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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:21 UTC

Update Date

2022-03-07 02:52:27 UTC

HMDB ID

HMDB0030188

Secondary Accession Numbers

HMDB30188

Metabolite Identification

Common Name

N-Isobutyl-2,4,8-decatrienamide

Description

N-Isobutyl-2,4,8-decatrienamide belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Based on a literature review a small amount of articles have been published on N-Isobutyl-2,4,8-decatrienamide.

Structure

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

HMDB0030188
     RDKit          3D
N-Isobutyl-2,4,8-decatrienamide
 39 38  0  0  0  0  0  0  0  0999 V2000
    6.5247   -0.4404   -1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3407    0.3750    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1643    0.4444    0.6508 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0405   -0.3168    0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212    0.6338   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4753    1.3564    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2739    1.3412    1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2249    0.5625    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808    0.5637    1.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565   -0.2179    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480   -0.9872   -0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -0.2325    1.2679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3471   -0.9810    0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7549   -0.4660   -0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1477    0.9898   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9123   -1.3103   -1.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7353   -0.2677   -1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5337   -1.5351   -0.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4769   -0.1419   -1.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1563    0.9324    0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0410    1.0406    1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068   -1.0175   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278   -0.9451    0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478    0.1133   -0.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    1.4187   -0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2376    1.9682    1.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0754    1.9196    2.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3456   -0.0391   -0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1919    1.1408    2.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -1.9883   -0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1590   -2.0664    0.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935   -0.8106    1.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9305   -0.5377   -1.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8960    1.5440   -1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5932    1.4404    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2401    1.1179   -0.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7077   -1.2598   -0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220   -0.9851   -2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5378   -2.3562   -1.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
M  END


  Mrv0541 05061305032D          

 16 15  0  0  0  0            999 V2000
    3.7125   -0.7145    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
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030188

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C/CC\C=C/C=C/C(/O)=N/CC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H23NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h4-5,8-11,13H,6-7,12H2,1-3H3,(H,15,16)/b5-4-,9-8-,11-10+

> <INCHI_KEY>
OCUXKVCDBHKIIP-ZIVSJQOCSA-N

> <FORMULA>
C14H23NO

> <MOLECULAR_WEIGHT>
221.3385

> <EXACT_MASS>
221.177964363

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.567360361421112

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(Z,2E,4Z,8Z)-N-(2-methylpropyl)deca-2,4,8-trienimidic acid

> <ALOGPS_LOGP>
4.71

> <JCHEM_LOGP>
4.3437917189999995

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.50121957158806

> <JCHEM_PKA_STRONGEST_BASIC>
5.891960668227632

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
73.78890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.89e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z,2E,4Z,8Z)-N-(2-methylpropyl)deca-2,4,8-trienimidic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030188
     RDKit          3D
N-Isobutyl-2,4,8-decatrienamide
 39 38  0  0  0  0  0  0  0  0999 V2000
    6.5247   -0.4404   -1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3407    0.3750    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1643    0.4444    0.6508 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0405   -0.3168    0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212    0.6338   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4753    1.3564    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2739    1.3412    1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2249    0.5625    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808    0.5637    1.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565   -0.2179    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480   -0.9872   -0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -0.2325    1.2679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3471   -0.9810    0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7549   -0.4660   -0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1477    0.9898   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9123   -1.3103   -1.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7353   -0.2677   -1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5337   -1.5351   -0.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4769   -0.1419   -1.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1563    0.9324    0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0410    1.0406    1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068   -1.0175   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278   -0.9451    0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478    0.1133   -0.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    1.4187   -0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2376    1.9682    1.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0754    1.9196    2.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3456   -0.0391   -0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1919    1.1408    2.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -1.9883   -0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1590   -2.0664    0.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935   -0.8106    1.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9305   -0.5377   -1.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8960    1.5440   -1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5932    1.4404    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2401    1.1179   -0.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7077   -1.2598   -0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220   -0.9851   -2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5378   -2.3562   -1.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.930  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.470  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.240   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.470   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   14                                                       
CONECT   12   13   15                                                       
CONECT   13    2    3   12                                                  
CONECT   14   11   15   16                                                  
CONECT   15   12   14                                                       
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0030188
HETATM    1  C1  UNL     1       6.525  -0.440  -1.179  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.341   0.375   0.032  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.164   0.444   0.651  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.041  -0.317   0.095  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.921   0.634  -0.276  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.475   1.356   0.918  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.274   1.341   1.432  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.225   0.563   0.828  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.981   0.564   1.366  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.056  -0.218   0.769  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.848  -0.987  -0.383  1.00  0.00           O  
HETATM   12  N1  UNL     1      -3.224  -0.232   1.268  1.00  0.00           N  
HETATM   13  C11 UNL     1      -4.347  -0.981   0.738  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.755  -0.466  -0.636  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.148   0.990  -0.503  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.912  -1.310  -1.109  1.00  0.00           C  
HETATM   17  H1  UNL     1       5.735  -0.268  -1.939  1.00  0.00           H  
HETATM   18  H2  UNL     1       6.534  -1.535  -0.973  1.00  0.00           H  
HETATM   19  H3  UNL     1       7.477  -0.142  -1.661  1.00  0.00           H  
HETATM   20  H4  UNL     1       7.156   0.932   0.443  1.00  0.00           H  
HETATM   21  H5  UNL     1       5.041   1.041   1.533  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.307  -1.017  -0.694  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.628  -0.945   0.938  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.148   0.113  -0.840  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.319   1.419  -0.992  1.00  0.00           H  
HETATM   26  H10 UNL     1       3.238   1.968   1.419  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.075   1.920   2.317  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.346  -0.039  -0.053  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.192   1.141   2.253  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.926  -1.988  -0.386  1.00  0.00           H  
HETATM   31  H15 UNL     1      -4.159  -2.066   0.717  1.00  0.00           H  
HETATM   32  H16 UNL     1      -5.193  -0.811   1.434  1.00  0.00           H  
HETATM   33  H17 UNL     1      -3.930  -0.538  -1.360  1.00  0.00           H  
HETATM   34  H18 UNL     1      -4.896   1.544  -1.442  1.00  0.00           H  
HETATM   35  H19 UNL     1      -4.593   1.440   0.350  1.00  0.00           H  
HETATM   36  H20 UNL     1      -6.240   1.118  -0.316  1.00  0.00           H  
HETATM   37  H21 UNL     1      -6.708  -1.260  -0.318  1.00  0.00           H  
HETATM   38  H22 UNL     1      -6.322  -0.985  -2.072  1.00  0.00           H  
HETATM   39  H23 UNL     1      -5.538  -2.356  -1.173  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3   20
CONECT    3    4   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7    7   26
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   29
CONECT   10   11   12   12
CONECT   11   30
CONECT   12   13
CONECT   13   14   31   32
CONECT   14   15   16   33
CONECT   15   34   35   36
CONECT   16   37   38   39
END

HMDB0030188
     RDKit          3D
N-Isobutyl-2,4,8-decatrienamide
 39 38  0  0  0  0  0  0  0  0999 V2000
    6.5247   -0.4404   -1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3407    0.3750    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1643    0.4444    0.6508 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0405   -0.3168    0.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212    0.6338   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4753    1.3564    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2739    1.3412    1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2249    0.5625    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808    0.5637    1.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0565   -0.2179    0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480   -0.9872   -0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2240   -0.2325    1.2679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3471   -0.9810    0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7549   -0.4660   -0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1477    0.9898   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9123   -1.3103   -1.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7353   -0.2677   -1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5337   -1.5351   -0.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4769   -0.1419   -1.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1563    0.9324    0.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0410    1.0406    1.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068   -1.0175   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278   -0.9451    0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478    0.1133   -0.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193    1.4187   -0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2376    1.9682    1.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0754    1.9196    2.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3456   -0.0391   -0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1919    1.1408    2.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -1.9883   -0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1590   -2.0664    0.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1935   -0.8106    1.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9305   -0.5377   -1.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8960    1.5440   -1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5932    1.4404    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2401    1.1179   -0.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7077   -1.2598   -0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220   -0.9851   -2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5378   -2.3562   -1.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4,8-Decatrienoic acid isobutylamide	HMDB
N-(2-Methylpropyl)-2,4,8-decatrienamide, 9ci	HMDB
(2E,4Z,8Z)-N-(2-Methylpropyl)deca-2,4,8-trienimidate	Generator

Chemical Formula

C₁₄H₂₃NO

Average Molecular Weight

221.3385

Monoisotopic Molecular Weight

221.177964363

IUPAC Name

(Z,2E,4Z,8Z)-N-(2-methylpropyl)deca-2,4,8-trienimidic acid

Traditional Name

(Z,2E,4Z,8Z)-N-(2-methylpropyl)deca-2,4,8-trienimidic acid

CAS Registry Number

52657-13-3

SMILES

C\C=C/CC\C=C/C=C/C(/O)=N/CC(C)C

InChI Identifier

InChI=1S/C14H23NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h4-5,8-11,13H,6-7,12H2,1-3H3,(H,15,16)/b5-4-,9-8-,11-10+

InChI Key

OCUXKVCDBHKIIP-ZIVSJQOCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

N-acyl amines

Alternative Parents

Substituents

N-acyl-amine
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0030188)
Cell membrane (HMDB: HMDB0030188)

Biofluid or Excreta

Urine (HMDB: HMDB0030188)

Cellular substructure

Extracellular (HMDB: HMDB0030188)
Membrane (HMDB: HMDB0030188)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030188)

Source

Endogenous

Endogenous (HMDB: HMDB0030188)

Plant

Plant (HMDB: HMDB0030188)

Animal

Animal (HMDB: HMDB0030188)

Exogenous

Food

Food (HMDB: HMDB0030188)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0030188)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0030188)

Cellular process

Cell signaling (HMDB: HMDB0030188)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0030188)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0030188)

Nutrient

Nutrient (HMDB: HMDB0030188)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030188)

Emulsifier (HMDB: HMDB0030188)

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
Water Solubility	0.0049 g/L	ALOGPS
logP	4.71	ALOGPS
logP	4.34	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	5.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.59 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	73.79 m³·mol⁻¹	ChemAxon
Polarizability	27.57 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	164.715	30932474
DeepCCS	[M-H]-	162.357	30932474
DeepCCS	[M-2H]-	195.243	30932474
DeepCCS	[M+Na]+	170.809	30932474
AllCCS	[M+H]+	156.7	32859911
AllCCS	[M+H-H2O]+	153.1	32859911
AllCCS	[M+NH4]+	160.0	32859911
AllCCS	[M+Na]+	160.9	32859911
AllCCS	[M-H]-	158.5	32859911
AllCCS	[M+Na-2H]-	159.5	32859911
AllCCS	[M+HCOO]-	160.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Isobutyl-2,4,8-decatrienamide	C\C=C/CC\C=C/C=C/C(/O)=N/CC(C)C	2682.0	Standard polar	33892256
N-Isobutyl-2,4,8-decatrienamide	C\C=C/CC\C=C/C=C/C(/O)=N/CC(C)C	1712.8	Standard non polar	33892256
N-Isobutyl-2,4,8-decatrienamide	C\C=C/CC\C=C/C=C/C(/O)=N/CC(C)C	1783.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Isobutyl-2,4,8-decatrienamide,1TMS,isomer #1	C/C=C\CC/C=C\C=C\C(=N\CC(C)C)O[Si](C)(C)C	1859.0	Semi standard non polar	33892256
N-Isobutyl-2,4,8-decatrienamide,1TBDMS,isomer #1	C/C=C\CC/C=C\C=C\C(=N\CC(C)C)O[Si](C)(C)C(C)(C)C	2078.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Isobutyl-2,4,8-decatrienamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pdi-9600000000-19b11eafb1febd9ad8de	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Isobutyl-2,4,8-decatrienamide GC-MS (1 TMS) - 70eV, Positive	splash10-0pk9-8190000000-40d2628276c555b27809	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 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-Isobutyl-2,4,8-decatrienamide 10V, Positive-QTOF	splash10-00di-9130000000-39478835020242774355	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 20V, Positive-QTOF	splash10-00di-9100000000-e6e1514c527609206955	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 40V, Positive-QTOF	splash10-0a4i-9000000000-c2034beebe2e33c19a7a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 10V, Negative-QTOF	splash10-00di-1390000000-407b2dace8eec809e73a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 20V, Negative-QTOF	splash10-00di-3940000000-d4b0e635c080a6a4d240	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 40V, Negative-QTOF	splash10-00dl-9800000000-0149f83017aa96484fd6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 10V, Negative-QTOF	splash10-00di-1490000000-133c9a406ef8e8659bb4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 20V, Negative-QTOF	splash10-00di-7950000000-be8dd7f6e6651321f6be	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 40V, Negative-QTOF	splash10-01b9-9300000000-a08eeb60cb4b84bc9222	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 10V, Positive-QTOF	splash10-00di-6690000000-78aba06200a1d9456298	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 20V, Positive-QTOF	splash10-00di-9100000000-f1c82622dffc7b1c666c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Isobutyl-2,4,8-decatrienamide 40V, Positive-QTOF	splash10-0ae9-9000000000-3594a7cef45ae4c9d0f5	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

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

FDB002006

KNApSAcK ID

C00054213

Chemspider ID

30776815

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

87311177

PDB ID

Not Available

ChEBI ID

169266

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for N-Isobutyl-2,4,8-decatrienamide (HMDB0030188)

MOL for HMDB0030188 (N-Isobutyl-2,4,8-decatrienamide)

3D MOL for HMDB0030188 (N-Isobutyl-2,4,8-decatrienamide)

3D SDF for HMDB0030188 (N-Isobutyl-2,4,8-decatrienamide)

3D-SDF for HMDB0030188 (N-Isobutyl-2,4,8-decatrienamide)

PDB for HMDB0030188 (N-Isobutyl-2,4,8-decatrienamide)

3D PDB for HMDB0030188 (N-Isobutyl-2,4,8-decatrienamide)

SMILES for HMDB0030188 (N-Isobutyl-2,4,8-decatrienamide)

INCHI for HMDB0030188 (N-Isobutyl-2,4,8-decatrienamide)

Structure for HMDB0030188 (N-Isobutyl-2,4,8-decatrienamide)

3D Structure for HMDB0030188 (N-Isobutyl-2,4,8-decatrienamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra