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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:31:37 UTC

Update Date

2021-09-26 22:55:38 UTC

HMDB ID

HMDB0246509

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Methylethcathinone

Description

2-(ethylamino)-1-(4-methylphenyl)propan-1-one belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review very few articles have been published on 2-(ethylamino)-1-(4-methylphenyl)propan-1-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-methylethcathinone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Methylethcathinone 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

HMDB0246509
     RDKit          3D
4-Methylethcathinone
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.6637    1.5926    0.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042    0.2030   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -0.2243   -0.7490 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648   -0.4379    0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8974   -1.5826    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563   -0.7366   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7457   -1.3468   -1.9462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9450   -0.4407   -0.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9113   -0.7868   -1.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2472   -0.4736   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6715    0.2080   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1258    0.5524   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7167    0.5610    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901    0.2462    0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7648    1.5898    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    2.3446    0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450    1.9383    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473    0.3127   -0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779   -0.4701    0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758    0.4743   -1.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3107    0.4628    0.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0030   -1.9082    1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6686   -1.1967    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454   -2.3801    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5665   -1.3252   -2.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992   -0.7524   -2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3909    0.7585    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2798    1.4486   -0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7134   -0.2620   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0821    1.0938    1.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501    0.5375    1.2027 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
M  END


  Mrv1652306031609472D          

 14 14  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    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
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  2  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  4  1  0  0  0  0
 13 10  1  0  0  0  0
 14 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246509

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H17NO/c1-4-13-10(3)12(14)11-7-5-9(2)6-8-11/h5-8,10,13H,4H2,1-3H3

> <INCHI_KEY>
ZOXZWYWOECCBSH-UHFFFAOYSA-N

> <FORMULA>
C12H17NO

> <MOLECULAR_WEIGHT>
191.274

> <EXACT_MASS>
191.131014171

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
22.375880139307487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(ethylamino)-1-(4-methylphenyl)propan-1-one

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
2.478337472

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.629926000429936

> <JCHEM_PKA_STRONGEST_BASIC>
8.128883739235803

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
58.8788

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methylethcathinone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246509
     RDKit          3D
4-Methylethcathinone
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.6637    1.5926    0.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042    0.2030   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -0.2243   -0.7490 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648   -0.4379    0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8974   -1.5826    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563   -0.7366   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7457   -1.3468   -1.9462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9450   -0.4407   -0.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9113   -0.7868   -1.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2472   -0.4736   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6715    0.2080   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1258    0.5524   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7167    0.5610    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901    0.2462    0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7648    1.5898    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    2.3446    0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450    1.9383    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473    0.3127   -0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779   -0.4701    0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758    0.4743   -1.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3107    0.4628    0.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0030   -1.9082    1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6686   -1.1967    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454   -2.3801    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5665   -1.3252   -2.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992   -0.7524   -2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3909    0.7585    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2798    1.4486   -0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7134   -0.2620   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0821    1.0938    1.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501    0.5375    1.2027 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.670  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       9.336   0.770   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4    1   13                                                       
CONECT    5    7    9                                                       
CONECT    6    8    9                                                       
CONECT    7    5   11                                                       
CONECT    8    6   11                                                       
CONECT    9    2    5    6                                                  
CONECT   10    3   12   13                                                  
CONECT   11    7    8   12                                                  
CONECT   12   10   11   14                                                  
CONECT   13    4   10                                                       
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0246509
HETATM    1  C1  UNL     1       3.664   1.593   0.526  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.904   0.203  -0.012  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.757  -0.224  -0.749  1.00  0.00           N  
HETATM    4  C3  UNL     1       1.565  -0.438   0.056  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.897  -1.583   1.009  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.456  -0.737  -0.840  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.746  -1.347  -1.946  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.945  -0.441  -0.657  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.911  -0.787  -1.574  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.247  -0.474  -1.395  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.672   0.208  -0.272  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.126   0.552  -0.093  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.717   0.561   0.655  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.390   0.246   0.469  1.00  0.00           C  
HETATM   15  H1  UNL     1       3.765   1.590   1.653  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.361   2.345   0.133  1.00  0.00           H  
HETATM   17  H3  UNL     1       2.645   1.938   0.282  1.00  0.00           H  
HETATM   18  H4  UNL     1       4.747   0.313  -0.760  1.00  0.00           H  
HETATM   19  H5  UNL     1       4.278  -0.470   0.755  1.00  0.00           H  
HETATM   20  H6  UNL     1       2.576   0.474  -1.521  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.311   0.463   0.678  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.003  -1.908   1.573  1.00  0.00           H  
HETATM   23  H9  UNL     1       2.669  -1.197   1.700  1.00  0.00           H  
HETATM   24  H10 UNL     1       2.345  -2.380   0.391  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.566  -1.325  -2.462  1.00  0.00           H  
HETATM   26  H12 UNL     1      -3.999  -0.752  -2.124  1.00  0.00           H  
HETATM   27  H13 UNL     1      -5.391   0.759   0.951  1.00  0.00           H  
HETATM   28  H14 UNL     1      -5.280   1.449  -0.759  1.00  0.00           H  
HETATM   29  H15 UNL     1      -5.713  -0.262  -0.569  1.00  0.00           H  
HETATM   30  H16 UNL     1      -3.082   1.094   1.530  1.00  0.00           H  
HETATM   31  H17 UNL     1      -0.650   0.538   1.203  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4   20
CONECT    4    5    6   21
CONECT    5   22   23   24
CONECT    6    7    7    8
CONECT    8    9    9   14
CONECT    9   10   25
CONECT   10   11   11   26
CONECT   11   12   13
CONECT   12   27   28   29
CONECT   13   14   14   30
CONECT   14   31
END

HMDB0246509
     RDKit          3D
4-Methylethcathinone
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.6637    1.5926    0.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042    0.2030   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574   -0.2243   -0.7490 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648   -0.4379    0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8974   -1.5826    1.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563   -0.7366   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7457   -1.3468   -1.9462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9450   -0.4407   -0.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9113   -0.7868   -1.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2472   -0.4736   -1.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6715    0.2080   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1258    0.5524   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7167    0.5610    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901    0.2462    0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7648    1.5898    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    2.3446    0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450    1.9383    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7473    0.3127   -0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2779   -0.4701    0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5758    0.4743   -1.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3107    0.4628    0.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0030   -1.9082    1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6686   -1.1967    1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454   -2.3801    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5665   -1.3252   -2.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992   -0.7524   -2.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3909    0.7585    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2798    1.4486   -0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7134   -0.2620   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0821    1.0938    1.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6501    0.5375    1.2027 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  5 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-MEC compound	MeSH
4'-Methyl-N-ethylmethcathinone	MeSH
4-Methyl-N-ethyl-cathinone	MeSH

Chemical Formula

C₁₂H₁₇NO

Average Molecular Weight

191.274

Monoisotopic Molecular Weight

191.131014171

IUPAC Name

2-(ethylamino)-1-(4-methylphenyl)propan-1-one

Traditional Name

4-methylethcathinone

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H17NO/c1-4-13-10(3)12(14)11-7-5-9(2)6-8-11/h5-8,10,13H,4H2,1-3H3

InChI Key

ZOXZWYWOECCBSH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Phenylpropane
Benzoyl
Aryl alkyl ketone
Toluene
Monocyclic benzene moiety
Benzenoid
Alpha-aminoketone
Secondary aliphatic amine
Secondary amine
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
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	1.78	ALOGPS
logP	2.48	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	18.63	ChemAxon
pKa (Strongest Basic)	8.13	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	58.88 m³·mol⁻¹	ChemAxon
Polarizability	22.38 Å³	ChemAxon
Number of Rings	1	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]+	147.96	30932474
DeepCCS	[M-H]-	145.602	30932474
DeepCCS	[M-2H]-	180.393	30932474
DeepCCS	[M+Na]+	155.084	30932474
AllCCS	[M+H]+	143.5	32859911
AllCCS	[M+H-H2O]+	139.4	32859911
AllCCS	[M+NH4]+	147.4	32859911
AllCCS	[M+Na]+	148.5	32859911
AllCCS	[M-H]-	148.4	32859911
AllCCS	[M+Na-2H]-	149.2	32859911
AllCCS	[M+HCOO]-	150.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.7082 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.53 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1320.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	279.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	138.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	82.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	311.3 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	361.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	108.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	833.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	377.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	965.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	225.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	279.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	301.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	207.7 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	40.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Methylethcathinone	CCNC(C)C(=O)C1=CC=C(C)C=C1	2075.8	Standard polar	33892256
4-Methylethcathinone	CCNC(C)C(=O)C1=CC=C(C)C=C1	1521.5	Standard non polar	33892256
4-Methylethcathinone	CCNC(C)C(=O)C1=CC=C(C)C=C1	1503.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Methylethcathinone,1TMS,isomer #1	CCN(C(C)C(=O)C1=CC=C(C)C=C1)[Si](C)(C)C	1635.0	Semi standard non polar	33892256
4-Methylethcathinone,1TMS,isomer #1	CCN(C(C)C(=O)C1=CC=C(C)C=C1)[Si](C)(C)C	1780.2	Standard non polar	33892256
4-Methylethcathinone,1TMS,isomer #1	CCN(C(C)C(=O)C1=CC=C(C)C=C1)[Si](C)(C)C	1969.8	Standard polar	33892256
4-Methylethcathinone,1TBDMS,isomer #1	CCN(C(C)C(=O)C1=CC=C(C)C=C1)[Si](C)(C)C(C)(C)C	1923.5	Semi standard non polar	33892256
4-Methylethcathinone,1TBDMS,isomer #1	CCN(C(C)C(=O)C1=CC=C(C)C=C1)[Si](C)(C)C(C)(C)C	1967.7	Standard non polar	33892256
4-Methylethcathinone,1TBDMS,isomer #1	CCN(C(C)C(=O)C1=CC=C(C)C=C1)[Si](C)(C)C(C)(C)C	2103.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylethcathinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xr-9600000000-6f3992e239c219dc7324	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylethcathinone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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-Methylethcathinone 10V, Positive-QTOF	splash10-0006-1900000000-46bcc21a2b927662ab46	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 20V, Positive-QTOF	splash10-0006-6900000000-5d682caae8725c8844d3	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 40V, Positive-QTOF	splash10-002f-9100000000-439986c08f51fde33f7e	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 10V, Negative-QTOF	splash10-0006-0900000000-aeb738829294457dc429	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 20V, Negative-QTOF	splash10-0006-4900000000-73aabfbce81fb9173baf	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 40V, Negative-QTOF	splash10-0006-9500000000-e239a5a1ecaf92321979	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 10V, Positive-QTOF	splash10-00dl-0900000000-025ecbf8152a103a4520	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 20V, Positive-QTOF	splash10-00dj-1900000000-6cfda08ca2472bb4e60e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 40V, Positive-QTOF	splash10-0006-7900000000-4931c2509fd9e33a653d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 10V, Negative-QTOF	splash10-0006-0900000000-03aee7c95014cce4ba9a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 20V, Negative-QTOF	splash10-0007-2900000000-d54346e6b901f7bee589	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylethcathinone 40V, Negative-QTOF	splash10-0006-9300000000-bd1322848b71827a01cf	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

25630091

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52988259

PDB ID

Not Available

ChEBI ID

168695

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-Methylethcathinone (HMDB0246509)

MOL for HMDB0246509 (4-Methylethcathinone)

3D MOL for HMDB0246509 (4-Methylethcathinone)

3D SDF for HMDB0246509 (4-Methylethcathinone)

3D-SDF for HMDB0246509 (4-Methylethcathinone)

PDB for HMDB0246509 (4-Methylethcathinone)

3D PDB for HMDB0246509 (4-Methylethcathinone)

SMILES for HMDB0246509 (4-Methylethcathinone)

INCHI for HMDB0246509 (4-Methylethcathinone)

Structure for HMDB0246509 (4-Methylethcathinone)

3D Structure for HMDB0246509 (4-Methylethcathinone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra