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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:40 UTC

Update Date

2023-02-21 17:16:14 UTC

HMDB ID

HMDB0002189

Secondary Accession Numbers

HMDB0060288
HMDB02189
HMDB60288

Metabolite Identification

Common Name

N8-Acetylspermidine

Description

N8-Acetylspermidine is a polyamine. The polyamines, found in virtually all living organisms, are a ubiquitous group of compounds that appear to play a vital role in many cellular processes involving nucleic acids including cell growth and differentiation. Acetylation on the terminal nitrogen adjacent to the 4-carbon chain produces N8-acetylspermidine. This reaction is catalyzed by spermidine N8-acetyltransferase and does not result in the conversion of spermidine to putrescine. Instead, the product undergoes deacetylation. This acetyltransferase appears to be associated with chromatin in the cell nucleus and has been reported to be the same as (or related to) the enzyme(s) responsible for histone acetylation. N8-Acetylspermidine does not accumulate in tissues but rather appears to be rapidly deacetylated back to spermidine by a relatively specific cytosolic deacetylase, N8-acetylspermidine deacetylase. The function of this N8-acetylation/deacetylation pathway in cellular processes is not understood clearly, but several observations have suggested a role in cell growth and differentiation (PMID: 12093478 ).

Structure

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

HMDB0002189
     RDKit          3D
N8-Acetylspermidine
 34 33  0  0  0  0  0  0  0  0999 V2000
   -5.0102    1.9021    0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247    1.1923    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6861    1.8768    0.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6144   -0.2203    0.3014 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3799   -0.9643    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4428   -0.5962   -0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353   -1.3456   -0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5869   -1.0571    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8338   -1.6848    0.6982 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9295   -1.3615   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6589   -0.0961    0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659    1.1880   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893    2.2433   -0.0108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5680    1.9324    1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996    1.4122   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8416    2.9616   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170   -0.7681    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9117   -0.8170    1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6149   -2.0504    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2644    0.5181   -0.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9886   -0.7081   -1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -0.9663   -1.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -2.4226   -0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4733   -0.0071    0.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0825   -1.5774    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0186   -1.9662    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6904   -1.5382   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -2.1826    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5141   -0.1257   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2086   -0.0062    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5504    1.3465   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351    1.4184    0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512    2.2799    0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914    2.1903   -0.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
M  END

HMDB0002189
     RDKit          3D
N8-Acetylspermidine
 34 33  0  0  0  0  0  0  0  0999 V2000
   -5.0102    1.9021    0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247    1.1923    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6861    1.8768    0.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6144   -0.2203    0.3014 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3799   -0.9643    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4428   -0.5962   -0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353   -1.3456   -0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5869   -1.0571    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8338   -1.6848    0.6982 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9295   -1.3615   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6589   -0.0961    0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659    1.1880   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893    2.2433   -0.0108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5680    1.9324    1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996    1.4122   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8416    2.9616   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170   -0.7681    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9117   -0.8170    1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6149   -2.0504    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2644    0.5181   -0.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9886   -0.7081   -1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -0.9663   -1.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -2.4226   -0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4733   -0.0071    0.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0825   -1.5774    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0186   -1.9662    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6904   -1.5382   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -2.1826    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5141   -0.1257   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2086   -0.0062    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5504    1.3465   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351    1.4184    0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512    2.2799    0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914    2.1903   -0.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
M  END

HEADER    PROTEIN                                 10-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUN-19         0                                  
HETATM    1  O   UNK     0      42.776  -6.436   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      50.779  -7.976   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      44.110  -8.746   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      56.113  -7.976   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      52.112  -8.746   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      54.779  -8.746   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      49.445  -8.746   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      45.443  -7.976   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      53.446  -7.976   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      48.111  -7.976   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      46.777  -8.746   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      41.442  -8.746   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      42.776  -7.976   0.000  0.00  0.00           C+0
CONECT    1   13                                                            
CONECT    2    5    7                                                       
CONECT    3    8   13                                                       
CONECT    4    6                                                            
CONECT    5    2    9                                                       
CONECT    6    4    9                                                       
CONECT    7    2   10                                                       
CONECT    8    3   11                                                       
CONECT    9    5    6                                                       
CONECT   10    7   11                                                       
CONECT   11    8   10                                                       
CONECT   12   13                                                            
CONECT   13    1    3   12                                                  
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0002189
HETATM    1  C1  UNL     1      -5.010   1.902   0.268  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.725   1.192   0.365  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.686   1.877   0.509  1.00  0.00           O  
HETATM    4  N1  UNL     1      -3.614  -0.220   0.301  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.380  -0.964   0.386  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.443  -0.596  -0.716  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.135  -1.346  -0.717  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.587  -1.057   0.579  1.00  0.00           C  
HETATM    9  N2  UNL     1       1.834  -1.685   0.698  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.930  -1.362  -0.086  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.659  -0.096   0.046  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.966   1.188  -0.171  1.00  0.00           C  
HETATM   13  N3  UNL     1       3.989   2.243  -0.011  1.00  0.00           N  
HETATM   14  H1  UNL     1      -5.568   1.932   1.241  1.00  0.00           H  
HETATM   15  H2  UNL     1      -5.700   1.412  -0.468  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.842   2.962  -0.002  1.00  0.00           H  
HETATM   17  H4  UNL     1      -4.517  -0.768   0.183  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.912  -0.817   1.397  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.615  -2.050   0.308  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.264   0.518  -0.653  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.989  -0.708  -1.687  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.429  -0.966  -1.600  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.357  -2.423  -0.858  1.00  0.00           H  
HETATM   24  H11 UNL     1       0.473  -0.007   0.810  1.00  0.00           H  
HETATM   25  H12 UNL     1      -0.082  -1.577   1.361  1.00  0.00           H  
HETATM   26  H13 UNL     1       2.019  -1.966   1.688  1.00  0.00           H  
HETATM   27  H14 UNL     1       2.690  -1.538  -1.172  1.00  0.00           H  
HETATM   28  H15 UNL     1       3.712  -2.183   0.098  1.00  0.00           H  
HETATM   29  H16 UNL     1       4.514  -0.126  -0.703  1.00  0.00           H  
HETATM   30  H17 UNL     1       4.209  -0.006   1.028  1.00  0.00           H  
HETATM   31  H18 UNL     1       2.550   1.346  -1.184  1.00  0.00           H  
HETATM   32  H19 UNL     1       2.235   1.418   0.642  1.00  0.00           H  
HETATM   33  H20 UNL     1       4.351   2.280   0.956  1.00  0.00           H  
HETATM   34  H21 UNL     1       4.691   2.190  -0.766  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    3    4
CONECT    4    5   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   26
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   33   34
END

HMDB0002189
     RDKit          3D
N8-Acetylspermidine
 34 33  0  0  0  0  0  0  0  0999 V2000
   -5.0102    1.9021    0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247    1.1923    0.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6861    1.8768    0.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6144   -0.2203    0.3014 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3799   -0.9643    0.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4428   -0.5962   -0.7158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353   -1.3456   -0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5869   -1.0571    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8338   -1.6848    0.6982 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9295   -1.3615   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6589   -0.0961    0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9659    1.1880   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893    2.2433   -0.0108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5680    1.9324    1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996    1.4122   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8416    2.9616   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5170   -0.7681    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9117   -0.8170    1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6149   -2.0504    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2644    0.5181   -0.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9886   -0.7081   -1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -0.9663   -1.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -2.4226   -0.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4733   -0.0071    0.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0825   -1.5774    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0186   -1.9662    1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6904   -1.5382   -1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -2.1826    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5141   -0.1257   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2086   -0.0062    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5504    1.3465   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351    1.4184    0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512    2.2799    0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6914    2.1903   -0.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N(8)-Monoacetylspermidine	ChEBI
N-[4-[(3-Aminopropyl)amino]butyl]-acetamide	HMDB
N(8)-Acetylspermidine dihydrochloride	MeSH, HMDB
N(8)-Acetylspermidine	MeSH, HMDB
N-[4-[(3-Aminopropyl)amino]butyl]acetamide	HMDB
N8-Acetylspermidine	HMDB
N8-Monoacetylspermidine	HMDB

Chemical Formula

C₉H₂₁N₃O

Average Molecular Weight

187.2825

Monoisotopic Molecular Weight

187.168462309

IUPAC Name

N-{4-[(3-aminopropyl)amino]butyl}acetamide

Traditional Name

N8-acetylspermidine

CAS Registry Number

13431-24-8

SMILES

CC(=O)NCCCCNCCCN

InChI Identifier

InChI=1S/C9H21N3O/c1-9(13)12-8-3-2-6-11-7-4-5-10/h11H,2-8,10H2,1H3,(H,12,13)

InChI Key

FONIWJIDLJEJTL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Carboximidic acids

Alternative Parents

Substituents

Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Secondary aliphatic amine
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetylspermidine (CHEBI:27911 )

Ontology

Physiological effect

Health effect

Endocrine system disorder

Thyroidal or parathyroidal disorder

Thyroid cancer (HMDB: HMDB0002189)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0002189)
Saliva (HMDB: HMDB0002189)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002189)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002189)

Source

Endogenous

Endogenous (HMDB: HMDB0002189)

Plant

Animal

Animal (HMDB: HMDB0002189)

Exogenous

Food

Food (HMDB: HMDB0002189)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

S-Adenosyl-L-Methionine Biosynthesis (PathBank: SMP0000857)

Role

Industrial application

Pharmaceutical industry

Biomarker

Pancreatic cancer (MarkerDB: MDB00030001)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	202 - 203 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	146.336	30932474
[M+H]+	MetCCS_train_pos	142.741	30932474
[M-H]-	Not Available	146.336	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000050
[M+H]+	Not Available	142.856	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000050

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.4 g/L	ALOGPS
logP	-0.48	ALOGPS
logP	-1.3	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	16.53	ChemAxon
pKa (Strongest Basic)	10.29	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	67.15 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	54.41 m³·mol⁻¹	ChemAxon
Polarizability	23.1 Å³	ChemAxon
Number of Rings	0	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
DarkChem	[M+H]+	143.066	31661259
DarkChem	[M-H]-	140.517	31661259
DeepCCS	[M+H]+	145.118	30932474
DeepCCS	[M-H]-	142.193	30932474
DeepCCS	[M-2H]-	178.68	30932474
DeepCCS	[M+Na]+	154.217	30932474
AllCCS	[M+H]+	143.4	32859911
AllCCS	[M+H-H2O]+	139.9	32859911
AllCCS	[M+NH4]+	146.7	32859911
AllCCS	[M+Na]+	147.7	32859911
AllCCS	[M-H]-	147.0	32859911
AllCCS	[M+Na-2H]-	148.6	32859911
AllCCS	[M+HCOO]-	150.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N8-Acetylspermidine	CC(=O)NCCCCNCCCN	2600.5	Standard polar	33892256
N8-Acetylspermidine	CC(=O)NCCCCNCCCN	1917.5	Standard non polar	33892256
N8-Acetylspermidine	CC(=O)NCCCCNCCCN	1800.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N8-Acetylspermidine,1TMS,isomer #1	CC(=O)NCCCCNCCCN[Si](C)(C)C	2003.4	Semi standard non polar	33892256
N8-Acetylspermidine,1TMS,isomer #1	CC(=O)NCCCCNCCCN[Si](C)(C)C	2019.0	Standard non polar	33892256
N8-Acetylspermidine,1TMS,isomer #1	CC(=O)NCCCCNCCCN[Si](C)(C)C	2699.9	Standard polar	33892256
N8-Acetylspermidine,1TMS,isomer #2	CC(=O)N(CCCCNCCCN)[Si](C)(C)C	1863.8	Semi standard non polar	33892256
N8-Acetylspermidine,1TMS,isomer #2	CC(=O)N(CCCCNCCCN)[Si](C)(C)C	1944.7	Standard non polar	33892256
N8-Acetylspermidine,1TMS,isomer #2	CC(=O)N(CCCCNCCCN)[Si](C)(C)C	2943.3	Standard polar	33892256
N8-Acetylspermidine,1TMS,isomer #3	CC(=O)NCCCCN(CCCN)[Si](C)(C)C	1951.5	Semi standard non polar	33892256
N8-Acetylspermidine,1TMS,isomer #3	CC(=O)NCCCCN(CCCN)[Si](C)(C)C	1891.1	Standard non polar	33892256
N8-Acetylspermidine,1TMS,isomer #3	CC(=O)NCCCCN(CCCN)[Si](C)(C)C	3001.5	Standard polar	33892256
N8-Acetylspermidine,2TMS,isomer #1	CC(=O)N(CCCCNCCCN[Si](C)(C)C)[Si](C)(C)C	1973.6	Semi standard non polar	33892256
N8-Acetylspermidine,2TMS,isomer #1	CC(=O)N(CCCCNCCCN[Si](C)(C)C)[Si](C)(C)C	2172.3	Standard non polar	33892256
N8-Acetylspermidine,2TMS,isomer #1	CC(=O)N(CCCCNCCCN[Si](C)(C)C)[Si](C)(C)C	2285.5	Standard polar	33892256
N8-Acetylspermidine,2TMS,isomer #2	CC(=O)NCCCCN(CCCN[Si](C)(C)C)[Si](C)(C)C	2116.0	Semi standard non polar	33892256
N8-Acetylspermidine,2TMS,isomer #2	CC(=O)NCCCCN(CCCN[Si](C)(C)C)[Si](C)(C)C	2109.6	Standard non polar	33892256
N8-Acetylspermidine,2TMS,isomer #2	CC(=O)NCCCCN(CCCN[Si](C)(C)C)[Si](C)(C)C	2463.8	Standard polar	33892256
N8-Acetylspermidine,2TMS,isomer #3	CC(=O)NCCCCNCCCN([Si](C)(C)C)[Si](C)(C)C	2189.1	Semi standard non polar	33892256
N8-Acetylspermidine,2TMS,isomer #3	CC(=O)NCCCCNCCCN([Si](C)(C)C)[Si](C)(C)C	2161.9	Standard non polar	33892256
N8-Acetylspermidine,2TMS,isomer #3	CC(=O)NCCCCNCCCN([Si](C)(C)C)[Si](C)(C)C	2503.6	Standard polar	33892256
N8-Acetylspermidine,2TMS,isomer #4	CC(=O)N(CCCCN(CCCN)[Si](C)(C)C)[Si](C)(C)C	1904.0	Semi standard non polar	33892256
N8-Acetylspermidine,2TMS,isomer #4	CC(=O)N(CCCCN(CCCN)[Si](C)(C)C)[Si](C)(C)C	2078.7	Standard non polar	33892256
N8-Acetylspermidine,2TMS,isomer #4	CC(=O)N(CCCCN(CCCN)[Si](C)(C)C)[Si](C)(C)C	2711.0	Standard polar	33892256
N8-Acetylspermidine,3TMS,isomer #1	CC(=O)N(CCCCN(CCCN[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2031.5	Semi standard non polar	33892256
N8-Acetylspermidine,3TMS,isomer #1	CC(=O)N(CCCCN(CCCN[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2265.5	Standard non polar	33892256
N8-Acetylspermidine,3TMS,isomer #1	CC(=O)N(CCCCN(CCCN[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2211.3	Standard polar	33892256
N8-Acetylspermidine,3TMS,isomer #2	CC(=O)N(CCCCNCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2154.3	Semi standard non polar	33892256
N8-Acetylspermidine,3TMS,isomer #2	CC(=O)N(CCCCNCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2277.1	Standard non polar	33892256
N8-Acetylspermidine,3TMS,isomer #2	CC(=O)N(CCCCNCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2191.1	Standard polar	33892256
N8-Acetylspermidine,3TMS,isomer #3	CC(=O)NCCCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2315.2	Semi standard non polar	33892256
N8-Acetylspermidine,3TMS,isomer #3	CC(=O)NCCCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2263.6	Standard non polar	33892256
N8-Acetylspermidine,3TMS,isomer #3	CC(=O)NCCCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2336.8	Standard polar	33892256
N8-Acetylspermidine,4TMS,isomer #1	CC(=O)N(CCCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2285.8	Semi standard non polar	33892256
N8-Acetylspermidine,4TMS,isomer #1	CC(=O)N(CCCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2384.6	Standard non polar	33892256
N8-Acetylspermidine,4TMS,isomer #1	CC(=O)N(CCCCN(CCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2155.2	Standard polar	33892256
N8-Acetylspermidine,1TBDMS,isomer #1	CC(=O)NCCCCNCCCN[Si](C)(C)C(C)(C)C	2257.4	Semi standard non polar	33892256
N8-Acetylspermidine,1TBDMS,isomer #1	CC(=O)NCCCCNCCCN[Si](C)(C)C(C)(C)C	2218.6	Standard non polar	33892256
N8-Acetylspermidine,1TBDMS,isomer #1	CC(=O)NCCCCNCCCN[Si](C)(C)C(C)(C)C	2676.1	Standard polar	33892256
N8-Acetylspermidine,1TBDMS,isomer #2	CC(=O)N(CCCCNCCCN)[Si](C)(C)C(C)(C)C	2077.9	Semi standard non polar	33892256
N8-Acetylspermidine,1TBDMS,isomer #2	CC(=O)N(CCCCNCCCN)[Si](C)(C)C(C)(C)C	2148.9	Standard non polar	33892256
N8-Acetylspermidine,1TBDMS,isomer #2	CC(=O)N(CCCCNCCCN)[Si](C)(C)C(C)(C)C	2913.3	Standard polar	33892256
N8-Acetylspermidine,1TBDMS,isomer #3	CC(=O)NCCCCN(CCCN)[Si](C)(C)C(C)(C)C	2208.7	Semi standard non polar	33892256
N8-Acetylspermidine,1TBDMS,isomer #3	CC(=O)NCCCCN(CCCN)[Si](C)(C)C(C)(C)C	2109.0	Standard non polar	33892256
N8-Acetylspermidine,1TBDMS,isomer #3	CC(=O)NCCCCN(CCCN)[Si](C)(C)C(C)(C)C	2989.4	Standard polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #1	CC(=O)N(CCCCNCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2452.9	Semi standard non polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #1	CC(=O)N(CCCCNCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2550.1	Standard non polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #1	CC(=O)N(CCCCNCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2417.6	Standard polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #2	CC(=O)NCCCCN(CCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2608.8	Semi standard non polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #2	CC(=O)NCCCCN(CCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2508.4	Standard non polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #2	CC(=O)NCCCCN(CCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2539.0	Standard polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #3	CC(=O)NCCCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2632.8	Semi standard non polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #3	CC(=O)NCCCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2548.8	Standard non polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #3	CC(=O)NCCCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2530.9	Standard polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #4	CC(=O)N(CCCCN(CCCN)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2393.4	Semi standard non polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #4	CC(=O)N(CCCCN(CCCN)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2479.6	Standard non polar	33892256
N8-Acetylspermidine,2TBDMS,isomer #4	CC(=O)N(CCCCN(CCCN)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2695.9	Standard polar	33892256
N8-Acetylspermidine,3TBDMS,isomer #1	CC(=O)N(CCCCN(CCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2771.5	Semi standard non polar	33892256
N8-Acetylspermidine,3TBDMS,isomer #1	CC(=O)N(CCCCN(CCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2788.7	Standard non polar	33892256
N8-Acetylspermidine,3TBDMS,isomer #1	CC(=O)N(CCCCN(CCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2516.9	Standard polar	33892256
N8-Acetylspermidine,3TBDMS,isomer #2	CC(=O)N(CCCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2811.6	Semi standard non polar	33892256
N8-Acetylspermidine,3TBDMS,isomer #2	CC(=O)N(CCCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2826.7	Standard non polar	33892256
N8-Acetylspermidine,3TBDMS,isomer #2	CC(=O)N(CCCCNCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2475.2	Standard polar	33892256
N8-Acetylspermidine,3TBDMS,isomer #3	CC(=O)NCCCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2968.3	Semi standard non polar	33892256
N8-Acetylspermidine,3TBDMS,isomer #3	CC(=O)NCCCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2809.2	Standard non polar	33892256
N8-Acetylspermidine,3TBDMS,isomer #3	CC(=O)NCCCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2562.0	Standard polar	33892256
N8-Acetylspermidine,4TBDMS,isomer #1	CC(=O)N(CCCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3135.5	Semi standard non polar	33892256
N8-Acetylspermidine,4TBDMS,isomer #1	CC(=O)N(CCCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3055.2	Standard non polar	33892256
N8-Acetylspermidine,4TBDMS,isomer #1	CC(=O)N(CCCCN(CCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2550.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N8-Acetylspermidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-9200000000-7350029bbf7fca576698	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N8-Acetylspermidine 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 - N8-Acetylspermidine LC-ESI-QQ , positive-QTOF	splash10-000i-0900000000-d04fb233b228bfc46b79	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N8-Acetylspermidine LC-ESI-QQ , positive-QTOF	splash10-01w0-0900000000-e68fd1aa92642ae4208d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N8-Acetylspermidine LC-ESI-QQ , positive-QTOF	splash10-03k9-7900000000-287b3decd26c7daeb830	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N8-Acetylspermidine LC-ESI-QQ , positive-QTOF	splash10-0089-9100000000-e42a1f8955afadd5f50d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N8-Acetylspermidine LC-ESI-QQ , positive-QTOF	splash10-0089-9000000000-b18801afe8921946e40f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N8-Acetylspermidine 35V, Positive-QTOF	splash10-03k9-4900000000-fc04b14a414610552acd	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 10V, Negative-QTOF	splash10-000i-1900000000-ed4e22e75d7e4ab076e2	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 20V, Negative-QTOF	splash10-052o-5900000000-f486a2117b1dd060f58e	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 40V, Negative-QTOF	splash10-052f-9000000000-dd7c2661d7b6091c7766	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 10V, Negative-QTOF	splash10-000i-0900000000-b573184691a2508c0c96	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 20V, Negative-QTOF	splash10-052r-6900000000-9ecb44c4262e0df34ea4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 40V, Negative-QTOF	splash10-0a4l-9000000000-078ef81a1628477a273f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 10V, Positive-QTOF	splash10-009j-1900000000-ec737abcda867c6557b2	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 20V, Positive-QTOF	splash10-004j-6900000000-c57d66a60207b42d5604	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 40V, Positive-QTOF	splash10-0a4l-9100000000-5e4ff8c1235fb203f05f	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 10V, Positive-QTOF	splash10-000i-0900000000-3aacf768b87a62171bf0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 20V, Positive-QTOF	splash10-0229-9600000000-8855f267bbadb8cff170	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N8-Acetylspermidine 40V, Positive-QTOF	splash10-0a59-9100000000-286ce82869d4963e80f9	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Saliva
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.05 +/- 0.014 uM	Adult (>18 years old)	Female	Normal	17668437	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Saliva	Detected and Quantified	0.0437 +/- 0.129 uM	Adult (>18 years old)	Male	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.136 +/- 0.190 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.150 +/- 0.0787 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.178 +/- 0.156 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Urine	Detected and Quantified	1.04 +/- 0.3 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	17668437	details
Urine	Detected and Quantified	0.30 (0.15-0.65) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	3757213	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	9464484	details
Urine	Detected and Quantified	0.271 +/- 0.187 umol/mmol creatinine	Adult (>18 years old)	Both	Not Available	9464484	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21389975	details
Urine	Detected and Quantified	0.22 +/- 0.02 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	2315288	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.063 +/- 0.03 uM	Adult (>18 years old)	Female	Breast cancer	17668437	details
Urine	Detected and Quantified	0.2 +/- 0.24 umol/mmol creatinine	Adult (>18 years old)	Female	Breast cancer	17668437	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Leukemia	9464484	details
Urine	Detected and Quantified	0.394 +/- 0.156 umol/mmol creatinine	Adult (>18 years old)	Both	Leukemia	9464484	details
Urine	Detected and Quantified	0.88 +/- 0.14 umol/mmol creatinine	Adult (>18 years old)	Both	Pancreatic cancer	2315288	details

Associated Disorders and Diseases

Disease References

Perillyl alcohol administration for cancer treatment
Byun JA, Lee SH, Jung BH, Choi MH, Moon MH, Chung BC: Analysis of polyamines as carbamoyl derivatives in urine and serum by liquid chromatography-tandem mass spectrometry. Biomed Chromatogr. 2008 Jan;22(1):73-80. [PubMed:17668437 ]
Thyroid cancer
Loser C, Folsch UR, Paprotny C, Creutzfeldt W: Polyamine concentrations in pancreatic tissue, serum, and urine of patients with pancreatic cancer. Pancreas. 1990 Mar;5(2):119-27. [PubMed:2315288 ]
Leukemia
Lee SH, Suh JW, Chung BC, Kim SO: Polyamine profiles in the urine of patients with leukemia. Cancer Lett. 1998 Jan 9;122(1-2):1-8. [PubMed:9464484 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022894

KNApSAcK ID

Not Available

Chemspider ID

110264

KEGG Compound ID

C01029

BioCyc ID

CPD-3462

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6535

PubChem Compound

123689

PDB ID

Not Available

ChEBI ID

27911

Food Biomarker Ontology

Not Available

VMH ID

N8ASPMD

MarkerDB ID

MDB00030001

Good Scents ID

Not Available

References

Synthesis Reference

Tabor, Herbert; Tabor, Celia W.; De Meis, Leopold. Chemical synthesis of N-acetyl-1,4-diaminobutane, N1-acetylspermidine, and N8-acetylspermidine. Methods Enzymol. (1971), 17(Pt. B), 829-33.

Material Safety Data Sheet (MSDS)

Not Available

General References

Hrushesky WJ, Merdink J, Abdel-Monem MM: Circadian rhythmicity of polyamine urinary excretion. Cancer Res. 1983 Aug;43(8):3944-7. [PubMed:6861156 ]
Seiler N, Graham A, Bartholeyns J: Enhanced urinary excretion of N1-acetylspermidine and the presence of tumors. Cancer Res. 1981 Apr;41(4):1572-3. [PubMed:6897929 ]
Abdel-Monem MM, Merdink JL, Theologides A: Urinary excretion of monoacetyl polyamines in patients with non-Hodgkin's lymphoma. Cancer Res. 1982 May;42(5):2097-8. [PubMed:7066912 ]
Inoue H, Fukunaga K, Munemura S, Tsuruta Y: Simultaneous determination of free and N-acetylated polyamines in urine by semimicro high-performance liquid chromatography using 4-(5,6-dimethoxy-2-phthalimidinyl)-2-methoxyphenylsulfonyl chloride as a fluorescent labeling reagent. Anal Biochem. 2005 Apr 15;339(2):191-7. [PubMed:15797558 ]
Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
Mudumba S, Menezes A, Fries D, Blankenship J: Differentiation of PC12 cells induced by N8-acetylspermidine and by N8-acetylspermidine deacetylase inhibition. Biochem Pharmacol. 2002 Jun 1;63(11):2011-8. [PubMed:12093478 ]

Showing metabocard for N8-Acetylspermidine (HMDB0002189)

MOL for HMDB0002189 (N8-Acetylspermidine)

3D MOL for HMDB0002189 (N8-Acetylspermidine)

3D SDF for HMDB0002189 (N8-Acetylspermidine)

3D-SDF for HMDB0002189 (N8-Acetylspermidine)

PDB for HMDB0002189 (N8-Acetylspermidine)

3D PDB for HMDB0002189 (N8-Acetylspermidine)

SMILES for HMDB0002189 (N8-Acetylspermidine)

INCHI for HMDB0002189 (N8-Acetylspermidine)

Structure for HMDB0002189 (N8-Acetylspermidine)

3D Structure for HMDB0002189 (N8-Acetylspermidine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra