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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-03-07 21:32:52 UTC

Update Date

2022-03-07 03:17:37 UTC

HMDB ID

HMDB0059849

Secondary Accession Numbers

HMDB59849

Metabolite Identification

Common Name

(Z)-Farnesol

Description

(Z)-Farnesol, also known as (2Z,6E)-farnesol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, (Z)-farnesol is considered to be an isoprenoid lipid molecule (Z)-Farnesol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0059849
     RDKit          3D
(Z)-Farnesol
 42 41  0  0  0  0  0  0  0  0999 V2000
    4.5744    1.6562    0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9295    1.0270   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1243    1.5117   -1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1750    0.0560   -0.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -0.4431   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -0.2311   -1.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5344   -0.7197   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576   -2.1168    0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4656    0.1242   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064   -0.3594    0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9314   -0.1693   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0905   -0.6827    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169   -2.1349    0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0985    0.0932    0.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2424    1.5139    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3513    2.2419    1.5232 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3508    2.3854    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4960    0.8960    1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5767    2.1376    0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0579    1.0987   -0.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2406    2.6158   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1449    1.1775   -2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4445   -0.3964   -1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417    0.1676    0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0701   -1.4951    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7307    0.8575   -1.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.7517   -2.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -2.5665   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -2.2429    1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994   -2.7758   -0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4314    1.1727   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8466    0.2799    1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -1.3931    0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9890    0.8459   -0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076   -0.9124   -1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -2.7620    0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8120   -2.1307    1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1591   -2.4715    0.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305   -0.3528    1.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4889    1.9304   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2471    1.6830   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3146    1.6359    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
M  END

  Mrv0541 02241215452D          

 16 15  0  0  0  0            999 V2000
   -5.3920    2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6775    2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9630    2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2486    2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5341    2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8196    2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1051    2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3907    2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3238    2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527    2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6775    3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8196    3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7527    1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4671    0.9723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  3  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 12  1  0  0  0  0
  6 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059849

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11-

> <INCHI_KEY>
CRDAMVZIKSXKFV-PVMFERMNSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.878152081633225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol

> <ALOGPS_LOGP>
4.84

> <JCHEM_LOGP>
4.1620975709999986

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.33002421872553

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2170474067294528

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
74.98469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z,E)-farnesol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0059849
     RDKit          3D
(Z)-Farnesol
 42 41  0  0  0  0  0  0  0  0999 V2000
    4.5744    1.6562    0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9295    1.0270   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1243    1.5117   -1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1750    0.0560   -0.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -0.4431   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -0.2311   -1.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5344   -0.7197   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576   -2.1168    0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4656    0.1242   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064   -0.3594    0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9314   -0.1693   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0905   -0.6827    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169   -2.1349    0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0985    0.0932    0.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2424    1.5139    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3513    2.2419    1.5232 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3508    2.3854    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4960    0.8960    1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5767    2.1376    0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0579    1.0987   -0.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2406    2.6158   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1449    1.1775   -2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4445   -0.3964   -1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417    0.1676    0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0701   -1.4951    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7307    0.8575   -1.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.7517   -2.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -2.5665   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -2.2429    1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994   -2.7758   -0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4314    1.1727   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8466    0.2799    1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -1.3931    0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9890    0.8459   -0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076   -0.9124   -1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -2.7620    0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8120   -2.1307    1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1591   -2.4715    0.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305   -0.3528    1.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4889    1.9304   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2471    1.6830   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3146    1.6359    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -10.065   4.125   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.731   4.895   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.398   4.125   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.064   4.895   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.730   4.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.397   4.895   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.063   4.125   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.729   4.895   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.604   4.125   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.938   4.895   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.272   4.125   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.731   6.435   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.397   6.435   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.938   6.435   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.272   2.585   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.605   1.815   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   15                                                       
CONECT   12    2                                                            
CONECT   13    6                                                            
CONECT   14   10                                                            
CONECT   15   11   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0059849
HETATM    1  C1  UNL     1       4.574   1.656   0.868  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.930   1.027  -0.423  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.124   1.512  -1.145  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.175   0.056  -0.893  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.970  -0.443  -0.179  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.788  -0.231  -1.097  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.534  -0.720  -0.424  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.358  -2.117   0.006  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.466   0.124  -0.200  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.706  -0.359   0.466  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.931  -0.169  -0.417  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.091  -0.683   0.347  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.117  -2.135   0.784  1.00  0.00           C  
HETATM   14  C14 UNL     1      -5.098   0.093   0.656  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.242   1.514   0.318  1.00  0.00           C  
HETATM   16  O1  UNL     1      -5.351   2.242   1.523  1.00  0.00           O  
HETATM   17  H1  UNL     1       5.351   2.385   1.195  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.496   0.896   1.684  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.577   2.138   0.760  1.00  0.00           H  
HETATM   20  H4  UNL     1       7.058   1.099  -0.678  1.00  0.00           H  
HETATM   21  H5  UNL     1       6.241   2.616  -1.090  1.00  0.00           H  
HETATM   22  H6  UNL     1       6.145   1.178  -2.204  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.444  -0.396  -1.838  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.842   0.168   0.738  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.070  -1.495   0.153  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.731   0.857  -1.299  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.881  -0.752  -2.048  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.555  -2.567  -0.486  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.225  -2.243   1.087  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.199  -2.776  -0.297  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.431   1.173  -0.479  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.847   0.280   1.366  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.621  -1.393   0.824  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.989   0.846  -0.771  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.808  -0.912  -1.270  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.507  -2.762   0.129  1.00  0.00           H  
HETATM   37  H21 UNL     1      -3.812  -2.131   1.835  1.00  0.00           H  
HETATM   38  H22 UNL     1      -5.159  -2.472   0.725  1.00  0.00           H  
HETATM   39  H23 UNL     1      -5.931  -0.353   1.227  1.00  0.00           H  
HETATM   40  H24 UNL     1      -4.489   1.930  -0.329  1.00  0.00           H  
HETATM   41  H25 UNL     1      -6.247   1.683  -0.182  1.00  0.00           H  
HETATM   42  H26 UNL     1      -5.315   1.636   2.311  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4    4
CONECT    3   20   21   22
CONECT    4    5   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8    9    9
CONECT    8   28   29   30
CONECT    9   10   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   14   14
CONECT   13   36   37   38
CONECT   14   15   39
CONECT   15   16   40   41
CONECT   16   42
END

HMDB0059849
     RDKit          3D
(Z)-Farnesol
 42 41  0  0  0  0  0  0  0  0999 V2000
    4.5744    1.6562    0.8681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9295    1.0270   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1243    1.5117   -1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1750    0.0560   -0.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -0.4431   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -0.2311   -1.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5344   -0.7197   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576   -2.1168    0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4656    0.1242   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064   -0.3594    0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9314   -0.1693   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0905   -0.6827    0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169   -2.1349    0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0985    0.0932    0.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2424    1.5139    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3513    2.2419    1.5232 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3508    2.3854    1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4960    0.8960    1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5767    2.1376    0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0579    1.0987   -0.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2406    2.6158   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1449    1.1775   -2.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4445   -0.3964   -1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417    0.1676    0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0701   -1.4951    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7307    0.8575   -1.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.7517   -2.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -2.5665   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -2.2429    1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994   -2.7758   -0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4314    1.1727   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8466    0.2799    1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -1.3931    0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9890    0.8459   -0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076   -0.9124   -1.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -2.7620    0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8120   -2.1307    1.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1591   -2.4715    0.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9305   -0.3528    1.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4889    1.9304   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2471    1.6830   -0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3146    1.6359    2.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  8 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2-cis,6-trans)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol	ChEBI
(2Z,6E)-Farnesol	ChEBI
(Z,e)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol	ChEBI
(Z,e)-Farnesol	ChEBI
2-cis,6-trans-Farnesol	ChEBI
cis,trans-Farnesol	ChEBI
(2-cis,6-trans)-Farnesol	HMDB
(2Z,6E)-3,7,11-Trimethyldodeca-2,6,10-trien-1-ol	HMDB

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

IUPAC Name

(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol

Traditional Name

(Z,E)-farnesol

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C/CO

InChI Identifier

InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11-

InChI Key

CRDAMVZIKSXKFV-PVMFERMNSA-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
Fatty alcohol
Fatty acyl
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

farnesol (CHEBI:16774 )
Acyclic farnesane sesquiterpenoids (C03220 )
Farnesenes (C03220 )
Acyclic farnesane sesquiterpenoids (LMPR0103010013 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059849)

Source

Exogenous

Exogenous (HMDB: HMDB0059849)

Process

Not Available

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.059 g/L	ALOGPS
logP	4.84	ALOGPS
logP	4.16	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	16.33	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	74.98 m³·mol⁻¹	ChemAxon
Polarizability	28.88 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]+	156.481	31661259
DarkChem	[M-H]-	153.453	31661259
DeepCCS	[M+H]+	159.127	30932474
DeepCCS	[M-H]-	156.769	30932474
DeepCCS	[M-2H]-	190.533	30932474
DeepCCS	[M+Na]+	165.515	30932474
AllCCS	[M+H]+	159.0	32859911
AllCCS	[M+H-H2O]+	155.4	32859911
AllCCS	[M+NH4]+	162.3	32859911
AllCCS	[M+Na]+	163.2	32859911
AllCCS	[M-H]-	159.1	32859911
AllCCS	[M+Na-2H]-	160.2	32859911
AllCCS	[M+HCOO]-	161.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(Z)-Farnesol	CC(C)=CCC\C(C)=C\CC\C(C)=C/CO	2313.6	Standard polar	33892256
(Z)-Farnesol	CC(C)=CCC\C(C)=C\CC\C(C)=C/CO	1690.7	Standard non polar	33892256
(Z)-Farnesol	CC(C)=CCC\C(C)=C\CC\C(C)=C/CO	1719.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(Z)-Farnesol,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C\CO[Si](C)(C)C	1772.6	Semi standard non polar	33892256
(Z)-Farnesol,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC/C(C)=C\CO[Si](C)(C)C(C)(C)C	2002.7	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 - (Z)-Farnesol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0avr-8930000000-641aa7a0528c963eca89	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (Z)-Farnesol GC-MS (1 TMS) - 70eV, Positive	splash10-05xr-9860000000-2eeca721058a47519afd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (Z)-Farnesol 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 - (Z)-Farnesol 10V, Positive-QTOF	splash10-0ab9-1590000000-88a1356fe7cab3171954	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 20V, Positive-QTOF	splash10-0avi-7930000000-81c18181dbd66735216a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 40V, Positive-QTOF	splash10-0gi0-9400000000-e44ecbea8a96f84abd43	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 10V, Negative-QTOF	splash10-00di-0390000000-9beef594142e0da5de92	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 20V, Negative-QTOF	splash10-006x-1980000000-3b9708ac6185abaf6d96	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 40V, Negative-QTOF	splash10-05bf-4910000000-a8db2089f5647c8532ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 10V, Positive-QTOF	splash10-05gi-5930000000-9f54facb49232e1c6a46	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 20V, Positive-QTOF	splash10-05o0-9600000000-55d109ed92e3da30c7ea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 40V, Positive-QTOF	splash10-00l6-9100000000-bcc664ee21d185da076e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 20V, Negative-QTOF	splash10-00di-0690000000-8a43271c10743cad1e3e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-Farnesol 40V, Negative-QTOF	splash10-00l2-4900000000-7dcaa3b1e66cfbe960c9	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

FDB014760

KNApSAcK ID

Not Available

Chemspider ID

1266074

KEGG Compound ID

C03220

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1549108

PDB ID

Not Available

ChEBI ID

16774

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 (Z)-Farnesol (HMDB0059849)

MOL for HMDB0059849 ((Z)-Farnesol)

3D MOL for HMDB0059849 ((Z)-Farnesol)

3D SDF for HMDB0059849 ((Z)-Farnesol)

3D-SDF for HMDB0059849 ((Z)-Farnesol)

PDB for HMDB0059849 ((Z)-Farnesol)

3D PDB for HMDB0059849 ((Z)-Farnesol)

SMILES for HMDB0059849 ((Z)-Farnesol)

INCHI for HMDB0059849 ((Z)-Farnesol)

Structure for HMDB0059849 ((Z)-Farnesol)

3D Structure for HMDB0059849 ((Z)-Farnesol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra