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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:41:36 UTC

Update Date

2021-09-26 23:04:21 UTC

HMDB ID

HMDB0252018

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethion

Description

Ethion, also known as nialate or ethopaz, belongs to the class of organic compounds known as dithiophosphate o-esters. These are o-ester derivatives of dithiophosphates, with the general structure RSP(O)(O)=S (R = organyl group). Based on a literature review a significant number of articles have been published on Ethion. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethion is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethion 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

HMDB0252018
     RDKit          3D
Ethion
 41 40  0  0  0  0  0  0  0  0999 V2000
    6.1480    0.6260   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3620    1.9118   -0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3013    1.9656   -1.2662 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594    0.7400   -0.9613 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.9006   -0.0508   -2.4861 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8446   -0.2982    0.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9295   -1.0972    0.8162 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4720   -2.2777   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4177    1.6787   -0.2614 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1147    0.5148    0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4859    1.3895    0.2067 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9640   -0.0267   -0.3555 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6630   -0.4462   -2.0137 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8378   -1.4128    0.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0676   -1.9756    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4166   -3.0989   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4626    0.7310   -0.1971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204    2.0844   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3734    2.9426    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6460    0.0105   -1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1425    0.8850   -0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1989    0.0932    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9954    2.7937   -0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9671    1.9646    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0894   -0.5175    1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4596   -1.5281    1.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7154   -2.1753   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9448   -3.2361    0.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665   -2.4290    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3009    0.2080    1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662   -0.3627   -0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233   -2.4589    1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8788   -1.2291    0.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6177   -2.7060   -1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5820   -3.8223   -0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3202   -3.6104    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3370    2.2764   -0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0877    2.4473   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2974    3.9973    0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4976    2.7326    1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3094    2.7664    1.3137 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  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 10 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  END

  Mrv0541 02241204172D          

 19 18  0  0  0  0            999 V2000
   -3.3229   -0.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8748   -1.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0958   -1.4682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6700   -0.7825    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1596   -0.1355    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4057    0.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    0.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0634    0.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9976   -1.2744    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1634   -1.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6351   -1.2382    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2832   -0.7319    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216   -0.4256    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339   -1.4260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5305   -1.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8979   -0.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9516    0.0578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2004    0.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4811    1.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252018

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=S)(OCC)SCSP(=S)(OCC)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C9H22O4P2S4/c1-5-10-14(16,11-6-2)18-9-19-15(17,12-7-3)13-8-4/h5-9H2,1-4H3

> <INCHI_KEY>
RIZMRRKBZQXFOY-UHFFFAOYSA-N

> <FORMULA>
C9H22O4P2S4

> <MOLECULAR_WEIGHT>
384.476

> <EXACT_MASS>
383.987614976

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
38.11136715651315

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
O,O-diethyl [({[diethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}methyl)sulfanyl]phosphonothioate

> <ALOGPS_LOGP>
4.74

> <JCHEM_LOGP>
3.929231981666666

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
36.92

> <JCHEM_REFRACTIVITY>
97.25370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O,O-diethyl ({[diethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}methyl)sulfanylphosphonothioate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252018
     RDKit          3D
Ethion
 41 40  0  0  0  0  0  0  0  0999 V2000
    6.1480    0.6260   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3620    1.9118   -0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3013    1.9656   -1.2662 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594    0.7400   -0.9613 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.9006   -0.0508   -2.4861 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8446   -0.2982    0.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9295   -1.0972    0.8162 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4720   -2.2777   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4177    1.6787   -0.2614 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1147    0.5148    0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4859    1.3895    0.2067 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9640   -0.0267   -0.3555 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6630   -0.4462   -2.0137 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8378   -1.4128    0.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0676   -1.9756    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4166   -3.0989   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4626    0.7310   -0.1971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204    2.0844   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3734    2.9426    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6460    0.0105   -1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1425    0.8850   -0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1989    0.0932    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9954    2.7937   -0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9671    1.9646    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0894   -0.5175    1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4596   -1.5281    1.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7154   -2.1753   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9448   -3.2361    0.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665   -2.4290    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3009    0.2080    1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662   -0.3627   -0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233   -2.4589    1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8788   -1.2291    0.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6177   -2.7060   -1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5820   -3.8223   -0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3202   -3.6104    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3370    2.2764   -0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0877    2.4473   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2974    3.9973    0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4976    2.7326    1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3094    2.7664    1.3137 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  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 10 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.203  -1.666   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.366  -2.866   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.912  -2.741   0.000  0.00  0.00           O+0
HETATM    4  P   UNK     0      -3.117  -1.461   0.000  0.00  0.00           P+0
HETATM    5  S   UNK     0      -4.031  -0.253   0.000  0.00  0.00           S+0
HETATM    6  O   UNK     0      -2.624   0.037   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.187   0.758   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.118   1.807   0.000  0.00  0.00           C+0
HETATM    9  S   UNK     0      -1.862  -2.379   0.000  0.00  0.00           S+0
HETATM   10  C   UNK     0      -0.305  -2.366   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       1.186  -2.311   0.000  0.00  0.00           S+0
HETATM   12  P   UNK     0       2.395  -1.366   0.000  0.00  0.00           P+0
HETATM   13  S   UNK     0       3.774  -0.794   0.000  0.00  0.00           S+0
HETATM   14  O   UNK     0       3.237  -2.662   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.724  -2.609   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.409  -1.318   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.776   0.108   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.374   0.758   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.898   1.903   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6    9                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   17                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0252018
HETATM    1  C1  UNL     1       6.148   0.626  -0.549  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.362   1.912  -0.377  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.301   1.966  -1.266  1.00  0.00           O  
HETATM    4  P1  UNL     1       3.159   0.740  -0.961  1.00  0.00           P  
HETATM    5  S1  UNL     1       2.901  -0.051  -2.486  1.00  0.00           S  
HETATM    6  O2  UNL     1       3.845  -0.298   0.163  1.00  0.00           O  
HETATM    7  C3  UNL     1       2.930  -1.097   0.816  1.00  0.00           C  
HETATM    8  C4  UNL     1       2.472  -2.278  -0.013  1.00  0.00           C  
HETATM    9  S2  UNL     1       1.418   1.679  -0.261  1.00  0.00           S  
HETATM   10  C5  UNL     1       0.115   0.515   0.177  1.00  0.00           C  
HETATM   11  S3  UNL     1      -1.486   1.389   0.207  1.00  0.00           S  
HETATM   12  P2  UNL     1      -2.964  -0.027  -0.356  1.00  0.00           P  
HETATM   13  S4  UNL     1      -2.663  -0.446  -2.014  1.00  0.00           S  
HETATM   14  O3  UNL     1      -2.838  -1.413   0.584  1.00  0.00           O  
HETATM   15  C6  UNL     1      -4.068  -1.976   0.879  1.00  0.00           C  
HETATM   16  C7  UNL     1      -4.417  -3.099  -0.088  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.463   0.731  -0.197  1.00  0.00           O  
HETATM   18  C8  UNL     1      -4.320   2.084  -0.499  1.00  0.00           C  
HETATM   19  C9  UNL     1      -4.373   2.943   0.754  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.646   0.010  -1.336  1.00  0.00           H  
HETATM   21  H2  UNL     1       7.142   0.885  -0.942  1.00  0.00           H  
HETATM   22  H3  UNL     1       6.199   0.093   0.427  1.00  0.00           H  
HETATM   23  H4  UNL     1       5.995   2.794  -0.571  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.967   1.965   0.651  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.089  -0.518   1.228  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.460  -1.528   1.703  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.715  -2.175  -1.083  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.945  -3.236   0.317  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.366  -2.429   0.060  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.301   0.208   1.238  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.066  -0.363  -0.483  1.00  0.00           H  
HETATM   32  H13 UNL     1      -4.023  -2.459   1.886  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.879  -1.229   0.924  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.618  -2.706  -1.109  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.582  -3.822  -0.086  1.00  0.00           H  
HETATM   36  H17 UNL     1      -5.320  -3.610   0.292  1.00  0.00           H  
HETATM   37  H18 UNL     1      -3.337   2.276  -0.983  1.00  0.00           H  
HETATM   38  H19 UNL     1      -5.088   2.447  -1.208  1.00  0.00           H  
HETATM   39  H20 UNL     1      -4.297   3.997   0.409  1.00  0.00           H  
HETATM   40  H21 UNL     1      -3.498   2.733   1.386  1.00  0.00           H  
HETATM   41  H22 UNL     1      -5.309   2.766   1.314  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4
CONECT    4    5    5    6    9
CONECT    6    7
CONECT    7    8   25   26
CONECT    8   27   28   29
CONECT    9   10
CONECT   10   11   30   31
CONECT   11   12
CONECT   12   13   13   14   17
CONECT   14   15
CONECT   15   16   32   33
CONECT   16   34   35   36
CONECT   17   18
CONECT   18   19   37   38
CONECT   19   39   40   41
END

HMDB0252018
     RDKit          3D
Ethion
 41 40  0  0  0  0  0  0  0  0999 V2000
    6.1480    0.6260   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3620    1.9118   -0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3013    1.9656   -1.2662 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594    0.7400   -0.9613 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.9006   -0.0508   -2.4861 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8446   -0.2982    0.1627 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9295   -1.0972    0.8162 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4720   -2.2777   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4177    1.6787   -0.2614 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1147    0.5148    0.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4859    1.3895    0.2067 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9640   -0.0267   -0.3555 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6630   -0.4462   -2.0137 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8378   -1.4128    0.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0676   -1.9756    0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4166   -3.0989   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4626    0.7310   -0.1971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204    2.0844   -0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3734    2.9426    0.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6460    0.0105   -1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1425    0.8850   -0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1989    0.0932    0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9954    2.7937   -0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9671    1.9646    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0894   -0.5175    1.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4596   -1.5281    1.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7154   -2.1753   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9448   -3.2361    0.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665   -2.4290    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3009    0.2080    1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0662   -0.3627   -0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233   -2.4589    1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8788   -1.2291    0.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6177   -2.7060   -1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5820   -3.8223   -0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3202   -3.6104    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3370    2.2764   -0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0877    2.4473   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2974    3.9973    0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4976    2.7326    1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3094    2.7664    1.3137 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  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 10 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bis(S-(diethoxyphosphinothioyl)mercapto)methane	ChEBI
O,O,O',o'-tetraethyl S,s'-methanediyl bis(dithiophosphate)	ChEBI
O,O,O',o'-tetraethyl S,s'-methylenebis(phosphorodithioate)	ChEBI
S,S'-methylene bis(O,O-diethyl phosphorodithioate)	ChEBI
O,O,O',o'-tetraethyl S,s'-methanediyl bis(dithiophosphoric acid)	Generator
O,O,O',o'-tetraethyl S,s'-methylenebis(phosphorodithioic acid)	Generator
S,S'-methylene bis(O,O-diethyl phosphorodithioic acid)	Generator
Nialate	HMDB
Ethopaz	HMDB
Niagara 1240	HMDB
Diethion	HMDB

Chemical Formula

C₉H₂₂O₄P₂S₄

Average Molecular Weight

384.476

Monoisotopic Molecular Weight

383.987614976

IUPAC Name

O,O-diethyl [({[diethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}methyl)sulfanyl]phosphonothioate

Traditional Name

O,O-diethyl ({[diethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}methyl)sulfanylphosphonothioate

CAS Registry Number

Not Available

SMILES

CCOP(=S)(OCC)SCSP(=S)(OCC)OCC

InChI Identifier

InChI=1S/C9H22O4P2S4/c1-5-10-14(16,11-6-2)18-9-19-15(17,12-7-3)13-8-4/h5-9H2,1-4H3

InChI Key

RIZMRRKBZQXFOY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dithiophosphate o-esters. These are o-ester derivatives of dithiophosphates, with the general structure RSP(O)(O)=S (R = organyl group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic dithiophosphoric acids and derivatives

Sub Class

Dithiophosphate O-esters

Direct Parent

Dithiophosphate O-esters

Alternative Parents

Substituents

Dithiophosphate o-ester
Dithiophosphate s-ester
Sulfenyl compound
Organothiophosphorus compound
Organic oxygen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organic thiophosphate (CHEBI:38663 )
Organophosphorus insecticides (C18725 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0252018)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Industrial application

Agrochemical (HMDB: HMDB0252018)

Agriculture

Pesticide

Insecticide (HMDB: HMDB0252018)
Acaricide (HMDB: HMDB0252018)

Biological role

Modulator

Inhibitor

EC 3.1.1.7 (acetylcholinesterase) inhibitor (HMDB: HMDB0252018)

Environmental role

Environmental contaminant (HMDB: HMDB0252018)

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	4.74	ALOGPS
logP	3.93	ChemAxon
logS	-5.3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	36.92 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	97.25 m³·mol⁻¹	ChemAxon
Polarizability	38.11 Å³	ChemAxon
Number of Rings	0	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]+	170.54	30932474
DeepCCS	[M-H]-	168.182	30932474
DeepCCS	[M-2H]-	201.498	30932474
DeepCCS	[M+Na]+	176.689	30932474
AllCCS	[M+H]+	170.6	32859911
AllCCS	[M+H-H2O]+	169.1	32859911
AllCCS	[M+NH4]+	171.9	32859911
AllCCS	[M+Na]+	172.3	32859911
AllCCS	[M-H]-	151.2	32859911
AllCCS	[M+Na-2H]-	151.8	32859911
AllCCS	[M+HCOO]-	152.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethion	CCOP(=S)(OCC)SCSP(=S)(OCC)OCC	3217.7	Standard polar	33892256
Ethion	CCOP(=S)(OCC)SCSP(=S)(OCC)OCC	1944.5	Standard non polar	33892256
Ethion	CCOP(=S)(OCC)SCSP(=S)(OCC)OCC	2270.2	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 - Ethion GC-MS (Non-derivatized) - 70eV, Positive	splash10-00b9-1629000000-c869d0f0d28ea74ceebc	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethion GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-001i-7971000000-2c3388c23fc41590f253	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 - Ethion 15V, Positive-QTOF	splash10-014j-0950000000-e19ab87f70cf70354b7e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 50V, Positive-QTOF	splash10-0006-0900000000-ce96156c313ab16101c9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 30V, Positive-QTOF	splash10-01ox-0900000000-8c26a1eef2be50869a50	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 45V, Positive-QTOF	splash10-03dl-0900000000-f3a2645d7b1872791175	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 40V, Positive-QTOF	splash10-0006-0900000000-1dc17037d52590bd0397	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 55V, Positive-QTOF	splash10-014j-0691000000-5db8ef20942945e5520e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 35V, Positive-QTOF	splash10-01vn-0900000000-558d731e3575ad23df7a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 30V, Positive-QTOF	splash10-0006-0900000000-aeaa41357cc31df300c8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 10V, Positive-QTOF	splash10-0002-0910000000-fb4239c007f1287fd8ed	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 20V, Positive-QTOF	splash10-00dm-0900000000-fc666c84ff17b492cf6c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 75V, Positive-QTOF	splash10-03di-0900000000-749b13fd0ffb2e5a4048	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 60V, Positive-QTOF	splash10-03di-0900000000-ddf9be86cb7c4a4d0987	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 90V, Positive-QTOF	splash10-03di-0900000000-a452eb2661cba68befa1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 55V, Positive-QTOF	splash10-01ow-5900000000-51d281c1df6e870f62ef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ethion 35V, Positive-QTOF	splash10-014j-0691000000-abb20671de495da52a58	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethion 10V, Positive-QTOF	splash10-001i-1894000000-47c6391b2b69dca9754d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethion 20V, Positive-QTOF	splash10-0fmj-0911000000-57efcef02f9a486a21c8	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethion 40V, Positive-QTOF	splash10-0fc1-7910000000-3a107354a7516b2494a4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethion 10V, Negative-QTOF	splash10-0f89-0409000000-650678c2715999d47b1a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethion 20V, Negative-QTOF	splash10-0f89-0579000000-6f45f71aff73fce1fc62	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethion 40V, Negative-QTOF	splash10-0btc-0159000000-5c5a03c8f28eda995617	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethion 10V, Positive-QTOF	splash10-0002-0902000000-a8b921aa95b39659582b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethion 20V, Positive-QTOF	splash10-00e9-0903000000-843d1fd4c451af4e2f7d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethion 40V, Positive-QTOF	splash10-0002-9300000000-ecafc78c964ef11868f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethion 10V, Negative-QTOF	splash10-001i-0009000000-20b61d6e6c76f39927d0	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

3171

KEGG Compound ID

C18725

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ethion

METLIN ID

Not Available

PubChem Compound

3286

PDB ID

Not Available

ChEBI ID

38663

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 Ethion (HMDB0252018)

MOL for HMDB0252018 (Ethion)

3D MOL for HMDB0252018 (Ethion)

3D SDF for HMDB0252018 (Ethion)

3D-SDF for HMDB0252018 (Ethion)

PDB for HMDB0252018 (Ethion)

3D PDB for HMDB0252018 (Ethion)

SMILES for HMDB0252018 (Ethion)

INCHI for HMDB0252018 (Ethion)

Structure for HMDB0252018 (Ethion)

3D Structure for HMDB0252018 (Ethion)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra