MiMeDB: Showing metabocard for Alpha-Farnesene (MMDBc0004248)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 22:19:09 UTC

Update Date

2024-04-30 19:33:53 UTC

Metabolite ID

MMDBc0004248

Metabolite Identification

Common Name

Alpha-Farnesene

Description

alpha-Farnesene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (3E,6E)-alpha-Farnesene, also known as trans-alpha-Farnesene, is a sweet, bergamot, and citrus tasting flavouring ingredient. (3E,6E)-alpha-Farnesene is a constituent of the natural coating of apples and pears and other fruit. It has been identified in gingers, cottonseeds, common oregano, sweet oranges, spearmints, guava, pomes, and pears. This could make (3E,6E)-alpha-farnesene a potential biomarker for the consumption of these foods.

Structure

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

HMDB0036065
     RDKit          3D
alpha-Farnesene
 39 38  0  0  0  0  0  0  0  0999 V2000
   -6.0121    1.4697   -0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869    1.7736   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7538    0.7392   -0.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0994   -0.6511   -0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143    1.0142   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905    0.0487   -1.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    0.4969   -0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769   -0.2396    0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571   -1.5539    1.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1446    0.2936    1.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3804   -0.5739    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639   -0.6763    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007   -0.2741   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6990   -0.4139   -1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0080    0.2942    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7994    2.2464   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3706    0.4877   -0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5638    2.7919   -0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7864   -0.5614    0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2486   -1.2351    0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816   -1.1517   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3532    2.0757   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -0.9802   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269    0.1726   -2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0738    1.4926   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5266   -2.1248    0.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343   -2.1887    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -1.6284    1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342    0.4071    2.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4616    1.3028    1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690   -1.5720    2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1139   -0.0902    2.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3143   -1.1042   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9044   -0.3396   -2.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1769   -1.4248   -1.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4848    0.3190   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5028    1.1863    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0959   -0.4373    1.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9991    0.6088    0.7441 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


  Mrv1652309272007302D          

 15 14  0  0  0  0            999 V2000
 9998.0454 9998.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7603 9997.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4735 9998.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1888 9997.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.9042 9998.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.6174 9997.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3328 9998.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.9042 9999.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3309 9997.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6141 9998.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8996 9997.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1850 9998.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4705 9997.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1850 9999.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0454 9999.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  9  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0004248

> <DATABASE_NAME>
MIME

> <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-VDQVFBMKSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.857514706649745

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,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>
farnesene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036065
     RDKit          3D
alpha-Farnesene
 39 38  0  0  0  0  0  0  0  0999 V2000
   -6.0121    1.4697   -0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869    1.7736   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7538    0.7392   -0.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0994   -0.6511   -0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143    1.0142   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905    0.0487   -1.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    0.4969   -0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769   -0.2396    0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571   -1.5539    1.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1446    0.2936    1.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3804   -0.5739    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639   -0.6763    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007   -0.2741   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6990   -0.4139   -1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0080    0.2942    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7994    2.2464   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3706    0.4877   -0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5638    2.7919   -0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7864   -0.5614    0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2486   -1.2351    0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816   -1.1517   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3532    2.0757   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -0.9802   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269    0.1726   -2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0738    1.4926   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5266   -2.1248    0.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343   -2.1887    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -1.6284    1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342    0.4071    2.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4616    1.3028    1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690   -1.5720    2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1139   -0.0902    2.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3143   -1.1042   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9044   -0.3396   -2.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1769   -1.4248   -1.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4848    0.3190   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5028    1.1863    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0959   -0.4373    1.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9991    0.6088    0.7441 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                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8663.0188663.297   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8664.3528662.529   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8665.6848663.297   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8667.0198662.529   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8668.3558663.297   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8669.6868662.529   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8671.0218663.297   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8668.3558664.837   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8661.6848662.529   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8660.3468663.297   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8659.0138662.529   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8657.6798663.297   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8656.3458662.529   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8657.6798664.837   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.0188664.837   0.000  0.00  0.00           C+0
CONECT    1    2    9   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    1   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    1                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0036065
HETATM    1  C1  UNL     1      -6.012   1.470  -0.319  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.787   1.774  -0.676  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.754   0.739  -0.711  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.099  -0.651  -0.329  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.514   1.014  -1.070  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.391   0.049  -1.143  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.355   0.497  -0.233  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.077  -0.240   0.758  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.457  -1.554   1.006  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.145   0.294   1.649  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.380  -0.574   1.638  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.964  -0.676   0.273  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.201  -0.274  -0.001  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.699  -0.414  -1.389  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.008   0.294   1.114  1.00  0.00           C  
HETATM   16  H1  UNL     1      -6.799   2.246  -0.289  1.00  0.00           H  
HETATM   17  H2  UNL     1      -6.371   0.488  -0.035  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.564   2.792  -0.939  1.00  0.00           H  
HETATM   19  H4  UNL     1      -4.786  -0.561   0.560  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.249  -1.235   0.042  1.00  0.00           H  
HETATM   21  H6  UNL     1      -4.682  -1.152  -1.126  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.353   2.076  -1.330  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.693  -0.980  -1.127  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.927   0.173  -2.186  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.074   1.493  -0.394  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.527  -2.125   0.057  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.234  -2.189   1.646  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.420  -1.628   1.511  1.00  0.00           H  
HETATM   29  H14 UNL     1       0.734   0.407   2.659  1.00  0.00           H  
HETATM   30  H15 UNL     1       1.462   1.303   1.315  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.169  -1.572   2.046  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.114  -0.090   2.316  1.00  0.00           H  
HETATM   33  H18 UNL     1       2.314  -1.104  -0.500  1.00  0.00           H  
HETATM   34  H19 UNL     1       3.904  -0.340  -2.143  1.00  0.00           H  
HETATM   35  H20 UNL     1       5.177  -1.425  -1.528  1.00  0.00           H  
HETATM   36  H21 UNL     1       5.485   0.319  -1.645  1.00  0.00           H  
HETATM   37  H22 UNL     1       4.503   1.186   1.516  1.00  0.00           H  
HETATM   38  H23 UNL     1       5.096  -0.437   1.959  1.00  0.00           H  
HETATM   39  H24 UNL     1       5.999   0.609   0.744  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

HMDB0036065
     RDKit          3D
alpha-Farnesene
 39 38  0  0  0  0  0  0  0  0999 V2000
   -6.0121    1.4697   -0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7869    1.7736   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7538    0.7392   -0.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0994   -0.6511   -0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5143    1.0142   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905    0.0487   -1.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    0.4969   -0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769   -0.2396    0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571   -1.5539    1.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1446    0.2936    1.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3804   -0.5739    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639   -0.6763    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007   -0.2741   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6990   -0.4139   -1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0080    0.2942    1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7994    2.2464   -0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3706    0.4877   -0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5638    2.7919   -0.9389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7864   -0.5614    0.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2486   -1.2351    0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6816   -1.1517   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3532    2.0757   -1.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -0.9802   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269    0.1726   -2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0738    1.4926   -0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5266   -2.1248    0.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2343   -2.1887    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4198   -1.6284    1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342    0.4071    2.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4616    1.3028    1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690   -1.5720    2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1139   -0.0902    2.3164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3143   -1.1042   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9044   -0.3396   -2.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1769   -1.4248   -1.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4848    0.3190   -1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5028    1.1863    1.5160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0959   -0.4373    1.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9991    0.6088    0.7441 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

Synonyms

Value	Source
(3E,6E)-alpha-Farnesene	ChEBI
(3E,6E)-a-Farnesene	Generator
(3E,6E)-Α-farnesene	Generator
a-Farnesene	Generator
Α-farnesene	Generator
(E,E)-Farnesene	HMDB
trans-Farnesene	HMDB
3,7,11-Trimethyl-(E,E)-1,3,6,10-dodecatetraene	HMDB
alpha-trans,trans-Farnesene	HMDB
trans,trans-alpha-Farnesene	HMDB
alpha-Farnesene	MeSH
(3E,6E)-3,7,11-Trimethyl-1,3,6,10-dodecatetraene	HMDB
(E,E)-alpha-Farnesene	HMDB
(E,E)-α-Farnesene	HMDB
3,7,11-Trimethyl-1,3,6,10-dodecatetraene	HMDB
Farnesene	HMDB
trans,trans-α-Farnesene	HMDB
trans-2,6,10-Trimethyl-2,6,9,11-dodecatetraene	HMDB
trans-3,7,11-Trimethyl-1,3,6,10-dodecatetraene	HMDB
trans-alpha-Farnesene	HMDB
trans-α-Farnesene	HMDB

Molecular Formula

C₁₅H₂₄

Average Mass

204.3511

Monoisotopic Mass

204.187800768

IUPAC Name

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

Traditional Name

farnesene

CAS Registry Number

Not Available

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-VDQVFBMKSA-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:10280 )
Farnesenes (C09665 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted 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	26.86 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0673-9800000000-2417bd57042b291e594e	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-3690000000-313b913d532cd4decec1	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pw9-9710000000-078e5a8d7e85822b7c0c	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uxr-9100000000-3d3f85f913cafb612d5c	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0090000000-6d4cdcd69849df029e45	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0190000000-e363a25bab51e774a592	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kg9-4900000000-b4cda282a594b52f2539	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0190000000-fa0c676eabe0c49e322b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0390000000-0d353a60a5a97cd9c1a3	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-4900000000-9f5bab6c0c653c72230e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-060s-7910000000-05be940f3488abb12fe8	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a7l-9300000000-a54209dd2c1271d1d7d7	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05ru-9000000000-a7b8e3b259690a16a441	2021-09-22	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9300000000-3317cba9629f9379052f	2015-03-01	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	4	Human feces; Human saliva	Metabolic reconstruction; Unknown
Eukaryota/Fungi	Basidiomycota	8	Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Plant	Fruit	Citrus sinensis	FooDB	31437929
Plant	Plant	Chamaemelum nobile	FooDB	31437929
Plant	Essential oil	Gossypium	FooDB	31437929
Plant		Malus	FooDB	31437929
Plant	Plant	Matricaria recutita	FooDB	31437929
Plant		Zingiber officinale	FooDB	31437929
Plant	Fruit	Citrus reticulata	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Plant	Annona squamosa	FooDB	31437929
Plant	Fruit	Pyrus communis	FooDB	31437929
Plant	Essential oil	Zingiber officinale	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Fruit	Psidium guajava	FooDB	31437929
Plant	Plant	Origanum vulgare	FooDB	31437929
Plant	Rhizome	Zingiber officinale	FooDB	31437929
Plant	Root	Daucus carota ssp. sativus	FooDB	31437929
Plant	Essential oil	Mentha spicata	FooDB	31437929
Plant	Essential oil	Citrus limon	FooDB	31437929
Plant	Leaves	Camellia sinensis	FooDB	31437929
Plant	Pericarp	Malus pumila	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0036065

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Farnesene

METLIN ID

Not Available

PubChem Compound

5281516

PDB ID

Not Available

ChEBI ID

10280

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [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. doi: 10.1194/jlr.R600022-JLR200. 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. doi: 10.1194/jlr.R700005-JLR200. 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). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. 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 Alpha-Farnesene (MMDBc0004248)

MOL for #<Metabolite:0x00005634c288cb40>

3D MOL for #<Metabolite:0x00005634c288cb40>

3D SDF for #<Metabolite:0x00005634c288cb40>

3D-SDF for #<Metabolite:0x00005634c288cb40>

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3D PDB for #<Metabolite:0x00005634c288cb40>

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INCHI for #<Metabolite:0x00005634c288cb40>

Structure for #<Metabolite:0x00005634c288cb40>

3D Structure for #<Metabolite:0x00005634c288cb40>