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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:44 UTC

HMDB ID

HMDB0014795

Secondary Accession Numbers

HMDB14795

Metabolite Identification

Common Name

Mecamylamine

Description

Mecamylamine, also known as versamine, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review very few articles have been published on Mecamylamine.

Structure

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

HMDB0014795
     RDKit          3D
Mecamylamine
 33 34  0  0  0  0  0  0  0  0999 V2000
    2.5438    1.2897    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8727    0.0990    0.3562 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6590   -0.2331   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8036   -0.3615   -1.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338   -1.5878    0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058   -2.1006   -0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147   -1.1486   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -0.2043    0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4166   -1.1474    1.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4554    0.6631    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1082    1.4339   -0.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0033    1.7382    1.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658    1.9506    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6176    1.0139   -0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743    1.8821   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -0.7021    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301    0.5489   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064   -1.2778   -1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.5263   -2.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0352   -2.2975    0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -3.1010    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9001   -2.2606   -1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6131   -0.6808   -0.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8894   -1.7025    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513    0.3210    1.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2430   -0.6357    2.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9295   -2.0339    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5835    0.8417   -1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8398    2.1253   -0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3398    2.0659   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9617    2.1168    1.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877    2.5772    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6378    1.3341    1.9346 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 10  3  1  0
  9  5  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  4 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
M  END

HMDB0014795
     RDKit          3D
Mecamylamine
 33 34  0  0  0  0  0  0  0  0999 V2000
    2.5438    1.2897    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8727    0.0990    0.3562 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6590   -0.2331   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8036   -0.3615   -1.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338   -1.5878    0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058   -2.1006   -0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147   -1.1486   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -0.2043    0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4166   -1.1474    1.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4554    0.6631    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1082    1.4339   -0.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0033    1.7382    1.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658    1.9506    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6176    1.0139   -0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743    1.8821   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -0.7021    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301    0.5489   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064   -1.2778   -1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.5263   -2.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0352   -2.2975    0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -3.1010    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9001   -2.2606   -1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6131   -0.6808   -0.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8894   -1.7025    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513    0.3210    1.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2430   -0.6357    2.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9295   -2.0339    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5835    0.8417   -1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8398    2.1253   -0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3398    2.0659   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9617    2.1168    1.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877    2.5772    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6378    1.3341    1.9346 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 10  3  1  0
  9  5  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  4 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 657                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       4.755  -2.132   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.678   0.125   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.305  -0.961   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.802   1.504   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.478   0.293   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.878   2.736   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.099   0.552   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.775  -0.659   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.890   1.099   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.508  -0.325   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.331  -1.750   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.993  -2.328   0.000  0.00  0.00           C+0
CONECT    1    3   12                                                       
CONECT    2    3    4    9   10                                             
CONECT    3    1    2    5   11                                             
CONECT    4    2    6    7                                                  
CONECT    5    3    6    8                                                  
CONECT    6    4    5                                                       
CONECT    7    4    8                                                       
CONECT    8    5    7                                                       
CONECT    9    2                                                            
CONECT   10    2                                                            
CONECT   11    3                                                            
CONECT   12    1                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

COMPND    HMDB0014795
HETATM    1  C1  UNL     1       2.544   1.290   0.039  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.873   0.099   0.356  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.659  -0.233  -0.283  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.804  -0.362  -1.793  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.234  -1.588   0.289  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.006  -2.101  -0.415  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.115  -1.149  -0.014  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.437  -0.204   0.918  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.417  -1.147   1.583  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.455   0.663   0.148  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.108   1.434  -0.966  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.003   1.738   1.151  1.00  0.00           C  
HETATM   13  H1  UNL     1       2.666   1.951   0.916  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.618   1.014  -0.231  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.174   1.882  -0.812  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.520  -0.702   0.526  1.00  0.00           H  
HETATM   17  H5  UNL     1       1.230   0.549  -2.216  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.406  -1.278  -1.961  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.171  -0.526  -2.246  1.00  0.00           H  
HETATM   20  H8  UNL     1       1.035  -2.298   0.391  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.216  -3.101   0.050  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.900  -2.261  -1.475  1.00  0.00           H  
HETATM   23  H11 UNL     1      -2.613  -0.681  -0.880  1.00  0.00           H  
HETATM   24  H12 UNL     1      -2.889  -1.702   0.598  1.00  0.00           H  
HETATM   25  H13 UNL     1      -2.051   0.321   1.620  1.00  0.00           H  
HETATM   26  H14 UNL     1       0.243  -0.636   2.269  1.00  0.00           H  
HETATM   27  H15 UNL     1      -0.929  -2.034   2.001  1.00  0.00           H  
HETATM   28  H16 UNL     1      -1.584   0.842  -1.741  1.00  0.00           H  
HETATM   29  H17 UNL     1      -1.840   2.125  -0.489  1.00  0.00           H  
HETATM   30  H18 UNL     1      -0.340   2.066  -1.427  1.00  0.00           H  
HETATM   31  H19 UNL     1      -0.962   2.117   1.592  1.00  0.00           H  
HETATM   32  H20 UNL     1       0.388   2.577   0.565  1.00  0.00           H  
HETATM   33  H21 UNL     1       0.638   1.334   1.935  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16
CONECT    3    4    5   10
CONECT    4   17   18   19
CONECT    5    6    9   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9   10   25
CONECT    9   26   27
CONECT   10   11   12
CONECT   11   28   29   30
CONECT   12   31   32   33
END

HMDB0014795
     RDKit          3D
Mecamylamine
 33 34  0  0  0  0  0  0  0  0999 V2000
    2.5438    1.2897    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8727    0.0990    0.3562 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6590   -0.2331   -0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8036   -0.3615   -1.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338   -1.5878    0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0058   -2.1006   -0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147   -1.1486   -0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4373   -0.2043    0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4166   -1.1474    1.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4554    0.6631    0.1483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1082    1.4339   -0.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0033    1.7382    1.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658    1.9506    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6176    1.0139   -0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743    1.8821   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -0.7021    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301    0.5489   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064   -1.2778   -1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.5263   -2.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0352   -2.2975    0.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -3.1010    0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9001   -2.2606   -1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6131   -0.6808   -0.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8894   -1.7025    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0513    0.3210    1.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2430   -0.6357    2.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9295   -2.0339    2.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5835    0.8417   -1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8398    2.1253   -0.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3398    2.0659   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9617    2.1168    1.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877    2.5772    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6378    1.3341    1.9346 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 10  3  1  0
  9  5  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  4 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 11 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Versamine	Kegg
2-methylamino-2,3,3-Trimethylnorbornane	HMDB
2-Methylaminoisocamphane	HMDB
3-Methylaminoisocamphane	HMDB
Mecamilamina	HMDB

Chemical Formula

C₁₁H₂₁N

Average Molecular Weight

167.2911

Monoisotopic Molecular Weight

167.167399677

IUPAC Name

N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine

Traditional Name

mecamylamine

CAS Registry Number

60-40-2

SMILES

CNC1(C)C2CCC(C2)C1(C)C

InChI Identifier

InChI=1S/C11H21N/c1-10(2)8-5-6-9(7-8)11(10,3)12-4/h8-9,12H,5-7H2,1-4H3

InChI Key

IMYZQPCYWPFTAG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

primary aliphatic amine (CHEBI:6706 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014795)

Source

Exogenous

Exogenous (HMDB: HMDB0014795)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.12 g/L	Not Available
LogP	2.7	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	3.13	ALOGPS
logP	2.37	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	10.88	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	12.03 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	51.83 m³·mol⁻¹	ChemAxon
Polarizability	20.74 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	138.173	31661259
DarkChem	[M-H]-	135.993	31661259
DeepCCS	[M+H]+	141.985	30932474
DeepCCS	[M-H]-	139.214	30932474
DeepCCS	[M-2H]-	175.283	30932474
DeepCCS	[M+Na]+	150.756	30932474
AllCCS	[M+H]+	137.3	32859911
AllCCS	[M+H-H2O]+	133.1	32859911
AllCCS	[M+NH4]+	141.1	32859911
AllCCS	[M+Na]+	142.2	32859911
AllCCS	[M-H]-	143.8	32859911
AllCCS	[M+Na-2H]-	145.0	32859911
AllCCS	[M+HCOO]-	146.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mecamylamine	CNC1(C)C2CCC(C2)C1(C)C	1415.1	Standard polar	33892256
Mecamylamine	CNC1(C)C2CCC(C2)C1(C)C	1168.3	Standard non polar	33892256
Mecamylamine	CNC1(C)C2CCC(C2)C1(C)C	1186.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mecamylamine,1TMS,isomer #1	CN(C1(C)C2CCC(C2)C1(C)C)[Si](C)(C)C	1354.4	Semi standard non polar	33892256
Mecamylamine,1TMS,isomer #1	CN(C1(C)C2CCC(C2)C1(C)C)[Si](C)(C)C	1427.5	Standard non polar	33892256
Mecamylamine,1TMS,isomer #1	CN(C1(C)C2CCC(C2)C1(C)C)[Si](C)(C)C	1449.7	Standard polar	33892256
Mecamylamine,1TBDMS,isomer #1	CN(C1(C)C2CCC(C2)C1(C)C)[Si](C)(C)C(C)(C)C	1591.6	Semi standard non polar	33892256
Mecamylamine,1TBDMS,isomer #1	CN(C1(C)C2CCC(C2)C1(C)C)[Si](C)(C)C(C)(C)C	1681.4	Standard non polar	33892256
Mecamylamine,1TBDMS,isomer #1	CN(C1(C)C2CCC(C2)C1(C)C)[Si](C)(C)C(C)(C)C	1611.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Mecamylamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zir-6900000000-b03c48241fa5a85462db	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mecamylamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mecamylamine 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 - Mecamylamine LC-ESI-QQ , positive-QTOF	splash10-014i-0900000000-d1e9fe76d5bc86bef4e9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mecamylamine LC-ESI-QQ , positive-QTOF	splash10-001r-9700000000-9505ece9327e31f47ce0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mecamylamine LC-ESI-QQ , positive-QTOF	splash10-001i-9000000000-e4663d1da4e4bc059200	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mecamylamine LC-ESI-QQ , positive-QTOF	splash10-001i-9000000000-c6fd00cf5fa5e7d227e5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mecamylamine LC-ESI-QQ , positive-QTOF	splash10-003r-9000000000-e197ecfa004b426aeb2b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mecamylamine LC-ESI-QTOF , positive-QTOF	splash10-001r-9500000000-4e031bcaa41c1a77d136	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 10V, Positive-QTOF	splash10-014i-0900000000-02261581ecce2fe0aac6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 20V, Positive-QTOF	splash10-014i-0900000000-8ba64af50bf00f9a5e0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 40V, Positive-QTOF	splash10-01bi-9800000000-9dca2aa3f405803a3a06	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 10V, Negative-QTOF	splash10-014i-0900000000-e9b1b86ff3dc70c022c8	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 20V, Negative-QTOF	splash10-014i-0900000000-daf154fc054c52f0b366	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 40V, Negative-QTOF	splash10-0ue9-5900000000-df288b2fc5172a2dd7b0	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 10V, Positive-QTOF	splash10-014i-0900000000-db62fc8b34c82c8f5c64	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 20V, Positive-QTOF	splash10-066r-4900000000-874a6af6751c34126877	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 40V, Positive-QTOF	splash10-05mo-9200000000-10eb0d95245c92b03fb3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 10V, Negative-QTOF	splash10-014i-0900000000-4c4edbe39675d0a24ee0	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 20V, Negative-QTOF	splash10-014i-0900000000-4c4edbe39675d0a24ee0	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mecamylamine 40V, Negative-QTOF	splash10-014i-0900000000-21bcf3029f6554b35934	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB00657	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00657	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00657

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00015963

Chemspider ID

3892

KEGG Compound ID

C07511

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Mecamylamine

METLIN ID

Not Available

PubChem Compound

4032

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Neuronal acetylcholine receptor subunit alpha-2

General function:: Involved in extracellular ligand-gated ion channel activity
Specific function:: After binding acetylcholine, the AChR responds by an extensive change in conformation that affects all subunits and leads to opening of an ion-conducting channel across the plasma membrane
Gene Name:: CHRNA2
Uniprot ID:: Q15822
Molecular weight:: 59764.8

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Struthers AM, Wilkinson JL, Dwoskin LP, Crooks PA, Bevins RA: Mecamylamine, dihydro-beta-erythroidine, and dextromethorphan block conditioned responding evoked by the conditional stimulus effects of nicotine. Pharmacol Biochem Behav. 2009 Dec;94(2):319-28. doi: 10.1016/j.pbb.2009.09.012. Epub 2009 Sep 22. [PubMed:19778551 ]
Shytle RD, Penny E, Silver AA, Goldman J, Sanberg PR: Mecamylamine (Inversine): an old antihypertensive with new research directions. J Hum Hypertens. 2002 Jul;16(7):453-7. [PubMed:12080428 ]

Showing metabocard for Mecamylamine (HMDB0014795)

MOL for HMDB0014795 (Mecamylamine)

3D MOL for HMDB0014795 (Mecamylamine)

3D SDF for HMDB0014795 (Mecamylamine)

3D-SDF for HMDB0014795 (Mecamylamine)

PDB for HMDB0014795 (Mecamylamine)

3D PDB for HMDB0014795 (Mecamylamine)

SMILES for HMDB0014795 (Mecamylamine)

INCHI for HMDB0014795 (Mecamylamine)

Structure for HMDB0014795 (Mecamylamine)

3D Structure for HMDB0014795 (Mecamylamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References