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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-12 17:33:35 UTC

Update Date

2021-09-14 15:44:47 UTC

HMDB ID

HMDB0060550

Secondary Accession Numbers

HMDB60550

Metabolite Identification

Common Name

6-Hydroxyketamine

Description

6-Hydroxyketamine belongs to the class of organic compounds known as chlorobenzenes. Chlorobenzenes are compounds containing one or more chlorine atoms attached to a benzene moiety. 6-Hydroxyketamine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0060550
     RDKit          3D
6-Hydroxyketamine
 33 34  0  0  0  0  0  0  0  0999 V2000
    0.3366    2.9404    1.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1393    1.6706    1.3931 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2997    0.6622    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -0.0036   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -1.3510    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142   -2.0086   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2533   -1.3445   -0.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0386   -0.0373   -1.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8731    0.6003   -0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6469    2.2331   -1.3693 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2465    1.0331   -0.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913   -0.1721   -1.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9196   -1.3611   -0.9083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116   -1.0753    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5329   -2.2603    1.2192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1005   -0.4234    1.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.6618    2.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0652    3.5524    2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0303    3.6276    0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534    2.9858    1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3151    1.4026    2.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4399   -1.8970    0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4566   -3.0500    0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1514   -1.8721   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7765    0.4821   -1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2399    1.1431   -0.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8769    1.9006   -1.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127    0.0704   -2.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2844   -0.4191   -2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8903   -1.6418   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2513   -2.2562   -0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -0.4360    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708   -2.0329    2.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 16  3  1  0
  9  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

[NO NAME]
  Mrv0541 04181213442D          
Created with ChemWriter - http://chemwriter.com
 17 18  0  0  0  0            999 V2000
    4.6295   -0.6759    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6665    0.6029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7110    0.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4863    0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5677    1.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8415    0.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1182    0.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1997    1.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9750    1.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.7616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  2  8  2  0  0  0  0
  3  4  1  0  0  0  0
  3 13  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 14  2  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  2  0  0  0  0
  9 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060550

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC1(CCCC(O)C1=O)C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C13H16ClNO2/c1-15-13(8-4-7-11(16)12(13)17)9-5-2-3-6-10(9)14/h2-3,5-6,11,15-16H,4,7-8H2,1H3

> <INCHI_KEY>
WAXHSFGMMWDOAE-UHFFFAOYSA-N

> <FORMULA>
C13H16ClNO2

> <MOLECULAR_WEIGHT>
253.725

> <EXACT_MASS>
253.086956468

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.85024035405025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-chlorophenyl)-6-hydroxy-2-(methylamino)cyclohexan-1-one

> <ALOGPS_LOGP>
1.46

> <JCHEM_LOGP>
2.476236745333334

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.342737929632836

> <JCHEM_PKA_STRONGEST_BASIC>
7.03078387664496

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
67.046

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-chlorophenyl)-6-hydroxy-2-(methylamino)cyclohexan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060550
     RDKit          3D
6-Hydroxyketamine
 33 34  0  0  0  0  0  0  0  0999 V2000
    0.3366    2.9404    1.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1393    1.6706    1.3931 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2997    0.6622    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -0.0036   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -1.3510    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142   -2.0086   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2533   -1.3445   -0.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0386   -0.0373   -1.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8731    0.6003   -0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6469    2.2331   -1.3693 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2465    1.0331   -0.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913   -0.1721   -1.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9196   -1.3611   -0.9083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116   -1.0753    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5329   -2.2603    1.2192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1005   -0.4234    1.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.6618    2.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0652    3.5524    2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0303    3.6276    0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534    2.9858    1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3151    1.4026    2.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4399   -1.8970    0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4566   -3.0500    0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1514   -1.8721   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7765    0.4821   -1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2399    1.1431   -0.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8769    1.9006   -1.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127    0.0704   -2.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2844   -0.4191   -2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8903   -1.6418   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2513   -2.2562   -0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -0.4360    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708   -2.0329    2.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 16  3  1  0
  9  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

HEADER    PROTEIN                                 18-APR-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: [NO NAME]                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-12         0                                  
HETATM    1 Cl   UNK     0       8.642  -1.262   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0       3.080  -0.208   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       4.977   1.125   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       5.747  -0.208   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.081  -0.978   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.081  -2.518   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.747  -3.288   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.414  -0.978   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414  -2.518   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.927   0.782   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.374   0.255   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.660   2.298   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.437   1.125   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.554   1.245   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.839   3.288   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.287   2.762   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.080  -3.288   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2    8                                                            
CONECT    3    4   13                                                       
CONECT    4    3    5    8   10                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    2    4    9                                                  
CONECT    9    7    8   17                                                  
CONECT   10    4   11   12                                                  
CONECT   11    1   10   14                                                  
CONECT   12   10   15                                                       
CONECT   13    3                                                            
CONECT   14   11   16                                                       
CONECT   15   12   16                                                       
CONECT   16   14   15                                                       
CONECT   17    9                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0060550
HETATM    1  C1  UNL     1       0.337   2.940   1.320  1.00  0.00           C  
HETATM    2  N1  UNL     1      -0.139   1.671   1.393  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.300   0.662   0.478  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.906  -0.004  -0.060  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.179  -1.351   0.249  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.314  -2.009  -0.157  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.253  -1.345  -0.906  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.039  -0.037  -1.236  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.873   0.600  -0.808  1.00  0.00           C  
HETATM   10 CL1  UNL     1       1.647   2.233  -1.369  1.00  0.00          CL  
HETATM   11  C9  UNL     1      -1.246   1.033  -0.684  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.291  -0.172  -1.600  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.920  -1.361  -0.908  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.212  -1.075   0.533  1.00  0.00           C  
HETATM   15  O1  UNL     1      -2.533  -2.260   1.219  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.101  -0.423   1.193  1.00  0.00           C  
HETATM   17  O2  UNL     1      -0.712  -0.662   2.332  1.00  0.00           O  
HETATM   18  H1  UNL     1       0.065   3.552   2.284  1.00  0.00           H  
HETATM   19  H2  UNL     1       0.030   3.628   0.506  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.453   2.986   1.387  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.315   1.403   2.415  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.440  -1.897   0.837  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.457  -3.050   0.120  1.00  0.00           H  
HETATM   24  H7  UNL     1       4.151  -1.872  -1.224  1.00  0.00           H  
HETATM   25  H8  UNL     1       3.777   0.482  -1.825  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.240   1.143  -0.232  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.877   1.901  -1.226  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.913   0.070  -2.493  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.284  -0.419  -2.004  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.890  -1.642  -1.425  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.251  -2.256  -0.949  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.125  -0.436   0.657  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.571  -2.033   2.183  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21
CONECT    3    4   11   16
CONECT    4    5    5    9
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10
CONECT   11   12   26   27
CONECT   12   13   28   29
CONECT   13   14   30   31
CONECT   14   15   16   32
CONECT   15   33
CONECT   16   17   17
END

HMDB0060550
     RDKit          3D
6-Hydroxyketamine
 33 34  0  0  0  0  0  0  0  0999 V2000
    0.3366    2.9404    1.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1393    1.6706    1.3931 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2997    0.6622    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -0.0036   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -1.3510    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142   -2.0086   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2533   -1.3445   -0.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0386   -0.0373   -1.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8731    0.6003   -0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6469    2.2331   -1.3693 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2465    1.0331   -0.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913   -0.1721   -1.6003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9196   -1.3611   -0.9083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116   -1.0753    0.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5329   -2.2603    1.2192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1005   -0.4234    1.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.6618    2.3316 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0652    3.5524    2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0303    3.6276    0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534    2.9858    1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3151    1.4026    2.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4399   -1.8970    0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4566   -3.0500    0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1514   -1.8721   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7765    0.4821   -1.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2399    1.1431   -0.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8769    1.9006   -1.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127    0.0704   -2.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2844   -0.4191   -2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8903   -1.6418   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2513   -2.2562   -0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -0.4360    0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708   -2.0329    2.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 16  3  1  0
  9  4  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Hydroxyketamine, trans-(+-)-isomer	HMDB

Chemical Formula

C₁₃H₁₆ClNO₂

Average Molecular Weight

253.725

Monoisotopic Molecular Weight

253.086956468

IUPAC Name

2-(2-chlorophenyl)-6-hydroxy-2-(methylamino)cyclohexan-1-one

Traditional Name

2-(2-chlorophenyl)-6-hydroxy-2-(methylamino)cyclohexan-1-one

CAS Registry Number

Not Available

SMILES

CNC1(CCCC(O)C1=O)C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C13H16ClNO2/c1-15-13(8-4-7-11(16)12(13)17)9-5-2-3-6-10(9)14/h2-3,5-6,11,15-16H,4,7-8H2,1H3

InChI Key

WAXHSFGMMWDOAE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chlorobenzenes. Chlorobenzenes are compounds containing one or more chlorine atoms attached to a benzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Chlorobenzenes

Alternative Parents

Substituents

Chlorobenzene
Aralkylamine
Aryl chloride
Aryl halide
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Secondary aliphatic amine
Secondary amine
Alcohol
Organonitrogen compound
Organochloride
Organohalogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060550)
Liver (HMDB: HMDB0060550)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060550)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060550)

Cellular substructure

Cytoplasm (HMDB: HMDB0060550)
Membrane (HMDB: HMDB0060550)

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
Water Solubility	1.32 g/L	ALOGPS
logP	1.46	ALOGPS
logP	2.48	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	13.34	ChemAxon
pKa (Strongest Basic)	7.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	67.05 m³·mol⁻¹	ChemAxon
Polarizability	25.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	155.956	30932474
DeepCCS	[M-H]-	153.598	30932474
DeepCCS	[M-2H]-	187.211	30932474
DeepCCS	[M+Na]+	162.203	30932474
AllCCS	[M+H]+	157.0	32859911
AllCCS	[M+H-H2O]+	153.2	32859911
AllCCS	[M+NH4]+	160.6	32859911
AllCCS	[M+Na]+	161.6	32859911
AllCCS	[M-H]-	158.9	32859911
AllCCS	[M+Na-2H]-	159.2	32859911
AllCCS	[M+HCOO]-	159.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxyketamine	CNC1(CCCC(O)C1=O)C1=CC=CC=C1Cl	2738.0	Standard polar	33892256
6-Hydroxyketamine	CNC1(CCCC(O)C1=O)C1=CC=CC=C1Cl	1908.5	Standard non polar	33892256
6-Hydroxyketamine	CNC1(CCCC(O)C1=O)C1=CC=CC=C1Cl	1950.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Hydroxyketamine,1TMS,isomer #1	CNC1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C)C1=O	2003.2	Semi standard non polar	33892256
6-Hydroxyketamine,1TMS,isomer #2	CNC1(C2=CC=CC=C2Cl)CCCC(O)=C1O[Si](C)(C)C	2061.4	Semi standard non polar	33892256
6-Hydroxyketamine,1TMS,isomer #3	CN(C1(C2=CC=CC=C2Cl)CCCC(O)C1=O)[Si](C)(C)C	2085.1	Semi standard non polar	33892256
6-Hydroxyketamine,2TMS,isomer #1	CNC1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C)=C1O[Si](C)(C)C	2062.0	Semi standard non polar	33892256
6-Hydroxyketamine,2TMS,isomer #1	CNC1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C)=C1O[Si](C)(C)C	2178.2	Standard non polar	33892256
6-Hydroxyketamine,2TMS,isomer #1	CNC1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C)=C1O[Si](C)(C)C	2433.5	Standard polar	33892256
6-Hydroxyketamine,2TMS,isomer #2	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C)C1=O)[Si](C)(C)C	2107.0	Semi standard non polar	33892256
6-Hydroxyketamine,2TMS,isomer #2	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C)C1=O)[Si](C)(C)C	2206.7	Standard non polar	33892256
6-Hydroxyketamine,2TMS,isomer #2	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C)C1=O)[Si](C)(C)C	2488.2	Standard polar	33892256
6-Hydroxyketamine,2TMS,isomer #3	CN(C1(C2=CC=CC=C2Cl)CCCC(O)=C1O[Si](C)(C)C)[Si](C)(C)C	2144.0	Semi standard non polar	33892256
6-Hydroxyketamine,2TMS,isomer #3	CN(C1(C2=CC=CC=C2Cl)CCCC(O)=C1O[Si](C)(C)C)[Si](C)(C)C	2142.7	Standard non polar	33892256
6-Hydroxyketamine,2TMS,isomer #3	CN(C1(C2=CC=CC=C2Cl)CCCC(O)=C1O[Si](C)(C)C)[Si](C)(C)C	2577.4	Standard polar	33892256
6-Hydroxyketamine,3TMS,isomer #1	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C)=C1O[Si](C)(C)C)[Si](C)(C)C	2148.6	Semi standard non polar	33892256
6-Hydroxyketamine,3TMS,isomer #1	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C)=C1O[Si](C)(C)C)[Si](C)(C)C	2267.3	Standard non polar	33892256
6-Hydroxyketamine,3TMS,isomer #1	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C)=C1O[Si](C)(C)C)[Si](C)(C)C	2372.5	Standard polar	33892256
6-Hydroxyketamine,1TBDMS,isomer #1	CNC1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C(C)(C)C)C1=O	2240.3	Semi standard non polar	33892256
6-Hydroxyketamine,1TBDMS,isomer #2	CNC1(C2=CC=CC=C2Cl)CCCC(O)=C1O[Si](C)(C)C(C)(C)C	2298.6	Semi standard non polar	33892256
6-Hydroxyketamine,1TBDMS,isomer #3	CN(C1(C2=CC=CC=C2Cl)CCCC(O)C1=O)[Si](C)(C)C(C)(C)C	2329.5	Semi standard non polar	33892256
6-Hydroxyketamine,2TBDMS,isomer #1	CNC1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2531.5	Semi standard non polar	33892256
6-Hydroxyketamine,2TBDMS,isomer #1	CNC1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2581.7	Standard non polar	33892256
6-Hydroxyketamine,2TBDMS,isomer #1	CNC1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2640.2	Standard polar	33892256
6-Hydroxyketamine,2TBDMS,isomer #2	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C(C)(C)C)C1=O)[Si](C)(C)C(C)(C)C	2583.1	Semi standard non polar	33892256
6-Hydroxyketamine,2TBDMS,isomer #2	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C(C)(C)C)C1=O)[Si](C)(C)C(C)(C)C	2670.6	Standard non polar	33892256
6-Hydroxyketamine,2TBDMS,isomer #2	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C(C)(C)C)C1=O)[Si](C)(C)C(C)(C)C	2685.3	Standard polar	33892256
6-Hydroxyketamine,2TBDMS,isomer #3	CN(C1(C2=CC=CC=C2Cl)CCCC(O)=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2613.4	Semi standard non polar	33892256
6-Hydroxyketamine,2TBDMS,isomer #3	CN(C1(C2=CC=CC=C2Cl)CCCC(O)=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2584.3	Standard non polar	33892256
6-Hydroxyketamine,2TBDMS,isomer #3	CN(C1(C2=CC=CC=C2Cl)CCCC(O)=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2788.6	Standard polar	33892256
6-Hydroxyketamine,3TBDMS,isomer #1	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2844.5	Semi standard non polar	33892256
6-Hydroxyketamine,3TBDMS,isomer #1	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2838.0	Standard non polar	33892256
6-Hydroxyketamine,3TBDMS,isomer #1	CN(C1(C2=CC=CC=C2Cl)CCCC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2666.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyketamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0900000000-035b48943fcab07ed192	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyketamine GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-2900000000-f00057ca6e156af249c1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Hydroxyketamine 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 - 6-Hydroxyketamine 10V, Positive-QTOF	splash10-0udi-0090000000-4d5dcda8d03dce76c02b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 20V, Positive-QTOF	splash10-0udi-0790000000-4c3b703731c0a5d7d46c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 40V, Positive-QTOF	splash10-0udi-3900000000-c6f65a48a9314c0b8052	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 10V, Negative-QTOF	splash10-0udi-0090000000-7c0046dfe0f7b1e1e626	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 20V, Negative-QTOF	splash10-0udi-0390000000-93a580e77ba62e965d66	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 40V, Negative-QTOF	splash10-044l-6910000000-69eed6e59ddef7c54c5f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 10V, Positive-QTOF	splash10-0udi-0090000000-2b9e123d5592380d9a34	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 20V, Positive-QTOF	splash10-0kh9-0950000000-90e25d22b8d39e46fef0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 40V, Positive-QTOF	splash10-0uei-2900000000-cb29b4ed7d3393de92f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 10V, Negative-QTOF	splash10-0udi-0190000000-941fbc52da3b0f3f77cb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 20V, Negative-QTOF	splash10-11c0-1970000000-629c582fedb48ae8f78b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Hydroxyketamine 40V, Negative-QTOF	splash10-053r-6930000000-88925dfc179433648696	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

133670

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

Not Available

Showing metabocard for 6-Hydroxyketamine (HMDB0060550)

MOL for HMDB0060550 (6-Hydroxyketamine)

3D MOL for HMDB0060550 (6-Hydroxyketamine)

3D SDF for HMDB0060550 (6-Hydroxyketamine)

3D-SDF for HMDB0060550 (6-Hydroxyketamine)

PDB for HMDB0060550 (6-Hydroxyketamine)

3D PDB for HMDB0060550 (6-Hydroxyketamine)

SMILES for HMDB0060550 (6-Hydroxyketamine)

INCHI for HMDB0060550 (6-Hydroxyketamine)

Structure for HMDB0060550 (6-Hydroxyketamine)

3D Structure for HMDB0060550 (6-Hydroxyketamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra