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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:23:34 UTC

Update Date

2021-09-26 22:57:02 UTC

HMDB ID

HMDB0247386

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid

Description

4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid, also known as 8-(3-carboxy-1-methylpropylamino)-6-methoxyquinoline or CMPAMOQ, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. Based on a literature review very few articles have been published on 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-((6-methoxyquinolin-8-yl)amino)pentanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-((6-Methoxyquinolin-8-yl)amino)pentanoic 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

HMDB0247386
     RDKit          3D
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.0734   -2.9869   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288   -1.7065   -0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8941   -0.5370   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969   -0.5370   -0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604    0.6245   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515    0.6643   -0.4435 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5115   -0.5093   -0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781   -0.9681    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942   -0.1916   -0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9585   -1.1741   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -1.8979    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1860   -1.8744    1.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4488   -2.8718    0.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4871    1.7995   -0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138    2.9398   -0.4925 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4346    4.1271   -0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8117    4.1803   -0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5619    3.0284   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665    1.8253   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5764    0.6564   -0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4328   -3.1295    0.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9225   -3.7241   -0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802   -3.2012   -0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0001   -1.4942   -0.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1127    1.5865   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.2932   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5478   -2.0388    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0356   -0.3606    1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3428   -0.6755    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8520    0.2143   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270    0.7551   -0.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8712   -0.6508   -1.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7538   -1.9525   -1.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4179   -2.5824    0.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8647    5.0616   -0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310    5.1388   -0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339    3.0412   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6619    0.7143   -0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  5 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 13 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
M  END


  Mrv1652309112102232D          

 20 21  0  0  0  0            999 V2000
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    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
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 N   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
  5  7  1  0  0  0  0
  2  8  1  0  0  0  0
  8  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
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 10 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247386

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(NC(C)CCC(O)=O)=C2N=CC=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H18N2O3/c1-10(5-6-14(18)19)17-13-9-12(20-2)8-11-4-3-7-16-15(11)13/h3-4,7-10,17H,5-6H2,1-2H3,(H,18,19)

> <INCHI_KEY>
KIMKJIXTIWKABF-UHFFFAOYSA-N

> <FORMULA>
C15H18N2O3

> <MOLECULAR_WEIGHT>
274.32

> <EXACT_MASS>
274.131742448

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.519119817881155

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(6-methoxyquinolin-8-yl)amino]pentanoic acid

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
1.3251352665296787

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.075749305003256

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.45723289492447

> <JCHEM_PKA_STRONGEST_BASIC>
3.8035547119276547

> <JCHEM_POLAR_SURFACE_AREA>
71.45

> <JCHEM_REFRACTIVITY>
76.5941

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(6-methoxyquinolin-8-yl)amino]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247386
     RDKit          3D
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.0734   -2.9869   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288   -1.7065   -0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8941   -0.5370   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969   -0.5370   -0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604    0.6245   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515    0.6643   -0.4435 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5115   -0.5093   -0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781   -0.9681    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942   -0.1916   -0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9585   -1.1741   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -1.8979    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1860   -1.8744    1.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4488   -2.8718    0.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4871    1.7995   -0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138    2.9398   -0.4925 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4346    4.1271   -0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8117    4.1803   -0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5619    3.0284   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665    1.8253   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5764    0.6564   -0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4328   -3.1295    0.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9225   -3.7241   -0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802   -3.2012   -0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0001   -1.4942   -0.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1127    1.5865   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.2932   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5478   -2.0388    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0356   -0.3606    1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3428   -0.6755    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8520    0.2143   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270    0.7551   -0.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8712   -0.6508   -1.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7538   -1.9525   -1.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4179   -2.5824    0.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8647    5.0616   -0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310    5.1388   -0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339    3.0412   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6619    0.7143   -0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  5 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 13 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  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      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -3.850   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       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       8.002  -1.540   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      13.337  -3.080   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      14.670  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.004  -6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.338  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.672  -3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.670  -8.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      13.337  -6.160   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   11   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   10                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0247386
HETATM    1  C1  UNL     1      -3.073  -2.987  -0.065  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.629  -1.707  -0.110  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.894  -0.537  -0.208  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.497  -0.537  -0.269  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.760   0.624  -0.365  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.651   0.664  -0.443  1.00  0.00           N  
HETATM    7  C5  UNL     1       1.511  -0.509  -0.333  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.378  -0.968   1.094  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.894  -0.192  -0.698  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.958  -1.174  -0.710  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.442  -1.898   0.419  1.00  0.00           C  
HETATM   12  O2  UNL     1       4.186  -1.874   1.623  1.00  0.00           O  
HETATM   13  O3  UNL     1       5.449  -2.872   0.099  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.487   1.799  -0.399  1.00  0.00           C  
HETATM   15  N2  UNL     1      -0.814   2.940  -0.492  1.00  0.00           N  
HETATM   16  C11 UNL     1      -1.435   4.127  -0.532  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.812   4.180  -0.475  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.562   3.028  -0.377  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.866   1.825  -0.340  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.576   0.656  -0.244  1.00  0.00           C  
HETATM   21  H1  UNL     1      -2.433  -3.130   0.808  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.922  -3.724  -0.055  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.480  -3.201  -0.988  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.000  -1.494  -0.248  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.113   1.586  -0.588  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.101  -1.293  -1.005  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.548  -2.039   1.250  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.036  -0.361   1.776  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.343  -0.676   1.484  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.852   0.214  -1.771  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.227   0.755  -0.146  1.00  0.00           H  
HETATM   32  H12 UNL     1       4.871  -0.651  -1.173  1.00  0.00           H  
HETATM   33  H13 UNL     1       3.754  -1.952  -1.534  1.00  0.00           H  
HETATM   34  H14 UNL     1       6.418  -2.582   0.073  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.865   5.062  -0.609  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.331   5.139  -0.506  1.00  0.00           H  
HETATM   37  H17 UNL     1      -4.634   3.041  -0.331  1.00  0.00           H  
HETATM   38  H18 UNL     1      -4.662   0.714  -0.199  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   24
CONECT    5    6   14   14
CONECT    6    7   25
CONECT    7    8    9   26
CONECT    8   27   28   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   12   13
CONECT   13   34
CONECT   14   15   19
CONECT   15   16   16
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   19   37
CONECT   19   20   20
CONECT   20   38
END

HMDB0247386
     RDKit          3D
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid
 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.0734   -2.9869   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6288   -1.7065   -0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8941   -0.5370   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969   -0.5370   -0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7604    0.6245   -0.3653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6515    0.6643   -0.4435 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5115   -0.5093   -0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781   -0.9681    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942   -0.1916   -0.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9585   -1.1741   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -1.8979    0.4195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1860   -1.8744    1.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4488   -2.8718    0.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4871    1.7995   -0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138    2.9398   -0.4925 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4346    4.1271   -0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8117    4.1803   -0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5619    3.0284   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665    1.8253   -0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5764    0.6564   -0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4328   -3.1295    0.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9225   -3.7241   -0.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802   -3.2012   -0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0001   -1.4942   -0.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1127    1.5865   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014   -1.2932   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5478   -2.0388    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0356   -0.3606    1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3428   -0.6755    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8520    0.2143   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270    0.7551   -0.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8712   -0.6508   -1.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7538   -1.9525   -1.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4179   -2.5824    0.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8647    5.0616   -0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3310    5.1388   -0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339    3.0412   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6619    0.7143   -0.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  5 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  3  1  0
 19 14  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 13 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-((6-Methoxyquinolin-8-yl)amino)pentanoate	Generator
4-[(6-Methoxyquinolin-8-yl)amino]pentanoate	HMDB
8-(3-Carboxy-1-methylpropylamino)-6-methoxyquinoline	HMDB
CMPAMOQ	HMDB
Carboxyprimaquine	HMDB

Chemical Formula

C₁₅H₁₈N₂O₃

Average Molecular Weight

274.32

Monoisotopic Molecular Weight

274.131742448

IUPAC Name

4-[(6-methoxyquinolin-8-yl)amino]pentanoic acid

Traditional Name

4-[(6-methoxyquinolin-8-yl)amino]pentanoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(NC(C)CCC(O)=O)=C2N=CC=CC2=C1

InChI Identifier

InChI=1S/C15H18N2O3/c1-10(5-6-14(18)19)17-13-9-12(20-2)8-11-4-3-7-16-15(11)13/h3-4,7-10,17H,5-6H2,1-2H3,(H,18,19)

InChI Key

KIMKJIXTIWKABF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
Aminoquinoline
Quinoline
Methoxyaniline
Anisole
Alkyl aryl ether
Amino fatty acid
Secondary aliphatic/aromatic amine
Pyridine
Fatty acyl
Benzenoid
Heteroaromatic compound
Amino acid
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Secondary amine
Hydrocarbon derivative
Amine
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
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	2.72	ALOGPS
logP	1.33	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.46	ChemAxon
pKa (Strongest Basic)	3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	71.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	76.59 m³·mol⁻¹	ChemAxon
Polarizability	29.52 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]+	165.907	30932474
DeepCCS	[M-H]-	163.549	30932474
DeepCCS	[M-2H]-	196.435	30932474
DeepCCS	[M+Na]+	172.001	30932474
AllCCS	[M+H]+	165.3	32859911
AllCCS	[M+H-H2O]+	161.8	32859911
AllCCS	[M+NH4]+	168.5	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	167.4	32859911
AllCCS	[M+Na-2H]-	167.4	32859911
AllCCS	[M+HCOO]-	167.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.5197 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.23 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1655.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	216.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	128.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	70.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	350.2 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	437.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	721.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	156.0 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	1005.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	246.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	258.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	359.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	319.9 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	147.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid	COC1=CC(NC(C)CCC(O)=O)=C2N=CC=CC2=C1	3603.6	Standard polar	33892256
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid	COC1=CC(NC(C)CCC(O)=O)=C2N=CC=CC2=C1	2385.7	Standard non polar	33892256
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid	COC1=CC(NC(C)CCC(O)=O)=C2N=CC=CC2=C1	2542.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid,2TMS,isomer #1	COC1=CC(N(C(C)CCC(=O)O[Si](C)(C)C)[Si](C)(C)C)=C2N=CC=CC2=C1	2432.7	Semi standard non polar	33892256
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid,2TMS,isomer #1	COC1=CC(N(C(C)CCC(=O)O[Si](C)(C)C)[Si](C)(C)C)=C2N=CC=CC2=C1	2492.2	Standard non polar	33892256
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid,2TMS,isomer #1	COC1=CC(N(C(C)CCC(=O)O[Si](C)(C)C)[Si](C)(C)C)=C2N=CC=CC2=C1	3009.4	Standard polar	33892256
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid,2TBDMS,isomer #1	COC1=CC(N(C(C)CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N=CC=CC2=C1	2948.4	Semi standard non polar	33892256
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid,2TBDMS,isomer #1	COC1=CC(N(C(C)CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N=CC=CC2=C1	2915.3	Standard non polar	33892256
4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid,2TBDMS,isomer #1	COC1=CC(N(C(C)CCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N=CC=CC2=C1	3183.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pi3-1590000000-51f1c6385200079939aa	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid GC-MS (TBDMS_1_2) - 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 - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 90V, Positive-QTOF	splash10-001i-5900000000-a51b20e79ae4b5033eb3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 75V, Positive-QTOF	splash10-0a7i-7900000000-c4dc1866dc6d68ee10a4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 15V, Positive-QTOF	splash10-0a4i-0090000000-b0ece27ca2401553eb89	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 30V, Positive-QTOF	splash10-0a4i-1190000000-8db1a7f7c68d780ffdf4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 60V, Positive-QTOF	splash10-056r-8910000000-848e824e064a9e549b04	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 45V, Positive-QTOF	splash10-0a6r-7790000000-735f79e3f52a683ccb7c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 10V, Positive-QTOF	splash10-004i-0190000000-3c7a80630f8447336951	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 20V, Positive-QTOF	splash10-056r-0490000000-256bff0d294be04fe84a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 40V, Positive-QTOF	splash10-0aba-4920000000-95f225f4171327eb8d54	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 10V, Negative-QTOF	splash10-00di-0390000000-a26f6b841c5ac7ae7cd3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 20V, Negative-QTOF	splash10-00fr-0290000000-6e56668c6834f72bcc43	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid 40V, Negative-QTOF	splash10-00di-1930000000-f32098695dfb88de97f0	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

113154

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

127542

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 4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid (HMDB0247386)

MOL for HMDB0247386 (4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid)

3D MOL for HMDB0247386 (4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid)

3D SDF for HMDB0247386 (4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid)

3D-SDF for HMDB0247386 (4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid)

PDB for HMDB0247386 (4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid)

3D PDB for HMDB0247386 (4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid)

SMILES for HMDB0247386 (4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid)

INCHI for HMDB0247386 (4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid)

Structure for HMDB0247386 (4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid)

3D Structure for HMDB0247386 (4-((6-Methoxyquinolin-8-yl)amino)pentanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra