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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:45:48 UTC

Update Date

2021-09-26 23:04:27 UTC

HMDB ID

HMDB0252084

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethylphenidate

Description

ethyl 2-phenyl-2-(piperidin-2-yl)acetate belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Based on a literature review very few articles have been published on ethyl 2-phenyl-2-(piperidin-2-yl)acetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethylphenidate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethylphenidate 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

HMDB0252084
     RDKit          3D
Ethylphenidate
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.2825   -2.4106    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2347   -0.9463    1.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0268   -0.3274    1.1598 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6150   -0.3030   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -0.8566   -1.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3442    0.3410   -0.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970    1.7699   -0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1899    2.7232   -1.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1438    4.0777   -0.9854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070    4.4884    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    3.5580    1.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    2.1982    1.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8563   -0.4214   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7575   -1.8301   -0.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250   -2.6313    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804   -1.8636    0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -0.6312   -0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389    0.1790   -0.6181 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254   -2.9645    1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984   -2.8211    1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4142   -2.6211    0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0976   -0.4650    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620   -0.8720    2.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801    0.2337   -1.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366    2.4392   -2.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0598    4.8347   -1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1727    5.5529    0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    3.8894    2.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4424    1.4788    1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8555   -0.5188    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205   -2.3063   -0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264   -1.8474   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068   -3.6145   -0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4013   -2.8951    1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9382   -2.5309    0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129   -1.5772    1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071    0.0107   -0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6109   -0.8813   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265    0.3619   -1.6451 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  2  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
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12  7  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
M  END


  Mrv1652306031609462D          

 18 19  0  0  0  0            999 V2000
    0.7145    2.0625    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
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    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    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    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
    4.2868    1.6500    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
    3.5724    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
    2.8579    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 16 13  1  0  0  0  0
 17 15  2  0  0  0  0
 18  2  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252084

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C(C1CCCCN1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H21NO2/c1-2-18-15(17)14(12-8-4-3-5-9-12)13-10-6-7-11-16-13/h3-5,8-9,13-14,16H,2,6-7,10-11H2,1H3

> <INCHI_KEY>
AIVSIRYZIBXTMM-UHFFFAOYSA-N

> <FORMULA>
C15H21NO2

> <MOLECULAR_WEIGHT>
247.338

> <EXACT_MASS>
247.15722892

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.25009301280061

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-phenyl-2-(piperidin-2-yl)acetate

> <ALOGPS_LOGP>
1.00

> <JCHEM_LOGP>
2.611743036333333

> <ALOGPS_LOGS>
-3.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.088818718700658

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
71.4768

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl phenyl(piperidin-2-yl)acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0252084
     RDKit          3D
Ethylphenidate
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.2825   -2.4106    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2347   -0.9463    1.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0268   -0.3274    1.1598 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6150   -0.3030   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -0.8566   -1.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3442    0.3410   -0.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970    1.7699   -0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1899    2.7232   -1.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1438    4.0777   -0.9854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070    4.4884    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    3.5580    1.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    2.1982    1.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8563   -0.4214   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7575   -1.8301   -0.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250   -2.6313    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804   -1.8636    0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -0.6312   -0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389    0.1790   -0.6181 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254   -2.9645    1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984   -2.8211    1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4142   -2.6211    0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0976   -0.4650    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620   -0.8720    2.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801    0.2337   -1.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366    2.4392   -2.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0598    4.8347   -1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1727    5.5529    0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    3.8894    2.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4424    1.4788    1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8555   -0.5188    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205   -2.3063   -0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264   -1.8474   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068   -3.6145   -0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4013   -2.8951    1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9382   -2.5309    0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129   -1.5772    1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071    0.0107   -0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6109   -0.8813   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265    0.3619   -1.6451 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  2  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
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12  7  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  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       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       5.335   6.160   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   18                                                       
CONECT    3    4    5                                                       
CONECT    4    3    8                                                       
CONECT    5    3    9                                                       
CONECT    6    7   10                                                       
CONECT    7    6   11                                                       
CONECT    8    4   12                                                       
CONECT    9    5   12                                                       
CONECT   10    6   13                                                       
CONECT   11    7   16                                                       
CONECT   12    8    9   14                                                  
CONECT   13   10   14   16                                                  
CONECT   14   12   13   15                                                  
CONECT   15   14   17   18                                                  
CONECT   16   11   13                                                       
CONECT   17   15                                                            
CONECT   18    2   15                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0252084
HETATM    1  C1  UNL     1       3.283  -2.411   1.186  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.235  -0.946   1.529  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.027  -0.327   1.160  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.615  -0.303  -0.164  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.371  -0.857  -1.002  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.344   0.341  -0.598  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.297   1.770  -0.280  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.190   2.723  -1.266  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.144   4.078  -0.985  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.207   4.488   0.321  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.315   3.558   1.335  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.359   2.198   1.025  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.856  -0.421  -0.063  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.757  -1.830  -0.627  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.825  -2.631   0.086  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.080  -1.864   0.293  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.215  -0.631  -0.532  1.00  0.00           C  
HETATM   18  N1  UNL     1      -2.039   0.179  -0.618  1.00  0.00           N  
HETATM   19  H1  UNL     1       2.425  -2.964   1.637  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.198  -2.821   1.697  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.414  -2.621   0.121  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.098  -0.465   0.996  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.362  -0.872   2.635  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.280   0.234  -1.702  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.137   2.439  -2.321  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.060   4.835  -1.752  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.173   5.553   0.572  1.00  0.00           H  
HETATM   28  H10 UNL     1       0.363   3.889   2.341  1.00  0.00           H  
HETATM   29  H11 UNL     1       0.442   1.479   1.805  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.855  -0.519   1.021  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.221  -2.306  -0.357  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.926  -1.847  -1.725  1.00  0.00           H  
HETATM   33  H15 UNL     1      -2.007  -3.615  -0.420  1.00  0.00           H  
HETATM   34  H16 UNL     1      -1.401  -2.895   1.095  1.00  0.00           H  
HETATM   35  H17 UNL     1      -3.938  -2.531   0.064  1.00  0.00           H  
HETATM   36  H18 UNL     1      -3.213  -1.577   1.378  1.00  0.00           H  
HETATM   37  H19 UNL     1      -4.007   0.011  -0.051  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.611  -0.881  -1.538  1.00  0.00           H  
HETATM   39  H21 UNL     1      -1.827   0.362  -1.645  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   13   24
CONECT    7    8    8   12
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   29
CONECT   13   14   18   30
CONECT   14   15   31   32
CONECT   15   16   33   34
CONECT   16   17   35   36
CONECT   17   18   37   38
CONECT   18   39
END

HMDB0252084
     RDKit          3D
Ethylphenidate
 39 40  0  0  0  0  0  0  0  0999 V2000
    3.2825   -2.4106    1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2347   -0.9463    1.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0268   -0.3274    1.1598 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6150   -0.3030   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -0.8566   -1.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3442    0.3410   -0.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970    1.7699   -0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1899    2.7232   -1.2655 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1438    4.0777   -0.9854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070    4.4884    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3148    3.5580    1.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    2.1982    1.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8563   -0.4214   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7575   -1.8301   -0.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250   -2.6313    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0804   -1.8636    0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145   -0.6312   -0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389    0.1790   -0.6181 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254   -2.9645    1.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1984   -2.8211    1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4142   -2.6211    0.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0976   -0.4650    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620   -0.8720    2.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2801    0.2337   -1.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366    2.4392   -2.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0598    4.8347   -1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1727    5.5529    0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3628    3.8894    2.3413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4424    1.4788    1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8555   -0.5188    1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205   -2.3063   -0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9264   -1.8474   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068   -3.6145   -0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4013   -2.8951    1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9382   -2.5309    0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2129   -1.5772    1.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071    0.0107   -0.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6109   -0.8813   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8265    0.3619   -1.6451 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  2  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
 11 12  2  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12  7  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl 2-phenyl-2-(piperidin-2-yl)acetic acid	Generator
Ethylphenidic acid	Generator
Ethyl phenyl(2-piperidinyl)acetate	MeSH

Chemical Formula

C₁₅H₂₁NO₂

Average Molecular Weight

247.338

Monoisotopic Molecular Weight

247.15722892

IUPAC Name

ethyl 2-phenyl-2-(piperidin-2-yl)acetate

Traditional Name

ethyl phenyl(piperidin-2-yl)acetate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C(C1CCCCN1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H21NO2/c1-2-18-15(17)14(12-8-4-3-5-9-12)13-10-6-7-11-16-13/h3-5,8-9,13-14,16H,2,6-7,10-11H2,1H3

InChI Key

AIVSIRYZIBXTMM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Monocyclic benzene moiety
Piperidine
Benzenoid
Amino acid or derivatives
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	ALOGPS
logP	2.61	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	9.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.33 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	71.48 m³·mol⁻¹	ChemAxon
Polarizability	28.25 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]+	159.175	30932474
DeepCCS	[M-H]-	156.817	30932474
DeepCCS	[M-2H]-	189.732	30932474
DeepCCS	[M+Na]+	165.268	30932474
AllCCS	[M+H]+	158.4	32859911
AllCCS	[M+H-H2O]+	154.5	32859911
AllCCS	[M+NH4]+	162.0	32859911
AllCCS	[M+Na]+	163.1	32859911
AllCCS	[M-H]-	164.7	32859911
AllCCS	[M+Na-2H]-	164.9	32859911
AllCCS	[M+HCOO]-	165.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethylphenidate	CCOC(=O)C(C1CCCCN1)C1=CC=CC=C1	2365.0	Standard polar	33892256
Ethylphenidate	CCOC(=O)C(C1CCCCN1)C1=CC=CC=C1	1843.5	Standard non polar	33892256
Ethylphenidate	CCOC(=O)C(C1CCCCN1)C1=CC=CC=C1	1854.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethylphenidate,1TMS,isomer #1	CCOC(=O)C(C1=CC=CC=C1)C1CCCCN1[Si](C)(C)C	1917.0	Semi standard non polar	33892256
Ethylphenidate,1TMS,isomer #1	CCOC(=O)C(C1=CC=CC=C1)C1CCCCN1[Si](C)(C)C	1926.5	Standard non polar	33892256
Ethylphenidate,1TMS,isomer #1	CCOC(=O)C(C1=CC=CC=C1)C1CCCCN1[Si](C)(C)C	2601.5	Standard polar	33892256
Ethylphenidate,1TBDMS,isomer #1	CCOC(=O)C(C1=CC=CC=C1)C1CCCCN1[Si](C)(C)C(C)(C)C	2145.0	Semi standard non polar	33892256
Ethylphenidate,1TBDMS,isomer #1	CCOC(=O)C(C1=CC=CC=C1)C1CCCCN1[Si](C)(C)C(C)(C)C	2100.7	Standard non polar	33892256
Ethylphenidate,1TBDMS,isomer #1	CCOC(=O)C(C1=CC=CC=C1)C1CCCCN1[Si](C)(C)C(C)(C)C	2741.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylphenidate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00e9-6900000000-ff633d0c5ac799d99278	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylphenidate 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 - Ethylphenidate 10V, Positive-QTOF	splash10-0002-0090000000-4534658c223cba2cdd04	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 20V, Positive-QTOF	splash10-0ff1-5490000000-54d77a0d46d9bf394355	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 40V, Positive-QTOF	splash10-001i-9710000000-53338bf15b83bbfc097d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 10V, Negative-QTOF	splash10-0002-0190000000-72ac2633e4b805161099	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 20V, Negative-QTOF	splash10-006t-3790000000-a26424f84f0f1c7a0b27	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 40V, Negative-QTOF	splash10-00fr-9830000000-d9023bb00b3e0084d8fd	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 10V, Positive-QTOF	splash10-0f6t-1190000000-7d13229e5165087e8093	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 20V, Positive-QTOF	splash10-0ff1-9880000000-0906efcf11fb94e6ad6f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 40V, Positive-QTOF	splash10-0089-9500000000-243711c5c95de88e214c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 10V, Negative-QTOF	splash10-0002-0090000000-9976afde9eae68872891	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 20V, Negative-QTOF	splash10-0g4j-4980000000-11c40c4c0475ad5abfa3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylphenidate 40V, Negative-QTOF	splash10-006x-9400000000-699d2bb54b7c038aad11	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

2338571

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3080846

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 Ethylphenidate (HMDB0252084)

MOL for HMDB0252084 (Ethylphenidate)

3D MOL for HMDB0252084 (Ethylphenidate)

3D SDF for HMDB0252084 (Ethylphenidate)

3D-SDF for HMDB0252084 (Ethylphenidate)

PDB for HMDB0252084 (Ethylphenidate)

3D PDB for HMDB0252084 (Ethylphenidate)

SMILES for HMDB0252084 (Ethylphenidate)

INCHI for HMDB0252084 (Ethylphenidate)

Structure for HMDB0252084 (Ethylphenidate)

3D Structure for HMDB0252084 (Ethylphenidate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra