Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Show more...Show more...Show more...Show more...

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:00:33 UTC

Update Date

2023-02-21 17:26:59 UTC

HMDB ID

HMDB0039522

Secondary Accession Numbers

HMDB39522

Metabolite Identification

Common Name

Linalyl acetate

Description

Linalyl acetate, also known as 3,7-dimethylocta-1,6-dien-3-yl acetate, is a monoterpenoid that is the acetate ester of linalool. It forms a principal component of the essential oils from bergamot and lavender. It is an acetate ester and a monoterpenoid that derives from linalool. Linalyl acetate is isolated from numerous plants and essential oils, e.g. clary sage, lavender, lemon etc., and it is used as a flavouring ingredient. Synthetic linalyl acetate is sometimes used as an adulterant in essential oils to make them more marketable.

Structure

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

HMDB0039522
     RDKit          3D
Linalyl acetate
 34 33  0  0  0  0  0  0  0  0999 V2000
   -1.8147   -0.9770    2.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2468   -0.9829    1.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6374   -0.3165   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290   -1.1853   -1.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -0.1785    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5812   -1.4365    0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0391   -1.3151    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8732   -0.3370    0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538   -0.6666    0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5941    1.0599   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3148    0.9005   -0.1842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860    1.8192   -1.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8591    3.1198   -1.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2133    1.5574   -2.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471   -1.5012    3.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9152   -0.4475    2.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740   -1.5358    0.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -0.8946   -2.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6746   -2.2431   -0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0184   -1.2069   -1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0088    0.4167    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2420    0.4314   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2905   -1.9659    1.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -2.1616   -0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691   -2.3151    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7580   -1.0674   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9168    0.2074    0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -1.4723    1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426    1.2576   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758    1.6620    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8470    1.5751    0.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8378    2.9521   -0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8886    3.4211   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3008    3.8265   -0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  4 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
M  END

HMDB0039522
     RDKit          3D
Linalyl acetate
 34 33  0  0  0  0  0  0  0  0999 V2000
   -1.8147   -0.9770    2.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2468   -0.9829    1.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6374   -0.3165   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290   -1.1853   -1.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -0.1785    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5812   -1.4365    0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0391   -1.3151    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8732   -0.3370    0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538   -0.6666    0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5941    1.0599   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3148    0.9005   -0.1842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860    1.8192   -1.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8591    3.1198   -1.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2133    1.5574   -2.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471   -1.5012    3.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9152   -0.4475    2.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740   -1.5358    0.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -0.8946   -2.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6746   -2.2431   -0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0184   -1.2069   -1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0088    0.4167    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2420    0.4314   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2905   -1.9659    1.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -2.1616   -0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691   -2.3151    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7580   -1.0674   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9168    0.2074    0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -1.4723    1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426    1.2576   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758    1.6620    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8470    1.5751    0.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8378    2.9521   -0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8886    3.4211   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3008    3.8265   -0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  4 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       1.953   4.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.390  -2.461   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.080  -1.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.850   8.208   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.954   4.977   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.620   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.390   0.206   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.390   2.874   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.620  -1.127   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.620   6.875   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620   4.207   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.160   6.875   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.850   5.541   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5   12                                                            
CONECT    6    1   12                                                       
CONECT    7    8    9                                                       
CONECT    8    7   10                                                       
CONECT    9    7   12                                                       
CONECT   10    2    3    8                                                  
CONECT   11    4   13   14                                                  
CONECT   12    5    6    9   14                                             
CONECT   13   11                                                            
CONECT   14   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0039522
HETATM    1  C1  UNL     1      -1.815  -0.977   2.351  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.247  -0.983   1.131  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.637  -0.317  -0.054  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.929  -1.185  -1.250  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.134  -0.178   0.090  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.581  -1.436   0.242  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.039  -1.315   0.355  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.873  -0.337   0.267  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.354  -0.667   0.461  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.594   1.060  -0.020  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.315   0.900  -0.184  1.00  0.00           O  
HETATM   12  C11 UNL     1      -2.086   1.819  -1.176  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.859   3.120  -1.241  1.00  0.00           C  
HETATM   14  O2  UNL     1      -1.213   1.557  -2.037  1.00  0.00           O  
HETATM   15  H1  UNL     1      -2.347  -1.501   3.130  1.00  0.00           H  
HETATM   16  H2  UNL     1      -0.915  -0.448   2.618  1.00  0.00           H  
HETATM   17  H3  UNL     1      -3.174  -1.536   0.920  1.00  0.00           H  
HETATM   18  H4  UNL     1      -1.353  -0.895  -2.151  1.00  0.00           H  
HETATM   19  H5  UNL     1      -1.675  -2.243  -0.951  1.00  0.00           H  
HETATM   20  H6  UNL     1      -3.018  -1.207  -1.477  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.009   0.417   1.043  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.242   0.431  -0.728  1.00  0.00           H  
HETATM   23  H9  UNL     1       0.291  -1.966   1.218  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.382  -2.162  -0.601  1.00  0.00           H  
HETATM   25  H11 UNL     1       2.569  -2.315   0.571  1.00  0.00           H  
HETATM   26  H12 UNL     1       4.758  -1.067  -0.479  1.00  0.00           H  
HETATM   27  H13 UNL     1       4.917   0.207   0.784  1.00  0.00           H  
HETATM   28  H14 UNL     1       4.388  -1.472   1.221  1.00  0.00           H  
HETATM   29  H15 UNL     1       2.343   1.258  -1.100  1.00  0.00           H  
HETATM   30  H16 UNL     1       3.576   1.662   0.093  1.00  0.00           H  
HETATM   31  H17 UNL     1       1.847   1.575   0.590  1.00  0.00           H  
HETATM   32  H18 UNL     1      -3.838   2.952  -0.767  1.00  0.00           H  
HETATM   33  H19 UNL     1      -2.889   3.421  -2.287  1.00  0.00           H  
HETATM   34  H20 UNL     1      -2.301   3.827  -0.582  1.00  0.00           H  
CONECT    1    2    2   15   16
CONECT    2    3   17
CONECT    3    4    5   11
CONECT    4   18   19   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8    8   25
CONECT    8    9   10
CONECT    9   26   27   28
CONECT   10   29   30   31
CONECT   11   12
CONECT   12   13   14   14
CONECT   13   32   33   34
END

HMDB0039522
     RDKit          3D
Linalyl acetate
 34 33  0  0  0  0  0  0  0  0999 V2000
   -1.8147   -0.9770    2.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2468   -0.9829    1.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6374   -0.3165   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290   -1.1853   -1.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -0.1785    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5812   -1.4365    0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0391   -1.3151    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8732   -0.3370    0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3538   -0.6666    0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5941    1.0599   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3148    0.9005   -0.1842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860    1.8192   -1.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8591    3.1198   -1.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2133    1.5574   -2.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471   -1.5012    3.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9152   -0.4475    2.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1740   -1.5358    0.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -0.8946   -2.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6746   -2.2431   -0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0184   -1.2069   -1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0088    0.4167    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2420    0.4314   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2905   -1.9659    1.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -2.1616   -0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691   -2.3151    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7580   -1.0674   -0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9168    0.2074    0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -1.4723    1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426    1.2576   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5758    1.6620    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8470    1.5751    0.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8378    2.9521   -0.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8886    3.4211   -2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3008    3.8265   -0.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  4 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Linalyl acetic acid	Generator
(+)-1,5-Dimethyl-1-vinylhex-4-enyl acetate	HMDB
(-)-S-Linalyl acetate	HMDB
(1)-1,5-Dimethyl-1-vinylhex-4-enyl acetate	HMDB
(R)-Linalyl acetate	HMDB
1,5-Dimethyl-1-vinyl-4-hexenyl acetate	HMDB
1,5-Dimethyl-1-vinylhex-4-en-1-yl acetate	HMDB
1,6-Octadien-3-ol, 3, 7-dimethyl-, acetate	HMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, 3-acetate	HMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, acetate	HMDB
3,7-Dimethyl-1,6-ctadien-3-ol acetate	HMDB
3,7-Dimethyl-1,6-octadien-3-ol acetate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl acetate	HMDB
3,7-Dimethyl-3-acetate(3R)-1,6-octadien-3-ol	HMDB
3,7-Dimethyl-acetate(3R)-1,6-octadien-3-ol	HMDB
Acetic acid linalool ester	HMDB
Aetic acid linalool ester	HMDB
Bergamiol	HMDB
Bergamol	HMDB
Bergamot mint oil	HMDB
Dehydrolinalool, acetate	HMDB
Ex bois de rose (synthetic)	HMDB
FEMA 2636	HMDB
Licareol acetate	HMDB
Linalol acetate	HMDB
Linalool acetate	HMDB
Linalyl acetate synthetic	HMDB
Lynalyl acetate	HMDB
Phanteine	HMDB
Linalyl acetate, (+-)-isomer	MeSH, HMDB
Linalyl acetate, (R)-isomer	MeSH, HMDB
Linalyl acetate, (S)-isomer	MeSH, HMDB
3,7-Dimethylocta-1,6-dien-3-yl acetic acid	Generator
Linalyl acetate	MeSH

Chemical Formula

C₁₂H₂₀O₂

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

IUPAC Name

3,7-dimethylocta-1,6-dien-3-yl acetate

Traditional Name

linalyl acetate

CAS Registry Number

115-95-7

SMILES

CC(C)=CCCC(C)(OC(C)=O)C=C

InChI Identifier

InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3

InChI Key

UWKAYLJWKGQEPM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetate ester (CHEBI:78333 )
monoterpenoid (CHEBI:78333 )

Ontology

Physiological effect

Organoleptic effect

Taste

Sweet

Odor

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039522)

Source

Endogenous

Endogenous (HMDB: HMDB0039522)

Plant

Plant (HMDB: HMDB0039522)

Animal

Animal (HMDB: HMDB0039522)

Exogenous

Food

Food (HMDB: HMDB0039522)

Sunflower (FooDB: FOOD00086)

Herbs and Spices (FooDB: FOOD00866)

Fruit

Other fruit

Fig (FooDB: FOOD00081)

Citrus

Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)

Berry

Rabbiteye blueberry (FooDB: FOOD00898)

Vegetable

Stalk vegetable

Celery stalks (FooDB: FOOD00215)

Exogenous (HMDB: HMDB0039522)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039522)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039522)

Lipid metabolism pathway (HMDB: HMDB0039522)

Cellular process

Cell signaling (HMDB: HMDB0039522)

Biochemical process

Lipid transport (HMDB: HMDB0039522)

Role

Industrial applicationBiological role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	220.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	20.12 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.93	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.061 g/L	ALOGPS
logP	4.03	ALOGPS
logP	3.09	ChemAxon
logS	-3.5	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	59.36 m³·mol⁻¹	ChemAxon
Polarizability	23.21 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]+	146.413	31661259
DarkChem	[M-H]-	144.903	31661259
DeepCCS	[M+H]+	144.413	30932474
DeepCCS	[M-H]-	141.752	30932474
DeepCCS	[M-2H]-	177.991	30932474
DeepCCS	[M+Na]+	153.529	30932474
AllCCS	[M+H]+	148.0	32859911
AllCCS	[M+H-H2O]+	144.3	32859911
AllCCS	[M+NH4]+	151.5	32859911
AllCCS	[M+Na]+	152.6	32859911
AllCCS	[M-H]-	147.8	32859911
AllCCS	[M+Na-2H]-	149.1	32859911
AllCCS	[M+HCOO]-	150.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Linalyl acetate	CC(C)=CCCC(C)(OC(C)=O)C=C	1615.4	Standard polar	33892256
Linalyl acetate	CC(C)=CCCC(C)(OC(C)=O)C=C	1267.5	Standard non polar	33892256
Linalyl acetate	CC(C)=CCCC(C)(OC(C)=O)C=C	1284.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Linalyl acetate EI-B (Non-derivatized)	splash10-006x-9100000000-a199bdb794a1711d64d6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl acetate EI-B (Non-derivatized)	splash10-0006-9200000000-2efbf1c4700ba9b34ab7	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl acetate EI-B (Non-derivatized)	splash10-0006-9100000000-b497b7871d82184bce3a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl acetate EI-B (Non-derivatized)	splash10-0006-9100000000-c5a2a32609163f1d8a4d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl acetate EI-B (Non-derivatized)	splash10-006x-9100000000-a199bdb794a1711d64d6	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl acetate EI-B (Non-derivatized)	splash10-0006-9200000000-2efbf1c4700ba9b34ab7	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl acetate EI-B (Non-derivatized)	splash10-0006-9100000000-b497b7871d82184bce3a	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl acetate EI-B (Non-derivatized)	splash10-0006-9100000000-c5a2a32609163f1d8a4d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ko-9400000000-d9b638a0936492863bca	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9100000000-712e3c9398c0bf42fe1a	2014-09-20	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 - Linalyl acetate 10V, Positive-QTOF	splash10-0002-1900000000-0f6c80cf638628060579	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 20V, Positive-QTOF	splash10-05n0-7900000000-c24d96c54b634a5ce01e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 40V, Positive-QTOF	splash10-014i-9100000000-edecc6807b28c4e59a9d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 10V, Negative-QTOF	splash10-0002-1900000000-e20da33a45dcd63c6105	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 20V, Negative-QTOF	splash10-0zfs-3900000000-f698e30236a468ad6ab9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 40V, Negative-QTOF	splash10-0553-9800000000-80dff10f3d6586f64ec2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 10V, Negative-QTOF	splash10-0a4i-9400000000-fe0af33cbf0db86bab7b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 20V, Negative-QTOF	splash10-0a4i-9200000000-f337ba0b5012d00f9c12	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-f855cab3bee89dd8f267	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 10V, Positive-QTOF	splash10-001i-9300000000-db6bdfd0a5edf9f3864c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 20V, Positive-QTOF	splash10-053r-9200000000-7cd15204eb37717e9726	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl acetate 40V, Positive-QTOF	splash10-004i-9000000000-91362b0817199d37003e	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-17	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-17	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

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Linalyl acetate

METLIN ID

Not Available

PubChem Compound

8294

PDB ID

Not Available

ChEBI ID

78333

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1007892

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Linalyl acetate (HMDB0039522)

MOL for HMDB0039522 (Linalyl acetate)

3D MOL for HMDB0039522 (Linalyl acetate)

3D SDF for HMDB0039522 (Linalyl acetate)

3D-SDF for HMDB0039522 (Linalyl acetate)

PDB for HMDB0039522 (Linalyl acetate)

3D PDB for HMDB0039522 (Linalyl acetate)

SMILES for HMDB0039522 (Linalyl acetate)

INCHI for HMDB0039522 (Linalyl acetate)

Structure for HMDB0039522 (Linalyl acetate)

3D Structure for HMDB0039522 (Linalyl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra