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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:16:06 UTC

Update Date

2021-09-26 22:56:51 UTC

HMDB ID

HMDB0247260

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-Hydroxyflumequine

Description

7-Hydroxyflumequine belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. Based on a literature review a small amount of articles have been published on 7-Hydroxyflumequine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7-hydroxyflumequine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7-Hydroxyflumequine 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

HMDB0247260
     RDKit          3D
7-Hydroxyflumequine
 32 34  0  0  0  0  0  0  0  0999 V2000
   -0.8723   -2.7132    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686   -1.4556   -0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3420   -0.7407    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547    0.5779   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5462    1.2864   -0.1658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1982    1.3411   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2346    2.7325   -0.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883    3.4602   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967    4.8261   -0.2482 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105    2.8346    0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1533    1.4604    0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3796    0.8672    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.5609    0.4607 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192   -0.5084    0.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6971   -1.1553    0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7297   -0.4722    0.7314 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8167   -2.5367    0.5811 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -1.2445    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817   -0.6081   -0.1374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111    0.7048   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370   -3.5091   -0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8855   -3.0837    0.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2551   -2.4682    1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -1.7607   -1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2281   -1.3629   -0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2421   -0.5109    1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6074    0.4449   -1.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3584    0.8384   -0.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    3.1956   -0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004    3.4267    0.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632   -3.1057   -0.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3032   -2.3216    0.1070 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  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  2  0
 18 19  1  0
 19 20  1  0
 19  2  1  0
 20  6  2  0
 20 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
 10 30  1  0
 17 31  1  0
 18 32  1  0
M  END

  Mrv1652309112102162D          

 20 22  0  0  0  0            999 V2000
   -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
   -0.7145   -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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 N   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 F   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
    1.4289    2.4750    0.0000 O   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
    0.0000   -2.4750    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  5 15  1  0  0  0  0
 14 16  1  0  0  0  0
  9 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  4 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247260

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC(O)C2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H12FNO4/c1-6-2-11(17)8-3-7(15)4-9-12(8)16(6)5-10(13(9)18)14(19)20/h3-6,11,17H,2H2,1H3,(H,19,20)

> <INCHI_KEY>
JTYQHEUSQWIRBH-UHFFFAOYSA-N

> <FORMULA>
C14H12FNO4

> <MOLECULAR_WEIGHT>
277.251

> <EXACT_MASS>
277.075036033

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
25.992272015822515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-fluoro-10-hydroxy-12-methyl-4-oxo-1-azatricyclo[7.3.1.0^{5,13}]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid

> <ALOGPS_LOGP>
0.53

> <JCHEM_LOGP>
1.113234498

> <ALOGPS_LOGS>
-1.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.094778500130928

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.861360421307911

> <JCHEM_PKA_STRONGEST_BASIC>
-3.199515467563651

> <JCHEM_POLAR_SURFACE_AREA>
77.84

> <JCHEM_REFRACTIVITY>
69.3455

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-fluoro-10-hydroxy-12-methyl-4-oxo-1-azatricyclo[7.3.1.0^{5,13}]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247260
     RDKit          3D
7-Hydroxyflumequine
 32 34  0  0  0  0  0  0  0  0999 V2000
   -0.8723   -2.7132    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686   -1.4556   -0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3420   -0.7407    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547    0.5779   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5462    1.2864   -0.1658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1982    1.3411   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2346    2.7325   -0.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883    3.4602   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967    4.8261   -0.2482 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105    2.8346    0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1533    1.4604    0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3796    0.8672    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.5609    0.4607 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192   -0.5084    0.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6971   -1.1553    0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7297   -0.4722    0.7314 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8167   -2.5367    0.5811 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -1.2445    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817   -0.6081   -0.1374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111    0.7048   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370   -3.5091   -0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8855   -3.0837    0.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2551   -2.4682    1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -1.7607   -1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2281   -1.3629   -0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2421   -0.5109    1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6074    0.4449   -1.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3584    0.8384   -0.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    3.1956   -0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004    3.4267    0.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632   -3.1057   -0.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3032   -2.3216    0.1070 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  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  2  0
 18 19  1  0
 19 20  1  0
 19  2  1  0
 20  6  2  0
 20 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
 10 30  1  0
 17 31  1  0
 18 32  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      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.000  -0.000   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  F   UNK     0       5.335  -3.080   0.000  0.00  0.00           F+0
HETATM   17  C   UNK     0       1.334   3.850   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       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6   15                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    6   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14    5                                                       
CONECT   16   14                                                            
CONECT   17    9   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    4                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0247260
HETATM    1  C1  UNL     1      -0.872  -2.713   0.512  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.069  -1.456  -0.333  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.342  -0.741   0.083  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.455   0.578  -0.639  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.546   1.286  -0.166  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.198   1.341  -0.399  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.235   2.732  -0.421  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.088   3.460  -0.213  1.00  0.00           C  
HETATM    9  F1  UNL     1      -0.197   4.826  -0.248  1.00  0.00           F  
HETATM   10  C8  UNL     1       1.111   2.835   0.019  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.153   1.460   0.042  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.380   0.867   0.278  1.00  0.00           C  
HETATM   13  O2  UNL     1       3.391   1.561   0.461  1.00  0.00           O  
HETATM   14  C11 UNL     1       2.419  -0.508   0.299  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.697  -1.155   0.545  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.730  -0.472   0.731  1.00  0.00           O  
HETATM   17  O4  UNL     1       3.817  -2.537   0.581  1.00  0.00           O  
HETATM   18  C13 UNL     1       1.265  -1.244   0.091  1.00  0.00           C  
HETATM   19  N1  UNL     1       0.082  -0.608  -0.137  1.00  0.00           N  
HETATM   20  C14 UNL     1      -0.011   0.705  -0.168  1.00  0.00           C  
HETATM   21  H1  UNL     1      -0.337  -3.509  -0.045  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.885  -3.084   0.857  1.00  0.00           H  
HETATM   23  H3  UNL     1      -0.255  -2.468   1.401  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.091  -1.761  -1.391  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.228  -1.363  -0.055  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.242  -0.511   1.168  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.607   0.445  -1.732  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.358   0.838  -0.546  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.194   3.196  -0.607  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.000   3.427   0.180  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.863  -3.106  -0.254  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.303  -2.322   0.107  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   19   24
CONECT    3    4   25   26
CONECT    4    5    6   27
CONECT    5   28
CONECT    6    7   20   20
CONECT    7    8    8   29
CONECT    8    9   10
CONECT   10   11   11   30
CONECT   11   12   20
CONECT   12   13   13   14
CONECT   14   15   18   18
CONECT   15   16   16   17
CONECT   17   31
CONECT   18   19   32
CONECT   19   20
END

HMDB0247260
     RDKit          3D
7-Hydroxyflumequine
 32 34  0  0  0  0  0  0  0  0999 V2000
   -0.8723   -2.7132    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686   -1.4556   -0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3420   -0.7407    0.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4547    0.5779   -0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5462    1.2864   -0.1658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1982    1.3411   -0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2346    2.7325   -0.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883    3.4602   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967    4.8261   -0.2482 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105    2.8346    0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1533    1.4604    0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3796    0.8672    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    1.5609    0.4607 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192   -0.5084    0.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6971   -1.1553    0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7297   -0.4722    0.7314 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8167   -2.5367    0.5811 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653   -1.2445    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817   -0.6081   -0.1374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111    0.7048   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370   -3.5091   -0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8855   -3.0837    0.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2551   -2.4682    1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -1.7607   -1.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2281   -1.3629   -0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2421   -0.5109    1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6074    0.4449   -1.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3584    0.8384   -0.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    3.1956   -0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0004    3.4267    0.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632   -3.1057   -0.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3032   -2.3216    0.1070 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  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  2  0
 18 19  1  0
 19 20  1  0
 19  2  1  0
 20  6  2  0
 20 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
 10 30  1  0
 17 31  1  0
 18 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₂FNO₄

Average Molecular Weight

277.251

Monoisotopic Molecular Weight

277.075036033

IUPAC Name

7-fluoro-10-hydroxy-12-methyl-4-oxo-1-azatricyclo[7.3.1.0^{5,13}]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid

Traditional Name

7-fluoro-10-hydroxy-12-methyl-4-oxo-1-azatricyclo[7.3.1.0^{5,13}]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1CC(O)C2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2

InChI Identifier

InChI=1S/C14H12FNO4/c1-6-2-11(17)8-3-7(15)4-9-12(8)16(6)5-10(13(9)18)14(19)20/h3-6,11,17H,2H2,1H3,(H,19,20)

InChI Key

JTYQHEUSQWIRBH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-3-carboxylic acid
Fluoroquinolone
Haloquinoline
Dihydroquinolone
Dihydroquinoline
Pyridine carboxylic acid or derivatives
Pyridine carboxylic acid
Benzenoid
Pyridine
Aryl halide
Aryl fluoride
Heteroaromatic compound
Vinylogous amide
Secondary alcohol
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Alcohol
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	0.53	ALOGPS
logP	1.11	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	5.86	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.84 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	69.35 m³·mol⁻¹	ChemAxon
Polarizability	25.99 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]+	170.876	30932474
DeepCCS	[M-H]-	168.518	30932474
DeepCCS	[M-2H]-	201.404	30932474
DeepCCS	[M+Na]+	176.969	30932474
AllCCS	[M+H]+	162.1	32859911
AllCCS	[M+H-H2O]+	158.4	32859911
AllCCS	[M+NH4]+	165.5	32859911
AllCCS	[M+Na]+	166.5	32859911
AllCCS	[M-H]-	163.7	32859911
AllCCS	[M+Na-2H]-	163.2	32859911
AllCCS	[M+HCOO]-	162.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxyflumequine	CC1CC(O)C2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2	3081.4	Standard polar	33892256
7-Hydroxyflumequine	CC1CC(O)C2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2	2138.0	Standard non polar	33892256
7-Hydroxyflumequine	CC1CC(O)C2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2	2881.1	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-Hydroxyflumequine GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fs-0090000000-e149524e4e671089c498	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyflumequine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyflumequine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyflumequine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyflumequine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyflumequine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyflumequine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyflumequine 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-Hydroxyflumequine 10V, Positive-QTOF	splash10-01t9-0090000000-40d14e450a238e4e59ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyflumequine 20V, Positive-QTOF	splash10-01ox-0090000000-0193ca99df20ca4c21fe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyflumequine 40V, Positive-QTOF	splash10-00kf-0290000000-274448a1c5c630835f79	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyflumequine 10V, Negative-QTOF	splash10-004i-0090000000-e7da5d5ac5dbb212c438	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyflumequine 20V, Negative-QTOF	splash10-03e9-0090000000-995fd4b7f2643c38987b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyflumequine 40V, Negative-QTOF	splash10-03di-0390000000-5861fa56f3bde4720a4b	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	¹H NMR Spectrum (1D, 200 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, 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	¹H NMR Spectrum (1D, 500 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, 600 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, 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

143041

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162938

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-Hydroxyflumequine (HMDB0247260)

MOL for HMDB0247260 (7-Hydroxyflumequine)

3D MOL for HMDB0247260 (7-Hydroxyflumequine)

3D SDF for HMDB0247260 (7-Hydroxyflumequine)

3D-SDF for HMDB0247260 (7-Hydroxyflumequine)

PDB for HMDB0247260 (7-Hydroxyflumequine)

3D PDB for HMDB0247260 (7-Hydroxyflumequine)

SMILES for HMDB0247260 (7-Hydroxyflumequine)

INCHI for HMDB0247260 (7-Hydroxyflumequine)

Structure for HMDB0247260 (7-Hydroxyflumequine)

3D Structure for HMDB0247260 (7-Hydroxyflumequine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra