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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:11:20 UTC

Update Date

2022-03-07 02:55:57 UTC

HMDB ID

HMDB0038841

Secondary Accession Numbers

HMDB38841

Metabolite Identification

Common Name

2,4-Dodecadienoic acid pyrrolidide

Description

2,4-Dodecadienoic acid pyrrolidide belongs to the class of organic compounds known as n-acylpyrrolidines. These are n-Acylated Pyrrolidine derivatives. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. 2,4-Dodecadienoic acid pyrrolidide has been detected, but not quantified in, herbs and spices and pepper (spice). This could make 2,4-dodecadienoic acid pyrrolidide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,4-Dodecadienoic acid pyrrolidide.

Structure

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

HMDB0038841
     RDKit          3D
2,4-Dodecadienoic acid pyrrolidide
 45 45  0  0  0  0  0  0  0  0999 V2000
    5.5416    2.5379   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6469    1.2538   -0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5250    0.1586   -0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0225   -1.2211   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989   -1.6578    0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5668   -1.0515    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5577   -1.7832    1.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510   -1.1258    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7986   -1.7988    0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0641   -1.0727    0.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1142   -1.7260   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4218   -1.2336   -0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2526   -2.1275   -1.0009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8983    0.0947   -0.4495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2602    1.2832   -0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2786    2.3849    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5881    1.6335    0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2926    0.4521   -0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1366    2.4569    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2118    2.5118   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8858    3.4111   -0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3506    1.0992   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7807    1.4284   -0.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4848    0.1356   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9349    0.4173    0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8019   -1.5404   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9511   -1.8722   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -2.7888    0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506   -1.4531    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1562   -1.0934   -0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561    0.0055    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789   -2.8299    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -1.6741    2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302   -0.0762    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198   -2.8530    0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1289   -0.0285    0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8974   -2.8287   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9410    1.1101    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3927    1.5820   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1419    3.0378    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2472    2.9851   -0.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7423    1.2760    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3737    2.2739   -0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9198   -0.3950   -0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3778    0.7020   -1.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
M  END


  Mrv0541 05061310412D          

 18 18  0  0  0  0            999 V2000
   -2.1298    8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4153    8.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008    8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136    8.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7281    8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426    8.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570    8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8715    8.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5860    8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3004    8.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3371    7.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7496    7.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0149    8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5301    7.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1975    8.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7294    8.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439    8.0685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7294    9.3060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  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  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  2  0  0  0  0
 14 11  1  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>
HMDB0038841

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCC\C=C\C=C\C(=O)N1CCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C16H27NO/c1-2-3-4-5-6-7-8-9-10-13-16(18)17-14-11-12-15-17/h8-10,13H,2-7,11-12,14-15H2,1H3/b9-8+,13-10+

> <INCHI_KEY>
UAIYHWLHQSKQLW-PEGOPYGQSA-N

> <FORMULA>
C16H27NO

> <MOLECULAR_WEIGHT>
249.3917

> <EXACT_MASS>
249.209264491

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
32.0253648018102

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E)-1-(pyrrolidin-1-yl)dodeca-2,4-dien-1-one

> <ALOGPS_LOGP>
5.06

> <JCHEM_LOGP>
4.160416935

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.0702156834667393

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
80.0461

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E)-1-(pyrrolidin-1-yl)dodeca-2,4-dien-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038841
     RDKit          3D
2,4-Dodecadienoic acid pyrrolidide
 45 45  0  0  0  0  0  0  0  0999 V2000
    5.5416    2.5379   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6469    1.2538   -0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5250    0.1586   -0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0225   -1.2211   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989   -1.6578    0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5668   -1.0515    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5577   -1.7832    1.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510   -1.1258    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7986   -1.7988    0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0641   -1.0727    0.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1142   -1.7260   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4218   -1.2336   -0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2526   -2.1275   -1.0009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8983    0.0947   -0.4495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2602    1.2832   -0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2786    2.3849    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5881    1.6335    0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2926    0.4521   -0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1366    2.4569    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2118    2.5118   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8858    3.4111   -0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3506    1.0992   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7807    1.4284   -0.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4848    0.1356   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9349    0.4173    0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8019   -1.5404   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9511   -1.8722   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -2.7888    0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506   -1.4531    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1562   -1.0934   -0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561    0.0055    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789   -2.8299    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -1.6741    2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302   -0.0762    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198   -2.8530    0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1289   -0.0285    0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8974   -2.8287   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9410    1.1101    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3927    1.5820   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1419    3.0378    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2472    2.9851   -0.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7423    1.2760    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3737    2.2739   -0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9198   -0.3950   -0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3778    0.7020   -1.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  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      -3.976  15.061   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.642  15.831   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.308  15.061   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.025  15.831   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.359  15.061   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.693  15.831   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.026  15.061   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.360  15.831   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.694  15.061   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.027  15.831   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.696  13.209   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.466  14.543   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.361  15.061   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.190  13.530   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.435  15.688   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.695  15.831   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      12.029  15.061   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      10.695  17.371   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    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13                                                       
CONECT   11   12   14                                                       
CONECT   12   11   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    HMDB0038841
HETATM    1  C1  UNL     1       5.542   2.538  -0.905  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.647   1.254  -0.968  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.525   0.159  -0.468  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.023  -1.221  -0.442  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.899  -1.658   0.393  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.567  -1.051   0.180  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.558  -1.783   1.129  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.251  -1.126   0.861  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.799  -1.799   0.414  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.064  -1.073   0.173  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.114  -1.726  -0.271  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.422  -1.234  -0.570  1.00  0.00           C  
HETATM   13  O1  UNL     1      -5.253  -2.128  -1.001  1.00  0.00           O  
HETATM   14  N1  UNL     1      -4.898   0.095  -0.450  1.00  0.00           N  
HETATM   15  C13 UNL     1      -4.260   1.283  -0.003  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.279   2.385   0.049  1.00  0.00           C  
HETATM   17  C15 UNL     1      -6.588   1.633   0.100  1.00  0.00           C  
HETATM   18  C16 UNL     1      -6.293   0.452  -0.833  1.00  0.00           C  
HETATM   19  H1  UNL     1       6.137   2.457   0.022  1.00  0.00           H  
HETATM   20  H2  UNL     1       6.212   2.512  -1.788  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.886   3.411  -0.953  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.351   1.099  -2.022  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.781   1.428  -0.350  1.00  0.00           H  
HETATM   24  H6  UNL     1       6.485   0.136  -1.076  1.00  0.00           H  
HETATM   25  H7  UNL     1       5.935   0.417   0.561  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.802  -1.540  -1.541  1.00  0.00           H  
HETATM   27  H9  UNL     1       5.951  -1.872  -0.193  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.830  -2.789   0.304  1.00  0.00           H  
HETATM   29  H11 UNL     1       4.151  -1.453   1.499  1.00  0.00           H  
HETATM   30  H12 UNL     1       2.156  -1.093  -0.837  1.00  0.00           H  
HETATM   31  H13 UNL     1       2.556   0.006   0.559  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.579  -2.830   0.814  1.00  0.00           H  
HETATM   33  H15 UNL     1       1.902  -1.674   2.163  1.00  0.00           H  
HETATM   34  H16 UNL     1       0.130  -0.076   1.028  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.720  -2.853   0.234  1.00  0.00           H  
HETATM   36  H18 UNL     1      -2.129  -0.029   0.352  1.00  0.00           H  
HETATM   37  H19 UNL     1      -2.897  -2.829  -0.419  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.941   1.110   1.064  1.00  0.00           H  
HETATM   39  H21 UNL     1      -3.393   1.582  -0.653  1.00  0.00           H  
HETATM   40  H22 UNL     1      -5.142   3.038   0.935  1.00  0.00           H  
HETATM   41  H23 UNL     1      -5.247   2.985  -0.899  1.00  0.00           H  
HETATM   42  H24 UNL     1      -6.742   1.276   1.117  1.00  0.00           H  
HETATM   43  H25 UNL     1      -7.374   2.274  -0.302  1.00  0.00           H  
HETATM   44  H26 UNL     1      -6.920  -0.395  -0.500  1.00  0.00           H  
HETATM   45  H27 UNL     1      -6.378   0.702  -1.886  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8   32   33
CONECT    8    9    9   34
CONECT    9   10   35
CONECT   10   11   11   36
CONECT   11   12   37
CONECT   12   13   13   14
CONECT   14   15   18
CONECT   15   16   38   39
CONECT   16   17   40   41
CONECT   17   18   42   43
CONECT   18   44   45
END

HMDB0038841
     RDKit          3D
2,4-Dodecadienoic acid pyrrolidide
 45 45  0  0  0  0  0  0  0  0999 V2000
    5.5416    2.5379   -0.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6469    1.2538   -0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5250    0.1586   -0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0225   -1.2211   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989   -1.6578    0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5668   -1.0515    0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5577   -1.7832    1.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510   -1.1258    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7986   -1.7988    0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0641   -1.0727    0.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1142   -1.7260   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4218   -1.2336   -0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2526   -2.1275   -1.0009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8983    0.0947   -0.4495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2602    1.2832   -0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2786    2.3849    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5881    1.6335    0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2926    0.4521   -0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1366    2.4569    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2118    2.5118   -1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8858    3.4111   -0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3506    1.0992   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7807    1.4284   -0.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4848    0.1356   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9349    0.4173    0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8019   -1.5404   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9511   -1.8722   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -2.7888    0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506   -1.4531    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1562   -1.0934   -0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5561    0.0055    0.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5789   -2.8299    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -1.6741    2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302   -0.0762    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198   -2.8530    0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1289   -0.0285    0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8974   -2.8287   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9410    1.1101    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3927    1.5820   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1419    3.0378    0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2472    2.9851   -0.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7423    1.2760    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3737    2.2739   -0.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9198   -0.3950   -0.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3778    0.7020   -1.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4-Dodecadienoate pyrrolidide	Generator
1-(2,4-Dodecadienoyl)pyrrolidine	HMDB
[(2E,4E)-Dodecadienoyl]-pyrrolidine	HMDB

Chemical Formula

C₁₆H₂₇NO

Average Molecular Weight

249.3917

Monoisotopic Molecular Weight

249.209264491

IUPAC Name

(2E,4E)-1-(pyrrolidin-1-yl)dodeca-2,4-dien-1-one

Traditional Name

(2E,4E)-1-(pyrrolidin-1-yl)dodeca-2,4-dien-1-one

CAS Registry Number

117137-69-6

SMILES

CCCCCCC\C=C\C=C\C(=O)N1CCCC1

InChI Identifier

InChI=1S/C16H27NO/c1-2-3-4-5-6-7-8-9-10-13-16(18)17-14-11-12-15-17/h8-10,13H,2-7,11-12,14-15H2,1H3/b9-8+,13-10+

InChI Key

UAIYHWLHQSKQLW-PEGOPYGQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylpyrrolidines. These are n-Acylated Pyrrolidine derivatives. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

N-acylpyrrolidines

Direct Parent

N-acylpyrrolidines

Alternative Parents

Substituents

N-acylpyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
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

N-acylpyrrolidine (CHEBI:70093 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038841)

Membrane (HMDB: HMDB0038841)
Cell membrane (HMDB: HMDB0038841)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038841)

Source

Exogenous

Food

Food (HMDB: HMDB0038841)

Herb and spice

Spice

Pepper (Spice) (FooDB: FOOD00139)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0038841)

Not Available

Nutrient (HMDB: HMDB0038841)

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	1.67 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	0.001 g/L	ALOGPS
logP	5.06	ALOGPS
logP	4.16	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	2.07	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	8	ChemAxon
Refractivity	80.05 m³·mol⁻¹	ChemAxon
Polarizability	32.03 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]+	168.422	31661259
DarkChem	[M-H]-	167.12	31661259
DeepCCS	[M+H]+	170.174	30932474
DeepCCS	[M-H]-	167.816	30932474
DeepCCS	[M-2H]-	201.274	30932474
DeepCCS	[M+Na]+	177.24	30932474
AllCCS	[M+H]+	163.8	32859911
AllCCS	[M+H-H2O]+	160.5	32859911
AllCCS	[M+NH4]+	167.0	32859911
AllCCS	[M+Na]+	167.9	32859911
AllCCS	[M-H]-	169.5	32859911
AllCCS	[M+Na-2H]-	170.3	32859911
AllCCS	[M+HCOO]-	171.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4-Dodecadienoic acid pyrrolidide	CCCCCCC\C=C\C=C\C(=O)N1CCCC1	2768.5	Standard polar	33892256
2,4-Dodecadienoic acid pyrrolidide	CCCCCCC\C=C\C=C\C(=O)N1CCCC1	2113.1	Standard non polar	33892256
2,4-Dodecadienoic acid pyrrolidide	CCCCCCC\C=C\C=C\C(=O)N1CCCC1	2364.6	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-Dodecadienoic acid pyrrolidide GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9420000000-131fee3e1998b35e3585	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 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-Dodecadienoic acid pyrrolidide 10V, Negative-QTOF	splash10-0002-0190000000-ff52a3beaa84ed5263f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 20V, Negative-QTOF	splash10-006t-9680000000-1bade95995a629c31370	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 40V, Negative-QTOF	splash10-00di-9100000000-fcc92709a774f9e55f49	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 10V, Negative-QTOF	splash10-0002-0090000000-10488f0bf3afa7bde33e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 20V, Negative-QTOF	splash10-0002-3590000000-bec284e2c73e8f0b8167	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 40V, Negative-QTOF	splash10-01ba-9310000000-21d41d21b21d49ed7743	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 10V, Positive-QTOF	splash10-0udi-3290000000-45bc51114f972d450b9c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 20V, Positive-QTOF	splash10-0fk9-9720000000-dd93f8e977d021a101ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 40V, Positive-QTOF	splash10-0596-9100000000-90777d8be77317367688	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 10V, Positive-QTOF	splash10-0udi-5190000000-6c066058b3cdca417af0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 20V, Positive-QTOF	splash10-00di-9000000000-ef69d04c66a93944dc5d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 40V, Positive-QTOF	splash10-00di-9000000000-33f3766b7ffac541e777	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

FDB018276

KNApSAcK ID

C00031479

Chemspider ID

9174623

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10999431

PDB ID

Not Available

ChEBI ID

70093

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1628111

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-Dodecadienoic acid pyrrolidide (HMDB0038841)

MOL for HMDB0038841 (2,4-Dodecadienoic acid pyrrolidide)

3D MOL for HMDB0038841 (2,4-Dodecadienoic acid pyrrolidide)

3D SDF for HMDB0038841 (2,4-Dodecadienoic acid pyrrolidide)

3D-SDF for HMDB0038841 (2,4-Dodecadienoic acid pyrrolidide)

PDB for HMDB0038841 (2,4-Dodecadienoic acid pyrrolidide)

3D PDB for HMDB0038841 (2,4-Dodecadienoic acid pyrrolidide)

SMILES for HMDB0038841 (2,4-Dodecadienoic acid pyrrolidide)

INCHI for HMDB0038841 (2,4-Dodecadienoic acid pyrrolidide)

Structure for HMDB0038841 (2,4-Dodecadienoic acid pyrrolidide)

3D Structure for HMDB0038841 (2,4-Dodecadienoic acid pyrrolidide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra