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Showing metabocard for Linalyl acetate (HMDB0039522)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:00:33 UTC
Update Date2023-02-21 17:26:59 UTC
HMDB IDHMDB0039522
Secondary Accession Numbers
  • HMDB39522
Metabolite Identification
Common NameLinalyl acetate
DescriptionLinalyl 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
Data?1677000419
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0039522 (Linalyl acetate)


  Mrv1652305271900192D          

 14 13  0  0  0  0            999 V2000
    1.0461    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  2  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  8  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  2  0  0  0  0
 14 11  1  0  0  0  0
 14 12  1  0  0  0  0
M  END
Download

3D MOL for HMDB0039522 (Linalyl acetate)

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
Download

3D SDF for HMDB0039522 (Linalyl acetate)


  Mrv1652305271900192D          

 14 13  0  0  0  0            999 V2000
    1.0461    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  2  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  8  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  2  0  0  0  0
 14 11  1  0  0  0  0
 14 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039522

> <DATABASE_NAME>
hmdb

> <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

> <FORMULA>
C12H20O2

> <MOLECULAR_WEIGHT>
196.286

> <EXACT_MASS>
196.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
23.206721564268072

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dimethylocta-1,6-dien-3-yl acetate

> <ALOGPS_LOGP>
4.03

> <JCHEM_LOGP>
3.088617863

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.02149057526329

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
59.35810000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
linalyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0039522 (Linalyl acetate)

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
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PDB for HMDB0039522 (Linalyl acetate)

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
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3D PDB for HMDB0039522 (Linalyl acetate)

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
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SMILES for HMDB0039522 (Linalyl acetate)

CC(C)=CCCC(C)(OC(C)=O)C=C
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INCHI for HMDB0039522 (Linalyl acetate)

InChI=1S/C12H20O2/c1-6-12(5,14-11(4)13)9-7-8-10(2)3/h6,8H,1,7,9H2,2-5H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Linalyl acetic acidGenerator
(+)-1,5-Dimethyl-1-vinylhex-4-enyl acetateHMDB
(-)-S-Linalyl acetateHMDB
(1)-1,5-Dimethyl-1-vinylhex-4-enyl acetateHMDB
(R)-Linalyl acetateHMDB
1,5-Dimethyl-1-vinyl-4-hexenyl acetateHMDB
1,5-Dimethyl-1-vinylhex-4-en-1-yl acetateHMDB
1,6-Octadien-3-ol, 3, 7-dimethyl-, acetateHMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, 3-acetateHMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, acetateHMDB
3,7-Dimethyl-1,6-ctadien-3-ol acetateHMDB
3,7-Dimethyl-1,6-octadien-3-ol acetateHMDB
3,7-Dimethyl-1,6-octadien-3-yl acetateHMDB
3,7-Dimethyl-3-acetate(3R)-1,6-octadien-3-olHMDB
3,7-Dimethyl-acetate(3R)-1,6-octadien-3-olHMDB
Acetic acid linalool esterHMDB
Aetic acid linalool esterHMDB
BergamiolHMDB
BergamolHMDB
Bergamot mint oilHMDB
Dehydrolinalool, acetateHMDB
Ex bois de rose (synthetic)HMDB
FEMA 2636HMDB
Licareol acetateHMDB
Linalol acetateHMDB
Linalool acetateHMDB
Linalyl acetate syntheticHMDB
Lynalyl acetateHMDB
PhanteineHMDB
Linalyl acetate, (+-)-isomerMeSH, HMDB
Linalyl acetate, (R)-isomerMeSH, HMDB
Linalyl acetate, (S)-isomerMeSH, HMDB
3,7-Dimethylocta-1,6-dien-3-yl acetic acidGenerator
Linalyl acetateMeSH
Chemical FormulaC12H20O2
Average Molecular Weight196.286
Monoisotopic Molecular Weight196.146329884
IUPAC Name3,7-dimethylocta-1,6-dien-3-yl acetate
Traditional Namelinalyl acetate
CAS Registry Number115-95-7
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 KeyUWKAYLJWKGQEPM-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAcyclic 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 FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling Point220.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility20.12 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.93Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.061 g/LALOGPS
logP4.03ALOGPS
logP3.09ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity59.36 m³·mol⁻¹ChemAxon
Polarizability23.21 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+146.41331661259
DarkChem[M-H]-144.90331661259
DeepCCS[M+H]+144.41330932474
DeepCCS[M-H]-141.75230932474
DeepCCS[M-2H]-177.99130932474
DeepCCS[M+Na]+153.52930932474
AllCCS[M+H]+148.032859911
AllCCS[M+H-H2O]+144.332859911
AllCCS[M+NH4]+151.532859911
AllCCS[M+Na]+152.632859911
AllCCS[M-H]-147.832859911
AllCCS[M+Na-2H]-149.132859911
AllCCS[M+HCOO]-150.632859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.7.3 minutes32390414
Predicted by Siyang on May 30, 202211.8887 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20220.57 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2299.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid258.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid152.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid160.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid57.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid464.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid421.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)109.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1111.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid352.0 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid958.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid346.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid282.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate292.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA307.8 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water8.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Linalyl acetateCC(C)=CCCC(C)(OC(C)=O)C=C1615.4Standard polar33892256
Linalyl acetateCC(C)=CCCC(C)(OC(C)=O)C=C1267.5Standard non polar33892256
Linalyl acetateCC(C)=CCCC(C)(OC(C)=O)C=C1284.8Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019133
KNApSAcK IDC00003048
Chemspider ID13850082
KEGG Compound IDC09863
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkLinalyl acetate
METLIN IDNot Available
PubChem Compound8294
PDB IDNot Available
ChEBI ID78333
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1007892
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.