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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:00:01 UTC

Update Date

2022-09-22 17:44:19 UTC

HMDB ID

HMDB0243769

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine

Description

1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine, also known as 3-meo-phencyclidine, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Based on a literature review a small amount of articles have been published on 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-(1-(3-methoxyphenyl)cyclohexyl)piperidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine 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

HMDB0243769
     RDKit          3D
1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine
 47 49  0  0  0  0  0  0  0  0999 V2000
    4.5618   -0.1232   -1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905   -0.7842   -0.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.0041    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.6743    1.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -1.8807    2.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8135   -1.4515    1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -0.7745    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5081   -0.3353   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432    1.0487    0.1836 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109    1.5011    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975    2.8568    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211    3.8799    0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1440    3.2531    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0468    1.9379   -0.7109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6852   -0.9068   -1.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643   -1.6432   -1.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1769   -2.8768   -0.7927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -2.6018    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286   -1.1000    0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -0.5823   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4461   -0.4767   -1.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693   -0.1870   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092    0.9558   -1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1313   -2.0183    2.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256   -2.4067    3.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0717   -1.6420    2.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691    0.8865    0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4067    1.6214   -0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1883    2.7247    1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2167    3.2780    0.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945    4.6284    1.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5155    4.4206   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7439    3.9190   -0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6090    3.0922    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531    1.6966   -1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911    2.2108   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515   -1.6733   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5385   -0.1939   -2.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233   -0.9644   -1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -2.0521   -2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8222   -3.8020   -1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2687   -2.9028   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3743   -2.8466    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7480   -3.2351    1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5817   -0.8430    0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -0.8150    1.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0277   -0.1138   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
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 20 47  1  0
M  END


  Mrv1652309102123002D          

 20 22  0  0  0  0            999 V2000
   -0.1960    1.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105    0.6990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105   -0.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960   -0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1960   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105   -1.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3394   -1.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8697   -2.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6822   -2.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9643   -1.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4340   -0.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6216   -1.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8091   -2.4080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9966   -2.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663   -2.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485   -3.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5610   -3.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -3.1832    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243769

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC(=C1)C1(CCCCC1)N1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C18H27NO/c1-20-17-10-8-9-16(15-17)18(11-4-2-5-12-18)19-13-6-3-7-14-19/h8-10,15H,2-7,11-14H2,1H3

> <INCHI_KEY>
BQQSZHHKGPOXLN-UHFFFAOYSA-N

> <FORMULA>
C18H27NO

> <MOLECULAR_WEIGHT>
273.42

> <EXACT_MASS>
273.209264493

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
32.761956792468276

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[1-(3-methoxyphenyl)cyclohexyl]piperidine

> <ALOGPS_LOGP>
4.92

> <JCHEM_LOGP>
4.330376694333333

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.961855916115159

> <JCHEM_POLAR_SURFACE_AREA>
12.47

> <JCHEM_REFRACTIVITY>
84.10969999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-MeO-PCP

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0243769
     RDKit          3D
1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine
 47 49  0  0  0  0  0  0  0  0999 V2000
    4.5618   -0.1232   -1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905   -0.7842   -0.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.0041    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.6743    1.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -1.8807    2.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8135   -1.4515    1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -0.7745    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5081   -0.3353   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432    1.0487    0.1836 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109    1.5011    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975    2.8568    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211    3.8799    0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1440    3.2531    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0468    1.9379   -0.7109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6852   -0.9068   -1.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643   -1.6432   -1.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1769   -2.8768   -0.7927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -2.6018    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286   -1.1000    0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -0.5823   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4461   -0.4767   -1.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693   -0.1870   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092    0.9558   -1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1313   -2.0183    2.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256   -2.4067    3.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0717   -1.6420    2.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691    0.8865    0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4067    1.6214   -0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1883    2.7247    1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2167    3.2780    0.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945    4.6284    1.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5155    4.4206   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7439    3.9190   -0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6090    3.0922    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531    1.6966   -1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911    2.2108   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515   -1.6733   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5385   -0.1939   -2.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233   -0.9644   -1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -2.0521   -2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8222   -3.8020   -1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2687   -2.9028   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3743   -2.8466    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7480   -3.2351    1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5817   -0.8430    0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -0.8150    1.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0277   -0.1138   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
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 12 13  1  0
 13 14  1  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7 20  2  0
 20  3  1  0
 19  8  1  0
 14  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
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  6 26  1  0
 10 27  1  0
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 12 32  1  0
 13 33  1  0
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 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  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      -0.366   2.075   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.700   1.305   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.700  -0.235   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.366  -1.005   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.366  -2.545   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.700  -3.315   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.033  -2.545   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.033  -1.005   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.367  -3.315   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.357  -4.495   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.873  -4.227   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.400  -2.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.410  -1.601   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.894  -1.868   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -3.377  -4.495   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.860  -4.227   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.870  -5.407   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.397  -6.854   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.914  -7.122   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.904  -5.942   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10   14   15                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15    9   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   44    0
END

COMPND    HMDB0243769
HETATM    1  C1  UNL     1       4.562  -0.123  -1.279  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.391  -0.784  -0.073  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.202  -1.004   0.541  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.202  -1.674   1.768  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.991  -1.881   2.375  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.813  -1.451   1.813  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.775  -0.775   0.576  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.508  -0.335  -0.010  1.00  0.00           C  
HETATM    9  N1  UNL     1      -0.743   1.049   0.184  1.00  0.00           N  
HETATM   10  C8  UNL     1      -2.111   1.501   0.106  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.197   2.857   0.791  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.221   3.880   0.300  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.144   3.253   0.061  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.047   1.938  -0.711  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.685  -0.907  -1.376  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.964  -1.643  -1.650  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.177  -2.877  -0.793  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.409  -2.602   0.519  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.629  -1.100   0.764  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.009  -0.582  -0.010  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.446  -0.477  -1.864  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.669  -0.187  -1.962  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.809   0.956  -1.038  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.131  -2.018   2.217  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.026  -2.407   3.335  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.072  -1.642   2.344  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.869   0.886   0.616  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.407   1.621  -0.944  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.188   2.725   1.877  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.217   3.278   0.558  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.095   4.628   1.110  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.516   4.421  -0.606  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.744   3.919  -0.530  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.609   3.092   1.042  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.853   1.697  -1.189  1.00  0.00           H  
HETATM   36  H16 UNL     1      -0.791   2.211  -1.534  1.00  0.00           H  
HETATM   37  H17 UNL     1       0.151  -1.673  -1.576  1.00  0.00           H  
HETATM   38  H18 UNL     1      -0.538  -0.194  -2.218  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.823  -0.964  -1.711  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.834  -2.052  -2.709  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.822  -3.802  -1.259  1.00  0.00           H  
HETATM   42  H22 UNL     1      -3.269  -2.903  -0.509  1.00  0.00           H  
HETATM   43  H23 UNL     1      -0.374  -2.847   0.247  1.00  0.00           H  
HETATM   44  H24 UNL     1      -1.748  -3.235   1.333  1.00  0.00           H  
HETATM   45  H25 UNL     1      -2.582  -0.843   0.241  1.00  0.00           H  
HETATM   46  H26 UNL     1      -1.719  -0.815   1.789  1.00  0.00           H  
HETATM   47  H27 UNL     1       2.028  -0.114  -0.956  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   24
CONECT    5    6    6   25
CONECT    6    7   26
CONECT    7    8   20   20
CONECT    8    9   15   19
CONECT    9   10   14
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   14   33   34
CONECT   14   35   36
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   18   41   42
CONECT   18   19   43   44
CONECT   19   45   46
CONECT   20   47
END

HMDB0243769
     RDKit          3D
1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine
 47 49  0  0  0  0  0  0  0  0999 V2000
    4.5618   -0.1232   -1.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905   -0.7842   -0.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.0041    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017   -1.6743    1.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9908   -1.8807    2.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8135   -1.4515    1.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -0.7745    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5081   -0.3353   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432    1.0487    0.1836 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109    1.5011    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1975    2.8568    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211    3.8799    0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1440    3.2531    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0468    1.9379   -0.7109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6852   -0.9068   -1.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643   -1.6432   -1.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1769   -2.8768   -0.7927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -2.6018    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286   -1.1000    0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -0.5823   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4461   -0.4767   -1.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693   -0.1870   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092    0.9558   -1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1313   -2.0183    2.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256   -2.4067    3.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0717   -1.6420    2.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8691    0.8865    0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4067    1.6214   -0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1883    2.7247    1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2167    3.2780    0.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945    4.6284    1.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5155    4.4206   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7439    3.9190   -0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6090    3.0922    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531    1.6966   -1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911    2.2108   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515   -1.6733   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5385   -0.1939   -2.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233   -0.9644   -1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336   -2.0521   -2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8222   -3.8020   -1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2687   -2.9028   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3743   -2.8466    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7480   -3.2351    1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5817   -0.8430    0.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -0.8150    1.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0277   -0.1138   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  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
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7 20  2  0
 20  3  1  0
 19  8  1  0
 14  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
 10 27  1  0
 10 28  1  0
 11 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
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-MeO-phencyclidine	HMDB
1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine	MeSH

Chemical Formula

C₁₈H₂₇NO

Average Molecular Weight

273.42

Monoisotopic Molecular Weight

273.209264493

IUPAC Name

1-[1-(3-methoxyphenyl)cyclohexyl]piperidine

Traditional Name

4-MeO-PCP

CAS Registry Number

Not Available

SMILES

COC1=CC=CC(=C1)C1(CCCCC1)N1CCCCC1

InChI Identifier

InChI=1S/C18H27NO/c1-20-17-10-8-9-16(15-17)18(11-4-2-5-12-18)19-13-6-3-7-14-19/h8-10,15H,2-7,11-14H2,1H3

InChI Key

BQQSZHHKGPOXLN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Anisole
Methoxybenzene
Alkyl aryl ether
Cyclohexylamine
Aralkylamine
Monocyclic benzene moiety
Piperidine
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Ether
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Amine
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)

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	4.92	ALOGPS
logP	4.33	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	9.96	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.47 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.11 m³·mol⁻¹	ChemAxon
Polarizability	32.76 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]+	169.614	30932474
DeepCCS	[M-H]-	167.256	30932474
DeepCCS	[M-2H]-	200.142	30932474
DeepCCS	[M+Na]+	175.707	30932474
AllCCS	[M+H]+	167.7	32859911
AllCCS	[M+H-H2O]+	164.2	32859911
AllCCS	[M+NH4]+	170.9	32859911
AllCCS	[M+Na]+	171.8	32859911
AllCCS	[M-H]-	173.3	32859911
AllCCS	[M+Na-2H]-	173.5	32859911
AllCCS	[M+HCOO]-	173.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	12.3223 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.61 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1908.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	238.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	194.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	268.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	533.6 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	491.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	291.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1262.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	417.6 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	1300.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	344.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	339.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	568.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	394.7 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	89.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine	COC1=CC=CC(=C1)C1(CCCCC1)N1CCCCC1	2802.2	Standard polar	33892256
1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine	COC1=CC=CC(=C1)C1(CCCCC1)N1CCCCC1	2221.4	Standard non polar	33892256
1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine	COC1=CC=CC(=C1)C1(CCCCC1)N1CCCCC1	2137.7	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 - 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1590000000-3ab2948a3ef17b5621a4	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine 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 - 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine 10V, Positive-QTOF	splash10-00di-0090000000-981f662d1ec508bb847f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine 20V, Positive-QTOF	splash10-0080-5940000000-2c05d5054255ab0ab192	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine 40V, Positive-QTOF	splash10-053r-5920000000-92a3cec779d6a2c27385	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine 10V, Negative-QTOF	splash10-00di-0090000000-087c9d50f5b358b45141	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine 20V, Negative-QTOF	splash10-00di-0190000000-64cf16110fc072904ea8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine 40V, Negative-QTOF	splash10-05al-8960000000-d1df6370c8cebc90865f	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

9952762

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11778080

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 1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine (HMDB0243769)

MOL for HMDB0243769 (1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine)

3D MOL for HMDB0243769 (1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine)

3D SDF for HMDB0243769 (1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine)

3D-SDF for HMDB0243769 (1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine)

PDB for HMDB0243769 (1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine)

3D PDB for HMDB0243769 (1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine)

SMILES for HMDB0243769 (1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine)

INCHI for HMDB0243769 (1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine)

Structure for HMDB0243769 (1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine)

3D Structure for HMDB0243769 (1-(1-(3-Methoxyphenyl)cyclohexyl)piperidine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra