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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:27:56 UTC

Update Date

2022-03-07 02:56:04 UTC

HMDB ID

HMDB0039106

Secondary Accession Numbers

HMDB39106

Metabolite Identification

Common Name

2,4-Undecadiene-8,10-diynoic acid isobutylamide

Description

2,4-Undecadiene-8,10-diynoic acid isobutylamide 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 2,4-Undecadiene-8,10-diynoic acid isobutylamide.

Structure

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

HMDB0039106
     RDKit          3D
2,4-Undecadiene-8,10-diynoic acid isobutylamide
 36 35  0  0  0  0  0  0  0  0999 V2000
    6.0113    3.3979    2.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5940    2.4274    1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1232    1.2760    1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7386    0.2961    0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947   -0.8842   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0281   -1.4722    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -2.6562   -0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4318   -2.7387   -0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4583   -1.6812   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7098   -1.8591   -1.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561   -0.8797   -1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8487   -1.1216   -2.0341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531    0.3687   -0.7829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980    1.3806   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9241    0.8107   -0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9878    1.9157   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6164    0.4484    1.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3955    4.2578    2.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0982   -1.6179   -0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0118   -0.5973   -1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -1.8510    1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3333   -0.6540    0.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301   -3.4913   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1690   -3.6564   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6332   -0.7704   -0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9056   -2.8053   -1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7592    0.5933   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3462    2.2616   -0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674    1.6819   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3247   -0.0294   -0.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9583    1.5198    0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0374    2.3183   -1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6049    2.7122    0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5476    0.2582    1.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306   -0.4307    1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0194    1.2722    1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  3  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
M  END


  Mrv0541 08271307262D          

 17 16  0  0  0  0            999 V2000
   -2.5058    0.0577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9183   -0.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6817   -2.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2692   -1.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8567   -0.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4442    0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0317    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2067    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    1.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0308    1.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4433    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6808    0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683   -0.6568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558   -1.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433   -0.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1558    0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  1  0  0  0  0
  2 16  1  0  0  0  0
  3  4  3  0  0  0  0
  4  5  1  0  0  0  0
  5  6  3  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
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039106

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CNC(=O)\C=C\C=C/CCC#CC#C

> <INCHI_IDENTIFIER>
InChI=1S/C15H19NO/c1-4-5-6-7-8-9-10-11-12-15(17)16-13-14(2)3/h1,9-12,14H,7-8,13H2,2-3H3,(H,16,17)/b10-9-,12-11+

> <INCHI_KEY>
PSAKYIJFKFCZFO-XAZJVICWSA-N

> <FORMULA>
C15H19NO

> <MOLECULAR_WEIGHT>
229.3175

> <EXACT_MASS>
229.146664235

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.021044912694578

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4Z)-N-(2-methylpropyl)undeca-2,4-dien-8,10-diynamide

> <ALOGPS_LOGP>
3.70

> <JCHEM_LOGP>
3.1082298146666663

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.82016076678006

> <JCHEM_PKA_STRONGEST_BASIC>
2.2456044909899355

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
74.57460000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.75e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4Z)-N-(2-methylpropyl)undeca-2,4-dien-8,10-diynamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0039106
     RDKit          3D
2,4-Undecadiene-8,10-diynoic acid isobutylamide
 36 35  0  0  0  0  0  0  0  0999 V2000
    6.0113    3.3979    2.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5940    2.4274    1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1232    1.2760    1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7386    0.2961    0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947   -0.8842   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0281   -1.4722    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -2.6562   -0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4318   -2.7387   -0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4583   -1.6812   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7098   -1.8591   -1.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561   -0.8797   -1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8487   -1.1216   -2.0341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531    0.3687   -0.7829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980    1.3806   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9241    0.8107   -0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9878    1.9157   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6164    0.4484    1.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3955    4.2578    2.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0982   -1.6179   -0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0118   -0.5973   -1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -1.8510    1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3333   -0.6540    0.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301   -3.4913   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1690   -3.6564   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6332   -0.7704   -0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9056   -2.8053   -1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7592    0.5933   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3462    2.2616   -0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674    1.6819   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3247   -0.0294   -0.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9583    1.5198    0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0374    2.3183   -1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6049    2.7122    0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5476    0.2582    1.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306   -0.4307    1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0194    1.2722    1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  3  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
M  END

HEADER    PROTEIN                                 27-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-13         0                                  
HETATM    1  N   UNK     0      -4.677   0.108   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -5.447  -1.226   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.873  -3.893   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.103  -2.560   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.333  -1.226   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.563   0.108   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.793   1.441   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.253   1.441   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.483   2.775   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.057   2.775   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.827   1.441   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.367   1.441   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.137   0.108   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.367  -1.226   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -7.757  -2.560   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.987  -1.226   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.757   0.108   0.000  0.00  0.00           C+0
CONECT    1    2   13                                                       
CONECT    2    1   16                                                       
CONECT    3    4                                                            
CONECT    4    3    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   12                                                       
CONECT   12   11   13                                                       
CONECT   13    1   12   14                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16    2   15   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0039106
HETATM    1  C1  UNL     1       6.011   3.398   2.441  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.594   2.427   1.859  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.123   1.276   1.167  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.739   0.296   0.566  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.295  -0.884  -0.173  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.028  -1.472   0.480  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.599  -2.656  -0.277  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.432  -2.739  -0.849  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.458  -1.681  -0.791  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.710  -1.859  -1.408  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.756  -0.880  -1.421  1.00  0.00           C  
HETATM   12  O1  UNL     1      -2.849  -1.122  -2.034  1.00  0.00           O  
HETATM   13  N1  UNL     1      -1.653   0.369  -0.783  1.00  0.00           N  
HETATM   14  C12 UNL     1      -2.698   1.381  -0.775  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.924   0.811  -0.105  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.988   1.916  -0.119  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.616   0.448   1.325  1.00  0.00           C  
HETATM   18  H1  UNL     1       6.395   4.258   2.954  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.098  -1.618  -0.234  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.012  -0.597  -1.222  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.346  -1.851   1.491  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.333  -0.654   0.566  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.330  -3.491  -0.340  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.169  -3.656  -1.403  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.633  -0.770  -0.280  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.906  -2.805  -1.946  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.759   0.593  -0.273  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.346   2.262  -0.202  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.967   1.682  -1.824  1.00  0.00           H  
HETATM   30  H13 UNL     1      -4.325  -0.029  -0.677  1.00  0.00           H  
HETATM   31  H14 UNL     1      -5.958   1.520   0.221  1.00  0.00           H  
HETATM   32  H15 UNL     1      -5.037   2.318  -1.164  1.00  0.00           H  
HETATM   33  H16 UNL     1      -4.605   2.712   0.558  1.00  0.00           H  
HETATM   34  H17 UNL     1      -4.548   0.258   1.870  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.931  -0.431   1.296  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.019   1.272   1.778  1.00  0.00           H  
CONECT    1    2    2    2   18
CONECT    2    3
CONECT    3    4    4    4
CONECT    4    5
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8    8   23
CONECT    8    9   24
CONECT    9   10   10   25
CONECT   10   11   26
CONECT   11   12   12   13
CONECT   13   14   27
CONECT   14   15   28   29
CONECT   15   16   17   30
CONECT   16   31   32   33
CONECT   17   34   35   36
END

HMDB0039106
     RDKit          3D
2,4-Undecadiene-8,10-diynoic acid isobutylamide
 36 35  0  0  0  0  0  0  0  0999 V2000
    6.0113    3.3979    2.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5940    2.4274    1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1232    1.2760    1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7386    0.2961    0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947   -0.8842   -0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0281   -1.4722    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -2.6562   -0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4318   -2.7387   -0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4583   -1.6812   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7098   -1.8591   -1.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561   -0.8797   -1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8487   -1.1216   -2.0341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6531    0.3687   -0.7829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6980    1.3806   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9241    0.8107   -0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9878    1.9157   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6164    0.4484    1.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3955    4.2578    2.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0982   -1.6179   -0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0118   -0.5973   -1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3461   -1.8510    1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3333   -0.6540    0.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3301   -3.4913   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1690   -3.6564   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6332   -0.7704   -0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9056   -2.8053   -1.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7592    0.5933   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3462    2.2616   -0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674    1.6819   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3247   -0.0294   -0.6770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9583    1.5198    0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0374    2.3183   -1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6049    2.7122    0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5476    0.2582    1.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9306   -0.4307    1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0194    1.2722    1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  3  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 16 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4-Undecadiene-8,10-diynoate isobutylamide	Generator
N-(2-Methylpropyl)-2,4-undecadiene-8,10-diynamide	HMDB

Chemical Formula

C₁₅H₁₉NO

Average Molecular Weight

229.3175

Monoisotopic Molecular Weight

229.146664235

IUPAC Name

(2E,4Z)-N-(2-methylpropyl)undeca-2,4-dien-8,10-diynamide

Traditional Name

(2E,4Z)-N-(2-methylpropyl)undeca-2,4-dien-8,10-diynamide

CAS Registry Number

13891-74-2

SMILES

CC(C)CNC(=O)\C=C\C=C/CCC#CC#C

InChI Identifier

InChI=1S/C15H19NO/c1-4-5-6-7-8-9-10-11-12-15(17)16-13-14(2)3/h1,9-12,14H,7-8,13H2,2-3H3,(H,16,17)/b10-9-,12-11+

InChI Key

PSAKYIJFKFCZFO-XAZJVICWSA-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
Acetylide
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

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0039106)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039106)

Source

Endogenous

Endogenous (HMDB: HMDB0039106)

Plant

Plant (HMDB: HMDB0039106)

Animal

Animal (HMDB: HMDB0039106)

Exogenous

Food

Food (HMDB: HMDB0039106)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0039106)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039106)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039106)

Lipid metabolism pathway (HMDB: HMDB0039106)

Cellular process

Cell signaling (HMDB: HMDB0039106)

Biochemical process

Lipid transport (HMDB: HMDB0039106)

Role

Biological role

Energy source (HMDB: HMDB0039106)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039106)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	99 - 100 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	19.65 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0088 g/L	ALOGPS
logP	3.7	ALOGPS
logP	3.11	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	15.82	ChemAxon
pKa (Strongest Basic)	2.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	74.57 m³·mol⁻¹	ChemAxon
Polarizability	28.02 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]+	150.726	30932474
DeepCCS	[M-H]-	148.365	30932474
DeepCCS	[M-2H]-	183.263	30932474
DeepCCS	[M+Na]+	158.983	30932474
AllCCS	[M+H]+	157.5	32859911
AllCCS	[M+H-H2O]+	153.9	32859911
AllCCS	[M+NH4]+	160.8	32859911
AllCCS	[M+Na]+	161.7	32859911
AllCCS	[M-H]-	158.6	32859911
AllCCS	[M+Na-2H]-	159.3	32859911
AllCCS	[M+HCOO]-	160.3	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.	7.73 minutes	32390414
Predicted by Siyang on May 30, 2022	18.7286 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.59 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2504.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	580.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	211.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	373.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	342.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	841.2 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	852.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1531.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	521.0 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	1589.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	510.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	362.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	380.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	558.4 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4-Undecadiene-8,10-diynoic acid isobutylamide	CC(C)CNC(=O)\C=C\C=C/CCC#CC#C	3381.0	Standard polar	33892256
2,4-Undecadiene-8,10-diynoic acid isobutylamide	CC(C)CNC(=O)\C=C\C=C/CCC#CC#C	1903.0	Standard non polar	33892256
2,4-Undecadiene-8,10-diynoic acid isobutylamide	CC(C)CNC(=O)\C=C\C=C/CCC#CC#C	2185.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,4-Undecadiene-8,10-diynoic acid isobutylamide,1TMS,isomer #1	C#CC#CCC/C=C\C=C\C(=O)N(CC(C)C)[Si](C)(C)C	2085.7	Semi standard non polar	33892256
2,4-Undecadiene-8,10-diynoic acid isobutylamide,1TMS,isomer #1	C#CC#CCC/C=C\C=C\C(=O)N(CC(C)C)[Si](C)(C)C	2098.2	Standard non polar	33892256
2,4-Undecadiene-8,10-diynoic acid isobutylamide,1TBDMS,isomer #1	C#CC#CCC/C=C\C=C\C(=O)N(CC(C)C)[Si](C)(C)C(C)(C)C	2315.0	Semi standard non polar	33892256
2,4-Undecadiene-8,10-diynoic acid isobutylamide,1TBDMS,isomer #1	C#CC#CCC/C=C\C=C\C(=O)N(CC(C)C)[Si](C)(C)C(C)(C)C	2314.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5900000000-942ec98a12539d8d72ef	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 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 - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 10V, Positive-QTOF	splash10-00di-9130000000-dd3f1b47c547ed618fa4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 20V, Positive-QTOF	splash10-00di-9100000000-ef12c7da466e6764d602	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 40V, Positive-QTOF	splash10-0a4i-9000000000-04033e21cbb0fb1bc34e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 10V, Negative-QTOF	splash10-004i-1390000000-154ccd068fc6c3dae5bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 20V, Negative-QTOF	splash10-00b9-4940000000-27278cf9b2fe758235cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 40V, Negative-QTOF	splash10-00fu-9600000000-67150c4a39834976fa18	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 10V, Negative-QTOF	splash10-004i-0290000000-fb6da1bd23e67c957c6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 20V, Negative-QTOF	splash10-01t9-3950000000-7552b212760b9115891a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 40V, Negative-QTOF	splash10-0005-9300000000-8396e49215926848641a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 10V, Positive-QTOF	splash10-001i-2590000000-193ce3e3710c24c4c90b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 20V, Positive-QTOF	splash10-01di-9200000000-e80782e96daad09adb8a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid isobutylamide 40V, Positive-QTOF	splash10-004r-9200000000-d9bb51c0a1997d951a8e	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

FDB018612

KNApSAcK ID

C00057865

Chemspider ID

30777320

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15609884

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1874251

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 2,4-Undecadiene-8,10-diynoic acid isobutylamide (HMDB0039106)

MOL for HMDB0039106 (2,4-Undecadiene-8,10-diynoic acid isobutylamide)

3D MOL for HMDB0039106 (2,4-Undecadiene-8,10-diynoic acid isobutylamide)

3D SDF for HMDB0039106 (2,4-Undecadiene-8,10-diynoic acid isobutylamide)

3D-SDF for HMDB0039106 (2,4-Undecadiene-8,10-diynoic acid isobutylamide)

PDB for HMDB0039106 (2,4-Undecadiene-8,10-diynoic acid isobutylamide)

3D PDB for HMDB0039106 (2,4-Undecadiene-8,10-diynoic acid isobutylamide)

SMILES for HMDB0039106 (2,4-Undecadiene-8,10-diynoic acid isobutylamide)

INCHI for HMDB0039106 (2,4-Undecadiene-8,10-diynoic acid isobutylamide)

Structure for HMDB0039106 (2,4-Undecadiene-8,10-diynoic acid isobutylamide)

3D Structure for HMDB0039106 (2,4-Undecadiene-8,10-diynoic acid isobutylamide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra