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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:37:29 UTC

Update Date

2022-11-23 22:29:20 UTC

HMDB ID

HMDB0259153

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Triaziquone

Description

Triaziquone, also known as triazichon, belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively. Based on a literature review a significant number of articles have been published on Triaziquone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Triaziquone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Triaziquone 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

HMDB0259153
     RDKit          3D
TRIAZIQUONE
 30 33  0  0  0  0  0  0  0  0999 V2000
   -0.1186    3.1247   -0.0421 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385    1.9091   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6398    1.5083   -0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0302    0.2428   -0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -0.1060   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270   -0.0504   -1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6691   -0.6365    0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999   -0.7850    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2823   -2.0073    0.0943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253   -0.4142    0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4457   -1.3927    0.2304 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334   -2.2660   -0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3997   -2.2969    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    0.8629    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1543    1.1967    0.1616 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5754    0.9953    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    2.2451    0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    2.2962   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9591    1.0146   -1.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -0.6521   -1.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911   -1.7579    0.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1896   -0.0692    1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7069   -3.0177   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0432   -1.6944   -1.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617   -1.8658    1.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159   -3.2478    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    0.2748    0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9033    0.9639   -1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0175    3.1408   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    2.4847    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14  2  1  0
 17 15  1  0
  7  5  1  0
 13 11  1  0
  3 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 16 27  1  0
 16 28  1  0
 17 29  1  0
 17 30  1  0
M  END

  Mrv1572004191601082D          

 17 20  0  0  0  0            999 V2000
    0.3020   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  8  1  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 10  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  2  0  0  0  0
 17 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259153

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C=C(N2CC2)C(=O)C(N2CC2)=C1N1CC1

> <INCHI_IDENTIFIER>
InChI=1S/C12H13N3O2/c16-9-7-8(13-1-2-13)12(17)11(15-5-6-15)10(9)14-3-4-14/h7H,1-6H2

> <INCHI_KEY>
PXSOHRWMIRDKMP-UHFFFAOYSA-N

> <FORMULA>
C12H13N3O2

> <MOLECULAR_WEIGHT>
231.255

> <EXACT_MASS>
231.100776671

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.31475423372844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,5-tris(aziridin-1-yl)cyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
0.26

> <JCHEM_LOGP>
-0.5110918026666675

> <ALOGPS_LOGS>
-0.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.571571011838282

> <JCHEM_POLAR_SURFACE_AREA>
43.4

> <JCHEM_REFRACTIVITY>
66.2044

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.52e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
triaziquone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259153
     RDKit          3D
TRIAZIQUONE
 30 33  0  0  0  0  0  0  0  0999 V2000
   -0.1186    3.1247   -0.0421 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385    1.9091   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6398    1.5083   -0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0302    0.2428   -0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -0.1060   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270   -0.0504   -1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6691   -0.6365    0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999   -0.7850    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2823   -2.0073    0.0943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253   -0.4142    0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4457   -1.3927    0.2304 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334   -2.2660   -0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3997   -2.2969    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    0.8629    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1543    1.1967    0.1616 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5754    0.9953    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    2.2451    0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    2.2962   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9591    1.0146   -1.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -0.6521   -1.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911   -1.7579    0.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1896   -0.0692    1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7069   -3.0177   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0432   -1.6944   -1.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617   -1.8658    1.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159   -3.2478    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    0.2748    0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9033    0.9639   -1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0175    3.1408   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    2.4847    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14  2  1  0
 17 15  1  0
  7  5  1  0
 13 11  1  0
  3 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 16 27  1  0
 16 28  1  0
 17 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       0.564  -3.644   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.104  -3.644   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.104   5.184   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.564   5.184   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.541   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.771   3.644   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2   13                                                       
CONECT    2    1   13                                                       
CONECT    3    4   14                                                       
CONECT    4    3   14                                                       
CONECT    5    6   15                                                       
CONECT    6    5   15                                                       
CONECT    7    8    9                                                       
CONECT    8    7   12   13                                                  
CONECT    9    7   10   16                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12   15                                                  
CONECT   12    8   11   17                                                  
CONECT   13    1    2    8                                                  
CONECT   14    3    4   10                                                  
CONECT   15    5    6   11                                                  
CONECT   16    9                                                            
CONECT   17   12                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   40    0
END

COMPND    HMDB0259153
HETATM    1  O1  UNL     1      -0.119   3.125  -0.042  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.238   1.909  -0.011  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.640   1.508  -0.078  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.030   0.243  -0.047  1.00  0.00           C  
HETATM    5  N1  UNL     1       3.411  -0.106  -0.114  1.00  0.00           N  
HETATM    6  C4  UNL     1       4.627  -0.050  -1.014  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.669  -0.636   0.318  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.000  -0.785   0.059  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.282  -2.007   0.094  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.425  -0.414   0.128  1.00  0.00           C  
HETATM   11  N2  UNL     1      -1.446  -1.393   0.230  1.00  0.00           N  
HETATM   12  C8  UNL     1      -2.333  -2.266  -0.664  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.400  -2.297   0.806  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.768   0.863   0.093  1.00  0.00           C  
HETATM   15  N3  UNL     1      -2.154   1.197   0.162  1.00  0.00           N  
HETATM   16  C11 UNL     1      -3.575   0.995   0.001  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.147   2.245   0.554  1.00  0.00           C  
HETATM   18  H1  UNL     1       2.396   2.296  -0.156  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.959   1.015  -1.127  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.440  -0.652  -1.920  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.691  -1.758   0.374  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.190  -0.069   1.111  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.707  -3.018  -1.197  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.043  -1.694  -1.277  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.262  -1.866   1.336  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.016  -3.248   1.278  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.110   0.275   0.650  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.903   0.964  -1.070  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.018   3.141  -0.102  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.147   2.485   1.627  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4    4   18
CONECT    4    5    8
CONECT    5    6    7
CONECT    6    7   19   20
CONECT    7   21   22
CONECT    8    9    9   10
CONECT   10   11   14   14
CONECT   11   12   13
CONECT   12   13   23   24
CONECT   13   25   26
CONECT   14   15
CONECT   15   16   17
CONECT   16   17   27   28
CONECT   17   29   30
END

HMDB0259153
     RDKit          3D
TRIAZIQUONE
 30 33  0  0  0  0  0  0  0  0999 V2000
   -0.1186    3.1247   -0.0421 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385    1.9091   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6398    1.5083   -0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0302    0.2428   -0.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -0.1060   -0.1139 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270   -0.0504   -1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6691   -0.6365    0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999   -0.7850    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2823   -2.0073    0.0943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253   -0.4142    0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4457   -1.3927    0.2304 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334   -2.2660   -0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3997   -2.2969    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    0.8629    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1543    1.1967    0.1616 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5754    0.9953    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    2.2451    0.5539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    2.2962   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9591    1.0146   -1.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -0.6521   -1.9205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911   -1.7579    0.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1896   -0.0692    1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7069   -3.0177   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0432   -1.6944   -1.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617   -1.8658    1.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159   -3.2478    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1099    0.2748    0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9033    0.9639   -1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0175    3.1408   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1475    2.4847    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 10 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14  2  1  0
 17 15  1  0
  7  5  1  0
 13 11  1  0
  3 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 16 27  1  0
 16 28  1  0
 17 29  1  0
 17 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,1',1''-(3,6-Dioxo-1,4-cyclohexadiene-1,2,4-triyl)trisaziridine	ChEBI
2,3,5-Ethylenimine-1,4-benzoquinone	ChEBI
2,3,5-Tri(1-aziridinyl)-p-benzoquinone	ChEBI
2,3,5-Tri-(1-aziridinyl)-p-benzoquinone	ChEBI
2,3,5-Triethyleneimino-1,4-benzoquinone	ChEBI
2,3,5-Tris(1-aziridino)-p-benzoquinone	ChEBI
2,3,5-Tris(1-aziridinyl)-2,5-cyclohexadiene-1,4-dione	ChEBI
2,3,5-Tris(1-aziridinyl)-p-benzoquinone	ChEBI
2,3,5-Tris(aziridino)-1,4-benzoquinone	ChEBI
2,3,5-Tris(ethyleneimino)-1,4-benzoquinone	ChEBI
2,3,5-Tris(ethylenimino)-1,4-benzoquinone	ChEBI
2,3,5-Tris(ethylenimino)-p-benzoquinone	ChEBI
2,3,5-Tris(ethylenimino)benzoquinone	ChEBI
2,3,5-Trisethyleneiminobenzoquinone	ChEBI
Triazichon	ChEBI
Triazicuona	ChEBI
Triaziquonum	ChEBI
Triethyleneaminobenzoquinone	ChEBI
Tris(1-aziridinyl)-p-benzoquinone	ChEBI
Tris(aziridinyl)-p-benzoquinone	ChEBI
Tris(aziridinyl)-para-benzoquinone	ChEBI
Tris(ethyleneimino)benzoquinone	ChEBI
2,3,5-Tris(ethyleneimine)benzoquinone	MeSH
Trenimon	MeSH
Triaziquone	MeSH

Chemical Formula

C₁₂H₁₃N₃O₂

Average Molecular Weight

231.255

Monoisotopic Molecular Weight

231.100776671

IUPAC Name

2,3,5-tris(aziridin-1-yl)cyclohexa-2,5-diene-1,4-dione

Traditional Name

triaziquone

CAS Registry Number

Not Available

SMILES

O=C1C=C(N2CC2)C(=O)C(N2CC2)=C1N1CC1

InChI Identifier

InChI=1S/C12H13N3O2/c16-9-7-8(13-1-2-13)12(17)11(15-5-6-15)10(9)14-3-4-14/h7H,1-6H2

InChI Key

PXSOHRWMIRDKMP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

P-benzoquinones

Alternative Parents

Substituents

P-benzoquinone
Vinylogous amide
Vinylaziridine
N-vinylaziridine
Tertiary amine
Tertiary aliphatic amine
Aziridine
Enamine
Organoheterocyclic compound
Azacycle
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

benzoquinones (CHEBI:27090 )
aziridines (CHEBI:27090 )

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	0.26	ALOGPS
logP	-0.51	ChemAxon
logS	-0.49	ALOGPS
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.4 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.2 m³·mol⁻¹	ChemAxon
Polarizability	23.31 Å³	ChemAxon
Number of Rings	4	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]+	155.28	30932474
DeepCCS	[M-H]-	152.885	30932474
DeepCCS	[M-2H]-	185.906	30932474
DeepCCS	[M+Na]+	161.31	30932474
AllCCS	[M+H]+	152.1	32859911
AllCCS	[M+H-H2O]+	148.3	32859911
AllCCS	[M+NH4]+	155.7	32859911
AllCCS	[M+Na]+	156.7	32859911
AllCCS	[M-H]-	154.8	32859911
AllCCS	[M+Na-2H]-	154.3	32859911
AllCCS	[M+HCOO]-	153.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
TRIAZIQUONE	O=C1C=C(N2CC2)C(=O)C(N2CC2)=C1N1CC1	2976.1	Standard polar	33892256
TRIAZIQUONE	O=C1C=C(N2CC2)C(=O)C(N2CC2)=C1N1CC1	2124.8	Standard non polar	33892256
TRIAZIQUONE	O=C1C=C(N2CC2)C(=O)C(N2CC2)=C1N1CC1	2296.2	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 - Triaziquone GC-MS (Non-derivatized) - 70eV, Positive	splash10-000j-6940000000-200af1ed2eeb989596d9	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Triaziquone 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 - Triaziquone 10V, Positive-QTOF	splash10-001i-0090000000-63a74b306c9879dfeb57	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triaziquone 20V, Positive-QTOF	splash10-001j-2920000000-b15774a0f51b541bb991	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triaziquone 40V, Positive-QTOF	splash10-05o3-8900000000-05831c82d6e9a8f474f5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triaziquone 10V, Negative-QTOF	splash10-001i-1190000000-139eb38ab5fb0c1d98c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triaziquone 20V, Negative-QTOF	splash10-000t-3940000000-ea2f94064304bfad3fd8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Triaziquone 40V, Negative-QTOF	splash10-01oy-3910000000-7e616938c0592959e0f3	2016-08-03	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

DB13304

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5999

KEGG Compound ID

C19542

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Triaziquone

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

27090

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 Triaziquone (HMDB0259153)

MOL for HMDB0259153 (Triaziquone)

3D MOL for HMDB0259153 (Triaziquone)

3D SDF for HMDB0259153 (Triaziquone)

3D-SDF for HMDB0259153 (Triaziquone)

PDB for HMDB0259153 (Triaziquone)

3D PDB for HMDB0259153 (Triaziquone)

SMILES for HMDB0259153 (Triaziquone)

INCHI for HMDB0259153 (Triaziquone)

Structure for HMDB0259153 (Triaziquone)

3D Structure for HMDB0259153 (Triaziquone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra