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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:41:34 UTC

Update Date

2021-09-26 22:57:28 UTC

HMDB ID

HMDB0247658

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline

Description

2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline, also known as 7,8-dimiqx or ATMIQ, 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 a significant number of articles have been published on 2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline 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

HMDB0247658
     RDKit          3D
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.5316   -0.7397   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958   -0.4212   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1948   -1.3880   -0.4486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8835   -1.1227   -0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014   -2.1369   -0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805   -1.8833   -0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8438   -0.6415   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9467    0.3494   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935    1.4283    0.1820 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137    1.1847    0.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1053    2.0630    0.2465 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0754   -0.1263   -0.3442 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508   -0.7978   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194    0.1303   -0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    1.0715    0.2295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6481    0.8347    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542    1.8686    0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8095   -1.3138    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1502    0.1724   -0.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8299   -1.3052   -1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177   -3.1208   -1.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718   -2.6756   -1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8378    2.1309   -0.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1717    2.6305    1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -1.7143   -1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9988   -0.0742   -1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8693   -0.9750    0.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1762    1.6567    1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3748    2.0537   -0.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515    2.8616    0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  8 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16  2  1  0
 14  4  1  0
 12  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
 11 23  1  0
 11 24  1  0
 13 25  1  0
 13 26  1  0
 13 27  1  0
 17 28  1  0
 17 29  1  0
 17 30  1  0
M  END

  Mrv1652309112102422D          

 17 19  0  0  0  0            999 V2000
    4.0716    1.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470    1.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124    2.2499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9878    2.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5978    1.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7732    1.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3386    2.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286    2.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5532    2.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4626    1.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232    1.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2406    0.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244    0.7186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926    2.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325    0.7959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917    0.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  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
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6 12  1  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  2  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247658

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(N)=NC2=C1C=CC1=C2N=C(C)C(C)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H13N5/c1-6-7(2)15-10-8(14-6)4-5-9-11(10)16-12(13)17(9)3/h4-5H,1-3H3,(H2,13,16)

> <INCHI_KEY>
JFQHIQJNQCWLNR-UHFFFAOYSA-N

> <FORMULA>
C12H13N5

> <MOLECULAR_WEIGHT>
227.271

> <EXACT_MASS>
227.117095439

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
25.204294932234674

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7,8-trimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine

> <ALOGPS_LOGP>
1.61

> <JCHEM_LOGP>
0.9270770076666663

> <ALOGPS_LOGS>
-2.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.805155500587449

> <JCHEM_POLAR_SURFACE_AREA>
69.62

> <JCHEM_REFRACTIVITY>
64.6143

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7,8-trimethylimidazo[4,5-f]quinoxalin-2-amine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247658
     RDKit          3D
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.5316   -0.7397   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958   -0.4212   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1948   -1.3880   -0.4486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8835   -1.1227   -0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014   -2.1369   -0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805   -1.8833   -0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8438   -0.6415   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9467    0.3494   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935    1.4283    0.1820 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137    1.1847    0.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1053    2.0630    0.2465 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0754   -0.1263   -0.3442 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508   -0.7978   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194    0.1303   -0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    1.0715    0.2295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6481    0.8347    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542    1.8686    0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8095   -1.3138    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1502    0.1724   -0.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8299   -1.3052   -1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177   -3.1208   -1.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718   -2.6756   -1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8378    2.1309   -0.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1717    2.6305    1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -1.7143   -1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9988   -0.0742   -1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8693   -0.9750    0.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1762    1.6567    1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3748    2.0537   -0.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515    2.8616    0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  8 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16  2  1  0
 14  4  1  0
 12  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
 11 23  1  0
 11 24  1  0
 13 25  1  0
 13 26  1  0
 13 27  1  0
 17 28  1  0
 17 29  1  0
 17 30  1  0
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       7.600   2.939   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.061   2.891   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.250   4.200   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.711   4.152   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.983   2.795   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.443   2.747   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.632   4.056   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.360   5.413   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.899   5.461   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.863   3.689   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.977   2.153   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.449   1.571   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      -2.286   1.341   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -2.040   4.683   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.794   1.486   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.333   1.534   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.144   0.225   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   15                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7   11   14                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    6                                                       
CONECT   13   11                                                            
CONECT   14   10                                                            
CONECT   15    5   16                                                       
CONECT   16   15    2   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0247658
HETATM    1  C1  UNL     1      -4.532  -0.740  -0.140  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.096  -0.421  -0.119  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.195  -1.388  -0.449  1.00  0.00           N  
HETATM    4  C3  UNL     1      -0.883  -1.123  -0.437  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.001  -2.137  -0.779  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.380  -1.883  -0.775  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.844  -0.642  -0.433  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.947   0.349  -0.097  1.00  0.00           C  
HETATM    9  N2  UNL     1       1.693   1.428   0.182  1.00  0.00           N  
HETATM   10  C8  UNL     1       3.014   1.185   0.044  1.00  0.00           C  
HETATM   11  N3  UNL     1       4.105   2.063   0.247  1.00  0.00           N  
HETATM   12  N4  UNL     1       3.075  -0.126  -0.344  1.00  0.00           N  
HETATM   13  C9  UNL     1       4.351  -0.798  -0.606  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.419   0.130  -0.092  1.00  0.00           C  
HETATM   15  N5  UNL     1      -1.322   1.071   0.229  1.00  0.00           N  
HETATM   16  C11 UNL     1      -2.648   0.835   0.227  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.654   1.869   0.581  1.00  0.00           C  
HETATM   18  H1  UNL     1      -4.809  -1.314   0.790  1.00  0.00           H  
HETATM   19  H2  UNL     1      -5.150   0.172  -0.114  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.830  -1.305  -1.055  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.318  -3.121  -1.052  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.072  -2.676  -1.042  1.00  0.00           H  
HETATM   23  H6  UNL     1       4.838   2.131  -0.473  1.00  0.00           H  
HETATM   24  H7  UNL     1       4.172   2.631   1.103  1.00  0.00           H  
HETATM   25  H8  UNL     1       4.198  -1.714  -1.179  1.00  0.00           H  
HETATM   26  H9  UNL     1       4.999  -0.074  -1.163  1.00  0.00           H  
HETATM   27  H10 UNL     1       4.869  -0.975   0.369  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.176   1.657   1.530  1.00  0.00           H  
HETATM   29  H12 UNL     1      -4.375   2.054  -0.266  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.151   2.862   0.730  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   16
CONECT    3    4
CONECT    4    5    5   14
CONECT    5    6   21
CONECT    6    7    7   22
CONECT    7    8   12
CONECT    8    9   14   14
CONECT    9   10   10
CONECT   10   11   12
CONECT   11   23   24
CONECT   12   13
CONECT   13   25   26   27
CONECT   14   15
CONECT   15   16   16
CONECT   16   17
CONECT   17   28   29   30
END

HMDB0247658
     RDKit          3D
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.5316   -0.7397   -0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958   -0.4212   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1948   -1.3880   -0.4486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8835   -1.1227   -0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0014   -2.1369   -0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805   -1.8833   -0.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8438   -0.6415   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9467    0.3494   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935    1.4283    0.1820 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137    1.1847    0.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1053    2.0630    0.2465 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0754   -0.1263   -0.3442 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508   -0.7978   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194    0.1303   -0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    1.0715    0.2295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6481    0.8347    0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6542    1.8686    0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8095   -1.3138    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1502    0.1724   -0.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8299   -1.3052   -1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177   -3.1208   -1.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718   -2.6756   -1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8378    2.1309   -0.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1717    2.6305    1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983   -1.7143   -1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9988   -0.0742   -1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8693   -0.9750    0.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1762    1.6567    1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3748    2.0537   -0.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515    2.8616    0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  8 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16  2  1  0
 14  4  1  0
 12  7  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
 11 23  1  0
 11 24  1  0
 13 25  1  0
 13 26  1  0
 13 27  1  0
 17 28  1  0
 17 29  1  0
 17 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7,8-DiMIQX	HMDB
ATMIQ	HMDB

Chemical Formula

C₁₂H₁₃N₅

Average Molecular Weight

227.271

Monoisotopic Molecular Weight

227.117095439

IUPAC Name

3,7,8-trimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine

Traditional Name

3,7,8-trimethylimidazo[4,5-f]quinoxalin-2-amine

CAS Registry Number

Not Available

SMILES

CN1C(N)=NC2=C1C=CC1=C2N=C(C)C(C)=N1

InChI Identifier

InChI=1S/C12H13N5/c1-6-7(2)15-10-8(14-6)4-5-9-11(10)16-12(13)17(9)3/h4-5H,1-3H3,(H2,13,16)

InChI Key

JFQHIQJNQCWLNR-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
Benzimidazole
Aminoimidazole
Benzenoid
Pyrazine
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Azacycle
Primary amine
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
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)

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	1.61	ALOGPS
logP	0.93	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	4.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.62 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	64.61 m³·mol⁻¹	ChemAxon
Polarizability	25.2 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
DeepCCS	[M+H]+	153.426	30932474
DeepCCS	[M-H]-	151.03	30932474
DeepCCS	[M-2H]-	184.05	30932474
DeepCCS	[M+Na]+	159.369	30932474
AllCCS	[M+H]+	154.1	32859911
AllCCS	[M+H-H2O]+	150.4	32859911
AllCCS	[M+NH4]+	157.5	32859911
AllCCS	[M+Na]+	158.5	32859911
AllCCS	[M-H]-	154.4	32859911
AllCCS	[M+Na-2H]-	154.3	32859911
AllCCS	[M+HCOO]-	154.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline	CN1C(N)=NC2=C1C=CC1=C2N=C(C)C(C)=N1	3039.3	Standard polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline	CN1C(N)=NC2=C1C=CC1=C2N=C(C)C(C)=N1	2347.3	Standard non polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline	CN1C(N)=NC2=C1C=CC1=C2N=C(C)C(C)=N1	2634.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,1TMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N[Si](C)(C)C)N3C	2632.6	Semi standard non polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,1TMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N[Si](C)(C)C)N3C	2312.8	Standard non polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,1TMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N[Si](C)(C)C)N3C	3433.1	Standard polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,2TMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N([Si](C)(C)C)[Si](C)(C)C)N3C	2559.3	Semi standard non polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,2TMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N([Si](C)(C)C)[Si](C)(C)C)N3C	2463.5	Standard non polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,2TMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N([Si](C)(C)C)[Si](C)(C)C)N3C	3148.1	Standard polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,1TBDMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N[Si](C)(C)C(C)(C)C)N3C	2837.5	Semi standard non polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,1TBDMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N[Si](C)(C)C(C)(C)C)N3C	2500.1	Standard non polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,1TBDMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N[Si](C)(C)C(C)(C)C)N3C	3409.5	Standard polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,2TBDMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N3C	2912.2	Semi standard non polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,2TBDMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N3C	2871.8	Standard non polar	33892256
2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline,2TBDMS,isomer #1	CC1=NC2=CC=C3C(=C2N=C1C)N=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N3C	3208.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0930000000-6179fd87698237ab9553	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline 10V, Positive-QTOF	splash10-004i-0090000000-7d0a9d062589b22b4faf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline 20V, Positive-QTOF	splash10-004i-0090000000-ced8121688e26593ecfa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline 40V, Positive-QTOF	splash10-0bt9-0920000000-b1652a1cf62174b148a6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline 10V, Negative-QTOF	splash10-004i-0090000000-eaa75a9a8c9828a1b313	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline 20V, Negative-QTOF	splash10-004i-0490000000-b615c20a1bd059884d4a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline 40V, Negative-QTOF	splash10-0592-1910000000-895b559e912793bde76a	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

94645

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

104855

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-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline (HMDB0247658)

MOL for HMDB0247658 (2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline)

3D MOL for HMDB0247658 (2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline)

3D SDF for HMDB0247658 (2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline)

3D-SDF for HMDB0247658 (2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline)

PDB for HMDB0247658 (2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline)

3D PDB for HMDB0247658 (2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline)

SMILES for HMDB0247658 (2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline)

INCHI for HMDB0247658 (2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline)

Structure for HMDB0247658 (2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline)

3D Structure for HMDB0247658 (2-Amino-3,7,8-trimethylimidazo(4,5-f)quinoxaline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra