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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:14:53 UTC

Update Date

2021-09-26 22:56:48 UTC

HMDB ID

HMDB0247238

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-Carboxynalidixic acid

Description

8-ethyl-5-oxo-5,8-dihydro-1,8-naphthyridine-2,6-dicarboxylic acid belongs to the class of organic compounds known as naphthyridine carboxylic acids and derivatives. Naphthyridine carboxylic acids and derivatives are compounds containing a naphthyridine moiety, where one of the ring atoms bears a carboxylic acid group. Based on a literature review very few articles have been published on 8-ethyl-5-oxo-5,8-dihydro-1,8-naphthyridine-2,6-dicarboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7-carboxynalidixic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7-Carboxynalidixic 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

HMDB0247238
     RDKit          3D
7-Carboxynalidixic acid
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.7577   -3.1106    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -2.2177   -0.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -0.8211   -0.4731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -0.2441   -0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394    1.0907   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5480    1.7080   -0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5864    1.0570   -0.2678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6527    3.0417    0.3075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1039    1.8174    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2620    3.0460    0.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566    1.2445    0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2593    2.0075    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4850    1.3832    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897    0.0502    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -0.6105   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9499   -1.8287   -0.3773 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146    0.1370    0.2026 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -0.6428   -0.2572 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -0.0943   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7227   -3.6563    0.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -2.5332    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -3.8651    0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337   -2.4070   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5347   -2.5696   -1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9573   -0.8145   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7276    3.2526    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1697    3.0452    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4021    1.9222    0.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579    0.6123   -0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  2  0
 19  3  1  0
 19 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  8 26  1  0
 12 27  1  0
 13 28  1  0
 17 29  1  0
M  END


  Mrv1652309112102152D          

 19 20  0  0  0  0            999 V2000
    0.7145    1.2375    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
    0.0000   -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
    1.4289   -0.0000    0.0000 N   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 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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247238

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN1C=C(C(O)=O)C(=O)C2=C1N=C(C=C2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H10N2O5/c1-2-14-5-7(11(16)17)9(15)6-3-4-8(12(18)19)13-10(6)14/h3-5H,2H2,1H3,(H,16,17)(H,18,19)

> <INCHI_KEY>
GYYKUDIJUJMYNJ-UHFFFAOYSA-N

> <FORMULA>
C12H10N2O5

> <MOLECULAR_WEIGHT>
262.221

> <EXACT_MASS>
262.05897143

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
24.752807664152275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-ethyl-5-oxo-5,8-dihydro-1,8-naphthyridine-2,6-dicarboxylic acid

> <ALOGPS_LOGP>
-0.13

> <JCHEM_LOGP>
0.34498444165833403

> <ALOGPS_LOGS>
-2.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.732207219833967

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5363141522322703

> <JCHEM_PKA_STRONGEST_BASIC>
4.792738286717701

> <JCHEM_POLAR_SURFACE_AREA>
107.8

> <JCHEM_REFRACTIVITY>
65.11720000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-ethyl-5-oxo-1,8-naphthyridine-2,6-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247238
     RDKit          3D
7-Carboxynalidixic acid
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.7577   -3.1106    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -2.2177   -0.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -0.8211   -0.4731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -0.2441   -0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394    1.0907   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5480    1.7080   -0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5864    1.0570   -0.2678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6527    3.0417    0.3075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1039    1.8174    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2620    3.0460    0.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566    1.2445    0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2593    2.0075    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4850    1.3832    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897    0.0502    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -0.6105   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9499   -1.8287   -0.3773 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146    0.1370    0.2026 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -0.6428   -0.2572 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -0.0943   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7227   -3.6563    0.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -2.5332    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -3.8651    0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337   -2.4070   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5347   -2.5696   -1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9573   -0.8145   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7276    3.2526    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1697    3.0452    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4021    1.9222    0.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579    0.6123   -0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  2  0
 19  3  1  0
 19 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  8 26  1  0
 12 27  1  0
 13 28  1  0
 17 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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.000  -0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8    3   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    5   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0247238
HETATM    1  C1  UNL     1      -0.758  -3.111   0.403  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.714  -2.218  -0.819  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.856  -0.821  -0.473  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.065  -0.244  -0.415  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.239   1.091  -0.087  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.548   1.708  -0.025  1.00  0.00           C  
HETATM    7  O1  UNL     1      -4.586   1.057  -0.268  1.00  0.00           O  
HETATM    8  O2  UNL     1      -3.653   3.042   0.307  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.104   1.817   0.182  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.262   3.046   0.484  1.00  0.00           O  
HETATM   11  C7  UNL     1       0.157   1.245   0.128  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.259   2.008   0.404  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.485   1.383   0.335  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.590   0.050   0.002  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.881  -0.610  -0.071  1.00  0.00           C  
HETATM   16  O4  UNL     1       3.950  -1.829  -0.377  1.00  0.00           O  
HETATM   17  O5  UNL     1       5.015   0.137   0.203  1.00  0.00           O  
HETATM   18  N2  UNL     1       1.465  -0.643  -0.257  1.00  0.00           N  
HETATM   19  C12 UNL     1       0.240  -0.094  -0.207  1.00  0.00           C  
HETATM   20  H1  UNL     1      -1.723  -3.656   0.482  1.00  0.00           H  
HETATM   21  H2  UNL     1      -0.634  -2.533   1.340  1.00  0.00           H  
HETATM   22  H3  UNL     1       0.056  -3.865   0.393  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.234  -2.407  -1.388  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.535  -2.570  -1.489  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.957  -0.814  -0.626  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.728   3.253   1.311  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.170   3.045   0.662  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.402   1.922   0.540  1.00  0.00           H  
HETATM   29  H10 UNL     1       5.458   0.612  -0.596  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   19
CONECT    4    5    5   25
CONECT    5    6    9
CONECT    6    7    7    8
CONECT    8   26
CONECT    9   10   10   11
CONECT   11   12   12   19
CONECT   12   13   27
CONECT   13   14   14   28
CONECT   14   15   18
CONECT   15   16   16   17
CONECT   17   29
CONECT   18   19   19
END

HMDB0247238
     RDKit          3D
7-Carboxynalidixic acid
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.7577   -3.1106    0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -2.2177   -0.8191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -0.8211   -0.4731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0653   -0.2441   -0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394    1.0907   -0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5480    1.7080   -0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5864    1.0570   -0.2678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6527    3.0417    0.3075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1039    1.8174    0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2620    3.0460    0.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566    1.2445    0.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2593    2.0075    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4850    1.3832    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897    0.0502    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -0.6105   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9499   -1.8287   -0.3773 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0146    0.1370    0.2026 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4651   -0.6428   -0.2572 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -0.0943   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7227   -3.6563    0.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -2.5332    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0558   -3.8651    0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337   -2.4070   -1.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5347   -2.5696   -1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9573   -0.8145   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7276    3.2526    1.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1697    3.0452    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4021    1.9222    0.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579    0.6123   -0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  2  0
 19  3  1  0
 19 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  8 26  1  0
 12 27  1  0
 13 28  1  0
 17 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
8-Ethyl-5-oxo-5,8-dihydro-1,8-naphthyridine-2,6-dicarboxylate	Generator
7-Carboxynalidixate	Generator
3,7-Dicarboxynalidixic acid	MeSH

Chemical Formula

C₁₂H₁₀N₂O₅

Average Molecular Weight

262.221

Monoisotopic Molecular Weight

262.05897143

IUPAC Name

8-ethyl-5-oxo-5,8-dihydro-1,8-naphthyridine-2,6-dicarboxylic acid

Traditional Name

8-ethyl-5-oxo-1,8-naphthyridine-2,6-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

CCN1C=C(C(O)=O)C(=O)C2=C1N=C(C=C2)C(O)=O

InChI Identifier

InChI=1S/C12H10N2O5/c1-2-14-5-7(11(16)17)9(15)6-3-4-8(12(18)19)13-10(6)14/h3-5H,2H2,1H3,(H,16,17)(H,18,19)

InChI Key

GYYKUDIJUJMYNJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthyridine carboxylic acids and derivatives. Naphthyridine carboxylic acids and derivatives are compounds containing a naphthyridine moiety, where one of the ring atoms bears a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Naphthyridines

Direct Parent

Naphthyridine carboxylic acids and derivatives

Alternative Parents

Substituents

Naphthyridine carboxylic acid
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Dicarboxylic acid or derivatives
Pyridine
Heteroaromatic compound
Vinylogous amide
Azacycle
Carboxylic acid derivative
Carboxylic acid
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
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)

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	-0.13	ALOGPS
logP	0.34	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	1.54	ChemAxon
pKa (Strongest Basic)	4.79	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	107.8 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	65.12 m³·mol⁻¹	ChemAxon
Polarizability	24.75 Å³	ChemAxon
Number of Rings	2	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]+	158.681	30932474
DeepCCS	[M-H]-	156.323	30932474
DeepCCS	[M-2H]-	189.21	30932474
DeepCCS	[M+Na]+	164.774	30932474
AllCCS	[M+H]+	156.7	32859911
AllCCS	[M+H-H2O]+	152.9	32859911
AllCCS	[M+NH4]+	160.2	32859911
AllCCS	[M+Na]+	161.2	32859911
AllCCS	[M-H]-	157.7	32859911
AllCCS	[M+Na-2H]-	157.4	32859911
AllCCS	[M+HCOO]-	157.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Carboxynalidixic acid	CCN1C=C(C(O)=O)C(=O)C2=C1N=C(C=C2)C(O)=O	3192.9	Standard polar	33892256
7-Carboxynalidixic acid	CCN1C=C(C(O)=O)C(=O)C2=C1N=C(C=C2)C(O)=O	1773.1	Standard non polar	33892256
7-Carboxynalidixic acid	CCN1C=C(C(O)=O)C(=O)C2=C1N=C(C=C2)C(O)=O	2787.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Carboxynalidixic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-0390000000-cc939334fd0c66779441	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Carboxynalidixic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Carboxynalidixic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Carboxynalidixic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Carboxynalidixic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Carboxynalidixic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Carboxynalidixic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Carboxynalidixic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - 7-Carboxynalidixic acid 10V, Positive-QTOF	splash10-03dj-0090000000-7bd34166c9f7d607d47d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Carboxynalidixic acid 20V, Positive-QTOF	splash10-0002-0390000000-62d403f390cf4b93d1b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Carboxynalidixic acid 40V, Positive-QTOF	splash10-01b9-0940000000-e2416555b90848d1e4f8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Carboxynalidixic acid 10V, Negative-QTOF	splash10-03y0-0590000000-3178bdd7659021b59532	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Carboxynalidixic acid 20V, Negative-QTOF	splash10-000i-0920000000-7df17acfbf034440feb3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Carboxynalidixic acid 40V, Negative-QTOF	splash10-00dr-0910000000-02e17bd40450902713f9	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

147765

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 7-Carboxynalidixic acid (HMDB0247238)

MOL for HMDB0247238 (7-Carboxynalidixic acid)

3D MOL for HMDB0247238 (7-Carboxynalidixic acid)

3D SDF for HMDB0247238 (7-Carboxynalidixic acid)

3D-SDF for HMDB0247238 (7-Carboxynalidixic acid)

PDB for HMDB0247238 (7-Carboxynalidixic acid)

3D PDB for HMDB0247238 (7-Carboxynalidixic acid)

SMILES for HMDB0247238 (7-Carboxynalidixic acid)

INCHI for HMDB0247238 (7-Carboxynalidixic acid)

Structure for HMDB0247238 (7-Carboxynalidixic acid)

3D Structure for HMDB0247238 (7-Carboxynalidixic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra