NP-MRD: Showing NP-Card for N1-Acetylspermine (NP0001239)

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Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-06-29 00:46:55 UTC

NP-MRD ID

NP0001239

Secondary Accession Numbers

None

Natural Product 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>
NP0001239

> <DATABASE_NAME>
NP-MRD

> <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

View in JSmol View NMR Assignments

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

Chemical Formula

C₁₂H₂₈N₄O

Average Mass

244.3769 Da

Monoisotopic Mass

244.22631 Da

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

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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 )

Physical Properties

State

Solid

Experimental 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

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

External Links

HMDB ID

HMDB0001186

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

van den Berg GA, Muskiet FA, Kingma AW, van der Slik W, Halie MR: Simultaneous gas-chromatographic determination of free and acetyl-conjugated polyamines in urine. Clin Chem. 1986 Oct;32(10):1930-7. [PubMed:3757213 ]
Tormos JR, Henderson Pozzi M, Fitzpatrick PF: Mechanistic studies of the role of a conserved histidine in a mammalian polyamine oxidase. Arch Biochem Biophys. 2012 Dec 1;528(1):45-9. doi: 10.1016/j.abb.2012.08.007. Epub 2012 Aug 30. [PubMed:22959971 ]
Kingsnorth AN, Wallace HM: Elevation of monoacetylated polyamines in human breast cancers. Eur J Cancer Clin Oncol. 1985 Sep;21(9):1057-62. doi: 10.1016/0277-5379(85)90291-3. [PubMed:4065178 ]

Showing NP-Card for N1-Acetylspermine (NP0001239)

MOL for NP0001239 (N1-Acetylspermine)

3D MOL for NP0001239 (N1-Acetylspermine)

3D SDF for NP0001239 (N1-Acetylspermine)

3D-SDF for NP0001239 (N1-Acetylspermine)

PDB for NP0001239 (N1-Acetylspermine)

3D PDB for NP0001239 (N1-Acetylspermine)

SMILES for NP0001239 (N1-Acetylspermine)

INCHI for NP0001239 (N1-Acetylspermine)

Structure for NP0001239 (N1-Acetylspermine)

3D Structure for NP0001239 (N1-Acetylspermine)