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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-05-30 20:55:57 UTC

HMDB ID

HMDB0001276

Secondary Accession Numbers

HMDB01276

Metabolite Identification

Common Name

N1-Acetylspermidine

Description

N1-Acetylspermidine is a polyamine. In many organisms, polyamines originate from L-ornithine and methionine. Ornithine decarboxylase (EC 4.1.1.17), a key enzyme in polyamine metabolism, decarboxylates L-ornithine to yield putrescine which is then converted to higher polyamines spermidine and spermine by successive addition of aminopropyl groups derived from decarboxylated S-adenosylmethionine. Aliphatic polyamines occur ubiquitously in organisms and have important functions in the stabilization of cell membranes, biosynthesis of informing molecules, cell growth and differentiation, as well as adaptation to osmotic, ionic, pH and thermal stress. These cationic substances are implicated in multiple functions, therefore it is not surprising that intracellular levels of polyamines are regulated by different mechanisms. The inhibition of polyamine metabolism has important pharmacological and therapeutic implications for the control of physiological processes, reproduction, cancer and parasitic diseases. Recent reports have suggested the idea that parasites with an high turnover of Ornithine Decarboxilase (ODC) are resistant to Difluoromethyl ornithine (DFMO, the irreversible inhibitor of ornithine decarboxylase) because they always contain a fraction of newly synthesized and active enzyme, therefore not DFMO inhibited, sufficient to produce small amounts of putrescine rapidly converted into spermidine, which can support protozoan proliferation. DFMO has proved to be curative in trypanosomiasis, coccidiosis, and certain other protozoan infections. (PMID: 15490259 ).

Structure

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

HMDB0001276
     RDKit          3D
N1-Acetylspermidine
 34 33  0  0  0  0  0  0  0  0999 V2000
   -4.9362   -1.7812    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543   -0.3718    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5871    0.2724   -0.5430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3735    0.1860    0.2686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    1.5426   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958    1.8056    0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289    0.8954   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011    1.2132    0.1178 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7220    0.4172   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0405    0.7792    0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951   -0.0019   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0083   -1.4951   -0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988   -1.8519    1.0959 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386   -2.3105    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6299   -2.2860   -0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3152   -1.7375    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.4271    0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    2.2353    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    1.6534   -1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5498    1.7006    1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3708    2.8790    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155   -0.1430   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451    1.1806   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7600    1.2408    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5536   -0.6712   -0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7533    0.6580   -1.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9674    0.6599    1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    1.8516   -0.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162    0.3236   -1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0852    0.2594    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9311   -1.9680   -0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748   -1.8739   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8675   -2.0568    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -2.7780    1.2475 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
  9 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

HMDB0001276
     RDKit          3D
N1-Acetylspermidine
 34 33  0  0  0  0  0  0  0  0999 V2000
   -4.9362   -1.7812    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543   -0.3718    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5871    0.2724   -0.5430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3735    0.1860    0.2686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    1.5426   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958    1.8056    0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289    0.8954   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011    1.2132    0.1178 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7220    0.4172   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0405    0.7792    0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951   -0.0019   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0083   -1.4951   -0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988   -1.8519    1.0959 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386   -2.3105    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6299   -2.2860   -0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3152   -1.7375    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.4271    0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    2.2353    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    1.6534   -1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5498    1.7006    1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3708    2.8790    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155   -0.1430   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451    1.1806   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7600    1.2408    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5536   -0.6712   -0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7533    0.6580   -1.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9674    0.6599    1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    1.8516   -0.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162    0.3236   -1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0852    0.2594    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9311   -1.9680   -0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748   -1.8739   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8675   -2.0568    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -2.7780    1.2475 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
  9 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                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       0.106  -0.220   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.835   0.397   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.438   0.553   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.175  -0.376   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.771  -0.220   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.507   0.397   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.350   0.730   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -5.846  -0.376   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.682  -0.043   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.178   0.397   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.021   0.730   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.682  -1.580   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      -8.511  -0.376   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11   12                                                  
CONECT   10    8   13                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0001276
HETATM    1  C1  UNL     1      -4.936  -1.781   0.375  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.654  -0.372   0.002  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.587   0.272  -0.543  1.00  0.00           O  
HETATM    4  N1  UNL     1      -3.373   0.186   0.269  1.00  0.00           N  
HETATM    5  C3  UNL     1      -3.027   1.543  -0.065  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.596   1.806   0.350  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.629   0.895  -0.368  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.701   1.213   0.118  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.722   0.417  -0.507  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.040   0.779   0.144  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.195  -0.002  -0.446  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.008  -1.495  -0.297  1.00  0.00           C  
HETATM   13  N3  UNL     1       3.899  -1.852   1.096  1.00  0.00           N  
HETATM   14  H1  UNL     1      -3.939  -2.311   0.415  1.00  0.00           H  
HETATM   15  H2  UNL     1      -5.630  -2.286  -0.313  1.00  0.00           H  
HETATM   16  H3  UNL     1      -5.315  -1.738   1.427  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.669  -0.427   0.728  1.00  0.00           H  
HETATM   18  H5  UNL     1      -3.695   2.235   0.488  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.164   1.653  -1.159  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.550   1.701   1.456  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.371   2.879   0.133  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.916  -0.143  -0.198  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.645   1.181  -1.440  1.00  0.00           H  
HETATM   24  H11 UNL     1       0.760   1.241   1.163  1.00  0.00           H  
HETATM   25  H12 UNL     1       1.554  -0.671  -0.409  1.00  0.00           H  
HETATM   26  H13 UNL     1       1.753   0.658  -1.589  1.00  0.00           H  
HETATM   27  H14 UNL     1       2.967   0.660   1.241  1.00  0.00           H  
HETATM   28  H15 UNL     1       3.238   1.852  -0.071  1.00  0.00           H  
HETATM   29  H16 UNL     1       4.416   0.324  -1.461  1.00  0.00           H  
HETATM   30  H17 UNL     1       5.085   0.259   0.203  1.00  0.00           H  
HETATM   31  H18 UNL     1       4.931  -1.968  -0.690  1.00  0.00           H  
HETATM   32  H19 UNL     1       3.175  -1.874  -0.921  1.00  0.00           H  
HETATM   33  H20 UNL     1       2.867  -2.057   1.256  1.00  0.00           H  
HETATM   34  H21 UNL     1       4.383  -2.778   1.248  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
CONECT    9   10   25   26
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   33   34
END

HMDB0001276
     RDKit          3D
N1-Acetylspermidine
 34 33  0  0  0  0  0  0  0  0999 V2000
   -4.9362   -1.7812    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543   -0.3718    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5871    0.2724   -0.5430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3735    0.1860    0.2686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    1.5426   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958    1.8056    0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289    0.8954   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011    1.2132    0.1178 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7220    0.4172   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0405    0.7792    0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951   -0.0019   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0083   -1.4951   -0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988   -1.8519    1.0959 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386   -2.3105    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6299   -2.2860   -0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3152   -1.7375    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.4271    0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    2.2353    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    1.6534   -1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5498    1.7006    1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3708    2.8790    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155   -0.1430   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451    1.1806   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7600    1.2408    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5536   -0.6712   -0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7533    0.6580   -1.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9674    0.6599    1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    1.8516   -0.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162    0.3236   -1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0852    0.2594    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9311   -1.9680   -0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748   -1.8739   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8675   -2.0568    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -2.7780    1.2475 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
  9 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 NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-N-Acetylspermidine	ChEBI
An N-acetylspermidine	HMDB
N(1)-Acetylspermidine	HMDB
N-(3-((4-Aminobutyl)amino)propyl)-acetamide	HMDB
N-(3-((4-Aminobutyl)amino)propyl)acetamide	HMDB
N-Acetylspermidine	HMDB
N1-Acetylspermidine	ChEBI

Chemical Formula

C₉H₂₁N₃O

Average Molecular Weight

187.2825

Monoisotopic Molecular Weight

187.168462309

IUPAC Name

N-{3-[(4-aminobutyl)amino]propyl}acetamide

Traditional Name

N1-acetylspermidine

CAS Registry Number

14278-49-0

SMILES

CC(=O)NCCCNCCCCN

InChI Identifier

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

InChI Key

MQTAVJHICJWXBR-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:17927 )

Ontology

Physiological effect

Health effect

Endocrine system disorder

Thyroidal or parathyroidal disorder

Thyroid cancer (HMDB: HMDB0001276)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 17668437)

Excreta

Biofluid or Excreta

Urine (PMID: 17668437)

Cellular substructure

Cytoplasm (HMDB: HMDB0001276)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001276)

Source

Endogenous

Endogenous (HMDB: HMDB0001276)

Plant

Animal

Animal (HMDB: HMDB0001276)

Exogenous

Food

Food (HMDB: HMDB0001276)

Animal origin

Poultry

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)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

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)

Equine

Horse (FooDB: FOOD00378)

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

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Breast cancer (MarkerDB: MDB00000313)

Physical Properties

State

Solid

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
Water Solubility	4.72 g/L	ALOGPS
logP	-0.47	ALOGPS
logP	-1.3	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	16.53	ChemAxon
pKa (Strongest Basic)	10.67	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	23.11 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]+	142.733	31661259
DarkChem	[M-H]-	140.363	31661259
AllCCS	[M+H]+	142.908	32859911
AllCCS	[M-H]-	146.848	32859911
DeepCCS	[M+H]+	145.083	30932474
DeepCCS	[M-H]-	142.157	30932474
DeepCCS	[M-2H]-	178.619	30932474
DeepCCS	[M+Na]+	154.156	30932474
AllCCS	[M+H]+	142.9	32859911
AllCCS	[M+H-H2O]+	139.4	32859911
AllCCS	[M+NH4]+	146.2	32859911
AllCCS	[M+Na]+	147.1	32859911
AllCCS	[M-H]-	146.8	32859911
AllCCS	[M+Na-2H]-	148.4	32859911
AllCCS	[M+HCOO]-	150.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N1-Acetylspermidine	CC(=O)NCCCNCCCCN	2610.3	Standard polar	33892256
N1-Acetylspermidine	CC(=O)NCCCNCCCCN	1905.4	Standard non polar	33892256
N1-Acetylspermidine	CC(=O)NCCCNCCCCN	1800.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N1-Acetylspermidine,1TMS,isomer #1	CC(=O)NCCCNCCCCN[Si](C)(C)C	2003.8	Semi standard non polar	33892256
N1-Acetylspermidine,1TMS,isomer #1	CC(=O)NCCCNCCCCN[Si](C)(C)C	2012.9	Standard non polar	33892256
N1-Acetylspermidine,1TMS,isomer #1	CC(=O)NCCCNCCCCN[Si](C)(C)C	2705.0	Standard polar	33892256
N1-Acetylspermidine,1TMS,isomer #2	CC(=O)N(CCCNCCCCN)[Si](C)(C)C	1850.2	Semi standard non polar	33892256
N1-Acetylspermidine,1TMS,isomer #2	CC(=O)N(CCCNCCCCN)[Si](C)(C)C	1941.1	Standard non polar	33892256
N1-Acetylspermidine,1TMS,isomer #2	CC(=O)N(CCCNCCCCN)[Si](C)(C)C	2936.1	Standard polar	33892256
N1-Acetylspermidine,1TMS,isomer #3	CC(=O)NCCCN(CCCCN)[Si](C)(C)C	1972.7	Semi standard non polar	33892256
N1-Acetylspermidine,1TMS,isomer #3	CC(=O)NCCCN(CCCCN)[Si](C)(C)C	1892.6	Standard non polar	33892256
N1-Acetylspermidine,1TMS,isomer #3	CC(=O)NCCCN(CCCCN)[Si](C)(C)C	3012.0	Standard polar	33892256
N1-Acetylspermidine,2TMS,isomer #1	CC(=O)N(CCCNCCCCN[Si](C)(C)C)[Si](C)(C)C	1960.1	Semi standard non polar	33892256
N1-Acetylspermidine,2TMS,isomer #1	CC(=O)N(CCCNCCCCN[Si](C)(C)C)[Si](C)(C)C	2167.4	Standard non polar	33892256
N1-Acetylspermidine,2TMS,isomer #1	CC(=O)N(CCCNCCCCN[Si](C)(C)C)[Si](C)(C)C	2281.0	Standard polar	33892256
N1-Acetylspermidine,2TMS,isomer #2	CC(=O)NCCCN(CCCCN[Si](C)(C)C)[Si](C)(C)C	2124.0	Semi standard non polar	33892256
N1-Acetylspermidine,2TMS,isomer #2	CC(=O)NCCCN(CCCCN[Si](C)(C)C)[Si](C)(C)C	2109.7	Standard non polar	33892256
N1-Acetylspermidine,2TMS,isomer #2	CC(=O)NCCCN(CCCCN[Si](C)(C)C)[Si](C)(C)C	2466.1	Standard polar	33892256
N1-Acetylspermidine,2TMS,isomer #3	CC(=O)NCCCNCCCCN([Si](C)(C)C)[Si](C)(C)C	2206.5	Semi standard non polar	33892256
N1-Acetylspermidine,2TMS,isomer #3	CC(=O)NCCCNCCCCN([Si](C)(C)C)[Si](C)(C)C	2158.9	Standard non polar	33892256
N1-Acetylspermidine,2TMS,isomer #3	CC(=O)NCCCNCCCCN([Si](C)(C)C)[Si](C)(C)C	2512.6	Standard polar	33892256
N1-Acetylspermidine,2TMS,isomer #4	CC(=O)N(CCCN(CCCCN)[Si](C)(C)C)[Si](C)(C)C	1922.7	Semi standard non polar	33892256
N1-Acetylspermidine,2TMS,isomer #4	CC(=O)N(CCCN(CCCCN)[Si](C)(C)C)[Si](C)(C)C	2088.3	Standard non polar	33892256
N1-Acetylspermidine,2TMS,isomer #4	CC(=O)N(CCCN(CCCCN)[Si](C)(C)C)[Si](C)(C)C	2720.8	Standard polar	33892256
N1-Acetylspermidine,3TMS,isomer #1	CC(=O)N(CCCN(CCCCN[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2037.2	Semi standard non polar	33892256
N1-Acetylspermidine,3TMS,isomer #1	CC(=O)N(CCCN(CCCCN[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2268.0	Standard non polar	33892256
N1-Acetylspermidine,3TMS,isomer #1	CC(=O)N(CCCN(CCCCN[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2211.6	Standard polar	33892256
N1-Acetylspermidine,3TMS,isomer #2	CC(=O)N(CCCNCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2152.3	Semi standard non polar	33892256
N1-Acetylspermidine,3TMS,isomer #2	CC(=O)N(CCCNCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2273.6	Standard non polar	33892256
N1-Acetylspermidine,3TMS,isomer #2	CC(=O)N(CCCNCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2192.0	Standard polar	33892256
N1-Acetylspermidine,3TMS,isomer #3	CC(=O)NCCCN(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2302.8	Semi standard non polar	33892256
N1-Acetylspermidine,3TMS,isomer #3	CC(=O)NCCCN(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2268.8	Standard non polar	33892256
N1-Acetylspermidine,3TMS,isomer #3	CC(=O)NCCCN(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2340.8	Standard polar	33892256
N1-Acetylspermidine,4TMS,isomer #1	CC(=O)N(CCCN(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2282.3	Semi standard non polar	33892256
N1-Acetylspermidine,4TMS,isomer #1	CC(=O)N(CCCN(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2388.7	Standard non polar	33892256
N1-Acetylspermidine,4TMS,isomer #1	CC(=O)N(CCCN(CCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2157.2	Standard polar	33892256
N1-Acetylspermidine,1TBDMS,isomer #1	CC(=O)NCCCNCCCCN[Si](C)(C)C(C)(C)C	2255.3	Semi standard non polar	33892256
N1-Acetylspermidine,1TBDMS,isomer #1	CC(=O)NCCCNCCCCN[Si](C)(C)C(C)(C)C	2211.3	Standard non polar	33892256
N1-Acetylspermidine,1TBDMS,isomer #1	CC(=O)NCCCNCCCCN[Si](C)(C)C(C)(C)C	2679.5	Standard polar	33892256
N1-Acetylspermidine,1TBDMS,isomer #2	CC(=O)N(CCCNCCCCN)[Si](C)(C)C(C)(C)C	2068.4	Semi standard non polar	33892256
N1-Acetylspermidine,1TBDMS,isomer #2	CC(=O)N(CCCNCCCCN)[Si](C)(C)C(C)(C)C	2146.1	Standard non polar	33892256
N1-Acetylspermidine,1TBDMS,isomer #2	CC(=O)N(CCCNCCCCN)[Si](C)(C)C(C)(C)C	2909.2	Standard polar	33892256
N1-Acetylspermidine,1TBDMS,isomer #3	CC(=O)NCCCN(CCCCN)[Si](C)(C)C(C)(C)C	2215.5	Semi standard non polar	33892256
N1-Acetylspermidine,1TBDMS,isomer #3	CC(=O)NCCCN(CCCCN)[Si](C)(C)C(C)(C)C	2109.6	Standard non polar	33892256
N1-Acetylspermidine,1TBDMS,isomer #3	CC(=O)NCCCN(CCCCN)[Si](C)(C)C(C)(C)C	3005.1	Standard polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #1	CC(=O)N(CCCNCCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2437.8	Semi standard non polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #1	CC(=O)N(CCCNCCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2545.1	Standard non polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #1	CC(=O)N(CCCNCCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2417.3	Standard polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #2	CC(=O)NCCCN(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2619.6	Semi standard non polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #2	CC(=O)NCCCN(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2511.0	Standard non polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #2	CC(=O)NCCCN(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2540.4	Standard polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #3	CC(=O)NCCCNCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2641.5	Semi standard non polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #3	CC(=O)NCCCNCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2547.6	Standard non polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #3	CC(=O)NCCCNCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2531.6	Standard polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #4	CC(=O)N(CCCN(CCCCN)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2422.4	Semi standard non polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #4	CC(=O)N(CCCN(CCCCN)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2492.4	Standard non polar	33892256
N1-Acetylspermidine,2TBDMS,isomer #4	CC(=O)N(CCCN(CCCCN)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2706.5	Standard polar	33892256
N1-Acetylspermidine,3TBDMS,isomer #1	CC(=O)N(CCCN(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2776.7	Semi standard non polar	33892256
N1-Acetylspermidine,3TBDMS,isomer #1	CC(=O)N(CCCN(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2800.3	Standard non polar	33892256
N1-Acetylspermidine,3TBDMS,isomer #1	CC(=O)N(CCCN(CCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2516.1	Standard polar	33892256
N1-Acetylspermidine,3TBDMS,isomer #2	CC(=O)N(CCCNCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2811.3	Semi standard non polar	33892256
N1-Acetylspermidine,3TBDMS,isomer #2	CC(=O)N(CCCNCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2824.9	Standard non polar	33892256
N1-Acetylspermidine,3TBDMS,isomer #2	CC(=O)N(CCCNCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2475.6	Standard polar	33892256
N1-Acetylspermidine,3TBDMS,isomer #3	CC(=O)NCCCN(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2973.7	Semi standard non polar	33892256
N1-Acetylspermidine,3TBDMS,isomer #3	CC(=O)NCCCN(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2801.8	Standard non polar	33892256
N1-Acetylspermidine,3TBDMS,isomer #3	CC(=O)NCCCN(CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2564.0	Standard polar	33892256
N1-Acetylspermidine,4TBDMS,isomer #1	CC(=O)N(CCCN(CCCCN([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	3139.9	Semi standard non polar	33892256
N1-Acetylspermidine,4TBDMS,isomer #1	CC(=O)N(CCCN(CCCCN([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	3055.7	Standard non polar	33892256
N1-Acetylspermidine,4TBDMS,isomer #1	CC(=O)N(CCCN(CCCCN([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	2550.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N1-Acetylspermidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ec-9300000000-435442e25431afc9ca94	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N1-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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 10V, Positive-QTOF	splash10-00g1-1900000000-25a42a25b21ff785892b	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 20V, Positive-QTOF	splash10-05dj-6900000000-12de75772a08ca08852a	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 40V, Positive-QTOF	splash10-05fu-9200000000-2dfa5d648a84baff3e54	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 10V, Negative-QTOF	splash10-000i-1900000000-90283b76b9478101a593	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 20V, Negative-QTOF	splash10-052o-5900000000-4cac7a34f5b572449747	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 40V, Negative-QTOF	splash10-052f-9000000000-46e81717ccd7a43b7c55	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 10V, Positive-QTOF	splash10-0079-3900000000-7dcca0a83898d18d48ff	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 20V, Positive-QTOF	splash10-0ab9-9300000000-db42164e7ae02cc3565e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 40V, Positive-QTOF	splash10-05gi-9000000000-b73b9a6524aaa490eb70	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 10V, Negative-QTOF	splash10-000i-0900000000-b573184691a2508c0c96	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 20V, Negative-QTOF	splash10-0a4r-9700000000-683029d89d5350729ba4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N1-Acetylspermidine 40V, Negative-QTOF	splash10-052f-9000000000-236e795417fce314ee2b	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

Cytoplasm

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	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.007 +/- 0.002 uM	Adult (>18 years old)	Female	Normal	17668437	details
Urine	Detected and Quantified	0.39 (0.12-0.72) 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	0.199 +/- 0.142 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	32966057	details
Urine	Detected and Quantified	0.0045 +/- 0.005 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	17668437	details
Urine	Detected and Quantified	2.06 (1.74-3.53) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	Analysis of 40 NI...	details
Urine	Detected and Quantified	0.38 +/- 0.033 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	0.0056 +/- 0.0027 uM	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	1.03 +/- 0.693 umol/mmol creatinine	Adult (>18 years old)	Both	Leukemia	9464484	details
Urine	Detected and Quantified	0.0011 +/- 0.003 umol/mmol creatinine	Adult (>18 years old)	Female	Breast cancer	17668437	details
Urine	Detected and Quantified	1.9 +/- 0.35 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

FDB022530

KNApSAcK ID

Not Available

Chemspider ID

482

KEGG Compound ID

C00612

BioCyc ID

CPD-568

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

3323

PubChem Compound

496

PDB ID

Not Available

ChEBI ID

17927

Food Biomarker Ontology

Not Available

VMH ID

N1ASPMD

MarkerDB ID

MDB00000313

Good Scents ID

Not Available

References

Synthesis Reference

Lurdes M; Almeida S; Grehn L; Ragnarsson U Facile synthesis of monoacetylated spermidines, illustrating selective deacetylation and application of a common precursor. Acta chemica Scandinavica (Copenhagen, Denmark : 1989) (1989), 43(10), 990-4.

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 ]
Smith RG, Bartos D, Bartos F, Grettie DP, Frick W, Campbell RA, Daves GD Jr: 1-N-Acetylspermidine: occurrence in normal human serum. Biomed Mass Spectrom. 1978 Sep;5(9):515-7. [PubMed:708851 ]
Ruggeri P, Lagana G, Bellocco E, Fabiano C, Leonaldi R, Forino D: Polyamines biosynthesis and oxidation in free-living amoebae. Amino Acids. 2004 Dec;27(3-4):367-72. Epub 2004 Oct 15. [PubMed:15490259 ]

Enzymes

Enzyme Details

1. Diamine acetyltransferase 2

General function:: Involved in N-acetyltransferase activity
Specific function:: Enzyme which catalyzes the acetylation of polyamines. Substrate specificity: norspermidine > spermidine = spermine >> N(1)acetylspermine = putrescine.
Gene Name:: SAT2
Uniprot ID:: Q96F10
Molecular weight:: 19154.905

Enzyme Details

2. Diamine acetyltransferase 1

General function:: Involved in N-acetyltransferase activity
Specific function:: Enzyme which catalyzes the acetylation of polyamines. Substrate specificity: norspermidine = spermidine >> spermine > N(1)-acetylspermine > putrescine. This highly regulated enzyme allows a fine attenuation of the intracellular concentration of polyamines. Also involved in the regulation of polyamine transport out of cells. Acts on 1,3-diaminopropane, 1,5-diaminopentane, putrescine, spermidine (forming N(1)- and N(8)-acetylspermidine), spermine, N(1)-acetylspermidine and N(8)-acetylspermidine.
Gene Name:: SAT1
Uniprot ID:: P21673
Molecular weight:: 20023.8

Enzyme Details

3. Peroxisomal N(1)-acetyl-spermine/spermidine oxidase

General function:: Amino acid transport and metabolism
Specific function:: Flavoenzyme which catalyzes the oxidation of N(1)-acetylspermine to spermidine and is thus involved in the polyamine back-conversion. Can also oxidize N(1)-acetylspermidine to putrescine. Substrate specificity: N(1)-acetylspermine = N(1)-acetylspermidine > N(1),N(12)-diacylspermine >> spermine. Does not oxidize spermidine. Plays an important role in the regulation of polyamine intracellular concentration and has the potential to act as a determinant of cellular sensitivity to the antitumor polyamine analogs.
Gene Name:: PAOX
Uniprot ID:: Q6QHF9
Molecular weight:: 55512.64

Reactions

N1-Acetylspermidine + Oxygen + Water → Putrescine + Acetamidopropanal + Hydrogen peroxide	details
N1,N12-Diacetylspermine + Oxygen + Water → N1-Acetylspermidine + 3-Acetamidobutanal + Hydrogen peroxide	details

Showing metabocard for N1-Acetylspermidine (HMDB0001276)

MOL for HMDB0001276 (N1-Acetylspermidine)

3D MOL for HMDB0001276 (N1-Acetylspermidine)

3D SDF for HMDB0001276 (N1-Acetylspermidine)

3D-SDF for HMDB0001276 (N1-Acetylspermidine)

PDB for HMDB0001276 (N1-Acetylspermidine)

3D PDB for HMDB0001276 (N1-Acetylspermidine)

SMILES for HMDB0001276 (N1-Acetylspermidine)

INCHI for HMDB0001276 (N1-Acetylspermidine)

Structure for HMDB0001276 (N1-Acetylspermidine)

3D Structure for HMDB0001276 (N1-Acetylspermidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions