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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 20:59:31 UTC

Update Date

2021-09-26 22:51:03 UTC

HMDB ID

HMDB0243761

Secondary Accession Numbers

None

Metabolite Identification

Common Name

[3h]Thienylcyclohexylpiperidine

Description

[3h]Thienylcyclohexylpiperidine, also known as tenocyclidine or 2-thienylphencyclidine, belongs to the class of organic compounds known as cyclohexylamines. These are organic compounds containing a cyclohexylamine moiety, which consist of a cyclohexane ring attached to an amine group. Based on a literature review a significant number of articles have been published on [3h]Thienylcyclohexylpiperidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). [3h]thienylcyclohexylpiperidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically [3h]Thienylcyclohexylpiperidine 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

HMDB0243761
     RDKit          3D
[3h]Thienylcyclohexylpiperidine
 42 44  0  0  0  0  0  0  0  0999 V2000
    3.5660    1.8927   -0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389    2.5129    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145    1.4932    1.6896 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771    0.8784    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9395   -0.3434    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -1.4875    1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628   -2.5425    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067   -2.9540   -0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0206   -1.6823   -1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819   -0.6185   -0.0987 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3615   -0.1205    0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6536    0.9693    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1835    1.1351    1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7280    1.5263   -0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445    0.4522   -1.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8339    0.3965   -1.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7626    0.6747   -0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0204    2.2921   -1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2793    3.4081    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0429    1.7069    0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4643   -0.0609    1.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5379   -2.0132    2.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -1.1604    1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -3.4177    0.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5684   -2.2661   -0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782   -3.6418   -1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0388   -3.3928    0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903   -1.4351   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0185   -1.9872   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0782   -0.9658    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936    1.9357    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3496    0.8276    2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6778    0.2279    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3641    1.9914    1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8119    1.5996   -0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242    2.4766   -0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080   -0.5251   -0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001    0.6487   -2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    1.4666   -1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581   -0.1881   -2.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5062   -0.1192   -0.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3939    0.4097   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  1  0
 17  1  1  0
 10  5  1  0
 16 11  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
M  END


  Mrv1652309102122592D          

 17 19  0  0  0  0            999 V2000
   -0.1067   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    1.1759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4186   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -0.5465    0.0000 S   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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243761

> <DATABASE_NAME>
hmdb

> <SMILES>
C1C=CSC1C1CCCCN1C1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H25NS/c1-2-7-13(8-3-1)16-11-5-4-9-14(16)15-10-6-12-17-15/h6,12-15H,1-5,7-11H2

> <INCHI_KEY>
PXXOGBVCEDTIHQ-UHFFFAOYSA-N

> <FORMULA>
C15H25NS

> <MOLECULAR_WEIGHT>
251.43

> <EXACT_MASS>
251.170770983

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.580346758687647

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-cyclohexyl-2-(2,3-dihydrothiophen-2-yl)piperidine

> <ALOGPS_LOGP>
4.64

> <JCHEM_LOGP>
3.755622824333333

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
11.076783669433379

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
77.4579

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.48e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-cyclohexyl-2-(2,3-dihydrothiophen-2-yl)piperidine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0243761
     RDKit          3D
[3h]Thienylcyclohexylpiperidine
 42 44  0  0  0  0  0  0  0  0999 V2000
    3.5660    1.8927   -0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389    2.5129    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145    1.4932    1.6896 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771    0.8784    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9395   -0.3434    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -1.4875    1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628   -2.5425    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067   -2.9540   -0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0206   -1.6823   -1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819   -0.6185   -0.0987 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3615   -0.1205    0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6536    0.9693    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1835    1.1351    1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7280    1.5263   -0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445    0.4522   -1.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8339    0.3965   -1.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7626    0.6747   -0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0204    2.2921   -1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2793    3.4081    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0429    1.7069    0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4643   -0.0609    1.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5379   -2.0132    2.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -1.1604    1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -3.4177    0.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5684   -2.2661   -0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782   -3.6418   -1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0388   -3.3928    0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903   -1.4351   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0185   -1.9872   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0782   -0.9658    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936    1.9357    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3496    0.8276    2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6778    0.2279    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3641    1.9914    1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8119    1.5996   -0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242    2.4766   -0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080   -0.5251   -0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001    0.6487   -2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    1.4666   -1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581   -0.1881   -2.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5062   -0.1192   -0.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3939    0.4097   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  1  0
 17  1  1  0
 10  5  1  0
 16 11  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      -0.199  -0.115   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.199   1.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.134   2.195   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.468   1.425   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.468  -0.115   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.134  -0.885   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.802   2.195   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.802   3.735   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.136   4.505   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.469   3.735   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.381  -1.020   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.906  -2.485   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.366  -2.485   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0       3.890  -1.020   0.000  0.00  0.00           S+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0243761
HETATM    1  C1  UNL     1       3.566   1.893  -0.647  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.739   2.513   0.490  1.00  0.00           C  
HETATM    3  S1  UNL     1       2.814   1.493   1.690  1.00  0.00           S  
HETATM    4  C3  UNL     1       1.677   0.878   0.358  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.940  -0.343   0.799  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.860  -1.487   1.148  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.963  -2.543   0.099  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.607  -2.954  -0.401  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.021  -1.682  -1.008  1.00  0.00           C  
HETATM   10  N1  UNL     1      -0.082  -0.619  -0.099  1.00  0.00           N  
HETATM   11  C9  UNL     1      -1.362  -0.120   0.025  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.654   0.969   0.982  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.183   1.135   1.022  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.728   1.526  -0.322  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.345   0.452  -1.322  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.834   0.396  -1.344  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.763   0.675  -0.632  1.00  0.00           C  
HETATM   18  H1  UNL     1       4.020   2.292  -1.575  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.279   3.408   0.737  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.043   1.707   0.054  1.00  0.00           H  
HETATM   21  H4  UNL     1       0.464  -0.061   1.791  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.538  -2.013   2.098  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.900  -1.160   1.358  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.474  -3.418   0.558  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.568  -2.266  -0.784  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.778  -3.642  -1.266  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.039  -3.393   0.361  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.590  -1.435  -1.917  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.018  -1.987  -1.332  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.078  -0.966   0.251  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.294   1.936   0.533  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.350   0.828   2.011  1.00  0.00           H  
HETATM   33  H16 UNL     1      -3.678   0.228   1.375  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.364   1.991   1.735  1.00  0.00           H  
HETATM   35  H18 UNL     1      -4.812   1.600  -0.239  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.324   2.477  -0.691  1.00  0.00           H  
HETATM   37  H20 UNL     1      -3.708  -0.525  -0.919  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.700   0.649  -2.334  1.00  0.00           H  
HETATM   39  H22 UNL     1      -1.495   1.467  -1.475  1.00  0.00           H  
HETATM   40  H23 UNL     1      -1.458  -0.188  -2.175  1.00  0.00           H  
HETATM   41  H24 UNL     1       3.506  -0.119  -0.285  1.00  0.00           H  
HETATM   42  H25 UNL     1       2.394   0.410  -1.648  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   19
CONECT    3    4
CONECT    4    5   17   20
CONECT    5    6   10   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   10   28   29
CONECT   10   11
CONECT   11   12   16   30
CONECT   12   13   31   32
CONECT   13   14   33   34
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   39   40
CONECT   17   41   42
END

HMDB0243761
     RDKit          3D
[3h]Thienylcyclohexylpiperidine
 42 44  0  0  0  0  0  0  0  0999 V2000
    3.5660    1.8927   -0.6470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7389    2.5129    0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145    1.4932    1.6896 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771    0.8784    0.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9395   -0.3434    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -1.4875    1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9628   -2.5425    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067   -2.9540   -0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0206   -1.6823   -1.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819   -0.6185   -0.0987 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3615   -0.1205    0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6536    0.9693    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1835    1.1351    1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7280    1.5263   -0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445    0.4522   -1.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8339    0.3965   -1.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7626    0.6747   -0.6319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0204    2.2921   -1.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2793    3.4081    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0429    1.7069    0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4643   -0.0609    1.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5379   -2.0132    2.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -1.1604    1.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744   -3.4177    0.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5684   -2.2661   -0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782   -3.6418   -1.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0388   -3.3928    0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903   -1.4351   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0185   -1.9872   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0782   -0.9658    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2936    1.9357    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3496    0.8276    2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6778    0.2279    1.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3641    1.9914    1.7349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8119    1.5996   -0.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242    2.4766   -0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080   -0.5251   -0.9186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001    0.6487   -2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953    1.4666   -1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4581   -0.1881   -2.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5062   -0.1192   -0.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3939    0.4097   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  4 17  1  0
 17  1  1  0
 10  5  1  0
 16 11  1  0
  1 18  1  0
  2 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(1-(2-Thiophenyl)cyclohexyl)piperidine	HMDB
Tenocyclidine	HMDB
Tenocyclidine hydrochloride	HMDB
Thienylcyclohexylpiperidine	HMDB
1-(1-(2-Thienyl)cyclohexyl)piperidine	HMDB
1-(1-(2-Thienyl)cyclohexyl)piperidine hydrochloride	HMDB
1-(1-(2-Thienyl)cyclohexyl)piperidine, tritium-labeled	HMDB
(3H)Thienylcyclohexylpiperidine	HMDB
2-Thienylphencyclidine	HMDB
Tenocyclidine-TCP	HMDB
Thienyl cyclohexylpiperidine	HMDB

Chemical Formula

C₁₅H₂₅NS

Average Molecular Weight

251.43

Monoisotopic Molecular Weight

251.170770983

IUPAC Name

1-cyclohexyl-2-(2,3-dihydrothiophen-2-yl)piperidine

Traditional Name

1-cyclohexyl-2-(2,3-dihydrothiophen-2-yl)piperidine

CAS Registry Number

Not Available

SMILES

C1C=CSC1C1CCCCN1C1CCCCC1

InChI Identifier

InChI=1S/C15H25NS/c1-2-7-13(8-3-1)16-11-5-4-9-14(16)15-10-6-12-17-15/h6,12-15H,1-5,7-11H2

InChI Key

PXXOGBVCEDTIHQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexylamines. These are organic compounds containing a cyclohexylamine moiety, which consist of a cyclohexane ring attached to an amine group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Cyclohexylamines

Direct Parent

Cyclohexylamines

Alternative Parents

Substituents

Cyclohexylamine
Piperidine
2,3-dihydrothiophene
Tertiary aliphatic amine
Thioenolether
Tertiary amine
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.64	ALOGPS
logP	3.76	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	11.08	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	3.24 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.46 m³·mol⁻¹	ChemAxon
Polarizability	30.58 Å³	ChemAxon
Number of Rings	3	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]+	156.245	30932474
DeepCCS	[M-H]-	153.887	30932474
DeepCCS	[M-2H]-	188.871	30932474
DeepCCS	[M+Na]+	163.47	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.6781 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.95 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1886.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	234.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	170.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	175.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	496.5 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	507.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	271.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1077.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	374.2 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	1356.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	273.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	306.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	605.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	234.1 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	141.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
[3h]Thienylcyclohexylpiperidine	C1C=CSC1C1CCCCN1C1CCCCC1	2736.6	Standard polar	33892256
[3h]Thienylcyclohexylpiperidine	C1C=CSC1C1CCCCN1C1CCCCC1	1928.1	Standard non polar	33892256
[3h]Thienylcyclohexylpiperidine	C1C=CSC1C1CCCCN1C1CCCCC1	2056.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - [3h]Thienylcyclohexylpiperidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0230-5950000000-e312d98d5b0eb614f41f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [3h]Thienylcyclohexylpiperidine 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 - [3h]Thienylcyclohexylpiperidine 10V, Positive-QTOF	splash10-0udi-0090000000-b97fc272d4abd75d9dd2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [3h]Thienylcyclohexylpiperidine 20V, Positive-QTOF	splash10-0udi-1190000000-3f56bdc1d325dbb62dfb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [3h]Thienylcyclohexylpiperidine 40V, Positive-QTOF	splash10-001i-9500000000-859c43a187525bb9d667	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [3h]Thienylcyclohexylpiperidine 10V, Negative-QTOF	splash10-0udi-0090000000-e8766f610c71dd11dc12	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [3h]Thienylcyclohexylpiperidine 20V, Negative-QTOF	splash10-0f6t-0190000000-5d9939f035564ba7973c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [3h]Thienylcyclohexylpiperidine 40V, Negative-QTOF	splash10-0002-6090000000-58ec8fd06a1c5fdc6bd8	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54214087

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 [3h]Thienylcyclohexylpiperidine (HMDB0243761)

MOL for HMDB0243761 ([3h]Thienylcyclohexylpiperidine)

3D MOL for HMDB0243761 ([3h]Thienylcyclohexylpiperidine)

3D SDF for HMDB0243761 ([3h]Thienylcyclohexylpiperidine)

3D-SDF for HMDB0243761 ([3h]Thienylcyclohexylpiperidine)

PDB for HMDB0243761 ([3h]Thienylcyclohexylpiperidine)

3D PDB for HMDB0243761 ([3h]Thienylcyclohexylpiperidine)

SMILES for HMDB0243761 ([3h]Thienylcyclohexylpiperidine)

INCHI for HMDB0243761 ([3h]Thienylcyclohexylpiperidine)

Structure for HMDB0243761 ([3h]Thienylcyclohexylpiperidine)

3D Structure for HMDB0243761 ([3h]Thienylcyclohexylpiperidine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra