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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:40:02 UTC

Update Date

2021-09-26 22:57:26 UTC

HMDB ID

HMDB0247642

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Anilino-5,8-quinolinedione

Description

6-Anilino-5,8-quinolinedione, also known as ly 83583, belongs to the class of organic compounds known as quinoline quinones. These are quinoline derivative with a structure containing a 5,8-dihydroisoquinoline-5,8-dione skeleton. Based on a literature review a significant number of articles have been published on 6-Anilino-5,8-quinolinedione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-anilino-5,8-quinolinedione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Anilino-5,8-quinolinedione 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

HMDB0247642
     RDKit          3D
6-Anilino-5,8-quinolinedione
 29 31  0  0  0  0  0  0  0  0999 V2000
    1.4087    1.8570   -1.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3579    0.6418   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1915   -0.1896   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9498    0.3860   -1.5146 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2034    0.4976   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3916    0.0518    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6353    0.1667    1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6765    0.7382    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.1975   -0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581    1.0605   -1.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120   -1.4472   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3616   -2.0561    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3343   -3.2566    0.5523 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5746   -1.2521    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -1.7858    1.0034 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7672   -1.0470    1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280    0.2620    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    0.8488    0.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268    0.0582   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8671    0.7418   -2.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026   -0.3969    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165   -0.1684    2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6589    0.8524    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3339    1.6463   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    1.4060   -2.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -2.0691   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6599   -1.4664    1.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126    0.8528    0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6264    1.8696   -0.1778 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
  3 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 10  5  1  0
 19 14  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END


  Mrv1652309112102402D          

 19 21  0  0  0  0            999 V2000
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   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
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    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
   -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
    0.0000   -2.4750    0.0000 O   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
    0.0000    0.8250    0.0000 O   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
    2.1434   -0.4125    0.0000 C   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
    1.4289   -1.6500    0.0000 N   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  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
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 12 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247642

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C=C(NC2=CC=CC=C2)C(=O)C2=C1N=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C15H10N2O2/c18-13-9-12(17-10-5-2-1-3-6-10)15(19)11-7-4-8-16-14(11)13/h1-9,17H

> <INCHI_KEY>
GXIJYWUWLNHKNW-UHFFFAOYSA-N

> <FORMULA>
C15H10N2O2

> <MOLECULAR_WEIGHT>
250.257

> <EXACT_MASS>
250.07422757

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
25.442225202573276

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(phenylamino)-5,8-dihydroquinoline-5,8-dione

> <ALOGPS_LOGP>
2.30

> <JCHEM_LOGP>
1.5781400656666666

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.274653086357084

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.124369178625026

> <JCHEM_PKA_STRONGEST_BASIC>
1.6598831271005179

> <JCHEM_POLAR_SURFACE_AREA>
59.06

> <JCHEM_REFRACTIVITY>
73.6122

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(phenylamino)quinoline-5,8-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247642
     RDKit          3D
6-Anilino-5,8-quinolinedione
 29 31  0  0  0  0  0  0  0  0999 V2000
    1.4087    1.8570   -1.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3579    0.6418   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1915   -0.1896   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9498    0.3860   -1.5146 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2034    0.4976   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3916    0.0518    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6353    0.1667    1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6765    0.7382    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.1975   -0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581    1.0605   -1.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120   -1.4472   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3616   -2.0561    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3343   -3.2566    0.5523 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5746   -1.2521    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -1.7858    1.0034 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7672   -1.0470    1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280    0.2620    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    0.8488    0.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268    0.0582   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8671    0.7418   -2.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026   -0.3969    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165   -0.1684    2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6589    0.8524    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3339    1.6463   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    1.4060   -2.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -2.0691   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6599   -1.4664    1.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126    0.8528    0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6264    1.8696   -0.1778 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
  3 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 10  5  1  0
 19 14  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  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      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.334  -0.770   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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   19                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    8   15                                                  
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   12                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0247642
HETATM    1  O1  UNL     1       1.409   1.857  -1.051  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.358   0.642  -0.683  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.192  -0.190  -0.879  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.950   0.386  -1.515  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.203   0.498  -0.869  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.392   0.052   0.422  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.635   0.167   1.052  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.676   0.738   0.353  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.520   1.198  -0.950  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.258   1.060  -1.536  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.212  -1.447  -0.470  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.362  -2.056   0.180  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.334  -3.257   0.552  1.00  0.00           O  
HETATM   14  C11 UNL     1       2.575  -1.252   0.403  1.00  0.00           C  
HETATM   15  N2  UNL     1       3.662  -1.786   1.003  1.00  0.00           N  
HETATM   16  C12 UNL     1       4.767  -1.047   1.205  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.728   0.262   0.771  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.659   0.849   0.161  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.527   0.058  -0.034  1.00  0.00           C  
HETATM   20  H1  UNL     1      -0.867   0.742  -2.494  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.603  -0.397   0.993  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.816  -0.168   2.052  1.00  0.00           H  
HETATM   23  H4  UNL     1      -5.659   0.852   0.790  1.00  0.00           H  
HETATM   24  H5  UNL     1      -5.334   1.646  -1.502  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.100   1.406  -2.546  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.668  -2.069  -0.619  1.00  0.00           H  
HETATM   27  H8  UNL     1       5.660  -1.466   1.692  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.613   0.853   0.933  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.626   1.870  -0.178  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4   11   11
CONECT    4    5   20
CONECT    5    6    6   10
CONECT    6    7   21
CONECT    7    8    8   22
CONECT    8    9   23
CONECT    9   10   10   24
CONECT   10   25
CONECT   11   12   26
CONECT   12   13   13   14
CONECT   14   15   15   19
CONECT   15   16
CONECT   16   17   17   27
CONECT   17   18   28
CONECT   18   19   19   29
END

HMDB0247642
     RDKit          3D
6-Anilino-5,8-quinolinedione
 29 31  0  0  0  0  0  0  0  0999 V2000
    1.4087    1.8570   -1.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3579    0.6418   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1915   -0.1896   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9498    0.3860   -1.5146 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2034    0.4976   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3916    0.0518    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6353    0.1667    1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6765    0.7382    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.1975   -0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581    1.0605   -1.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120   -1.4472   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3616   -2.0561    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3343   -3.2566    0.5523 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5746   -1.2521    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -1.7858    1.0034 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7672   -1.0470    1.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280    0.2620    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6585    0.8488    0.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268    0.0582   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8671    0.7418   -2.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026   -0.3969    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165   -0.1684    2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6589    0.8524    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3339    1.6463   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0999    1.4060   -2.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -2.0691   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6599   -1.4664    1.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126    0.8528    0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6264    1.8696   -0.1778 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
  3 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 10  5  1  0
 19 14  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 16 27  1  0
 17 28  1  0
 18 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-(Phenylamino)-5,8-quinolinedione	ChEBI
LY 83583	ChEBI
LY-83583	ChEBI

Chemical Formula

C₁₅H₁₀N₂O₂

Average Molecular Weight

250.257

Monoisotopic Molecular Weight

250.07422757

IUPAC Name

6-(phenylamino)-5,8-dihydroquinoline-5,8-dione

Traditional Name

6-(phenylamino)quinoline-5,8-dione

CAS Registry Number

Not Available

SMILES

O=C1C=C(NC2=CC=CC=C2)C(=O)C2=C1N=CC=C2

InChI Identifier

InChI=1S/C15H10N2O2/c18-13-9-12(17-10-5-2-1-3-6-10)15(19)11-7-4-8-16-14(11)13/h1-9,17H

InChI Key

GXIJYWUWLNHKNW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline quinones. These are quinoline derivative with a structure containing a 5,8-dihydroisoquinoline-5,8-dione skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline quinones

Direct Parent

Quinoline quinones

Alternative Parents

Substituents

Quinoline quinone
Dihydroquinoline
Aniline or substituted anilines
Aryl ketone
Secondary aliphatic/aromatic amine
Monocyclic benzene moiety
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Ketone
Enamine
Azacycle
Secondary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinone (CHEBI:78677 )
aromatic amine (CHEBI:78677 )
aminoquinoline (CHEBI:78677 )
quinolone (CHEBI:78677 )

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	2.3	ALOGPS
logP	1.58	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	11.12	ChemAxon
pKa (Strongest Basic)	1.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.61 m³·mol⁻¹	ChemAxon
Polarizability	25.44 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]+	157.14	30932474
DeepCCS	[M-H]-	154.753	30932474
DeepCCS	[M-2H]-	187.702	30932474
DeepCCS	[M+Na]+	163.204	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Anilino-5,8-quinolinedione	O=C1C=C(NC2=CC=CC=C2)C(=O)C2=C1N=CC=C2	3465.1	Standard polar	33892256
6-Anilino-5,8-quinolinedione	O=C1C=C(NC2=CC=CC=C2)C(=O)C2=C1N=CC=C2	2283.4	Standard non polar	33892256
6-Anilino-5,8-quinolinedione	O=C1C=C(NC2=CC=CC=C2)C(=O)C2=C1N=CC=C2	2594.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Anilino-5,8-quinolinedione,1TMS,isomer #1	C[Si](C)(C)N(C1=CC(=O)C2=NC=CC=C2C1=O)C1=CC=CC=C1	2443.0	Semi standard non polar	33892256
6-Anilino-5,8-quinolinedione,1TMS,isomer #1	C[Si](C)(C)N(C1=CC(=O)C2=NC=CC=C2C1=O)C1=CC=CC=C1	2255.3	Standard non polar	33892256
6-Anilino-5,8-quinolinedione,1TMS,isomer #1	C[Si](C)(C)N(C1=CC(=O)C2=NC=CC=C2C1=O)C1=CC=CC=C1	3594.0	Standard polar	33892256
6-Anilino-5,8-quinolinedione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC(=O)C2=NC=CC=C2C1=O)C1=CC=CC=C1	2669.0	Semi standard non polar	33892256
6-Anilino-5,8-quinolinedione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC(=O)C2=NC=CC=C2C1=O)C1=CC=CC=C1	2435.2	Standard non polar	33892256
6-Anilino-5,8-quinolinedione,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC(=O)C2=NC=CC=C2C1=O)C1=CC=CC=C1	3647.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Anilino-5,8-quinolinedione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-1490000000-ac7f66be3df907b15479	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Anilino-5,8-quinolinedione 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 - 6-Anilino-5,8-quinolinedione 10V, Positive-QTOF	splash10-0udi-0090000000-01844139d9a1e29fbe91	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Anilino-5,8-quinolinedione 20V, Positive-QTOF	splash10-0udi-0090000000-01844139d9a1e29fbe91	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Anilino-5,8-quinolinedione 40V, Positive-QTOF	splash10-014i-3920000000-648dddeaa11744d8fd2b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Anilino-5,8-quinolinedione 10V, Negative-QTOF	splash10-0002-0090000000-6971a302c8bdd54e5834	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Anilino-5,8-quinolinedione 20V, Negative-QTOF	splash10-0002-0090000000-28b890516b780dd85c27	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Anilino-5,8-quinolinedione 40V, Negative-QTOF	splash10-0002-2970000000-770c99d23a84bfe71d16	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

3838

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3976

PDB ID

Not Available

ChEBI ID

78677

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-Anilino-5,8-quinolinedione (HMDB0247642)

MOL for HMDB0247642 (6-Anilino-5,8-quinolinedione)

3D MOL for HMDB0247642 (6-Anilino-5,8-quinolinedione)

3D SDF for HMDB0247642 (6-Anilino-5,8-quinolinedione)

3D-SDF for HMDB0247642 (6-Anilino-5,8-quinolinedione)

PDB for HMDB0247642 (6-Anilino-5,8-quinolinedione)

3D PDB for HMDB0247642 (6-Anilino-5,8-quinolinedione)

SMILES for HMDB0247642 (6-Anilino-5,8-quinolinedione)

INCHI for HMDB0247642 (6-Anilino-5,8-quinolinedione)

Structure for HMDB0247642 (6-Anilino-5,8-quinolinedione)

3D Structure for HMDB0247642 (6-Anilino-5,8-quinolinedione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra