MiMeDB: Showing metabocard for N1-Acetylspermine (MMDBc0032965)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:29:11 UTC

Update Date

2024-04-30 19:56:44 UTC

Metabolite ID

MMDBc0032965

Metabolite Identification

Common Name

N1-Acetylspermine

Description

N1-Acetylspermine belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group. N1-Acetylspermine exists in all living species, ranging from bacteria to humans. Outside of the human body, N1-Acetylspermine has been detected, but not quantified in several different foods, such as purple lavers, jutes, yams, pineapples, and fireweeds. This could make N1-acetylspermine a potential biomarker for the consumption of these foods. N1-Acetylspermine is a polyamine that has been postulated to be an intermediate in the conversion of spermine to spermidine.

Structure

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

HMDB0001186
     RDKit          3D
N1-Acetylspermine
 45 44  0  0  0  0  0  0  0  0999 V2000
    5.3383    2.2343   -1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3386    0.7779   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8572   -0.0040   -1.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7682    0.2468    0.4116 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7497   -1.1589    0.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059   -1.9897   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5620   -1.5539   -0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808   -1.6933    0.8325 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5120   -1.2943    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873    0.1791    0.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0366    0.6634    0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8237    0.0533   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1615    0.5616   -0.6059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9593    0.1385    0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3313    0.7670    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9862    0.3263   -0.9109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2880    0.9520   -1.0113 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3264    2.6378   -0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2106    2.3696   -2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5220    2.7234   -0.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3381    0.9492    1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2620   -1.2941    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8127   -1.5043    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5294   -1.8735   -1.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762   -3.0524    0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0845   -2.2336   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494   -0.5519   -0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0855   -2.5560    1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -1.8789   -0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331   -1.6215    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    0.6655    1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052    0.5059   -0.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0002    1.7647    0.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5233    0.3857    1.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -1.0505   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3882    0.2261   -1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594    1.5554   -0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600    0.4427    1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0749   -0.9652    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2346    1.8610    0.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0098    0.4754    1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3789    0.5468   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1729   -0.7736   -0.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5425    1.3766   -0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3518    1.6634   -1.7505 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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
M  END


  Mrv1652311141918222D          

 17 16  0  0  0  0            999 V2000
10026.169810026.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10026.886910025.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.601510026.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10028.316410025.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10029.030910026.3377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10029.745510025.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10030.460110026.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10031.174710025.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10031.889610026.3377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10025.456510025.9254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10024.741010026.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.025610025.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10023.312210026.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.596810025.9254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10021.881310026.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10021.167910025.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10021.881310027.1622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032965

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)NCCCNCCCCNCCCN

> <INCHI_IDENTIFIER>
InChI=1S/C12H28N4O/c1-12(17)16-11-5-10-15-8-3-2-7-14-9-4-6-13/h14-15H,2-11,13H2,1H3,(H,16,17)

> <INCHI_KEY>
GUNURVWAJRRUAV-UHFFFAOYSA-N

> <FORMULA>
C12H28N4O

> <MOLECULAR_WEIGHT>
244.3769

> <EXACT_MASS>
244.226311538

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
30.67903315909775

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]acetamide

> <ALOGPS_LOGP>
-0.42

> <JCHEM_LOGP>
-1.6351610130000012

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
3

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.295172537507565

> <JCHEM_PKA_STRONGEST_BASIC>
10.79088463554729

> <JCHEM_POLAR_SURFACE_AREA>
79.17999999999999

> <JCHEM_REFRACTIVITY>
72.002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N(1)-acetylspermine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001186
     RDKit          3D
N1-Acetylspermine
 45 44  0  0  0  0  0  0  0  0999 V2000
    5.3383    2.2343   -1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3386    0.7779   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8572   -0.0040   -1.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7682    0.2468    0.4116 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7497   -1.1589    0.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059   -1.9897   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5620   -1.5539   -0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808   -1.6933    0.8325 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5120   -1.2943    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873    0.1791    0.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0366    0.6634    0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8237    0.0533   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1615    0.5616   -0.6059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9593    0.1385    0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3313    0.7670    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9862    0.3263   -0.9109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2880    0.9520   -1.0113 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3264    2.6378   -0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2106    2.3696   -2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5220    2.7234   -0.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3381    0.9492    1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2620   -1.2941    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8127   -1.5043    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5294   -1.8735   -1.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762   -3.0524    0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0845   -2.2336   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494   -0.5519   -0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0855   -2.5560    1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -1.8789   -0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331   -1.6215    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    0.6655    1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052    0.5059   -0.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0002    1.7647    0.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5233    0.3857    1.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -1.0505   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3882    0.2261   -1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594    1.5554   -0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600    0.4427    1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0749   -0.9652    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2346    1.8610    0.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0098    0.4754    1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3789    0.5468   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1729   -0.7736   -0.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5425    1.3766   -0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3518    1.6634   -1.7505 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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
M  END

HEADER    PROTEIN                                 14-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-NOV-19         0                                  
HETATM    1  C   UNK     0    8715.5178715.830   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8716.8558715.061   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8718.1898715.830   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8719.5248715.061   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0    8720.8588715.830   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    8722.1928715.061   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8723.5268715.830   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8724.8598715.061   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8726.1948715.830   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0    8714.1858715.061   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0    8712.8508715.830   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8711.5148715.061   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8710.1838715.830   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0    8708.8478715.061   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0    8707.5128715.830   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8706.1808715.061   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8707.5128717.369   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0001186
HETATM    1  C1  UNL     1       5.338   2.234  -1.071  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.339   0.778  -0.774  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.857  -0.004  -1.593  1.00  0.00           O  
HETATM    4  N1  UNL     1       4.768   0.247   0.412  1.00  0.00           N  
HETATM    5  C3  UNL     1       4.750  -1.159   0.731  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.006  -1.990  -0.293  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.562  -1.554  -0.416  1.00  0.00           C  
HETATM    8  N2  UNL     1       1.881  -1.693   0.832  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.512  -1.294   0.776  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.387   0.179   0.580  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.037   0.663   0.516  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.824   0.053  -0.606  1.00  0.00           C  
HETATM   13  N3  UNL     1      -3.162   0.562  -0.606  1.00  0.00           N  
HETATM   14  C10 UNL     1      -3.959   0.138   0.523  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.331   0.767   0.370  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.986   0.326  -0.911  1.00  0.00           C  
HETATM   17  N4  UNL     1      -7.288   0.952  -1.011  1.00  0.00           N  
HETATM   18  H1  UNL     1       6.326   2.638  -0.776  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.211   2.370  -2.148  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.522   2.723  -0.504  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.338   0.949   1.082  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.262  -1.294   1.725  1.00  0.00           H  
HETATM   23  H6  UNL     1       5.813  -1.504   0.760  1.00  0.00           H  
HETATM   24  H7  UNL     1       4.529  -1.874  -1.260  1.00  0.00           H  
HETATM   25  H8  UNL     1       4.076  -3.052   0.071  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.085  -2.234  -1.160  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.549  -0.552  -0.838  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.085  -2.556   1.344  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.003  -1.879  -0.020  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.033  -1.622   1.730  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.834   0.665   1.495  1.00  0.00           H  
HETATM   32  H15 UNL     1       0.905   0.506  -0.337  1.00  0.00           H  
HETATM   33  H16 UNL     1      -1.000   1.765   0.341  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.523   0.386   1.464  1.00  0.00           H  
HETATM   35  H18 UNL     1      -1.888  -1.050  -0.425  1.00  0.00           H  
HETATM   36  H19 UNL     1      -1.388   0.226  -1.606  1.00  0.00           H  
HETATM   37  H20 UNL     1      -3.259   1.555  -0.830  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.560   0.443   1.493  1.00  0.00           H  
HETATM   39  H22 UNL     1      -4.075  -0.965   0.541  1.00  0.00           H  
HETATM   40  H23 UNL     1      -5.235   1.861   0.339  1.00  0.00           H  
HETATM   41  H24 UNL     1      -6.010   0.475   1.197  1.00  0.00           H  
HETATM   42  H25 UNL     1      -5.379   0.547  -1.811  1.00  0.00           H  
HETATM   43  H26 UNL     1      -6.173  -0.774  -0.887  1.00  0.00           H  
HETATM   44  H27 UNL     1      -7.542   1.377  -0.108  1.00  0.00           H  
HETATM   45  H28 UNL     1      -7.352   1.663  -1.750  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3    4
CONECT    4    5   21
CONECT    5    6   22   23
CONECT    6    7   24   25
CONECT    7    8   26   27
CONECT    8    9   28
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   33   34
CONECT   12   13   35   36
CONECT   13   14   37
CONECT   14   15   38   39
CONECT   15   16   40   41
CONECT   16   17   42   43
CONECT   17   44   45
END

HMDB0001186
     RDKit          3D
N1-Acetylspermine
 45 44  0  0  0  0  0  0  0  0999 V2000
    5.3383    2.2343   -1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3386    0.7779   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8572   -0.0040   -1.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7682    0.2468    0.4116 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7497   -1.1589    0.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059   -1.9897   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5620   -1.5539   -0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808   -1.6933    0.8325 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5120   -1.2943    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873    0.1791    0.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0366    0.6634    0.5163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8237    0.0533   -0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1615    0.5616   -0.6059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9593    0.1385    0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3313    0.7670    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9862    0.3263   -0.9109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2880    0.9520   -1.0113 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3264    2.6378   -0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2106    2.3696   -2.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5220    2.7234   -0.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3381    0.9492    1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2620   -1.2941    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8127   -1.5043    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5294   -1.8735   -1.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0762   -3.0524    0.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0845   -2.2336   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494   -0.5519   -0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0855   -2.5560    1.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0027   -1.8789   -0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331   -1.6215    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    0.6655    1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052    0.5059   -0.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0002    1.7647    0.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5233    0.3857    1.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -1.0505   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3882    0.2261   -1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594    1.5554   -0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5600    0.4427    1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0749   -0.9652    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2346    1.8610    0.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0098    0.4754    1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3789    0.5468   -1.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1729   -0.7736   -0.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5425    1.3766   -0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3518    1.6634   -1.7505 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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
M  END

Synonyms

Value	Source
N'-acetylspermine	HMDB
N'-monoacetylspermine	HMDB
N(1)-Acetylspermine	HMDB
N-(3-((4-((3-Aminopropyl)amino)butyl)amino)propyl)-acetamide	HMDB
N-Acetylspermine	HMDB
Monoacetylspermine	HMDB
N1-Monoacetylspermine	HMDB
N1-Acetylspermine	ChEBI

Molecular Formula

C₁₂H₂₈N₄O

Average Mass

244.3769

Monoisotopic Mass

244.226311538

IUPAC Name

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

Traditional Name

N(1)-acetylspermine

CAS Registry Number

25593-72-0

SMILES

CC(=O)NCCCNCCCCNCCCN

InChI Identifier

InChI=1S/C12H28N4O/c1-12(17)16-11-5-10-15-8-3-2-7-14-9-4-6-13/h14-15H,2-11,13H2,1H3,(H,16,17)

InChI Key

GUNURVWAJRRUAV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Acetamides

Alternative Parents

Substituents

Acetamide
Amino acid or derivatives
Secondary carboxylic acid amide
Secondary aliphatic amine
Secondary amine
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetamides (CHEBI:17312 )
acetylspermine (CHEBI:17312 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.37 g/L	ALOGPS
logP	-0.42	ALOGPS
logP	-1.6	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	16.3	ChemAxon
pKa (Strongest Basic)	10.79	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	79.18 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	72 m³·mol⁻¹	ChemAxon
Polarizability	30.68 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

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Feces
Placenta
Urine

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191691	Diamine acetyltransferase 2	Enzyme	Q96F10	Homo sapiens
MMDBp0191705	Diamine acetyltransferase 1	Enzyme	P21673	Homo sapiens
MMDBp0191794	Peroxisomal N(1)-acetyl-spermine/spermidine oxidase	Unknown	Q6QHF9	Homo sapiens
MMDBp0191872	Choline dehydrogenase, mitochondrial	Unknown	Q8NE62	Homo sapiens
MMDBp0191874	Dimethylglycine dehydrogenase, mitochondrial	Unknown	Q9UI17	Homo sapiens
MMDBp0191887	Spermine synthase	Enzyme	P52788	Homo sapiens
MMDBp0191961	4-trimethylaminobutyraldehyde dehydrogenase	Unknown	P49189	Homo sapiens
MMDBp0192049	Gamma-butyrobetaine dioxygenase	Unknown	O75936	Homo sapiens
MMDBp0192064	S-methyl-5'-thioadenosine phosphorylase	Enzyme	Q13126	Homo sapiens
MMDBp0192086	S-adenosylmethionine decarboxylase proenzyme	Unknown	P17707	Homo sapiens
MMDBp0192122	Glycine amidinotransferase, mitochondrial	Enzyme	P50440	Homo sapiens
MMDBp0192205	Betaine--homocysteine S-methyltransferase 1	Unknown	Q93088	Homo sapiens
MMDBp0192413	Sarcosine dehydrogenase, mitochondrial	Unknown	Q9UL12	Homo sapiens
MMDBp0192503	Histidine decarboxylase	Enzyme	P19113	Homo sapiens
MMDBp0192645	Ornithine decarboxylase	Enzyme	P11926	Homo sapiens
MMDBp0193618	Spermine oxidase	Unknown	Q9NWM0	Homo sapiens
MMDBp0193643	Agmatinase, mitochondrial	Unknown	Q9BSE5	Homo sapiens
MMDBp0193925	Trimethyllysine dioxygenase, mitochondrial	Unknown	Q9NVH6	Homo sapiens
MMDBp0193964	S-methylmethionine--homocysteine S-methyltransferase BHMT2	Unknown	Q9H2M3	Homo sapiens
MMDBp0195194	GTPase IMAP family member 1	Unknown	Q8WWP7	Homo sapiens
MMDBp0195195	GTPase IMAP family member 2	Unknown	Q9UG22	Homo sapiens
MMDBp0195196	GTPase IMAP family member 4	Unknown	Q9NUV9	Homo sapiens
MMDBp0195197	GTPase IMAP family member 5	Unknown	Q96F15	Homo sapiens
MMDBp0195198	GTPase IMAP family member 6	Unknown	Q6P9H5	Homo sapiens
MMDBp0195199	GTPase IMAP family member 7	Unknown	Q8NHV1	Homo sapiens
MMDBp0195200	GTPase IMAP family member 8	Unknown	Q8ND71	Homo sapiens
MMDBp0195554	Pyruvate dehydrogenase phosphatase regulatory subunit, mitochondrial	Unknown	Q8NCN5	Homo sapiens
MMDBp0196292	Ornithine decarboxylase antizyme 1	Enzyme	P54368	Homo sapiens
MMDBp0196552	Polyamine-modulated factor 1	Unknown	Q6P1K2	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Leukemia	Increased	Association	Human Urine	HMDB	9464484

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	2	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	2	Human
Bacteria/Eubacteria	Proteobacteria	4	Human
Bacteria/Eubacteria	Firmicutes	2	Human feces

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Urine	Detected and Quantified	0.239	0.123			umol/mmol creatinine	Adult (>18 years old)	Both	Leukemia	HMDB	9464484
Human Urine	Detected and Quantified	0.010 +/ 0.006				umol/mmol creatinine	Adult (>18 years old)	Both		HMDB	9464484
Human Urine	Detected and Quantified	0.02		0.00	0.08	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	3757213
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	9464484
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0001186

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022474

KNApSAcK ID

Not Available

Chemspider ID

892

KEGG Compound ID

C02567

BioCyc ID

N1-ACETYLSPERMINE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

3369

PubChem Compound

916

PDB ID

Not Available

ChEBI ID

17312

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Fogel WA, Maslinski C: The FAD dependent amine oxidases in relation to developmental state of enterocyte. J Neural Transm Suppl. 1994;41:95-9. doi: 10.1007/978-3-7091-9324-2_12. [PubMed:7931271 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for N1-Acetylspermine (MMDBc0032965)

MOL for #<Metabolite:0x00007f91dcbceee8>

3D MOL for #<Metabolite:0x00007f91dcbceee8>

3D SDF for #<Metabolite:0x00007f91dcbceee8>

3D-SDF for #<Metabolite:0x00007f91dcbceee8>

PDB for #<Metabolite:0x00007f91dcbceee8>

3D PDB for #<Metabolite:0x00007f91dcbceee8>

SMILES for #<Metabolite:0x00007f91dcbceee8>

INCHI for #<Metabolite:0x00007f91dcbceee8>

Structure for #<Metabolite:0x00007f91dcbceee8>

3D Structure for #<Metabolite:0x00007f91dcbceee8>