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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-12 17:33:32 UTC

Update Date

2021-09-14 15:02:27 UTC

HMDB ID

HMDB0060549

Secondary Accession Numbers

HMDB60549

Metabolite Identification

Common Name

Norketamine

Description

Norketamine is the main metabolite of Ketamine. Ketamine is a drug used in human and veterinary medicine, primarily for the induction and maintenance of general anesthesia, usually in combination with a sedative. When administered orally, it undergoes first-pass metabolism, where it is biotransformed in the liver by CYP3A4 (major), CYP2B6 (minor), and CYP2C9 (minor) isoenzymes into norketamine (through N-demethylation) and finally dehydronorketamine. (Wikipedia )

Structure

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

HMDB0060549
     RDKit          3D
Norketamine
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.5996    1.5632   -0.9833 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3163    0.4811   -0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1531    0.3392   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930   -0.8379   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1688   -0.9956   -0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9706    0.0469    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    1.2316    0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    1.3731    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2673    2.9006    0.8013 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8750   -0.7954   -0.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3712   -0.6646   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0043    0.1880    0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    0.1734    1.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9012    0.6525    1.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3397    1.1514    2.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2612    2.0272   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2456    1.2718   -1.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1735   -1.6795   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5529   -1.9649   -0.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0463   -0.0756    0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9969    2.0488    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056   -0.8984   -1.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062   -1.6378   -0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5886   -0.2944   -1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -1.6807   -0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478    1.2231   -0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0713   -0.1002    0.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571    0.8155    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3006   -0.8502    1.9280 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  2  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14  2  1  0
  8  3  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
M  END

[NO NAME]
  Mrv0541 04181213432D          
Created with ChemWriter - http://chemwriter.com
 15 16  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
    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 11  1  0  0  0  0
  2  8  2  0  0  0  0
  3  4  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 13  2  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060549

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1(CCCCC1=O)C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C12H14ClNO/c13-10-6-2-1-5-9(10)12(14)8-4-3-7-11(12)15/h1-2,5-6H,3-4,7-8,14H2

> <INCHI_KEY>
BEQZHFIKTBVCAU-UHFFFAOYSA-N

> <FORMULA>
C12H14ClNO

> <MOLECULAR_WEIGHT>
223.699

> <EXACT_MASS>
223.076391782

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
22.775246181831097

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-2-(2-chlorophenyl)cyclohexan-1-one

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.9147222723333335

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.744236729816144

> <JCHEM_PKA_STRONGEST_BASIC>
7.480366385316059

> <JCHEM_POLAR_SURFACE_AREA>
43.09

> <JCHEM_REFRACTIVITY>
60.77920000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-2-(2-chlorophenyl)cyclohexan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060549
     RDKit          3D
Norketamine
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.5996    1.5632   -0.9833 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3163    0.4811   -0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1531    0.3392   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930   -0.8379   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1688   -0.9956   -0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9706    0.0469    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    1.2316    0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    1.3731    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2673    2.9006    0.8013 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8750   -0.7954   -0.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3712   -0.6646   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0043    0.1880    0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    0.1734    1.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9012    0.6525    1.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3397    1.1514    2.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2612    2.0272   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2456    1.2718   -1.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1735   -1.6795   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5529   -1.9649   -0.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0463   -0.0756    0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9969    2.0488    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056   -0.8984   -1.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062   -1.6378   -0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5886   -0.2944   -1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -1.6807   -0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478    1.2231   -0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0713   -0.1002    0.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571    0.8155    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3006   -0.8502    1.9280 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  2  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14  2  1  0
  8  3  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  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       9.554   1.245   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.839   3.288   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.287   2.762   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2    8                                                            
CONECT    3    4                                                            
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                                                       
CONECT   10    4   11   12                                                  
CONECT   11    1   10   13                                                  
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   15                                                       
CONECT   15   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0060549
HETATM    1  N1  UNL     1      -0.600   1.563  -0.983  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.316   0.481  -0.061  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.153   0.339  -0.014  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.793  -0.838  -0.349  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.169  -0.996  -0.301  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.971   0.047   0.096  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.363   1.232   0.435  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.975   1.373   0.380  1.00  0.00           C  
HETATM    9 CL1  UNL     1       1.267   2.901   0.801  1.00  0.00          CL  
HETATM   10  C8  UNL     1      -0.875  -0.795  -0.691  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.371  -0.665  -0.891  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.004   0.188   0.185  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.292   0.173   1.491  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.901   0.652   1.282  1.00  0.00           C  
HETATM   15  O1  UNL     1      -0.340   1.151   2.229  1.00  0.00           O  
HETATM   16  H1  UNL     1       0.261   2.027  -1.346  1.00  0.00           H  
HETATM   17  H2  UNL     1      -1.246   1.272  -1.751  1.00  0.00           H  
HETATM   18  H3  UNL     1       1.173  -1.679  -0.670  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.553  -1.965  -0.587  1.00  0.00           H  
HETATM   20  H5  UNL     1       5.046  -0.076   0.134  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.997   2.049   0.746  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.406  -0.898  -1.678  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.706  -1.638  -0.029  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.589  -0.294  -1.905  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.799  -1.681  -0.793  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.048   1.223  -0.197  1.00  0.00           H  
HETATM   27  H12 UNL     1      -4.071  -0.100   0.347  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.857   0.815   2.194  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.301  -0.850   1.928  1.00  0.00           H  
CONECT    1    2   16   17
CONECT    2    3   10   14
CONECT    3    4    4    8
CONECT    4    5   18
CONECT    5    6    6   19
CONECT    6    7   20
CONECT    7    8    8   21
CONECT    8    9
CONECT   10   11   22   23
CONECT   11   12   24   25
CONECT   12   13   26   27
CONECT   13   14   28   29
CONECT   14   15   15
END

HMDB0060549
     RDKit          3D
Norketamine
 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.5996    1.5632   -0.9833 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3163    0.4811   -0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1531    0.3392   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7930   -0.8379   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1688   -0.9956   -0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9706    0.0469    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    1.2316    0.4353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    1.3731    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2673    2.9006    0.8013 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8750   -0.7954   -0.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3712   -0.6646   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0043    0.1880    0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    0.1734    1.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9012    0.6525    1.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3397    1.1514    2.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2612    2.0272   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2456    1.2718   -1.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1735   -1.6795   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5529   -1.9649   -0.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0463   -0.0756    0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9969    2.0488    0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056   -0.8984   -1.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062   -1.6378   -0.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5886   -0.2944   -1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -1.6807   -0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478    1.2231   -0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0713   -0.1002    0.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571    0.8155    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3006   -0.8502    1.9280 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  2  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14  2  1  0
  8  3  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Amino-2-(O-chlorophenyl)cyclohexanone	HMDB
DHNK	HMDB
Dehydronorketamine	HMDB
Norketamine, (+-)-isomer	HMDB
N-Desmethylketamine	MeSH
(+--)-Norketamine	MeSH
N-Demethylketamine	MeSH

Chemical Formula

C₁₂H₁₄ClNO

Average Molecular Weight

223.699

Monoisotopic Molecular Weight

223.076391782

IUPAC Name

2-amino-2-(2-chlorophenyl)cyclohexan-1-one

Traditional Name

2-amino-2-(2-chlorophenyl)cyclohexan-1-one

CAS Registry Number

Not Available

SMILES

NC1(CCCCC1=O)C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C12H14ClNO/c13-10-6-2-1-5-9(10)12(14)8-4-3-7-11(12)15/h1-2,5-6H,3-4,7-8,14H2

InChI Key

BEQZHFIKTBVCAU-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
Ketone
Cyclic ketone
Amine
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Liver (HMDB: HMDB0060549)
Kidney (HMDB: HMDB0060549)

Biofluid or Excreta

Non-excretory biofluid

Blood (HMDB: HMDB0060549)

Excreta

Urine (HMDB: HMDB0060549)

Cellular substructure

Cytoplasm (HMDB: HMDB0060549)
Membrane (HMDB: HMDB0060549)

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	0.18 g/L	ALOGPS
logP	2.22	ALOGPS
logP	2.91	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	18.74	ChemAxon
pKa (Strongest Basic)	7.48	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.09 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	60.78 m³·mol⁻¹	ChemAxon
Polarizability	22.78 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]+	148.151	30932474
DeepCCS	[M-H]-	145.777	30932474
DeepCCS	[M-2H]-	181.063	30932474
DeepCCS	[M+Na]+	156.602	30932474
AllCCS	[M+H]+	149.4	32859911
AllCCS	[M+H-H2O]+	145.4	32859911
AllCCS	[M+NH4]+	153.2	32859911
AllCCS	[M+Na]+	154.3	32859911
AllCCS	[M-H]-	151.6	32859911
AllCCS	[M+Na-2H]-	151.9	32859911
AllCCS	[M+HCOO]-	152.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Norketamine	NC1(CCCCC1=O)C1=CC=CC=C1Cl	2413.5	Standard polar	33892256
Norketamine	NC1(CCCCC1=O)C1=CC=CC=C1Cl	1876.2	Standard non polar	33892256
Norketamine	NC1(CCCCC1=O)C1=CC=CC=C1Cl	1851.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Norketamine,1TMS,isomer #1	C[Si](C)(C)OC1=CCCCC1(N)C1=CC=CC=C1Cl	1937.1	Semi standard non polar	33892256
Norketamine,1TMS,isomer #1	C[Si](C)(C)OC1=CCCCC1(N)C1=CC=CC=C1Cl	1851.8	Standard non polar	33892256
Norketamine,1TMS,isomer #1	C[Si](C)(C)OC1=CCCCC1(N)C1=CC=CC=C1Cl	2736.9	Standard polar	33892256
Norketamine,1TMS,isomer #2	C[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCCC1=O	1924.5	Semi standard non polar	33892256
Norketamine,1TMS,isomer #2	C[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCCC1=O	1931.1	Standard non polar	33892256
Norketamine,1TMS,isomer #2	C[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCCC1=O	2462.7	Standard polar	33892256
Norketamine,2TMS,isomer #1	C[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCC=C1O[Si](C)(C)C	1975.1	Semi standard non polar	33892256
Norketamine,2TMS,isomer #1	C[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCC=C1O[Si](C)(C)C	2007.5	Standard non polar	33892256
Norketamine,2TMS,isomer #1	C[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCC=C1O[Si](C)(C)C	2415.6	Standard polar	33892256
Norketamine,2TMS,isomer #2	C[Si](C)(C)N(C1(C2=CC=CC=C2Cl)CCCCC1=O)[Si](C)(C)C	2023.5	Semi standard non polar	33892256
Norketamine,2TMS,isomer #2	C[Si](C)(C)N(C1(C2=CC=CC=C2Cl)CCCCC1=O)[Si](C)(C)C	2116.0	Standard non polar	33892256
Norketamine,2TMS,isomer #2	C[Si](C)(C)N(C1(C2=CC=CC=C2Cl)CCCCC1=O)[Si](C)(C)C	2465.4	Standard polar	33892256
Norketamine,3TMS,isomer #1	C[Si](C)(C)OC1=CCCCC1(C1=CC=CC=C1Cl)N([Si](C)(C)C)[Si](C)(C)C	2074.6	Semi standard non polar	33892256
Norketamine,3TMS,isomer #1	C[Si](C)(C)OC1=CCCCC1(C1=CC=CC=C1Cl)N([Si](C)(C)C)[Si](C)(C)C	2113.1	Standard non polar	33892256
Norketamine,3TMS,isomer #1	C[Si](C)(C)OC1=CCCCC1(C1=CC=CC=C1Cl)N([Si](C)(C)C)[Si](C)(C)C	2371.3	Standard polar	33892256
Norketamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCCCC1(N)C1=CC=CC=C1Cl	2158.9	Semi standard non polar	33892256
Norketamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCCCC1(N)C1=CC=CC=C1Cl	2022.5	Standard non polar	33892256
Norketamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCCCC1(N)C1=CC=CC=C1Cl	2900.6	Standard polar	33892256
Norketamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCCC1=O	2154.4	Semi standard non polar	33892256
Norketamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCCC1=O	2185.5	Standard non polar	33892256
Norketamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCCC1=O	2584.5	Standard polar	33892256
Norketamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCC=C1O[Si](C)(C)C(C)(C)C	2415.0	Semi standard non polar	33892256
Norketamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCC=C1O[Si](C)(C)C(C)(C)C	2332.3	Standard non polar	33892256
Norketamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1(C2=CC=CC=C2Cl)CCCC=C1O[Si](C)(C)C(C)(C)C	2607.7	Standard polar	33892256
Norketamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1(C2=CC=CC=C2Cl)CCCCC1=O)[Si](C)(C)C(C)(C)C	2478.9	Semi standard non polar	33892256
Norketamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1(C2=CC=CC=C2Cl)CCCCC1=O)[Si](C)(C)C(C)(C)C	2575.9	Standard non polar	33892256
Norketamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1(C2=CC=CC=C2Cl)CCCCC1=O)[Si](C)(C)C(C)(C)C	2578.7	Standard polar	33892256
Norketamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCCCC1(C1=CC=CC=C1Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2756.7	Semi standard non polar	33892256
Norketamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCCCC1(C1=CC=CC=C1Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2588.7	Standard non polar	33892256
Norketamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CCCCC1(C1=CC=CC=C1Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2598.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Norketamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ko-3900000000-634f9a2fc45687655361	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norketamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norketamine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norketamine LC-ESI-QTOF , positive-QTOF	splash10-004i-0910000000-bf7767d5610fb89d1163	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Norketamine -1V, Positive-QTOF	splash10-004i-0910000000-31e439bc58fec1dca3d3	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 10V, Positive-QTOF	splash10-00di-0190000000-34d7dbeba5517cc4d433	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 20V, Positive-QTOF	splash10-05g3-2970000000-a2d6a08741e2682c278c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 40V, Positive-QTOF	splash10-000l-2900000000-12ec681e1efb87105add	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 10V, Negative-QTOF	splash10-00di-0190000000-660fd586450712acfd62	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 20V, Negative-QTOF	splash10-00di-0690000000-d9e376a6423971536f9e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 40V, Negative-QTOF	splash10-08fr-3910000000-39136f1d4f3df9d0bfba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 10V, Positive-QTOF	splash10-0ab9-0190000000-41b295d69ca0110a190d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 20V, Positive-QTOF	splash10-0a4r-0960000000-dbf224f9560e0e536ff1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 40V, Positive-QTOF	splash10-000f-5900000000-9c3593706147f884d032	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 10V, Negative-QTOF	splash10-00di-0090000000-604d972afe0057708dd0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 20V, Negative-QTOF	splash10-022c-6980000000-d8497d3e0e9cf8a537d6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norketamine 40V, Negative-QTOF	splash10-001i-9300000000-a6e7f53d610b37821bea	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

Norketamine

METLIN ID

Not Available

PubChem Compound

123767

PDB ID

Not Available

ChEBI ID

91519

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 Norketamine (HMDB0060549)

MOL for HMDB0060549 (Norketamine)

3D MOL for HMDB0060549 (Norketamine)

3D SDF for HMDB0060549 (Norketamine)

3D-SDF for HMDB0060549 (Norketamine)

PDB for HMDB0060549 (Norketamine)

3D PDB for HMDB0060549 (Norketamine)

SMILES for HMDB0060549 (Norketamine)

INCHI for HMDB0060549 (Norketamine)

Structure for HMDB0060549 (Norketamine)

3D Structure for HMDB0060549 (Norketamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra