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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:52:11 UTC

Update Date

2021-09-26 23:12:03 UTC

HMDB ID

HMDB0256420

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phenthoate

Description

phenthoate, also known as fenthoic acid, 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 very few articles have been published on phenthoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Phenthoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Phenthoate 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

HMDB0256420
     RDKit          3D
Phenthoate
 36 36  0  0  0  0  0  0  0  0999 V2000
    3.0733   -2.5481   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -2.4972    1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6168   -1.2243    1.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434   -0.8240    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591   -1.6387   -0.7212 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0694    0.5185    0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202    0.6111   -1.1738 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5772   -0.8036   -1.0008 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6998   -1.7815   -2.4141 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -0.0464   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5418    0.6400   -1.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -1.8256    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072   -2.2498    0.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0629    1.5991    0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9749    1.8077   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8946    2.8388   -0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9351    3.6860    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0421    3.5050    1.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301    2.4754    1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4636   -2.9970   -0.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3863   -1.5191   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407   -3.2192    0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769   -3.2820    1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -2.5932    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353    0.5756    1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8315    1.6478   -1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4006    0.1493   -2.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297    0.8212   -2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9681   -1.3049    1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926   -2.7649    0.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2319   -2.8737    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9312    1.1280   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5884    2.9494   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6558    4.4722    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0840    4.1870    2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426    2.3812    2.2100 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
  8  9  2  0
  8 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  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
  6 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 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


  Mrv1572004191602132D          

 19 19  0  0  0  0            999 V2000
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  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
 10  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 14  2  1  0  0  0  0
 15  3  1  0  0  0  0
 16  4  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  2  0  0  0  0
 19 11  1  0  0  0  0
 19 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256420

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H17O4PS2/c1-4-16-12(13)11(10-8-6-5-7-9-10)19-17(18,14-2)15-3/h5-9,11H,4H2,1-3H3

> <INCHI_KEY>
XAMUDJHXFNRLCY-UHFFFAOYSA-N

> <FORMULA>
C12H17O4PS2

> <MOLECULAR_WEIGHT>
320.36

> <EXACT_MASS>
320.030588373

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
31.172854037451646

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-{[dimethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}-2-phenylacetate

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
3.3640582676666657

> <ALOGPS_LOGS>
-4.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.257592203169404

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
82.49320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.76e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
elsan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256420
     RDKit          3D
Phenthoate
 36 36  0  0  0  0  0  0  0  0999 V2000
    3.0733   -2.5481   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -2.4972    1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6168   -1.2243    1.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434   -0.8240    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591   -1.6387   -0.7212 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0694    0.5185    0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202    0.6111   -1.1738 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5772   -0.8036   -1.0008 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6998   -1.7815   -2.4141 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -0.0464   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5418    0.6400   -1.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -1.8256    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072   -2.2498    0.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0629    1.5991    0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9749    1.8077   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8946    2.8388   -0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9351    3.6860    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0421    3.5050    1.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301    2.4754    1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4636   -2.9970   -0.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3863   -1.5191   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407   -3.2192    0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769   -3.2820    1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -2.5932    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353    0.5756    1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8315    1.6478   -1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4006    0.1493   -2.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297    0.8212   -2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9681   -1.3049    1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926   -2.7649    0.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2319   -2.8737    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9312    1.1280   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5884    2.9494   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6558    4.4722    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0840    4.1870    2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426    2.3812    2.2100 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
  8  9  2  0
  8 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  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
  6 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 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      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   6.517   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   1.183   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.000   6.160   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.771   5.184   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.231   2.516   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0       4.001   3.850   0.000  0.00  0.00           P+0
HETATM   18  S   UNK     0       5.335   3.080   0.000  0.00  0.00           S+0
HETATM   19  S   UNK     0       2.667   4.620   0.000  0.00  0.00           S+0
CONECT    1    4                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4    1   16                                                       
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9   11                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12                                                            
CONECT   14    2   17                                                       
CONECT   15    3   17                                                       
CONECT   16    4   12                                                       
CONECT   17   14   15   18   19                                             
CONECT   18   17                                                            
CONECT   19   11   17                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0256420
HETATM    1  C1  UNL     1       3.073  -2.548  -0.098  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.252  -2.497   1.161  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.617  -1.224   1.222  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.743  -0.824   0.216  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.559  -1.639  -0.721  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.069   0.518   0.274  1.00  0.00           C  
HETATM    7  S1  UNL     1      -1.020   0.611  -1.174  1.00  0.00           S  
HETATM    8  P1  UNL     1      -2.577  -0.804  -1.001  1.00  0.00           P  
HETATM    9  S2  UNL     1      -2.700  -1.781  -2.414  1.00  0.00           S  
HETATM   10  O3  UNL     1      -4.044  -0.046  -0.640  1.00  0.00           O  
HETATM   11  C5  UNL     1      -4.542   0.640  -1.754  1.00  0.00           C  
HETATM   12  O4  UNL     1      -2.201  -1.826   0.292  1.00  0.00           O  
HETATM   13  C6  UNL     1      -3.407  -2.250   0.848  1.00  0.00           C  
HETATM   14  C7  UNL     1       1.063   1.599   0.290  1.00  0.00           C  
HETATM   15  C8  UNL     1       1.975   1.808  -0.731  1.00  0.00           C  
HETATM   16  C9  UNL     1       2.895   2.839  -0.674  1.00  0.00           C  
HETATM   17  C10 UNL     1       2.935   3.686   0.390  1.00  0.00           C  
HETATM   18  C11 UNL     1       2.042   3.505   1.422  1.00  0.00           C  
HETATM   19  C12 UNL     1       1.130   2.475   1.356  1.00  0.00           C  
HETATM   20  H1  UNL     1       2.464  -2.997  -0.913  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.386  -1.519  -0.422  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.941  -3.219   0.054  1.00  0.00           H  
HETATM   23  H4  UNL     1       1.477  -3.282   1.163  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.857  -2.593   2.075  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.535   0.576   1.202  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.832   1.648  -1.391  1.00  0.00           H  
HETATM   27  H8  UNL     1      -5.401   0.149  -2.218  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.730   0.821  -2.514  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.968  -1.305   1.103  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.993  -2.765   0.058  1.00  0.00           H  
HETATM   31  H12 UNL     1      -3.232  -2.874   1.742  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.931   1.128  -1.569  1.00  0.00           H  
HETATM   33  H14 UNL     1       3.588   2.949  -1.515  1.00  0.00           H  
HETATM   34  H15 UNL     1       3.656   4.472   0.406  1.00  0.00           H  
HETATM   35  H16 UNL     1       2.084   4.187   2.265  1.00  0.00           H  
HETATM   36  H17 UNL     1       0.443   2.381   2.210  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   14   25
CONECT    7    8
CONECT    8    9    9   10   12
CONECT   10   11
CONECT   11   26   27   28
CONECT   12   13
CONECT   13   29   30   31
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

HMDB0256420
     RDKit          3D
Phenthoate
 36 36  0  0  0  0  0  0  0  0999 V2000
    3.0733   -2.5481   -0.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -2.4972    1.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6168   -1.2243    1.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434   -0.8240    0.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591   -1.6387   -0.7212 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0694    0.5185    0.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202    0.6111   -1.1738 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5772   -0.8036   -1.0008 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6998   -1.7815   -2.4141 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0438   -0.0464   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5418    0.6400   -1.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2007   -1.8256    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072   -2.2498    0.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0629    1.5991    0.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9749    1.8077   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8946    2.8388   -0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9351    3.6860    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0421    3.5050    1.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301    2.4754    1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4636   -2.9970   -0.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3863   -1.5191   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407   -3.2192    0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769   -3.2820    1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -2.5932    2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353    0.5756    1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8315    1.6478   -1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4006    0.1493   -2.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297    0.8212   -2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9681   -1.3049    1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926   -2.7649    0.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2319   -2.8737    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9312    1.1280   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5884    2.9494   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6558    4.4722    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0840    4.1870    2.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426    2.3812    2.2100 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
  8  9  2  0
  8 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  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
  6 25  1  0
 11 26  1  0
 11 27  1  0
 11 28  1  0
 13 29  1  0
 13 30  1  0
 13 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
Dimephenthioate	ChEBI
Ethyl alpha-((dimethoxyphosphenothioyl)thio)benzeneacetate	ChEBI
Fenthoate	ChEBI
O,O-Dimethyl S-alpha-ethoxycarbonylbenzyl phosphorodithioate	ChEBI
S-[alpha-(Ethoxycarbonyl)benzyl] O,O-dimethyl phosphorodithioate	ChEBI
Dimephenthioic acid	Generator
Ethyl a-((dimethoxyphosphenothioyl)thio)benzeneacetate	Generator
Ethyl a-((dimethoxyphosphenothioyl)thio)benzeneacetic acid	Generator
Ethyl alpha-((dimethoxyphosphenothioyl)thio)benzeneacetic acid	Generator
Ethyl α-((dimethoxyphosphenothioyl)thio)benzeneacetate	Generator
Ethyl α-((dimethoxyphosphenothioyl)thio)benzeneacetic acid	Generator
Fenthoic acid	Generator
O,O-Dimethyl S-a-ethoxycarbonylbenzyl phosphorodithioate	Generator
O,O-Dimethyl S-a-ethoxycarbonylbenzyl phosphorodithioic acid	Generator
O,O-Dimethyl S-alpha-ethoxycarbonylbenzyl phosphorodithioic acid	Generator
O,O-Dimethyl S-α-ethoxycarbonylbenzyl phosphorodithioate	Generator
O,O-Dimethyl S-α-ethoxycarbonylbenzyl phosphorodithioic acid	Generator
S-[a-(Ethoxycarbonyl)benzyl] O,O-dimethyl phosphorodithioate	Generator
S-[a-(Ethoxycarbonyl)benzyl] O,O-dimethyl phosphorodithioic acid	Generator
S-[alpha-(Ethoxycarbonyl)benzyl] O,O-dimethyl phosphorodithioic acid	Generator
S-[Α-(ethoxycarbonyl)benzyl] O,O-dimethyl phosphorodithioate	Generator
S-[Α-(ethoxycarbonyl)benzyl] O,O-dimethyl phosphorodithioic acid	Generator
Phenthoic acid	Generator
Ethyl 2-dimethoxyphosphinothioylsulfanyl-2-phenylacetic acid	Generator
Ethyl 2-dimethoxyphosphinothioylsulphanyl-2-phenylacetate	Generator
Ethyl 2-dimethoxyphosphinothioylsulphanyl-2-phenylacetic acid	Generator
Elsan	MeSH
Phenthoate	MeSH
Phenthoate, (+)-isomer	MeSH
Phenthoate, (+-)-isomer	MeSH
Phendal	MeSH
Cidial	MeSH
Cidiale	MeSH
Phenthoate, (-)-isomer	MeSH
O,O-Dimethyl S-alpha-ethoxycarbonylbenzylphosphorodithioate	MeSH

Chemical Formula

C₁₂H₁₇O₄PS₂

Average Molecular Weight

320.36

Monoisotopic Molecular Weight

320.030588373

IUPAC Name

ethyl 2-{[dimethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}-2-phenylacetate

Traditional Name

elsan

CAS Registry Number

Not Available

SMILES

CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1

InChI Identifier

InChI=1S/C12H17O4PS2/c1-4-16-12(13)11(10-8-6-5-7-9-10)19-17(18,14-2)15-3/h5-9,11H,4H2,1-3H3

InChI Key

XAMUDJHXFNRLCY-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
Dithiophosphate o-ester
Dithiophosphate s-ester
Organic dithiophosphate
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organothiophosphorus compound
Sulfenyl compound
Organooxygen compound
Organic oxygen compound
Organic oxide
Organosulfur compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

ethyl ester (CHEBI:34917 )
organic thiophosphate (CHEBI:34917 )
organothiophosphate insecticide (CHEBI:34917 )
Organophosphorus insecticides (C14429 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.64	ALOGPS
logP	3.36	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	82.49 m³·mol⁻¹	ChemAxon
Polarizability	31.17 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	166.002	30932474
DeepCCS	[M-H]-	163.644	30932474
DeepCCS	[M-2H]-	196.53	30932474
DeepCCS	[M+Na]+	172.095	30932474
AllCCS	[M+H]+	164.4	32859911
AllCCS	[M+H-H2O]+	161.7	32859911
AllCCS	[M+NH4]+	166.9	32859911
AllCCS	[M+Na]+	167.6	32859911
AllCCS	[M-H]-	166.9	32859911
AllCCS	[M+Na-2H]-	167.1	32859911
AllCCS	[M+HCOO]-	167.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenthoate	CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1	3043.4	Standard polar	33892256
Phenthoate	CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1	2061.4	Standard non polar	33892256
Phenthoate	CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1	2118.0	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 - Phenthoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1290000000-c5f01f7db279529e5827	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenthoate 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 - Phenthoate 10V, Positive-QTOF	splash10-0072-0391000000-b77424b4c59b6ed5cd10	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenthoate 20V, Positive-QTOF	splash10-0002-0190000000-0aa79cd06ff7e619a336	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenthoate 40V, Positive-QTOF	splash10-00di-1930000000-fdd231bbaf6703ea27b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenthoate 10V, Negative-QTOF	splash10-00rj-1193000000-61c083c9e8fdb76ae727	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenthoate 20V, Negative-QTOF	splash10-000t-2191000000-daac06484737039b15da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenthoate 40V, Negative-QTOF	splash10-0900-1390000000-fcd4b4f2c7875041d051	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

16492

KEGG Compound ID

C14429

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phenthoate

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

34917

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 Phenthoate (HMDB0256420)

MOL for HMDB0256420 (Phenthoate)

3D MOL for HMDB0256420 (Phenthoate)

3D SDF for HMDB0256420 (Phenthoate)

3D-SDF for HMDB0256420 (Phenthoate)

PDB for HMDB0256420 (Phenthoate)

3D PDB for HMDB0256420 (Phenthoate)

SMILES for HMDB0256420 (Phenthoate)

INCHI for HMDB0256420 (Phenthoate)

Structure for HMDB0256420 (Phenthoate)

3D Structure for HMDB0256420 (Phenthoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra