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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:14:41 UTC

Update Date

2021-09-26 23:01:37 UTC

HMDB ID

HMDB0250261

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cinchophen

Description

Cinchophen, also known as cincain or atofan, belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group. Based on a literature review very few articles have been published on Cinchophen. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cinchophen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cinchophen 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

HMDB0250261
     RDKit          3D
Cinchophen
 30 32  0  0  0  0  0  0  0  0999 V2000
   -1.5964    3.3517    0.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2720    2.2961    0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    2.4783    0.5589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5009    1.1318    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0962    1.1926    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889    0.1121   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1388    0.1523   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8900    1.2645    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2666    1.2894    0.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667    0.1469   -0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2503   -0.9908   -0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8718   -0.9976   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0641   -1.0296   -0.4081 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2730   -1.1698   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318   -2.3880   -0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1888   -2.5721   -0.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9928   -1.5030   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4211   -0.2721   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0657   -0.0619   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1333    2.5084    1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3920    2.1118    0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984    2.1915    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418    2.1743    0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0599    0.1483   -0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7935   -1.8815   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2911   -1.8771   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1658   -3.2148   -1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6131   -3.5506   -1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0674   -1.5993   -0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0739    0.5581    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 12  7  1  0
 19 14  1  0
  3 20  1  0
  5 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END


  Mrv1572004221604052D          

 19 21  0  0  0  0            999 V2000
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   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
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 13 10  2  0  0  0  0
 13 12  1  0  0  0  0
 14  9  2  0  0  0  0
 14 12  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  2  0  0  0  0
 19 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250261

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC(=NC2=CC=CC=C12)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H11NO2/c18-16(19)13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H,(H,18,19)

> <INCHI_KEY>
YTRMTPPVNRALON-UHFFFAOYSA-N

> <FORMULA>
C16H11NO2

> <MOLECULAR_WEIGHT>
249.269

> <EXACT_MASS>
249.078978598

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.58871883735901

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenylquinoline-4-carboxylic acid

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
3.821559067000001

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.571710865307206

> <JCHEM_PKA_STRONGEST_BASIC>
1.255840339772059

> <JCHEM_POLAR_SURFACE_AREA>
50.19

> <JCHEM_REFRACTIVITY>
71.9997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tervalon

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250261
     RDKit          3D
Cinchophen
 30 32  0  0  0  0  0  0  0  0999 V2000
   -1.5964    3.3517    0.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2720    2.2961    0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    2.4783    0.5589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5009    1.1318    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0962    1.1926    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889    0.1121   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1388    0.1523   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8900    1.2645    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2666    1.2894    0.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667    0.1469   -0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2503   -0.9908   -0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8718   -0.9976   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0641   -1.0296   -0.4081 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2730   -1.1698   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318   -2.3880   -0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1888   -2.5721   -0.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9928   -1.5030   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4211   -0.2721   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0657   -0.0619   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1333    2.5084    1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3920    2.1118    0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984    2.1915    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418    2.1743    0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0599    0.1483   -0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7935   -1.8815   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2911   -1.8771   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1658   -3.2148   -1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6131   -3.5506   -1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0674   -1.5993   -0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0739    0.5581    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 12  7  1  0
 19 14  1  0
  3 20  1  0
  5 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   2.310   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  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    2   11                                                       
CONECT    7    3   11                                                       
CONECT    8    4   12                                                       
CONECT    9    5   14                                                       
CONECT   10   13   15                                                       
CONECT   11    6    7   15                                                  
CONECT   12    8   13   14                                                  
CONECT   13   10   12   16                                                  
CONECT   14    9   12   17                                                  
CONECT   15   10   11   17                                                  
CONECT   16   13   18   19                                                  
CONECT   17   14   15                                                       
CONECT   18   16                                                            
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0250261
HETATM    1  O1  UNL     1      -1.596   3.352   0.800  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.272   2.296   0.509  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.622   2.478   0.559  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.501   1.132   0.188  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.096   1.193   0.205  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.689   0.112  -0.093  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.139   0.152  -0.082  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.890   1.265   0.225  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.267   1.289   0.233  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.967   0.147  -0.082  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.250  -0.991  -0.396  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.872  -0.998  -0.399  1.00  0.00           C  
HETATM   13  N1  UNL     1       0.064  -1.030  -0.408  1.00  0.00           N  
HETATM   14  C11 UNL     1      -1.273  -1.170  -0.447  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.832  -2.388  -0.783  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.189  -2.572  -0.834  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.993  -1.503  -0.540  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.421  -0.272  -0.200  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.066  -0.062  -0.142  1.00  0.00           C  
HETATM   20  H1  UNL     1      -4.133   2.508   1.436  1.00  0.00           H  
HETATM   21  H2  UNL     1       0.392   2.112   0.459  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.398   2.192   0.481  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.842   2.174   0.477  1.00  0.00           H  
HETATM   24  H5  UNL     1       6.060   0.148  -0.082  1.00  0.00           H  
HETATM   25  H6  UNL     1       4.793  -1.882  -0.642  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.291  -1.877  -0.641  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.166  -3.215  -1.011  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.613  -3.551  -1.104  1.00  0.00           H  
HETATM   29  H10 UNL     1      -5.067  -1.599  -0.567  1.00  0.00           H  
HETATM   30  H11 UNL     1      -4.074   0.558   0.029  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5    5   19
CONECT    5    6   21
CONECT    6    7   13   13
CONECT    7    8    8   12
CONECT    8    9   22
CONECT    9   10   10   23
CONECT   10   11   24
CONECT   11   12   12   25
CONECT   12   26
CONECT   13   14
CONECT   14   15   15   19
CONECT   15   16   27
CONECT   16   17   17   28
CONECT   17   18   29
CONECT   18   19   19   30
END

HMDB0250261
     RDKit          3D
Cinchophen
 30 32  0  0  0  0  0  0  0  0999 V2000
   -1.5964    3.3517    0.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2720    2.2961    0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    2.4783    0.5589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5009    1.1318    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0962    1.1926    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6889    0.1121   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1388    0.1523   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8900    1.2645    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2666    1.2894    0.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667    0.1469   -0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2503   -0.9908   -0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8718   -0.9976   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0641   -1.0296   -0.4081 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2730   -1.1698   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318   -2.3880   -0.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1888   -2.5721   -0.8344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9928   -1.5030   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4211   -0.2721   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0657   -0.0619   -0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1333    2.5084    1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3920    2.1118    0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984    2.1915    0.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418    2.1743    0.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0599    0.1483   -0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7935   -1.8815   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2911   -1.8771   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1658   -3.2148   -1.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6131   -3.5506   -1.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0674   -1.5993   -0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0739    0.5581    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
 12  7  1  0
 19 14  1  0
  3 20  1  0
  5 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cincain	Kegg
Atofan	MeSH
Aciphenochinolium	MeSH
2-Phenylquinoline-4-carboxylate	Generator

Chemical Formula

C₁₆H₁₁NO₂

Average Molecular Weight

249.269

Monoisotopic Molecular Weight

249.078978598

IUPAC Name

2-phenylquinoline-4-carboxylic acid

Traditional Name

tervalon

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC(=NC2=CC=CC=C12)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H11NO2/c18-16(19)13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H,(H,18,19)

InChI Key

YTRMTPPVNRALON-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Phenylquinolines

Direct Parent

Phenylquinolines

Alternative Parents

Substituents

Phenylquinoline
Quinoline-4-carboxylic acid
2-phenylpyridine
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Monocyclic benzene moiety
Pyridine
Benzenoid
Heteroaromatic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0250261)

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	3.41	ALOGPS
logP	3.82	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.57	ChemAxon
pKa (Strongest Basic)	1.26	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.19 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	72 m³·mol⁻¹	ChemAxon
Polarizability	26.59 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]-	187.936	30932474
DeepCCS	[M+Na]+	163.423	30932474
AllCCS	[M+H]+	157.1	32859911
AllCCS	[M+H-H2O]+	153.0	32859911
AllCCS	[M+NH4]+	160.9	32859911
AllCCS	[M+Na]+	162.0	32859911
AllCCS	[M-H]-	158.6	32859911
AllCCS	[M+Na-2H]-	157.8	32859911
AllCCS	[M+HCOO]-	157.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.2038 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.81 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2592.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	413.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	173.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	248.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	612.1 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	690.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	139.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1215.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	446.3 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	1467.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	341.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	387.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	395.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	320.0 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	96.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cinchophen	OC(=O)C1=CC(=NC2=CC=CC=C12)C1=CC=CC=C1	3656.3	Standard polar	33892256
Cinchophen	OC(=O)C1=CC(=NC2=CC=CC=C12)C1=CC=CC=C1	2383.7	Standard non polar	33892256
Cinchophen	OC(=O)C1=CC(=NC2=CC=CC=C12)C1=CC=CC=C1	2484.1	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 - Cinchophen GC-MS (Non-derivatized) - 70eV, Positive	splash10-05gj-0290000000-a568441f1ad4207fe8b4	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinchophen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinchophen GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cinchophen GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen , positive-QTOF	splash10-0udi-3790000000-31e23d03a9ff214f1d8a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 60V, Negative-QTOF	splash10-0udi-0090000000-dccf882a02e42ff9e6e0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 45V, Negative-QTOF	splash10-0udi-0090000000-03b0507c86efe6524ee6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 75V, Negative-QTOF	splash10-0udi-0390000000-81c010c01a5c0f176d16	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 90V, Negative-QTOF	splash10-0udi-0940000000-42745b4de1849e2dfa2a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 90V, Positive-QTOF	splash10-004i-2920000000-40add173ab0c89e68718	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 75V, Positive-QTOF	splash10-0fi0-0960000000-575df046d5b869da83ca	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 30V, Negative-QTOF	splash10-0udi-0090000000-e9a770b61bdc5264c71b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 15V, Negative-QTOF	splash10-0udi-0090000000-40cc75291adfca79e1f4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 60V, Positive-QTOF	splash10-0udi-0290000000-ac6e2bfa4294731aead6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 45V, Positive-QTOF	splash10-0udi-0090000000-2b864e546840799c0463	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cinchophen 15V, Positive-QTOF	splash10-0udi-0090000000-c637de6e7fe7a24078da	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 10V, Positive-QTOF	splash10-0udi-0090000000-be8a94eeb57b6ccd799f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 20V, Positive-QTOF	splash10-0udi-0090000000-d0d538b2d2c0d37e8ebb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 40V, Positive-QTOF	splash10-0udi-1190000000-ddc5a38b6dd06b6a3793	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 10V, Negative-QTOF	splash10-0002-0090000000-06e2ac40423affcdadf9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 20V, Negative-QTOF	splash10-0udj-0090000000-9f82944c35c603bf2902	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 40V, Negative-QTOF	splash10-0udi-1390000000-d1ad2ed3b03244803757	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 10V, Positive-QTOF	splash10-0f89-0090000000-c80d636e16c22844ba38	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 20V, Positive-QTOF	splash10-0f89-0090000000-47c5cc4ec6f9539d36a0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 40V, Positive-QTOF	splash10-0zgi-0090000000-ec665df6533a21fba476	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 10V, Negative-QTOF	splash10-0udj-0090000000-b48d207d5f0063209d0d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 20V, Negative-QTOF	splash10-0udi-0090000000-58931337bc784d7ab349	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cinchophen 40V, Negative-QTOF	splash10-0udi-0090000000-43df5032f4c831351319	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

DB13551

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8274

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cinchophen

METLIN ID

Not Available

PubChem Compound

8593

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 Cinchophen (HMDB0250261)

MOL for HMDB0250261 (Cinchophen)

3D MOL for HMDB0250261 (Cinchophen)

3D SDF for HMDB0250261 (Cinchophen)

3D-SDF for HMDB0250261 (Cinchophen)

PDB for HMDB0250261 (Cinchophen)

3D PDB for HMDB0250261 (Cinchophen)

SMILES for HMDB0250261 (Cinchophen)

INCHI for HMDB0250261 (Cinchophen)

Structure for HMDB0250261 (Cinchophen)

3D Structure for HMDB0250261 (Cinchophen)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra