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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 20:53:39 UTC

Update Date

2021-09-26 22:50:49 UTC

HMDB ID

HMDB0243647

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate

Description

phosphamidon belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chain. Based on a literature review a significant number of articles have been published on phosphamidon. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate 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

HMDB0243647
     RDKit          3D
1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate
 37 36  0  0  0  0  0  0  0  0999 V2000
   -4.1433   -0.4641   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3832    0.6122   -0.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193    0.0042    0.1466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326   -0.1769    1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427    1.0298    2.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301   -0.3707   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8928   -0.1977   -1.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514   -0.9164    0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -1.1289    2.4355 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9756   -1.2515    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9400   -1.8007    1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2630   -1.0640   -1.0237 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3711    0.0187   -1.6775 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9248    0.4036   -3.0817 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4185    1.4280   -0.7669 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0844    1.2819    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191   -0.6284   -1.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    0.3131   -2.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4953   -1.3530   -1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -0.7269   -1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462   -0.0274   -2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1128    1.2612   -0.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7810    1.2366   -1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8877   -1.1089    1.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2734   -0.1907    1.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7753    0.7114    3.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7061    1.7547    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8988    1.5184    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7951   -2.8875    1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957   -1.2554    2.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968   -1.6167    0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9186    0.5513    0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4373    1.0619    1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5713    2.2763    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3199   -0.0615   -3.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006    0.4824   -1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3343    1.2815   -2.4668 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  1  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
M  END


  Mrv1652304061700052D          

 18 17  0  0  0  0            999 V2000
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   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 O   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
    1.2375   -0.7145    0.0000 Cl  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
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -1.9520    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  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  4  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243647

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)C(=O)C(Cl)=C(C)OP(=O)(OC)OC

> <INCHI_IDENTIFIER>
InChI=1S/C10H19ClNO5P/c1-6-12(7-2)10(13)9(11)8(3)17-18(14,15-4)16-5/h6-7H2,1-5H3

> <INCHI_KEY>
RGCLLPNLLBQHPF-UHFFFAOYSA-N

> <FORMULA>
C10H19ClNO5P

> <MOLECULAR_WEIGHT>
299.69

> <EXACT_MASS>
299.0689374

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.751104232625252

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-chloro-3-[(dimethoxyphosphoryl)oxy]-N,N-diethylbut-2-enamide

> <ALOGPS_LOGP>
1.39

> <JCHEM_LOGP>
0.8599082416666674

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1352825090849925

> <JCHEM_POLAR_SURFACE_AREA>
65.07000000000001

> <JCHEM_REFRACTIVITY>
70.8298

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phosphamidon

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243647
     RDKit          3D
1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate
 37 36  0  0  0  0  0  0  0  0999 V2000
   -4.1433   -0.4641   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3832    0.6122   -0.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193    0.0042    0.1466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326   -0.1769    1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427    1.0298    2.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301   -0.3707   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8928   -0.1977   -1.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514   -0.9164    0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -1.1289    2.4355 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9756   -1.2515    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9400   -1.8007    1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2630   -1.0640   -1.0237 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3711    0.0187   -1.6775 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9248    0.4036   -3.0817 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4185    1.4280   -0.7669 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0844    1.2819    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191   -0.6284   -1.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    0.3131   -2.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4953   -1.3530   -1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -0.7269   -1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462   -0.0274   -2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1128    1.2612   -0.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7810    1.2366   -1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8877   -1.1089    1.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2734   -0.1907    1.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7753    0.7114    3.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7061    1.7547    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8988    1.5184    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7951   -2.8875    1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957   -1.2554    2.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968   -1.6167    0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9186    0.5513    0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4373    1.0619    1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5713    2.2763    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3199   -0.0615   -3.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006    0.4824   -1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3343    1.2815   -2.4668 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  1  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
M  END

HEADER    PROTEIN                                 06-APR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-17         0                                  
HETATM    1  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       3.850   1.334   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.620   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0       2.310  -1.334   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.770  -1.334   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0      -2.310  -1.334   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      -2.310   0.206   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -3.850  -1.334   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.310  -2.874   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.644  -3.644   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15   17                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   13   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0256464
HETATM    1  C1  UNL     1       4.372   0.294  -2.114  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.052  -0.477  -0.867  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.938   0.114  -0.117  1.00  0.00           N  
HETATM    4  C3  UNL     1       3.324   1.123   0.841  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.519   0.454   2.206  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.611  -0.255  -0.344  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.444  -1.114  -1.290  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.410   0.172   0.313  1.00  0.00           C  
HETATM    9 CL1  UNL     1       0.472   1.312   1.663  1.00  0.00          CL  
HETATM   10  C7  UNL     1      -0.799  -0.251  -0.011  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.962  -1.225  -1.113  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.932   0.217   0.684  1.00  0.00           O  
HETATM   13  P1  UNL     1      -3.416   0.274  -0.127  1.00  0.00           P  
HETATM   14  O3  UNL     1      -3.189   0.647  -1.588  1.00  0.00           O  
HETATM   15  O4  UNL     1      -4.492   1.372   0.513  1.00  0.00           O  
HETATM   16  C9  UNL     1      -4.282   1.657   1.842  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.143  -1.265  -0.109  1.00  0.00           O  
HETATM   18  C10 UNL     1      -5.416  -1.182  -0.673  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.455   0.322  -2.265  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.924  -0.218  -2.987  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.986   1.326  -1.981  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.955  -0.498  -0.225  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.823  -1.516  -1.144  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.333   1.552   0.520  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.655   1.982   0.904  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.877  -0.437   2.216  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.599   0.151   2.274  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.294   1.198   2.979  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.672  -0.842  -2.109  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.083  -1.388  -1.217  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.515  -2.214  -0.859  1.00  0.00           H  
HETATM   32  H14 UNL     1      -4.382   0.707   2.408  1.00  0.00           H  
HETATM   33  H15 UNL     1      -5.144   2.296   2.178  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.313   2.166   2.042  1.00  0.00           H  
HETATM   35  H17 UNL     1      -6.051  -0.511  -0.032  1.00  0.00           H  
HETATM   36  H18 UNL     1      -5.400  -0.743  -1.681  1.00  0.00           H  
HETATM   37  H19 UNL     1      -5.850  -2.194  -0.729  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4    6
CONECT    4    5   24   25
CONECT    5   26   27   28
CONECT    6    7    7    8
CONECT    8    9   10   10
CONECT   10   11   12
CONECT   11   29   30   31
CONECT   12   13
CONECT   13   14   14   15   17
CONECT   15   16
CONECT   16   32   33   34
CONECT   17   18
CONECT   18   35   36   37
END

HMDB0243647
     RDKit          3D
1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate
 37 36  0  0  0  0  0  0  0  0999 V2000
   -4.1433   -0.4641   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3832    0.6122   -0.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193    0.0042    0.1466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326   -0.1769    1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427    1.0298    2.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2301   -0.3707   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8928   -0.1977   -1.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2514   -0.9164    0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -1.1289    2.4355 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9756   -1.2515    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9400   -1.8007    1.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2630   -1.0640   -1.0237 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3711    0.0187   -1.6775 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9248    0.4036   -3.0817 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4185    1.4280   -0.7669 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0844    1.2819    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191   -0.6284   -1.8164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8264    0.3131   -2.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4953   -1.3530   -1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -0.7269   -1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462   -0.0274   -2.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1128    1.2612   -0.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7810    1.2366   -1.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8877   -1.1089    1.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2734   -0.1907    1.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7753    0.7114    3.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7061    1.7547    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8988    1.5184    1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7951   -2.8875    1.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957   -1.2554    2.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9968   -1.6167    0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9186    0.5513    0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4373    1.0619    1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5713    2.2763    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3199   -0.0615   -3.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006    0.4824   -1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3343    1.2815   -2.4668 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  1  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Chloro-2-dimethylcarbamoyl-1-methylvinyl dimethyl phosphate	ChEBI
2-Chloro-3-dimethoxyphosphinoyloxy-N,N-diethylbut-2-enamide	ChEBI
O,O-Dimethyl O-(2-chloro-2-(N,N-diethylcarbamoyl)-1-methylvinyl) phosphate	ChEBI
Phosphoric acid, 2-chloro-3-(diethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester	ChEBI
2-Chloro-2-dimethylcarbamoyl-1-methylvinyl dimethyl phosphoric acid	Generator
O,O-Dimethyl O-(2-chloro-2-(N,N-diethylcarbamoyl)-1-methylvinyl) phosphoric acid	Generator
Phosphate, 2-chloro-3-(diethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester	Generator
1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphoric acid	Generator

Chemical Formula

C₁₀H₁₉ClNO₅P

Average Molecular Weight

299.69

Monoisotopic Molecular Weight

299.0689374

IUPAC Name

2-chloro-3-[(dimethoxyphosphoryl)oxy]-N,N-diethylbut-2-enamide

Traditional Name

phosphamidon

CAS Registry Number

Not Available

SMILES

CCN(CC)C(=O)C(Cl)=C(C)OP(=O)(OC)OC

InChI Identifier

InChI=1S/C10H19ClNO5P/c1-6-12(7-2)10(13)9(11)8(3)17-18(14,15-4)16-5/h6-7H2,1-5H3

InChI Key

RGCLLPNLLBQHPF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Dialkyl phosphates

Alternative Parents

Substituents

Dialkyl phosphate
N-acyl-amine
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Vinyl chloride
Chloroalkene
Haloalkene
Vinyl halide
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organochlorine insecticide (CHEBI:38832 )
organophosphate insecticide (CHEBI:38832 )
trialkyl phosphate (CHEBI:38832 )
organophosphate nematicide (CHEBI:38832 )

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	1.39	ALOGPS
logP	0.86	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.07 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	70.83 m³·mol⁻¹	ChemAxon
Polarizability	27.75 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]+	166.344	30932474
DeepCCS	[M-H]-	163.986	30932474
DeepCCS	[M-2H]-	196.872	30932474
DeepCCS	[M+Na]+	172.438	30932474
AllCCS	[M+H]+	165.8	32859911
AllCCS	[M+H-H2O]+	162.9	32859911
AllCCS	[M+NH4]+	168.6	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	165.0	32859911
AllCCS	[M+Na-2H]-	166.1	32859911
AllCCS	[M+HCOO]-	167.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate	CCN(CC)C(=O)C(Cl)=C(C)OP(=O)(OC)OC	1839.7	Standard non polar	33892256
1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate	CCN(CC)C(=O)C(Cl)=C(C)OP(=O)(OC)OC	1839.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-4940000000-bc3897463bf004cd8033	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate 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 - 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate 10V, Positive-QTOF	splash10-0fk9-0914000000-8ea0880c4ef8d82fc1e1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate 20V, Positive-QTOF	splash10-0fb9-0900000000-778973b489d52bea984e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate 40V, Positive-QTOF	splash10-05di-2900000000-2eb485d9b247a45d9208	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate 10V, Negative-QTOF	splash10-002e-6960000000-9832910d7f1bc34cbaf1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate 20V, Negative-QTOF	splash10-002f-9600000000-fbf934d20b9112d762cb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate 40V, Negative-QTOF	splash10-004i-4900000000-23112c856e24c0736197	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

23990

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phosphamidon

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

38832

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 1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate (HMDB0243647)

MOL for HMDB0243647 (1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate)

3D MOL for HMDB0243647 (1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate)

3D SDF for HMDB0243647 (1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate)

3D-SDF for HMDB0243647 (1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate)

PDB for HMDB0243647 (1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate)

3D PDB for HMDB0243647 (1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate)

SMILES for HMDB0243647 (1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate)

INCHI for HMDB0243647 (1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate)

Structure for HMDB0243647 (1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate)

3D Structure for HMDB0243647 (1-Chloro-diethylcarbamoyl-1-propen-2-yl dimethyl phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra