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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:27:42 UTC

Update Date

2021-09-26 23:03:00 UTC

HMDB ID

HMDB0251156

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Diazoxon

Description

Diazoxon, also known as oxodiazinon, 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. Diazoxon is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Diazoxon. This compound has been identified in human blood as reported by (PMID: 31557052 ). Diazoxon is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Diazoxon is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0251156
     RDKit          3D
Diazoxon
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.6360    2.5285    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8564    1.2785   -0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8642    1.6621   -1.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9926    0.2762   -1.5429 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6808   -0.3154   -2.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9680   -0.8693   -0.3303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7686   -1.9708   -0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671   -3.0157    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372    0.7793   -2.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6479    0.8309   -1.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9290    1.8980   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0359    1.8949    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2915    3.0709    1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8242    0.8090    0.4564 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5838   -0.2513   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4409   -1.4422   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564   -2.1173    0.9920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8621   -1.1324   -0.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973   -0.2084   -1.1325 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5756    3.2342   -0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7020    2.2690    0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1520    2.9318    1.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5979    0.5846   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4203    0.7657    0.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8238   -1.6827   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -2.4031   -1.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6702   -3.0031    1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -2.8701    1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112   -4.0532   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2839    2.7652   -0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7972    3.8464    0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2854    3.4519    1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8305    2.8175    2.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407   -2.1735   -1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772   -1.7589    1.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5761   -3.2230    0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4470   -1.9683    1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128   -1.9781   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2458   -0.2117   -0.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9658   -1.0460   -1.8789 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


  Mrv0541 08291403402D          

 19 19  0  0  0  0            999 V2000
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -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
    4.2868   -0.0000    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
    2.4454    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   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
    2.1434   -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
  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
 16  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18 11  1  0  0  0  0
 19 15  2  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 19 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251156

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H21N2O4P/c1-6-16-19(15,17-7-2)18-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3

> <INCHI_KEY>
VBLJFQYCTRKKKF-UHFFFAOYSA-N

> <FORMULA>
C12H21N2O4P

> <MOLECULAR_WEIGHT>
288.2799

> <EXACT_MASS>
288.123893682

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.49918398642444

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
diethyl 6-methyl-2-(propan-2-yl)pyrimidin-4-yl phosphate

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
3.376531152666667

> <ALOGPS_LOGS>
-1.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.803931775757572

> <JCHEM_POLAR_SURFACE_AREA>
70.54

> <JCHEM_REFRACTIVITY>
72.7687

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diazinon, O-analog

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251156
     RDKit          3D
Diazoxon
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.6360    2.5285    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8564    1.2785   -0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8642    1.6621   -1.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9926    0.2762   -1.5429 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6808   -0.3154   -2.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9680   -0.8693   -0.3303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7686   -1.9708   -0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671   -3.0157    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372    0.7793   -2.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6479    0.8309   -1.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9290    1.8980   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0359    1.8949    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2915    3.0709    1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8242    0.8090    0.4564 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5838   -0.2513   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4409   -1.4422   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564   -2.1173    0.9920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8621   -1.1324   -0.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973   -0.2084   -1.1325 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5756    3.2342   -0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7020    2.2690    0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1520    2.9318    1.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5979    0.5846   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4203    0.7657    0.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8238   -1.6827   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -2.4031   -1.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6702   -3.0031    1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -2.8701    1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112   -4.0532   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2839    2.7652   -0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7972    3.8464    0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2854    3.4519    1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8305    2.8175    2.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407   -2.1735   -1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772   -1.7589    1.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5761   -3.2230    0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4470   -1.9683    1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128   -1.9781   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2458   -0.2117   -0.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9658   -1.0460   -1.8789 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                                 29-AUG-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-AUG-14         0                                  
HETATM    1  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.105  -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       8.002  -0.000   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       4.565   1.334   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.105  -1.334   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0       5.335  -0.000   0.000  0.00  0.00           P+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    9                                                            
CONECT    4    9                                                            
CONECT    5   10                                                            
CONECT    6    1   16                                                       
CONECT    7    2   17                                                       
CONECT    8   10   11                                                       
CONECT    9    3    4   12                                                  
CONECT   10    5    8   13                                                  
CONECT   11    8   14   18                                                  
CONECT   12    9   13   14                                                  
CONECT   13   10   12                                                       
CONECT   14   11   12                                                       
CONECT   15   19                                                            
CONECT   16    6   19                                                       
CONECT   17    7   19                                                       
CONECT   18   11   19                                                       
CONECT   19   15   16   17   18                                             
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0251156
HETATM    1  C1  UNL     1      -4.636   2.528   0.167  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.856   1.278  -0.218  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.864   1.662  -1.110  1.00  0.00           O  
HETATM    4  P1  UNL     1      -1.993   0.276  -1.543  1.00  0.00           P  
HETATM    5  O2  UNL     1      -2.681  -0.315  -2.755  1.00  0.00           O  
HETATM    6  O3  UNL     1      -1.968  -0.869  -0.330  1.00  0.00           O  
HETATM    7  C3  UNL     1      -2.769  -1.971  -0.654  1.00  0.00           C  
HETATM    8  C4  UNL     1      -2.767  -3.016   0.414  1.00  0.00           C  
HETATM    9  O4  UNL     1      -0.437   0.779  -2.023  1.00  0.00           O  
HETATM   10  C5  UNL     1       0.648   0.831  -1.174  1.00  0.00           C  
HETATM   11  C6  UNL     1       0.929   1.898  -0.346  1.00  0.00           C  
HETATM   12  C7  UNL     1       2.036   1.895   0.488  1.00  0.00           C  
HETATM   13  C8  UNL     1       2.292   3.071   1.360  1.00  0.00           C  
HETATM   14  N1  UNL     1       2.824   0.809   0.456  1.00  0.00           N  
HETATM   15  C9  UNL     1       2.584  -0.251  -0.337  1.00  0.00           C  
HETATM   16  C10 UNL     1       3.441  -1.442  -0.377  1.00  0.00           C  
HETATM   17  C11 UNL     1       3.456  -2.117   0.992  1.00  0.00           C  
HETATM   18  C12 UNL     1       4.862  -1.132  -0.772  1.00  0.00           C  
HETATM   19  N2  UNL     1       1.497  -0.208  -1.132  1.00  0.00           N  
HETATM   20  H1  UNL     1      -4.576   3.234  -0.671  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.702   2.269   0.367  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.152   2.932   1.068  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.598   0.585  -0.703  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.420   0.766   0.651  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.824  -1.683  -0.844  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.321  -2.403  -1.586  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.670  -3.003   1.050  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.886  -2.870   1.079  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.711  -4.053  -0.008  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.284   2.765  -0.333  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.797   3.846   0.766  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.285   3.452   1.674  1.00  0.00           H  
HETATM   33  H14 UNL     1       2.830   2.818   2.277  1.00  0.00           H  
HETATM   34  H15 UNL     1       3.041  -2.174  -1.101  1.00  0.00           H  
HETATM   35  H16 UNL     1       4.277  -1.759   1.624  1.00  0.00           H  
HETATM   36  H17 UNL     1       3.576  -3.223   0.896  1.00  0.00           H  
HETATM   37  H18 UNL     1       2.447  -1.968   1.450  1.00  0.00           H  
HETATM   38  H19 UNL     1       5.513  -1.978  -0.451  1.00  0.00           H  
HETATM   39  H20 UNL     1       5.246  -0.212  -0.296  1.00  0.00           H  
HETATM   40  H21 UNL     1       4.966  -1.046  -1.879  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

HMDB0251156
     RDKit          3D
Diazoxon
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.6360    2.5285    0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8564    1.2785   -0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8642    1.6621   -1.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9926    0.2762   -1.5429 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6808   -0.3154   -2.7552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9680   -0.8693   -0.3303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7686   -1.9708   -0.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7671   -3.0157    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372    0.7793   -2.0229 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6479    0.8309   -1.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9290    1.8980   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0359    1.8949    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2915    3.0709    1.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8242    0.8090    0.4564 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5838   -0.2513   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4409   -1.4422   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564   -2.1173    0.9920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8621   -1.1324   -0.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973   -0.2084   -1.1325 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5756    3.2342   -0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7020    2.2690    0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1520    2.9318    1.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5979    0.5846   -0.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4203    0.7657    0.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8238   -1.6827   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -2.4031   -1.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6702   -3.0031    1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -2.8701    1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112   -4.0532   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2839    2.7652   -0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7972    3.8464    0.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2854    3.4519    1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8305    2.8175    2.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407   -2.1735   -1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772   -1.7589    1.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5761   -3.2230    0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4470   -1.9683    1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128   -1.9781   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2458   -0.2117   -0.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9658   -1.0460   -1.8789 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
Diethyl 2-isopropyl-6-methylpyrimidin-4-ylphosphate	ChEBI
Oxodiazinon	ChEBI
Diethyl 2-isopropyl-6-methylpyrimidin-4-ylphosphoric acid	Generator
O,O-Diethyl O-(2-isopropyl-4-methylpyrimid-6-yl)phosphate	MeSH
Diazinon-oxon	MeSH

Chemical Formula

C₁₂H₂₁N₂O₄P

Average Molecular Weight

288.2799

Monoisotopic Molecular Weight

288.123893682

IUPAC Name

diethyl 6-methyl-2-(propan-2-yl)pyrimidin-4-yl phosphate

Traditional Name

diazinon, O-analog

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H21N2O4P/c1-6-16-19(15,17-7-2)18-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3

InChI Key

VBLJFQYCTRKKKF-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
Pyrimidine
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrimidines (CHEBI:83533 )
organic phosphate (CHEBI:83533 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0251156)
Microsome (HMDB: HMDB0251156)

Process

Naturally occurring process

Biological process

Biochemical pathway

Cell cycle (HMDB: HMDB0251156)

Biochemical process

Cell cycle (HMDB: HMDB0251156)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.82	ALOGPS
logP	3.38	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Basic)	3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	70.54 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	72.77 m³·mol⁻¹	ChemAxon
Polarizability	29.5 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
DeepCCS	[M+H]+	166.805	30932474
DeepCCS	[M-H]-	164.447	30932474
DeepCCS	[M-2H]-	197.333	30932474
DeepCCS	[M+Na]+	172.898	30932474
AllCCS	[M+H]+	166.3	32859911
AllCCS	[M+H-H2O]+	163.1	32859911
AllCCS	[M+NH4]+	169.2	32859911
AllCCS	[M+Na]+	170.0	32859911
AllCCS	[M-H]-	164.9	32859911
AllCCS	[M+Na-2H]-	165.5	32859911
AllCCS	[M+HCOO]-	166.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diazoxon	CCOP(=O)(OCC)OC1=NC(=NC(C)=C1)C(C)C	2218.4	Standard polar	33892256
Diazoxon	CCOP(=O)(OCC)OC1=NC(=NC(C)=C1)C(C)C	1734.7	Standard non polar	33892256
Diazoxon	CCOP(=O)(OCC)OC1=NC(=NC(C)=C1)C(C)C	1745.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diazoxon GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ea-2390000000-44efb023e0df444c59d3	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diazoxon GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0fe3-9850000000-b3390ab428d1c60702e9	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 - Diazoxon 15V, Positive-QTOF	splash10-000i-0090000000-b4300561243e7642536f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 30V, Positive-QTOF	splash10-0udr-0790000000-768f01e19bf0be997fb3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 60V, Positive-QTOF	splash10-0udi-1900000000-3197cf9fafb9d049db9b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 45V, Positive-QTOF	splash10-0udi-0900000000-731d38ec6f26bfa43edc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 35V, Positive-QTOF	splash10-0udi-0930000000-db30dfa94f76f5b70213	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 90V, Positive-QTOF	splash10-0f89-9300000000-3da19b9e53ae54466849	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 90V, Positive-QTOF	splash10-0f89-9400000000-8b0e42aab1cbb522082c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 75V, Positive-QTOF	splash10-0ue9-5900000000-2b3000bcb5a88d88f8a8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 75V, Positive-QTOF	splash10-0ue9-5900000000-cec0b527c640307596fd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 30V, Positive-QTOF	splash10-0udr-0790000000-a485efdca5bbe5eb0e3a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 15V, Positive-QTOF	splash10-000i-0090000000-593d60e1332023282ac9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 45V, Positive-QTOF	splash10-0udi-0900000000-bcf8d9f66fc5fedb200f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 60V, Positive-QTOF	splash10-0udi-1900000000-4f949b7b7f4debd88b15	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Diazoxon 35V, Positive-QTOF	splash10-0udi-0920000000-2e7b516028960664febe	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 10V, Positive-QTOF	splash10-01p9-1290000000-8c1d4fa7a1a1eeaeab5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 20V, Positive-QTOF	splash10-001i-0290000000-b04868af07f63e6c36e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 40V, Positive-QTOF	splash10-00to-9510000000-f3e8a198fbffd1beded9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 10V, Negative-QTOF	splash10-000l-1790000000-489c27c81ea665d3fdd6	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 20V, Negative-QTOF	splash10-0a4l-3950000000-c10a3ef05c2bc12872f5	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 40V, Negative-QTOF	splash10-00b9-1970000000-f90e17b299084cee5842	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 10V, Positive-QTOF	splash10-03ei-0090000000-08379a20850bc350f14f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 20V, Positive-QTOF	splash10-001i-0490000000-4e10b19139b94d18dd40	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 40V, Positive-QTOF	splash10-0udr-3910000000-efa0a8d76da2daff6a41	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 10V, Negative-QTOF	splash10-0bti-2590000000-6c9b135c407f252d8005	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diazoxon 20V, Negative-QTOF	splash10-0ab9-1920000000-bc7955e728274e1e2869	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

13157

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

83533

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Diazoxon (HMDB0251156)

MOL for HMDB0251156 (Diazoxon)

3D MOL for HMDB0251156 (Diazoxon)

3D SDF for HMDB0251156 (Diazoxon)

3D-SDF for HMDB0251156 (Diazoxon)

PDB for HMDB0251156 (Diazoxon)

3D PDB for HMDB0251156 (Diazoxon)

SMILES for HMDB0251156 (Diazoxon)

INCHI for HMDB0251156 (Diazoxon)

Structure for HMDB0251156 (Diazoxon)

3D Structure for HMDB0251156 (Diazoxon)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra