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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:22:06 UTC

Update Date

2021-09-26 23:06:54 UTC

HMDB ID

HMDB0253594

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isazofos

Description

Isazofos, also known as miral or isazophos, belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group. Isazofos is an extremely weak basic (essentially neutral) compound (based on its pKa). Isazofos is a potentially toxic compound. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. Paraoxonase (PON1) is a key enzyme in the metabolism of organophosphates. This compound has been identified in human blood as reported by (PMID: 31557052 ). Isazofos is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isazofos 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

HMDB0253594
     RDKit          3D
Isazofos
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.8691   -3.3724   -0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151   -2.0973   -0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147   -0.9721   -0.6142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8720    0.3922   -0.6151 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9197    1.0551   -2.2840 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6077    1.5931    0.3031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7805    1.0780    0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8672    1.7885    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437   -0.0015   -0.1901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7858    0.7145   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880    1.9752   -0.4613 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975    2.1611   -0.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3393    3.6110   -0.6541 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9581    0.9856    0.0239 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233    0.6377    0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7291   -0.4658   -0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2832    0.0050    1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655    0.1125    0.1112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7898   -3.2718    0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -4.1252   -0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -3.7805   -1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3843   -2.0691   -1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5442   -1.9904    0.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8559    0.0383    0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7677    1.5330    1.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7986    1.7845    0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9122    1.1440   -0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    2.7497   -0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9946    1.5210    0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854   -0.1367   -1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9888   -1.2871   -0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7401   -0.8576   -0.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563   -0.4312    1.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358   -0.8057    1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896    0.7846    2.4665 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
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 14 18  1  0
 18 10  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END


  Mrv0541 08291403432D          

 18 18  0  0  0  0            999 V2000
    2.9322    0.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697    4.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197    1.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    3.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6947    1.6373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697    3.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967    2.7643    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  9  2  0  0  0  0
 13  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16  9  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253594

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H17ClN3O3PS/c1-5-14-17(18,15-6-2)16-9-11-8(10)13(12-9)7(3)4/h7H,5-6H2,1-4H3

> <INCHI_KEY>
XRHGWAGWAHHFLF-UHFFFAOYSA-N

> <FORMULA>
C9H17ClN3O3PS

> <MOLECULAR_WEIGHT>
313.741

> <EXACT_MASS>
313.041676334

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.879387553527316

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
O-5-chloro-1-(propan-2-yl)-1H-1,2,4-triazol-3-yl O,O-diethyl phosphorothioate

> <ALOGPS_LOGP>
3.88

> <JCHEM_LOGP>
3.482746033333333

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0780026458900367

> <JCHEM_POLAR_SURFACE_AREA>
58.400000000000006

> <JCHEM_REFRACTIVITY>
87.58130000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O-5-chloro-1-isopropyl-1,2,4-triazol-3-yl O,O-diethyl phosphorothioate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253594
     RDKit          3D
Isazofos
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.8691   -3.3724   -0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151   -2.0973   -0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147   -0.9721   -0.6142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8720    0.3922   -0.6151 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9197    1.0551   -2.2840 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6077    1.5931    0.3031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7805    1.0780    0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8672    1.7885    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437   -0.0015   -0.1901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7858    0.7145   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880    1.9752   -0.4613 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975    2.1611   -0.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3393    3.6110   -0.6541 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9581    0.9856    0.0239 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233    0.6377    0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7291   -0.4658   -0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2832    0.0050    1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655    0.1125    0.1112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7898   -3.2718    0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -4.1252   -0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -3.7805   -1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3843   -2.0691   -1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5442   -1.9904    0.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8559    0.0383    0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7677    1.5330    1.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7986    1.7845    0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9122    1.1440   -0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    2.7497   -0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9946    1.5210    0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854   -0.1367   -1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9888   -1.2871   -0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7401   -0.8576   -0.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563   -0.4312    1.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358   -0.8057    1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896    0.7846    2.4665 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
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 14 18  1  0
 18 10  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  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       5.473   1.723   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.623   8.391   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.011  -2.943   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.147  -1.375   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.703   3.056   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.393   7.057   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0       2.735  -1.536   0.000  0.00  0.00          Cl+0
HETATM   11  N   UNK     0       2.306   1.175   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       0.290  -0.290   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       3.163   3.056   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.623   5.724   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0       2.393   4.390   0.000  0.00  0.00           P+0
HETATM   18  S   UNK     0       3.727   5.160   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4    7                                                            
CONECT    5    1   14                                                       
CONECT    6    2   15                                                       
CONECT    7    3    4   13                                                  
CONECT    8   10   11   13                                                  
CONECT    9   11   12   16                                                  
CONECT   10    8                                                            
CONECT   11    8    9                                                       
CONECT   12    9   13                                                       
CONECT   13    7    8   12                                                  
CONECT   14    5   17                                                       
CONECT   15    6   17                                                       
CONECT   16    9   17                                                       
CONECT   17   14   15   16   18                                             
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0253594
HETATM    1  C1  UNL     1      -2.869  -3.372  -0.528  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.115  -2.097  -0.558  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.915  -0.972  -0.614  1.00  0.00           O  
HETATM    4  P1  UNL     1      -1.872   0.392  -0.615  1.00  0.00           P  
HETATM    5  S1  UNL     1      -1.920   1.055  -2.284  1.00  0.00           S  
HETATM    6  O2  UNL     1      -2.608   1.593   0.303  1.00  0.00           O  
HETATM    7  C3  UNL     1      -3.781   1.078   0.881  1.00  0.00           C  
HETATM    8  C4  UNL     1      -4.867   1.788   0.067  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.344  -0.002  -0.190  1.00  0.00           O  
HETATM   10  C5  UNL     1       0.786   0.714  -0.196  1.00  0.00           C  
HETATM   11  N1  UNL     1       1.088   1.975  -0.461  1.00  0.00           N  
HETATM   12  C6  UNL     1       2.398   2.161  -0.336  1.00  0.00           C  
HETATM   13 CL1  UNL     1       3.339   3.611  -0.654  1.00  0.00          CL  
HETATM   14  N2  UNL     1       2.958   0.986   0.024  1.00  0.00           N  
HETATM   15  C7  UNL     1       4.323   0.638   0.314  1.00  0.00           C  
HETATM   16  C8  UNL     1       4.729  -0.466  -0.625  1.00  0.00           C  
HETATM   17  C9  UNL     1       4.283   0.005   1.712  1.00  0.00           C  
HETATM   18  N3  UNL     1       1.966   0.112   0.111  1.00  0.00           N  
HETATM   19  H1  UNL     1      -3.790  -3.272   0.086  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.214  -4.125  -0.034  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.068  -3.781  -1.538  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.384  -2.069  -1.378  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.544  -1.990   0.407  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.856   0.038   0.991  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.768   1.533   1.919  1.00  0.00           H  
HETATM   26  H8  UNL     1      -5.799   1.785   0.581  1.00  0.00           H  
HETATM   27  H9  UNL     1      -4.912   1.144  -0.890  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.436   2.750  -0.255  1.00  0.00           H  
HETATM   29  H11 UNL     1       4.995   1.521   0.285  1.00  0.00           H  
HETATM   30  H12 UNL     1       4.685  -0.137  -1.692  1.00  0.00           H  
HETATM   31  H13 UNL     1       3.989  -1.287  -0.496  1.00  0.00           H  
HETATM   32  H14 UNL     1       5.740  -0.858  -0.394  1.00  0.00           H  
HETATM   33  H15 UNL     1       5.256  -0.431   1.900  1.00  0.00           H  
HETATM   34  H16 UNL     1       3.536  -0.806   1.690  1.00  0.00           H  
HETATM   35  H17 UNL     1       3.990   0.785   2.467  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4
CONECT    4    5    5    6    9
CONECT    6    7
CONECT    7    8   24   25
CONECT    8   26   27   28
CONECT    9   10
CONECT   10   11   18   18
CONECT   11   12   12
CONECT   12   13   14
CONECT   14   15   18
CONECT   15   16   17   29
CONECT   16   30   31   32
CONECT   17   33   34   35
END

HMDB0253594
     RDKit          3D
Isazofos
 35 35  0  0  0  0  0  0  0  0999 V2000
   -2.8691   -3.3724   -0.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151   -2.0973   -0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9147   -0.9721   -0.6142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8720    0.3922   -0.6151 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9197    1.0551   -2.2840 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6077    1.5931    0.3031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7805    1.0780    0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8672    1.7885    0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437   -0.0015   -0.1901 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7858    0.7145   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880    1.9752   -0.4613 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3975    2.1611   -0.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3393    3.6110   -0.6541 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9581    0.9856    0.0239 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233    0.6377    0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7291   -0.4658   -0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2832    0.0050    1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9655    0.1125    0.1112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7898   -3.2718    0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2142   -4.1252   -0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -3.7805   -1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3843   -2.0691   -1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5442   -1.9904    0.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8559    0.0383    0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7677    1.5330    1.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7986    1.7845    0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9122    1.1440   -0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4363    2.7497   -0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9946    1.5210    0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6854   -0.1367   -1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9888   -1.2871   -0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7401   -0.8576   -0.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2563   -0.4312    1.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5358   -0.8057    1.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896    0.7846    2.4665 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
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 14 18  1  0
 18 10  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Miral	MeSH
Isazophos	MeSH

Chemical Formula

C₉H₁₇ClN₃O₃PS

Average Molecular Weight

313.741

Monoisotopic Molecular Weight

313.041676334

IUPAC Name

O-5-chloro-1-(propan-2-yl)-1H-1,2,4-triazol-3-yl O,O-diethyl phosphorothioate

Traditional Name

O-5-chloro-1-isopropyl-1,2,4-triazol-3-yl O,O-diethyl phosphorothioate

CAS Registry Number

Not Available

SMILES

CCOP(=S)(OCC)OC1=NN(C(C)C)C(Cl)=N1

InChI Identifier

InChI=1S/C9H17ClN3O3PS/c1-5-14-17(18,15-6-2)16-9-11-8(10)13(12-9)7(3)4/h7H,5-6H2,1-4H3

InChI Key

XRHGWAGWAHHFLF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic thiophosphoric acids and derivatives

Sub Class

Thiophosphoric acid esters

Direct Parent

Aryl thiophosphates

Alternative Parents

Substituents

Aryl thiophosphate
Thiophosphate triester
Aryl chloride
Aryl halide
Azole
1,2,4-triazole
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organic thiophosphate (CHEBI:82135 )
Organophosphorus insecticides (C19001 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0253594)

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	3.88	ALOGPS
logP	3.48	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	-3.1	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	87.58 m³·mol⁻¹	ChemAxon
Polarizability	29.88 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]+	163.47	30932474
DeepCCS	[M-H]-	161.112	30932474
DeepCCS	[M-2H]-	193.998	30932474
DeepCCS	[M+Na]+	169.563	30932474
AllCCS	[M+H]+	164.0	32859911
AllCCS	[M+H-H2O]+	161.3	32859911
AllCCS	[M+NH4]+	166.5	32859911
AllCCS	[M+Na]+	167.3	32859911
AllCCS	[M-H]-	162.0	32859911
AllCCS	[M+Na-2H]-	162.7	32859911
AllCCS	[M+HCOO]-	163.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isazofos	CCOP(=S)(OCC)OC1=NN(C(C)C)C(Cl)=N1	2538.5	Standard polar	33892256
Isazofos	CCOP(=S)(OCC)OC1=NN(C(C)C)C(Cl)=N1	1800.3	Standard non polar	33892256
Isazofos	CCOP(=S)(OCC)OC1=NN(C(C)C)C(Cl)=N1	1779.9	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 - Isazofos GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9250000000-6574ab493c48c74b1d01	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isazofos GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-03di-5920000000-39a1603be495f91e7a40	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 - Isazofos 45V, Positive-QTOF	splash10-02t9-0900000000-ea72f28796b6fbdf9d90	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isazofos 60V, Positive-QTOF	splash10-02t9-0900000000-a2668fe42938247a7ded	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isazofos 30V, Positive-QTOF	splash10-03di-0910000000-9635b8c4ad3c0875cc48	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isazofos 15V, Positive-QTOF	splash10-03di-0439000000-27f4323f205c51923217	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isazofos 75V, Positive-QTOF	splash10-02t9-0900000000-d39750082f86801c7238	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isazofos 90V, Positive-QTOF	splash10-03xr-1900000000-b9134554538d7bbcec90	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isazofos 60V, Positive-QTOF	splash10-02t9-0900000000-e8cbbe0b08d9ba067fe5	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 10V, Positive-QTOF	splash10-03di-1394000000-f11d28f4f84ffe119399	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 20V, Positive-QTOF	splash10-0abc-6690000000-6e2e0358c2dcb1598846	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 40V, Positive-QTOF	splash10-0bt9-9210000000-b32b53b5e30f89388556	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 10V, Negative-QTOF	splash10-02tc-2921000000-a8986aaf072c88d737d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 20V, Negative-QTOF	splash10-00di-0790000000-fd94d04ba99c1649f06e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 40V, Negative-QTOF	splash10-03di-0390000000-3d37cacc7047d642f567	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 10V, Positive-QTOF	splash10-03di-0209000000-d65d4e7f6d3072dcb4e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 20V, Positive-QTOF	splash10-03dr-0974000000-68e297723ccb029211dd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 40V, Positive-QTOF	splash10-014i-1900000000-7c92930d9e02b141b2dd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 10V, Negative-QTOF	splash10-03di-0209000000-44924d59e6e012770dd6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 20V, Negative-QTOF	splash10-01x0-2932000000-d0586f2d64fb9a6fe097	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isazofos 40V, Negative-QTOF	splash10-001r-5900000000-aed99837cc10d7e91c73	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

Not Available

KEGG Compound ID

C19001

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

39223

PDB ID

Not Available

ChEBI ID

Not Available

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 Isazofos (HMDB0253594)

MOL for HMDB0253594 (Isazofos)

3D MOL for HMDB0253594 (Isazofos)

3D SDF for HMDB0253594 (Isazofos)

3D-SDF for HMDB0253594 (Isazofos)

PDB for HMDB0253594 (Isazofos)

3D PDB for HMDB0253594 (Isazofos)

SMILES for HMDB0253594 (Isazofos)

INCHI for HMDB0253594 (Isazofos)

Structure for HMDB0253594 (Isazofos)

3D Structure for HMDB0253594 (Isazofos)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra