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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:25 UTC

Update Date

2022-03-07 02:53:07 UTC

HMDB ID

HMDB0031781

Secondary Accession Numbers

HMDB31781

Metabolite Identification

Common Name

O-Ethyl S,S-diphenyl phosphorodithioate

Description

O-Ethyl S,S-diphenyl phosphorodithioate, also known as EDDP or O-ethyl-S,S-diphenyl dithiophosphate, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Based on a literature review a significant number of articles have been published on O-Ethyl S,S-diphenyl phosphorodithioate.

Structure

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

HMDB0031781
     RDKit          3D
O-Ethyl S,S-diphenyl phosphorodithioate
 34 35  0  0  0  0  0  0  0  0999 V2000
   -0.3705    4.9049    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092    3.5011    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5343    2.5633    0.9809 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0154    1.0388    0.4291 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1195    0.0155    1.5217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    0.5386   -1.2445 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5011   -0.5688   -0.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316   -1.9263   -0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -2.8082   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527   -2.3372   -0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927   -0.9782    0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7142   -0.0759   -0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183    1.2768   -0.1545 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8933   -0.2801   -0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5579   -0.7690    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2406   -1.9796    0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740   -2.7358   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6186   -2.2607   -1.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9413   -1.0551   -1.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288    5.5514    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    5.3140   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250    5.0699    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987    3.3722    0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4081    3.2762   -0.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784   -2.3062   -1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0487   -3.8633   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2577   -3.0072    0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6434   -0.5991    0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9336    0.9645   -0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.1877    1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.3735    1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8168   -3.6833   -0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518   -2.8684   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403   -0.7235   -2.2507 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  2  0
  4 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
 12  7  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
M  END

  Mrv0541 05061306072D          

 19 20  0  0  0  0            999 V2000
    1.2079    4.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    6.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    5.0605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 16  2  1  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 13  1  0  0  0  0
 18 17  1  0  0  0  0
 19 14  1  0  0  0  0
 19 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031781

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=O)(SC1=CC=CC=C1)SC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H15O2PS2/c1-2-16-17(15,18-13-9-5-3-6-10-13)19-14-11-7-4-8-12-14/h3-12H,2H2,1H3

> <INCHI_KEY>
AWZOLILCOUMRDG-UHFFFAOYSA-N

> <FORMULA>
C14H15O2PS2

> <MOLECULAR_WEIGHT>
310.371

> <EXACT_MASS>
310.025107616

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.38501432977987

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl bis(phenylsulfanyl)phosphinate

> <ALOGPS_LOGP>
3.51

> <JCHEM_LOGP>
4.735612219333333

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.5657563424762095

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
81.21379999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
edifenphos

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031781
     RDKit          3D
O-Ethyl S,S-diphenyl phosphorodithioate
 34 35  0  0  0  0  0  0  0  0999 V2000
   -0.3705    4.9049    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092    3.5011    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5343    2.5633    0.9809 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0154    1.0388    0.4291 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1195    0.0155    1.5217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    0.5386   -1.2445 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5011   -0.5688   -0.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316   -1.9263   -0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -2.8082   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527   -2.3372   -0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927   -0.9782    0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7142   -0.0759   -0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183    1.2768   -0.1545 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8933   -0.2801   -0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5579   -0.7690    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2406   -1.9796    0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740   -2.7358   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6186   -2.2607   -1.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9413   -1.0551   -1.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288    5.5514    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    5.3140   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250    5.0699    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987    3.3722    0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4081    3.2762   -0.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784   -2.3062   -1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0487   -3.8633   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2577   -3.0072    0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6434   -0.5991    0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9336    0.9645   -0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.1877    1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.3735    1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8168   -3.6833   -0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518   -2.8684   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403   -0.7235   -2.2507 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  2  0
  4 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
 12  7  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.255   8.113   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.025   9.446   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  16.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.105  12.114   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.565   9.446   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0       5.335  10.780   0.000  0.00  0.00           P+0
HETATM   18  S   UNK     0       6.668  10.010   0.000  0.00  0.00           S+0
HETATM   19  S   UNK     0       4.001  11.550   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1   16                                                       
CONECT    3    5    6                                                       
CONECT    4    7    8                                                       
CONECT    5    3    9                                                       
CONECT    6    3   10                                                       
CONECT    7    4   11                                                       
CONECT    8    4   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6   13                                                       
CONECT   11    7   14                                                       
CONECT   12    8   14                                                       
CONECT   13    9   10   18                                                  
CONECT   14   11   12   19                                                  
CONECT   15   17                                                            
CONECT   16    2   17                                                       
CONECT   17   15   16   18   19                                             
CONECT   18   13   17                                                       
CONECT   19   14   17                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0031781
HETATM    1  C1  UNL     1      -0.370   4.905   0.415  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.009   3.501   0.084  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.534   2.563   0.981  1.00  0.00           O  
HETATM    4  P1  UNL     1       0.015   1.039   0.429  1.00  0.00           P  
HETATM    5  O2  UNL     1      -0.119   0.015   1.522  1.00  0.00           O  
HETATM    6  S1  UNL     1      -1.186   0.539  -1.244  1.00  0.00           S  
HETATM    7  C3  UNL     1      -2.501  -0.569  -0.766  1.00  0.00           C  
HETATM    8  C4  UNL     1      -2.232  -1.926  -0.832  1.00  0.00           C  
HETATM    9  C5  UNL     1      -3.234  -2.808  -0.467  1.00  0.00           C  
HETATM   10  C6  UNL     1      -4.453  -2.337  -0.053  1.00  0.00           C  
HETATM   11  C7  UNL     1      -4.693  -0.978   0.004  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.714  -0.076  -0.354  1.00  0.00           C  
HETATM   13  S2  UNL     1       2.018   1.277  -0.154  1.00  0.00           S  
HETATM   14  C9  UNL     1       2.893  -0.280  -0.208  1.00  0.00           C  
HETATM   15  C10 UNL     1       3.558  -0.769   0.900  1.00  0.00           C  
HETATM   16  C11 UNL     1       4.241  -1.980   0.865  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.274  -2.736  -0.292  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.619  -2.261  -1.396  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.941  -1.055  -1.354  1.00  0.00           C  
HETATM   20  H1  UNL     1       0.529   5.551   0.219  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.172   5.314  -0.219  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.625   5.070   1.481  1.00  0.00           H  
HETATM   23  H4  UNL     1       1.099   3.372   0.119  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.408   3.276  -0.941  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.278  -2.306  -1.156  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.049  -3.863  -0.510  1.00  0.00           H  
HETATM   27  H8  UNL     1      -5.258  -3.007   0.240  1.00  0.00           H  
HETATM   28  H9  UNL     1      -5.643  -0.599   0.326  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.934   0.965  -0.298  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.533  -0.188   1.790  1.00  0.00           H  
HETATM   31  H12 UNL     1       4.765  -2.374   1.726  1.00  0.00           H  
HETATM   32  H13 UNL     1       4.817  -3.683  -0.295  1.00  0.00           H  
HETATM   33  H14 UNL     1       3.652  -2.868  -2.307  1.00  0.00           H  
HETATM   34  H15 UNL     1       2.440  -0.724  -2.251  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4
CONECT    4    5    5    6   13
CONECT    6    7
CONECT    7    8    8   12
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   29
CONECT   13   14
CONECT   14   15   15   19
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18   32
CONECT   18   19   19   33
CONECT   19   34
END

HMDB0031781
     RDKit          3D
O-Ethyl S,S-diphenyl phosphorodithioate
 34 35  0  0  0  0  0  0  0  0999 V2000
   -0.3705    4.9049    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092    3.5011    0.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5343    2.5633    0.9809 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0154    1.0388    0.4291 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1195    0.0155    1.5217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    0.5386   -1.2445 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5011   -0.5688   -0.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316   -1.9263   -0.8325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -2.8082   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527   -2.3372   -0.0529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927   -0.9782    0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7142   -0.0759   -0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183    1.2768   -0.1545 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8933   -0.2801   -0.2084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5579   -0.7690    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2406   -1.9796    0.8646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740   -2.7358   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6186   -2.2607   -1.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9413   -1.0551   -1.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288    5.5514    0.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    5.3140   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250    5.0699    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0987    3.3722    0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4081    3.2762   -0.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784   -2.3062   -1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0487   -3.8633   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2577   -3.0072    0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6434   -0.5991    0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9336    0.9645   -0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.1877    1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.3735    1.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8168   -3.6833   -0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518   -2.8684   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403   -0.7235   -2.2507 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  2  0
  4 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
 12  7  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
BAY 78418	ChEBI
Bayer 78418	ChEBI
EDDP	ChEBI
Ediphenophos	ChEBI
O-Ethyl-S,S-diphenyl dithiophosphate	ChEBI
Phosphorodithioic acid, O-ethyl-S,S-diphenyl ester	ChEBI
O-Ethyl-S,S-diphenyl dithiophosphoric acid	Generator
Phosphorodithioate, O-ethyl-S,S-diphenyl ester	Generator
O-Ethyl S,S-diphenyl phosphorodithioic acid	Generator
Bay-hinosan	HMDB
Blastoff	HMDB
Eddp (pesticide)	HMDB
Edifenfos	HMDB
Edifenphos	HMDB
Edifenphos, bsi	HMDB
Ediphenphos	HMDB
Hinosan	HMDB
O-Aethyl-S,S-diphenyl-dithiophosphat	HMDB
O-Ethyl S,S-diphenyl dithiophosphate	HMDB
O-Ethyl-S,S-diphenyl phosphorodithioate	HMDB
Phosphorodithioic acid, O-ethyl S,S-diphenyl ester	HMDB

Chemical Formula

C₁₄H₁₅O₂PS₂

Average Molecular Weight

310.371

Monoisotopic Molecular Weight

310.025107616

IUPAC Name

ethyl bis(phenylsulfanyl)phosphinate

Traditional Name

edifenphos

CAS Registry Number

17109-49-8

SMILES

CCOP(=O)(SC1=CC=CC=C1)SC1=CC=CC=C1

InChI Identifier

InChI=1S/C14H15O2PS2/c1-2-16-17(15,18-13-9-5-3-6-10-13)19-14-11-7-4-8-12-14/h3-12H,2H2,1H3

InChI Key

AWZOLILCOUMRDG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Sulfenyl compound
Organothiophosphorus compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organic thiophosphate (CHEBI:34735 )
Organophosphorus fungicides (C14436 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031781)
Cell membrane (HMDB: HMDB0031781)

Source

Endogenous

Endogenous (HMDB: HMDB0031781)

Exogenous

Food

Food (HMDB: HMDB0031781)

Exogenous (HMDB: HMDB0031781)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.056 mg/mL at 20 °C	Not Available
LogP	3.48	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0094 g/L	ALOGPS
logP	3.51	ALOGPS
logP	4.74	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-7.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	81.21 m³·mol⁻¹	ChemAxon
Polarizability	31.39 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	170.443	31661259
DarkChem	[M-H]-	167.943	31661259
DeepCCS	[M+H]+	166.998	30932474
DeepCCS	[M-H]-	164.64	30932474
DeepCCS	[M-2H]-	197.527	30932474
DeepCCS	[M+Na]+	173.091	30932474
AllCCS	[M+H]+	166.4	32859911
AllCCS	[M+H-H2O]+	163.2	32859911
AllCCS	[M+NH4]+	169.4	32859911
AllCCS	[M+Na]+	170.3	32859911
AllCCS	[M-H]-	157.8	32859911
AllCCS	[M+Na-2H]-	157.2	32859911
AllCCS	[M+HCOO]-	156.7	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.	8.82 minutes	32390414
Predicted by Siyang on May 30, 2022	15.1055 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.74 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2405.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	441.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	175.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	230.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	278.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	652.8 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	588.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	81.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1315.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	516.5 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	1388.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	401.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	415.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	294.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	296.2 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	18.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
O-Ethyl S,S-diphenyl phosphorodithioate	CCOP(=O)(SC1=CC=CC=C1)SC1=CC=CC=C1	3327.8	Standard polar	33892256
O-Ethyl S,S-diphenyl phosphorodithioate	CCOP(=O)(SC1=CC=CC=C1)SC1=CC=CC=C1	2255.1	Standard non polar	33892256
O-Ethyl S,S-diphenyl phosphorodithioate	CCOP(=O)(SC1=CC=CC=C1)SC1=CC=CC=C1	2327.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate EI-B (Non-derivatized)	splash10-02t9-9831000000-97556cafe393a91f33cc	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate EI-B (Non-derivatized)	splash10-02t9-9831000000-97556cafe393a91f33cc	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-4390000000-980e874da7959c430ca9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 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 - O-Ethyl S,S-diphenyl phosphorodithioate 10V, Positive-QTOF	splash10-03di-3859000000-6381bfff4570556c1963	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 20V, Positive-QTOF	splash10-001i-3392000000-19579b539a6ec329188b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 40V, Positive-QTOF	splash10-004i-9200000000-e4f4b401fe3589453a51	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 10V, Negative-QTOF	splash10-0a59-1798000000-daaf0455042a882650a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 20V, Negative-QTOF	splash10-0a59-0941000000-cddfd0c8ee43b6b77e97	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 40V, Negative-QTOF	splash10-001r-2980000000-25682945912a74e2664b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 10V, Positive-QTOF	splash10-001i-0194000000-02eb03802402e66c8cfd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 20V, Positive-QTOF	splash10-03di-0849000000-196f96fa79be325b5d08	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 40V, Positive-QTOF	splash10-03di-3910000000-f406acb20a881086e181	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 10V, Negative-QTOF	splash10-0a4i-0009000000-56f950bbc74cfba37e80	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 20V, Negative-QTOF	splash10-0a59-2950000000-48b49d75d03d9dcd07ea	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - O-Ethyl S,S-diphenyl phosphorodithioate 40V, Negative-QTOF	splash10-0a4i-1900000000-60a1b839eda96d039083	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008454

KNApSAcK ID

Not Available

Chemspider ID

26320

KEGG Compound ID

C14436

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

28292

PDB ID

Not Available

ChEBI ID

34735

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for O-Ethyl S,S-diphenyl phosphorodithioate (HMDB0031781)

MOL for HMDB0031781 (O-Ethyl S,S-diphenyl phosphorodithioate)

3D MOL for HMDB0031781 (O-Ethyl S,S-diphenyl phosphorodithioate)

3D SDF for HMDB0031781 (O-Ethyl S,S-diphenyl phosphorodithioate)

3D-SDF for HMDB0031781 (O-Ethyl S,S-diphenyl phosphorodithioate)

PDB for HMDB0031781 (O-Ethyl S,S-diphenyl phosphorodithioate)

3D PDB for HMDB0031781 (O-Ethyl S,S-diphenyl phosphorodithioate)

SMILES for HMDB0031781 (O-Ethyl S,S-diphenyl phosphorodithioate)

INCHI for HMDB0031781 (O-Ethyl S,S-diphenyl phosphorodithioate)

Structure for HMDB0031781 (O-Ethyl S,S-diphenyl phosphorodithioate)

3D Structure for HMDB0031781 (O-Ethyl S,S-diphenyl phosphorodithioate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra