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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:18:47 UTC

Update Date

2021-09-26 22:55:15 UTC

HMDB ID

HMDB0246283

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-(2-(Ethylamino)propyl)-2-methoxyphenol

Description

4-(2-(Ethylamino)propyl)-2-methoxyphenol, also known as 4-hydroxy-3-methoxyethylamphetamine or ohmeo-et-amphetamine, belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. Based on a literature review very few articles have been published on 4-(2-(Ethylamino)propyl)-2-methoxyphenol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-(2-(ethylamino)propyl)-2-methoxyphenol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-(2-(Ethylamino)propyl)-2-methoxyphenol 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

HMDB0246283
     RDKit          3D
4-(2-(Ethylamino)propyl)-2-methoxyphenol
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.4846   -1.2456   -1.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292   -1.7310   -0.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071   -1.4834   -0.8868 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1609   -1.8576    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104   -3.3059    0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0683   -0.9955    1.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015    0.4085    0.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499    1.2734    0.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553    2.6218    0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485    3.0794    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9309    4.3973   -0.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059    2.2144    0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9938    2.6848    0.2847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1435    1.9060    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109    0.8922    0.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -0.4657   -2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3706   -0.7804   -1.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7574   -2.0834   -2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7653   -2.8101   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7827   -1.1627    0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581   -0.6562   -1.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8012   -1.6317   -0.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0128   -3.8208   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067   -3.5171    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501   -3.7785   -0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7845   -1.3890    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9472   -1.0386    1.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    0.9847    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486    3.3145    0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    4.7071   -0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0207    1.2005    1.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9785    2.5945    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861    1.2948   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3003    0.1792    0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
M  END

  Mrv1652309112101192D          

 15 15  0  0  0  0            999 V2000
    0.0000   -2.4750    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   -2.4750    0.0000 N   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   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   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
  4  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
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246283

> <DATABASE_NAME>
hmdb

> <SMILES>
CCNC(C)CC1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H19NO2/c1-4-13-9(2)7-10-5-6-11(14)12(8-10)15-3/h5-6,8-9,13-14H,4,7H2,1-3H3

> <INCHI_KEY>
RSGBHYQZUCUCGM-UHFFFAOYSA-N

> <FORMULA>
C12H19NO2

> <MOLECULAR_WEIGHT>
209.289

> <EXACT_MASS>
209.141578856

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
24.176855500752573

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[2-(ethylamino)propyl]-2-methoxyphenol

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
1.5042956831876435

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.870323908995863

> <JCHEM_PKA_STRONGEST_BASIC>
10.590279450466477

> <JCHEM_POLAR_SURFACE_AREA>
41.489999999999995

> <JCHEM_REFRACTIVITY>
61.67250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[2-(ethylamino)propyl]-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246283
     RDKit          3D
4-(2-(Ethylamino)propyl)-2-methoxyphenol
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.4846   -1.2456   -1.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292   -1.7310   -0.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071   -1.4834   -0.8868 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1609   -1.8576    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104   -3.3059    0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0683   -0.9955    1.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015    0.4085    0.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499    1.2734    0.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553    2.6218    0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485    3.0794    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9309    4.3973   -0.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059    2.2144    0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9938    2.6848    0.2847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1435    1.9060    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109    0.8922    0.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -0.4657   -2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3706   -0.7804   -1.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7574   -2.0834   -2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7653   -2.8101   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7827   -1.1627    0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581   -0.6562   -1.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8012   -1.6317   -0.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0128   -3.8208   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067   -3.5171    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501   -3.7785   -0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7845   -1.3890    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9472   -1.0386    1.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    0.9847    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486    3.3145    0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    4.7071   -0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0207    1.2005    1.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9785    2.5945    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861    1.2948   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3003    0.1792    0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  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  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.001  -5.390   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       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10                                                            
CONECT   14    9   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0246283
HETATM    1  C1  UNL     1       3.485  -1.246  -1.528  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.529  -1.731  -0.439  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.207  -1.483  -0.887  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.161  -1.858   0.008  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.110  -3.306   0.335  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.068  -0.995   1.218  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.202   0.409   0.884  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.850   1.273   0.705  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.655   2.622   0.383  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.649   3.079   0.246  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.931   4.397  -0.071  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.706   2.214   0.425  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.994   2.685   0.285  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.144   1.906   0.438  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.511   0.892   0.740  1.00  0.00           C  
HETATM   16  H1  UNL     1       2.971  -0.466  -2.131  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.371  -0.780  -1.089  1.00  0.00           H  
HETATM   18  H3  UNL     1       3.757  -2.083  -2.221  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.765  -2.810  -0.304  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.783  -1.163   0.474  1.00  0.00           H  
HETATM   21  H6  UNL     1       1.058  -0.656  -1.457  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.801  -1.632  -0.575  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.013  -3.821  -0.083  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.007  -3.517   1.419  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.750  -3.779  -0.172  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.785  -1.389   1.846  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.947  -1.039   1.879  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.869   0.985   0.799  1.00  0.00           H  
HETATM   29  H14 UNL     1       1.449   3.315   0.238  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.886   4.707  -0.167  1.00  0.00           H  
HETATM   31  H16 UNL     1      -4.021   1.200   1.283  1.00  0.00           H  
HETATM   32  H17 UNL     1      -4.979   2.594   0.700  1.00  0.00           H  
HETATM   33  H18 UNL     1      -4.386   1.295  -0.457  1.00  0.00           H  
HETATM   34  H19 UNL     1      -2.300   0.179   0.889  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21
CONECT    4    5    6   22
CONECT    5   23   24   25
CONECT    6    7   26   27
CONECT    7    8    8   15
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   12
CONECT   11   30
CONECT   12   13   15   15
CONECT   13   14
CONECT   14   31   32   33
CONECT   15   34
END

HMDB0246283
     RDKit          3D
4-(2-(Ethylamino)propyl)-2-methoxyphenol
 34 34  0  0  0  0  0  0  0  0999 V2000
    3.4846   -1.2456   -1.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292   -1.7310   -0.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071   -1.4834   -0.8868 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1609   -1.8576    0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104   -3.3059    0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0683   -0.9955    1.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015    0.4085    0.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8499    1.2734    0.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553    2.6218    0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485    3.0794    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9309    4.3973   -0.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7059    2.2144    0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9938    2.6848    0.2847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1435    1.9060    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109    0.8922    0.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -0.4657   -2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3706   -0.7804   -1.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7574   -2.0834   -2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7653   -2.8101   -0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7827   -1.1627    0.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581   -0.6562   -1.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8012   -1.6317   -0.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0128   -3.8208   -0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067   -3.5171    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7501   -3.7785   -0.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7845   -1.3890    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9472   -1.0386    1.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    0.9847    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486    3.3145    0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    4.7071   -0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0207    1.2005    1.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9785    2.5945    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3861    1.2948   -0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3003    0.1792    0.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Hydroxy-3-methoxyethylamphetamine	HMDB
OHMeO-et-amphetamine	HMDB

Chemical Formula

C₁₂H₁₉NO₂

Average Molecular Weight

209.289

Monoisotopic Molecular Weight

209.141578856

IUPAC Name

4-[2-(ethylamino)propyl]-2-methoxyphenol

Traditional Name

4-[2-(ethylamino)propyl]-2-methoxyphenol

CAS Registry Number

Not Available

SMILES

CCNC(C)CC1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C12H19NO2/c1-4-13-9(2)7-10-5-6-11(14)12(8-10)15-3/h5-6,8-9,13-14H,4,7H2,1-3H3

InChI Key

RSGBHYQZUCUCGM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Methoxyphenol
Amphetamine or derivatives
Phenylpropane
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Alkyl aryl ether
Secondary amine
Ether
Secondary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	1.88	ALOGPS
logP	1.5	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	9.87	ChemAxon
pKa (Strongest Basic)	10.59	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.49 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	61.67 m³·mol⁻¹	ChemAxon
Polarizability	24.18 Å³	ChemAxon
Number of Rings	1	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]+	150.148	30932474
DeepCCS	[M-H]-	147.79	30932474
DeepCCS	[M-2H]-	182.913	30932474
DeepCCS	[M+Na]+	158.396	30932474
AllCCS	[M+H]+	149.4	32859911
AllCCS	[M+H-H2O]+	145.5	32859911
AllCCS	[M+NH4]+	153.1	32859911
AllCCS	[M+Na]+	154.2	32859911
AllCCS	[M-H]-	152.5	32859911
AllCCS	[M+Na-2H]-	153.3	32859911
AllCCS	[M+HCOO]-	154.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(2-(Ethylamino)propyl)-2-methoxyphenol	CCNC(C)CC1=CC(OC)=C(O)C=C1	2579.0	Standard polar	33892256
4-(2-(Ethylamino)propyl)-2-methoxyphenol	CCNC(C)CC1=CC(OC)=C(O)C=C1	1685.1	Standard non polar	33892256
4-(2-(Ethylamino)propyl)-2-methoxyphenol	CCNC(C)CC1=CC(OC)=C(O)C=C1	1632.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(2-(Ethylamino)propyl)-2-methoxyphenol,2TMS,isomer #1	CCN(C(C)CC1=CC=C(O[Si](C)(C)C)C(OC)=C1)[Si](C)(C)C	1898.8	Semi standard non polar	33892256
4-(2-(Ethylamino)propyl)-2-methoxyphenol,2TMS,isomer #1	CCN(C(C)CC1=CC=C(O[Si](C)(C)C)C(OC)=C1)[Si](C)(C)C	1942.0	Standard non polar	33892256
4-(2-(Ethylamino)propyl)-2-methoxyphenol,2TMS,isomer #1	CCN(C(C)CC1=CC=C(O[Si](C)(C)C)C(OC)=C1)[Si](C)(C)C	2091.2	Standard polar	33892256
4-(2-(Ethylamino)propyl)-2-methoxyphenol,2TBDMS,isomer #1	CCN(C(C)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)[Si](C)(C)C(C)(C)C	2389.9	Semi standard non polar	33892256
4-(2-(Ethylamino)propyl)-2-methoxyphenol,2TBDMS,isomer #1	CCN(C(C)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)[Si](C)(C)C(C)(C)C	2376.5	Standard non polar	33892256
4-(2-(Ethylamino)propyl)-2-methoxyphenol,2TBDMS,isomer #1	CCN(C(C)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1)[Si](C)(C)C(C)(C)C	2346.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9300000000-39b8a8aee7ecb4628c1b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol 10V, Positive-QTOF	splash10-03di-0490000000-0a8d71e6cb152cd4bcf1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol 20V, Positive-QTOF	splash10-000i-1920000000-f6c09b9c9f5be19ea04c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol 40V, Positive-QTOF	splash10-00dr-5900000000-7f55d80e963d9a765cee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol 10V, Negative-QTOF	splash10-0a4i-0090000000-5256476f4ec397c74e83	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol 20V, Negative-QTOF	splash10-0aba-1920000000-ae1df9abcfba133daee3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(2-(Ethylamino)propyl)-2-methoxyphenol 40V, Negative-QTOF	splash10-0077-4900000000-3ebb27d3b46faf4c88f8	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

114789

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129647

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-(2-(Ethylamino)propyl)-2-methoxyphenol (HMDB0246283)

MOL for HMDB0246283 (4-(2-(Ethylamino)propyl)-2-methoxyphenol)

3D MOL for HMDB0246283 (4-(2-(Ethylamino)propyl)-2-methoxyphenol)

3D SDF for HMDB0246283 (4-(2-(Ethylamino)propyl)-2-methoxyphenol)

3D-SDF for HMDB0246283 (4-(2-(Ethylamino)propyl)-2-methoxyphenol)

PDB for HMDB0246283 (4-(2-(Ethylamino)propyl)-2-methoxyphenol)

3D PDB for HMDB0246283 (4-(2-(Ethylamino)propyl)-2-methoxyphenol)

SMILES for HMDB0246283 (4-(2-(Ethylamino)propyl)-2-methoxyphenol)

INCHI for HMDB0246283 (4-(2-(Ethylamino)propyl)-2-methoxyphenol)

Structure for HMDB0246283 (4-(2-(Ethylamino)propyl)-2-methoxyphenol)

3D Structure for HMDB0246283 (4-(2-(Ethylamino)propyl)-2-methoxyphenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra