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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:37:58 UTC

Update Date

2021-09-26 23:16:32 UTC

HMDB ID

HMDB0259159

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Triazophos

Description

triazophos, also known as hostathion or methoxone, belongs to the class of organic compounds known as phenyl-1,2,4-triazoles. These are organic compounds containing a 1,2,4-triazole substituted by a phenyl group. Based on a literature review a significant number of articles have been published on triazophos. This compound has been identified in human blood as reported by (PMID: 31557052 ). Triazophos is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Triazophos 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

HMDB0259159
     RDKit          3D
Triazophos
 36 37  0  0  0  0  0  0  0  0999 V2000
   -2.8888   -1.7846    1.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7696   -1.7530    0.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100   -1.3608   -0.4041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    0.1139   -0.1599 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.3937    0.3412   -1.6713 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    1.4864    0.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2957    1.5808   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9938    2.7180   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419   -0.1568    1.0590 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756   -0.3981    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -1.6860    0.1888 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7157   -1.7035   -0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1777   -0.4674    0.0125 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358   -0.0463   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3390   -0.4070    1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6487   -0.0860    1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2325    0.5954   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4378    0.9355   -1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0880    0.6190   -1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2241    0.3476    0.4873 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3927   -2.3913    2.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177   -2.2043    1.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8300   -0.7590    2.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8551   -2.9198    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7876   -1.4825    0.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1044    1.9861   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5416    0.6602   -1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113    3.1883   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8260    2.1730   -2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7571    3.4209   -1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2861   -2.5443   -0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613   -0.9265    1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2879   -0.3351    1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2772    0.8334   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8618    1.4834   -1.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4789    0.9291   -1.9566 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  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13 20  1  0
 20 10  2  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 12 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
M  END


  Mrv1572004191601252D          

 20 21  0  0  0  0            999 V2000
    5.1156    2.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    5.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7031    2.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8839   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7044   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5484   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1893   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186    1.8053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837    1.8053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781    2.8132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    4.2422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    3.5277    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    3.9402    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11  8  2  0  0  0  0
 11  9  1  0  0  0  0
 13 10  2  0  0  0  0
 13 12  1  0  0  0  0
 14 12  2  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16  3  1  0  0  0  0
 17  4  1  0  0  0  0
 18 12  1  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
 20 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259159

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=S)(OCC)OC1=NN(C=N1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N3O3PS/c1-3-16-19(20,17-4-2)18-12-13-10-15(14-12)11-8-6-5-7-9-11/h5-10H,3-4H2,1-2H3

> <INCHI_KEY>
AMFGTOFWMRQMEM-UHFFFAOYSA-N

> <FORMULA>
C12H16N3O3PS

> <MOLECULAR_WEIGHT>
313.31

> <EXACT_MASS>
313.064999559

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.97413208329121

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
O,O-diethyl O-1-phenyl-1H-1,2,4-triazol-3-yl phosphorothioate

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
3.4533071743333332

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0897591361634937

> <JCHEM_POLAR_SURFACE_AREA>
58.400000000000006

> <JCHEM_REFRACTIVITY>
82.8463

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
triazophos

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259159
     RDKit          3D
Triazophos
 36 37  0  0  0  0  0  0  0  0999 V2000
   -2.8888   -1.7846    1.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7696   -1.7530    0.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100   -1.3608   -0.4041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    0.1139   -0.1599 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.3937    0.3412   -1.6713 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    1.4864    0.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2957    1.5808   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9938    2.7180   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419   -0.1568    1.0590 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756   -0.3981    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -1.6860    0.1888 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7157   -1.7035   -0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1777   -0.4674    0.0125 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358   -0.0463   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3390   -0.4070    1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6487   -0.0860    1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2325    0.5954   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4378    0.9355   -1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0880    0.6190   -1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2241    0.3476    0.4873 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3927   -2.3913    2.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177   -2.2043    1.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8300   -0.7590    2.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8551   -2.9198    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7876   -1.4825    0.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1044    1.9861   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5416    0.6602   -1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113    3.1883   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8260    2.1730   -2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7571    3.4209   -1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2861   -2.5443   -0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613   -0.9265    1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2879   -0.3351    1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2772    0.8334   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8618    1.4834   -1.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4789    0.9291   -1.9566 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  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13 20  1  0
 20 10  2  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 12 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       9.549   3.918   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.699  10.586   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.779   5.251   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.469   9.252   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.650  -1.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.182  -1.993   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.024  -0.426   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.087  -0.748   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.929   0.820   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.906   1.905   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.460   0.659   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.136   4.275   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       6.381   3.370   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.890   3.370   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       4.366   1.905   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       7.239   5.251   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.699   7.919   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.136   5.815   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0       6.469   6.585   0.000  0.00  0.00           P+0
HETATM   20  S   UNK     0       7.803   7.355   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1   16                                                       
CONECT    4    2   17                                                       
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   11                                                       
CONECT    9    7   11                                                       
CONECT   10   13   15                                                       
CONECT   11    8    9   15                                                  
CONECT   12   13   14   18                                                  
CONECT   13   10   12                                                       
CONECT   14   12   15                                                       
CONECT   15   10   11   14                                                  
CONECT   16    3   19                                                       
CONECT   17    4   19                                                       
CONECT   18   12   19                                                       
CONECT   19   16   17   18   20                                             
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0259159
HETATM    1  C1  UNL     1      -2.889  -1.785   1.975  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.770  -1.753   0.759  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.110  -1.361  -0.404  1.00  0.00           O  
HETATM    4  P1  UNL     1      -2.326   0.114  -0.160  1.00  0.00           P  
HETATM    5  S1  UNL     1      -1.394   0.341  -1.671  1.00  0.00           S  
HETATM    6  O2  UNL     1      -3.135   1.486   0.028  1.00  0.00           O  
HETATM    7  C3  UNL     1      -4.296   1.581  -0.800  1.00  0.00           C  
HETATM    8  C4  UNL     1      -3.994   2.718  -1.776  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.142  -0.157   1.059  1.00  0.00           O  
HETATM   10  C5  UNL     1       0.176  -0.398   0.600  1.00  0.00           C  
HETATM   11  N1  UNL     1       0.450  -1.686   0.189  1.00  0.00           N  
HETATM   12  C6  UNL     1       1.716  -1.704  -0.181  1.00  0.00           C  
HETATM   13  N2  UNL     1       2.178  -0.467   0.012  1.00  0.00           N  
HETATM   14  C7  UNL     1       3.536  -0.046  -0.066  1.00  0.00           C  
HETATM   15  C8  UNL     1       4.339  -0.407   1.015  1.00  0.00           C  
HETATM   16  C9  UNL     1       5.649  -0.086   1.035  1.00  0.00           C  
HETATM   17  C10 UNL     1       6.232   0.595  -0.022  1.00  0.00           C  
HETATM   18  C11 UNL     1       5.438   0.936  -1.076  1.00  0.00           C  
HETATM   19  C12 UNL     1       4.088   0.619  -1.090  1.00  0.00           C  
HETATM   20  N3  UNL     1       1.224   0.348   0.487  1.00  0.00           N  
HETATM   21  H1  UNL     1      -3.393  -2.391   2.751  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.918  -2.204   1.753  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.830  -0.759   2.449  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.855  -2.920   0.536  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.788  -1.483   0.883  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.104   1.986  -0.103  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.542   0.660  -1.214  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.011   3.188  -1.502  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.826   2.173  -2.780  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.757   3.421  -1.870  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.286  -2.544  -0.602  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.861  -0.926   1.819  1.00  0.00           H  
HETATM   33  H13 UNL     1       6.288  -0.335   1.882  1.00  0.00           H  
HETATM   34  H14 UNL     1       7.277   0.833  -0.021  1.00  0.00           H  
HETATM   35  H15 UNL     1       5.862   1.483  -1.939  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.479   0.929  -1.957  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4
CONECT    4    5    5    6    9
CONECT    6    7
CONECT    7    8   26   27
CONECT    8   28   29   30
CONECT    9   10
CONECT   10   11   20   20
CONECT   11   12   12
CONECT   12   13   31
CONECT   13   14   20
CONECT   14   15   15   19
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18   34
CONECT   18   19   19   35
CONECT   19   36
END

HMDB0259159
     RDKit          3D
Triazophos
 36 37  0  0  0  0  0  0  0  0999 V2000
   -2.8888   -1.7846    1.9753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7696   -1.7530    0.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100   -1.3608   -0.4041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    0.1139   -0.1599 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.3937    0.3412   -1.6713 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    1.4864    0.0276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2957    1.5808   -0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9938    2.7180   -1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419   -0.1568    1.0590 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1756   -0.3981    0.5997 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -1.6860    0.1888 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7157   -1.7035   -0.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1777   -0.4674    0.0125 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358   -0.0463   -0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3390   -0.4070    1.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6487   -0.0860    1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2325    0.5954   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4378    0.9355   -1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0880    0.6190   -1.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2241    0.3476    0.4873 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3927   -2.3913    2.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177   -2.2043    1.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8300   -0.7590    2.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8551   -2.9198    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7876   -1.4825    0.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1044    1.9861   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5416    0.6602   -1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113    3.1883   -1.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8260    2.1730   -2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7571    3.4209   -1.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2861   -2.5443   -0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613   -0.9265    1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2879   -0.3351    1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2772    0.8334   -0.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8618    1.4834   -1.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4789    0.9291   -1.9566 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  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 13 20  1  0
 20 10  2  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
 12 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Phenyl-1,2,4-triazolyl-3-(O,O-diethylthionophosphate)	ChEBI
Hostathion	ChEBI
Methoxone	ChEBI
O,O-Diethyl O-(1-phenyl-1H-1,2,4-triazol-3-yl) thiophosphate	ChEBI
Phosphorothioic acid, O,O-diethyl O-(1-phenyl-1H-1,2,4-triazol-3-yl) ester	ChEBI
Triazofos	ChEBI
1-Phenyl-1,2,4-triazolyl-3-(O,O-diethylthionophosphoric acid)	Generator
O,O-Diethyl O-(1-phenyl-1H-1,2,4-triazol-3-yl) thiophosphoric acid	Generator
Phosphorothioate, O,O-diethyl O-(1-phenyl-1H-1,2,4-triazol-3-yl) ester	Generator
Diethoxy-[(1-phenyl-1,2,4-triazol-3-yl)oxy]-sulphanylidene-$l^{5}-phosphane	Generator
1-Phenyl-3-(O,O-diethylthiophosphoryl)-1,2,4- triazole	MeSH
Triazophos	MeSH

Chemical Formula

C₁₂H₁₆N₃O₃PS

Average Molecular Weight

313.31

Monoisotopic Molecular Weight

313.064999559

IUPAC Name

O,O-diethyl O-1-phenyl-1H-1,2,4-triazol-3-yl phosphorothioate

Traditional Name

triazophos

CAS Registry Number

Not Available

SMILES

CCOP(=S)(OCC)OC1=NN(C=N1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C12H16N3O3PS/c1-3-16-19(20,17-4-2)18-12-13-10-15(14-12)11-8-6-5-7-9-11/h5-10H,3-4H2,1-2H3

InChI Key

AMFGTOFWMRQMEM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyl-1,2,4-triazoles. These are organic compounds containing a 1,2,4-triazole substituted by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Triazoles

Direct Parent

Phenyl-1,2,4-triazoles

Alternative Parents

Substituents

Phenyl-1,2,4-triazole
Aryl thiophosphate
Thiophosphate triester
Monocyclic benzene moiety
Thiophosphoric acid ester
Benzenoid
Organic thiophosphoric acid or derivatives
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organic thiophosphate (CHEBI:38963 )
organothiophosphate insecticide (CHEBI:38963 )
Organophosphorus insecticides (C18657 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

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	3.5	ALOGPS
logP	3.45	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	58.4 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	82.85 m³·mol⁻¹	ChemAxon
Polarizability	30.97 Å³	ChemAxon
Number of Rings	2	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]+	162.889	30932474
DeepCCS	[M-H]-	160.531	30932474
DeepCCS	[M-2H]-	193.422	30932474
DeepCCS	[M+Na]+	168.982	30932474
AllCCS	[M+H]+	168.6	32859911
AllCCS	[M+H-H2O]+	165.5	32859911
AllCCS	[M+NH4]+	171.4	32859911
AllCCS	[M+Na]+	172.2	32859911
AllCCS	[M-H]-	166.3	32859911
AllCCS	[M+Na-2H]-	166.2	32859911
AllCCS	[M+HCOO]-	166.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.83 minutes	32390414
Predicted by Siyang on May 30, 2022	17.2282 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.19 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2877.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	573.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	195.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	337.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	309.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	618.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	727.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	83.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1451.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	560.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1344.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	493.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	488.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	377.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	341.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	12.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Triazophos	CCOP(=S)(OCC)OC1=NN(C=N1)C1=CC=CC=C1	3349.0	Standard polar	33892256
Triazophos	CCOP(=S)(OCC)OC1=NN(C=N1)C1=CC=CC=C1	2178.1	Standard non polar	33892256
Triazophos	CCOP(=S)(OCC)OC1=NN(C=N1)C1=CC=CC=C1	2267.7	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 - Triazophos GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ap0-1690000000-76f246d40827fec3c055	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triazophos GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triazophos 15V, Positive-QTOF	splash10-03di-0519000000-0afa8c304e3ddea5705f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triazophos 75V, Positive-QTOF	splash10-03xr-2900000000-eea6a606160a28b26da2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triazophos 90V, Positive-QTOF	splash10-02tc-5900000000-86c2bd3e4e94ea707a8c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triazophos 30V, Positive-QTOF	splash10-03di-0900000000-daccb74f0194a418e0d1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triazophos 15V, Positive-QTOF	splash10-03di-0519000000-017a893743eafe4ea90a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triazophos 45V, Positive-QTOF	splash10-03di-0900000000-fb34435b01e06b7457ec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triazophos 60V, Positive-QTOF	splash10-03di-0900000000-cd2bce7d6a7c054b78af	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Triazophos 90V, Positive-QTOF	splash10-02tc-5900000000-eaa1f2feb222e10960d5	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triazophos 10V, Positive-QTOF	splash10-03di-2597000000-0496bade75778af59af7	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triazophos 20V, Positive-QTOF	splash10-0a4i-3940000000-6a51b7b8ee9c20fa7885	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triazophos 40V, Positive-QTOF	splash10-00kf-9200000000-02d9774a063e4e6e0114	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triazophos 10V, Negative-QTOF	splash10-02u0-2942000000-f78b9c95142fdf8840a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triazophos 20V, Negative-QTOF	splash10-05gi-0890000000-e91c7df828f1db662ed5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triazophos 40V, Negative-QTOF	splash10-004i-0920000000-3074912ab224483230b9	2016-08-03	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

29847

KEGG Compound ID

C18657

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Triazofos

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

38963

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 Triazophos (HMDB0259159)

MOL for HMDB0259159 (Triazophos)

3D MOL for HMDB0259159 (Triazophos)

3D SDF for HMDB0259159 (Triazophos)

3D-SDF for HMDB0259159 (Triazophos)

PDB for HMDB0259159 (Triazophos)

3D PDB for HMDB0259159 (Triazophos)

SMILES for HMDB0259159 (Triazophos)

INCHI for HMDB0259159 (Triazophos)

Structure for HMDB0259159 (Triazophos)

3D Structure for HMDB0259159 (Triazophos)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra