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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:28:06 UTC

Update Date

2021-09-26 23:11:37 UTC

HMDB ID

HMDB0256151

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-

Description

8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-, also known as 5,7-dichloro-2-((dimethylamino)methyl)-8-hydroxyquinoline or PBT2 compound, belongs to the class of organic compounds known as chloroquinolines. Chloroquinolines are compounds containing a quinoline moiety, which carries one or more chlorine atoms. Based on a literature review a significant number of articles have been published on 8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)- 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

HMDB0256151
     RDKit          3D
8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-
 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.0958   -0.4970    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8915    0.5375   -0.0027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1042    0.6725   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7987    0.3619   -0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776    0.2722   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3050    0.4895    1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9487    0.4027    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    0.0902    0.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3171   -0.0144    1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486    0.2580    3.1282 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3878   -0.3281    0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -0.5451   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138   -0.9448   -1.8175 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9391   -0.4415   -1.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7289   -0.6535   -2.6074 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529   -0.1266   -0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6066   -0.0292   -0.9898 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3279   -0.1385    1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2443   -1.2321    0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9841   -1.1408    0.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9607    0.1547   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9611    0.1492   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3557    1.7299   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9836   -0.5497   -1.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7810    1.2083   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117    0.7353    1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017    0.5699    2.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4011   -0.4181    0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926   -0.5725   -2.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17  5  1  0
 16  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 15 29  1  0
M  END


  Mrv1652309112118282D          

 17 18  0  0  0  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    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
   -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 N   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 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
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 Cl  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
  2  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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 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
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 11 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256151

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CC1=NC2=C(C=C1)C(Cl)=CC(Cl)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C12H12Cl2N2O/c1-16(2)6-7-3-4-8-9(13)5-10(14)12(17)11(8)15-7/h3-5,17H,6H2,1-2H3

> <INCHI_KEY>
YZPOQCQXOSEMAZ-UHFFFAOYSA-N

> <FORMULA>
C12H12Cl2N2O

> <MOLECULAR_WEIGHT>
271.14

> <EXACT_MASS>
270.0326684

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
26.99244783609739

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dichloro-2-[(dimethylamino)methyl]quinolin-8-ol

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
1.8480696637912535

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.774754044755309

> <JCHEM_PKA_STRONGEST_BASIC>
8.338617145740022

> <JCHEM_POLAR_SURFACE_AREA>
36.36

> <JCHEM_REFRACTIVITY>
69.5903

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dichloro-2-[(dimethylamino)methyl]quinolin-8-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0256151
     RDKit          3D
8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-
 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.0958   -0.4970    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8915    0.5375   -0.0027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1042    0.6725   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7987    0.3619   -0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776    0.2722   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3050    0.4895    1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9487    0.4027    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    0.0902    0.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3171   -0.0144    1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486    0.2580    3.1282 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3878   -0.3281    0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -0.5451   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138   -0.9448   -1.8175 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9391   -0.4415   -1.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7289   -0.6535   -2.6074 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529   -0.1266   -0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6066   -0.0292   -0.9898 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3279   -0.1385    1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2443   -1.2321    0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9841   -1.1408    0.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9607    0.1547   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9611    0.1492   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3557    1.7299   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9836   -0.5497   -1.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7810    1.2083   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117    0.7353    1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017    0.5699    2.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4011   -0.4181    0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926   -0.5725   -2.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17  5  1  0
 16  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 15 29  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -4.001  -2.310   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -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  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   16 Cl   UNK     0       5.335  -3.080   0.000  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0       2.667   1.540   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13    7   15                                                  
CONECT   15   14                                                            
CONECT   16   13                                                            
CONECT   17   11                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0256151
HETATM    1  C1  UNL     1      -3.096  -0.497   0.958  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.891   0.538  -0.003  1.00  0.00           N  
HETATM    3  C2  UNL     1      -4.104   0.672  -0.789  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.799   0.362  -0.888  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.478   0.272  -0.260  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.305   0.490   1.088  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.949   0.403   1.688  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.031   0.090   0.896  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.317  -0.014   1.426  1.00  0.00           C  
HETATM   10 CL1  UNL     1       3.549   0.258   3.128  1.00  0.00          CL  
HETATM   11  C9  UNL     1       4.388  -0.328   0.617  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.213  -0.545  -0.732  1.00  0.00           C  
HETATM   13 CL2  UNL     1       5.514  -0.945  -1.818  1.00  0.00          CL  
HETATM   14  C11 UNL     1       2.939  -0.442  -1.257  1.00  0.00           C  
HETATM   15  O1  UNL     1       2.729  -0.653  -2.607  1.00  0.00           O  
HETATM   16  C12 UNL     1       1.853  -0.127  -0.454  1.00  0.00           C  
HETATM   17  N2  UNL     1       0.607  -0.029  -0.990  1.00  0.00           N  
HETATM   18  H1  UNL     1      -3.328  -0.138   1.984  1.00  0.00           H  
HETATM   19  H2  UNL     1      -2.244  -1.232   0.977  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.984  -1.141   0.684  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.961   0.155  -0.277  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.961   0.149  -1.754  1.00  0.00           H  
HETATM   23  H6  UNL     1      -4.356   1.730  -1.001  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.984  -0.550  -1.526  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.781   1.208  -1.599  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.112   0.735   1.740  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.102   0.570   2.742  1.00  0.00           H  
HETATM   28  H11 UNL     1       5.401  -0.418   0.992  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.793  -0.573  -2.967  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4
CONECT    3   21   22   23
CONECT    4    5   24   25
CONECT    5    6    6   17
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   16
CONECT    9   10   11   11
CONECT   11   12   28
CONECT   12   13   14   14
CONECT   14   15   16
CONECT   15   29
CONECT   16   17   17
END

HMDB0256151
     RDKit          3D
8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-
 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.0958   -0.4970    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8915    0.5375   -0.0027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1042    0.6725   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7987    0.3619   -0.8880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776    0.2722   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3050    0.4895    1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9487    0.4027    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    0.0902    0.8957 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3171   -0.0144    1.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486    0.2580    3.1282 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3878   -0.3281    0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -0.5451   -0.7321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5138   -0.9448   -1.8175 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9391   -0.4415   -1.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7289   -0.6535   -2.6074 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529   -0.1266   -0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6066   -0.0292   -0.9898 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3279   -0.1385    1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2443   -1.2321    0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9841   -1.1408    0.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9607    0.1547   -0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9611    0.1492   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3557    1.7299   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9836   -0.5497   -1.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7810    1.2083   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1117    0.7353    1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1017    0.5699    2.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4011   -0.4181    0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926   -0.5725   -2.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17  5  1  0
 16  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 15 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,7-Dichloro-2-((dimethylamino)methyl)-8-hydroxyquinoline	HMDB
PBT2 Compound	HMDB

Chemical Formula

C₁₂H₁₂Cl₂N₂O

Average Molecular Weight

271.14

Monoisotopic Molecular Weight

270.0326684

IUPAC Name

5,7-dichloro-2-[(dimethylamino)methyl]quinolin-8-ol

Traditional Name

5,7-dichloro-2-[(dimethylamino)methyl]quinolin-8-ol

CAS Registry Number

Not Available

SMILES

CN(C)CC1=NC2=C(C=C1)C(Cl)=CC(Cl)=C2O

InChI Identifier

InChI=1S/C12H12Cl2N2O/c1-16(2)6-7-3-4-8-9(13)5-10(14)12(17)11(8)15-7/h3-5,17H,6H2,1-2H3

InChI Key

YZPOQCQXOSEMAZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chloroquinolines. Chloroquinolines are compounds containing a quinoline moiety, which carries one or more chlorine atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Haloquinolines

Direct Parent

Chloroquinolines

Alternative Parents

Substituents

Chloroquinoline
8-hydroxyquinoline
2-pyridylmethylamine
4-halophenol
2-halophenol
Aralkylamine
Phenol
Aryl chloride
Aryl halide
Benzenoid
Pyridine
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organooxygen 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 (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	3.23	ALOGPS
logP	1.85	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	6.77	ChemAxon
pKa (Strongest Basic)	8.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	36.36 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.59 m³·mol⁻¹	ChemAxon
Polarizability	26.99 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	155.671	30932474
DeepCCS	[M-H]-	153.313	30932474
DeepCCS	[M-2H]-	186.199	30932474
DeepCCS	[M+Na]+	161.764	30932474
AllCCS	[M+H]+	155.1	32859911
AllCCS	[M+H-H2O]+	151.4	32859911
AllCCS	[M+NH4]+	158.6	32859911
AllCCS	[M+Na]+	159.6	32859911
AllCCS	[M-H]-	154.9	32859911
AllCCS	[M+Na-2H]-	154.8	32859911
AllCCS	[M+HCOO]-	154.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.7348 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.67 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	991.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	311.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	102.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	188.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	74.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	366.9 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	332.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	775.8 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	71.0 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	1067.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	216.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	277.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	636.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	391.0 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	98.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-	CN(C)CC1=NC2=C(C=C1)C(Cl)=CC(Cl)=C2O	2859.1	Standard polar	33892256
8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-	CN(C)CC1=NC2=C(C=C1)C(Cl)=CC(Cl)=C2O	2131.4	Standard non polar	33892256
8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-	CN(C)CC1=NC2=C(C=C1)C(Cl)=CC(Cl)=C2O	2125.4	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 - 8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)- GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-3090000000-2989753792e3d7a18823	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)- GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)- GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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

8191585

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10016012

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 8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)- (HMDB0256151)

MOL for HMDB0256151 (8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-)

3D MOL for HMDB0256151 (8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-)

3D SDF for HMDB0256151 (8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-)

3D-SDF for HMDB0256151 (8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-)

PDB for HMDB0256151 (8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-)

3D PDB for HMDB0256151 (8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-)

SMILES for HMDB0256151 (8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-)

INCHI for HMDB0256151 (8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-)

Structure for HMDB0256151 (8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-)

3D Structure for HMDB0256151 (8-Quinolinol, 5,7-dichloro-2-((dimethylamino)methyl)-)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra