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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:36:57 UTC

Update Date

2021-09-26 22:57:23 UTC

HMDB ID

HMDB0247612

Secondary Accession Numbers

None

Metabolite Identification

Common Name

9-Oxo-10-acridineacetic acid

Description

9-Oxo-10-acridineacetic acid, also known as cridanimod or 10-carboxymethyl-9-acridanone, belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. Based on a literature review a small amount of articles have been published on 9-Oxo-10-acridineacetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 9-oxo-10-acridineacetic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 9-Oxo-10-acridineacetic 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

HMDB0247612
     RDKit          3D
9-Oxo-10-acridineacetic acid
 31 33  0  0  0  0  0  0  0  0999 V2000
    3.3858   -0.7764    1.0281 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908   -1.5117    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844   -2.7706    0.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6230   -0.9786   -0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4282   -0.3212   -0.4483 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3451    1.0195   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    1.7823   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4260    3.1697   -0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771    3.8199    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    3.0313    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079    1.6719    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    0.9640    0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    1.5762    0.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9263   -0.3928    0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032   -1.0770    0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1451   -2.4482    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710   -3.0803   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7945   -2.3827   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7249   -1.0128   -0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0893    0.0728    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015   -1.0448    1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734   -1.8018   -1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2966   -0.3574   -1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3938    1.3573   -0.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3420    3.7288   -0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2334    4.8822    0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7779    3.5304    0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0249   -0.5651    0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0277   -3.0096    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0146   -4.1549   -0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0692   -2.9205   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 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  5  1  0
 11  6  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
M  END


  Mrv1652309112102372D          

 19 21  0  0  0  0            999 V2000
    4.2868   -0.0000    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
    3.5724    1.2375    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    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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
    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
    1.4289    0.8250    0.0000 C   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
    2.1434    2.0625    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247612

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H12N2O2/c16-14(18)9-17-12-7-3-1-5-10(12)15(19)11-6-2-4-8-13(11)17/h1-8H,9H2,(H2,16,18)

> <INCHI_KEY>
CEJPYXDXMICXLJ-UHFFFAOYSA-N

> <FORMULA>
C15H12N2O2

> <MOLECULAR_WEIGHT>
252.273

> <EXACT_MASS>
252.089877634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.920174466845797

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(9-oxo-9,10-dihydroacridin-10-yl)acetamide

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
1.7939955729999995

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.330102650992423

> <JCHEM_PKA_STRONGEST_BASIC>
-2.415455134214989

> <JCHEM_POLAR_SURFACE_AREA>
63.400000000000006

> <JCHEM_REFRACTIVITY>
71.8652

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(9-oxoacridin-10-yl)acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247612
     RDKit          3D
9-Oxo-10-acridineacetic acid
 31 33  0  0  0  0  0  0  0  0999 V2000
    3.3858   -0.7764    1.0281 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908   -1.5117    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844   -2.7706    0.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6230   -0.9786   -0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4282   -0.3212   -0.4483 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3451    1.0195   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    1.7823   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4260    3.1697   -0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771    3.8199    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    3.0313    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079    1.6719    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    0.9640    0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    1.5762    0.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9263   -0.3928    0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032   -1.0770    0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1451   -2.4482    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710   -3.0803   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7945   -2.3827   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7249   -1.0128   -0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0893    0.0728    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015   -1.0448    1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734   -1.8018   -1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2966   -0.3574   -1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3938    1.3573   -0.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3420    3.7288   -0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2334    4.8822    0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7779    3.5304    0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0249   -0.5651    0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0277   -3.0096    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0146   -4.1549   -0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0692   -2.9205   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 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  5  1  0
 11  6  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  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       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   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   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14    4   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0247612
HETATM    1  N1  UNL     1       3.386  -0.776   1.028  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.491  -1.512   0.210  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.484  -2.771   0.477  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.623  -0.979  -0.850  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.428  -0.321  -0.448  1.00  0.00           N  
HETATM    6  C3  UNL     1       0.345   1.020  -0.238  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.468   1.782  -0.392  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.426   3.170  -0.186  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.277   3.820   0.173  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.853   3.031   0.327  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.808   1.672   0.125  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.955   0.964   0.294  1.00  0.00           C  
HETATM   13  O2  UNL     1      -3.001   1.576   0.626  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.926  -0.393   0.095  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.103  -1.077   0.288  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.145  -2.448   0.120  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.971  -3.080  -0.245  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.795  -2.383  -0.437  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.725  -1.013  -0.275  1.00  0.00           C  
HETATM   20  H1  UNL     1       3.089   0.073   1.553  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.402  -1.045   1.146  1.00  0.00           H  
HETATM   22  H3  UNL     1       1.373  -1.802  -1.596  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.297  -0.357  -1.510  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.394   1.357  -0.658  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.342   3.729  -0.321  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.233   4.882   0.328  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.778   3.530   0.613  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.025  -0.565   0.575  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.028  -3.010   0.254  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.015  -4.155  -0.367  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.069  -2.921  -0.707  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3    3    4
CONECT    4    5   22   23
CONECT    5    6   19
CONECT    6    7    7   11
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10   26
CONECT   10   11   11   27
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   19
CONECT   15   16   28
CONECT   16   17   17   29
CONECT   17   18   30
CONECT   18   19   19   31
END

HMDB0247612
     RDKit          3D
9-Oxo-10-acridineacetic acid
 31 33  0  0  0  0  0  0  0  0999 V2000
    3.3858   -0.7764    1.0281 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908   -1.5117    0.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4844   -2.7706    0.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6230   -0.9786   -0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4282   -0.3212   -0.4483 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3451    1.0195   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4676    1.7823   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4260    3.1697   -0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771    3.8199    0.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    3.0313    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079    1.6719    0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    0.9640    0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    1.5762    0.6256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9263   -0.3928    0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1032   -1.0770    0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1451   -2.4482    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710   -3.0803   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7945   -2.3827   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7249   -1.0128   -0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0893    0.0728    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015   -1.0448    1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3734   -1.8018   -1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2966   -0.3574   -1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3938    1.3573   -0.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3420    3.7288   -0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2334    4.8822    0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7779    3.5304    0.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0249   -0.5651    0.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0277   -3.0096    0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0146   -4.1549   -0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0692   -2.9205   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 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  5  1  0
 11  6  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9-oxo-10-Acridineacetate	Generator
10-Carboxymethyl-9-acridanone	HMDB
10-Carboxymethyl-9-acridanone, sodium salt	HMDB
Acridone N-methyl-N-(alpha,D-glucopyranosyl)ammonium 10-methylenecarboxylate	HMDB
Cridanimod	HMDB
Cridanimod sodium	HMDB
Cycloferon	HMDB
Meglumine acridone acetate	HMDB

Chemical Formula

C₁₅H₁₂N₂O₂

Average Molecular Weight

252.273

Monoisotopic Molecular Weight

252.089877634

IUPAC Name

2-(9-oxo-9,10-dihydroacridin-10-yl)acetamide

Traditional Name

2-(9-oxoacridin-10-yl)acetamide

CAS Registry Number

Not Available

SMILES

NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C15H12N2O2/c16-14(18)9-17-12-7-3-1-5-10(12)15(19)11-6-2-4-8-13(11)17/h1-8H,9H2,(H2,16,18)

InChI Key

CEJPYXDXMICXLJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridones

Alternative Parents

Substituents

Acridone
Dihydroquinolone
Dihydroquinoline
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Primary carboxylic acid amide
Carboxamide group
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.69	ALOGPS
logP	1.79	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	15.33	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.4 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	71.87 m³·mol⁻¹	ChemAxon
Polarizability	25.92 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-2H]-	183.167	30932474
DeepCCS	[M+Na]+	158.514	30932474
AllCCS	[M+H]+	155.3	32859911
AllCCS	[M+H-H2O]+	151.3	32859911
AllCCS	[M+NH4]+	159.0	32859911
AllCCS	[M+Na]+	160.0	32859911
AllCCS	[M-H]-	158.7	32859911
AllCCS	[M+Na-2H]-	157.9	32859911
AllCCS	[M+HCOO]-	157.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.1919 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.56 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1805.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	310.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	92.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	244.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	257.1 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	326.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	431.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	611.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	281.4 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	881.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	213.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	238.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	539.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	373.6 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	14.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9-Oxo-10-acridineacetic acid	NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C12	3316.0	Standard polar	33892256
9-Oxo-10-acridineacetic acid	NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C12	2393.7	Standard non polar	33892256
9-Oxo-10-acridineacetic acid	NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C12	2790.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9-Oxo-10-acridineacetic acid,1TMS,isomer #1	C[Si](C)(C)NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21	2523.0	Semi standard non polar	33892256
9-Oxo-10-acridineacetic acid,1TMS,isomer #1	C[Si](C)(C)NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21	2733.5	Standard non polar	33892256
9-Oxo-10-acridineacetic acid,1TMS,isomer #1	C[Si](C)(C)NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21	3378.3	Standard polar	33892256
9-Oxo-10-acridineacetic acid,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21)[Si](C)(C)C	2717.6	Semi standard non polar	33892256
9-Oxo-10-acridineacetic acid,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21)[Si](C)(C)C	2723.1	Standard non polar	33892256
9-Oxo-10-acridineacetic acid,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21)[Si](C)(C)C	3180.6	Standard polar	33892256
9-Oxo-10-acridineacetic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21	2795.4	Semi standard non polar	33892256
9-Oxo-10-acridineacetic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21	2848.3	Standard non polar	33892256
9-Oxo-10-acridineacetic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21	3401.5	Standard polar	33892256
9-Oxo-10-acridineacetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3142.6	Semi standard non polar	33892256
9-Oxo-10-acridineacetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3064.9	Standard non polar	33892256
9-Oxo-10-acridineacetic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CN1C2=CC=CC=C2C(=O)C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3236.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Oxo-10-acridineacetic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2290000000-8b1b59f86a19e90576ae	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Oxo-10-acridineacetic 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 - 9-Oxo-10-acridineacetic acid 10V, Positive-QTOF	splash10-0udi-0090000000-27f213a86cbaf0c74561	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxo-10-acridineacetic acid 20V, Positive-QTOF	splash10-0a4i-0090000000-bc793943377e6732b27f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxo-10-acridineacetic acid 40V, Positive-QTOF	splash10-0a4i-3590000000-c827e371beef66b5bc21	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxo-10-acridineacetic acid 10V, Negative-QTOF	splash10-0udi-0090000000-9ef9bc13031921d46373	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxo-10-acridineacetic acid 20V, Negative-QTOF	splash10-0pb9-0090000000-e2536fbea68411adcd99	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxo-10-acridineacetic acid 40V, Negative-QTOF	splash10-053r-1490000000-430c4a464a44ecaa44d6	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

48526

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53744

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 9-Oxo-10-acridineacetic acid (HMDB0247612)

MOL for HMDB0247612 (9-Oxo-10-acridineacetic acid)

3D MOL for HMDB0247612 (9-Oxo-10-acridineacetic acid)

3D SDF for HMDB0247612 (9-Oxo-10-acridineacetic acid)

3D-SDF for HMDB0247612 (9-Oxo-10-acridineacetic acid)

PDB for HMDB0247612 (9-Oxo-10-acridineacetic acid)

3D PDB for HMDB0247612 (9-Oxo-10-acridineacetic acid)

SMILES for HMDB0247612 (9-Oxo-10-acridineacetic acid)

INCHI for HMDB0247612 (9-Oxo-10-acridineacetic acid)

Structure for HMDB0247612 (9-Oxo-10-acridineacetic acid)

3D Structure for HMDB0247612 (9-Oxo-10-acridineacetic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra