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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:24:03 UTC

Update Date

2021-09-26 22:51:50 UTC

HMDB ID

HMDB0244225

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,4,8,11-Tetraazacyclotetradecane

Description

1,4,8,11-Tetraazacyclotetradecane, also known as cyclam or [14]anen4, belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen. Based on a literature review a significant number of articles have been published on 1,4,8,11-Tetraazacyclotetradecane. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,4,8,11-tetraazacyclotetradecane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,4,8,11-Tetraazacyclotetradecane 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

HMDB0244225
     RDKit          3D
1,4,8,11-Tetraazacyclotetradecane
 38 38  0  0  0  0  0  0  0  0999 V2000
   -2.3164   -2.1640    0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9367   -2.0167    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0889   -1.8957   -0.3491 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657   -2.2812    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394   -1.2157   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3287   -0.1505    0.8549 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7810    1.1196    0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9008    1.7798   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893    2.9159   -0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    2.8175   -0.3831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    1.4803   -0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2614    1.3392   -0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6936    0.0881   -0.8182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1182   -0.8838    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -2.8823    0.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -2.6404   -0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -2.8964    1.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340   -1.1371    1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1623   -2.2960   -1.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3180   -2.5435    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6761   -3.2121   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124   -1.7480    0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4339   -0.9330   -1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121   -0.1598    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8830    1.7789    1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8389    0.9978    0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5934    2.2236   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3148    1.0194   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2766    2.9727    1.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4197    3.9167   -0.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327    3.2114    0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2456    0.8350    0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708    1.1107   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4168    1.2877    0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    2.2146   -0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9774   -0.3435   -1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1717   -1.1783   -0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1771   -0.5310    1.1728 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14  1  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
M  END

HMDB0244225
     RDKit          3D
1,4,8,11-Tetraazacyclotetradecane
 38 38  0  0  0  0  0  0  0  0999 V2000
   -2.3164   -2.1640    0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9367   -2.0167    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0889   -1.8957   -0.3491 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657   -2.2812    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394   -1.2157   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3287   -0.1505    0.8549 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7810    1.1196    0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9008    1.7798   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893    2.9159   -0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    2.8175   -0.3831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    1.4803   -0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2614    1.3392   -0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6936    0.0881   -0.8182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1182   -0.8838    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -2.8823    0.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -2.6404   -0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -2.8964    1.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340   -1.1371    1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1623   -2.2960   -1.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3180   -2.5435    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6761   -3.2121   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124   -1.7480    0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4339   -0.9330   -1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121   -0.1598    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8830    1.7789    1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8389    0.9978    0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5934    2.2236   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3148    1.0194   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2766    2.9727    1.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4197    3.9167   -0.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327    3.2114    0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2456    0.8350    0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708    1.1107   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4168    1.2877    0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    2.2146   -0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9774   -0.3435   -1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1717   -1.1783   -0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1771   -0.5310    1.1728 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14  1  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       3.334   1.652   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.342   2.816   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.855   2.525   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.359   1.070   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.351  -0.094   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       5.855  -1.549   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       4.846  -2.713   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.334  -2.422   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.326  -3.586   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.814  -3.295   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.310  -1.840   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.318  -0.676   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.814   0.779   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       1.822   1.943   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    1                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0244225
HETATM    1  C1  UNL     1      -2.316  -2.164   0.101  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.937  -2.017   0.658  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.089  -1.896  -0.349  1.00  0.00           N  
HETATM    4  C3  UNL     1       1.366  -2.281   0.162  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.439  -1.216  -0.080  1.00  0.00           C  
HETATM    6  N2  UNL     1       2.329  -0.151   0.855  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.781   1.120   0.408  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.901   1.780  -0.612  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.089   2.916  -0.067  1.00  0.00           C  
HETATM   10  N3  UNL     1      -0.319   2.817  -0.383  1.00  0.00           N  
HETATM   11  C8  UNL     1      -0.774   1.480  -0.578  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.261   1.339  -0.228  1.00  0.00           C  
HETATM   13  N4  UNL     1      -2.694   0.088  -0.818  1.00  0.00           N  
HETATM   14  C10 UNL     1      -3.118  -0.884   0.136  1.00  0.00           C  
HETATM   15  H1  UNL     1      -2.863  -2.882   0.780  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.345  -2.640  -0.903  1.00  0.00           H  
HETATM   17  H3  UNL     1      -0.646  -2.896   1.302  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.934  -1.137   1.354  1.00  0.00           H  
HETATM   19  H5  UNL     1      -0.162  -2.296  -1.265  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.318  -2.543   1.222  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.676  -3.212  -0.381  1.00  0.00           H  
HETATM   22  H8  UNL     1       3.412  -1.748   0.134  1.00  0.00           H  
HETATM   23  H9  UNL     1       2.434  -0.933  -1.133  1.00  0.00           H  
HETATM   24  H10 UNL     1       1.512  -0.160   1.469  1.00  0.00           H  
HETATM   25  H11 UNL     1       2.883   1.779   1.319  1.00  0.00           H  
HETATM   26  H12 UNL     1       3.839   0.998   0.047  1.00  0.00           H  
HETATM   27  H13 UNL     1       2.593   2.224  -1.387  1.00  0.00           H  
HETATM   28  H14 UNL     1       1.315   1.019  -1.149  1.00  0.00           H  
HETATM   29  H15 UNL     1       1.277   2.973   1.022  1.00  0.00           H  
HETATM   30  H16 UNL     1       1.420   3.917  -0.471  1.00  0.00           H  
HETATM   31  H17 UNL     1      -0.833   3.211   0.456  1.00  0.00           H  
HETATM   32  H18 UNL     1      -0.246   0.835   0.172  1.00  0.00           H  
HETATM   33  H19 UNL     1      -0.671   1.111  -1.608  1.00  0.00           H  
HETATM   34  H20 UNL     1      -2.417   1.288   0.863  1.00  0.00           H  
HETATM   35  H21 UNL     1      -2.811   2.215  -0.643  1.00  0.00           H  
HETATM   36  H22 UNL     1      -1.977  -0.343  -1.436  1.00  0.00           H  
HETATM   37  H23 UNL     1      -4.172  -1.178  -0.143  1.00  0.00           H  
HETATM   38  H24 UNL     1      -3.177  -0.531   1.173  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7   24
CONECT    7    8   25   26
CONECT    8    9   27   28
CONECT    9   10   29   30
CONECT   10   11   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   36
CONECT   14   37   38
END

HMDB0244225
     RDKit          3D
1,4,8,11-Tetraazacyclotetradecane
 38 38  0  0  0  0  0  0  0  0999 V2000
   -2.3164   -2.1640    0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9367   -2.0167    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0889   -1.8957   -0.3491 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3657   -2.2812    0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4394   -1.2157   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3287   -0.1505    0.8549 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7810    1.1196    0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9008    1.7798   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0893    2.9159   -0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192    2.8175   -0.3831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    1.4803   -0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2614    1.3392   -0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6936    0.0881   -0.8182 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1182   -0.8838    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -2.8823    0.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3446   -2.6404   -0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -2.8964    1.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9340   -1.1371    1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1623   -2.2960   -1.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3180   -2.5435    1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6761   -3.2121   -0.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4124   -1.7480    0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4339   -0.9330   -1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121   -0.1598    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8830    1.7789    1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8389    0.9978    0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5934    2.2236   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3148    1.0194   -1.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2766    2.9727    1.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4197    3.9167   -0.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327    3.2114    0.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2456    0.8350    0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6708    1.1107   -1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4168    1.2877    0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110    2.2146   -0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9774   -0.3435   -1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1717   -1.1783   -0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1771   -0.5310    1.1728 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14  1  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,4,8,11-Tetraazacyclo-tetradecane	ChEBI
[14]AneN4	ChEBI
Cyclam	ChEBI
Cyclam dihydroiodide	HMDB
Cyclam diperchlorate	HMDB
Cyclam monohydrobromide	HMDB

Chemical Formula

C₁₀H₂₄N₄

Average Molecular Weight

200.33

Monoisotopic Molecular Weight

200.200096789

IUPAC Name

1,4,8,11-tetraazacyclotetradecane

Traditional Name

cyclam

CAS Registry Number

Not Available

SMILES

C1CNCCNCCCNCCNC1

InChI Identifier

InChI=1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2

InChI Key

MDAXKAUIABOHTD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Dialkylamines

Alternative Parents

Substituents

Azacycle
Organoheterocyclic compound
Secondary aliphatic amine
Organopnictogen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

azacycloalkane (CHEBI:37401 )
saturated organic heteromonocyclic parent (CHEBI:37401 )
crown amine (CHEBI:37401 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	-0.66	ALOGPS
logP	-1.3	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	48.12 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	60.63 m³·mol⁻¹	ChemAxon
Polarizability	24.12 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	145.584	30932474
DeepCCS	[M-H]-	142.086	30932474
DeepCCS	[M-2H]-	179.129	30932474
DeepCCS	[M+Na]+	154.716	30932474
AllCCS	[M+H]+	144.3	32859911
AllCCS	[M+H-H2O]+	140.1	32859911
AllCCS	[M+NH4]+	148.2	32859911
AllCCS	[M+Na]+	149.3	32859911
AllCCS	[M-H]-	147.9	32859911
AllCCS	[M+Na-2H]-	149.0	32859911
AllCCS	[M+HCOO]-	150.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	-0.34 minutes	32390414
Predicted by Siyang on May 30, 2022	8.0318 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.98 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	280.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	261.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	45.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	57.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	311.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	231.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1322.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	522.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	46.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	489.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	201.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	1285.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	909.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	368.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,4,8,11-Tetraazacyclotetradecane	C1CNCCNCCCNCCNC1	2963.1	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane	C1CNCCNCCCNCCNC1	1951.6	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane	C1CNCCNCCCNCCNC1	1759.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1,4,8,11-Tetraazacyclotetradecane,1TMS,isomer #1	C[Si](C)(C)N1CCCNCCNCCCNCC1	2015.1	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,1TMS,isomer #1	C[Si](C)(C)N1CCCNCCNCCCNCC1	1813.4	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,1TMS,isomer #1	C[Si](C)(C)N1CCCNCCNCCCNCC1	3810.8	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TMS,isomer #1	C[Si](C)(C)N1CCCN([Si](C)(C)C)CCNCCCNCC1	2109.4	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TMS,isomer #1	C[Si](C)(C)N1CCCN([Si](C)(C)C)CCNCCCNCC1	2035.0	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TMS,isomer #1	C[Si](C)(C)N1CCCN([Si](C)(C)C)CCNCCCNCC1	3560.3	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TMS,isomer #2	C[Si](C)(C)N1CCCNCCN([Si](C)(C)C)CCCNCC1	2109.2	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TMS,isomer #2	C[Si](C)(C)N1CCCNCCN([Si](C)(C)C)CCCNCC1	2026.9	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TMS,isomer #2	C[Si](C)(C)N1CCCNCCN([Si](C)(C)C)CCCNCC1	3536.3	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TMS,isomer #3	C[Si](C)(C)N1CCCNCCNCCCN([Si](C)(C)C)CC1	2087.0	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TMS,isomer #3	C[Si](C)(C)N1CCCNCCNCCCN([Si](C)(C)C)CC1	1992.7	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TMS,isomer #3	C[Si](C)(C)N1CCCNCCNCCCN([Si](C)(C)C)CC1	3693.1	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,3TMS,isomer #1	C[Si](C)(C)N1CCCN([Si](C)(C)C)CCN([Si](C)(C)C)CCCNCC1	2149.1	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,3TMS,isomer #1	C[Si](C)(C)N1CCCN([Si](C)(C)C)CCN([Si](C)(C)C)CCCNCC1	2217.3	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,3TMS,isomer #1	C[Si](C)(C)N1CCCN([Si](C)(C)C)CCN([Si](C)(C)C)CCCNCC1	3210.0	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,4TMS,isomer #1	C[Si](C)(C)N1CCCN([Si](C)(C)C)CCN([Si](C)(C)C)CCCN([Si](C)(C)C)CC1	2225.4	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,4TMS,isomer #1	C[Si](C)(C)N1CCCN([Si](C)(C)C)CCN([Si](C)(C)C)CCCN([Si](C)(C)C)CC1	2373.6	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,4TMS,isomer #1	C[Si](C)(C)N1CCCN([Si](C)(C)C)CCN([Si](C)(C)C)CCCN([Si](C)(C)C)CC1	2918.0	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCNCCNCCCNCC1	2210.9	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCNCCNCCCNCC1	2103.4	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCNCCNCCCNCC1	4103.5	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN([Si](C)(C)C(C)(C)C)CCNCCCNCC1	2538.8	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN([Si](C)(C)C(C)(C)C)CCNCCCNCC1	2542.6	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN([Si](C)(C)C(C)(C)C)CCNCCCNCC1	3781.6	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CCCNCCN([Si](C)(C)C(C)(C)C)CCCNCC1	2516.0	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CCCNCCN([Si](C)(C)C(C)(C)C)CCCNCC1	2539.3	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1CCCNCCN([Si](C)(C)C(C)(C)C)CCCNCC1	3731.6	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1CCCNCCNCCCN([Si](C)(C)C(C)(C)C)CC1	2526.4	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1CCCNCCNCCCN([Si](C)(C)C(C)(C)C)CC1	2488.6	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1CCCNCCNCCCN([Si](C)(C)C(C)(C)C)CC1	3973.6	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN([Si](C)(C)C(C)(C)C)CCN([Si](C)(C)C(C)(C)C)CCCNCC1	2868.8	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN([Si](C)(C)C(C)(C)C)CCN([Si](C)(C)C(C)(C)C)CCCNCC1	2890.8	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN([Si](C)(C)C(C)(C)C)CCN([Si](C)(C)C(C)(C)C)CCCNCC1	3450.0	Standard polar	33892256
1,4,8,11-Tetraazacyclotetradecane,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN([Si](C)(C)C(C)(C)C)CCN([Si](C)(C)C(C)(C)C)CCCN([Si](C)(C)C(C)(C)C)CC1	3228.5	Semi standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN([Si](C)(C)C(C)(C)C)CCN([Si](C)(C)C(C)(C)C)CCCN([Si](C)(C)C(C)(C)C)CC1	3135.8	Standard non polar	33892256
1,4,8,11-Tetraazacyclotetradecane,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCN([Si](C)(C)C(C)(C)C)CCN([Si](C)(C)C(C)(C)C)CCCN([Si](C)(C)C(C)(C)C)CC1	3298.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,4,8,11-Tetraazacyclotetradecane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0190000000-8092f15e5c914ca09500	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,4,8,11-Tetraazacyclotetradecane 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 - 1,4,8,11-Tetraazacyclotetradecane 10V, Positive-QTOF	splash10-0udi-0090000000-58cfc73286370c376b02	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4,8,11-Tetraazacyclotetradecane 20V, Positive-QTOF	splash10-0udi-0090000000-58cfc73286370c376b02	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4,8,11-Tetraazacyclotetradecane 40V, Positive-QTOF	splash10-0002-0920000000-9f4d91643674d05b7f4e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4,8,11-Tetraazacyclotetradecane 10V, Negative-QTOF	splash10-0002-0900000000-0ac7d224888b631c727a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4,8,11-Tetraazacyclotetradecane 20V, Negative-QTOF	splash10-0002-0900000000-0ac7d224888b631c727a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4,8,11-Tetraazacyclotetradecane 40V, Negative-QTOF	splash10-0002-0900000000-d92c401d976e771ce990	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

58489

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

64964

PDB ID

Not Available

ChEBI ID

37401

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 1,4,8,11-Tetraazacyclotetradecane (HMDB0244225)

MOL for HMDB0244225 (1,4,8,11-Tetraazacyclotetradecane)

3D MOL for HMDB0244225 (1,4,8,11-Tetraazacyclotetradecane)

3D SDF for HMDB0244225 (1,4,8,11-Tetraazacyclotetradecane)

3D-SDF for HMDB0244225 (1,4,8,11-Tetraazacyclotetradecane)

PDB for HMDB0244225 (1,4,8,11-Tetraazacyclotetradecane)

3D PDB for HMDB0244225 (1,4,8,11-Tetraazacyclotetradecane)

SMILES for HMDB0244225 (1,4,8,11-Tetraazacyclotetradecane)

INCHI for HMDB0244225 (1,4,8,11-Tetraazacyclotetradecane)

Structure for HMDB0244225 (1,4,8,11-Tetraazacyclotetradecane)

3D Structure for HMDB0244225 (1,4,8,11-Tetraazacyclotetradecane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra