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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:58:08 UTC

Update Date

2021-09-26 23:03:41 UTC

HMDB ID

HMDB0251600

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Doxantrazole

Description

3-(2H-1,2,3,4-tetrazol-5-yl)-9H-10λ⁶-thioxanthene-9,10,10-trione belongs to the class of organic compounds known as thioxanthones. Thioxanthones are compounds containing a thioxanthene moiety which bears an ketone group. 3-(2H-1,2,3,4-tetrazol-5-yl)-9H-10λ⁶-thioxanthene-9,10,10-trione is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Doxantrazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Doxantrazole 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

HMDB0251600
     RDKit          3D
Doxantrazole
 30 33  0  0  0  0  0  0  0  0999 V2000
   -1.4651    2.2565   -1.6282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2937    1.2118   -0.9035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4844    0.4704   -0.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7394    0.9194   -0.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9051    0.2636   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8310   -0.8754    0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6320   -1.3388    0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4697   -0.6704    0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9322   -1.2724    0.8147 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.6534   -2.6469    0.2398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9312   -1.3400    2.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292   -0.2161    0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6589   -0.4917    0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6837    0.3149    0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0654    0.0334    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1493    0.7303    0.1044 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2121    0.1074    0.6383 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165   -0.9572    1.3164 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4867   -0.9928    1.1996 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4021    1.4288   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1006    1.7125   -0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0591    0.8856   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831    1.8199   -1.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8560    0.6625   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7353   -1.3862    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312   -2.2312    1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8487   -1.3796    1.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3658   -1.6635    1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1990    2.0519   -0.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8657    2.5936   -1.6093 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 14 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
  8  3  1  0
 22 12  1  0
 19 15  2  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 13 27  1  0
 18 28  1  0
 20 29  1  0
 21 30  1  0
M  END


  Mrv1533004241521542D          

 22 25  0  0  0  0            999 V2000
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    2.1434    2.0625    0.0000 O   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
    2.1434   -0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561   -1.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307   -1.1409    0.0000 O   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 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
   -0.8007   -1.2330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6077   -1.4045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0202   -0.6900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -0.0769    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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  2  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251600

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C2=CC=CC=C2S(=O)(=O)C2=C1C=CC(=C2)C1=NNN=N1

> <INCHI_IDENTIFIER>
InChI=1S/C14H8N4O3S/c19-13-9-3-1-2-4-11(9)22(20,21)12-7-8(5-6-10(12)13)14-15-17-18-16-14/h1-7H,(H,15,16,17,18)

> <INCHI_KEY>
VIDCTSLIEZMQRF-UHFFFAOYSA-N

> <FORMULA>
C14H8N4O3S

> <MOLECULAR_WEIGHT>
312.3

> <EXACT_MASS>
312.031711308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
29.723742152288143

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2H-1,2,3,4-tetrazol-5-yl)-9H-10λ⁶-thioxanthene-9,10,10-trione

> <ALOGPS_LOGP>
1.29

> <JCHEM_LOGP>
2.149323229333333

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.35910270003825

> <JCHEM_PKA_STRONGEST_BASIC>
-1.450941644431699

> <JCHEM_POLAR_SURFACE_AREA>
105.66999999999999

> <JCHEM_REFRACTIVITY>
91.46990000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2H-1,2,3,4-tetrazol-5-yl)-10λ⁶-thioxanthene-9,10,10-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251600
     RDKit          3D
Doxantrazole
 30 33  0  0  0  0  0  0  0  0999 V2000
   -1.4651    2.2565   -1.6282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2937    1.2118   -0.9035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4844    0.4704   -0.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7394    0.9194   -0.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9051    0.2636   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8310   -0.8754    0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6320   -1.3388    0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4697   -0.6704    0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9322   -1.2724    0.8147 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.6534   -2.6469    0.2398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9312   -1.3400    2.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292   -0.2161    0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6589   -0.4917    0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6837    0.3149    0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0654    0.0334    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1493    0.7303    0.1044 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2121    0.1074    0.6383 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165   -0.9572    1.3164 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4867   -0.9928    1.1996 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4021    1.4288   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1006    1.7125   -0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0591    0.8856   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831    1.8199   -1.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8560    0.6625   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7353   -1.3862    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312   -2.2312    1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8487   -1.3796    1.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3658   -1.6635    1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1990    2.0519   -0.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8657    2.5936   -1.6093 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 14 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
  8  3  1  0
 22 12  1  0
 19 15  2  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 13 27  1  0
 18 28  1  0
 20 29  1  0
 21 30  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       4.001  -0.770   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0       3.278  -2.130   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       4.724  -2.130   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -1.495  -2.302   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -3.001  -2.622   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -3.771  -1.288   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      -2.741  -0.144   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   17                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10    4   12   13                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16    9                                                       
CONECT   18   15   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0251600
HETATM    1  O1  UNL     1      -1.465   2.257  -1.628  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.294   1.212  -0.904  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.484   0.470  -0.528  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.739   0.919  -0.965  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.905   0.264  -0.645  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.831  -0.875   0.133  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.632  -1.339   0.574  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.470  -0.670   0.245  1.00  0.00           C  
HETATM    9  S1  UNL     1      -0.932  -1.272   0.815  1.00  0.00           S  
HETATM   10  O2  UNL     1      -0.653  -2.647   0.240  1.00  0.00           O  
HETATM   11  O3  UNL     1      -0.931  -1.340   2.332  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.329  -0.216   0.234  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.659  -0.492   0.561  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.684   0.315   0.124  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.065   0.033   0.461  1.00  0.00           C  
HETATM   16  N1  UNL     1       5.149   0.730   0.104  1.00  0.00           N  
HETATM   17  N2  UNL     1       6.212   0.107   0.638  1.00  0.00           N  
HETATM   18  N3  UNL     1       5.817  -0.957   1.316  1.00  0.00           N  
HETATM   19  N4  UNL     1       4.487  -0.993   1.200  1.00  0.00           N  
HETATM   20  C12 UNL     1       2.402   1.429  -0.659  1.00  0.00           C  
HETATM   21  C13 UNL     1       1.101   1.712  -0.989  1.00  0.00           C  
HETATM   22  C14 UNL     1       0.059   0.886  -0.540  1.00  0.00           C  
HETATM   23  H1  UNL     1      -3.783   1.820  -1.578  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.856   0.662  -1.015  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.735  -1.386   0.383  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.531  -2.231   1.188  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.849  -1.380   1.182  1.00  0.00           H  
HETATM   28  H6  UNL     1       6.366  -1.664   1.852  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.199   2.052  -0.996  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.866   2.594  -1.609  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   22
CONECT    3    4    4    8
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9
CONECT    9   10   10   11   11
CONECT    9   12
CONECT   12   13   13   22
CONECT   13   14   27
CONECT   14   15   20   20
CONECT   15   16   19   19
CONECT   16   17   17
CONECT   17   18
CONECT   18   19   28
CONECT   20   21   29
CONECT   21   22   22   30
END

HMDB0251600
     RDKit          3D
Doxantrazole
 30 33  0  0  0  0  0  0  0  0999 V2000
   -1.4651    2.2565   -1.6282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2937    1.2118   -0.9035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4844    0.4704   -0.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7394    0.9194   -0.9648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9051    0.2636   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8310   -0.8754    0.1335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6320   -1.3388    0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4697   -0.6704    0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9322   -1.2724    0.8147 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.6534   -2.6469    0.2398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9312   -1.3400    2.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292   -0.2161    0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6589   -0.4917    0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6837    0.3149    0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0654    0.0334    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1493    0.7303    0.1044 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2121    0.1074    0.6383 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165   -0.9572    1.3164 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4867   -0.9928    1.1996 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4021    1.4288   -0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1006    1.7125   -0.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0591    0.8856   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831    1.8199   -1.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8560    0.6625   -1.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7353   -1.3862    0.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5312   -2.2312    1.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8487   -1.3796    1.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3658   -1.6635    1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1990    2.0519   -0.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8657    2.5936   -1.6093 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 14 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
  8  3  1  0
 22 12  1  0
 19 15  2  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
 13 27  1  0
 18 28  1  0
 20 29  1  0
 21 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₈N₄O₃S

Average Molecular Weight

312.3

Monoisotopic Molecular Weight

312.031711308

IUPAC Name

3-(2H-1,2,3,4-tetrazol-5-yl)-9H-10λ⁶-thioxanthene-9,10,10-trione

Traditional Name

3-(2H-1,2,3,4-tetrazol-5-yl)-10λ⁶-thioxanthene-9,10,10-trione

CAS Registry Number

Not Available

SMILES

O=C1C2=CC=CC=C2S(=O)(=O)C2=C1C=CC(=C2)C1=NNN=N1

InChI Identifier

InChI=1S/C14H8N4O3S/c19-13-9-3-1-2-4-11(9)22(20,21)12-7-8(5-6-10(12)13)14-15-17-18-16-14/h1-7H,(H,15,16,17,18)

InChI Key

VIDCTSLIEZMQRF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioxanthones. Thioxanthones are compounds containing a thioxanthene moiety which bears an ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiopyrans

Sub Class

1-benzothiopyrans

Direct Parent

Thioxanthones

Alternative Parents

Substituents

Thioxanthone
Aryl ketone
Benzenoid
Azole
Sulfone
Tetrazole
Heteroaromatic compound
Ketone
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen 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)

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	1.29	ALOGPS
logP	2.15	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	7.36	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	105.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.47 m³·mol⁻¹	ChemAxon
Polarizability	29.72 Å³	ChemAxon
Number of Rings	4	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]+	162.597	30932474
DeepCCS	[M-H]-	160.239	30932474
DeepCCS	[M-2H]-	194.144	30932474
DeepCCS	[M+Na]+	169.371	30932474
AllCCS	[M+H]+	170.9	32859911
AllCCS	[M+H-H2O]+	167.3	32859911
AllCCS	[M+NH4]+	174.2	32859911
AllCCS	[M+Na]+	175.2	32859911
AllCCS	[M-H]-	167.8	32859911
AllCCS	[M+Na-2H]-	166.9	32859911
AllCCS	[M+HCOO]-	166.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Doxantrazole	O=C1C2=CC=CC=C2S(=O)(=O)C2=C1C=CC(=C2)C1=NNN=N1	4359.7	Standard polar	33892256
Doxantrazole	O=C1C2=CC=CC=C2S(=O)(=O)C2=C1C=CC(=C2)C1=NNN=N1	3244.1	Standard non polar	33892256
Doxantrazole	O=C1C2=CC=CC=C2S(=O)(=O)C2=C1C=CC(=C2)C1=NNN=N1	3422.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Doxantrazole,1TMS,isomer #1	C[Si](C)(C)N1N=NC(C2=CC=C3C(=O)C4=CC=CC=C4S(=O)(=O)C3=C2)=N1	3348.0	Semi standard non polar	33892256
Doxantrazole,1TMS,isomer #1	C[Si](C)(C)N1N=NC(C2=CC=C3C(=O)C4=CC=CC=C4S(=O)(=O)C3=C2)=N1	2900.5	Standard non polar	33892256
Doxantrazole,1TMS,isomer #1	C[Si](C)(C)N1N=NC(C2=CC=C3C(=O)C4=CC=CC=C4S(=O)(=O)C3=C2)=N1	4391.9	Standard polar	33892256
Doxantrazole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1N=NC(C2=CC=C3C(=O)C4=CC=CC=C4S(=O)(=O)C3=C2)=N1	3524.0	Semi standard non polar	33892256
Doxantrazole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1N=NC(C2=CC=C3C(=O)C4=CC=CC=C4S(=O)(=O)C3=C2)=N1	3107.8	Standard non polar	33892256
Doxantrazole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1N=NC(C2=CC=C3C(=O)C4=CC=CC=C4S(=O)(=O)C3=C2)=N1	4326.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Doxantrazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uej-7691000000-246400c9c4061b586c16	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxantrazole 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 - Doxantrazole 10V, Positive-QTOF	splash10-03di-0009000000-ab9f54034f601d9aefef	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxantrazole 20V, Positive-QTOF	splash10-03di-0009000000-ab9f54034f601d9aefef	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxantrazole 40V, Positive-QTOF	splash10-0a4i-1900000000-21891e0917b8847935db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxantrazole 10V, Negative-QTOF	splash10-03di-0009000000-e30495d80c8c2bac96b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxantrazole 20V, Negative-QTOF	splash10-03di-0009000000-e30495d80c8c2bac96b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxantrazole 40V, Negative-QTOF	splash10-03di-0009000000-e30495d80c8c2bac96b3	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Doxantrazole (HMDB0251600)

MOL for HMDB0251600 (Doxantrazole)

3D MOL for HMDB0251600 (Doxantrazole)

3D SDF for HMDB0251600 (Doxantrazole)

3D-SDF for HMDB0251600 (Doxantrazole)

PDB for HMDB0251600 (Doxantrazole)

3D PDB for HMDB0251600 (Doxantrazole)

SMILES for HMDB0251600 (Doxantrazole)

INCHI for HMDB0251600 (Doxantrazole)

Structure for HMDB0251600 (Doxantrazole)

3D Structure for HMDB0251600 (Doxantrazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra