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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:43 UTC

Update Date

2022-03-07 02:52:32 UTC

HMDB ID

HMDB0030428

Secondary Accession Numbers

HMDB30428

Metabolite Identification

Common Name

Linalyl isovalerate

Description

Linalyl isovalerate belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Based on a literature review a significant number of articles have been published on Linalyl isovalerate.

Structure

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

HMDB0030428
     RDKit          3D
Linalyl isovalerate
 43 42  0  0  0  0  0  0  0  0999 V2000
    0.7522    0.9903   -2.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0492    0.0738   -1.9030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2165   -0.1233   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    1.1828    0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2976   -1.0993   -0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6656   -0.8089   -0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3221    0.3910   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4413    0.2786    0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0348   -1.0537    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0928    1.5159    1.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9822   -0.7987    0.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2347   -0.2882   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    0.8115   -0.6778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3947   -1.0524    0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6602   -0.2984    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011    1.0286    0.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8822   -1.1010    0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763    1.6466   -2.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5927    1.0958   -3.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6567   -0.5366   -2.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3996    2.0522   -0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7104    1.3802    0.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940    1.2236    1.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096   -1.3324    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9958   -2.0766   -0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146   -0.8532   -1.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2922   -1.7000   -0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9209    1.3731   -0.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3246   -1.5891   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3396   -1.7056    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9174   -0.9033    1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2093    1.3960    1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8969    2.3893    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042    1.7596    2.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2865   -1.3049    1.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4949   -2.0427   -0.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -0.1584   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5704    1.2710    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8183    0.9937    1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3880    1.8145    0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9580   -0.9941    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503   -2.1594    0.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7462   -0.6879    0.0528 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  4 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
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END

  Mrv0541 05061305132D          

 17 16  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    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    5.1118    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
    2.0625    4.3974    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    5.1118    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
  7  1  2  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  9  2  0  0  0  0
 13  4  1  0  0  0  0
 13  5  1  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16 14  2  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030428

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)OC(C)(CCC=C(C)C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-7-15(6,10-8-9-12(2)3)17-14(16)11-13(4)5/h7,9,13H,1,8,10-11H2,2-6H3

> <INCHI_KEY>
WCDGWAIZRYMVOW-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.741129331059227

> <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 3-methylbutanoate

> <ALOGPS_LOGP>
4.83

> <JCHEM_LOGP>
4.5207414713333325

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0632879049033885

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
73.13459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dimethylocta-1,6-dien-3-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030428
     RDKit          3D
Linalyl isovalerate
 43 42  0  0  0  0  0  0  0  0999 V2000
    0.7522    0.9903   -2.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0492    0.0738   -1.9030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2165   -0.1233   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    1.1828    0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2976   -1.0993   -0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6656   -0.8089   -0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3221    0.3910   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4413    0.2786    0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0348   -1.0537    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0928    1.5159    1.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9822   -0.7987    0.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2347   -0.2882   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    0.8115   -0.6778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3947   -1.0524    0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6602   -0.2984    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011    1.0286    0.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8822   -1.1010    0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763    1.6466   -2.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5927    1.0958   -3.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6567   -0.5366   -2.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3996    2.0522   -0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7104    1.3802    0.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940    1.2236    1.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096   -1.3324    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9958   -2.0766   -0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146   -0.8532   -1.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2922   -1.7000   -0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9209    1.3731   -0.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3246   -1.5891   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3396   -1.7056    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9174   -0.9033    1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2093    1.3960    1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8969    2.3893    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042    1.7596    2.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2865   -1.3049    1.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4949   -2.0427   -0.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -0.1584   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5704    1.2710    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8183    0.9937    1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3880    1.8145    0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9580   -0.9941    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503   -2.1594    0.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7462   -0.6879    0.0528 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  4 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
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       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  10.876   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.160   9.542   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.954   4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.620   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.390   0.206   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.390   2.874   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.850   8.208   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620  -1.127   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.620   9.542   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.620   6.875   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.620   4.207   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.160   6.875   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.850   5.541   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5   13                                                            
CONECT    6   15                                                            
CONECT    7    1   15                                                       
CONECT    8    9   10                                                       
CONECT    9    8   12                                                       
CONECT   10    8   15                                                       
CONECT   11   13   14                                                       
CONECT   12    2    3    9                                                  
CONECT   13    4    5   11                                                  
CONECT   14   11   16   17                                                  
CONECT   15    6    7   10   17                                             
CONECT   16   14                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0030428
HETATM    1  C1  UNL     1       0.752   0.990  -2.543  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.049   0.074  -1.903  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.216  -0.123  -0.429  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.281   1.183   0.249  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.298  -1.099  -0.114  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.666  -0.809  -0.562  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.322   0.391  -0.058  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.441   0.279   0.644  1.00  0.00           C  
HETATM    9  C9  UNL     1       5.035  -1.054   0.924  1.00  0.00           C  
HETATM   10  C10 UNL     1       5.093   1.516   1.147  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.982  -0.799   0.032  1.00  0.00           O  
HETATM   12  C11 UNL     1      -2.235  -0.288  -0.117  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.402   0.812  -0.678  1.00  0.00           O  
HETATM   14  C12 UNL     1      -3.395  -1.052   0.394  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.660  -0.298   0.121  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.601   1.029   0.805  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.882  -1.101   0.579  1.00  0.00           C  
HETATM   18  H1  UNL     1       1.476   1.647  -2.075  1.00  0.00           H  
HETATM   19  H2  UNL     1       0.593   1.096  -3.626  1.00  0.00           H  
HETATM   20  H3  UNL     1      -0.657  -0.537  -2.475  1.00  0.00           H  
HETATM   21  H4  UNL     1       0.400   2.052  -0.428  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.710   1.380   0.759  1.00  0.00           H  
HETATM   23  H6  UNL     1       0.994   1.224   1.108  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.310  -1.332   0.976  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.996  -2.077  -0.595  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.715  -0.853  -1.682  1.00  0.00           H  
HETATM   27  H10 UNL     1       3.292  -1.700  -0.253  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.921   1.373  -0.246  1.00  0.00           H  
HETATM   29  H12 UNL     1       5.325  -1.589  -0.002  1.00  0.00           H  
HETATM   30  H13 UNL     1       4.340  -1.706   1.497  1.00  0.00           H  
HETATM   31  H14 UNL     1       5.917  -0.903   1.570  1.00  0.00           H  
HETATM   32  H15 UNL     1       6.209   1.396   1.160  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.897   2.389   0.491  1.00  0.00           H  
HETATM   34  H17 UNL     1       4.704   1.760   2.161  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.286  -1.305   1.458  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.495  -2.043  -0.137  1.00  0.00           H  
HETATM   37  H20 UNL     1      -4.803  -0.158  -0.972  1.00  0.00           H  
HETATM   38  H21 UNL     1      -5.570   1.271   1.306  1.00  0.00           H  
HETATM   39  H22 UNL     1      -3.818   0.994   1.582  1.00  0.00           H  
HETATM   40  H23 UNL     1      -4.388   1.815   0.025  1.00  0.00           H  
HETATM   41  H24 UNL     1      -5.958  -0.994   1.687  1.00  0.00           H  
HETATM   42  H25 UNL     1      -5.650  -2.159   0.299  1.00  0.00           H  
HETATM   43  H26 UNL     1      -6.746  -0.688   0.053  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3   20
CONECT    3    4    5   11
CONECT    4   21   22   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8    8   28
CONECT    8    9   10
CONECT    9   29   30   31
CONECT   10   32   33   34
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   35   36
CONECT   15   16   17   37
CONECT   16   38   39   40
CONECT   17   41   42   43
END

HMDB0030428
     RDKit          3D
Linalyl isovalerate
 43 42  0  0  0  0  0  0  0  0999 V2000
    0.7522    0.9903   -2.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0492    0.0738   -1.9030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2165   -0.1233   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2805    1.1828    0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2976   -1.0993   -0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6656   -0.8089   -0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3221    0.3910   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4413    0.2786    0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0348   -1.0537    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0928    1.5159    1.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9822   -0.7987    0.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2347   -0.2882   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    0.8115   -0.6778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3947   -1.0524    0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6602   -0.2984    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011    1.0286    0.8048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8822   -1.1010    0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763    1.6466   -2.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5927    1.0958   -3.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6567   -0.5366   -2.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3996    2.0522   -0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7104    1.3802    0.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9940    1.2236    1.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096   -1.3324    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9958   -2.0766   -0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146   -0.8532   -1.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2922   -1.7000   -0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9209    1.3731   -0.2459 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3246   -1.5891   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3396   -1.7056    1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9174   -0.9033    1.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2093    1.3960    1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8969    2.3893    0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042    1.7596    2.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2865   -1.3049    1.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4949   -2.0427   -0.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -0.1584   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5704    1.2710    1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8183    0.9937    1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3880    1.8145    0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9580   -0.9941    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503   -2.1594    0.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7462   -0.6879    0.0528 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  4 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
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Linalyl isovaleric acid	Generator
1,5-Dimethyl-1-vinyl-4-hexenyl 3-methylbutanoate	HMDB
1,6-Octadien-3-ol, 4,7-dimethyl-, isovalerate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl isovalerate	HMDB, MeSH
FEMA 2646	HMDB
Linalyl 3-methylbutanoate	HMDB
Linalyl iso-valerate	HMDB
3,7-Dimethylocta-1,6-dien-3-yl 3-methylbutanoic acid	Generator
Linalyl isovalerate	MeSH

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

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

Traditional Name

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

CAS Registry Number

1118-27-0

SMILES

CC(C)CC(=O)OC(C)(CCC=C(C)C)C=C

InChI Identifier

InChI=1S/C15H26O2/c1-7-15(6,10-8-9-12(2)3)17-14(16)11-13(4)5/h7,9,13H,1,8,10-11H2,2-6H3

InChI Key

WCDGWAIZRYMVOW-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
Fatty acid ester
Fatty acyl
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

Not Available

Ontology

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	188.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.31 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.222 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0083 g/L	ALOGPS
logP	4.83	ALOGPS
logP	4.52	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-7.1	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	8	ChemAxon
Refractivity	73.13 m³·mol⁻¹	ChemAxon
Polarizability	28.74 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]+	158.363	31661259
DarkChem	[M-H]-	155.522	31661259
DeepCCS	[M+H]+	164.316	30932474
DeepCCS	[M-H]-	161.958	30932474
DeepCCS	[M-2H]-	194.988	30932474
DeepCCS	[M+Na]+	170.409	30932474
AllCCS	[M+H]+	161.9	32859911
AllCCS	[M+H-H2O]+	158.6	32859911
AllCCS	[M+NH4]+	165.0	32859911
AllCCS	[M+Na]+	165.9	32859911
AllCCS	[M-H]-	163.5	32859911
AllCCS	[M+Na-2H]-	164.5	32859911
AllCCS	[M+HCOO]-	165.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Linalyl isovalerate	CC(C)CC(=O)OC(C)(CCC=C(C)C)C=C	1743.5	Standard polar	33892256
Linalyl isovalerate	CC(C)CC(=O)OC(C)(CCC=C(C)C)C=C	1446.2	Standard non polar	33892256
Linalyl isovalerate	CC(C)CC(=O)OC(C)(CCC=C(C)C)C=C	1486.0	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 isovalerate EI-B (Non-derivatized)	splash10-0006-9000000000-5d233945f4b2049b1bf8	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl isovalerate EI-B (Non-derivatized)	splash10-0006-9000000000-5d233945f4b2049b1bf8	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kr-9400000000-5cf51c40b26c5209f235	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 10V, Positive-QTOF	splash10-000i-6890000000-81dd1df734270b2b813e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 20V, Positive-QTOF	splash10-000i-9300000000-45ecee37cbf7b1d7ff1a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 40V, Positive-QTOF	splash10-014i-9100000000-8b09ad266cebe7bb5af0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 10V, Negative-QTOF	splash10-000i-3590000000-a37f33f38864e03cf24e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 20V, Negative-QTOF	splash10-0udr-3930000000-84e6a346bfdf03327ad4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 40V, Negative-QTOF	splash10-0fui-8900000000-4bf6b49b6b6dd7f910f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 10V, Negative-QTOF	splash10-0f79-0950000000-2e3f00a472b77aefa5b8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 20V, Negative-QTOF	splash10-000i-2900000000-ecea135b2dc110f7ccc6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 40V, Negative-QTOF	splash10-0fe0-3900000000-c1fe72bf857e60502040	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 10V, Positive-QTOF	splash10-001i-9400000000-7f502a22a8dc244c0ec8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 20V, Positive-QTOF	splash10-001i-9200000000-69a7219c258dc292e77a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl isovalerate 40V, Positive-QTOF	splash10-05nu-9300000000-cf5a2e90ccc189b0469e	2021-09-24	Wishart 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

FDB002292

KNApSAcK ID

C00053436

Chemspider ID

209768

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

240119

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1030641

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 isovalerate (HMDB0030428)

MOL for HMDB0030428 (Linalyl isovalerate)

3D MOL for HMDB0030428 (Linalyl isovalerate)

3D SDF for HMDB0030428 (Linalyl isovalerate)

3D-SDF for HMDB0030428 (Linalyl isovalerate)

PDB for HMDB0030428 (Linalyl isovalerate)

3D PDB for HMDB0030428 (Linalyl isovalerate)

SMILES for HMDB0030428 (Linalyl isovalerate)

INCHI for HMDB0030428 (Linalyl isovalerate)

Structure for HMDB0030428 (Linalyl isovalerate)

3D Structure for HMDB0030428 (Linalyl isovalerate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra