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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:42:08 UTC

Update Date

2021-09-26 23:07:18 UTC

HMDB ID

HMDB0253829

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide

Description

2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide belongs to the class of organic compounds known as n-acylethanolamines. N-acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine. Based on a literature review very few articles have been published on 2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,2-difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide 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

HMDB0253829
     RDKit          3D
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide
 28 28  0  0  0  0  0  0  0  0999 V2000
   -1.1734    0.2800   -1.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0293    0.1184   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -0.0433    0.6602 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4858   -0.0240    0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5961   -0.2106    1.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8087   -0.1746    0.3703 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489    0.1088    0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5058    1.1431    1.3568 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.6656   -1.0460    1.0893 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501    0.3693   -0.6596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7204    0.3631   -0.1690 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564    1.4562    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314    1.1198    0.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7550   -0.1773    0.4522 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5962   -0.6362   -0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3631   -1.9709   -0.5441 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.2633   -2.8522   -0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1968   -2.3991   -1.1010 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.0764   -0.1762    1.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    0.9061   -0.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611   -0.8880   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4977   -1.2479    1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5863    0.5148    1.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6979    0.2184   -0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2250   -0.3534   -1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1371    1.3710   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    2.4396    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3697    1.7908    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 11  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
M  CHG  2  16   1  18  -1
M  END

  Mrv1652309112114422D          

 18 18  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1105   -0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390   -1.0267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8951    0.0352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5082   -0.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2928   -0.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9059   -0.8139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494    0.9454    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9454   -0.2808    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 17  1  0  0  0  0
 10 18  1  0  0  0  0
M  CHG  2   6   1   8  -1
M  END
> <DATABASE_ID>
HMDB0253829

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCNC(=O)C(F)(F)CN1C=CN=C1[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H10F2N4O4/c9-8(10,6(16)11-2-4-15)5-13-3-1-12-7(13)14(17)18/h1,3,15H,2,4-5H2,(H,11,16)

> <INCHI_KEY>
VOXUFOPZGRTSJY-UHFFFAOYSA-N

> <FORMULA>
C8H10F2N4O4

> <MOLECULAR_WEIGHT>
264.189

> <EXACT_MASS>
264.067011144

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.727575479047534

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2-difluoro-N-(2-hydroxyethyl)-3-(2-nitro-1H-imidazol-1-yl)propanamide

> <ALOGPS_LOGP>
-0.69

> <JCHEM_LOGP>
-0.08767804899999983

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.540535828809986

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.09272694601172

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9765114246416702

> <JCHEM_POLAR_SURFACE_AREA>
110.29

> <JCHEM_REFRACTIVITY>
53.61730000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2-difluoro-N-(2-hydroxyethyl)-3-(2-nitroimidazol-1-yl)propanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253829
     RDKit          3D
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide
 28 28  0  0  0  0  0  0  0  0999 V2000
   -1.1734    0.2800   -1.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0293    0.1184   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -0.0433    0.6602 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4858   -0.0240    0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5961   -0.2106    1.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8087   -0.1746    0.3703 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489    0.1088    0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5058    1.1431    1.3568 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.6656   -1.0460    1.0893 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501    0.3693   -0.6596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7204    0.3631   -0.1690 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564    1.4562    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314    1.1198    0.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7550   -0.1773    0.4522 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5962   -0.6362   -0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3631   -1.9709   -0.5441 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.2633   -2.8522   -0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1968   -2.3991   -1.1010 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.0764   -0.1762    1.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    0.9061   -0.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611   -0.8880   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4977   -1.2479    1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5863    0.5148    1.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6979    0.2184   -0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2250   -0.3534   -1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1371    1.3710   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    2.4396    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3697    1.7908    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 11  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
M  CHG  2  16   1  18  -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       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.306   1.175   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       1.060   3.620   0.000  0.00  0.00           N+1
HETATM    7  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O-1
HETATM    9  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.795   0.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.940  -0.410   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.619  -1.917   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      -5.404   0.066   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -6.549  -0.965   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.013  -0.489   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -9.158  -1.519   0.000  0.00  0.00           O+0
HETATM   17  F   UNK     0      -3.826   1.765   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0      -1.765  -0.524   0.000  0.00  0.00           F+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4    1                                                       
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    3   10                                                       
CONECT   10    9   11   17   18                                             
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   10                                                            
CONECT   18   10                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0253829
HETATM    1  O1  UNL     1      -1.173   0.280  -1.375  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.029   0.118  -0.133  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.181  -0.043   0.660  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.486  -0.024   0.065  1.00  0.00           C  
HETATM    5  C3  UNL     1      -4.596  -0.211   1.057  1.00  0.00           C  
HETATM    6  O2  UNL     1      -5.809  -0.175   0.370  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.349   0.109   0.416  1.00  0.00           C  
HETATM    8  F1  UNL     1       0.506   1.143   1.357  1.00  0.00           F  
HETATM    9  F2  UNL     1       0.666  -1.046   1.089  1.00  0.00           F  
HETATM   10  C5  UNL     1       1.350   0.369  -0.660  1.00  0.00           C  
HETATM   11  N2  UNL     1       2.720   0.363  -0.169  1.00  0.00           N  
HETATM   12  C6  UNL     1       3.356   1.456   0.352  1.00  0.00           C  
HETATM   13  C7  UNL     1       4.631   1.120   0.742  1.00  0.00           C  
HETATM   14  N3  UNL     1       4.755  -0.177   0.452  1.00  0.00           N  
HETATM   15  C8  UNL     1       3.596  -0.636  -0.101  1.00  0.00           C  
HETATM   16  N4  UNL     1       3.363  -1.971  -0.544  1.00  0.00           N1+
HETATM   17  O3  UNL     1       4.263  -2.852  -0.436  1.00  0.00           O  
HETATM   18  O4  UNL     1       2.197  -2.399  -1.101  1.00  0.00           O1-
HETATM   19  H1  UNL     1      -2.076  -0.176   1.677  1.00  0.00           H  
HETATM   20  H2  UNL     1      -3.671   0.906  -0.529  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.561  -0.888  -0.658  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.498  -1.248   1.464  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.586   0.515   1.875  1.00  0.00           H  
HETATM   24  H6  UNL     1      -5.698   0.218  -0.529  1.00  0.00           H  
HETATM   25  H7  UNL     1       1.225  -0.353  -1.487  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.137   1.371  -1.155  1.00  0.00           H  
HETATM   27  H9  UNL     1       2.880   2.440   0.429  1.00  0.00           H  
HETATM   28  H10 UNL     1       5.370   1.791   1.193  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    7
CONECT    3    4   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6   24
CONECT    7    8    9   10
CONECT   10   11   25   26
CONECT   11   12   15
CONECT   12   13   13   27
CONECT   13   14   28
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   17   18
END

HMDB0253829
     RDKit          3D
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide
 28 28  0  0  0  0  0  0  0  0999 V2000
   -1.1734    0.2800   -1.3747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0293    0.1184   -0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -0.0433    0.6602 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4858   -0.0240    0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5961   -0.2106    1.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8087   -0.1746    0.3703 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489    0.1088    0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5058    1.1431    1.3568 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.6656   -1.0460    1.0893 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501    0.3693   -0.6596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7204    0.3631   -0.1690 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564    1.4562    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6314    1.1198    0.7423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7550   -0.1773    0.4522 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5962   -0.6362   -0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3631   -1.9709   -0.5441 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.2633   -2.8522   -0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1968   -2.3991   -1.1010 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.0764   -0.1762    1.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    0.9061   -0.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5611   -0.8880   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4977   -1.2479    1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5863    0.5148    1.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6979    0.2184   -0.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2250   -0.3534   -1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1371    1.3710   -1.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    2.4396    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3697    1.7908    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 15 11  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
M  CHG  2  16   1  18  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₈H₁₀F₂N₄O₄

Average Molecular Weight

264.189

Monoisotopic Molecular Weight

264.067011144

IUPAC Name

2,2-difluoro-N-(2-hydroxyethyl)-3-(2-nitro-1H-imidazol-1-yl)propanamide

Traditional Name

2,2-difluoro-N-(2-hydroxyethyl)-3-(2-nitroimidazol-1-yl)propanamide

CAS Registry Number

Not Available

SMILES

OCCNC(=O)C(F)(F)CN1C=CN=C1[N+]([O-])=O

InChI Identifier

InChI=1S/C8H10F2N4O4/c9-8(10,6(16)11-2-4-15)5-13-3-1-12-7(13)14(17)18/h1,3,15H,2,4-5H2,(H,11,16)

InChI Key

VOXUFOPZGRTSJY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylethanolamines. N-acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

N-acylethanolamines

Alternative Parents

Substituents

Nitroaromatic compound
N-acylethanolamine
N-substituted imidazole
Azole
Imidazole
Heteroaromatic compound
Carboxamide group
Organic nitro compound
C-nitro compound
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organic oxoazanium
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organohalogen compound
Alkyl halide
Alkyl fluoride
Hydrocarbon derivative
Organic oxide
Alcohol
Organofluoride
Organooxygen compound
Primary alcohol
Organic oxygen compound
Organic zwitterion
Carbonyl group
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	-0.69	ALOGPS
logP	-0.088	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	9.09	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	53.62 m³·mol⁻¹	ChemAxon
Polarizability	21.73 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]+	144.157	30932474
DeepCCS	[M-H]-	140.897	30932474
DeepCCS	[M-2H]-	175.988	30932474
DeepCCS	[M+Na]+	152.155	30932474
AllCCS	[M+H]+	154.4	32859911
AllCCS	[M+H-H2O]+	151.1	32859911
AllCCS	[M+NH4]+	157.5	32859911
AllCCS	[M+Na]+	158.4	32859911
AllCCS	[M-H]-	153.4	32859911
AllCCS	[M+Na-2H]-	153.6	32859911
AllCCS	[M+HCOO]-	153.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide	OCCNC(=O)C(F)(F)CN1C=CN=C1[N+]([O-])=O	2351.5	Standard polar	33892256
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide	OCCNC(=O)C(F)(F)CN1C=CN=C1[N+]([O-])=O	1793.0	Standard non polar	33892256
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide	OCCNC(=O)C(F)(F)CN1C=CN=C1[N+]([O-])=O	1940.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide,2TMS,isomer #1	C[Si](C)(C)OCCN(C(=O)C(F)(F)CN1C=CN=C1[N+](=O)[O-])[Si](C)(C)C	2081.7	Semi standard non polar	33892256
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide,2TMS,isomer #1	C[Si](C)(C)OCCN(C(=O)C(F)(F)CN1C=CN=C1[N+](=O)[O-])[Si](C)(C)C	2007.0	Standard non polar	33892256
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide,2TMS,isomer #1	C[Si](C)(C)OCCN(C(=O)C(F)(F)CN1C=CN=C1[N+](=O)[O-])[Si](C)(C)C	2328.8	Standard polar	33892256
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN(C(=O)C(F)(F)CN1C=CN=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	2511.0	Semi standard non polar	33892256
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN(C(=O)C(F)(F)CN1C=CN=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	2405.8	Standard non polar	33892256
2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN(C(=O)C(F)(F)CN1C=CN=C1[N+](=O)[O-])[Si](C)(C)C(C)(C)C	2511.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-004m-9830000000-d572a82a4036cc5eb425	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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

325544

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

366729

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 2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide (HMDB0253829)

MOL for HMDB0253829 (2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide)

3D MOL for HMDB0253829 (2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide)

3D SDF for HMDB0253829 (2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide)

3D-SDF for HMDB0253829 (2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide)

PDB for HMDB0253829 (2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide)

3D PDB for HMDB0253829 (2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide)

SMILES for HMDB0253829 (2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide)

INCHI for HMDB0253829 (2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide)

Structure for HMDB0253829 (2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide)

3D Structure for HMDB0253829 (2,2-Difluoro-n-(2-hydroxyethyl)-3-(2-nitro-1h-imidazol-1-yl)propanamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra