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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-08-01 02:21:23 UTC

Update Date

2022-09-22 18:34:30 UTC

HMDB ID

HMDB0094713

Secondary Accession Numbers

HMDB94713

Metabolite Identification

Common Name

N-Acetylisoputreanine

Description

N-acetylisoputreanine is classified as a gamma amino acid or a Gamma amino acid derivative. Gamma amino acids are amino acids having a (-NH2) group attached to the gamma carbon atom. N-acetylisoputreanine is considered to be a slightly soluble (in water) and a weak acidic compound. N-acetylisoputreanine can be found in humans.

Structure

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

HMDB0094713
     RDKit          3D
N-Acetylisoputreanine
 32 31  0  0  0  0  0  0  0  0999 V2000
    5.0151    0.5854    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991   -0.3600   -0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4290   -1.1766   -0.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875   -0.4447   -0.5377 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2564    0.3590    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -0.2385   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1574    0.6549    0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    0.0807    0.2260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8827    0.2255   -1.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1155   -0.5729   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3431   -0.2359   -0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2159   -0.5003    0.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9869   -1.6602    1.1373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445    0.5160    1.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7847    0.1189    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957    0.8821    1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    1.5236    0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6700   -2.1090   -0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2831    1.3923   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3883    0.2937    1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7841   -0.2468   -1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306   -1.2776    0.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156    0.8125    1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    1.6685   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4512   -0.8980    0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0817   -0.0961   -1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229    1.3062   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270   -0.3760   -2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8480   -1.6676   -1.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1672   -0.8710   -1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6658    0.8258   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3527    1.4860    1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END


  Mrv1652308011704212D          

 14 13  0  0  0  0            999 V2000
    4.7802   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -1.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  3  1  0  0  0  0
  8  1  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  4  0  0  0
 11  8  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 14  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0094713

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)=NCCCNCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18N2O3/c1-8(12)11-7-3-6-10-5-2-4-9(13)14/h10H,2-7H2,1H3,(H,11,12)(H,13,14)

> <INCHI_KEY>
YGIAGXACEXFIDU-UHFFFAOYSA-N

> <FORMULA>
C9H18N2O3

> <MOLECULAR_WEIGHT>
202.254

> <EXACT_MASS>
202.131742448

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.72678085942924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-({3-[(1-hydroxyethylidene)amino]propyl}amino)butanoic acid

> <ALOGPS_LOGP>
-1.97

> <JCHEM_LOGP>
-3.1448060289406476

> <ALOGPS_LOGS>
-2.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.87810014782793

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.10633702584912

> <JCHEM_PKA_STRONGEST_BASIC>
10.713275079647604

> <JCHEM_POLAR_SURFACE_AREA>
81.92

> <JCHEM_REFRACTIVITY>
53.01310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-({3-[(1-hydroxyethylidene)amino]propyl}amino)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0094713
     RDKit          3D
N-Acetylisoputreanine
 32 31  0  0  0  0  0  0  0  0999 V2000
    5.0151    0.5854    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991   -0.3600   -0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4290   -1.1766   -0.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875   -0.4447   -0.5377 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2564    0.3590    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -0.2385   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1574    0.6549    0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    0.0807    0.2260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8827    0.2255   -1.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1155   -0.5729   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3431   -0.2359   -0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2159   -0.5003    0.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9869   -1.6602    1.1373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445    0.5160    1.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7847    0.1189    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957    0.8821    1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    1.5236    0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6700   -2.1090   -0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2831    1.3923   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3883    0.2937    1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7841   -0.2468   -1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306   -1.2776    0.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156    0.8125    1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    1.6685   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4512   -0.8980    0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0817   -0.0961   -1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229    1.3062   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270   -0.3760   -2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8480   -1.6676   -1.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1672   -0.8710   -1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6658    0.8258   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3527    1.4860    1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END

HEADER    PROTEIN                                 01-AUG-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-AUG-17         0                                  
HETATM    1  C   UNK     0       8.923  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.588  -1.897   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.413  -2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.255  -2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.922  -2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.589  -2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.921  -1.897   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       6.256  -1.897   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       7.589  -4.207   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -5.747  -2.667   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -4.414  -0.357   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    4    5                                                       
CONECT    3    6    7                                                       
CONECT    4    2    9                                                       
CONECT    5    2   10                                                       
CONECT    6    3   10                                                       
CONECT    7    3   11                                                       
CONECT    8    1   11   12                                                  
CONECT    9    4   13   14                                                  
CONECT   10    5    6                                                       
CONECT   11    7    8                                                       
CONECT   12    8                                                            
CONECT   13    9                                                            
CONECT   14    9                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0094713
HETATM    1  C1  UNL     1       5.015   0.585   0.756  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.499  -0.360  -0.242  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.429  -1.177  -0.863  1.00  0.00           O  
HETATM    4  N1  UNL     1       3.287  -0.445  -0.538  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.256   0.359   0.048  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.881  -0.238  -0.237  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.157   0.655   0.412  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.499   0.081   0.226  1.00  0.00           N  
HETATM    9  C6  UNL     1      -1.883   0.226  -1.131  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.116  -0.573  -1.510  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.343  -0.236  -0.705  1.00  0.00           C  
HETATM   12  C9  UNL     1      -4.216  -0.500   0.736  1.00  0.00           C  
HETATM   13  O2  UNL     1      -3.987  -1.660   1.137  1.00  0.00           O  
HETATM   14  O3  UNL     1      -4.345   0.516   1.656  1.00  0.00           O  
HETATM   15  H1  UNL     1       5.785   0.119   1.425  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.196   0.882   1.441  1.00  0.00           H  
HETATM   17  H3  UNL     1       5.391   1.524   0.307  1.00  0.00           H  
HETATM   18  H4  UNL     1       5.670  -2.109  -0.582  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.283   1.392  -0.323  1.00  0.00           H  
HETATM   20  H6  UNL     1       2.388   0.294   1.172  1.00  0.00           H  
HETATM   21  H7  UNL     1       0.784  -0.247  -1.326  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.831  -1.278   0.144  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.016   0.812   1.487  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.118   1.669  -0.082  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.451  -0.898   0.572  1.00  0.00           H  
HETATM   26  H12 UNL     1      -1.082  -0.096  -1.813  1.00  0.00           H  
HETATM   27  H13 UNL     1      -2.123   1.306  -1.336  1.00  0.00           H  
HETATM   28  H14 UNL     1      -3.327  -0.376  -2.598  1.00  0.00           H  
HETATM   29  H15 UNL     1      -2.848  -1.668  -1.470  1.00  0.00           H  
HETATM   30  H16 UNL     1      -5.167  -0.871  -1.163  1.00  0.00           H  
HETATM   31  H17 UNL     1      -4.666   0.826  -0.910  1.00  0.00           H  
HETATM   32  H18 UNL     1      -4.353   1.486   1.417  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4    4
CONECT    3   18
CONECT    4    5
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9   25
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   13   14
CONECT   14   32
END

HMDB0094713
     RDKit          3D
N-Acetylisoputreanine
 32 31  0  0  0  0  0  0  0  0999 V2000
    5.0151    0.5854    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991   -0.3600   -0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4290   -1.1766   -0.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875   -0.4447   -0.5377 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2564    0.3590    0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -0.2385   -0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1574    0.6549    0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    0.0807    0.2260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8827    0.2255   -1.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1155   -0.5729   -1.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3431   -0.2359   -0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2159   -0.5003    0.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9869   -1.6602    1.1373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445    0.5160    1.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7847    0.1189    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1957    0.8821    1.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    1.5236    0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6700   -2.1090   -0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2831    1.3923   -0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3883    0.2937    1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7841   -0.2468   -1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306   -1.2776    0.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156    0.8125    1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1179    1.6685   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4512   -0.8980    0.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0817   -0.0961   -1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229    1.3062   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3270   -0.3760   -2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8480   -1.6676   -1.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1672   -0.8710   -1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6658    0.8258   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3527    1.4860    1.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  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  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-({3-[(1-hydroxyethylidene)amino]propyl}amino)butanoate	HMDB

Chemical Formula

C₉H₁₈N₂O₃

Average Molecular Weight

202.254

Monoisotopic Molecular Weight

202.131742448

IUPAC Name

4-({3-[(1-hydroxyethylidene)amino]propyl}amino)butanoic acid

Traditional Name

4-({3-[(1-hydroxyethylidene)amino]propyl}amino)butanoic acid

CAS Registry Number

Not Available

SMILES

CC(O)=NCCCNCCCC(O)=O

InChI Identifier

InChI=1S/C9H18N2O3/c1-8(12)11-7-3-6-10-5-2-4-9(13)14/h10H,2-7H2,1H3,(H,11,12)(H,13,14)

InChI Key

YGIAGXACEXFIDU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
Amino fatty acid
Straight chain fatty acid
Fatty acid
Fatty acyl
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Amine
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0094713)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-2	ALOGPS
logP	-3.1	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	10.71	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	81.92 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	53.01 m³·mol⁻¹	ChemAxon
Polarizability	22.73 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]+	146.516	31661259
DarkChem	[M-H]-	141.694	31661259
DeepCCS	[M+H]+	144.096	30932474
DeepCCS	[M-H]-	140.269	30932474
DeepCCS	[M-2H]-	177.293	30932474
DeepCCS	[M+Na]+	152.919	30932474
AllCCS	[M+H]+	146.3	32859911
AllCCS	[M+H-H2O]+	142.9	32859911
AllCCS	[M+NH4]+	149.5	32859911
AllCCS	[M+Na]+	150.5	32859911
AllCCS	[M-H]-	148.5	32859911
AllCCS	[M+Na-2H]-	149.8	32859911
AllCCS	[M+HCOO]-	151.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.07 minutes	32390414
Predicted by Siyang on May 30, 2022	8.3861 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.57 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	345.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	231.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	74.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	48.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	254.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	236.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	760.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	529.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	48.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	581.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	175.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	197.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	786.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	479.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	304.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylisoputreanine	CC(O)=NCCCNCCCC(O)=O	2915.2	Standard polar	33892256
N-Acetylisoputreanine	CC(O)=NCCCNCCCC(O)=O	1926.5	Standard non polar	33892256
N-Acetylisoputreanine	CC(O)=NCCCNCCCC(O)=O	1845.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylisoputreanine,1TMS,isomer #1	CC(=NCCCNCCCC(=O)O)O[Si](C)(C)C	1922.9	Semi standard non polar	33892256
N-Acetylisoputreanine,1TMS,isomer #2	CC(O)=NCCCNCCCC(=O)O[Si](C)(C)C	1937.2	Semi standard non polar	33892256
N-Acetylisoputreanine,1TMS,isomer #3	CC(O)=NCCCN(CCCC(=O)O)[Si](C)(C)C	2005.5	Semi standard non polar	33892256
N-Acetylisoputreanine,2TMS,isomer #1	CC(=NCCCNCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1991.7	Semi standard non polar	33892256
N-Acetylisoputreanine,2TMS,isomer #2	CC(=NCCCN(CCCC(=O)O)[Si](C)(C)C)O[Si](C)(C)C	2066.6	Semi standard non polar	33892256
N-Acetylisoputreanine,2TMS,isomer #3	CC(O)=NCCCN(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C	2044.6	Semi standard non polar	33892256
N-Acetylisoputreanine,3TMS,isomer #1	CC(=NCCCN(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2063.4	Semi standard non polar	33892256
N-Acetylisoputreanine,3TMS,isomer #1	CC(=NCCCN(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2015.1	Standard non polar	33892256
N-Acetylisoputreanine,3TMS,isomer #1	CC(=NCCCN(CCCC(=O)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	2215.1	Standard polar	33892256
N-Acetylisoputreanine,1TBDMS,isomer #1	CC(=NCCCNCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2143.1	Semi standard non polar	33892256
N-Acetylisoputreanine,1TBDMS,isomer #2	CC(O)=NCCCNCCCC(=O)O[Si](C)(C)C(C)(C)C	2161.2	Semi standard non polar	33892256
N-Acetylisoputreanine,1TBDMS,isomer #3	CC(O)=NCCCN(CCCC(=O)O)[Si](C)(C)C(C)(C)C	2215.7	Semi standard non polar	33892256
N-Acetylisoputreanine,2TBDMS,isomer #1	CC(=NCCCNCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2391.1	Semi standard non polar	33892256
N-Acetylisoputreanine,2TBDMS,isomer #2	CC(=NCCCN(CCCC(=O)O)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2503.5	Semi standard non polar	33892256
N-Acetylisoputreanine,2TBDMS,isomer #3	CC(O)=NCCCN(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2476.5	Semi standard non polar	33892256
N-Acetylisoputreanine,3TBDMS,isomer #1	CC(=NCCCN(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2697.7	Semi standard non polar	33892256
N-Acetylisoputreanine,3TBDMS,isomer #1	CC(=NCCCN(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2540.6	Standard non polar	33892256
N-Acetylisoputreanine,3TBDMS,isomer #1	CC(=NCCCN(CCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2530.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylisoputreanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9200000000-3ceb3267b6feddcb82e6	2017-09-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylisoputreanine GC-MS (2 TMS) - 70eV, Positive	splash10-0109-9651000000-ffdcb2d28b81ad97e92b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylisoputreanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylisoputreanine 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 - N-Acetylisoputreanine 10V, Negative-QTOF	splash10-0zfr-1790000000-bc77cf271a5ea4d0ead2	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 20V, Negative-QTOF	splash10-0a4i-2910000000-253abcee417fc2d9cd90	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 40V, Negative-QTOF	splash10-052f-9100000000-1a90042d2483248822b4	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 10V, Positive-QTOF	splash10-000i-0910000000-2d9692c36d6733f20efc	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 20V, Positive-QTOF	splash10-052f-5900000000-93b9102d9cceb3aeac66	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 40V, Positive-QTOF	splash10-052v-9200000000-6afe8371703b31ddb0f7	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 10V, Negative-QTOF	splash10-0pb9-0960000000-47b375aca9b5d3ddd50e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 20V, Negative-QTOF	splash10-0a4i-5910000000-dae2a401f12328979b87	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 40V, Negative-QTOF	splash10-0a4l-9000000000-8b460e5a4b444cf35422	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 10V, Positive-QTOF	splash10-0udr-3960000000-cf414f8ddf38e25ad6b8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 20V, Positive-QTOF	splash10-0k9i-9400000000-184961a6cbed17716d95	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylisoputreanine 40V, Positive-QTOF	splash10-0a4i-9000000000-f29783d763b4275fc13d	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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74849628

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131802901

PDB ID

Not Available

ChEBI ID

176478

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for N-Acetylisoputreanine (HMDB0094713)

MOL for HMDB0094713 (N-Acetylisoputreanine)

3D MOL for HMDB0094713 (N-Acetylisoputreanine)

3D SDF for HMDB0094713 (N-Acetylisoputreanine)

3D-SDF for HMDB0094713 (N-Acetylisoputreanine)

PDB for HMDB0094713 (N-Acetylisoputreanine)

3D PDB for HMDB0094713 (N-Acetylisoputreanine)

SMILES for HMDB0094713 (N-Acetylisoputreanine)

INCHI for HMDB0094713 (N-Acetylisoputreanine)

Structure for HMDB0094713 (N-Acetylisoputreanine)

3D Structure for HMDB0094713 (N-Acetylisoputreanine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra