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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:33:11 UTC

Update Date

2021-09-26 22:55:41 UTC

HMDB ID

HMDB0246536

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Nitrophenyl 2-propylmethylphosphonate

Description

4-Nitrophenyl 2-propylmethylphosphonate, also known as imn-4-NO2PH, belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. Based on a literature review a significant number of articles have been published on 4-Nitrophenyl 2-propylmethylphosphonate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-nitrophenyl 2-propylmethylphosphonate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Nitrophenyl 2-propylmethylphosphonate 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

HMDB0246536
     RDKit          3D
4-Nitrophenyl 2-propylmethylphosphonate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.3766    1.2237    0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048    0.3875    0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6276   -0.9827    0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3052    0.9306    1.2403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513    1.1095    0.6588 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6998    1.5061   -1.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054    2.1341    1.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593   -0.3882    0.8687 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825   -0.5762    0.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -0.3370    1.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7388   -0.5059    1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0691   -0.9452   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4427   -1.1209   -0.5021 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.3283   -0.8942    0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7675   -1.5513   -1.7606 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.0686   -1.1979   -1.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -1.0085   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2849    0.5664    0.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3349    1.6081   -1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5899    2.0379    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6464    0.1788   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -1.2550    1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648   -1.7610    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911   -0.9394    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428    0.5811   -1.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584    2.1533   -1.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2169    2.0984   -1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699    0.0091    2.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5437   -0.3164    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849   -1.5327   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -1.2121   -1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 17  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 16 30  1  0
 17 31  1  0
M  CHG  2  13   1  15  -1
M  END


  Mrv1652309112101332D          

 17 17  0  0  0  0            999 V2000
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  CHG  2  15   1  17  -1
M  END
> <DATABASE_ID>
HMDB0246536

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)OP(C)(=O)OC1=CC=C(C=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14NO5P/c1-8(2)15-17(3,14)16-10-6-4-9(5-7-10)11(12)13/h4-8H,1-3H3

> <INCHI_KEY>
YSHVIWJFWCEDSQ-UHFFFAOYSA-N

> <FORMULA>
C10H14NO5P

> <MOLECULAR_WEIGHT>
259.198

> <EXACT_MASS>
259.060959553

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.881534378841238

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-nitrophenyl propan-2-yl methylphosphonate

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
2.2555844423333333

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-8.000083714066854

> <JCHEM_POLAR_SURFACE_AREA>
78.67

> <JCHEM_REFRACTIVITY>
61.40810000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopropyl 4-nitrophenyl methylphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246536
     RDKit          3D
4-Nitrophenyl 2-propylmethylphosphonate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.3766    1.2237    0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048    0.3875    0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6276   -0.9827    0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3052    0.9306    1.2403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513    1.1095    0.6588 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6998    1.5061   -1.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054    2.1341    1.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593   -0.3882    0.8687 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825   -0.5762    0.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -0.3370    1.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7388   -0.5059    1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0691   -0.9452   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4427   -1.1209   -0.5021 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.3283   -0.8942    0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7675   -1.5513   -1.7606 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.0686   -1.1979   -1.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -1.0085   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2849    0.5664    0.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3349    1.6081   -1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5899    2.0379    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6464    0.1788   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -1.2550    1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648   -1.7610    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911   -0.9394    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428    0.5811   -1.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584    2.1533   -1.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2169    2.0984   -1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699    0.0091    2.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5437   -0.3164    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849   -1.5327   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -1.2121   -1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 17  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 16 30  1  0
 17 31  1  0
M  CHG  2  13   1  15  -1
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      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0       0.000   4.620   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0      -0.770   3.286   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.770   5.954   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+1
HETATM   16  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0246536
HETATM    1  C1  UNL     1      -4.377   1.224   0.025  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.205   0.388   0.366  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.628  -0.983   0.883  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.305   0.931   1.240  1.00  0.00           O  
HETATM    5  P1  UNL     1      -0.751   1.109   0.659  1.00  0.00           P  
HETATM    6  C4  UNL     1      -0.700   1.506  -1.103  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.005   2.134   1.472  1.00  0.00           O  
HETATM    8  O3  UNL     1       0.059  -0.388   0.869  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.382  -0.576   0.507  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.407  -0.337   1.399  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.739  -0.506   1.098  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.069  -0.945  -0.187  1.00  0.00           C  
HETATM   13  N1  UNL     1       5.443  -1.121  -0.502  1.00  0.00           N1+
HETATM   14  O4  UNL     1       6.328  -0.894   0.329  1.00  0.00           O  
HETATM   15  O5  UNL     1       5.767  -1.551  -1.761  1.00  0.00           O1-
HETATM   16  C9  UNL     1       3.069  -1.198  -1.116  1.00  0.00           C  
HETATM   17  C10 UNL     1       1.753  -1.008  -0.749  1.00  0.00           C  
HETATM   18  H1  UNL     1      -5.285   0.566   0.040  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.335   1.608  -1.030  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.590   2.038   0.745  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.646   0.179  -0.594  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.036  -1.255   1.773  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.565  -1.761   0.097  1.00  0.00           H  
HETATM   24  H7  UNL     1      -4.691  -0.939   1.219  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.643   0.581  -1.692  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.558   2.153  -1.381  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.217   2.098  -1.346  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.170   0.009   2.415  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.544  -0.316   1.803  1.00  0.00           H  
HETATM   30  H13 UNL     1       3.385  -1.533  -2.084  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.976  -1.212  -1.493  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22   23   24
CONECT    4    5
CONECT    5    6    7    7    8
CONECT    6   25   26   27
CONECT    8    9
CONECT    9   10   10   17
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   13   16
CONECT   13   14   14   15
CONECT   16   17   17   30
CONECT   17   31
END

HMDB0246536
     RDKit          3D
4-Nitrophenyl 2-propylmethylphosphonate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -4.3766    1.2237    0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048    0.3875    0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6276   -0.9827    0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3052    0.9306    1.2403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513    1.1095    0.6588 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6998    1.5061   -1.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0054    2.1341    1.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0593   -0.3882    0.8687 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825   -0.5762    0.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074   -0.3370    1.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7388   -0.5059    1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0691   -0.9452   -0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4427   -1.1209   -0.5021 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.3283   -0.8942    0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7675   -1.5513   -1.7606 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.0686   -1.1979   -1.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529   -1.0085   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2849    0.5664    0.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3349    1.6081   -1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5899    2.0379    0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6464    0.1788   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -1.2550    1.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648   -1.7610    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911   -0.9394    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428    0.5811   -1.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584    2.1533   -1.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2169    2.0984   -1.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699    0.0091    2.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5437   -0.3164    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849   -1.5327   -2.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -1.2121   -1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 17  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 11 29  1  0
 16 30  1  0
 17 31  1  0
M  CHG  2  13   1  15  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Nitrophenyl 2-propylmethylphosphonic acid	Generator
IMN-4-NO2PH	MeSH

Chemical Formula

C₁₀H₁₄NO₅P

Average Molecular Weight

259.198

Monoisotopic Molecular Weight

259.060959553

IUPAC Name

4-nitrophenyl propan-2-yl methylphosphonate

Traditional Name

isopropyl 4-nitrophenyl methylphosphonate

CAS Registry Number

Not Available

SMILES

CC(C)OP(C)(=O)OC1=CC=C(C=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C10H14NO5P/c1-8(2)15-17(3,14)16-10-6-4-9(5-7-10)11(12)13/h4-8H,1-3H3

InChI Key

YSHVIWJFWCEDSQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Nitrobenzenes

Direct Parent

Nitrobenzenes

Alternative Parents

Substituents

Nitrobenzene
Phenoxy compound
Nitroaromatic compound
Phosphonic acid diester
Phosphonic acid ester
Organophosphonic acid derivative
C-nitro compound
Organic nitro compound
Organic oxoazanium
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organophosphorus compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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	2.15	ALOGPS
logP	2.26	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	-8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	61.41 m³·mol⁻¹	ChemAxon
Polarizability	23.88 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	152.917	30932474
DeepCCS	[M-H]-	149.657	30932474
DeepCCS	[M-2H]-	184.439	30932474
DeepCCS	[M+Na]+	160.624	30932474
AllCCS	[M+H]+	157.4	32859911
AllCCS	[M+H-H2O]+	153.9	32859911
AllCCS	[M+NH4]+	160.6	32859911
AllCCS	[M+Na]+	161.5	32859911
AllCCS	[M-H]-	155.5	32859911
AllCCS	[M+Na-2H]-	155.9	32859911
AllCCS	[M+HCOO]-	156.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Nitrophenyl 2-propylmethylphosphonate	CC(C)OP(C)(=O)OC1=CC=C(C=C1)[N+]([O-])=O	2713.1	Standard polar	33892256
4-Nitrophenyl 2-propylmethylphosphonate	CC(C)OP(C)(=O)OC1=CC=C(C=C1)[N+]([O-])=O	1854.5	Standard non polar	33892256
4-Nitrophenyl 2-propylmethylphosphonate	CC(C)OP(C)(=O)OC1=CC=C(C=C1)[N+]([O-])=O	1846.8	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 - 4-Nitrophenyl 2-propylmethylphosphonate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-4490000000-1127161c9ec05f20983c	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Nitrophenyl 2-propylmethylphosphonate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

69743

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

77324

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 4-Nitrophenyl 2-propylmethylphosphonate (HMDB0246536)

MOL for HMDB0246536 (4-Nitrophenyl 2-propylmethylphosphonate)

3D MOL for HMDB0246536 (4-Nitrophenyl 2-propylmethylphosphonate)

3D SDF for HMDB0246536 (4-Nitrophenyl 2-propylmethylphosphonate)

3D-SDF for HMDB0246536 (4-Nitrophenyl 2-propylmethylphosphonate)

PDB for HMDB0246536 (4-Nitrophenyl 2-propylmethylphosphonate)

3D PDB for HMDB0246536 (4-Nitrophenyl 2-propylmethylphosphonate)

SMILES for HMDB0246536 (4-Nitrophenyl 2-propylmethylphosphonate)

INCHI for HMDB0246536 (4-Nitrophenyl 2-propylmethylphosphonate)

Structure for HMDB0246536 (4-Nitrophenyl 2-propylmethylphosphonate)

3D Structure for HMDB0246536 (4-Nitrophenyl 2-propylmethylphosphonate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra