Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:57:35 UTC

Update Date

2021-09-26 23:17:49 UTC

HMDB ID

HMDB0259953

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione

Description

6-(1H-imidazol-1-yl)-7-nitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring. Based on a literature review very few articles have been published on 6-(1H-imidazol-1-yl)-7-nitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione 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

HMDB0259953
     RDKit          3D
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione
 27 29  0  0  0  0  0  0  0  0999 V2000
   -4.3332    2.4531   -0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731    1.4967   -0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636    1.7189   -0.5607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4250    0.7278   -0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.9435   -0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8698   -0.0217    0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2478    0.2872    0.0489 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0768   -0.0492   -0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3563    0.4089   -0.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    1.0355    0.5265 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713    0.9514    0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3788   -1.2564    0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713   -2.2877    0.8198 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9388   -3.4653    0.6605 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4919   -1.9813    1.3359 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.9795   -1.4932    0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037   -0.5206    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219   -0.7389    0.1768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0630    0.2546   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3078    0.0642   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8296    2.6361   -0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203    1.9216   -0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373   -0.5999   -1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2226    0.2862   -1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6612    1.3859    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3785   -2.4719    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5557   -1.6853    0.4613 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  6 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19  2  1  0
 17  4  1  0
 11  7  1  0
  3 21  1  0
  5 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 16 26  1  0
 18 27  1  0
M  CHG  2  13   1  15  -1
M  END


  Mrv1652309122100572D          

 20 22  0  0  0  0            999 V2000
   -2.3221    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152    0.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1826   -0.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346    0.2775    0.0000 N   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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   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
    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
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  5  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
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 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  2  0  0  0  0
 15 17  1  0  0  0  0
  9 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  CHG  2  18   1  20  -1
M  END
> <DATABASE_ID>
HMDB0259953

> <DATABASE_NAME>
hmdb

> <SMILES>
[O-][N+](=O)C1=C(C=C2NC(=O)C(=O)NC2=C1)N1C=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H7N5O4/c17-10-11(18)14-7-4-9(16(19)20)8(3-6(7)13-10)15-2-1-12-5-15/h1-5H,(H,13,17)(H,14,18)

> <INCHI_KEY>
GBWIZNYOJITVFI-UHFFFAOYSA-N

> <FORMULA>
C11H7N5O4

> <MOLECULAR_WEIGHT>
273.208

> <EXACT_MASS>
273.049803725

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
24.213583294173368

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(1H-imidazol-1-yl)-7-nitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione

> <ALOGPS_LOGP>
0.58

> <JCHEM_LOGP>
0.33475509066666675

> <ALOGPS_LOGS>
-2.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.087276690957705

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.893275754372972

> <JCHEM_PKA_STRONGEST_BASIC>
6.397305727504452

> <JCHEM_POLAR_SURFACE_AREA>
119.16

> <JCHEM_REFRACTIVITY>
79.2041

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(imidazol-1-yl)-7-nitro-1,4-dihydroquinoxaline-2,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259953
     RDKit          3D
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione
 27 29  0  0  0  0  0  0  0  0999 V2000
   -4.3332    2.4531   -0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731    1.4967   -0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636    1.7189   -0.5607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4250    0.7278   -0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.9435   -0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8698   -0.0217    0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2478    0.2872    0.0489 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0768   -0.0492   -0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3563    0.4089   -0.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    1.0355    0.5265 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713    0.9514    0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3788   -1.2564    0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713   -2.2877    0.8198 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9388   -3.4653    0.6605 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4919   -1.9813    1.3359 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.9795   -1.4932    0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037   -0.5206    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219   -0.7389    0.1768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0630    0.2546   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3078    0.0642   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8296    2.6361   -0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203    1.9216   -0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373   -0.5999   -1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2226    0.2862   -1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6612    1.3859    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3785   -2.4719    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5557   -1.6853    0.4613 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  6 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19  2  1  0
 17  4  1  0
 11  7  1  0
  3 21  1  0
  5 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 16 26  1  0
 18 27  1  0
M  CHG  2  13   1  15  -1
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0      -4.335   1.852   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.828   1.532   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -4.074  -0.626   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -5.105   0.518   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -2.667  -3.080   0.000  0.00  0.00           N+1
HETATM   19  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O-1
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
CONECT    6    3    7   11                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10    6                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    9                                                       
CONECT   18    7   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0259953
HETATM    1  O1  UNL     1      -4.333   2.453  -0.863  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.573   1.497  -0.537  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.264   1.719  -0.561  1.00  0.00           N  
HETATM    4  C2  UNL     1      -1.425   0.728  -0.220  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.073   0.944  -0.240  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.870  -0.022   0.096  1.00  0.00           C  
HETATM    7  N2  UNL     1       2.248   0.287   0.049  1.00  0.00           N  
HETATM    8  C5  UNL     1       3.077  -0.049  -0.946  1.00  0.00           C  
HETATM    9  C6  UNL     1       4.356   0.409  -0.674  1.00  0.00           C  
HETATM   10  N3  UNL     1       4.263   1.035   0.527  1.00  0.00           N  
HETATM   11  C7  UNL     1       2.971   0.951   0.952  1.00  0.00           C  
HETATM   12  C8  UNL     1       0.379  -1.256   0.466  1.00  0.00           C  
HETATM   13  N4  UNL     1       1.271  -2.288   0.820  1.00  0.00           N1+
HETATM   14  O2  UNL     1       0.939  -3.465   0.660  1.00  0.00           O  
HETATM   15  O3  UNL     1       2.492  -1.981   1.336  1.00  0.00           O1-
HETATM   16  C9  UNL     1      -0.979  -1.493   0.492  1.00  0.00           C  
HETATM   17  C10 UNL     1      -1.904  -0.521   0.155  1.00  0.00           C  
HETATM   18  N5  UNL     1      -3.222  -0.739   0.177  1.00  0.00           N  
HETATM   19  C11 UNL     1      -4.063   0.255  -0.164  1.00  0.00           C  
HETATM   20  O4  UNL     1      -5.308   0.064  -0.148  1.00  0.00           O  
HETATM   21  H1  UNL     1      -1.830   2.636  -0.833  1.00  0.00           H  
HETATM   22  H2  UNL     1       0.320   1.922  -0.533  1.00  0.00           H  
HETATM   23  H3  UNL     1       2.837  -0.600  -1.857  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.223   0.286  -1.292  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.661   1.386   1.894  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.379  -2.472   0.785  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.556  -1.685   0.461  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4   21
CONECT    4    5    5   17
CONECT    5    6   22
CONECT    6    7   12   12
CONECT    7    8   11
CONECT    8    9    9   23
CONECT    9   10   24
CONECT   10   11   11
CONECT   11   25
CONECT   12   13   16
CONECT   13   14   14   15
CONECT   16   17   17   26
CONECT   17   18
CONECT   18   19   27
CONECT   19   20   20
END

HMDB0259953
     RDKit          3D
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione
 27 29  0  0  0  0  0  0  0  0999 V2000
   -4.3332    2.4531   -0.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731    1.4967   -0.5369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2636    1.7189   -0.5607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4250    0.7278   -0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0729    0.9435   -0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8698   -0.0217    0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2478    0.2872    0.0489 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0768   -0.0492   -0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3563    0.4089   -0.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2632    1.0355    0.5265 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713    0.9514    0.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3788   -1.2564    0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2713   -2.2877    0.8198 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.9388   -3.4653    0.6605 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4919   -1.9813    1.3359 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.9795   -1.4932    0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037   -0.5206    0.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2219   -0.7389    0.1768 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0630    0.2546   -0.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3078    0.0642   -0.1481 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8296    2.6361   -0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3203    1.9216   -0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373   -0.5999   -1.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2226    0.2862   -1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6612    1.3859    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3785   -2.4719    0.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5557   -1.6853    0.4613 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  6 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19  2  1  0
 17  4  1  0
 11  7  1  0
  3 21  1  0
  5 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 16 26  1  0
 18 27  1  0
M  CHG  2  13   1  15  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-(1H-Imidazol-1-yl)-7-nitro-2,3(1H,4H)-quinoxalinedione	MeSH
YM 90K	MeSH
YM-90K	MeSH
YM90K	MeSH

Chemical Formula

C₁₁H₇N₅O₄

Average Molecular Weight

273.208

Monoisotopic Molecular Weight

273.049803725

IUPAC Name

6-(1H-imidazol-1-yl)-7-nitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione

Traditional Name

6-(imidazol-1-yl)-7-nitro-1,4-dihydroquinoxaline-2,3-dione

CAS Registry Number

Not Available

SMILES

[O-][N+](=O)C1=C(C=C2NC(=O)C(=O)NC2=C1)N1C=CN=C1

InChI Identifier

InChI=1S/C11H7N5O4/c17-10-11(18)14-7-4-9(16(19)20)8(3-6(7)13-10)15-2-1-12-5-15/h1-5H,(H,13,17)(H,14,18)

InChI Key

GBWIZNYOJITVFI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinoxalines

Alternative Parents

Substituents

Quinoxaline
Nitroaromatic compound
N-substituted imidazole
Pyrazine
Benzenoid
Azole
Imidazole
Heteroaromatic compound
Lactam
C-nitro compound
Organic nitro compound
Azacycle
Organic oxoazanium
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic salt
Organic oxygen compound
Organic zwitterion
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.58	ALOGPS
logP	0.33	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	9.89	ChemAxon
pKa (Strongest Basic)	6.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.16 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.2 m³·mol⁻¹	ChemAxon
Polarizability	24.21 Å³	ChemAxon
Number of Rings	3	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
AllCCS	[M+H]+	157.969	32859911
AllCCS	[M+H-H2O]+	154.297	32859911
AllCCS	[M+Na]+	162.358	32859911
AllCCS	[M+NH4]+	161.378	32859911
AllCCS	[M-H]-	157.72	32859911
AllCCS	[M+Na-2H]-	156.853	32859911
AllCCS	[M+HCOO]-	156.009	32859911
DeepCCS	[M+H]+	157.852	30932474
DeepCCS	[M-H]-	155.494	30932474
DeepCCS	[M-2H]-	189.523	30932474
DeepCCS	[M+Na]+	164.75	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione	[O-][N+](=O)C1=C(C=C2NC(=O)C(=O)NC2=C1)N1C=CN=C1	3614.7	Standard polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione	[O-][N+](=O)C1=C(C=C2NC(=O)C(=O)NC2=C1)N1C=CN=C1	2736.2	Standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione	[O-][N+](=O)C1=C(C=C2NC(=O)C(=O)NC2=C1)N1C=CN=C1	3306.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	2790.4	Semi standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	2960.7	Standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3968.6	Standard polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TMS,isomer #2	C[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC(N3C=CN=C3)=C([N+](=O)[O-])C=C21	2772.2	Semi standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TMS,isomer #2	C[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC(N3C=CN=C3)=C([N+](=O)[O-])C=C21	2954.4	Standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TMS,isomer #2	C[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC(N3C=CN=C3)=C([N+](=O)[O-])C=C21	3953.2	Standard polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,2TMS,isomer #1	C[Si](C)(C)N1C(=O)C(=O)N([Si](C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	2836.2	Semi standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,2TMS,isomer #1	C[Si](C)(C)N1C(=O)C(=O)N([Si](C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3077.2	Standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,2TMS,isomer #1	C[Si](C)(C)N1C(=O)C(=O)N([Si](C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3525.4	Standard polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	2943.6	Semi standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3164.2	Standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3935.2	Standard polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC(N3C=CN=C3)=C([N+](=O)[O-])C=C21	2934.8	Semi standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC(N3C=CN=C3)=C([N+](=O)[O-])C=C21	3156.8	Standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(=O)C(=O)[NH]C2=CC(N3C=CN=C3)=C([N+](=O)[O-])C=C21	3924.7	Standard polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3153.6	Semi standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3493.7	Standard non polar	33892256
6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC([N+](=O)[O-])=C(N3C=CN=C3)C=C21	3540.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gc1-2190000000-5208b8474823cf64b358	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione 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

4588960

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5486548

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 6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione (HMDB0259953)

MOL for HMDB0259953 (6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione)

3D MOL for HMDB0259953 (6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione)

3D SDF for HMDB0259953 (6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione)

3D-SDF for HMDB0259953 (6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione)

PDB for HMDB0259953 (6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione)

3D PDB for HMDB0259953 (6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione)

SMILES for HMDB0259953 (6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione)

INCHI for HMDB0259953 (6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione)

Structure for HMDB0259953 (6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione)

3D Structure for HMDB0259953 (6-Imidazol-1-yl-7-nitro-1,4-dihydroquinoxaline-2,3-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra