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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-11 17:40:28 UTC

Update Date

2023-02-21 17:19:51 UTC

HMDB ID

HMDB0031019

Secondary Accession Numbers

HMDB31019

Metabolite Identification

Common Name

2-Dodecanone

Description

2-Dodecanone, also known as dodecan-2-one or dodecanone-(2) is a 12-carbon long-chain aliphatic molecule that belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 2-Dodecanone is also considered to be a long-chain methyl ketone. 2-Dodecanone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. It has a low melting point of just 19 oC. 2-Dodecanone has a citrus, floral, or fruity aroma which is contrasted with a fatty taste. 2-Dodecanone has been found in the volatile components of human feces (PMID: 21970810 ) and saliva (PMID: 24421258 ). It has also been linked celiac disease in children (PMID: 21970810 ). Outside of the human body, 2-dodecanone has been found at levels of up to 1.8 mg/kg in blue cheese, milk and cocoa and up to 2700 mg/kg in hop oil (Humulus lupulus). It has also been detected, but not quantified in, several other oils, such as laurel leaf oil, rue oil (Ruta graveolens) and tomato leaves and trichomes (PMID: 11757742 ). This could make 2-dodecanone a potential biomarker for the consumption of these foods. 2-Dodecanone is a natural insecticide and exhibits strong insecticidal properties to several insect species including Tribolium castaneum (LD50 = 5.21 ug/adult), Lasioderma serricorne (LD50 = 2.54 ug/adult) and Liposcelis bostrychophila (LD50 = 23.41 ug/cm2) in contact assays (PMID: 31240663 ).

Structure

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

HMDB0031019
     RDKit          3D
2-Dodecanone
 37 36  0  0  0  0  0  0  0  0999 V2000
    4.2709   -1.1598    1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4688   -1.1747    0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935    0.0998   -0.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1291    1.3065   -0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6769    1.2449    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7588    1.1087   -0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6932    1.0489   -0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0294   -0.0947    0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982   -0.0466    0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094   -0.1366   -0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8244   -0.0801    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6019   -1.3400    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3148    0.9874    0.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6835   -0.6837    2.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4100   -2.2454    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2686   -0.7010    1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9494   -1.9808   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4520   -1.5091    0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1127   -0.0381   -1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6850    0.2466   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374    2.1821   -0.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7967    1.5083    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4632    0.4505    1.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4263    2.2138    0.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8770    2.0404   -1.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0398    0.2767   -1.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9882    1.9874    0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616    0.9275   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4907    0.0530    1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7758   -1.0838    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7898   -0.8740    1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150    0.8950    1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196   -1.0813   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.6835   -1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9209   -2.2250    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3729   -1.4549   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0507   -1.3513    1.3109 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
 11 13  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
M  END

HMDB0031019
     RDKit          3D
2-Dodecanone
 37 36  0  0  0  0  0  0  0  0999 V2000
    4.2709   -1.1598    1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4688   -1.1747    0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935    0.0998   -0.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1291    1.3065   -0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6769    1.2449    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7588    1.1087   -0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6932    1.0489   -0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0294   -0.0947    0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982   -0.0466    0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094   -0.1366   -0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8244   -0.0801    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6019   -1.3400    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3148    0.9874    0.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6835   -0.6837    2.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4100   -2.2454    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2686   -0.7010    1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9494   -1.9808   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4520   -1.5091    0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1127   -0.0381   -1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6850    0.2466   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374    2.1821   -0.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7967    1.5083    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4632    0.4505    1.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4263    2.2138    0.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8770    2.0404   -1.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0398    0.2767   -1.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9882    1.9874    0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616    0.9275   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4907    0.0530    1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7758   -1.0838    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7898   -0.8740    1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150    0.8950    1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196   -1.0813   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.6835   -1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9209   -2.2250    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3729   -1.4549   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0507   -1.3513    1.3109 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
 11 13  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
M  END

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   12                                                            
CONECT    3    1    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    2   11   13                                                  
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0031019
HETATM    1  C1  UNL     1       4.271  -1.160   1.292  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.469  -1.175   0.003  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.594   0.100  -0.768  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.129   1.307  -0.033  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.677   1.245   0.372  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.759   1.109  -0.804  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.693   1.049  -0.406  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.029  -0.095   0.490  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.498  -0.047   0.821  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.409  -0.137  -0.356  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.824  -0.080   0.155  1.00  0.00           C  
HETATM   12  C12 UNL     1      -5.602  -1.340   0.298  1.00  0.00           C  
HETATM   13  O1  UNL     1      -5.315   0.987   0.444  1.00  0.00           O  
HETATM   14  H1  UNL     1       3.683  -0.684   2.082  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.410  -2.245   1.569  1.00  0.00           H  
HETATM   16  H3  UNL     1       5.269  -0.701   1.129  1.00  0.00           H  
HETATM   17  H4  UNL     1       3.949  -1.981  -0.626  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.452  -1.509   0.195  1.00  0.00           H  
HETATM   19  H6  UNL     1       3.113  -0.038  -1.744  1.00  0.00           H  
HETATM   20  H7  UNL     1       4.685   0.247  -0.984  1.00  0.00           H  
HETATM   21  H8  UNL     1       3.237   2.182  -0.713  1.00  0.00           H  
HETATM   22  H9  UNL     1       3.797   1.508   0.824  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.463   0.450   1.085  1.00  0.00           H  
HETATM   24  H11 UNL     1       1.426   2.214   0.869  1.00  0.00           H  
HETATM   25  H12 UNL     1       0.877   2.040  -1.419  1.00  0.00           H  
HETATM   26  H13 UNL     1       1.040   0.277  -1.468  1.00  0.00           H  
HETATM   27  H14 UNL     1      -0.988   1.987   0.063  1.00  0.00           H  
HETATM   28  H15 UNL     1      -1.262   0.928  -1.359  1.00  0.00           H  
HETATM   29  H16 UNL     1      -0.491   0.053   1.470  1.00  0.00           H  
HETATM   30  H17 UNL     1      -0.776  -1.084   0.060  1.00  0.00           H  
HETATM   31  H18 UNL     1      -2.790  -0.874   1.526  1.00  0.00           H  
HETATM   32  H19 UNL     1      -2.715   0.895   1.379  1.00  0.00           H  
HETATM   33  H20 UNL     1      -3.320  -1.081  -0.920  1.00  0.00           H  
HETATM   34  H21 UNL     1      -3.243   0.683  -1.084  1.00  0.00           H  
HETATM   35  H22 UNL     1      -4.921  -2.225   0.255  1.00  0.00           H  
HETATM   36  H23 UNL     1      -6.373  -1.455  -0.476  1.00  0.00           H  
HETATM   37  H24 UNL     1      -6.051  -1.351   1.311  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9   29   30
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   12   13   13
CONECT   12   35   36   37
END

HMDB0031019
     RDKit          3D
2-Dodecanone
 37 36  0  0  0  0  0  0  0  0999 V2000
    4.2709   -1.1598    1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4688   -1.1747    0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5935    0.0998   -0.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1291    1.3065   -0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6769    1.2449    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7588    1.1087   -0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6932    1.0489   -0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0294   -0.0947    0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4982   -0.0466    0.8211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094   -0.1366   -0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8244   -0.0801    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6019   -1.3400    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3148    0.9874    0.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6835   -0.6837    2.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4100   -2.2454    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2686   -0.7010    1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9494   -1.9808   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4520   -1.5091    0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1127   -0.0381   -1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6850    0.2466   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374    2.1821   -0.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7967    1.5083    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4632    0.4505    1.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4263    2.2138    0.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8770    2.0404   -1.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0398    0.2767   -1.4678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9882    1.9874    0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616    0.9275   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4907    0.0530    1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7758   -1.0838    0.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7898   -0.8740    1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150    0.8950    1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196   -1.0813   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2430    0.6835   -1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9209   -2.2250    0.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3729   -1.4549   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0507   -1.3513    1.3109 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
 11 13  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
12-(2,3-Dihydroxycyclopentyl)-2-dodecanone	HMDB
2,3-Epoxypropyl methanesulphonate	HMDB
Decyl methyl ketone	HMDB
Dodecan-2-one	HMDB
Dodecanone-(2)	HMDB
Methyl decyl ketone	HMDB
N-Decyl methyl ketone	HMDB

Chemical Formula

C₁₂H₂₄O

Average Molecular Weight

184.3184

Monoisotopic Molecular Weight

184.18271539

IUPAC Name

dodecan-2-one

Traditional Name

methyl decyl ketone

CAS Registry Number

6175-49-1

SMILES

CCCCCCCCCCC(C)=O

InChI Identifier

InChI=1S/C12H24O/c1-3-4-5-6-7-8-9-10-11-12(2)13/h3-11H2,1-2H3

InChI Key

LSKONYYRONEBKA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Ketones

Alternative Parents

Substituents

Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Oxygenated hydrocarbons (LMFA12000163 )

Ontology

Cellular substructure

Membrane (HMDB: HMDB0031019)
Cell membrane (HMDB: HMDB0031019)

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 20809147)

Excreta

Biofluid or Excreta

Feces (PMID: 21970810)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031019)

Source

Endogenous

Endogenous (HMDB: HMDB0031019)

Plant

Plant (HMDB: HMDB0031019)

Exogenous

Food

Food (HMDB: HMDB0031019)

Vegetable

Fruit vegetable

Garden tomato (FooDB: FOOD00171)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Fruit

Berry

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

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0031019)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	21 °C	Not Available
Boiling Point	245.00 to 246.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	13.99 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.544 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	4.74	ALOGPS
logP	4.36	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	19.64	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	57.63 m³·mol⁻¹	ChemAxon
Polarizability	24.77 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
DarkChem	[M+H]+	146.247	31661259
DarkChem	[M-H]-	145.614	31661259
DeepCCS	[M+H]+	152.827	30932474
DeepCCS	[M-H]-	149.332	30932474
DeepCCS	[M-2H]-	186.827	30932474
DeepCCS	[M+Na]+	162.098	30932474
AllCCS	[M+H]+	150.4	32859911
AllCCS	[M+H-H2O]+	146.6	32859911
AllCCS	[M+NH4]+	153.9	32859911
AllCCS	[M+Na]+	154.9	32859911
AllCCS	[M-H]-	151.7	32859911
AllCCS	[M+Na-2H]-	153.2	32859911
AllCCS	[M+HCOO]-	155.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Dodecanone	CCCCCCCCCCC(C)=O	1692.5	Standard polar	33892256
2-Dodecanone	CCCCCCCCCCC(C)=O	1373.1	Standard non polar	33892256
2-Dodecanone	CCCCCCCCCCC(C)=O	1395.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Dodecanone,1TMS,isomer #1	CCCCCCCCCC=C(C)O[Si](C)(C)C	1576.8	Semi standard non polar	33892256
2-Dodecanone,1TMS,isomer #1	CCCCCCCCCC=C(C)O[Si](C)(C)C	1540.7	Standard non polar	33892256
2-Dodecanone,1TMS,isomer #2	C=C(CCCCCCCCCC)O[Si](C)(C)C	1534.4	Semi standard non polar	33892256
2-Dodecanone,1TMS,isomer #2	C=C(CCCCCCCCCC)O[Si](C)(C)C	1545.3	Standard non polar	33892256
2-Dodecanone,1TBDMS,isomer #1	CCCCCCCCCC=C(C)O[Si](C)(C)C(C)(C)C	1798.9	Semi standard non polar	33892256
2-Dodecanone,1TBDMS,isomer #1	CCCCCCCCCC=C(C)O[Si](C)(C)C(C)(C)C	1719.5	Standard non polar	33892256
2-Dodecanone,1TBDMS,isomer #2	C=C(CCCCCCCCCC)O[Si](C)(C)C(C)(C)C	1754.4	Semi standard non polar	33892256
2-Dodecanone,1TBDMS,isomer #2	C=C(CCCCCCCCCC)O[Si](C)(C)C(C)(C)C	1722.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Dodecanone EI-B (Non-derivatized)	splash10-0a4l-9000000000-34e6acbca9cad7e87122	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Dodecanone EI-B (Non-derivatized)	splash10-0a4l-9000000000-34e6acbca9cad7e87122	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Dodecanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-0353d00aa5e15385eb24	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Dodecanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a4l-9000000000-3293f8f85d26475dec63	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 10V, Positive-QTOF	splash10-00kr-0900000000-ab1933445b5a3d042154	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 20V, Positive-QTOF	splash10-014r-5900000000-9126f214b8985aa86560	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 40V, Positive-QTOF	splash10-052f-9100000000-37d18b291c83e062574a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 10V, Negative-QTOF	splash10-001i-0900000000-cf9811fb05e574985341	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 20V, Negative-QTOF	splash10-001i-2900000000-aa662eccf2d30e16197d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 40V, Negative-QTOF	splash10-0a4l-9300000000-d14edf445ec441bbc9e3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 10V, Positive-QTOF	splash10-0a4i-9100000000-07ec12e8bad7e1430977	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 20V, Positive-QTOF	splash10-0a4i-9000000000-0c4798dac932e7b979e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 40V, Positive-QTOF	splash10-0a4l-9000000000-20a5578b404a8d3d5eb6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 10V, Negative-QTOF	splash10-001i-0900000000-ca9602a541fe011da51a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 20V, Negative-QTOF	splash10-001i-1900000000-b24721324e22c6311e7b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Dodecanone 40V, Negative-QTOF	splash10-052f-9200000000-9d3d006469f91c6ac741	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Feces
Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected and Quantified	0-503440.423 nmol/g wet feces	Children (1-13 years old)	Not Specified	Normal	21970810	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	26806034	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20809147	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Crohns disease	26806034	details
Feces	Detected and Quantified	0-971941.307 nmol/g wet feces	Children (1-13 years old)	Not Specified	Treated celiac disease	21970810	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Ulcerative colitis	26806034	details

Associated Disorders and Diseases

Disease References

Celiac disease
Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
Crohn's disease
Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
Ulcerative colitis
Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]

Associated OMIM IDs

212750 (Celiac disease)
266600 (Crohn's disease)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22556

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

de Lacy Costello B, Amann A, Al-Kateb H, Flynn C, Filipiak W, Khalid T, Osborne D, Ratcliffe NM: A review of the volatiles from the healthy human body. J Breath Res. 2014 Mar;8(1):014001. doi: 10.1088/1752-7155/8/1/014001. Epub 2014 Jan 13. [PubMed:24421258 ]
Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
Antonious GF: Production and quantification of methyl ketones in wild tomato accessions. J Environ Sci Health B. 2001 Nov;36(6):835-48. doi: 10.1081/PFC-100107416. [PubMed:11757742 ]
Wang Y, Zhang LT, Feng YX, Guo SS, Pang X, Zhang D, Geng ZF, Du SS: Insecticidal and repellent efficacy against stored-product insects of oxygenated monoterpenes and 2-dodecanone of the essential oil from Zanthoxylum planispinum var. dintanensis. Environ Sci Pollut Res Int. 2019 Aug;26(24):24988-24997. doi: 10.1007/s11356-019-05765-z. Epub 2019 Jun 26. [PubMed:31240663 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Dodecanone (HMDB0031019)

MOL for HMDB0031019 (2-Dodecanone)

3D MOL for HMDB0031019 (2-Dodecanone)

3D SDF for HMDB0031019 (2-Dodecanone)

3D-SDF for HMDB0031019 (2-Dodecanone)

PDB for HMDB0031019 (2-Dodecanone)

3D PDB for HMDB0031019 (2-Dodecanone)

SMILES for HMDB0031019 (2-Dodecanone)

INCHI for HMDB0031019 (2-Dodecanone)

Structure for HMDB0031019 (2-Dodecanone)

3D Structure for HMDB0031019 (2-Dodecanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra