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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:02:28 UTC

Update Date

2021-09-26 23:00:28 UTC

HMDB ID

HMDB0249530

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cadusafos

Description

Cadusafos, also known as ebufos, belongs to the class of organic compounds known as organothiophosphorus compounds. These are organic derivatives of thiophosphonic acid, thiophosphoric acid, dithiophosphoric acid, or phosphorotrithioic acid, or derivatives thereof. Thiophosphonic acid, dithiophosphoric acid, thiophosphoric acid, and phosphorotrithioic acid are thiophosphorus compounds with the formula OP(O)(=S), OP(S)(=S)O, OP(O)(=S)O, and OP(=S)(S)S, respectively. Based on a literature review a significant number of articles have been published on Cadusafos. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cadusafos is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cadusafos 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

HMDB0249530
     RDKit          3D
Cadusafos
 38 37  0  0  0  0  0  0  0  0999 V2000
    0.6429    4.1967   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2679    3.0000   -0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936    1.8971   -0.8255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5768    0.5112   -0.8032 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6042    0.0261   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4413   -0.9249    0.3321 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2001   -1.0191   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -2.1206    0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9198    0.2846    0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3954    0.1318   -0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5086    0.8706   -0.1835 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106   -0.4747    0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -0.9154    1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8200   -1.5835   -0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7483   -2.3355   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958    3.8892   -0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5358    4.7790    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    4.8184   -1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2390    3.1823   -0.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757    2.7738    0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2991   -1.2842   -1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6897   -2.5379    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081   -2.9264    0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8952   -1.6882    1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5299    1.0628   -0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8690    0.5688    1.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9631    0.9533    0.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5641    0.1970   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8238   -0.8099    0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4084   -0.0254    0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5118   -1.9934    1.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3578   -0.7667    2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970   -0.3288    1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038   -2.3184    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5642   -1.2572   -1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4932   -1.9042   -2.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087   -3.3404   -1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813   -2.5880   -0.4567 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
  7  9  1  0
  9 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
M  END


  Mrv1652309112106022D          

 15 14  0  0  0  0            999 V2000
    4.9500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.1434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249530

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=O)(SC(C)CC)SC(C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C10H23O2PS2/c1-6-9(4)14-13(11,12-8-3)15-10(5)7-2/h9-10H,6-8H2,1-5H3

> <INCHI_KEY>
KXRPCFINVWWFHQ-UHFFFAOYSA-N

> <FORMULA>
C10H23O2PS2

> <MOLECULAR_WEIGHT>
270.39

> <EXACT_MASS>
270.087709327

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
28.97697532378807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl bis(butan-2-ylsulfanyl)phosphinate

> <ALOGPS_LOGP>
4.11

> <JCHEM_LOGP>
4.000636745333333

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.407504650856152

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
73.17240000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cadusafos

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0249530
     RDKit          3D
Cadusafos
 38 37  0  0  0  0  0  0  0  0999 V2000
    0.6429    4.1967   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2679    3.0000   -0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936    1.8971   -0.8255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5768    0.5112   -0.8032 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6042    0.0261   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4413   -0.9249    0.3321 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2001   -1.0191   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -2.1206    0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9198    0.2846    0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3954    0.1318   -0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5086    0.8706   -0.1835 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106   -0.4747    0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -0.9154    1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8200   -1.5835   -0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7483   -2.3355   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958    3.8892   -0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5358    4.7790    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    4.8184   -1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2390    3.1823   -0.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757    2.7738    0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2991   -1.2842   -1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6897   -2.5379    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081   -2.9264    0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8952   -1.6882    1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5299    1.0628   -0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8690    0.5688    1.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9631    0.9533    0.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5641    0.1970   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8238   -0.8099    0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4084   -0.0254    0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5118   -1.9934    1.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3578   -0.7667    2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970   -0.3288    1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038   -2.3184    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5642   -1.2572   -1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4932   -1.9042   -2.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087   -3.3404   -1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813   -2.5880   -0.4567 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
  7  9  1  0
  9 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       9.240  -5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.700  -5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930  -4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.700  -2.667   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0       5.390  -4.001   0.000  0.00  0.00           S+0
HETATM    6  P   UNK     0       4.620  -2.667   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0       5.954  -1.897   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.286  -3.437   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.286  -4.977   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.953  -5.747   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       3.850  -1.334   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.540  -2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8   11                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0249530
HETATM    1  C1  UNL     1       0.643   4.197  -0.358  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.268   3.000  -0.310  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.394   1.897  -0.825  1.00  0.00           O  
HETATM    4  P1  UNL     1      -0.577   0.511  -0.803  1.00  0.00           P  
HETATM    5  O2  UNL     1      -0.604   0.026  -2.253  1.00  0.00           O  
HETATM    6  S1  UNL     1       0.441  -0.925   0.332  1.00  0.00           S  
HETATM    7  C3  UNL     1       2.200  -1.019  -0.063  1.00  0.00           C  
HETATM    8  C4  UNL     1       2.784  -2.121   0.831  1.00  0.00           C  
HETATM    9  C5  UNL     1       2.920   0.285   0.211  1.00  0.00           C  
HETATM   10  C6  UNL     1       4.395   0.132  -0.142  1.00  0.00           C  
HETATM   11  S2  UNL     1      -2.509   0.871  -0.184  1.00  0.00           S  
HETATM   12  C7  UNL     1      -3.411  -0.475   0.525  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.733  -0.915   1.801  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.820  -1.583  -0.374  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.748  -2.336  -1.071  1.00  0.00           C  
HETATM   16  H1  UNL     1       1.696   3.889  -0.541  1.00  0.00           H  
HETATM   17  H2  UNL     1       0.536   4.779   0.566  1.00  0.00           H  
HETATM   18  H3  UNL     1       0.359   4.818  -1.235  1.00  0.00           H  
HETATM   19  H4  UNL     1      -1.239   3.182  -0.795  1.00  0.00           H  
HETATM   20  H5  UNL     1      -0.476   2.774   0.756  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.299  -1.284  -1.123  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.690  -2.538   0.386  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.008  -2.926   0.886  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.895  -1.688   1.830  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.530   1.063  -0.466  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.869   0.569   1.268  1.00  0.00           H  
HETATM   27  H12 UNL     1       4.963   0.953   0.363  1.00  0.00           H  
HETATM   28  H13 UNL     1       4.564   0.197  -1.241  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.824  -0.810   0.258  1.00  0.00           H  
HETATM   30  H15 UNL     1      -4.408  -0.025   0.886  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.512  -1.993   1.739  1.00  0.00           H  
HETATM   32  H17 UNL     1      -3.358  -0.767   2.698  1.00  0.00           H  
HETATM   33  H18 UNL     1      -1.797  -0.329   1.990  1.00  0.00           H  
HETATM   34  H19 UNL     1      -4.404  -2.318   0.257  1.00  0.00           H  
HETATM   35  H20 UNL     1      -4.564  -1.257  -1.147  1.00  0.00           H  
HETATM   36  H21 UNL     1      -2.493  -1.904  -2.067  1.00  0.00           H  
HETATM   37  H22 UNL     1      -3.209  -3.340  -1.348  1.00  0.00           H  
HETATM   38  H23 UNL     1      -1.881  -2.588  -0.457  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4
CONECT    4    5    5    6   11
CONECT    6    7
CONECT    7    8    9   21
CONECT    8   22   23   24
CONECT    9   10   25   26
CONECT   10   27   28   29
CONECT   11   12
CONECT   12   13   14   30
CONECT   13   31   32   33
CONECT   14   15   34   35
CONECT   15   36   37   38
END

HMDB0249530
     RDKit          3D
Cadusafos
 38 37  0  0  0  0  0  0  0  0999 V2000
    0.6429    4.1967   -0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2679    3.0000   -0.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3936    1.8971   -0.8255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5768    0.5112   -0.8032 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6042    0.0261   -2.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4413   -0.9249    0.3321 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2001   -1.0191   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -2.1206    0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9198    0.2846    0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3954    0.1318   -0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5086    0.8706   -0.1835 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106   -0.4747    0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -0.9154    1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8200   -1.5835   -0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7483   -2.3355   -1.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6958    3.8892   -0.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5358    4.7790    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    4.8184   -1.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2390    3.1823   -0.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757    2.7738    0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2991   -1.2842   -1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6897   -2.5379    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081   -2.9264    0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8952   -1.6882    1.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5299    1.0628   -0.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8690    0.5688    1.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9631    0.9533    0.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5641    0.1970   -1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8238   -0.8099    0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4084   -0.0254    0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5118   -1.9934    1.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3578   -0.7667    2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970   -0.3288    1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4038   -2.3184    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5642   -1.2572   -1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4932   -1.9042   -2.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2087   -3.3404   -1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8813   -2.5880   -0.4567 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
  7  9  1  0
  9 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ebufos	ChEBI
O-Ethyl S,S-bis(1-methylpropyl) dithiophosphate	ChEBI
O-Ethyl-S,S-di-sec-butylphosphorodithioate	ChEBI
Phosphorodithioic acid, O-ethyl-, S,S-bis(1-methylpropyl)ester	ChEBI
S,S-Di-sec-butyl O-ethyl phosphorodithioate	ChEBI
O-Ethyl S,S-bis(1-methylpropyl) dithiophosphoric acid	Generator
O-Ethyl-S,S-di-sec-butylphosphorodithioic acid	Generator
Phosphorodithioate, O-ethyl-, S,S-bis(1-methylpropyl)ester	Generator
S,S-Di-sec-butyl O-ethyl phosphorodithioic acid	Generator
O-Ethyl, S-bis(1-methylpropyl)phosphorodithioate	HMDB

Chemical Formula

C₁₀H₂₃O₂PS₂

Average Molecular Weight

270.39

Monoisotopic Molecular Weight

270.087709327

IUPAC Name

ethyl bis(butan-2-ylsulfanyl)phosphinate

Traditional Name

cadusafos

CAS Registry Number

Not Available

SMILES

CCOP(=O)(SC(C)CC)SC(C)CC

InChI Identifier

InChI=1S/C10H23O2PS2/c1-6-9(4)14-13(11,12-8-3)15-10(5)7-2/h9-10H,6-8H2,1-5H3

InChI Key

KXRPCFINVWWFHQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organothiophosphorus compounds. These are organic derivatives of thiophosphonic acid, thiophosphoric acid, dithiophosphoric acid, or phosphorotrithioic acid, or derivatives thereof. Thiophosphonic acid, dithiophosphoric acid, thiophosphoric acid, and phosphorotrithioic acid are thiophosphorus compounds with the formula OP(O)(=S), OP(S)(=S)O, OP(O)(=S)O, and OP(=S)(S)S, respectively.

Kingdom

Organic compounds

Super Class

Organophosphorus compounds

Class

Organothiophosphorus compounds

Sub Class

Not Available

Direct Parent

Organothiophosphorus compounds

Alternative Parents

Substituents

Sulfenyl compound
Organothiophosphorus compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organic thiophosphate (CHEBI:38588 )
organothiophosphate insecticide (CHEBI:38588 )
Organophosphorus insecticides (C18395 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.11	ALOGPS
logP	4	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	-7.4	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	8	ChemAxon
Refractivity	73.17 m³·mol⁻¹	ChemAxon
Polarizability	28.98 Å³	ChemAxon
Number of Rings	0	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
DeepCCS	[M+H]+	163.747	30932474
DeepCCS	[M-H]-	161.342	30932474
DeepCCS	[M-2H]-	196.182	30932474
DeepCCS	[M+Na]+	171.007	30932474
AllCCS	[M+H]+	160.4	32859911
AllCCS	[M+H-H2O]+	157.7	32859911
AllCCS	[M+NH4]+	163.0	32859911
AllCCS	[M+Na]+	163.7	32859911
AllCCS	[M-H]-	161.3	32859911
AllCCS	[M+Na-2H]-	162.9	32859911
AllCCS	[M+HCOO]-	164.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	16.106 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.85 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2066.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	310.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	159.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	60.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	479.5 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	396.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	68.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	918.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	450.9 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	1189.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	338.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	249.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	252.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	405.2 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	27.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cadusafos	CCOP(=O)(SC(C)CC)SC(C)CC	2191.0	Standard polar	33892256
Cadusafos	CCOP(=O)(SC(C)CC)SC(C)CC	1634.9	Standard non polar	33892256
Cadusafos	CCOP(=O)(SC(C)CC)SC(C)CC	1677.0	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 - Cadusafos GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9260000000-11fa334f218af6ba269c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cadusafos 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 - Cadusafos 10V, Positive-QTOF	splash10-014r-1590000000-28f709b2676a815f967a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadusafos 20V, Positive-QTOF	splash10-0a4i-7940000000-7bd098b918a39eb6e67f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadusafos 40V, Positive-QTOF	splash10-0a4i-9100000000-b2dc81a151e06699bf9d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadusafos 10V, Negative-QTOF	splash10-02t9-0190000000-f8bb731cf73df9d02a08	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadusafos 20V, Negative-QTOF	splash10-000f-9300000000-03cbef236d8995118e40	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cadusafos 40V, Negative-QTOF	splash10-000f-9200000000-e187852b5de6908b75ca	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

82850

KEGG Compound ID

C18395

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91752

PDB ID

Not Available

ChEBI ID

38588

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 Cadusafos (HMDB0249530)

MOL for HMDB0249530 (Cadusafos)

3D MOL for HMDB0249530 (Cadusafos)

3D SDF for HMDB0249530 (Cadusafos)

3D-SDF for HMDB0249530 (Cadusafos)

PDB for HMDB0249530 (Cadusafos)

3D PDB for HMDB0249530 (Cadusafos)

SMILES for HMDB0249530 (Cadusafos)

INCHI for HMDB0249530 (Cadusafos)

Structure for HMDB0249530 (Cadusafos)

3D Structure for HMDB0249530 (Cadusafos)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra