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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:30:45 UTC

Update Date

2021-09-26 23:10:46 UTC

HMDB ID

HMDB0255702

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nomifensine

Description

Nomifensine, also known as (+-)-nomifensin or nomifenison, belongs to the class of organic compounds known as 4-phenyltetrahydroisoquinolines. 4-phenyltetrahydroisoquinolines are compounds containing a phenyl group attached to the C4-atom of a tetrahydroisoquinoline moiety. Based on a literature review a significant number of articles have been published on Nomifensine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Nomifensine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nomifensine 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

HMDB0255702
     RDKit          3D
Nomifensine
 36 38  0  0  0  0  0  0  0  0999 V2000
    1.1731   -2.9661    1.8333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378   -1.8248    1.0148 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371   -0.9939    0.8299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233    0.1464   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460    0.7471   -0.7691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1699    0.2577   -0.6188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    1.8095   -1.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2536    2.2628   -1.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2276    1.6844   -1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    0.6214   -0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5165   -0.0786    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8750    0.2581    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961    1.3332    0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7773    1.7319    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991    1.0581   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9119   -0.0012   -1.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137   -0.4018   -0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1952   -1.5638    0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934   -3.2217    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8480   -2.7140    2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931   -3.8486    1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5242   -0.6492    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514   -1.5725    0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5723   -0.5272   -1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7616    0.7624    0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533    2.3095   -2.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776    3.0885   -2.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8076    2.0041   -1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168    0.1565    1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9637    1.8813    1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2715    2.5751    0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5173    1.3467   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4789   -0.5273   -1.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -1.2394   -1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637   -1.7688   -0.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9980   -2.1362    0.9004 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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18  2  1  0
 10  4  1  0
 17 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
M  END

4821
  Mrv0541 02231217562D          

 18 20  0  0  1  0            999 V2000
    2.3645    1.0928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5214    2.3588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    1.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309   -0.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    1.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -1.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2784    0.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -2.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -2.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  6  1  0  0  0  0
  1 11  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  8  1  0  0  0  0
  5  7  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8 13  2  0  0  0  0
  8 14  1  0  0  0  0
  9 12  2  0  0  0  0
 10 15  2  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 17  2  0  0  0  0
 16 18  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255702

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CC(C2=CC=CC=C2)C2=C(C1)C(N)=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C16H18N2/c1-18-10-14(12-6-3-2-4-7-12)13-8-5-9-16(17)15(13)11-18/h2-9,14H,10-11,17H2,1H3

> <INCHI_KEY>
XXPANQJNYNUNES-UHFFFAOYSA-N

> <FORMULA>
C16H18N2

> <MOLECULAR_WEIGHT>
238.3275

> <EXACT_MASS>
238.146998586

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.55764105023947

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinolin-8-amine

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
2.6243819343333334

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.884643318171964

> <JCHEM_POLAR_SURFACE_AREA>
29.259999999999998

> <JCHEM_REFRACTIVITY>
77.17730000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nomifensine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255702
     RDKit          3D
Nomifensine
 36 38  0  0  0  0  0  0  0  0999 V2000
    1.1731   -2.9661    1.8333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378   -1.8248    1.0148 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371   -0.9939    0.8299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233    0.1464   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460    0.7471   -0.7691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1699    0.2577   -0.6188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    1.8095   -1.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2536    2.2628   -1.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2276    1.6844   -1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    0.6214   -0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5165   -0.0786    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8750    0.2581    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961    1.3332    0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7773    1.7319    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991    1.0581   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9119   -0.0012   -1.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137   -0.4018   -0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1952   -1.5638    0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934   -3.2217    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8480   -2.7140    2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931   -3.8486    1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5242   -0.6492    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514   -1.5725    0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5723   -0.5272   -1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7616    0.7624    0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533    2.3095   -2.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776    3.0885   -2.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8076    2.0041   -1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168    0.1565    1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9637    1.8813    1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2715    2.5751    0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5173    1.3467   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4789   -0.5273   -1.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -1.2394   -1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637   -1.7688   -0.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9980   -2.1362    0.9004 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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18  2  1  0
 10  4  1  0
 17 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4821                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       4.414   2.040   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0       8.440   4.403   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.747  -0.270   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.414   0.500   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.081   0.500   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.747   2.810   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   2.040   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.747  -1.810   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.458   2.863   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.458  -0.323   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.080   2.810   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.853   2.072   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081  -2.580   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -2.580   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.853   0.468   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081  -4.120   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414  -4.120   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.747  -4.890   0.000  0.00  0.00           C+0
CONECT    1    4    6   11                                                  
CONECT    2    9                                                            
CONECT    3    4    5    8                                                  
CONECT    4    1    3                                                       
CONECT    5    3    7   10                                                  
CONECT    6    1    7                                                       
CONECT    7    5    6    9                                                  
CONECT    8    3   13   14                                                  
CONECT    9    2    7   12                                                  
CONECT   10    5   15                                                       
CONECT   11    1                                                            
CONECT   12    9   15                                                       
CONECT   13    8   16                                                       
CONECT   14    8   17                                                       
CONECT   15   10   12                                                       
CONECT   16   13   18                                                       
CONECT   17   14   18                                                       
CONECT   18   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0255702
HETATM    1  C1  UNL     1       1.173  -2.966   1.833  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.038  -1.825   1.015  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.137  -0.994   0.830  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.823   0.146  -0.066  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.846   0.747  -0.769  1.00  0.00           C  
HETATM    6  N2  UNL     1       4.170   0.258  -0.619  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.574   1.809  -1.605  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.254   2.263  -1.726  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.228   1.684  -1.041  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.532   0.621  -0.210  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.517  -0.079   0.579  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.875   0.258   0.177  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.496   1.333   0.803  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.777   1.732   0.495  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.499   1.058  -0.468  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.912  -0.001  -1.098  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.614  -0.402  -0.783  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.195  -1.564   0.420  1.00  0.00           C  
HETATM   19  H1  UNL     1       0.193  -3.222   2.275  1.00  0.00           H  
HETATM   20  H2  UNL     1       1.848  -2.714   2.690  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.593  -3.849   1.311  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.524  -0.649   1.817  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.951  -1.573   0.301  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.572  -0.527  -1.152  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.762   0.762   0.107  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.353   2.310  -2.177  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.078   3.089  -2.383  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.808   2.004  -1.105  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.317   0.156   1.649  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.964   1.881   1.558  1.00  0.00           H  
HETATM   31  H13 UNL     1      -4.272   2.575   0.982  1.00  0.00           H  
HETATM   32  H14 UNL     1      -5.517   1.347  -0.738  1.00  0.00           H  
HETATM   33  H15 UNL     1      -4.479  -0.527  -1.852  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.147  -1.239  -1.279  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.264  -1.769  -0.671  1.00  0.00           H  
HETATM   36  H18 UNL     1      -0.998  -2.136   0.900  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   18
CONECT    3    4   22   23
CONECT    4    5    5   10
CONECT    5    6    7
CONECT    6   24   25
CONECT    7    8    8   26
CONECT    8    9   27
CONECT    9   10   10   28
CONECT   10   11
CONECT   11   12   18   29
CONECT   12   13   13   17
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   34
CONECT   18   35   36
END

HMDB0255702
     RDKit          3D
Nomifensine
 36 38  0  0  0  0  0  0  0  0999 V2000
    1.1731   -2.9661    1.8333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378   -1.8248    1.0148 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371   -0.9939    0.8299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8233    0.1464   -0.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460    0.7471   -0.7691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1699    0.2577   -0.6188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    1.8095   -1.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2536    2.2628   -1.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2276    1.6844   -1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    0.6214   -0.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5165   -0.0786    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8750    0.2581    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4961    1.3332    0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7773    1.7319    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991    1.0581   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9119   -0.0012   -1.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137   -0.4018   -0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1952   -1.5638    0.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934   -3.2217    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8480   -2.7140    2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931   -3.8486    1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5242   -0.6492    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9514   -1.5725    0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5723   -0.5272   -1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7616    0.7624    0.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3533    2.3095   -2.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776    3.0885   -2.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8076    2.0041   -1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168    0.1565    1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9637    1.8813    1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2715    2.5751    0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5173    1.3467   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4789   -0.5273   -1.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -1.2394   -1.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637   -1.7688   -0.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9980   -2.1362    0.9004 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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18  2  1  0
 10  4  1  0
 17 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Nomifensin	ChEBI
(+-)-Nomifensine	ChEBI
2-Methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinolin-8-ylamine	ChEBI
8-Amino-2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline	ChEBI
D,L-Nomifensine	ChEBI
Nomifenison	ChEBI
Nomifensin	ChEBI
Nomifensina	ChEBI
Nomifensinum	ChEBI
Nomiphensine	ChEBI
R/S-nomifensine	ChEBI
Hoe 984	MeSH
Hoe-984	MeSH
Linamiphen	MeSH
Maleate, nomifensine	MeSH
Merital	MeSH
Nomifensine maleate	MeSH
Nomifensine maleate (1:1)	MeSH

Chemical Formula

C₁₆H₁₈N₂

Average Molecular Weight

238.3275

Monoisotopic Molecular Weight

238.146998586

IUPAC Name

2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinolin-8-amine

Traditional Name

nomifensine

CAS Registry Number

Not Available

SMILES

CN1CC(C2=CC=CC=C2)C2=C(C1)C(N)=CC=C2

InChI Identifier

InChI=1S/C16H18N2/c1-18-10-14(12-6-3-2-4-7-12)13-8-5-9-16(17)15(13)11-18/h2-9,14H,10-11,17H2,1H3

InChI Key

XXPANQJNYNUNES-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-phenyltetrahydroisoquinolines. 4-Phenyltetrahydroisoquinolines are compounds containing a phenyl group attached to the C4-atom of a tetrahydroisoquinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydroisoquinolines

Sub Class

4-phenyltetrahydroisoquinolines

Direct Parent

4-phenyltetrahydroisoquinolines

Alternative Parents

Substituents

4-phenyltetrahydroisoquinoline
Aminoquinoline
Aralkylamine
Benzenoid
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

isoquinolines (CHEBI:116225 )

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	2.94	ALOGPS
logP	2.62	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	8.88	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.26 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.18 m³·mol⁻¹	ChemAxon
Polarizability	27.56 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]+	155.558	30932474
DeepCCS	[M-H]-	153.2	30932474
DeepCCS	[M-2H]-	186.086	30932474
DeepCCS	[M+Na]+	161.651	30932474
AllCCS	[M+H]+	155.0	32859911
AllCCS	[M+H-H2O]+	151.0	32859911
AllCCS	[M+NH4]+	158.8	32859911
AllCCS	[M+Na]+	159.9	32859911
AllCCS	[M-H]-	162.9	32859911
AllCCS	[M+Na-2H]-	162.6	32859911
AllCCS	[M+HCOO]-	162.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nomifensine	CN1CC(C2=CC=CC=C2)C2=C(C1)C(N)=CC=C2	3191.1	Standard polar	33892256
Nomifensine	CN1CC(C2=CC=CC=C2)C2=C(C1)C(N)=CC=C2	2216.9	Standard non polar	33892256
Nomifensine	CN1CC(C2=CC=CC=C2)C2=C(C1)C(N)=CC=C2	2127.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nomifensine,1TMS,isomer #1	CN1CC2=C(N[Si](C)(C)C)C=CC=C2C(C2=CC=CC=C2)C1	2222.5	Semi standard non polar	33892256
Nomifensine,1TMS,isomer #1	CN1CC2=C(N[Si](C)(C)C)C=CC=C2C(C2=CC=CC=C2)C1	2339.4	Standard non polar	33892256
Nomifensine,1TMS,isomer #1	CN1CC2=C(N[Si](C)(C)C)C=CC=C2C(C2=CC=CC=C2)C1	2690.4	Standard polar	33892256
Nomifensine,2TMS,isomer #1	CN1CC2=C(C=CC=C2N([Si](C)(C)C)[Si](C)(C)C)C(C2=CC=CC=C2)C1	2218.8	Semi standard non polar	33892256
Nomifensine,2TMS,isomer #1	CN1CC2=C(C=CC=C2N([Si](C)(C)C)[Si](C)(C)C)C(C2=CC=CC=C2)C1	2461.0	Standard non polar	33892256
Nomifensine,2TMS,isomer #1	CN1CC2=C(C=CC=C2N([Si](C)(C)C)[Si](C)(C)C)C(C2=CC=CC=C2)C1	2605.1	Standard polar	33892256
Nomifensine,1TBDMS,isomer #1	CN1CC2=C(N[Si](C)(C)C(C)(C)C)C=CC=C2C(C2=CC=CC=C2)C1	2439.1	Semi standard non polar	33892256
Nomifensine,1TBDMS,isomer #1	CN1CC2=C(N[Si](C)(C)C(C)(C)C)C=CC=C2C(C2=CC=CC=C2)C1	2625.1	Standard non polar	33892256
Nomifensine,1TBDMS,isomer #1	CN1CC2=C(N[Si](C)(C)C(C)(C)C)C=CC=C2C(C2=CC=CC=C2)C1	2844.4	Standard polar	33892256
Nomifensine,2TBDMS,isomer #1	CN1CC2=C(C=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C2=CC=CC=C2)C1	2634.2	Semi standard non polar	33892256
Nomifensine,2TBDMS,isomer #1	CN1CC2=C(C=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C2=CC=CC=C2)C1	2984.3	Standard non polar	33892256
Nomifensine,2TBDMS,isomer #1	CN1CC2=C(C=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C2=CC=CC=C2)C1	2809.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nomifensine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0072-0970000000-ad3c343f6ca7a3cb9820	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nomifensine 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 - Nomifensine 45V, Positive-QTOF	splash10-00lm-2940000000-7452f23561e71b6e5f4a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nomifensine 30V, Positive-QTOF	splash10-000i-0290000000-aa9e7f721070bb0efac0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nomifensine 15V, Positive-QTOF	splash10-000i-0090000000-9b5661cbfd28f31b72a9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nomifensine 45V, Positive-QTOF	splash10-00lm-2940000000-fd95609b0f83c449fc1e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nomifensine 60V, Positive-QTOF	splash10-015c-2900000000-1fc47bf732f7fe98aac4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nomifensine 75V, Positive-QTOF	splash10-015c-2900000000-3295b45d4791d9153cb4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nomifensine 90V, Positive-QTOF	splash10-00l6-3900000000-6d615d80f77aabb59983	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomifensine 10V, Positive-QTOF	splash10-0079-0190000000-745862c4f89a54e632cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomifensine 20V, Positive-QTOF	splash10-0077-3980000000-9e714093a641e3d13424	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomifensine 40V, Positive-QTOF	splash10-0kc7-1910000000-b630745ed8db1f8a5799	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomifensine 10V, Negative-QTOF	splash10-000i-0090000000-e1d4264595b4b490c554	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomifensine 20V, Negative-QTOF	splash10-000i-0190000000-ec66f46afc099fca91fd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nomifensine 40V, Negative-QTOF	splash10-00fu-6690000000-a62b409ce47dcc5fade0	2016-08-03	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

DB04821

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4371

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nomifensine

METLIN ID

Not Available

PubChem Compound

4528

PDB ID

Not Available

ChEBI ID

116225

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 Nomifensine (HMDB0255702)

MOL for HMDB0255702 (Nomifensine)

3D MOL for HMDB0255702 (Nomifensine)

3D SDF for HMDB0255702 (Nomifensine)

3D-SDF for HMDB0255702 (Nomifensine)

PDB for HMDB0255702 (Nomifensine)

3D PDB for HMDB0255702 (Nomifensine)

SMILES for HMDB0255702 (Nomifensine)

INCHI for HMDB0255702 (Nomifensine)

Structure for HMDB0255702 (Nomifensine)

3D Structure for HMDB0255702 (Nomifensine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra