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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:08:35 UTC

Update Date

2021-09-26 22:53:12 UTC

HMDB ID

HMDB0245031

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Anthraquinonesulfonic acid

Description

9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Based on a literature review very few articles have been published on 9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-anthraquinonesulfonic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Anthraquinonesulfonic acid 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

HMDB0245031
     RDKit          3D
2-Anthraquinonesulfonic acid
 28 30  0  0  0  0  0  0  0  0999 V2000
   -1.3796   -2.4439   -1.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1247   -1.3470   -0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479   -0.4847   -0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5637   -0.8392   -0.6414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6071   -0.0208   -0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105    1.1924    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    1.5377    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    0.7158    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735    1.1075    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908    2.1953    1.1166 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5370    0.2104    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.5756    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051   -0.2291    0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683    0.2329    0.4901 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3854   -1.0062    0.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6545    1.1096    1.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1716    1.0850   -0.8302 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155   -1.4250   -0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198   -1.8011   -0.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2567   -0.9882   -0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7821   -1.7776   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6379   -0.2760   -0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1264    1.8250    0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7594    2.4852    1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569    1.5184    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4878    1.6779   -1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4496   -2.0710   -0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1063   -2.7590   -1.2602 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  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
  8  3  1  0
 20 11  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 12 25  1  0
 17 26  1  0
 18 27  1  0
 19 28  1  0
M  END


  Mrv0541 05041400072D          

 20 22  0  0  0  0            999 V2000
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    3.5724    2.0625    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 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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  8  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  3  2  0  0  0  0
 10  4  2  0  0  0  0
 10  9  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 14  2  0  0  0  0
 20  8  1  0  0  0  0
 20 17  1  0  0  0  0
 20 18  2  0  0  0  0
 20 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245031

> <DATABASE_NAME>
hmdb

> <SMILES>
OS(=O)(=O)C1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H8O5S/c15-13-9-3-1-2-4-10(9)14(16)12-7-8(20(17,18)19)5-6-11(12)13/h1-7H,(H,17,18,19)

> <INCHI_KEY>
MMNWSHJJPDXKCH-UHFFFAOYSA-N

> <FORMULA>
C14H8O5S

> <MOLECULAR_WEIGHT>
288.275

> <EXACT_MASS>
288.009244056

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
27.218734618576395

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid

> <ALOGPS_LOGP>
0.54

> <JCHEM_LOGP>
2.0996127913333336

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.610492603267435

> <JCHEM_PKA_STRONGEST_BASIC>
-7.345798843570654

> <JCHEM_POLAR_SURFACE_AREA>
88.50999999999999

> <JCHEM_REFRACTIVITY>
71.7735

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,10-dioxoanthracene-2-sulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245031
     RDKit          3D
2-Anthraquinonesulfonic acid
 28 30  0  0  0  0  0  0  0  0999 V2000
   -1.3796   -2.4439   -1.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1247   -1.3470   -0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479   -0.4847   -0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5637   -0.8392   -0.6414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6071   -0.0208   -0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105    1.1924    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    1.5377    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    0.7158    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735    1.1075    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908    2.1953    1.1166 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5370    0.2104    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.5756    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051   -0.2291    0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683    0.2329    0.4901 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3854   -1.0062    0.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6545    1.1096    1.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1716    1.0850   -0.8302 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155   -1.4250   -0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198   -1.8011   -0.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2567   -0.9882   -0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7821   -1.7776   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6379   -0.2760   -0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1264    1.8250    0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7594    2.4852    1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569    1.5184    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4878    1.6779   -1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4496   -2.0710   -0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1063   -2.7590   -1.2602 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  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
  8  3  1  0
 20 11  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 12 25  1  0
 17 26  1  0
 18 27  1  0
 19 28  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   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   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    9                                                       
CONECT    4    2   10                                                       
CONECT    5    6    8                                                       
CONECT    6    5   11                                                       
CONECT    7    8   12                                                       
CONECT    8    5    7   20                                                  
CONECT    9    3   10   13                                                  
CONECT   10    4    9   14                                                  
CONECT   11    6   12   13                                                  
CONECT   12    7   11   14                                                  
CONECT   13    9   11   15                                                  
CONECT   14   10   12   16                                                  
CONECT   15   13                                                            
CONECT   16   14                                                            
CONECT   17   20                                                            
CONECT   18   20                                                            
CONECT   19   20                                                            
CONECT   20    8   17   18   19                                             
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0245031
HETATM    1  O1  UNL     1      -1.380  -2.444  -1.284  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.125  -1.347  -0.717  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.248  -0.485  -0.368  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.564  -0.839  -0.641  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.607  -0.021  -0.308  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.310   1.192   0.320  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.001   1.538   0.589  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.947   0.716   0.255  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.574   1.108   0.552  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.291   2.195   1.117  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.537   0.210   0.184  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.837   0.576   0.462  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.905  -0.229   0.137  1.00  0.00           C  
HETATM   14  S1  UNL     1       4.568   0.233   0.490  1.00  0.00           S  
HETATM   15  O3  UNL     1       5.385  -1.006   0.730  1.00  0.00           O  
HETATM   16  O4  UNL     1       4.655   1.110   1.691  1.00  0.00           O  
HETATM   17  O5  UNL     1       5.172   1.085  -0.830  1.00  0.00           O  
HETATM   18  C12 UNL     1       2.616  -1.425  -0.482  1.00  0.00           C  
HETATM   19  C13 UNL     1       1.320  -1.801  -0.765  1.00  0.00           C  
HETATM   20  C14 UNL     1       0.257  -0.988  -0.436  1.00  0.00           C  
HETATM   21  H1  UNL     1      -3.782  -1.778  -1.127  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.638  -0.276  -0.512  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.126   1.825   0.577  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.759   2.485   1.081  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.057   1.518   0.950  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.488   1.678  -1.224  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.450  -2.071  -0.744  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.106  -2.759  -1.260  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4    4    8
CONECT    4    5   21
CONECT    5    6    6   22
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   20
CONECT   12   13   25
CONECT   13   14   18   18
CONECT   14   15   15   16   16
CONECT   14   17
CONECT   17   26
CONECT   18   19   27
CONECT   19   20   20   28
END

HMDB0245031
     RDKit          3D
2-Anthraquinonesulfonic acid
 28 30  0  0  0  0  0  0  0  0999 V2000
   -1.3796   -2.4439   -1.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1247   -1.3470   -0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479   -0.4847   -0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5637   -0.8392   -0.6414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6071   -0.0208   -0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105    1.1924    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    1.5377    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    0.7158    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735    1.1075    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908    2.1953    1.1166 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5370    0.2104    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    0.5756    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9051   -0.2291    0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683    0.2329    0.4901 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.3854   -1.0062    0.7296 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6545    1.1096    1.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1716    1.0850   -0.8302 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155   -1.4250   -0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198   -1.8011   -0.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2567   -0.9882   -0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7821   -1.7776   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6379   -0.2760   -0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1264    1.8250    0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7594    2.4852    1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569    1.5184    0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4878    1.6779   -1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4496   -2.0710   -0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1063   -2.7590   -1.2602 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  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  2  0
 14 17  1  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
  8  3  1  0
 20 11  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 12 25  1  0
 17 26  1  0
 18 27  1  0
 19 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9,10-Dioxo-9,10-dihydroanthracene-2-sulfonate	Generator
9,10-Dioxo-9,10-dihydroanthracene-2-sulphonate	Generator
9,10-Dioxo-9,10-dihydroanthracene-2-sulphonic acid	Generator
Anthraquinone sulfonate, potassium salt	MeSH
Anthraquinone sulfonate	MeSH
Anthraquinone-2-sulfonic acid	MeSH
9,10-Anthraquinone-2-sulfonate	MeSH
Anthraquinone sulfonate, sodium salt	MeSH
2-Anthraquinonesulfonate	Generator
2-Anthraquinonesulphonate	Generator
2-Anthraquinonesulphonic acid	Generator

Chemical Formula

C₁₄H₈O₅S

Average Molecular Weight

288.275

Monoisotopic Molecular Weight

288.009244056

IUPAC Name

9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid

Traditional Name

9,10-dioxoanthracene-2-sulfonic acid

CAS Registry Number

Not Available

SMILES

OS(=O)(=O)C1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O

InChI Identifier

InChI=1S/C14H8O5S/c15-13-9-3-1-2-4-10(9)14(16)12-7-8(20(17,18)19)5-6-11(12)13/h1-7H,(H,17,18,19)

InChI Key

MMNWSHJJPDXKCH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Arylsulfonic acid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Aryl ketone
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Ketone
Organosulfur compound
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	0.54	ALOGPS
logP	2.1	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	-2.6	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	88.51 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.77 m³·mol⁻¹	ChemAxon
Polarizability	27.22 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]+	161.344	30932474
DeepCCS	[M-H]-	158.949	30932474
DeepCCS	[M-2H]-	192.21	30932474
DeepCCS	[M+Na]+	167.375	30932474
AllCCS	[M+H]+	162.5	32859911
AllCCS	[M+H-H2O]+	158.9	32859911
AllCCS	[M+NH4]+	165.9	32859911
AllCCS	[M+Na]+	166.9	32859911
AllCCS	[M-H]-	159.9	32859911
AllCCS	[M+Na-2H]-	159.1	32859911
AllCCS	[M+HCOO]-	158.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.0106 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.71 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1768.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	304.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	128.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	188.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	97.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	395.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	455.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	364.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	848.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	357.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1152.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	290.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	292.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	373.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	273.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	215.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Anthraquinonesulfonic acid	OS(=O)(=O)C1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	4291.8	Standard polar	33892256
2-Anthraquinonesulfonic acid	OS(=O)(=O)C1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	1772.0	Standard non polar	33892256
2-Anthraquinonesulfonic acid	OS(=O)(=O)C1=CC2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	2748.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Anthraquinonesulfonic acid,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1	2811.0	Semi standard non polar	33892256
2-Anthraquinonesulfonic acid,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1	2734.7	Standard non polar	33892256
2-Anthraquinonesulfonic acid,1TMS,isomer #1	C[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1	3630.2	Standard polar	33892256
2-Anthraquinonesulfonic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1	3043.9	Semi standard non polar	33892256
2-Anthraquinonesulfonic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1	2976.4	Standard non polar	33892256
2-Anthraquinonesulfonic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OS(=O)(=O)C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1	3642.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Anthraquinonesulfonic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a59-2980000000-b4537123afcf3311e835	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Anthraquinonesulfonic acid 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-Anthraquinonesulfonic acid 10V, Positive-QTOF	splash10-000i-0090000000-d6ceb5f332565236acf3	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 20V, Positive-QTOF	splash10-08gi-0690000000-ce03fd082cc29a7b3925	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 40V, Positive-QTOF	splash10-0a4i-5910000000-3f46cec4ac21053d5693	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 10V, Negative-QTOF	splash10-000i-0090000000-a9b032b597c802ea31e2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 20V, Negative-QTOF	splash10-000i-0090000000-14d4b69aec311f4bca95	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 40V, Negative-QTOF	splash10-0a4i-0190000000-65045e7b4240d1e5794a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 10V, Positive-QTOF	splash10-000i-0090000000-40d49c268bd4af66f333	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 20V, Positive-QTOF	splash10-000i-0090000000-40d49c268bd4af66f333	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 40V, Positive-QTOF	splash10-0a7i-3920000000-97323df843211207322e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 10V, Negative-QTOF	splash10-000i-0090000000-e19a596b9abcd797a3dc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 20V, Negative-QTOF	splash10-000i-0090000000-e19a596b9abcd797a3dc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Anthraquinonesulfonic acid 40V, Negative-QTOF	splash10-0a4i-0190000000-e9bcdf35d460f206c97d	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

8234

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 2-Anthraquinonesulfonic acid (HMDB0245031)

MOL for HMDB0245031 (2-Anthraquinonesulfonic acid)

3D MOL for HMDB0245031 (2-Anthraquinonesulfonic acid)

3D SDF for HMDB0245031 (2-Anthraquinonesulfonic acid)

3D-SDF for HMDB0245031 (2-Anthraquinonesulfonic acid)

PDB for HMDB0245031 (2-Anthraquinonesulfonic acid)

3D PDB for HMDB0245031 (2-Anthraquinonesulfonic acid)

SMILES for HMDB0245031 (2-Anthraquinonesulfonic acid)

INCHI for HMDB0245031 (2-Anthraquinonesulfonic acid)

Structure for HMDB0245031 (2-Anthraquinonesulfonic acid)

3D Structure for HMDB0245031 (2-Anthraquinonesulfonic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra