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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:59:52 UTC

Update Date

2023-02-21 17:26:02 UTC

HMDB ID

HMDB0037742

Secondary Accession Numbers

HMDB37742

Metabolite Identification

Common Name

xi-5-Dodecanolide

Description

xi-5-Dodecanolide belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. Thus, XI-5-dodecanolide is considered to be a fatty ester. xi-5-Dodecanolide is a sweet, buttery, and coconut tasting compound. xi-5-Dodecanolide is found, on average, in the highest concentration within peppermints (Mentha X piperita). xi-5-Dodecanolide has also been detected, but not quantified in, a few different foods, such as blackberries (Rubus), coconuts (Cocos nucifera), and evergreen blackberries (Rubus laciniatus). This could make XI-5-dodecanolide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on xi-5-Dodecanolide.

Structure

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

HMDB0037742
     RDKit          3D
xi-5-Dodecanolide
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.5821    0.5364   -0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8154    1.0691    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8359   -0.0135    1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9354   -0.2649   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9191   -1.3164    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0359   -1.5747   -1.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6927   -0.3374   -1.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5708    0.2170   -0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6269   -0.8068    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -0.1016    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4332    0.8177   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4426    1.8136   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8300    3.0067   -0.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811    1.3910   -0.9124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5911   -0.5648   -0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0636    0.8861   -1.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6005    0.9250   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4445    1.2969    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235    1.9780    0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3938   -0.9507    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2374    0.2927    1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5764   -0.4790   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    0.7348   -0.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3099   -0.9568    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4646   -2.2253    0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6793   -1.8606   -1.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6202   -2.4370   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879   -0.5451   -2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172    0.4497   -1.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0414    0.5050    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274   -1.2271   -0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -1.5888    0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0760    0.6064    1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068   -0.7642    1.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430    1.2615    0.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8497    0.2268   -0.9276 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  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
M  END

HMDB0037742
     RDKit          3D
xi-5-Dodecanolide
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.5821    0.5364   -0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8154    1.0691    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8359   -0.0135    1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9354   -0.2649   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9191   -1.3164    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0359   -1.5747   -1.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6927   -0.3374   -1.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5708    0.2170   -0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6269   -0.8068    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -0.1016    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4332    0.8177   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4426    1.8136   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8300    3.0067   -0.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811    1.3910   -0.9124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5911   -0.5648   -0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0636    0.8861   -1.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6005    0.9250   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4445    1.2969    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235    1.9780    0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3938   -0.9507    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2374    0.2927    1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5764   -0.4790   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    0.7348   -0.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3099   -0.9568    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4646   -2.2253    0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6793   -1.8606   -1.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6202   -2.4370   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879   -0.5451   -2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172    0.4497   -1.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0414    0.5050    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274   -1.2271   -0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -1.5888    0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0760    0.6064    1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068   -0.7642    1.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430    1.2615    0.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8497    0.2268   -0.9276 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  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -4.664   2.309   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.664   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.998   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.998  -1.536   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.664  -2.306   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.333  -1.536   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.998  -2.309   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.667  -1.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.667  -2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.001  -1.539   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.333  -2.309   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.666  -1.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.998  -2.309   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.333   0.003   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
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   12                                                            
CONECT   14    2    6                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0037742
HETATM    1  C1  UNL     1      -4.582   0.536  -0.609  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.815   1.069   0.568  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.836  -0.013   1.005  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.935  -0.265  -0.209  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.919  -1.316   0.088  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.036  -1.575  -1.091  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.693  -0.337  -1.484  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.571   0.217  -0.398  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.627  -0.807   0.006  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.650  -0.102   0.850  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.433   0.818  -0.095  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.443   1.814  -0.597  1.00  0.00           C  
HETATM   13  O1  UNL     1       3.830   3.007  -0.704  1.00  0.00           O  
HETATM   14  O2  UNL     1       2.181   1.391  -0.912  1.00  0.00           O  
HETATM   15  H1  UNL     1      -4.591  -0.565  -0.652  1.00  0.00           H  
HETATM   16  H2  UNL     1      -4.064   0.886  -1.524  1.00  0.00           H  
HETATM   17  H3  UNL     1      -5.600   0.925  -0.590  1.00  0.00           H  
HETATM   18  H4  UNL     1      -4.444   1.297   1.437  1.00  0.00           H  
HETATM   19  H5  UNL     1      -3.223   1.978   0.329  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.394  -0.951   1.245  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.237   0.293   1.880  1.00  0.00           H  
HETATM   22  H8  UNL     1      -2.576  -0.479  -1.067  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.449   0.735  -0.393  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.310  -0.957   0.952  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.465  -2.225   0.424  1.00  0.00           H  
HETATM   26  H12 UNL     1      -0.679  -1.861  -1.975  1.00  0.00           H  
HETATM   27  H13 UNL     1       0.620  -2.437  -0.892  1.00  0.00           H  
HETATM   28  H14 UNL     1       1.388  -0.545  -2.350  1.00  0.00           H  
HETATM   29  H15 UNL     1      -0.017   0.450  -1.796  1.00  0.00           H  
HETATM   30  H16 UNL     1       1.041   0.505   0.515  1.00  0.00           H  
HETATM   31  H17 UNL     1       3.127  -1.227  -0.885  1.00  0.00           H  
HETATM   32  H18 UNL     1       2.095  -1.589   0.584  1.00  0.00           H  
HETATM   33  H19 UNL     1       3.076   0.606   1.514  1.00  0.00           H  
HETATM   34  H20 UNL     1       4.307  -0.764   1.417  1.00  0.00           H  
HETATM   35  H21 UNL     1       5.243   1.261   0.480  1.00  0.00           H  
HETATM   36  H22 UNL     1       4.850   0.227  -0.928  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   14   30
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   12   35   36
CONECT   12   13   13   14
END

HMDB0037742
     RDKit          3D
xi-5-Dodecanolide
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.5821    0.5364   -0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8154    1.0691    0.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8359   -0.0135    1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9354   -0.2649   -0.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9191   -1.3164    0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0359   -1.5747   -1.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6927   -0.3374   -1.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5708    0.2170   -0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6269   -0.8068    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -0.1016    0.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4332    0.8177   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4426    1.8136   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8300    3.0067   -0.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811    1.3910   -0.9124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5911   -0.5648   -0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0636    0.8861   -1.5241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6005    0.9250   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4445    1.2969    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235    1.9780    0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3938   -0.9507    1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2374    0.2927    1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5764   -0.4790   -1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    0.7348   -0.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3099   -0.9568    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4646   -2.2253    0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6793   -1.8606   -1.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6202   -2.4370   -0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879   -0.5451   -2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172    0.4497   -1.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0414    0.5050    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274   -1.2271   -0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -1.5888    0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0760    0.6064    1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068   -0.7642    1.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2430    1.2615    0.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8497    0.2268   -0.9276 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  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+/-)-5-dodecanolide	HMDB
(+/-)-6-heptyltetrahydro-2H-pyran-2-one	HMDB
(+/-)-delta-heptyl-delta-valerolactone	HMDB
5-Dodecalactone	HMDB
5-Hydroxydodecanoic acid delta-lactone	HMDB
5-Hydroxydodecanoic acid lactone	HMDB
6-heptyltetrahydro-2H-Pyran-2-one	HMDB
delta-Dodecalactone	HMDB
delta-Dodecanolactone	HMDB
delta-Heptyl-delta-valerolactone	HMDB
Dodecan-5-olide	HMDB
Dodecanoic acid, 5-hydroxy-, delta-lactone	HMDB
Dodecanolide-1,5	HMDB
N-Heptyl-delta-valerolactone	HMDB
Δ-dodecalactone	Generator

Chemical Formula

C₁₂H₂₂O₂

Average Molecular Weight

198.3019

Monoisotopic Molecular Weight

198.161979948

IUPAC Name

6-heptyloxan-2-one

Traditional Name

delta-dodecalactone

CAS Registry Number

3051-22-7

SMILES

CCCCCCCC1CCCC(=O)O1

InChI Identifier

InChI=1S/C12H22O2/c1-2-3-4-5-6-8-11-9-7-10-12(13)14-11/h11H,2-10H2,1H3

InChI Key

QRPLZGZHJABGRS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta_valerolactone
Delta valerolactone
Oxane
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Lactones (LMFA07040040 )

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Cell membrane (FooDB: )
Membrane (FooDB: )

Route of exposure

Enteral

Ingestion (FooDB: )

Source

Exogenous

Food

Food (FooDB: )

Fruit

Tropical fruit

Coconut (FooDB: FOOD00336)

Berry

Evergreen blackberry (FooDB: FOOD00901)
Blackberry (FooDB: FOOD00906)

Herb and spice

Herb

Peppermint (FooDB: FOOD00113)

Endogenous

Plant

Plant (FooDB: )

Animal

Animal (FooDB: )

Process

Not Available

Role

Biological role

Nutrient (FooDB: )

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavor (FooDB: )

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-12 °C	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	0.019 g/L	ALOGPS
logP	4.34	ALOGPS
logP	3.76	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	56.86 m³·mol⁻¹	ChemAxon
Polarizability	24.59 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]+	148.166	31661259
DarkChem	[M-H]-	145.835	31661259
DeepCCS	[M+H]+	153.198	30932474
DeepCCS	[M-H]-	149.395	30932474
DeepCCS	[M-2H]-	187.058	30932474
DeepCCS	[M+Na]+	162.357	30932474
AllCCS	[M+H]+	150.3	32859911
AllCCS	[M+H-H2O]+	146.3	32859911
AllCCS	[M+NH4]+	154.0	32859911
AllCCS	[M+Na]+	155.1	32859911
AllCCS	[M-H]-	154.0	32859911
AllCCS	[M+Na-2H]-	154.9	32859911
AllCCS	[M+HCOO]-	156.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
xi-5-Dodecanolide	CCCCCCCC1CCCC(=O)O1	2435.3	Standard polar	33892256
xi-5-Dodecanolide	CCCCCCCC1CCCC(=O)O1	1603.8	Standard non polar	33892256
xi-5-Dodecanolide	CCCCCCCC1CCCC(=O)O1	1739.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - xi-5-Dodecanolide EI-B (Non-derivatized)	splash10-006y-9000000000-6dde1f4e9eb6e77e2909	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - xi-5-Dodecanolide EI-B (Non-derivatized)	splash10-006y-9000000000-6dde1f4e9eb6e77e2909	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-5-Dodecanolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00gv-9300000000-81e2985e9c436226c577	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-5-Dodecanolide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - xi-5-Dodecanolide 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - xi-5-Dodecanolide LC-ESI-QTOF , positive-QTOF	splash10-03e9-0900000000-4a1c0c068526fdf84a51	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - xi-5-Dodecanolide LC-ESI-QTOF , positive-QTOF	splash10-03ka-3900000000-85aa811e6aabe9eb2fab	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - xi-5-Dodecanolide 10V, Positive-QTOF	splash10-03e9-0900000000-edf9460e6f07bc10701b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - xi-5-Dodecanolide 10V, Positive-QTOF	splash10-03e9-0900000000-4a1c0c068526fdf84a51	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - xi-5-Dodecanolide 20V, Positive-QTOF	splash10-03ka-3900000000-85aa811e6aabe9eb2fab	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 10V, Positive-QTOF	splash10-0002-0900000000-5faedf2b3da12ffb907d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 20V, Positive-QTOF	splash10-08fr-3900000000-30ec084bc09f83f3e01a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 40V, Positive-QTOF	splash10-052f-9200000000-19972997d12efa7d2d2f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 10V, Negative-QTOF	splash10-0f6t-0900000000-19f313ff46494d79b1ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 20V, Negative-QTOF	splash10-0f6t-3900000000-dc38a126e161e45a8bb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 40V, Negative-QTOF	splash10-0006-9100000000-7265f487c6f2a2594411	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 10V, Positive-QTOF	splash10-0a4j-9300000000-09c5d1f0cecc8213d189	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 20V, Positive-QTOF	splash10-052f-9100000000-136b583c75cfd1b47a70	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 40V, Positive-QTOF	splash10-052f-9100000000-abfe093fcccf0157ec26	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 10V, Negative-QTOF	splash10-0002-0900000000-e1c4c7edfac216993e06	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 20V, Negative-QTOF	splash10-0002-3900000000-ad70e93c53aebe76e52a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - xi-5-Dodecanolide 40V, Negative-QTOF	splash10-0a6u-6900000000-eba8dee2f97ccb9a51ba	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

FDB016873

KNApSAcK ID

Not Available

Chemspider ID

12314

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12844

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 xi-5-Dodecanolide (HMDB0037742)

MOL for HMDB0037742 (xi-5-Dodecanolide)

3D MOL for HMDB0037742 (xi-5-Dodecanolide)

3D SDF for HMDB0037742 (xi-5-Dodecanolide)

3D-SDF for HMDB0037742 (xi-5-Dodecanolide)

PDB for HMDB0037742 (xi-5-Dodecanolide)

3D PDB for HMDB0037742 (xi-5-Dodecanolide)

SMILES for HMDB0037742 (xi-5-Dodecanolide)

INCHI for HMDB0037742 (xi-5-Dodecanolide)

Structure for HMDB0037742 (xi-5-Dodecanolide)

3D Structure for HMDB0037742 (xi-5-Dodecanolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra