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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:50:33 UTC

Update Date

2021-09-26 23:08:33 UTC

HMDB ID

HMDB0254506

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Metapramine

Description

N,2-dimethyl-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-9-amine belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. Based on a literature review very few articles have been published on N,2-dimethyl-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-9-amine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Metapramine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Metapramine 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

HMDB0254506
     RDKit          3D
Metapramine
 36 38  0  0  0  0  0  0  0  0999 V2000
   -2.9895   -2.3971   -0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7888   -0.9631    0.0539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034   -0.6198   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5382   -1.2039    1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968   -1.2347    0.6669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839   -2.3987    1.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -2.6414    0.8926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5483   -1.6687    0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -0.4842   -0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6724   -0.2972   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2466    0.9665   -0.5407 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1008    1.7202   -1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353    1.5734   -0.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0291    2.9474   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0955    3.6767   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2674    2.9995    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3312    1.6048    0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2153    0.8553   -0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3220   -2.8622   -0.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377   -2.5498   -0.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8991   -2.8459    0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2545   -0.5254   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306   -1.0361   -1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8701   -2.2123    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353   -0.5599    1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9413   -3.1679    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3048   -3.5662    1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6052   -1.8178    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956    0.2646   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4786    0.9926   -2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4663    2.3718   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037    2.2708   -0.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215    3.3876   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0186    4.7534   -0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    3.5727    0.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2623    1.0952    0.3998 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  3  1  0
 10  5  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
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
M  END


  Mrv1652306031609492D          

 18 20  0  0  0  0            999 V2000
    1.1447   -0.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    3.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503    0.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253    0.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673   -0.0053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    2.5453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12 11  1  0  0  0  0
 13  8  2  0  0  0  0
 14 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  2  0  0  0  0
 15 12  1  0  0  0  0
 16 10  2  0  0  0  0
 16 13  1  0  0  0  0
 17  1  1  0  0  0  0
 17 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254506

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC1CC2=CC=CC=C2N(C)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H18N2/c1-17-14-11-12-7-3-5-9-15(12)18(2)16-10-6-4-8-13(14)16/h3-10,14,17H,11H2,1-2H3

> <INCHI_KEY>
YXVZOBVWVRFPTE-UHFFFAOYSA-N

> <FORMULA>
C16H18N2

> <MOLECULAR_WEIGHT>
238.334

> <EXACT_MASS>
238.146998588

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.44710376785563

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N,2-dimethyl-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-9-amine

> <ALOGPS_LOGP>
2.84

> <JCHEM_LOGP>
3.2948520629999996

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.026626089426045

> <JCHEM_POLAR_SURFACE_AREA>
15.27

> <JCHEM_REFRACTIVITY>
75.6687

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N,2-dimethyl-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-9-amine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0254506
     RDKit          3D
Metapramine
 36 38  0  0  0  0  0  0  0  0999 V2000
   -2.9895   -2.3971   -0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7888   -0.9631    0.0539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034   -0.6198   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5382   -1.2039    1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968   -1.2347    0.6669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839   -2.3987    1.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -2.6414    0.8926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5483   -1.6687    0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -0.4842   -0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6724   -0.2972   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2466    0.9665   -0.5407 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1008    1.7202   -1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353    1.5734   -0.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0291    2.9474   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0955    3.6767   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2674    2.9995    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3312    1.6048    0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2153    0.8553   -0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3220   -2.8622   -0.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377   -2.5498   -0.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8991   -2.8459    0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2545   -0.5254   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306   -1.0361   -1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8701   -2.2123    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353   -0.5599    1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9413   -3.1679    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3048   -3.5662    1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6052   -1.8178    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956    0.2646   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4786    0.9926   -2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4663    2.3718   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037    2.2708   -0.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215    3.3876   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0186    4.7534   -0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    3.5727    0.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2623    1.0952    0.3998 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  3  1  0
 10  5  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
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0       2.137  -0.125   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.111   6.291   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.441   3.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.780   3.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.099   4.677   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.123   4.677   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.312   2.128   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.909   2.128   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.627   5.130   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.594   5.130   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.881   1.378   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.841   2.582   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.380   2.582   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.341   1.378   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.498   4.083   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.723   4.083   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.672  -0.010   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       5.111   4.751   0.000  0.00  0.00           N+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3    5    7                                                       
CONECT    4    6    8                                                       
CONECT    5    3    9                                                       
CONECT    6    4   10                                                       
CONECT    7    3   12                                                       
CONECT    8    4   13                                                       
CONECT    9    5   15                                                       
CONECT   10    6   16                                                       
CONECT   11   12   14                                                       
CONECT   12    7   11   15                                                  
CONECT   13    8   14   16                                                  
CONECT   14   11   13   17                                                  
CONECT   15    9   12   18                                                  
CONECT   16   10   13   18                                                  
CONECT   17    1   14                                                       
CONECT   18    2   15   16                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0254506
HETATM    1  C1  UNL     1      -2.990  -2.397  -0.080  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.789  -0.963   0.054  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.403  -0.620  -0.038  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.538  -1.204   1.027  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.897  -1.235   0.667  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.484  -2.399   1.108  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.839  -2.641   0.893  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.548  -1.669   0.224  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.010  -0.484  -0.240  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.672  -0.297  -0.001  1.00  0.00           C  
HETATM   11  N2  UNL     1       1.247   0.966  -0.541  1.00  0.00           N  
HETATM   12  C10 UNL     1       2.101   1.720  -1.395  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.035   1.573  -0.276  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.029   2.947  -0.268  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.096   3.677  -0.019  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.267   3.000   0.219  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.331   1.605   0.210  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.215   0.855  -0.039  1.00  0.00           C  
HETATM   19  H1  UNL     1      -2.322  -2.862  -0.813  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.038  -2.550  -0.416  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.899  -2.846   0.936  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.254  -0.525  -0.787  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.031  -1.036  -1.019  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.870  -2.212   1.333  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.635  -0.560   1.946  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.941  -3.168   1.633  1.00  0.00           H  
HETATM   27  H9  UNL     1       3.305  -3.566   1.244  1.00  0.00           H  
HETATM   28  H10 UNL     1       4.605  -1.818   0.035  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.596   0.265  -0.756  1.00  0.00           H  
HETATM   30  H12 UNL     1       2.479   0.993  -2.190  1.00  0.00           H  
HETATM   31  H13 UNL     1       1.466   2.372  -2.075  1.00  0.00           H  
HETATM   32  H14 UNL     1       2.904   2.271  -0.913  1.00  0.00           H  
HETATM   33  H15 UNL     1       1.022   3.388  -0.465  1.00  0.00           H  
HETATM   34  H16 UNL     1      -1.019   4.753  -0.013  1.00  0.00           H  
HETATM   35  H17 UNL     1      -3.149   3.573   0.415  1.00  0.00           H  
HETATM   36  H18 UNL     1      -3.262   1.095   0.400  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22
CONECT    3    4   18   23
CONECT    4    5   24   25
CONECT    5    6    6   10
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11
CONECT   11   12   13
CONECT   12   30   31   32
CONECT   13   14   14   18
CONECT   14   15   33
CONECT   15   16   16   34
CONECT   16   17   35
CONECT   17   18   18   36
END

HMDB0254506
     RDKit          3D
Metapramine
 36 38  0  0  0  0  0  0  0  0999 V2000
   -2.9895   -2.3971   -0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7888   -0.9631    0.0539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4034   -0.6198   -0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5382   -1.2039    1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968   -1.2347    0.6669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839   -2.3987    1.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -2.6414    0.8926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5483   -1.6687    0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -0.4842   -0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6724   -0.2972   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2466    0.9665   -0.5407 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1008    1.7202   -1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353    1.5734   -0.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0291    2.9474   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0955    3.6767   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2674    2.9995    0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3312    1.6048    0.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2153    0.8553   -0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3220   -2.8622   -0.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0377   -2.5498   -0.4157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8991   -2.8459    0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2545   -0.5254   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0306   -1.0361   -1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8701   -2.2123    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6353   -0.5599    1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9413   -3.1679    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3048   -3.5662    1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6052   -1.8178    0.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956    0.2646   -0.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4786    0.9926   -2.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4663    2.3718   -2.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9037    2.2708   -0.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215    3.3876   -0.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0186    4.7534   -0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490    3.5727    0.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2623    1.0952    0.3998 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18  3  1  0
 10  5  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
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
15-Methyl-10-methylamino-10,11- dihydrodibenzo(b,F)-azepine	MeSH

Chemical Formula

C₁₆H₁₈N₂

Average Molecular Weight

238.334

Monoisotopic Molecular Weight

238.146998588

IUPAC Name

N,2-dimethyl-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-9-amine

Traditional Name

N,2-dimethyl-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-9-amine

CAS Registry Number

Not Available

SMILES

CNC1CC2=CC=CC=C2N(C)C2=CC=CC=C12

InChI Identifier

InChI=1S/C16H18N2/c1-17-14-11-12-7-3-5-9-15(12)18(2)16-10-6-4-8-13(14)16/h3-10,14,17H,11H2,1-2H3

InChI Key

YXVZOBVWVRFPTE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Dibenzazepines

Direct Parent

Dibenzazepines

Alternative Parents

Substituents

Dibenzazepine
Alkyldiarylamine
Tertiary aliphatic/aromatic amine
Azepine
Aralkylamine
Benzenoid
Tertiary amine
Secondary amine
Secondary aliphatic amine
Azacycle
Amine
Hydrocarbon derivative
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.84	ALOGPS
logP	3.29	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	9.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	15.27 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.67 m³·mol⁻¹	ChemAxon
Polarizability	27.45 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-2H]-	184.844	30932474
DeepCCS	[M+Na]+	160.245	30932474
AllCCS	[M+H]+	154.7	32859911
AllCCS	[M+H-H2O]+	150.6	32859911
AllCCS	[M+NH4]+	158.6	32859911
AllCCS	[M+Na]+	159.7	32859911
AllCCS	[M-H]-	162.9	32859911
AllCCS	[M+Na-2H]-	162.5	32859911
AllCCS	[M+HCOO]-	162.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Metapramine	CNC1CC2=CC=CC=C2N(C)C2=CC=CC=C12	3103.4	Standard polar	33892256
Metapramine	CNC1CC2=CC=CC=C2N(C)C2=CC=CC=C12	2066.6	Standard non polar	33892256
Metapramine	CNC1CC2=CC=CC=C2N(C)C2=CC=CC=C12	2020.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Metapramine,1TMS,isomer #1	CN1C2=CC=CC=C2CC(N(C)[Si](C)(C)C)C2=CC=CC=C21	2153.6	Semi standard non polar	33892256
Metapramine,1TMS,isomer #1	CN1C2=CC=CC=C2CC(N(C)[Si](C)(C)C)C2=CC=CC=C21	2221.4	Standard non polar	33892256
Metapramine,1TMS,isomer #1	CN1C2=CC=CC=C2CC(N(C)[Si](C)(C)C)C2=CC=CC=C21	2779.1	Standard polar	33892256
Metapramine,1TBDMS,isomer #1	CN1C2=CC=CC=C2CC(N(C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2383.1	Semi standard non polar	33892256
Metapramine,1TBDMS,isomer #1	CN1C2=CC=CC=C2CC(N(C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2506.7	Standard non polar	33892256
Metapramine,1TBDMS,isomer #1	CN1C2=CC=CC=C2CC(N(C)[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2902.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Metapramine GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-0980000000-d6f925051e56b5fa6250	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Metapramine 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 - Metapramine 10V, Positive-QTOF	splash10-000i-0090000000-302413b89c9b8eecc726	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 20V, Positive-QTOF	splash10-000i-0090000000-2240841d7f80ea7c97ab	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 40V, Positive-QTOF	splash10-05tf-4920000000-5e47bd0cd26b1db03d52	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 10V, Negative-QTOF	splash10-000i-0090000000-3f78b3637a5bcf69d5df	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 20V, Negative-QTOF	splash10-000i-0090000000-d1680dc73208be04ec25	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 40V, Negative-QTOF	splash10-0596-4890000000-c8e4e6d921181f31b058	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 10V, Positive-QTOF	splash10-0a4r-0090000000-7517266d5e811d6a9d87	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 20V, Positive-QTOF	splash10-0a4i-0090000000-121cf201d90181f60ace	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 40V, Positive-QTOF	splash10-053r-1920000000-af1401c61d861ca14e82	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 10V, Negative-QTOF	splash10-000i-0090000000-709ac7d946a12380c08b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 20V, Negative-QTOF	splash10-0a4i-0090000000-5053e8665c310e41441a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Metapramine 40V, Negative-QTOF	splash10-0a4i-0290000000-abe3b1ab9b5845ec789e	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

59127

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Metapramine (HMDB0254506)

MOL for HMDB0254506 (Metapramine)

3D MOL for HMDB0254506 (Metapramine)

3D SDF for HMDB0254506 (Metapramine)

3D-SDF for HMDB0254506 (Metapramine)

PDB for HMDB0254506 (Metapramine)

3D PDB for HMDB0254506 (Metapramine)

SMILES for HMDB0254506 (Metapramine)

INCHI for HMDB0254506 (Metapramine)

Structure for HMDB0254506 (Metapramine)

3D Structure for HMDB0254506 (Metapramine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra