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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:23:58 UTC

Update Date

2021-09-26 23:02:55 UTC

HMDB ID

HMDB0251096

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dextilidine

Description

Dextilidine, also known as godecke, tilidin or tilidate, 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 Dextilidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dextilidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dextilidine 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

HMDB0251096
     RDKit          3D
Dextilidine
 43 44  0  0  0  0  0  0  0  0999 V2000
   -3.0719   -2.5852    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0212   -2.1253    1.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3296   -0.9794    1.1853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6458   -0.8948   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640   -1.9219   -0.7445 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058    0.2858   -0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762    1.4669   -0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    1.3082   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362    2.3243    0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079    3.5173    0.5653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0489    3.7036    0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1773    2.6645    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273    0.2596   -2.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479   -0.1666   -2.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537    0.1324   -2.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5915    0.3020   -0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763    0.2119   -0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -0.9089    0.8807 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715   -0.4146    2.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7096   -1.8405    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400   -2.9800   -0.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8621   -1.8488    0.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5550   -3.4901    1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -2.9687    1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6248   -1.8273    2.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    0.3872   -0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0135    2.1723    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0859    4.2930    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972    4.6277    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815    2.8391    0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -0.4410   -2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779    1.2400   -2.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255    0.2777   -3.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -1.2763   -3.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3063    0.2080   -2.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887    0.5162   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338    1.1145    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8677   -1.1890    2.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    0.0927    2.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477    0.3734    1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -2.6041    1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351   -1.4200    0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3358   -2.4359   -0.4969 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  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 17  6  1  0
 12  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
M  END

  Mrv1652309112110242D          

 20 21  0  0  0  0            999 V2000
   -0.3461    0.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    0.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966    0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -0.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842   -1.0445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391   -0.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232    0.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8357    0.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1178    0.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -0.5558    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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  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
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251096

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1(CCC=CC1N(C)C)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H23NO2/c1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3/h5-8,10-12,15H,4,9,13H2,1-3H3

> <INCHI_KEY>
WDEFBBTXULIOBB-UHFFFAOYSA-N

> <FORMULA>
C17H23NO2

> <MOLECULAR_WEIGHT>
273.376

> <EXACT_MASS>
273.172878985

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
30.963326291679667

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
3.354598059333333

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.602759823175468

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
82.16450000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tilidine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251096
     RDKit          3D
Dextilidine
 43 44  0  0  0  0  0  0  0  0999 V2000
   -3.0719   -2.5852    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0212   -2.1253    1.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3296   -0.9794    1.1853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6458   -0.8948   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640   -1.9219   -0.7445 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058    0.2858   -0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762    1.4669   -0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    1.3082   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362    2.3243    0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079    3.5173    0.5653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0489    3.7036    0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1773    2.6645    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273    0.2596   -2.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479   -0.1666   -2.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537    0.1324   -2.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5915    0.3020   -0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763    0.2119   -0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -0.9089    0.8807 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715   -0.4146    2.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7096   -1.8405    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400   -2.9800   -0.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8621   -1.8488    0.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5550   -3.4901    1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -2.9687    1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6248   -1.8273    2.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    0.3872   -0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0135    2.1723    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0859    4.2930    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972    4.6277    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815    2.8391    0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -0.4410   -2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779    1.2400   -2.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255    0.2777   -3.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -1.2763   -3.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3063    0.2080   -2.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887    0.5162   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338    1.1145    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8677   -1.1890    2.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    0.0927    2.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477    0.3734    1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -2.6041    1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351   -1.4200    0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3358   -2.4359   -0.4969 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  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 17  6  1  0
 12  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  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      -0.646   1.589   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.870   1.857   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.860   0.677   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.183  -1.037   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.324  -1.950   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.657  -2.720   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.657  -4.260   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.324  -5.030   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.990  -4.260   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.990  -2.720   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.344  -1.950   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -0.820  -0.485   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.677  -2.720   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.313  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.787   0.677   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.777   1.857   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.293   1.589   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.820   0.142   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.830  -1.037   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   11   15                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    6   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0259423
HETATM    1  C1  UNL     1       3.564  -2.046   0.747  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.370  -0.572   1.056  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.297  -0.029   0.305  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.002  -0.493   0.411  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.758  -1.427   1.199  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.034   0.178  -0.449  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.000   1.627  -0.058  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.244   2.008   1.245  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.225   3.322   1.619  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.040   4.303   0.705  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.286   3.971  -0.595  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.263   2.628  -0.965  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.520   0.014  -1.863  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.328  -1.461  -2.237  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.153  -1.539  -2.543  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.931  -1.014  -1.598  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.381  -0.410  -0.360  1.00  0.00           C  
HETATM   18  N1  UNL     1      -1.551  -1.334   0.756  1.00  0.00           N  
HETATM   19  C16 UNL     1      -2.600  -2.292   0.383  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.110  -0.631   1.919  1.00  0.00           C  
HETATM   21  H1  UNL     1       4.654  -2.238   0.543  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.072  -2.316  -0.221  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.173  -2.674   1.569  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.286  -0.030   0.751  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.233  -0.401   2.151  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.467   1.282   2.000  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.415   3.638   2.637  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.060   5.347   0.984  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.502   4.730  -1.347  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.470   2.426  -1.997  1.00  0.00           H  
HETATM   31  H11 UNL     1       1.584   0.254  -1.877  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.109   0.583  -2.562  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.920  -1.709  -3.121  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.580  -2.128  -1.422  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.531  -1.983  -3.442  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.029  -1.038  -1.767  1.00  0.00           H  
HETATM   37  H17 UNL     1      -2.090   0.445  -0.111  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.515  -2.663  -0.635  1.00  0.00           H  
HETATM   39  H19 UNL     1      -3.607  -1.785   0.462  1.00  0.00           H  
HETATM   40  H20 UNL     1      -2.645  -3.151   1.086  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.367  -0.101   2.511  1.00  0.00           H  
HETATM   42  H22 UNL     1      -2.577  -1.401   2.577  1.00  0.00           H  
HETATM   43  H23 UNL     1      -2.841   0.109   1.552  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   13   17
CONECT    7    8    8   12
CONECT    8    9   26
CONECT    9   10   10   27
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   30
CONECT   13   14   31   32
CONECT   14   15   33   34
CONECT   15   16   16   35
CONECT   16   17   36
CONECT   17   18   37
CONECT   18   19   20
CONECT   19   38   39   40
CONECT   20   41   42   43
END

HMDB0251096
     RDKit          3D
Dextilidine
 43 44  0  0  0  0  0  0  0  0999 V2000
   -3.0719   -2.5852    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0212   -2.1253    1.5976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3296   -0.9794    1.1853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6458   -0.8948   -0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640   -1.9219   -0.7445 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058    0.2858   -0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762    1.4669   -0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0712    1.3082   -0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362    2.3243    0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079    3.5173    0.5653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0489    3.7036    0.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1773    2.6645    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273    0.2596   -2.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479   -0.1666   -2.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537    0.1324   -2.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5915    0.3020   -0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763    0.2119   -0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -0.9089    0.8807 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715   -0.4146    2.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7096   -1.8405    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400   -2.9800   -0.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8621   -1.8488    0.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5550   -3.4901    1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -2.9687    1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6248   -1.8273    2.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    0.3872   -0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0135    2.1723    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0859    4.2930    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5972    4.6277    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815    2.8391    0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -0.4410   -2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779    1.2400   -2.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255    0.2777   -3.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -1.2763   -3.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3063    0.2080   -2.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5887    0.5162   -0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338    1.1145    0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8677   -1.1890    2.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    0.0927    2.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477    0.3734    1.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -2.6041    1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351   -1.4200    0.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3358   -2.4359   -0.4969 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  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 17  6  1  0
 12  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylic acid	HMDB
Godecke, tilidin	HMDB
Hydrochloride, tilidine	HMDB
Tilidate	HMDB
Tilidin godecke	HMDB
Tilidine	HMDB
Tilidine hydrochloride	HMDB
Tilidine hydrochloride, (+)-trans	HMDB
Tilidine hydrochloride, (+-)-211trans	HMDB
Valerone	HMDB
Valoron	HMDB

Chemical Formula

C₁₇H₂₃NO₂

Average Molecular Weight

273.376

Monoisotopic Molecular Weight

273.172878985

IUPAC Name

ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate

Traditional Name

tilidine

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1(CCC=CC1N(C)C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H23NO2/c1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3/h5-8,10-12,15H,4,9,13H2,1-3H3

InChI Key

WDEFBBTXULIOBB-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
Benzenoid
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Carbonyl group
Organopnictogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

tertiary amino compound (CHEBI:77817 )
ethyl ester (CHEBI:77817 )
amino acid ester (CHEBI:77817 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.16	ALOGPS
logP	3.35	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	8.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	82.16 m³·mol⁻¹	ChemAxon
Polarizability	30.96 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]+	167.662	30932474
DeepCCS	[M-H]-	165.304	30932474
DeepCCS	[M-2H]-	198.191	30932474
DeepCCS	[M+Na]+	173.756	30932474
AllCCS	[M+H]+	165.3	32859911
AllCCS	[M+H-H2O]+	161.7	32859911
AllCCS	[M+NH4]+	168.7	32859911
AllCCS	[M+Na]+	169.6	32859911
AllCCS	[M-H]-	171.6	32859911
AllCCS	[M+Na-2H]-	171.7	32859911
AllCCS	[M+HCOO]-	172.0	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dextilidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-8190000000-0b6ffe81eea85d6c5485	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dextilidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dextilidine 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 - Dextilidine 10V, Positive-QTOF	splash10-00di-0090000000-6776c9f0a62edc1a339b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dextilidine 20V, Positive-QTOF	splash10-0uk9-1290000000-e6b14d7603ce72b9d673	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dextilidine 40V, Positive-QTOF	splash10-0udi-5970000000-4c96745708238f125c55	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dextilidine 10V, Negative-QTOF	splash10-006x-0090000000-205dd2593738cb08bc16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dextilidine 20V, Negative-QTOF	splash10-00di-0290000000-17c9d5da6f56761929a5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dextilidine 40V, Negative-QTOF	splash10-0ab9-0900000000-8ae12b0765bdc78f4d92	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

29969

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

32329

PDB ID

Not Available

ChEBI ID

77817

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 Dextilidine (HMDB0251096)

MOL for HMDB0251096 (Dextilidine)

3D MOL for HMDB0251096 (Dextilidine)

3D SDF for HMDB0251096 (Dextilidine)

3D-SDF for HMDB0251096 (Dextilidine)

PDB for HMDB0251096 (Dextilidine)

3D PDB for HMDB0251096 (Dextilidine)

SMILES for HMDB0251096 (Dextilidine)

INCHI for HMDB0251096 (Dextilidine)

Structure for HMDB0251096 (Dextilidine)

3D Structure for HMDB0251096 (Dextilidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra