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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:08:10 UTC

Update Date

2022-03-07 02:54:46 UTC

HMDB ID

HMDB0036066

Secondary Accession Numbers

HMDB36066

Metabolite Identification

Common Name

(3Z,6E)-alpha-Farnesene

Description

(3Z,6E)-alpha-Farnesene, also known as (Z,E)-alpha-farnesene or cis,trans-alpha-farnesene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (3Z,6E)-alpha-Farnesene is found in fats and oils. (3Z,6E)-alpha-Farnesene is a constituent of the oil of perilla (Perilla frutescens).

Structure

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

HMDB0036066
     RDKit          3D
(3Z,6E)-alpha-Farnesene
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.9969    0.0753   -1.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187    0.2839   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3450   -0.6550   -0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -1.8381    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1847   -0.4616    0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607    0.6625    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871    0.0524   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1413    0.2317    0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    1.0534    1.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035   -0.3703   -0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4629    0.6652   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6719   -0.0548   -0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7961    0.0655   -0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8738    0.9054    0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9990   -0.6468   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3751    0.7575   -2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5543   -0.7939   -1.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2756    1.1742   -1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0857   -1.5651    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5893   -2.5287    0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4804   -2.3962   -0.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8402   -1.1990    1.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1080    1.1421    1.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    1.4305   -0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -0.5295   -1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    2.0622    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3818    0.5327    2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766    1.2290    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1925   -1.0060   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281   -1.0683    0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275    1.3354   -1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466    1.2873    0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647   -0.6618   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8740    0.9188    1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0902    0.5525    1.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5665    1.9454    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8266   -1.1423   -1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8746    0.0186   -0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2149   -1.4644    0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  4 19  1  0
  4 20  1  0
  4 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
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv1652303102021432D          

 15 14  0  0  0  0            999 V2000
 9992.9077 9995.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6207 9995.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1931 9995.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6221 9994.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0495 9996.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3346 9996.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7640 9996.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0495 9997.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6213 9996.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4808 9996.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9060 9996.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1953 9996.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9099 9996.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6243 9996.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9099 9997.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  2  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 11  1  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036066

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\C\C=C(\C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9-10,12H,1,7-8,11H2,2-5H3/b14-10-,15-12+

> <INCHI_KEY>
CXENHBSYCFFKJS-OXYODPPFSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.704487620344526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z,6E)-3,7,11-trimethyldodeca-1,3,6,10-tetraene

> <ALOGPS_LOGP>
5.70

> <JCHEM_LOGP>
5.138880741333333

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
73.2541

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z,E)-α-farnesene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036066
     RDKit          3D
(3Z,6E)-alpha-Farnesene
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.9969    0.0753   -1.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187    0.2839   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3450   -0.6550   -0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -1.8381    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1847   -0.4616    0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607    0.6625    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871    0.0524   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1413    0.2317    0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    1.0534    1.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035   -0.3703   -0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4629    0.6652   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6719   -0.0548   -0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7961    0.0655   -0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8738    0.9054    0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9990   -0.6468   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3751    0.7575   -2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5543   -0.7939   -1.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2756    1.1742   -1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0857   -1.5651    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5893   -2.5287    0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4804   -2.3962   -0.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8402   -1.1990    1.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1080    1.1421    1.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    1.4305   -0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -0.5295   -1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    2.0622    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3818    0.5327    2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766    1.2290    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1925   -1.0060   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281   -1.0683    0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275    1.3354   -1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466    1.2873    0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647   -0.6618   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8740    0.9188    1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0902    0.5525    1.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5665    1.9454    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8266   -1.1423   -1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8746    0.0186   -0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2149   -1.4644    0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  4 19  1  0
  4 20  1  0
  4 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
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0    8653.4288658.179   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8654.7598657.410   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8652.0948657.409   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8654.7618655.870   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8657.4268660.489   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8656.0918659.721   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8658.7598659.721   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8657.4268662.029   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8654.7608660.489   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8660.0978660.489   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8653.4258659.721   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8661.4318659.721   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.7658660.489   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8664.0998659.721   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.7658662.029   0.000  0.00  0.00           C+0
CONECT    1    2    3   11                                                  
CONECT    2    1    4                                                       
CONECT    3    1                                                            
CONECT    4    2                                                            
CONECT    5    6    7    8                                                  
CONECT    6    5    9                                                       
CONECT    7    5   10                                                       
CONECT    8    5                                                            
CONECT    9    6   11                                                       
CONECT   10    7   12                                                       
CONECT   11    9    1                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0036066
HETATM    1  C1  UNL     1       5.997   0.075  -1.682  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.819   0.284  -1.096  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.345  -0.655  -0.103  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.179  -1.838   0.249  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.185  -0.462   0.484  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.261   0.662   0.233  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.987   0.052  -0.263  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.141   0.232   0.394  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.111   1.053   1.634  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.404  -0.370  -0.094  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.463   0.665  -0.397  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.672  -0.055  -0.874  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.796   0.066  -0.215  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.874   0.905   0.990  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.999  -0.647  -0.684  1.00  0.00           C  
HETATM   16  H1  UNL     1       6.375   0.758  -2.425  1.00  0.00           H  
HETATM   17  H2  UNL     1       6.554  -0.794  -1.388  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.276   1.174  -1.416  1.00  0.00           H  
HETATM   19  H4  UNL     1       6.086  -1.565   0.797  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.589  -2.529   0.877  1.00  0.00           H  
HETATM   21  H6  UNL     1       5.480  -2.396  -0.654  1.00  0.00           H  
HETATM   22  H7  UNL     1       2.840  -1.199   1.246  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.108   1.142   1.230  1.00  0.00           H  
HETATM   24  H9  UNL     1       2.647   1.430  -0.425  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.033  -0.529  -1.164  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.299   2.062   1.433  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.382   0.533   2.472  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.177   1.229   1.963  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.193  -1.006  -0.976  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.828  -1.068   0.679  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.127   1.335  -1.214  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.647   1.287   0.483  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.565  -0.662  -1.768  1.00  0.00           H  
HETATM   34  H19 UNL     1      -5.874   0.919   1.453  1.00  0.00           H  
HETATM   35  H20 UNL     1      -4.090   0.552   1.723  1.00  0.00           H  
HETATM   36  H21 UNL     1      -4.567   1.945   0.715  1.00  0.00           H  
HETATM   37  H22 UNL     1      -5.827  -1.142  -1.679  1.00  0.00           H  
HETATM   38  H23 UNL     1      -6.875   0.019  -0.820  1.00  0.00           H  
HETATM   39  H24 UNL     1      -6.215  -1.464   0.039  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   18
CONECT    3    4    5    5
CONECT    4   19   20   21
CONECT    5    6   22
CONECT    6    7   23   24
CONECT    7    8    8   25
CONECT    8    9   10
CONECT    9   26   27   28
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   13   33
CONECT   13   14   15
CONECT   14   34   35   36
CONECT   15   37   38   39
END

HMDB0036066
     RDKit          3D
(3Z,6E)-alpha-Farnesene
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.9969    0.0753   -1.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187    0.2839   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3450   -0.6550   -0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -1.8381    0.2487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1847   -0.4616    0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2607    0.6625    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9871    0.0524   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1413    0.2317    0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1107    1.0534    1.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035   -0.3703   -0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4629    0.6652   -0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6719   -0.0548   -0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7961    0.0655   -0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8738    0.9054    0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9990   -0.6468   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3751    0.7575   -2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5543   -0.7939   -1.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2756    1.1742   -1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0857   -1.5651    0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5893   -2.5287    0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4804   -2.3962   -0.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8402   -1.1990    1.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1080    1.1421    1.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    1.4305   -0.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -0.5295   -1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    2.0622    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3818    0.5327    2.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1766    1.2290    1.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1925   -1.0060   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8281   -1.0683    0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275    1.3354   -1.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6466    1.2873    0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647   -0.6618   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8740    0.9188    1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0902    0.5525    1.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5665    1.9454    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8266   -1.1423   -1.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8746    0.0186   -0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2149   -1.4644    0.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  4 19  1  0
  4 20  1  0
  4 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
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3Z,6E)-a-Farnesene	Generator
(3Z,6E)-Α-farnesene	Generator
(Z,E)-a-Farnesene	Generator
(Z,E)-α-Farnesene	Generator
(3Z,6E)-3,7,11-Trimethyl-1,3,6,10-dodecatetraene	HMDB
(3Z,6E)-alpha-Farnesene	HMDB
(Z,E)-alpha-Farnesene	HMDB
3,7,11-Trimethyl-1,3,6,10-dodecatetraene	HMDB
Farnesene	HMDB
Zataroside A	HMDB
alpha-Farnesene	HMDB
cis,trans-alpha-Farnesene	HMDB
cis,trans-α-Farnesene	HMDB

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.3511

Monoisotopic Molecular Weight

204.187800768

IUPAC Name

(3Z,6E)-3,7,11-trimethyldodeca-1,3,6,10-tetraene

Traditional Name

(Z,E)-α-farnesene

CAS Registry Number

26560-14-5

SMILES

CC(C)=CCC\C(C)=C\C\C=C(\C)C=C

InChI Identifier

InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9-10,12H,1,7-8,11H2,2-5H3/b14-10-,15-12+

InChI Key

CXENHBSYCFFKJS-OXYODPPFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Alkatetraene
Branched unsaturated hydrocarbon
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Acyclic olefin
Hydrocarbon
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha-farnesene (CHEBI:39238 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0036066)
Membrane (HMDB: HMDB0036066)

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Farnesene Biosynthesis (PathBank: SMP0012049)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	277.00 to 279.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.011 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.734 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0052 g/L	ALOGPS
logP	5.7	ALOGPS
logP	5.14	ChemAxon
logS	-4.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	73.25 m³·mol⁻¹	ChemAxon
Polarizability	26.7 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
DeepCCS	[M+H]+	153.58	30932474
DeepCCS	[M-H]-	151.222	30932474
DeepCCS	[M-2H]-	184.989	30932474
DeepCCS	[M+Na]+	159.851	30932474
AllCCS	[M+H]+	152.8	32859911
AllCCS	[M+H-H2O]+	149.1	32859911
AllCCS	[M+NH4]+	156.3	32859911
AllCCS	[M+Na]+	157.3	32859911
AllCCS	[M-H]-	151.2	32859911
AllCCS	[M+Na-2H]-	152.1	32859911
AllCCS	[M+HCOO]-	153.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3Z,6E)-alpha-Farnesene	CC(C)=CCC\C(C)=C\C\C=C(\C)C=C	1757.0	Standard polar	33892256
(3Z,6E)-alpha-Farnesene	CC(C)=CCC\C(C)=C\C\C=C(\C)C=C	1488.9	Standard non polar	33892256
(3Z,6E)-alpha-Farnesene	CC(C)=CCC\C(C)=C\C\C=C(\C)C=C	1514.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (3Z,6E)-alpha-Farnesene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3Z,6E)-alpha-Farnesene 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 - (3Z,6E)-alpha-Farnesene 10V, Positive-QTOF	splash10-0a4i-3690000000-313b913d532cd4decec1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 20V, Positive-QTOF	splash10-0pw9-9710000000-078e5a8d7e85822b7c0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 40V, Positive-QTOF	splash10-0uxr-9100000000-3d3f85f913cafb612d5c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 10V, Negative-QTOF	splash10-0udi-0090000000-6d4cdcd69849df029e45	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 20V, Negative-QTOF	splash10-0udi-0190000000-e363a25bab51e774a592	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 40V, Negative-QTOF	splash10-0kg9-4900000000-b4cda282a594b52f2539	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 10V, Positive-QTOF	splash10-060s-7910000000-05be940f3488abb12fe8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 20V, Positive-QTOF	splash10-0a7l-9300000000-a54209dd2c1271d1d7d7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 40V, Positive-QTOF	splash10-05ru-9000000000-a7b8e3b259690a16a441	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 10V, Negative-QTOF	splash10-0udi-0190000000-fa0c676eabe0c49e322b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 20V, Negative-QTOF	splash10-0udi-0390000000-0d353a60a5a97cd9c1a3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3Z,6E)-alpha-Farnesene 40V, Negative-QTOF	splash10-014i-4900000000-9f5bab6c0c653c72230e	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

FDB004888

KNApSAcK ID

C00035167

Chemspider ID

4515350

KEGG Compound ID

Not Available

BioCyc ID

CPD-9338

BiGG ID

Not Available

Wikipedia Link

Farnesene

METLIN ID

Not Available

PubChem Compound

5362889

PDB ID

Not Available

ChEBI ID

39238

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1560831

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Bicker W, Lammerhofer M, Lindner W: Direct high-performance liquid chromatographic method for enantioselective and diastereoselective determination of selected pyrethroic acids. J Chromatogr A. 2004 Apr 30;1035(1):37-46. [PubMed:15117072 ]
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 (3Z,6E)-alpha-Farnesene (HMDB0036066)

MOL for HMDB0036066 ((3Z,6E)-alpha-Farnesene)

3D MOL for HMDB0036066 ((3Z,6E)-alpha-Farnesene)

3D SDF for HMDB0036066 ((3Z,6E)-alpha-Farnesene)

3D-SDF for HMDB0036066 ((3Z,6E)-alpha-Farnesene)

PDB for HMDB0036066 ((3Z,6E)-alpha-Farnesene)

3D PDB for HMDB0036066 ((3Z,6E)-alpha-Farnesene)

SMILES for HMDB0036066 ((3Z,6E)-alpha-Farnesene)

INCHI for HMDB0036066 ((3Z,6E)-alpha-Farnesene)

Structure for HMDB0036066 ((3Z,6E)-alpha-Farnesene)

3D Structure for HMDB0036066 ((3Z,6E)-alpha-Farnesene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra