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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:42:30 UTC

Update Date

2021-09-26 23:02:11 UTC

HMDB ID

HMDB0250616

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cyanthoate

Description

N-(1-cyano-1-methylethyl)-2-[(diethoxyphosphoryl)sulfanyl]ethanimidic acid 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 very few articles have been published on N-(1-cyano-1-methylethyl)-2-[(diethoxyphosphoryl)sulfanyl]ethanimidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cyanthoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cyanthoate 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

HMDB0250616
     RDKit          3D
Cyanthoate
 37 36  0  0  0  0  0  0  0  0999 V2000
   -3.9943    2.9346   -0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4488    1.6679   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6757    0.9960   -1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0388   -0.4346   -0.5663 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3991   -0.5098    0.8977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7378   -1.7924   -1.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684   -2.1334   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903   -3.3196   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0777   -0.4827   -0.8136 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137    0.3833    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    0.4212    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9687    1.0602    1.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9849   -0.1058   -0.4085 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4210   -0.0557   -0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896    1.2436    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255   -1.1612    0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8800   -0.2999   -1.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2282   -0.4882   -2.8729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2220    3.4266   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8882    2.7594   -1.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903    3.6751   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8372    1.9004    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3094    1.0398    0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5251   -2.4202    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5665   -1.2791   -0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0568   -4.2565   -0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819   -3.2649   -2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5840   -3.3843   -0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4355   -0.0671    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4568    1.4477    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.9916    1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2648    1.1951    1.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9519    1.4918   -0.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3200    2.1024   -0.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049   -2.0851    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6151   -0.9343    1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0217   -1.2619    0.3881 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
 11 13  2  3
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  3  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
M  END

  Mrv1572004191603282D          

 18 17  0  0  0  0            999 V2000
    1.9520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    5.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  9  7  1  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11  8  3  0  0  0  0
 12  9  2  0  0  0  0
 12 10  1  4  0  0  0
 13  9  1  0  0  0  0
 15  5  1  0  0  0  0
 16  6  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18  7  1  0  0  0  0
 18 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250616

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=O)(OCC)SCC(O)=NC(C)(C)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C10H19N2O4PS/c1-5-15-17(14,16-6-2)18-7-9(13)12-10(3,4)8-11/h5-7H2,1-4H3,(H,12,13)

> <INCHI_KEY>
TWDJIKFUVRYBJF-UHFFFAOYSA-N

> <FORMULA>
C10H19N2O4PS

> <MOLECULAR_WEIGHT>
294.31

> <EXACT_MASS>
294.080315272

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.23931228023335

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(1-cyano-1-methylethyl)-2-[(diethoxyphosphoryl)sulfanyl]ethanimidic acid

> <ALOGPS_LOGP>
1.12

> <JCHEM_LOGP>
1.5224730593333335

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.50233872680228

> <JCHEM_PKA_STRONGEST_BASIC>
0.4415980285916497

> <JCHEM_POLAR_SURFACE_AREA>
91.91

> <JCHEM_REFRACTIVITY>
71.63560000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.77e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(1-cyano-1-methylethyl)-2-[(diethoxyphosphoryl)sulfanyl]ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250616
     RDKit          3D
Cyanthoate
 37 36  0  0  0  0  0  0  0  0999 V2000
   -3.9943    2.9346   -0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4488    1.6679   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6757    0.9960   -1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0388   -0.4346   -0.5663 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3991   -0.5098    0.8977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7378   -1.7924   -1.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684   -2.1334   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903   -3.3196   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0777   -0.4827   -0.8136 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137    0.3833    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    0.4212    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9687    1.0602    1.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9849   -0.1058   -0.4085 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4210   -0.0557   -0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896    1.2436    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255   -1.1612    0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8800   -0.2999   -1.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2282   -0.4882   -2.8729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2220    3.4266   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8882    2.7594   -1.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903    3.6751   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8372    1.9004    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3094    1.0398    0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5251   -2.4202    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5665   -1.2791   -0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0568   -4.2565   -0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819   -3.2649   -2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5840   -3.3843   -0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4355   -0.0671    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4568    1.4477    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.9916    1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2648    1.1951    1.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9519    1.4918   -0.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3200    2.1024   -0.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049   -2.0851    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6151   -0.9343    1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0217   -1.2619    0.3881 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
 11 13  2  3
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  3  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  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       3.644  -3.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.127   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.437   8.208   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.770   6.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   8.772   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.104   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.104   7.438   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.564  10.106   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       2.874   6.105   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       0.564   4.771   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.207   1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.644  -0.564   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.540   0.000   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0       2.874   0.770   0.000  0.00  0.00           P+0
HETATM   18  S   UNK     0       2.104   2.104   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3   10                                                            
CONECT    4   10                                                            
CONECT    5    1   15                                                       
CONECT    6    2   16                                                       
CONECT    7    9   18                                                       
CONECT    8   10   11                                                       
CONECT    9    7   12   13                                                  
CONECT   10    3    4    8   12                                             
CONECT   11    8                                                            
CONECT   12    9   10                                                       
CONECT   13    9                                                            
CONECT   14   17                                                            
CONECT   15    5   17                                                       
CONECT   16    6   17                                                       
CONECT   17   14   15   16   18                                             
CONECT   18    7   17                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0250616
HETATM    1  C1  UNL     1      -3.994   2.935  -0.812  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.449   1.668  -0.215  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.676   0.996  -1.185  1.00  0.00           O  
HETATM    4  P1  UNL     1      -2.039  -0.435  -0.566  1.00  0.00           P  
HETATM    5  O2  UNL     1      -2.399  -0.510   0.898  1.00  0.00           O  
HETATM    6  O3  UNL     1      -2.738  -1.792  -1.321  1.00  0.00           O  
HETATM    7  C3  UNL     1      -3.868  -2.133  -0.617  1.00  0.00           C  
HETATM    8  C4  UNL     1      -4.590  -3.320  -1.172  1.00  0.00           C  
HETATM    9  S1  UNL     1       0.078  -0.483  -0.814  1.00  0.00           S  
HETATM   10  C5  UNL     1       0.814   0.383   0.582  1.00  0.00           C  
HETATM   11  C6  UNL     1       2.280   0.421   0.531  1.00  0.00           C  
HETATM   12  O4  UNL     1       2.969   1.060   1.550  1.00  0.00           O  
HETATM   13  N1  UNL     1       2.985  -0.106  -0.408  1.00  0.00           N  
HETATM   14  C7  UNL     1       4.421  -0.056  -0.437  1.00  0.00           C  
HETATM   15  C8  UNL     1       4.990   1.244   0.050  1.00  0.00           C  
HETATM   16  C9  UNL     1       4.925  -1.161   0.499  1.00  0.00           C  
HETATM   17  C10 UNL     1       4.880  -0.300  -1.796  1.00  0.00           C  
HETATM   18  N2  UNL     1       5.228  -0.488  -2.873  1.00  0.00           N  
HETATM   19  H1  UNL     1      -3.222   3.427  -1.448  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.888   2.759  -1.444  1.00  0.00           H  
HETATM   21  H3  UNL     1      -4.290   3.675  -0.042  1.00  0.00           H  
HETATM   22  H4  UNL     1      -2.837   1.900   0.681  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.309   1.040   0.119  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.525  -2.420   0.420  1.00  0.00           H  
HETATM   25  H7  UNL     1      -4.567  -1.279  -0.448  1.00  0.00           H  
HETATM   26  H8  UNL     1      -4.057  -4.256  -0.876  1.00  0.00           H  
HETATM   27  H9  UNL     1      -4.782  -3.265  -2.256  1.00  0.00           H  
HETATM   28  H10 UNL     1      -5.584  -3.384  -0.660  1.00  0.00           H  
HETATM   29  H11 UNL     1       0.436  -0.067   1.527  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.457   1.448   0.531  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.775   1.992   1.874  1.00  0.00           H  
HETATM   32  H14 UNL     1       5.265   1.195   1.131  1.00  0.00           H  
HETATM   33  H15 UNL     1       5.952   1.492  -0.481  1.00  0.00           H  
HETATM   34  H16 UNL     1       4.320   2.102  -0.083  1.00  0.00           H  
HETATM   35  H17 UNL     1       4.405  -2.085   0.175  1.00  0.00           H  
HETATM   36  H18 UNL     1       4.615  -0.934   1.525  1.00  0.00           H  
HETATM   37  H19 UNL     1       6.022  -1.262   0.388  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4
CONECT    4    5    5    6    9
CONECT    6    7
CONECT    7    8   24   25
CONECT    8   26   27   28
CONECT    9   10
CONECT   10   11   29   30
CONECT   11   12   13   13
CONECT   12   31
CONECT   13   14
CONECT   14   15   16   17
CONECT   15   32   33   34
CONECT   16   35   36   37
CONECT   17   18   18   18
END

HMDB0250616
     RDKit          3D
Cyanthoate
 37 36  0  0  0  0  0  0  0  0999 V2000
   -3.9943    2.9346   -0.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4488    1.6679   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6757    0.9960   -1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0388   -0.4346   -0.5663 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3991   -0.5098    0.8977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7378   -1.7924   -1.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684   -2.1334   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903   -3.3196   -1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0777   -0.4827   -0.8136 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137    0.3833    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2799    0.4212    0.5314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9687    1.0602    1.5501 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9849   -0.1058   -0.4085 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4210   -0.0557   -0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896    1.2436    0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9255   -1.1612    0.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8800   -0.2999   -1.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2282   -0.4882   -2.8729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2220    3.4266   -1.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8882    2.7594   -1.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903    3.6751   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8372    1.9004    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3094    1.0398    0.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5251   -2.4202    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5665   -1.2791   -0.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0568   -4.2565   -0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819   -3.2649   -2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5840   -3.3843   -0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4355   -0.0671    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4568    1.4477    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.9916    1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2648    1.1951    1.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9519    1.4918   -0.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3200    2.1024   -0.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049   -2.0851    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6151   -0.9343    1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0217   -1.2619    0.3881 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
 11 13  2  3
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  3  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 10 30  1  0
 12 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(1-Cyano-1-methylethyl)-2-[(diethoxyphosphoryl)sulfanyl]ethanimidate	Generator
N-(1-Cyano-1-methylethyl)-2-[(diethoxyphosphoryl)sulphanyl]ethanimidate	Generator
N-(1-Cyano-1-methylethyl)-2-[(diethoxyphosphoryl)sulphanyl]ethanimidic acid	Generator

Chemical Formula

C₁₀H₁₉N₂O₄PS

Average Molecular Weight

294.31

Monoisotopic Molecular Weight

294.080315272

IUPAC Name

N-(1-cyano-1-methylethyl)-2-[(diethoxyphosphoryl)sulfanyl]ethanimidic acid

Traditional Name

N-(1-cyano-1-methylethyl)-2-[(diethoxyphosphoryl)sulfanyl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

CCOP(=O)(OCC)SCC(O)=NC(C)(C)C#N

InChI Identifier

InChI=1S/C10H19N2O4PS/c1-5-15-17(14,16-6-2)18-7-9(13)12-10(3,4)8-11/h5-7H2,1-4H3,(H,12,13)

InChI Key

TWDJIKFUVRYBJF-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

Carboximidic acid
Carboximidic acid derivative
Carbonitrile
Nitrile
Organothiophosphorus compound
Sulfenyl compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

carboxamide (CHEBI:82113 )
Organophosphorus insecticides (C18974 )

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	1.12	ALOGPS
logP	1.52	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	4.5	ChemAxon
pKa (Strongest Basic)	0.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.91 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	71.64 m³·mol⁻¹	ChemAxon
Polarizability	29.24 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]+	165.829	30932474
DeepCCS	[M-H]-	163.471	30932474
DeepCCS	[M-2H]-	196.878	30932474
DeepCCS	[M+Na]+	172.017	30932474
AllCCS	[M+H]+	165.1	32859911
AllCCS	[M+H-H2O]+	162.3	32859911
AllCCS	[M+NH4]+	167.7	32859911
AllCCS	[M+Na]+	168.5	32859911
AllCCS	[M-H]-	162.9	32859911
AllCCS	[M+Na-2H]-	163.9	32859911
AllCCS	[M+HCOO]-	165.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cyanthoate	CCOP(=O)(OCC)SCC(O)=NC(C)(C)C#N	2629.7	Standard polar	33892256
Cyanthoate	CCOP(=O)(OCC)SCC(O)=NC(C)(C)C#N	1867.7	Standard non polar	33892256
Cyanthoate	CCOP(=O)(OCC)SCC(O)=NC(C)(C)C#N	2040.2	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 - Cyanthoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fur-8980000000-d72693b982379e92c126	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyanthoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyanthoate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyanthoate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Cyanthoate 10V, Positive-QTOF	splash10-0aos-1950000000-f2bbf75b5119f0325e6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 20V, Positive-QTOF	splash10-0le9-2960000000-719be8cd258085bed985	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 40V, Positive-QTOF	splash10-014i-9800000000-11bfe22d6193e8dd0475	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 10V, Negative-QTOF	splash10-014m-0290000000-4a29005328522d6b0538	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 20V, Negative-QTOF	splash10-014i-0390000000-0537ad49d2fc31f19116	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 40V, Negative-QTOF	splash10-0avi-1190000000-1b3650b023176063bd63	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 10V, Negative-QTOF	splash10-0006-0090000000-abe0f117d21aa65c4232	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 20V, Negative-QTOF	splash10-014i-1980000000-4b6595007f9cbe8dbb18	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 40V, Negative-QTOF	splash10-0a4i-1900000000-223372cb271fb043ab53	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 10V, Positive-QTOF	splash10-00kb-0190000000-106f1b47268562ca85c0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 20V, Positive-QTOF	splash10-00or-2950000000-9e2da75db85e73b590a8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanthoate 40V, Positive-QTOF	splash10-0159-9300000000-6dfd36744c2a72221cfd	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

69741

KEGG Compound ID

C18974

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Cyanthoate (HMDB0250616)

MOL for HMDB0250616 (Cyanthoate)

3D MOL for HMDB0250616 (Cyanthoate)

3D SDF for HMDB0250616 (Cyanthoate)

3D-SDF for HMDB0250616 (Cyanthoate)

PDB for HMDB0250616 (Cyanthoate)

3D PDB for HMDB0250616 (Cyanthoate)

SMILES for HMDB0250616 (Cyanthoate)

INCHI for HMDB0250616 (Cyanthoate)

Structure for HMDB0250616 (Cyanthoate)

3D Structure for HMDB0250616 (Cyanthoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra