QTOF , positive-QTOF	splash10-0ldi-0915000000-ced91e8448a6f8b1969d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-QTOF , positive-QTOF	splash10-0gb9-0900000000-48faf44580abfbba15e2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-QTOF , positive-QTOF	splash10-0gb9-0900000000-109fa8436bb829f5f481	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-QTOF , positive-QTOF	splash10-0gb9-0900000000-49a403503b8e1237dddc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0gb9-0900000000-373a091bd4e337f273ac	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0009000000-25cf20e874bc51155b11	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0pvi-0905000000-89807ca393822677be3e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0gb9-0900000000-95716b221cd9e83e7d05	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0gb9-1900000000-3772ba2a27f51803e58a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0uxs-4900000000-ce1c6d19b36209036e3a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0w2a-6900000000-8011c485731c42bd49f7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0a4i-0009000000-e92acd83cf908233bd11	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0aor-0905000000-54dc7dc28ca7ec93789e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0gb9-0900000000-cf4033176e3d7c36c589	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0gb9-1900000000-cb95f2a89d6871b4c0f5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0uxs-3900000000-8d43918e6bdf5a791827	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0w2a-7900000000-37289512a80be0d06b70	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazinon LC-ESI-ITFT , positive-QTOF	splash10-0gb9-0900000000-c242d24704a15f911a56	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazinon 10V, Positive-QTOF	splash10-0a4i-2398000000-292315df845ad237142a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazinon 20V, Positive-QTOF	splash10-002k-2490000000-b8c16809eaddcd92f2fb	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazinon 40V, Positive-QTOF	splash10-00ko-9410000000-169637cf10237dcb2a0f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazinon 10V, Negative-QTOF	splash10-0ufr-0694000000-cdcbf19ad7bf249fbdb6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazinon 20V, Negative-QTOF	splash10-00fs-0890000000-0b16a5fb1c0467d0de87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazinon 40V, Negative-QTOF	splash10-000b-0980000000-0e6aa8e81cb45755aac9	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010928

KNApSAcK ID

Not Available

Chemspider ID

2909

KEGG Compound ID

C14324

BioCyc ID

CPD-8965

BiGG ID

Not Available

Wikipedia Link

Diazinon

METLIN ID

Not Available

PubChem Compound

3017

PDB ID

Not Available

ChEBI ID

34682

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Rush T, Liu XQ, Hjelmhaug J, Lobner D: Mechanisms of chlorpyrifos and diazinon induced neurotoxicity in cortical culture. Neuroscience. 2010 Mar 31;166(3):899-906. doi: 10.1016/j.neuroscience.2010.01.025. Epub 2010 Jan 20. [PubMed:20096330 ]
Coleman WE, Tardiff RG: Contaminant levels in animal feeds used for toxicity studies. Arch Environ Contam Toxicol. 1979;8(6):693-702. [PubMed:119496 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Diazinon (HMDB0032943)

MOL for HMDB0032943 (Diazinon)

3D MOL for HMDB0032943 (Diazinon)

3D SDF for HMDB0032943 (Diazinon)

3D-SDF for HMDB0032943 (Diazinon)

PDB for HMDB0032943 (Diazinon)

3D PDB for HMDB0032943 (Diazinon)

SMILES for HMDB0032943 (Diazinon)

INCHI for HMDB0032943 (Diazinon)

Structure for HMDB0032943 (Diazinon)

3D Structure for HMDB0032943 (Diazinon)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra