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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 06:10:42 UTC

Update Date

2022-03-07 03:17:59 UTC

HMDB ID

HMDB0062763

Secondary Accession Numbers

HMDB62763

Metabolite Identification

Common Name

trans-beta-Farnesene

Description

(E)-beta-Farnesene, also known as b-farnesene or beta-trans-farnesene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, (e)-beta-farnesene is considered to be a hydrocarbon lipid molecule (E)-beta-Farnesene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0062763
     RDKit          3D
trans-beta-Farnesene
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.4944    1.1879   -1.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3137    1.1525   -2.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2868    0.2530   -1.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066    0.2198   -2.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6598   -0.5129   -0.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615   -1.3616    0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4998   -0.6364    0.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268   -0.9457    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -2.1520   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8690   -0.1095    1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8103    0.4044    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8419    1.2289    0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1167    0.8899    0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5476   -0.2900    0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1222    1.7177    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8130    0.6241   -0.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2463    1.8535   -2.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0851    1.7593   -3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9255    0.8620   -3.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2651   -0.3676   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1997    0.1111    0.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4943   -1.2174   -0.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3017   -2.1512   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245   -1.9075    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6932    0.2746    1.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092   -2.0285   -1.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -2.5549    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -2.9660    0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4855    0.7104    1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -0.7958    1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3325    1.0620   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118   -0.4532   -0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129    2.1191    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3543   -0.2157   -1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0527   -1.2357    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6477   -0.4378    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0684    1.7598    0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352    2.7746    1.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2792    1.3751    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  3
  3  5  1  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
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 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

  Mrv1652309272007292D          

 15 14  0  0  0  0            999 V2000
   -0.2858    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4287   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0003   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2858    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1432    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7147    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8576   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4291   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2866   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0010    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  2  0  0  0  0
  9 11  1  0  0  0  0
  9 12  2  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062763

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9,12H,1,4,7-8,10-11H2,2-3,5H3/b15-12+

> <INCHI_KEY>
JSNRRGGBADWTMC-NTCAYCPXSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
26.893005093461404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E)-7,11-dimethyl-3-methylidenedodeca-1,6,10-triene

> <ALOGPS_LOGP>
5.70

> <JCHEM_LOGP>
5.196814411666667

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
72.18159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.38e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-farnesene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0062763
     RDKit          3D
trans-beta-Farnesene
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.4944    1.1879   -1.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3137    1.1525   -2.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2868    0.2530   -1.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066    0.2198   -2.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6598   -0.5129   -0.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615   -1.3616    0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4998   -0.6364    0.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268   -0.9457    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -2.1520   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8690   -0.1095    1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8103    0.4044    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8419    1.2289    0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1167    0.8899    0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5476   -0.2900    0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1222    1.7177    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8130    0.6241   -0.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2463    1.8535   -2.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0851    1.7593   -3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9255    0.8620   -3.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2651   -0.3676   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1997    0.1111    0.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4943   -1.2174   -0.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3017   -2.1512   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245   -1.9075    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6932    0.2746    1.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092   -2.0285   -1.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -2.5549    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -2.9660    0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4855    0.7104    1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -0.7958    1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3325    1.0620   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118   -0.4532   -0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129    2.1191    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3543   -0.2157   -1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0527   -1.2357    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6477   -0.4378    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0684    1.7598    0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352    2.7746    1.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2792    1.3751    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  3
  3  5  1  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
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 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      -0.533   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.800  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.867  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.533   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.134   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.201   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.468  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.534  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.801   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.868   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.135  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.801   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.202  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.868   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.469   0.000   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1                                                            
CONECT    5    2    7                                                       
CONECT    6    3    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11   12                                                  
CONECT   10    8   13   14                                                  
CONECT   11    9   15                                                       
CONECT   12    9                                                            
CONECT   13   10                                                            
CONECT   14   10                                                            
CONECT   15   11                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0062763
HETATM    1  C1  UNL     1       5.494   1.188  -1.642  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.314   1.152  -2.207  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.287   0.253  -1.627  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.107   0.220  -2.197  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.660  -0.513  -0.462  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.661  -1.362   0.222  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.500  -0.636   0.761  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.227  -0.946   0.633  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.157  -2.152  -0.126  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.869  -0.109   1.229  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.810   0.404   0.179  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.842   1.229   0.887  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.117   0.890   0.826  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.548  -0.290   0.072  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.122   1.718   1.531  1.00  0.00           C  
HETATM   16  H1  UNL     1       5.813   0.624  -0.783  1.00  0.00           H  
HETATM   17  H2  UNL     1       6.246   1.853  -2.074  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.085   1.759  -3.074  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.925   0.862  -3.083  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.265  -0.368  -1.922  1.00  0.00           H  
HETATM   21  H6  UNL     1       4.200   0.111   0.318  1.00  0.00           H  
HETATM   22  H7  UNL     1       4.494  -1.217  -0.796  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.302  -2.151  -0.477  1.00  0.00           H  
HETATM   24  H9  UNL     1       3.224  -1.907   1.042  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.693   0.275   1.344  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.209  -2.029  -1.218  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.144  -2.555   0.248  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.560  -2.966   0.112  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.486   0.710   1.855  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.459  -0.796   1.892  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.332   1.062  -0.557  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.312  -0.453  -0.313  1.00  0.00           H  
HETATM   33  H18 UNL     1      -2.513   2.119   1.454  1.00  0.00           H  
HETATM   34  H19 UNL     1      -4.354  -0.216  -1.031  1.00  0.00           H  
HETATM   35  H20 UNL     1      -4.053  -1.236   0.394  1.00  0.00           H  
HETATM   36  H21 UNL     1      -5.648  -0.438   0.155  1.00  0.00           H  
HETATM   37  H22 UNL     1      -6.068   1.760   0.981  1.00  0.00           H  
HETATM   38  H23 UNL     1      -4.735   2.775   1.617  1.00  0.00           H  
HETATM   39  H24 UNL     1      -5.279   1.375   2.583  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   18
CONECT    3    4    4    5
CONECT    4   19   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8    8   25
CONECT    8    9   10
CONECT    9   26   27   28
CONECT   10   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

HMDB0062763
     RDKit          3D
trans-beta-Farnesene
 39 38  0  0  0  0  0  0  0  0999 V2000
    5.4944    1.1879   -1.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3137    1.1525   -2.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2868    0.2530   -1.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066    0.2198   -2.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6598   -0.5129   -0.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615   -1.3616    0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4998   -0.6364    0.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268   -0.9457    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -2.1520   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8690   -0.1095    1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8103    0.4044    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8419    1.2289    0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1167    0.8899    0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5476   -0.2900    0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1222    1.7177    1.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8130    0.6241   -0.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2463    1.8535   -2.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0851    1.7593   -3.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9255    0.8620   -3.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2651   -0.3676   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1997    0.1111    0.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4943   -1.2174   -0.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3017   -2.1512   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245   -1.9075    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6932    0.2746    1.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092   -2.0285   -1.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -2.5549    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -2.9660    0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4855    0.7104    1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -0.7958    1.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3325    1.0620   -0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118   -0.4532   -0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129    2.1191    1.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3543   -0.2157   -1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0527   -1.2357    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6477   -0.4378    0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0684    1.7598    0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352    2.7746    1.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2792    1.3751    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  3
  3  5  1  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
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 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
(6E)-7,11-Dimethyl-3-methylene-1,6,10-dodecatriene	ChEBI
(e)-7,11-Dimethyl-3-methylenedodeca-1,6,10-triene	ChEBI
beta-Farnesene	ChEBI
beta-trans-Farnesene	ChEBI
trans-7,11-Dimethyl-3-methylene-1,6,10-dodecatriene	ChEBI
b-Farnesene	Generator
Β-farnesene	Generator
b-trans-Farnesene	Generator
Β-trans-farnesene	Generator
(e)-b-Farnesene	Generator
(e)-Β-farnesene	Generator
(E)-beta-Farnesene	ChEBI, KEGG
trans-b-Farnesene	Generator
trans-β-Farnesene	Generator
(E)-7,11-Dimethyl-3-methylene-1,6,10-dodecatriene	PhytoBank
trans-beta-Farnesene	PhytoBank

Chemical Formula

C₁₅H₂₄

Average Molecular Weight

204.357

Monoisotopic Molecular Weight

204.187800773

IUPAC Name

(6E)-7,11-dimethyl-3-methylidenedodeca-1,6,10-triene

Traditional Name

β-farnesene

CAS Registry Number

18794-84-8

SMILES

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

InChI Identifier

InChI=1S/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9,12H,1,4,7-8,10-11H2,2-3,5H3/b15-12+

InChI Key

JSNRRGGBADWTMC-NTCAYCPXSA-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

beta-farnesene (CHEBI:10418 )
Farnesenes (C09666 )
Hydrocarbons (LMFA11000040 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062763)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Farnesene Biosynthesis (PathBank: SMP0012049)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0034 g/l	ALOGPS
LogP	5.70	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.7	ALOGPS
logP	5.2	ChemAxon
logS	-4.8	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	72.18 m³·mol⁻¹	ChemAxon
Polarizability	26.89 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
DarkChem	[M+H]+	150.997	31661259
DarkChem	[M-H]-	150.66	31661259
DeepCCS	[M+H]+	151.982	30932474
DeepCCS	[M-H]-	149.624	30932474
DeepCCS	[M-2H]-	184.377	30932474
DeepCCS	[M+Na]+	159.394	30932474
AllCCS	[M+H]+	153.9	32859911
AllCCS	[M+H-H2O]+	150.2	32859911
AllCCS	[M+NH4]+	157.4	32859911
AllCCS	[M+Na]+	158.4	32859911
AllCCS	[M-H]-	151.4	32859911
AllCCS	[M+Na-2H]-	152.4	32859911
AllCCS	[M+HCOO]-	153.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
trans-beta-Farnesene	CC(C)=CCC\C(C)=C\CCC(=C)C=C	1675.7	Standard polar	33892256
trans-beta-Farnesene	CC(C)=CCC\C(C)=C\CCC(=C)C=C	1453.9	Standard non polar	33892256
trans-beta-Farnesene	CC(C)=CCC\C(C)=C\CCC(=C)C=C	1453.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - trans-beta-Farnesene EI-B (Non-derivatized)	splash10-00kf-9100000000-0de28d2b36d20fb36076	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - trans-beta-Farnesene EI-B (Non-derivatized)	splash10-014l-9100000000-f65ac7d94ccd703ca91d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - trans-beta-Farnesene EI-B (Non-derivatized)	splash10-00kf-9300000000-b9d4d3c4eb1b8ad6bb3d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - trans-beta-Farnesene EI-B (Non-derivatized)	splash10-00kf-9100000000-0de28d2b36d20fb36076	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - trans-beta-Farnesene EI-B (Non-derivatized)	splash10-014l-9100000000-f65ac7d94ccd703ca91d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - trans-beta-Farnesene EI-B (Non-derivatized)	splash10-00kf-9300000000-b9d4d3c4eb1b8ad6bb3d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-beta-Farnesene GC-MS (Non-derivatized) - 70eV, Positive	splash10-01bi-9800000000-3bc4e66181d2648448f2	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-beta-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 - trans-beta-Farnesene 10V, Positive-QTOF	splash10-0a4i-2590000000-97aec58a39dbd95191c2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 20V, Positive-QTOF	splash10-0api-9820000000-5cfce39fed14f59cb32c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 40V, Positive-QTOF	splash10-0uxr-9100000000-b58552bbf4bf6991f239	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 10V, Negative-QTOF	splash10-0udi-0090000000-8679dd3e5f4e50a4cded	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 20V, Negative-QTOF	splash10-0udi-0190000000-6ebdcd800d0f42496ce2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 40V, Negative-QTOF	splash10-0kg9-4900000000-74d9a26b7a0e990038eb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 10V, Negative-QTOF	splash10-0udi-0090000000-7ccf03fa1149a1e9f55f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 20V, Negative-QTOF	splash10-0udi-0290000000-452458c093084cfa4678	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 40V, Negative-QTOF	splash10-00mn-5900000000-43455a50f927d4e73685	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 10V, Positive-QTOF	splash10-060s-9710000000-994d4c69028890070859	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 20V, Positive-QTOF	splash10-0a7l-9300000000-4a11eb2cdd00336af5af	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-beta-Farnesene 40V, Positive-QTOF	splash10-0lgl-9100000000-0525b6ed5a080a68463b	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

C00003131

Chemspider ID

Not Available

KEGG Compound ID

C09666

BioCyc ID

CPD-8239

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281517

PDB ID

Not Available

ChEBI ID

10418

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for trans-beta-Farnesene (HMDB0062763)

MOL for HMDB0062763 (trans-beta-Farnesene)

3D MOL for HMDB0062763 (trans-beta-Farnesene)

3D SDF for HMDB0062763 (trans-beta-Farnesene)

3D-SDF for HMDB0062763 (trans-beta-Farnesene)

PDB for HMDB0062763 (trans-beta-Farnesene)

3D PDB for HMDB0062763 (trans-beta-Farnesene)

SMILES for HMDB0062763 (trans-beta-Farnesene)

INCHI for HMDB0062763 (trans-beta-Farnesene)

Structure for HMDB0062763 (trans-beta-Farnesene)

3D Structure for HMDB0062763 (trans-beta-Farnesene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra