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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:29:44 UTC

Update Date

2021-09-26 23:05:14 UTC

HMDB ID

HMDB0252571

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Gacyclidine

Description

Gacyclidine 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 a significant number of articles have been published on Gacyclidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Gacyclidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Gacyclidine 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

HMDB0252571
     RDKit          3D
Gacyclidine
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.4734   -0.2982   -1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2246   -1.0439   -0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6380   -2.4109   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4372   -2.3231    0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0705   -1.1008    1.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6200   -0.6947    1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3496   -0.2597    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7256    1.1767    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7302    2.0820   -1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1192    3.3352   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907    3.6365    0.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2872    2.1578    1.3446 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0585   -0.4811   -0.0907 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6715   -0.2404   -1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702    0.6942   -1.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8638    0.3197   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2251   -0.4214    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    0.0786    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3580   -0.9945   -1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833    0.5636   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3631    0.1320   -2.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -1.3189   -1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7442   -3.0278   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2898   -2.8540   -1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985   -3.2578    1.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -2.3492    0.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1015   -1.4091    2.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7719   -0.2645    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    0.1740    2.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0033   -1.5653    1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4302    1.8014   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1562    4.1551   -1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336    4.5996    0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250   -1.2418   -1.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0771    0.0543   -2.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5242    1.7508   -1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4037    0.5588   -2.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7070   -0.3029   -0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3039    1.2506    0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1697   -1.4973    0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7563   -0.1588    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990    1.1975    0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4598   -0.2024    1.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  7  2  1  0
 12  8  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
M  END


  Mrv1652309112112302D          

 18 20  0  0  0  0            999 V2000
   -1.7458    1.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9528    1.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3593    2.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4337    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6333    1.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0399    0.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532    0.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7532   -0.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0857   -0.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3407   -1.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1657   -1.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4206   -0.5998    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5462    0.4827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458   -0.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5388   -0.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1323    0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327    0.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1397    1.0558    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 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
 13 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252571

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCCCC1(N1CCCCC1)C1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C16H25NS/c1-14-8-3-4-10-16(14,15-9-7-13-18-15)17-11-5-2-6-12-17/h7,9,13-14H,2-6,8,10-12H2,1H3

> <INCHI_KEY>
DKFAAPPUYWQKKF-UHFFFAOYSA-N

> <FORMULA>
C16H25NS

> <MOLECULAR_WEIGHT>
263.44

> <EXACT_MASS>
263.170770983

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
31.268153603797845

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[2-methyl-1-(thiophen-2-yl)cyclohexyl]piperidine

> <ALOGPS_LOGP>
5.34

> <JCHEM_LOGP>
4.765902159333332

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.453358880377682

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
79.008

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[2-methyl-1-(thiophen-2-yl)cyclohexyl]piperidine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0252571
     RDKit          3D
Gacyclidine
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.4734   -0.2982   -1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2246   -1.0439   -0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6380   -2.4109   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4372   -2.3231    0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0705   -1.1008    1.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6200   -0.6947    1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3496   -0.2597    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7256    1.1767    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7302    2.0820   -1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1192    3.3352   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907    3.6365    0.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2872    2.1578    1.3446 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0585   -0.4811   -0.0907 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6715   -0.2404   -1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702    0.6942   -1.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8638    0.3197   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2251   -0.4214    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    0.0786    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3580   -0.9945   -1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833    0.5636   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3631    0.1320   -2.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -1.3189   -1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7442   -3.0278   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2898   -2.8540   -1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985   -3.2578    1.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -2.3492    0.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1015   -1.4091    2.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7719   -0.2645    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    0.1740    2.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0033   -1.5653    1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4302    1.8014   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1562    4.1551   -1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336    4.5996    0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250   -1.2418   -1.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0771    0.0543   -2.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5242    1.7508   -1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4037    0.5588   -2.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7070   -0.3029   -0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3039    1.2506    0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1697   -1.4973    0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7563   -0.1588    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990    1.1975    0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4598   -0.2024    1.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  7  2  1  0
 12  8  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 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      -3.259   3.244   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.778   2.820   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.671   3.890   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.810   3.465   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.182   1.971   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.074   0.901   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.406   1.326   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.406  -0.214   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.160  -1.120   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.636  -2.584   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.176  -2.584   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0      -2.652  -1.120   0.000  0.00  0.00           S+0
HETATM   13  N   UNK     0      -2.886   0.901   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -3.259  -0.593   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.739  -1.018   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.847   0.052   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.474   1.546   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.994   1.971   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2    8   13                                             
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8                                                       
CONECT   13    7   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0252571
HETATM    1  C1  UNL     1      -2.473  -0.298  -1.254  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.225  -1.044  -0.838  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.638  -2.411  -0.307  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.437  -2.323   0.955  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.070  -1.101   1.717  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.620  -0.695   1.520  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.350  -0.260   0.054  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.726   1.177   0.018  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.730   2.082  -1.009  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.119   3.335  -0.747  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.491   3.636   0.533  1.00  0.00           C  
HETATM   12  S1  UNL     1      -1.287   2.158   1.345  1.00  0.00           S  
HETATM   13  N1  UNL     1       1.059  -0.481  -0.091  1.00  0.00           N  
HETATM   14  C12 UNL     1       1.671  -0.240  -1.334  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.870   0.694  -1.313  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.864   0.320  -0.250  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.225  -0.421   0.898  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.800   0.079   1.012  1.00  0.00           C  
HETATM   19  H1  UNL     1      -3.358  -0.994  -1.349  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.683   0.564  -0.610  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.363   0.132  -2.296  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.716  -1.319  -1.822  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.744  -3.028  -0.247  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.290  -2.854  -1.091  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.199  -3.258   1.550  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.519  -2.349   0.808  1.00  0.00           H  
HETATM   27  H9  UNL     1      -2.102  -1.409   2.808  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.772  -0.265   1.643  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.487   0.174   2.190  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.003  -1.565   1.731  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.430   1.801  -2.054  1.00  0.00           H  
HETATM   32  H14 UNL     1      -1.156   4.155  -1.510  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.834   4.600   0.932  1.00  0.00           H  
HETATM   34  H16 UNL     1       2.125  -1.242  -1.647  1.00  0.00           H  
HETATM   35  H17 UNL     1       1.077   0.054  -2.184  1.00  0.00           H  
HETATM   36  H18 UNL     1       2.524   1.751  -1.251  1.00  0.00           H  
HETATM   37  H19 UNL     1       3.404   0.559  -2.300  1.00  0.00           H  
HETATM   38  H20 UNL     1       4.707  -0.303  -0.626  1.00  0.00           H  
HETATM   39  H21 UNL     1       4.304   1.251   0.152  1.00  0.00           H  
HETATM   40  H22 UNL     1       3.170  -1.497   0.717  1.00  0.00           H  
HETATM   41  H23 UNL     1       3.756  -0.159   1.850  1.00  0.00           H  
HETATM   42  H24 UNL     1       1.799   1.198   0.981  1.00  0.00           H  
HETATM   43  H25 UNL     1       1.460  -0.202   1.992  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    7   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8   13
CONECT    8    9    9   12
CONECT    9   10   31
CONECT   10   11   11   32
CONECT   11   12   33
CONECT   13   14   18
CONECT   14   15   34   35
CONECT   15   16   36   37
CONECT   16   17   38   39
CONECT   17   18   40   41
CONECT   18   42   43
END

HMDB0252571
     RDKit          3D
Gacyclidine
 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.4734   -0.2982   -1.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2246   -1.0439   -0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6380   -2.4109   -0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4372   -2.3231    0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0705   -1.1008    1.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6200   -0.6947    1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3496   -0.2597    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7256    1.1767    0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7302    2.0820   -1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1192    3.3352   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907    3.6365    0.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2872    2.1578    1.3446 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0585   -0.4811   -0.0907 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6715   -0.2404   -1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702    0.6942   -1.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8638    0.3197   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2251   -0.4214    0.8978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    0.0786    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3580   -0.9945   -1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833    0.5636   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3631    0.1320   -2.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -1.3189   -1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7442   -3.0278   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2898   -2.8540   -1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1985   -3.2578    1.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -2.3492    0.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1015   -1.4091    2.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7719   -0.2645    1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    0.1740    2.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0033   -1.5653    1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4302    1.8014   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1562    4.1551   -1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8336    4.5996    0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250   -1.2418   -1.6466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0771    0.0543   -2.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5242    1.7508   -1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4037    0.5588   -2.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7070   -0.3029   -0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3039    1.2506    0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1697   -1.4973    0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7563   -0.1588    1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990    1.1975    0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4598   -0.2024    1.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  7  2  1  0
 12  8  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₅NS

Average Molecular Weight

263.44

Monoisotopic Molecular Weight

263.170770983

IUPAC Name

1-[2-methyl-1-(thiophen-2-yl)cyclohexyl]piperidine

Traditional Name

1-[2-methyl-1-(thiophen-2-yl)cyclohexyl]piperidine

CAS Registry Number

Not Available

SMILES

CC1CCCCC1(N1CCCCC1)C1=CC=CS1

InChI Identifier

InChI=1S/C16H25NS/c1-14-8-3-4-10-16(14,15-9-7-13-18-15)17-11-5-2-6-12-17/h7,9,13-14H,2-6,8,10-12H2,1H3

InChI Key

DKFAAPPUYWQKKF-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
Cyclohexylamine
Piperidine
Heteroaromatic compound
Thiophene
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.34	ALOGPS
logP	4.77	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	10.45	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	79.01 m³·mol⁻¹	ChemAxon
Polarizability	31.27 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]+	164.862	30932474
DeepCCS	[M-H]-	162.504	30932474
DeepCCS	[M-2H]-	196.889	30932474
DeepCCS	[M+Na]+	173.056	30932474
AllCCS	[M+H]+	162.4	32859911
AllCCS	[M+H-H2O]+	158.8	32859911
AllCCS	[M+NH4]+	165.7	32859911
AllCCS	[M+Na]+	166.7	32859911
AllCCS	[M-H]-	170.0	32859911
AllCCS	[M+Na-2H]-	170.3	32859911
AllCCS	[M+HCOO]-	170.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gacyclidine	CC1CCCCC1(N1CCCCC1)C1=CC=CS1	2469.2	Standard polar	33892256
Gacyclidine	CC1CCCCC1(N1CCCCC1)C1=CC=CS1	1987.2	Standard non polar	33892256
Gacyclidine	CC1CCCCC1(N1CCCCC1)C1=CC=CS1	1984.5	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 - Gacyclidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ei-1890000000-689610a561c7a09c1884	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gacyclidine 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 - Gacyclidine 10V, Positive-QTOF	splash10-03di-0090000000-2ddd5bb97e6edb0db358	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gacyclidine 20V, Positive-QTOF	splash10-03dr-9060000000-534ed1a4d5452ecabc7d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gacyclidine 40V, Positive-QTOF	splash10-053r-9430000000-e57eccf348fd32403a9c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gacyclidine 10V, Negative-QTOF	splash10-03di-0090000000-7ec4460f94b83e3fbdcb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gacyclidine 20V, Negative-QTOF	splash10-03di-0190000000-272633cdbbacb069e203	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gacyclidine 40V, Negative-QTOF	splash10-01q9-9080000000-7712897d343c9e989e96	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

7992475

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gacyclidine

METLIN ID

Not Available

PubChem Compound

9816725

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 Gacyclidine (HMDB0252571)

MOL for HMDB0252571 (Gacyclidine)

3D MOL for HMDB0252571 (Gacyclidine)

3D SDF for HMDB0252571 (Gacyclidine)

3D-SDF for HMDB0252571 (Gacyclidine)

PDB for HMDB0252571 (Gacyclidine)

3D PDB for HMDB0252571 (Gacyclidine)

SMILES for HMDB0252571 (Gacyclidine)

INCHI for HMDB0252571 (Gacyclidine)

Structure for HMDB0252571 (Gacyclidine)

3D Structure for HMDB0252571 (Gacyclidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra