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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:00:17 UTC

Update Date

2021-09-26 22:52:58 UTC

HMDB ID

HMDB0244877

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-

Description

1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- belongs to the class of organic compounds known as nitroaromatic compounds. These are c-nitro compounds where the nitro group is C-substituted with an aromatic group. Based on a literature review very few articles have been published on 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1h-imidazole-1-acetamide, n,n-bis(2-hydroxyethyl)-2-nitro- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- 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

HMDB0244877
     RDKit          3D
1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-
 32 32  0  0  0  0  0  0  0  0999 V2000
    0.6924    1.4722    0.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991    0.3360    0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334   -0.8408    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812   -0.4752    0.8742 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -0.3378    2.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0432    0.0034    2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4608    0.0567    0.9216 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4348   -0.2399    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5325   -0.2738   -1.3436 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.5791   -0.5458   -2.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280    0.0049   -1.9604 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1322    0.2056   -0.2779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7203   -1.0897   -0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4278   -1.6251    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4609   -0.7565    1.1026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885    1.3574   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649    1.8453   -1.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248    2.9421   -2.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5553   -1.4950    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -1.4397   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659   -0.4637    3.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5903    0.1817    3.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9521   -1.8318   -0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -0.9902   -1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7644   -1.8644    1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865   -2.6040    0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385   -1.3239    1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403    1.0719   -0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7121    2.1204    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128    1.0526   -2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329    2.1093   -2.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769    3.4376   -1.2199 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
  8  4  1  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
 13 23  1  0
 13 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 16 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
M  CHG  2   9   1  11  -1
M  END


  Mrv1652309112100002D          

 18 18  0  0  0  0            999 V2000
   -2.4932   -2.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482   -2.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807   -1.6913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4133   -2.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -2.9609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6287   -1.9213    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.0156   -2.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571   -1.1144    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.0807   -0.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952   -0.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5097   -0.8663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952    0.3712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5097    0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5097    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241    2.0212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3663    2.0212    0.0000 O   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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  CHG  2   6   1   8  -1
M  END
> <DATABASE_ID>
HMDB0244877

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N4O5/c14-5-3-11(4-6-15)8(16)7-12-2-1-10-9(12)13(17)18/h1-2,14-15H,3-7H2

> <INCHI_KEY>
KGFGBSRVWKBWIC-UHFFFAOYSA-N

> <FORMULA>
C9H14N4O5

> <MOLECULAR_WEIGHT>
258.234

> <EXACT_MASS>
258.096419567

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
23.907972451172263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N,N-bis(2-hydroxyethyl)-2-(2-nitro-1H-imidazol-1-yl)acetamide

> <ALOGPS_LOGP>
-1.31

> <JCHEM_LOGP>
-1.5591251449999997

> <ALOGPS_LOGS>
-1.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.875284160477591

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.273011882953675

> <JCHEM_PKA_STRONGEST_BASIC>
-2.000625984054814

> <JCHEM_POLAR_SURFACE_AREA>
121.73

> <JCHEM_REFRACTIVITY>
59.98810000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N,N-bis(2-hydroxyethyl)-2-(2-nitroimidazol-1-yl)acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244877
     RDKit          3D
1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-
 32 32  0  0  0  0  0  0  0  0999 V2000
    0.6924    1.4722    0.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991    0.3360    0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334   -0.8408    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812   -0.4752    0.8742 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -0.3378    2.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0432    0.0034    2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4608    0.0567    0.9216 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4348   -0.2399    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5325   -0.2738   -1.3436 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.5791   -0.5458   -2.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280    0.0049   -1.9604 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1322    0.2056   -0.2779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7203   -1.0897   -0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4278   -1.6251    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4609   -0.7565    1.1026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885    1.3574   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649    1.8453   -1.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248    2.9421   -2.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5553   -1.4950    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -1.4397   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659   -0.4637    3.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5903    0.1817    3.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9521   -1.8318   -0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -0.9902   -1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7644   -1.8644    1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865   -2.6040    0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385   -1.3239    1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403    1.0719   -0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7121    2.1204    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128    1.0526   -2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329    2.1093   -2.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769    3.4376   -1.2199 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
  8  4  1  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
 13 23  1  0
 13 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 16 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
M  CHG  2   9   1  11  -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      -4.654  -5.527   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.130  -4.062   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -3.884  -3.157   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.638  -4.062   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -3.114  -5.527   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      -1.174  -3.586   0.000  0.00  0.00           N+1
HETATM    7  O   UNK     0      -0.029  -4.617   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.853  -2.080   0.000  0.00  0.00           O-1
HETATM    9  C   UNK     0      -3.884  -1.617   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.218  -0.847   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.551  -1.617   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      -5.218   0.693   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -6.551   1.463   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.551   3.003   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -7.885   3.773   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.884   1.463   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.884   3.003   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.550   3.773   0.000  0.00  0.00           O+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   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   12   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0244877
HETATM    1  O1  UNL     1       0.692   1.472   0.399  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.199   0.336   0.183  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.033  -0.841   0.418  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.381  -0.475   0.874  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.706  -0.338   2.172  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.043   0.003   2.180  1.00  0.00           C  
HETATM    7  N2  UNL     1       4.461   0.057   0.922  1.00  0.00           N  
HETATM    8  C5  UNL     1       3.435  -0.240   0.087  1.00  0.00           C  
HETATM    9  N3  UNL     1       3.532  -0.274  -1.344  1.00  0.00           N1+
HETATM   10  O2  UNL     1       2.579  -0.546  -2.090  1.00  0.00           O  
HETATM   11  O3  UNL     1       4.728   0.005  -1.960  1.00  0.00           O1-
HETATM   12  N4  UNL     1      -1.132   0.206  -0.278  1.00  0.00           N  
HETATM   13  C6  UNL     1      -1.720  -1.090  -0.523  1.00  0.00           C  
HETATM   14  C7  UNL     1      -2.428  -1.625   0.703  1.00  0.00           C  
HETATM   15  O4  UNL     1      -3.461  -0.756   1.103  1.00  0.00           O  
HETATM   16  C8  UNL     1      -1.988   1.357  -0.533  1.00  0.00           C  
HETATM   17  C9  UNL     1      -1.865   1.845  -1.957  1.00  0.00           C  
HETATM   18  O5  UNL     1      -2.725   2.942  -2.078  1.00  0.00           O  
HETATM   19  H1  UNL     1       0.555  -1.495   1.208  1.00  0.00           H  
HETATM   20  H2  UNL     1       1.142  -1.440  -0.506  1.00  0.00           H  
HETATM   21  H3  UNL     1       2.066  -0.464   3.053  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.590   0.182   3.097  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.952  -1.832  -0.834  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.508  -0.990  -1.309  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.764  -1.864   1.535  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.887  -2.604   0.372  1.00  0.00           H  
HETATM   27  H9  UNL     1      -4.239  -1.324   1.330  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.040   1.072  -0.337  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.712   2.120   0.204  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.213   1.053  -2.651  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.833   2.109  -2.221  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.677   3.438  -1.220  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   19   20
CONECT    4    5    8
CONECT    5    6    6   21
CONECT    6    7   22
CONECT    7    8    8
CONECT    8    9
CONECT    9   10   10   11
CONECT   12   13   16
CONECT   13   14   23   24
CONECT   14   15   25   26
CONECT   15   27
CONECT   16   17   28   29
CONECT   17   18   30   31
CONECT   18   32
END

HMDB0244877
     RDKit          3D
1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-
 32 32  0  0  0  0  0  0  0  0999 V2000
    0.6924    1.4722    0.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991    0.3360    0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334   -0.8408    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812   -0.4752    0.8742 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -0.3378    2.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0432    0.0034    2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4608    0.0567    0.9216 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4348   -0.2399    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5325   -0.2738   -1.3436 N   0  0  0  0  0  4  0  0  0  0  0  0
    2.5791   -0.5458   -2.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280    0.0049   -1.9604 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1322    0.2056   -0.2779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7203   -1.0897   -0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4278   -1.6251    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4609   -0.7565    1.1026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885    1.3574   -0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649    1.8453   -1.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248    2.9421   -2.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5553   -1.4950    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1421   -1.4397   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659   -0.4637    3.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5903    0.1817    3.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9521   -1.8318   -0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5079   -0.9902   -1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7644   -1.8644    1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8865   -2.6040    0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385   -1.3239    1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403    1.0719   -0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7121    2.1204    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2128    1.0526   -2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329    2.1093   -2.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769    3.4376   -1.2199 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
  8  4  1  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
 13 23  1  0
 13 24  1  0
 14 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 16 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
M  CHG  2   9   1  11  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₉H₁₄N₄O₅

Average Molecular Weight

258.234

Monoisotopic Molecular Weight

258.096419567

IUPAC Name

N,N-bis(2-hydroxyethyl)-2-(2-nitro-1H-imidazol-1-yl)acetamide

Traditional Name

N,N-bis(2-hydroxyethyl)-2-(2-nitroimidazol-1-yl)acetamide

CAS Registry Number

Not Available

SMILES

OCCN(CCO)C(=O)CN1C=CN=C1[N+]([O-])=O

InChI Identifier

InChI=1S/C9H14N4O5/c14-5-3-11(4-6-15)8(16)7-12-2-1-10-9(12)13(17)18/h1-2,14-15H,3-7H2

InChI Key

KGFGBSRVWKBWIC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitroaromatic compounds. These are c-nitro compounds where the nitro group is C-substituted with an aromatic group.

Kingdom

Organic compounds

Super Class

Organic 1,3-dipolar compounds

Class

Allyl-type 1,3-dipolar organic compounds

Sub Class

Organic nitro compounds

Direct Parent

Nitroaromatic compounds

Alternative Parents

Substituents

Nitroaromatic compound
N-substituted imidazole
Azole
Imidazole
Tertiary carboxylic acid amide
Heteroaromatic compound
Carboxamide group
Alkanolamine
Carboxylic acid derivative
Organic oxoazanium
Propargyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic zwitterion
Organic nitrogen compound
Carbonyl group
Organic oxygen 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)

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	-1.3	ALOGPS
logP	-1.6	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	15.27	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	121.73 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	59.99 m³·mol⁻¹	ChemAxon
Polarizability	23.91 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	147.359	30932474
DeepCCS	[M-H]-	144.046	30932474
DeepCCS	[M-2H]-	179.378	30932474
DeepCCS	[M+Na]+	155.67	30932474
AllCCS	[M+H]+	154.8	32859911
AllCCS	[M+H-H2O]+	151.5	32859911
AllCCS	[M+NH4]+	157.8	32859911
AllCCS	[M+Na]+	158.7	32859911
AllCCS	[M-H]-	154.2	32859911
AllCCS	[M+Na-2H]-	154.5	32859911
AllCCS	[M+HCOO]-	154.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-	OCCN(CCO)C(=O)CN1C=CN=C1[N+]([O-])=O	3031.1	Standard polar	33892256
1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-	OCCN(CCO)C(=O)CN1C=CN=C1[N+]([O-])=O	2161.4	Standard non polar	33892256
1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-	OCCN(CCO)C(=O)CN1C=CN=C1[N+]([O-])=O	2400.5	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 - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udm-9720000000-7c2d856160bab45d9f27	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- GC-MS (TBDMS_2_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 - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- 10V, Positive-QTOF	splash10-014i-9000000000-4d3180e05bafd704562f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- 20V, Positive-QTOF	splash10-014i-9000000000-4d3180e05bafd704562f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- 40V, Positive-QTOF	splash10-014i-9000000000-4d3180e05bafd704562f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- 10V, Negative-QTOF	splash10-014i-9000000000-e1d016c3d6effe2294d2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- 20V, Negative-QTOF	splash10-014i-9000000000-e1d016c3d6effe2294d2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- 40V, Negative-QTOF	splash10-014i-9000000000-e1d016c3d6effe2294d2	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

83412

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92390

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 1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro- (HMDB0244877)

MOL for HMDB0244877 (1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-)

3D MOL for HMDB0244877 (1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-)

3D SDF for HMDB0244877 (1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-)

3D-SDF for HMDB0244877 (1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-)

PDB for HMDB0244877 (1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-)

3D PDB for HMDB0244877 (1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-)

SMILES for HMDB0244877 (1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-)

INCHI for HMDB0244877 (1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-)

Structure for HMDB0244877 (1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-)

3D Structure for HMDB0244877 (1H-Imidazole-1-acetamide, N,N-bis(2-hydroxyethyl)-2-nitro-)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra