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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:15:48 UTC

Update Date

2022-03-07 02:53:45 UTC

HMDB ID

HMDB0033525

Secondary Accession Numbers

HMDB33525

Metabolite Identification

Common Name

2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide

Description

2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide belongs to the class of organic compounds known as tetrahydropyridines. These are derivatives of pyridine in which two double bonds in the pyridine moiety are reduced by adding four hydrogen atoms. 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide has been detected, but not quantified in, herbs and spices. This could make 2,4-undecadiene-8,10-diynoic acid 2,3-dehydropiperidide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide.

Structure

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

HMDB0033525
     RDKit          3D
2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide
 35 35  0  0  0  0  0  0  0  0999 V2000
    7.7905    1.8019   -2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0097    0.9718   -1.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765    0.0115   -1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2672   -0.8057   -0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2783   -1.7783   -0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4082   -1.1491    0.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4171   -2.0655    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330   -1.8873    1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536   -0.6881    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694   -0.5065    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3534    0.6924    0.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5948    1.5748   -0.3873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7562    0.9032    0.0366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757    2.0748   -0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5577    2.3524   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5403    1.4303    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0418    0.0019    0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6105   -0.1170    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4858    2.5410   -2.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -2.0818   -1.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8124   -2.6172    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9825   -0.2407    0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173   -0.7806    1.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687   -3.0066    1.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4414   -2.6587    1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150    0.1232    0.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4182   -1.2571    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904    2.7721   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421    3.2509   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4998    1.4899   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6994    1.7928    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6524   -0.6065    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1987   -0.3829   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -0.0660    1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2453   -1.0894    0.1895 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  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 13  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
M  END


  Mrv0541 05061307102D          

 18 18  0  0  0  0            999 V2000
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  3  0  0  0  0
  3  2  1  0  0  0  0
  4  3  3  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033525

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(\C=C\C=C/CCC#CC#C)N1CCCC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO/c1-2-3-4-5-6-7-8-10-13-16(18)17-14-11-9-12-15-17/h1,7-8,10-11,13-14H,5-6,9,12,15H2/b8-7-,13-10+

> <INCHI_KEY>
OGBLCPGFTJJOTG-BRSIODNASA-N

> <FORMULA>
C16H17NO

> <MOLECULAR_WEIGHT>
239.3123

> <EXACT_MASS>
239.131014171

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.35596194985601

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4Z)-1-(1,2,3,4-tetrahydropyridin-1-yl)undeca-2,4-dien-8,10-diyn-1-one

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
2.9499478810000004

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7166702054317202

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
77.96219999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4Z)-1-(3,4-dihydro-2H-pyridin-1-yl)undeca-2,4-dien-8,10-diyn-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033525
     RDKit          3D
2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide
 35 35  0  0  0  0  0  0  0  0999 V2000
    7.7905    1.8019   -2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0097    0.9718   -1.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765    0.0115   -1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2672   -0.8057   -0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2783   -1.7783   -0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4082   -1.1491    0.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4171   -2.0655    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330   -1.8873    1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536   -0.6881    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694   -0.5065    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3534    0.6924    0.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5948    1.5748   -0.3873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7562    0.9032    0.0366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757    2.0748   -0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5577    2.3524   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5403    1.4303    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0418    0.0019    0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6105   -0.1170    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4858    2.5410   -2.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -2.0818   -1.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8124   -2.6172    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9825   -0.2407    0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173   -0.7806    1.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687   -3.0066    1.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4414   -2.6587    1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150    0.1232    0.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4182   -1.2571    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904    2.7721   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421    3.2509   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4998    1.4899   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6994    1.7928    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6524   -0.6065    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1987   -0.3829   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -0.0660    1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2453   -1.0894    0.1895 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  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 13  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  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       5.335  13.860   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   10                                                       
CONECT    9   11   12                                                       
CONECT   10    8   13                                                       
CONECT   11    9   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   17                                                       
CONECT   16   13   17   18                                                  
CONECT   17   14   15   16                                                  
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0033525
HETATM    1  C1  UNL     1       7.790   1.802  -2.022  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.010   0.972  -1.623  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.077   0.012  -1.158  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.267  -0.806  -0.766  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.278  -1.778  -0.295  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.408  -1.149   0.807  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.417  -2.065   1.306  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.133  -1.887   1.270  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.554  -0.688   0.695  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.769  -0.507   0.659  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.353   0.692   0.084  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.595   1.575  -0.387  1.00  0.00           O  
HETATM   13  N1  UNL     1      -2.756   0.903   0.037  1.00  0.00           N  
HETATM   14  C12 UNL     1      -3.276   2.075  -0.524  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.558   2.352  -0.477  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.540   1.430   0.180  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.042   0.002   0.132  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.610  -0.117   0.578  1.00  0.00           C  
HETATM   19  H1  UNL     1       8.486   2.541  -2.362  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.665  -2.082  -1.145  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.812  -2.617   0.196  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.982  -0.241   0.369  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.117  -0.781   1.598  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.769  -3.007   1.761  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.441  -2.659   1.684  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.115   0.123   0.266  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.418  -1.257   1.062  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.590   2.772  -1.012  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.942   3.251  -0.909  1.00  0.00           H  
HETATM   30  H12 UNL     1      -6.500   1.490  -0.359  1.00  0.00           H  
HETATM   31  H13 UNL     1      -5.699   1.793   1.202  1.00  0.00           H  
HETATM   32  H14 UNL     1      -5.652  -0.606   0.829  1.00  0.00           H  
HETATM   33  H15 UNL     1      -5.199  -0.383  -0.911  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.576  -0.066   1.682  1.00  0.00           H  
HETATM   35  H17 UNL     1      -3.245  -1.089   0.189  1.00  0.00           H  
CONECT    1    2    2    2   19
CONECT    2    3
CONECT    3    4    4    4
CONECT    4    5
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8    8   24
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   27
CONECT   11   12   12   13
CONECT   13   14   18
CONECT   14   15   15   28
CONECT   15   16   29
CONECT   16   17   30   31
CONECT   17   18   32   33
CONECT   18   34   35
END

HMDB0033525
     RDKit          3D
2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide
 35 35  0  0  0  0  0  0  0  0999 V2000
    7.7905    1.8019   -2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0097    0.9718   -1.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765    0.0115   -1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2672   -0.8057   -0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2783   -1.7783   -0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4082   -1.1491    0.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4171   -2.0655    1.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330   -1.8873    1.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536   -0.6881    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694   -0.5065    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3534    0.6924    0.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5948    1.5748   -0.3873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7562    0.9032    0.0366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757    2.0748   -0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5577    2.3524   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5403    1.4303    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0418    0.0019    0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6105   -0.1170    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4858    2.5410   -2.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -2.0818   -1.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8124   -2.6172    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9825   -0.2407    0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173   -0.7806    1.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687   -3.0066    1.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4414   -2.6587    1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150    0.1232    0.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4182   -1.2571    1.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904    2.7721   -1.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421    3.2509   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4998    1.4899   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6994    1.7928    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6524   -0.6065    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1987   -0.3829   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762   -0.0660    1.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2453   -1.0894    0.1895 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  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 13  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4-Undecadiene-8,10-diynoate 2,3-dehydropiperidide	Generator

Chemical Formula

C₁₆H₁₇NO

Average Molecular Weight

239.3123

Monoisotopic Molecular Weight

239.131014171

IUPAC Name

(2E,4Z)-1-(1,2,3,4-tetrahydropyridin-1-yl)undeca-2,4-dien-8,10-diyn-1-one

Traditional Name

(2E,4Z)-1-(3,4-dihydro-2H-pyridin-1-yl)undeca-2,4-dien-8,10-diyn-1-one

CAS Registry Number

52704-38-8

SMILES

O=C(\C=C\C=C/CCC#CC#C)N1CCCC=C1

InChI Identifier

InChI=1S/C16H17NO/c1-2-3-4-5-6-7-8-10-13-16(18)17-14-11-9-12-15-17/h1,7-8,10-11,13-14H,5-6,9,12,15H2/b8-7-,13-10+

InChI Key

OGBLCPGFTJJOTG-BRSIODNASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydropyridines. These are derivatives of pyridine in which two double bonds in the pyridine moiety are reduced by adding four hydrogen atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydropyridines

Direct Parent

Tetrahydropyridines

Alternative Parents

Substituents

Tetrahydropyridine
Tertiary carboxylic acid amide
Carboxamide group
Acetylide
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033525)
Cell membrane (HMDB: HMDB0033525)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033525)

Source

Exogenous

Exogenous (HMDB: HMDB0033525)

Food

Food (HMDB: HMDB0033525)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033525)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033525)

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	0.012 g/L	ALOGPS
logP	3.77	ALOGPS
logP	2.95	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	20.31 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.96 m³·mol⁻¹	ChemAxon
Polarizability	28.36 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	163.852	31661259
DarkChem	[M-H]-	162.712	31661259
DeepCCS	[M+H]+	156.157	30932474
DeepCCS	[M-H]-	153.762	30932474
DeepCCS	[M-2H]-	186.824	30932474
DeepCCS	[M+Na]+	162.186	30932474
AllCCS	[M+H]+	157.7	32859911
AllCCS	[M+H-H2O]+	154.0	32859911
AllCCS	[M+NH4]+	161.1	32859911
AllCCS	[M+Na]+	162.1	32859911
AllCCS	[M-H]-	161.9	32859911
AllCCS	[M+Na-2H]-	162.3	32859911
AllCCS	[M+HCOO]-	162.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide	O=C(\C=C\C=C/CCC#CC#C)N1CCCC=C1	3779.6	Standard polar	33892256
2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide	O=C(\C=C\C=C/CCC#CC#C)N1CCCC=C1	2178.8	Standard non polar	33892256
2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide	O=C(\C=C\C=C/CCC#CC#C)N1CCCC=C1	2415.4	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 - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide GC-MS (Non-derivatized) - 70eV, Positive	splash10-01u0-9610000000-8baaa1b5b715c7a9b43b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 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 2,3-dehydropiperidide 10V, Positive-QTOF	splash10-0006-3290000000-868f61136ea544b191fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 20V, Positive-QTOF	splash10-001l-8930000000-a2deadde9f74bff40b35	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 40V, Positive-QTOF	splash10-0fsi-9100000000-7ff8830d157f0561ac9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 10V, Negative-QTOF	splash10-000i-0190000000-7eb88fa283761facd987	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 20V, Negative-QTOF	splash10-0019-8790000000-5ca6725cf069abb08ffb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 40V, Negative-QTOF	splash10-001i-9200000000-98c2abe9cab3131c7d6e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 10V, Negative-QTOF	splash10-000i-0090000000-e5233bd63b732b74982f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 20V, Negative-QTOF	splash10-0079-1940000000-52bf5b23028073c66ee8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 40V, Negative-QTOF	splash10-001i-9400000000-d997c3909fa3bfe583a8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 10V, Positive-QTOF	splash10-0006-1490000000-5f6b4f197998e9275f85	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 20V, Positive-QTOF	splash10-01q9-9420000000-7447af9dc65a823834e1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide 40V, Positive-QTOF	splash10-003r-9100000000-006eedffe65215c05684	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB011581

KNApSAcK ID

C00058128

Chemspider ID

30777014

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751446

PDB ID

Not Available

ChEBI ID

Not Available

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide (HMDB0033525)

MOL for HMDB0033525 (2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide)

3D MOL for HMDB0033525 (2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide)

3D SDF for HMDB0033525 (2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide)

3D-SDF for HMDB0033525 (2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide)

PDB for HMDB0033525 (2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide)

3D PDB for HMDB0033525 (2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide)

SMILES for HMDB0033525 (2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide)

INCHI for HMDB0033525 (2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide)

Structure for HMDB0033525 (2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide)

3D Structure for HMDB0033525 (2,4-Undecadiene-8,10-diynoic acid 2,3-dehydropiperidide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra