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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:42:03 UTC

Update Date

2021-09-26 23:02:10 UTC

HMDB ID

HMDB0250608

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cyanofenphos

Description

CYANOFENPHOS, also known as surecide or cyanophenphos, belongs to the class of organic compounds known as phenyl phenylphosphonothioates. These are aromatic compounds containing a phenylphosphonothioate group, which is O-esterified with another phenyl group. They have the general structure OP(R)(=S)OR', where R,R'=phenyl groups. Based on a literature review very few articles have been published on CYANOFENPHOS. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cyanofenphos is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cyanofenphos 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

HMDB0250608
     RDKit          3D
Cyanofenphos
 34 35  0  0  0  0  0  0  0  0999 V2000
   -1.0125    4.6294   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    3.2342   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5469    2.2759   -0.4645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122    0.7791   -0.1633 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.2166    0.8625    1.4793 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5224    0.6130   -1.1895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402   -0.0767   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067   -1.4346   -0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384   -2.1128   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8675   -1.4658    0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056   -2.2268    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -2.8268    0.9440 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7703   -0.1000    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542    0.5843   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466   -0.5655   -0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1788   -0.5194   -0.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9702   -1.6550   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5642   -2.8327   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303   -2.8874    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502   -1.7689    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661    5.1151   -1.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961    5.2388    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0906    4.7595   -0.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441    3.0204    0.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    3.0128   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8990   -1.9273   -1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8710   -3.1666   -0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5854    0.4188    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6376    1.6509    0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833    0.4094   -1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9451   -1.6442   -1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1767   -3.7335   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9698   -3.8085    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5716   -1.8517    0.8351 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  3  0
 10 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  8 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

  Mrv1572004191602152D          

 20 21  0  0  0  0            999 V2000
    4.3974    2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954    3.7934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    1.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.2211    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.2211    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  2  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15  6  2  0  0  0  0
 15  7  1  0  0  0  0
 16 12  3  0  0  0  0
 17  2  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  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>
HMDB0250608

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=S)(OC1=CC=C(C=C1)C#N)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14NO2PS/c1-2-17-19(20,15-6-4-3-5-7-15)18-14-10-8-13(12-16)9-11-14/h3-11H,2H2,1H3

> <INCHI_KEY>
LRNJHZNPJSPMGK-UHFFFAOYSA-N

> <FORMULA>
C15H14NO2PS

> <MOLECULAR_WEIGHT>
303.32

> <EXACT_MASS>
303.048286867

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
30.60371431518381

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
O-4-cyanophenyl O-ethyl phenylphosphonothioate

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
4.507599999999998

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
42.25

> <JCHEM_REFRACTIVITY>
84.44970000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyanofenphos

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250608
     RDKit          3D
Cyanofenphos
 34 35  0  0  0  0  0  0  0  0999 V2000
   -1.0125    4.6294   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    3.2342   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5469    2.2759   -0.4645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122    0.7791   -0.1633 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.2166    0.8625    1.4793 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5224    0.6130   -1.1895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402   -0.0767   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067   -1.4346   -0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384   -2.1128   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8675   -1.4658    0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056   -2.2268    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -2.8268    0.9440 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7703   -0.1000    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542    0.5843   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466   -0.5655   -0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1788   -0.5194   -0.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9702   -1.6550   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5642   -2.8327   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303   -2.8874    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502   -1.7689    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661    5.1151   -1.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961    5.2388    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0906    4.7595   -0.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441    3.0204    0.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    3.0128   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8990   -1.9273   -1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8710   -3.1666   -0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5854    0.4188    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6376    1.6509    0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833    0.4094   -1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9451   -1.6442   -1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1767   -3.7335   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9698   -3.8085    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5716   -1.8517    0.8351 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  3  0
 10 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  8 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  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       8.208   4.263   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.208   2.723   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.875  -4.207   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.208  -3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.541  -3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.208  -1.897   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.541  -1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.255   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.565   4.414   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.025   1.746   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.255   5.747   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.025   4.414   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.565   1.746   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.875  -1.127   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.485   7.081   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       6.875   1.953   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335   0.413   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0       6.875   0.413   0.000  0.00  0.00           P+0
HETATM   20  S   UNK     0       8.415   0.413   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1   17                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   15                                                       
CONECT    7    5   15                                                       
CONECT    8   10   13                                                       
CONECT    9   11   13                                                       
CONECT   10    8   14                                                       
CONECT   11    9   14                                                       
CONECT   12   13   16                                                       
CONECT   13    8    9   12                                                  
CONECT   14   10   11   18                                                  
CONECT   15    6    7   19                                                  
CONECT   16   12                                                            
CONECT   17    2   19                                                       
CONECT   18   14   19                                                       
CONECT   19   15   17   18   20                                             
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0250608
HETATM    1  C1  UNL     1      -1.012   4.629  -0.403  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.546   3.234  -0.191  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.547   2.276  -0.465  1.00  0.00           O  
HETATM    4  P1  UNL     1      -0.812   0.779  -0.163  1.00  0.00           P  
HETATM    5  S1  UNL     1      -0.217   0.862   1.479  1.00  0.00           S  
HETATM    6  O2  UNL     1       0.522   0.613  -1.190  1.00  0.00           O  
HETATM    7  C3  UNL     1       1.640  -0.077  -0.744  1.00  0.00           C  
HETATM    8  C4  UNL     1       1.707  -1.435  -0.968  1.00  0.00           C  
HETATM    9  C5  UNL     1       2.838  -2.113  -0.513  1.00  0.00           C  
HETATM   10  C6  UNL     1       3.867  -1.466   0.141  1.00  0.00           C  
HETATM   11  C7  UNL     1       5.006  -2.227   0.583  1.00  0.00           C  
HETATM   12  N1  UNL     1       5.939  -2.827   0.944  1.00  0.00           N  
HETATM   13  C8  UNL     1       3.770  -0.100   0.350  1.00  0.00           C  
HETATM   14  C9  UNL     1       2.654   0.584  -0.095  1.00  0.00           C  
HETATM   15  C10 UNL     1      -1.947  -0.565  -0.250  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.179  -0.519  -0.851  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.970  -1.655  -0.846  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.564  -2.833  -0.257  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.330  -2.887   0.347  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.550  -1.769   0.342  1.00  0.00           C  
HETATM   21  H1  UNL     1      -0.466   5.115  -1.263  1.00  0.00           H  
HETATM   22  H2  UNL     1      -0.696   5.239   0.490  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.091   4.759  -0.517  1.00  0.00           H  
HETATM   24  H4  UNL     1      -0.144   3.020   0.810  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.281   3.013  -0.926  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.899  -1.927  -1.479  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.871  -3.167  -0.697  1.00  0.00           H  
HETATM   28  H8  UNL     1       4.585   0.419   0.870  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.638   1.651   0.099  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.483   0.409  -1.308  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.945  -1.644  -1.313  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.177  -3.734  -0.246  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.970  -3.808   0.828  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.572  -1.852   0.835  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4
CONECT    4    5    5    6   15
CONECT    6    7
CONECT    7    8    8   14
CONECT    8    9   26
CONECT    9   10   10   27
CONECT   10   11   13
CONECT   11   12   12   12
CONECT   13   14   14   28
CONECT   14   29
CONECT   15   16   16   20
CONECT   16   17   30
CONECT   17   18   18   31
CONECT   18   19   32
CONECT   19   20   20   33
CONECT   20   34
END

HMDB0250608
     RDKit          3D
Cyanofenphos
 34 35  0  0  0  0  0  0  0  0999 V2000
   -1.0125    4.6294   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    3.2342   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5469    2.2759   -0.4645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122    0.7791   -0.1633 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.2166    0.8625    1.4793 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5224    0.6130   -1.1895 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402   -0.0767   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067   -1.4346   -0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8384   -2.1128   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8675   -1.4658    0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056   -2.2268    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -2.8268    0.9440 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7703   -0.1000    0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542    0.5843   -0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466   -0.5655   -0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1788   -0.5194   -0.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9702   -1.6550   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5642   -2.8327   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3303   -2.8874    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502   -1.7689    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661    5.1151   -1.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961    5.2388    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0906    4.7595   -0.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441    3.0204    0.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    3.0128   -0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8990   -1.9273   -1.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8710   -3.1666   -0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5854    0.4188    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6376    1.6509    0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833    0.4094   -1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9451   -1.6442   -1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1767   -3.7335   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9698   -3.8085    0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5716   -1.8517    0.8351 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  3  0
 10 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14  7  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  8 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
O-Ethyl O-(4-cyanophenyl)phenylphosphonothioate	MeSH
O-p-Cyanophenyl O-ethyl phenylphosphonothioate	MeSH
Surecide	MeSH
Cyanophenphos	MeSH
Cyanophenphos, (+-)-isomer	MeSH
Cyanophenphos, (-)-isomer	MeSH
Cyanofenphos	MeSH
O-4-Cyanophenyl O-ethyl phenylphosphonothioic acid	Generator

Chemical Formula

C₁₅H₁₄NO₂PS

Average Molecular Weight

303.32

Monoisotopic Molecular Weight

303.048286867

IUPAC Name

O-4-cyanophenyl O-ethyl phenylphosphonothioate

Traditional Name

cyanofenphos

CAS Registry Number

Not Available

SMILES

CCOP(=S)(OC1=CC=C(C=C1)C#N)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H14NO2PS/c1-2-17-19(20,15-6-4-3-5-7-15)18-14-10-8-13(12-16)9-11-14/h3-11H,2H2,1H3

InChI Key

LRNJHZNPJSPMGK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenyl phenylphosphonothioates. These are aromatic compounds containing a phenylphosphonothioate group, which is O-esterified with another phenyl group. They have the general structure OP(R)(=S)OR', where R,R'=phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylphosphonothioates

Direct Parent

Phenyl phenylphosphonothioates

Alternative Parents

Substituents

Phenyl phenylphosphonothioate
Phenyl ethylphosphonothioate
Phenoxy compound
Benzonitrile
Organothiophosphorus compound
Nitrile
Carbonitrile
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organophosphorus compound
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

nitrile (CHEBI:82112 )
benzenes (CHEBI:82112 )
Organophosphorus insecticides (C18973 )

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	4.81	ALOGPS
logP	4.51	ChemAxon
logS	-4.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	42.25 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	84.45 m³·mol⁻¹	ChemAxon
Polarizability	30.6 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]+	162.511	30932474
DeepCCS	[M-H]-	160.153	30932474
DeepCCS	[M-2H]-	193.039	30932474
DeepCCS	[M+Na]+	168.604	30932474
AllCCS	[M+H]+	165.9	32859911
AllCCS	[M+H-H2O]+	162.7	32859911
AllCCS	[M+NH4]+	168.9	32859911
AllCCS	[M+Na]+	169.7	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	162.8	32859911
AllCCS	[M+HCOO]-	162.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cyanofenphos	CCOP(=S)(OC1=CC=C(C=C1)C#N)C1=CC=CC=C1	3480.0	Standard polar	33892256
Cyanofenphos	CCOP(=S)(OC1=CC=C(C=C1)C#N)C1=CC=CC=C1	2290.4	Standard non polar	33892256
Cyanofenphos	CCOP(=S)(OC1=CC=C(C=C1)C#N)C1=CC=CC=C1	2344.1	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 - Cyanofenphos GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-4490000000-e2a5c63465ee974aa6a0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyanofenphos 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 10V, Positive-QTOF	splash10-0ufr-2398000000-5451064065a8edc14bf6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 20V, Positive-QTOF	splash10-00c1-9861000000-9a6817d8c1096aae5b9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 40V, Positive-QTOF	splash10-00b9-9400000000-f91fcc31e6e815dc3764	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 10V, Negative-QTOF	splash10-0uk9-1296000000-310421112991dfb4f59e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 20V, Negative-QTOF	splash10-0lkc-3890000000-f557535bf78c181349ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 40V, Negative-QTOF	splash10-0kdi-9870000000-0ec43298073cbbddb9c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 10V, Positive-QTOF	splash10-0udi-0119000000-53b1687903517050b85e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 20V, Positive-QTOF	splash10-004i-0393000000-a5f07b13acb0a7fd7a6d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 40V, Positive-QTOF	splash10-0a4i-1890000000-bc0b8e04d8a3b6deda83	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 10V, Negative-QTOF	splash10-0udi-0039000000-7559996cdad6092393d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 20V, Negative-QTOF	splash10-00di-0091000000-73f4e4225bc22b7af119	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanofenphos 40V, Negative-QTOF	splash10-066r-4950000000-3565108ce3a0db7f237f	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

23911

KEGG Compound ID

C18973

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25669

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 Cyanofenphos (HMDB0250608)

MOL for HMDB0250608 (Cyanofenphos)

3D MOL for HMDB0250608 (Cyanofenphos)

3D SDF for HMDB0250608 (Cyanofenphos)

3D-SDF for HMDB0250608 (Cyanofenphos)

PDB for HMDB0250608 (Cyanofenphos)

3D PDB for HMDB0250608 (Cyanofenphos)

SMILES for HMDB0250608 (Cyanofenphos)

INCHI for HMDB0250608 (Cyanofenphos)

Structure for HMDB0250608 (Cyanofenphos)

3D Structure for HMDB0250608 (Cyanofenphos)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra