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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:23:06 UTC

Update Date

2021-09-26 22:57:02 UTC

HMDB ID

HMDB0247378

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol

Description

5-{[methyl(prop-2-yn-1-yl)amino]methyl}quinolin-8-ol belongs to the class of organic compounds known as 8-hydroxyquinolines. 8-hydroxyquinolines are compounds containing a quinoline moiety, which carries a hydroxy group at the 8-position. Quinoline consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene. Based on a literature review very few articles have been published on 5-{[methyl(prop-2-yn-1-yl)amino]methyl}quinolin-8-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-[[methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol 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

HMDB0247378
     RDKit          3D
5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.5400    1.8243    1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    0.9743    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399   -0.0636   -0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1972    0.0996   -0.8672 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2164   -0.9656   -1.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277   -0.0393    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2220    0.1024   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.3576   -1.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    0.4785   -2.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    0.3387   -1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    0.4612   -1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742    0.0817    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5646   -0.0580    0.9232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -0.3104    2.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513   -0.4357    2.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0110   -0.2989    1.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2698   -0.0377    0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5584    2.5634    2.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884   -0.0395   -0.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553   -1.0712    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0748   -1.6673   -1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551   -0.5597   -2.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742   -1.5564   -1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2690   -0.9899    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2674    0.7702    0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2312    0.4698   -2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141    0.6824   -3.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9576    0.3480   -0.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1535   -0.4225    2.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8120   -0.6419    3.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0110   -0.3944    2.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  7  1  0
 17 12  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
M  END


  Mrv1652309112102232D          

 17 18  0  0  0  0            999 V2000
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  3  0  0  0  0
  2  6  1  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 14 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247378

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(CC#C)CC1=C2C=CC=NC2=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H14N2O/c1-3-9-16(2)10-11-6-7-13(17)14-12(11)5-4-8-15-14/h1,4-8,17H,9-10H2,2H3

> <INCHI_KEY>
FQFLPZZATVCNLA-UHFFFAOYSA-N

> <FORMULA>
C14H14N2O

> <MOLECULAR_WEIGHT>
226.279

> <EXACT_MASS>
226.110613079

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.644424463789864

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{[methyl(prop-2-yn-1-yl)amino]methyl}quinolin-8-ol

> <ALOGPS_LOGP>
1.86

> <JCHEM_LOGP>
1.5179272007131457

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.966901306211774

> <JCHEM_PKA_STRONGEST_BASIC>
8.203567673474549

> <JCHEM_POLAR_SURFACE_AREA>
36.36

> <JCHEM_REFRACTIVITY>
68.08310000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[methyl(prop-2-yn-1-yl)amino]methyl}quinolin-8-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0247378
     RDKit          3D
5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.5400    1.8243    1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    0.9743    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399   -0.0636   -0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1972    0.0996   -0.8672 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2164   -0.9656   -1.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277   -0.0393    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2220    0.1024   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.3576   -1.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    0.4785   -2.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    0.3387   -1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    0.4612   -1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742    0.0817    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5646   -0.0580    0.9232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -0.3104    2.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513   -0.4357    2.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0110   -0.2989    1.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2698   -0.0377    0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5584    2.5634    2.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884   -0.0395   -0.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553   -1.0712    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0748   -1.6673   -1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551   -0.5597   -2.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742   -1.5564   -1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2690   -0.9899    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2674    0.7702    0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2312    0.4698   -2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141    0.6824   -3.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9576    0.3480   -0.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1535   -0.4225    2.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8120   -0.6419    3.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0110   -0.3944    2.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  7  1  0
 17 12  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  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       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       0.000  -6.160   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.668  -5.390   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668  -8.470   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15    7                                                       
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0247378
HETATM    1  C1  UNL     1       3.540   1.824   1.801  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.505   0.974   0.942  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.440  -0.064  -0.091  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.197   0.100  -0.867  1.00  0.00           N  
HETATM    5  C4  UNL     1       2.216  -0.966  -1.863  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.128  -0.039   0.067  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.222   0.102  -0.474  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.568   0.358  -1.768  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.897   0.478  -2.191  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.913   0.339  -1.284  1.00  0.00           C  
HETATM   11  O1  UNL     1      -4.231   0.461  -1.717  1.00  0.00           O  
HETATM   12  C10 UNL     1      -2.574   0.082   0.021  1.00  0.00           C  
HETATM   13  N2  UNL     1      -3.565  -0.058   0.923  1.00  0.00           N  
HETATM   14  C11 UNL     1      -3.349  -0.310   2.225  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.051  -0.436   2.676  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.011  -0.299   1.780  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.270  -0.038   0.440  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.558   2.563   2.566  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.288  -0.040  -0.778  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.355  -1.071   0.383  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.075  -1.667  -1.715  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.355  -0.560  -2.887  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.274  -1.556  -1.753  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.269  -0.990   0.646  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.267   0.770   0.836  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.231   0.470  -2.484  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.114   0.682  -3.235  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.958   0.348  -0.999  1.00  0.00           H  
HETATM   29  H12 UNL     1      -4.154  -0.422   2.950  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.812  -0.642   3.728  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.011  -0.394   2.123  1.00  0.00           H  
CONECT    1    2    2    2   18
CONECT    2    3
CONECT    3    4   19   20
CONECT    4    5    6
CONECT    5   21   22   23
CONECT    6    7   24   25
CONECT    7    8    8   17
CONECT    8    9   26
CONECT    9   10   10   27
CONECT   10   11   12
CONECT   11   28
CONECT   12   13   13   17
CONECT   13   14
CONECT   14   15   15   29
CONECT   15   16   30
CONECT   16   17   17   31
END

HMDB0247378
     RDKit          3D
5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.5400    1.8243    1.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5048    0.9743    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4399   -0.0636   -0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1972    0.0996   -0.8672 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2164   -0.9656   -1.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277   -0.0393    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2220    0.1024   -0.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.3576   -1.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8972    0.4785   -2.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    0.3387   -1.2843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    0.4612   -1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742    0.0817    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5646   -0.0580    0.9232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495   -0.3104    2.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513   -0.4357    2.6756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0110   -0.2989    1.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2698   -0.0377    0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5584    2.5634    2.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884   -0.0395   -0.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553   -1.0712    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0748   -1.6673   -1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3551   -0.5597   -2.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742   -1.5564   -1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2690   -0.9899    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2674    0.7702    0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2312    0.4698   -2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141    0.6824   -3.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9576    0.3480   -0.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1535   -0.4225    2.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8120   -0.6419    3.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0110   -0.3944    2.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  7  1  0
 17 12  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
m-30 Compound	MeSH
m30 Compound	MeSH
5-(N-Methyl-N-propargylaminomethyl)-8-hydroxyquinoline	MeSH

Chemical Formula

C₁₄H₁₄N₂O

Average Molecular Weight

226.279

Monoisotopic Molecular Weight

226.110613079

IUPAC Name

5-{[methyl(prop-2-yn-1-yl)amino]methyl}quinolin-8-ol

Traditional Name

5-{[methyl(prop-2-yn-1-yl)amino]methyl}quinolin-8-ol

CAS Registry Number

Not Available

SMILES

CN(CC#C)CC1=C2C=CC=NC2=C(O)C=C1

InChI Identifier

InChI=1S/C14H14N2O/c1-3-9-16(2)10-11-6-7-13(17)14-12(11)5-4-8-15-14/h1,4-8,17H,9-10H2,2H3

InChI Key

FQFLPZZATVCNLA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-hydroxyquinolines. 8-Hydroxyquinolines are compounds containing a quinoline moiety, which carries a hydroxy group at the 8-position. Quinoline consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

8-hydroxyquinolines

Direct Parent

8-hydroxyquinolines

Alternative Parents

Substituents

8-hydroxyquinoline
Aralkylamine
1-hydroxy-2-unsubstituted benzenoid
Pyridine
Benzenoid
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Acetylide
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Amine
Organooxygen compound
Organonitrogen compound
Organopnictogen 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)

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	1.86	ALOGPS
logP	1.52	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.97	ChemAxon
pKa (Strongest Basic)	8.2	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	36.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	68.08 m³·mol⁻¹	ChemAxon
Polarizability	24.64 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]+	148.542	30932474
DeepCCS	[M-H]-	146.146	30932474
DeepCCS	[M-2H]-	179.245	30932474
DeepCCS	[M+Na]+	154.565	30932474
AllCCS	[M+H]+	149.9	32859911
AllCCS	[M+H-H2O]+	145.9	32859911
AllCCS	[M+NH4]+	153.6	32859911
AllCCS	[M+Na]+	154.7	32859911
AllCCS	[M-H]-	155.2	32859911
AllCCS	[M+Na-2H]-	155.1	32859911
AllCCS	[M+HCOO]-	155.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol	CN(CC#C)CC1=C2C=CC=NC2=C(O)C=C1	3070.1	Standard polar	33892256
5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol	CN(CC#C)CC1=C2C=CC=NC2=C(O)C=C1	1852.8	Standard non polar	33892256
5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol	CN(CC#C)CC1=C2C=CC=NC2=C(O)C=C1	1956.7	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 - 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4r-4920000000-7382d9dab6600c745cfd	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol 10V, Positive-QTOF	splash10-056r-1690000000-66679a29b57cb2bb19eb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol 20V, Positive-QTOF	splash10-0a6r-1940000000-084b7ebd4a17c0bdeaaf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol 40V, Positive-QTOF	splash10-0a4i-0900000000-9a8d8b8e1ebc08cd393d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol 10V, Negative-QTOF	splash10-004i-0090000000-669b6699ac86d9d0b88d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol 20V, Negative-QTOF	splash10-004l-4950000000-089e6cc4306fc82a6c4a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol 40V, Negative-QTOF	splash10-0kbf-8900000000-4683d5b2e5cb3ad0718e	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

5294013

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6918822

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 5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol (HMDB0247378)

MOL for HMDB0247378 (5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol)

3D MOL for HMDB0247378 (5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol)

3D SDF for HMDB0247378 (5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol)

3D-SDF for HMDB0247378 (5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol)

PDB for HMDB0247378 (5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol)

3D PDB for HMDB0247378 (5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol)

SMILES for HMDB0247378 (5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol)

INCHI for HMDB0247378 (5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol)

Structure for HMDB0247378 (5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol)

3D Structure for HMDB0247378 (5-[[Methyl(prop-2-ynyl)amino]methyl]quinolin-8-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra