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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

HMDB0030427

Secondary Accession Numbers

HMDB30427

Metabolite Identification

Common Name

Linalyl butyrate

Description

Linalyl butyrate 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 butyrate.

Structure

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

HMDB0030427
     RDKit          3D
Linalyl butyrate
 40 39  0  0  0  0  0  0  0  0999 V2000
   -0.9753   -3.1521    0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1854   -2.1544    0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4633   -1.2828   -0.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -2.1593   -2.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4578   -0.0918   -0.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9067   -0.4684   -0.9915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026    0.7850   -1.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162    1.1037   -0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.2452    1.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508    2.3873   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8106   -0.8557   -0.8546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931   -0.1305    0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    0.2005    1.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8367    0.2345   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3228    1.0402    1.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743    2.3005    1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490   -3.3436    0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7852   -3.7924    1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7047   -1.9239    0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033   -1.6169   -3.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0064   -3.0217   -1.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7048   -2.5952   -2.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2916    0.5090    0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    0.5549   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0774   -0.9548   -1.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2303   -1.1965   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992    1.4583   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240   -0.8372    0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9719    0.4740    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2283    0.4129    1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9492    3.0405   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4206    2.2008   -0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3545    2.9661    0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4000   -0.7092   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9232    0.8191   -0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2755    0.4404    2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3849    1.2934    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    2.1774    2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9645    2.4860    0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1487    3.1567    1.4496 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
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 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
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

  Mrv0541 05061305132D          

 16 15  0  0  0  0            999 V2000
    2.0625    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    3.1895    2.6664    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
    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
    2.0625    4.3974    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  1  0  0  0  0
  7  2  2  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  8  1  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  9  1  0  0  0  0
 14  5  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  2  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030427

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H24O2/c1-6-9-13(15)16-14(5,7-2)11-8-10-12(3)4/h7,10H,2,6,8-9,11H2,1,3-5H3

> <INCHI_KEY>
FHLGUOHLUFIAAA-UHFFFAOYSA-N

> <FORMULA>
C14H24O2

> <MOLECULAR_WEIGHT>
224.3392

> <EXACT_MASS>
224.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.363132353089846

> <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 butanoate

> <ALOGPS_LOGP>
4.80

> <JCHEM_LOGP>
4.233722374999999

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.060329114535074

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
68.586

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030427
     RDKit          3D
Linalyl butyrate
 40 39  0  0  0  0  0  0  0  0999 V2000
   -0.9753   -3.1521    0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1854   -2.1544    0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4633   -1.2828   -0.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -2.1593   -2.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4578   -0.0918   -0.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9067   -0.4684   -0.9915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026    0.7850   -1.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162    1.1037   -0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.2452    1.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508    2.3873   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8106   -0.8557   -0.8546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931   -0.1305    0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    0.2005    1.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8367    0.2345   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3228    1.0402    1.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743    2.3005    1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490   -3.3436    0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7852   -3.7924    1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7047   -1.9239    0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033   -1.6169   -3.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0064   -3.0217   -1.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7048   -2.5952   -2.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2916    0.5090    0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    0.5549   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0774   -0.9548   -1.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2303   -1.1965   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992    1.4583   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240   -0.8372    0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9719    0.4740    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2283    0.4129    1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9492    3.0405   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4206    2.2008   -0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3545    2.9661    0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4000   -0.7092   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9232    0.8191   -0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2755    0.4404    2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3849    1.2934    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    2.1774    2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9645    2.4860    0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1487    3.1567    1.4496 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
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 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
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  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       3.850  10.876   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.953   4.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.390  -2.461   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.080  -1.127   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       4.620   9.542   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       3.850   8.208   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.390   0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.390   2.874   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   6.875   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.620   4.207   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.160   6.875   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.850   5.541   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   12                                                            
CONECT    4   12                                                            
CONECT    5   14                                                            
CONECT    6    1    9                                                       
CONECT    7    2   14                                                       
CONECT    8   10   11                                                       
CONECT    9    6   13                                                       
CONECT   10    8   12                                                       
CONECT   11    8   14                                                       
CONECT   12    3    4   10                                                  
CONECT   13    9   15   16                                                  
CONECT   14    5    7   11   16                                             
CONECT   15   13                                                            
CONECT   16   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0030427
HETATM    1  C1  UNL     1      -0.975  -3.152   0.624  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.185  -2.154   0.306  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.463  -1.283  -0.868  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.309  -2.159  -2.093  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.458  -0.092  -0.904  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.907  -0.468  -0.992  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.703   0.785  -1.020  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.616   1.104  -0.116  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.959   0.245   1.042  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.351   2.387  -0.246  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.811  -0.856  -0.855  1.00  0.00           O  
HETATM   12  C11 UNL     1      -2.393  -0.131   0.144  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.724   0.201   1.136  1.00  0.00           O  
HETATM   14  C12 UNL     1      -3.837   0.234  -0.014  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.323   1.040   1.187  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.474   2.301   1.263  1.00  0.00           C  
HETATM   17  H1  UNL     1      -1.849  -3.344   0.016  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.785  -3.792   1.473  1.00  0.00           H  
HETATM   19  H3  UNL     1       0.705  -1.924   0.887  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.603  -1.617  -3.018  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.006  -3.022  -1.947  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.705  -2.595  -2.155  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.292   0.509   0.010  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.208   0.555  -1.769  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.077  -0.955  -1.998  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.230  -1.197  -0.251  1.00  0.00           H  
HETATM   27  H11 UNL     1       2.499   1.458  -1.844  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.924  -0.837   0.818  1.00  0.00           H  
HETATM   29  H13 UNL     1       4.972   0.474   1.398  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.228   0.413   1.865  1.00  0.00           H  
HETATM   31  H15 UNL     1       3.949   3.041  -1.025  1.00  0.00           H  
HETATM   32  H16 UNL     1       5.421   2.201  -0.505  1.00  0.00           H  
HETATM   33  H17 UNL     1       4.355   2.966   0.706  1.00  0.00           H  
HETATM   34  H18 UNL     1      -4.400  -0.709  -0.115  1.00  0.00           H  
HETATM   35  H19 UNL     1      -3.923   0.819  -0.936  1.00  0.00           H  
HETATM   36  H20 UNL     1      -4.275   0.440   2.096  1.00  0.00           H  
HETATM   37  H21 UNL     1      -5.385   1.293   0.965  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.722   2.177   2.050  1.00  0.00           H  
HETATM   39  H23 UNL     1      -2.965   2.486   0.280  1.00  0.00           H  
HETATM   40  H24 UNL     1      -4.149   3.157   1.450  1.00  0.00           H  
CONECT    1    2    2   17   18
CONECT    2    3   19
CONECT    3    4    5   11
CONECT    4   20   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8    8   27
CONECT    8    9   10
CONECT    9   28   29   30
CONECT   10   31   32   33
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   34   35
CONECT   15   16   36   37
CONECT   16   38   39   40
END

HMDB0030427
     RDKit          3D
Linalyl butyrate
 40 39  0  0  0  0  0  0  0  0999 V2000
   -0.9753   -3.1521    0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1854   -2.1544    0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4633   -1.2828   -0.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -2.1593   -2.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4578   -0.0918   -0.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9067   -0.4684   -0.9915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026    0.7850   -1.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162    1.1037   -0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    0.2452    1.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508    2.3873   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8106   -0.8557   -0.8546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931   -0.1305    0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    0.2005    1.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8367    0.2345   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3228    1.0402    1.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743    2.3005    1.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490   -3.3436    0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7852   -3.7924    1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7047   -1.9239    0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6033   -1.6169   -3.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0064   -3.0217   -1.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7048   -2.5952   -2.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2916    0.5090    0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    0.5549   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0774   -0.9548   -1.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2303   -1.1965   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992    1.4583   -1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240   -0.8372    0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9719    0.4740    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2283    0.4129    1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9492    3.0405   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4206    2.2008   -0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3545    2.9661    0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4000   -0.7092   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9232    0.8191   -0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2755    0.4404    2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3849    1.2934    0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224    2.1774    2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9645    2.4860    0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1487    3.1567    1.4496 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
  1 17  1  0
  1 18  1  0
  2 19  1  0
  4 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
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Linalyl butyric acid	Generator
3,7-Dimethyl-1,6-octadien-3-yl butyrate	MeSH
1,5-Dimethyl-1-vinyl-4-hexenyl butyrate	HMDB
1,6-Octadien-3-ol, 3,7-dimethyl-, butyrate	HMDB
1-Ethenyl-1,5-dimethyl-4-hexenyl butanoate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl butanoate	HMDB
Butanoic acid, 1-ethenyl-1,5-dimethyl-4-hexen-1-yl ester	HMDB
Butanoic acid, 1-ethenyl-1,5-dimethyl-4-hexenyl ester	HMDB
Butyric acid, 1, 5-dimethyl-1-vinyl-4-hexenyl ester	HMDB
Butyric acid, 1,5-dimethyl-1-vinyl-4-hexenyl ester	HMDB
Butyric acid, 1,5-dimethyl-1-vinyl-4-hexenyl ester (8ci)	HMDB
Butyric acid, linalyl ester	HMDB
FEMA 2639	HMDB
Linalyl butanoate	HMDB
3,7-Dimethylocta-1,6-dien-3-yl butanoic acid	Generator
Linalyl butyrate	MeSH

Chemical Formula

C₁₄H₂₄O₂

Average Molecular Weight

224.3392

Monoisotopic Molecular Weight

224.177630012

IUPAC Name

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

Traditional Name

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

CAS Registry Number

78-36-4

SMILES

CCCC(=O)OC(C)(CCC=C(C)C)C=C

InChI Identifier

InChI=1S/C14H24O2/c1-6-9-13(15)16-14(5,7-2)11-8-10-12(3)4/h7,10H,2,6,8-9,11H2,1,3-5H3

InChI Key

FHLGUOHLUFIAAA-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

Sweet

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030427)

Source

Endogenous

Endogenous (HMDB: HMDB0030427)

Plant

Plant (HMDB: HMDB0030427)

Animal

Animal (HMDB: HMDB0030427)

Exogenous

Food

Food (HMDB: HMDB0030427)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030427)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0030427)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0030427)

Lipid metabolism pathway (HMDB: HMDB0030427)

Cellular process

Cell signaling (HMDB: HMDB0030427)

Biochemical process

Lipid transport (HMDB: HMDB0030427)

Role

Biological role

Energy source (HMDB: HMDB0030427)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030427)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	220.00 to 222.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	4.7 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.549 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	4.8	ALOGPS
logP	4.23	ChemAxon
logS	-4.2	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	68.59 m³·mol⁻¹	ChemAxon
Polarizability	27.36 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]+	155.136	31661259
DarkChem	[M-H]-	154.144	31661259
DeepCCS	[M+H]+	156.239	30932474
DeepCCS	[M-H]-	153.881	30932474
DeepCCS	[M-2H]-	187.964	30932474
DeepCCS	[M+Na]+	163.135	30932474
AllCCS	[M+H]+	159.6	32859911
AllCCS	[M+H-H2O]+	156.2	32859911
AllCCS	[M+NH4]+	162.8	32859911
AllCCS	[M+Na]+	163.8	32859911
AllCCS	[M-H]-	158.9	32859911
AllCCS	[M+Na-2H]-	160.0	32859911
AllCCS	[M+HCOO]-	161.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Linalyl butyrate	CCCC(=O)OC(C)(CCC=C(C)C)C=C	1731.3	Standard polar	33892256
Linalyl butyrate	CCCC(=O)OC(C)(CCC=C(C)C)C=C	1413.1	Standard non polar	33892256
Linalyl butyrate	CCCC(=O)OC(C)(CCC=C(C)C)C=C	1442.5	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 butyrate EI-B (Non-derivatized)	splash10-0006-9100000000-17b123e13e809fe56da9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Linalyl butyrate EI-B (Non-derivatized)	splash10-0006-9100000000-17b123e13e809fe56da9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl butyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-05tu-9400000000-b2f87f134980e4cfefd6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Linalyl butyrate 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 butyrate 10V, Positive-QTOF	splash10-004i-7890000000-1e0497be70cd88426633	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 20V, Positive-QTOF	splash10-0l70-9300000000-da145dc49262f43464ff	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 40V, Positive-QTOF	splash10-0gb9-9000000000-181a2a04a29fbed3bb08	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 10V, Negative-QTOF	splash10-00di-3590000000-18b29edd2421ee17e55a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 20V, Negative-QTOF	splash10-0uki-5920000000-9ae5c9ce0af4120e3777	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 40V, Negative-QTOF	splash10-00n0-9800000000-d4337afa8dbb8d3ac2ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 10V, Negative-QTOF	splash10-000i-9450000000-581dfe4a26130f1b2e76	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 20V, Negative-QTOF	splash10-000i-9800000000-17de05c38a16812e70cf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 40V, Negative-QTOF	splash10-0gi9-5900000000-a40555cb1368277bb517	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 10V, Positive-QTOF	splash10-001i-9400000000-6f3e51de4ea7356803ee	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 20V, Positive-QTOF	splash10-001i-9100000000-5b0753cfed0c8e43996e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Linalyl butyrate 40V, Positive-QTOF	splash10-053f-9200000000-f6312972c7400fca4dbd	2021-09-25	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

FDB002291

KNApSAcK ID

Not Available

Chemspider ID

56116

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

62321

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1546911

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 butyrate (HMDB0030427)

MOL for HMDB0030427 (Linalyl butyrate)

3D MOL for HMDB0030427 (Linalyl butyrate)

3D SDF for HMDB0030427 (Linalyl butyrate)

3D-SDF for HMDB0030427 (Linalyl butyrate)

PDB for HMDB0030427 (Linalyl butyrate)

3D PDB for HMDB0030427 (Linalyl butyrate)

SMILES for HMDB0030427 (Linalyl butyrate)

INCHI for HMDB0030427 (Linalyl butyrate)

Structure for HMDB0030427 (Linalyl butyrate)

3D Structure for HMDB0030427 (Linalyl butyrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra