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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 20:53:05 UTC

Update Date

2021-09-26 22:50:48 UTC

HMDB ID

HMDB0243636

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(E,Z)-Farnesol

Description

farnesol, also known as farnesyl alcohol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on farnesol. This compound has been identified in human blood as reported by (PMID: 31557052 ). (e,z)-farnesol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (E,Z)-Farnesol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0243636
     RDKit          3D
(E,Z)-Farnesol
 42 41  0  0  0  0  0  0  0  0999 V2000
   -4.1967    1.8582   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6670    0.7073    0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0878    0.5957    0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8183   -0.2440    0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3813   -0.2112    0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885   -1.4196   -0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494   -1.3812   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926   -2.4540   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -0.3596   -0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6623   -0.2745   -0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5545   -0.2173    0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -0.1324    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5649   -1.2524   -0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7578    0.8428    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4181    2.0400    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6501    3.2106    0.5545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0918    2.4824   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4117    2.4232    0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528    1.4208   -1.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6959    1.2243    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4475   -0.4480    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2135    0.9165    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1367   -1.0815    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1895    0.7087   -0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -0.2049    1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5931   -1.4033   -1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2179   -2.3129    0.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131   -3.2543   -1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4945   -1.9878   -2.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8808   -0.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882    0.4423    0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8216    0.6270   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9617   -1.1723   -1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539   -1.0984    1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    0.6485    1.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5672   -1.4889   -0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396   -2.1544   -0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6409   -0.9934   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8337    0.7971    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0969    2.0451    2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4120    2.0141    1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8752    3.4225   -0.0088 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  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  3
 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

farnesol
  Mrv1572001071617122D          

 16 15  0  0  0  0            999 V2000
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 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
  1 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243636

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCCC(C)=CCCC(C)=CCO

> <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

> <INCHI_KEY>
CRDAMVZIKSXKFV-UHFFFAOYSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.372

> <EXACT_MASS>
222.198365457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
28.69718933151178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
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>
74.9847

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
farnesol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0243636
     RDKit          3D
(E,Z)-Farnesol
 42 41  0  0  0  0  0  0  0  0999 V2000
   -4.1967    1.8582   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6670    0.7073    0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0878    0.5957    0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8183   -0.2440    0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3813   -0.2112    0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885   -1.4196   -0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494   -1.3812   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926   -2.4540   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -0.3596   -0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6623   -0.2745   -0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5545   -0.2173    0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -0.1324    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5649   -1.2524   -0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7578    0.8428    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4181    2.0400    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6501    3.2106    0.5545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0918    2.4824   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4117    2.4232    0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528    1.4208   -1.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6959    1.2243    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4475   -0.4480    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2135    0.9165    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1367   -1.0815    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1895    0.7087   -0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -0.2049    1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5931   -1.4033   -1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2179   -2.3129    0.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131   -3.2543   -1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4945   -1.9878   -2.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8808   -0.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882    0.4423    0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8216    0.6270   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9617   -1.1723   -1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539   -1.0984    1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    0.6485    1.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5672   -1.4889   -0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396   -2.1544   -0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6409   -0.9934   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8337    0.7971    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0969    2.0451    2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4120    2.0141    1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8752    3.4225   -0.0088 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  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  3
 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                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: farnesol                                          
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.780   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.470   6.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.780   8.002   0.000  0.00  0.00           O+0
CONECT    1    2   16                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    1                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0250299
HETATM    1  C1  UNL     1       6.219   0.859   0.687  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.826   0.344   0.755  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.599  -0.994   1.366  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.802   1.041   0.291  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.396   0.528   0.357  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.901   0.450  -1.083  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.491  -0.058  -1.126  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.132  -0.189  -2.472  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.142  -0.365  -0.008  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.521  -0.861  -0.068  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.502   0.011   0.678  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.846  -0.569   0.557  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.016  -1.981   1.114  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.919  -0.032   0.031  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.960   1.319  -0.559  1.00  0.00           C  
HETATM   16  O1  UNL     1      -5.911   2.059   0.176  1.00  0.00           O  
HETATM   17  H1  UNL     1       6.263   1.956   0.827  1.00  0.00           H  
HETATM   18  H2  UNL     1       6.867   0.420   1.475  1.00  0.00           H  
HETATM   19  H3  UNL     1       6.684   0.545  -0.291  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.926  -0.904   2.239  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.190  -1.679   0.584  1.00  0.00           H  
HETATM   22  H6  UNL     1       5.544  -1.449   1.706  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.012   2.018  -0.149  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.762   1.195   0.945  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.448  -0.512   0.727  1.00  0.00           H  
HETATM   26  H10 UNL     1       2.523  -0.208  -1.691  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.916   1.491  -1.470  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.591  -0.039  -3.278  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.503  -1.249  -2.596  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.990   0.513  -2.508  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.335  -0.261   0.957  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.523  -1.874   0.429  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.854  -0.915  -1.107  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.227  -0.025   1.773  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.505   1.046   0.317  1.00  0.00           H  
HETATM   36  H20 UNL     1      -3.783  -2.648   0.268  1.00  0.00           H  
HETATM   37  H21 UNL     1      -3.342  -2.105   1.982  1.00  0.00           H  
HETATM   38  H22 UNL     1      -5.044  -2.147   1.429  1.00  0.00           H  
HETATM   39  H23 UNL     1      -5.841  -0.603   0.022  1.00  0.00           H  
HETATM   40  H24 UNL     1      -5.365   1.306  -1.606  1.00  0.00           H  
HETATM   41  H25 UNL     1      -4.007   1.844  -0.627  1.00  0.00           H  
HETATM   42  H26 UNL     1      -6.365   2.723  -0.421  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

HMDB0243636
     RDKit          3D
(E,Z)-Farnesol
 42 41  0  0  0  0  0  0  0  0999 V2000
   -4.1967    1.8582   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6670    0.7073    0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0878    0.5957    0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8183   -0.2440    0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3813   -0.2112    0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885   -1.4196   -0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494   -1.3812   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926   -2.4540   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2366   -0.3596   -0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6623   -0.2745   -0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5545   -0.2173    0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -0.1324    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5649   -1.2524   -0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7578    0.8428    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4181    2.0400    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6501    3.2106    0.5545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0918    2.4824   -0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4117    2.4232    0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528    1.4208   -1.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6959    1.2243    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4475   -0.4480    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2135    0.9165    1.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1367   -1.0815    1.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1895    0.7087   -0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7359   -0.2049    1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5931   -1.4033   -1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2179   -2.3129    0.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6131   -3.2543   -1.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4945   -1.9878   -2.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8808   -0.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882    0.4423    0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8216    0.6270   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9617   -1.1723   -1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539   -1.0984    1.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543    0.6485    1.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5672   -1.4889   -0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396   -2.1544   -0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6409   -0.9934   -1.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8337    0.7971    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0969    2.0451    2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4120    2.0141    1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8752    3.4225   -0.0088 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  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  3
 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
3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol	ChEBI
3,7,11-Trimethyl-2,6,10-dodecatrienol	ChEBI
Farnesyl alcohol	ChEBI

Chemical Formula

C₁₅H₂₆O

Average Molecular Weight

222.372

Monoisotopic Molecular Weight

222.198365457

IUPAC Name

3,7,11-trimethyldodeca-2,6,10-trien-1-ol

Traditional Name

farnesol

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCCC(C)=CCO

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

InChI Key

CRDAMVZIKSXKFV-UHFFFAOYSA-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

primary alcohol (CHEBI:28600 )
farnesane sesquiterpenoid (CHEBI:28600 )
polyprenol (CHEBI:28600 )
a farnesol (CPD-9102 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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
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	28.7 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
DeepCCS	[M+H]+	150.515	30932474
DeepCCS	[M-H]-	148.114	30932474
DeepCCS	[M-2H]-	183.391	30932474
DeepCCS	[M+Na]+	158.557	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
(E,Z)-Farnesol	CC(C)=CCCC(C)=CCCC(C)=CCO	1690.6	Standard non polar	33892256
(E,Z)-Farnesol	CC(C)=CCCC(C)=CCCC(C)=CCO	1690.6	Standard non polar	33892256
(E,Z)-Farnesol	CC(C)=CCCC(C)=CCCC(C)=CCO	1719.4	Semi standard non polar	33892256
(E,Z)-Farnesol	CC(C)=CCCC(C)=CCCC(C)=CCO	1719.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E,Z)-Farnesol,1TMS,isomer #1	CC(C)=CCCC(C)=CCCC(C)=CCO[Si](C)(C)C	1772.6	Semi standard non polar	33892256
(E,Z)-Farnesol,1TMS,isomer #1	CC(C)=CCCC(C)=CCCC(C)=CCO[Si](C)(C)C	1746.2	Standard non polar	33892256
(E,Z)-Farnesol,1TMS,isomer #1	CC(C)=CCCC(C)=CCCC(C)=CCO[Si](C)(C)C	1882.1	Standard polar	33892256
(E,Z)-Farnesol,1TBDMS,isomer #1	CC(C)=CCCC(C)=CCCC(C)=CCO[Si](C)(C)C(C)(C)C	2002.7	Semi standard non polar	33892256
(E,Z)-Farnesol,1TBDMS,isomer #1	CC(C)=CCCC(C)=CCCC(C)=CCO[Si](C)(C)C(C)(C)C	1922.4	Standard non polar	33892256
(E,Z)-Farnesol,1TBDMS,isomer #1	CC(C)=CCCC(C)=CCCC(C)=CCO[Si](C)(C)C(C)(C)C	2007.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (E,Z)-Farnesol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4u-9830000000-5e08d59a4cc2e87c9984	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E,Z)-Farnesol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E,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 - (E,Z)-Farnesol 10V, Positive-QTOF	splash10-0ab9-1590000000-88a1356fe7cab3171954	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 20V, Positive-QTOF	splash10-0avi-7930000000-81c18181dbd66735216a	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 40V, Positive-QTOF	splash10-0gi0-9400000000-e44ecbea8a96f84abd43	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 10V, Negative-QTOF	splash10-00di-0390000000-9beef594142e0da5de92	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 20V, Negative-QTOF	splash10-006x-1980000000-3b9708ac6185abaf6d96	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 40V, Negative-QTOF	splash10-05bf-4910000000-a8db2089f5647c8532ad	2017-06-28	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 10V, Positive-QTOF	splash10-05gi-5930000000-9f54facb49232e1c6a46	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 20V, Positive-QTOF	splash10-05o0-9600000000-55d109ed92e3da30c7ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 40V, Positive-QTOF	splash10-00l6-9100000000-bcc664ee21d185da076e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 10V, Negative-QTOF	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 20V, Negative-QTOF	splash10-00di-0690000000-8a43271c10743cad1e3e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E,Z)-Farnesol 40V, Negative-QTOF	splash10-00l2-4900000000-7dcaa3b1e66cfbe960c9	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

C00003132

Chemspider ID

3210

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Farnesol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

28600

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1005092

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (E,Z)-Farnesol (HMDB0243636)

MOL for HMDB0243636 ((E,Z)-Farnesol)

3D MOL for HMDB0243636 ((E,Z)-Farnesol)

3D SDF for HMDB0243636 ((E,Z)-Farnesol)

3D-SDF for HMDB0243636 ((E,Z)-Farnesol)

PDB for HMDB0243636 ((E,Z)-Farnesol)

3D PDB for HMDB0243636 ((E,Z)-Farnesol)

SMILES for HMDB0243636 ((E,Z)-Farnesol)

INCHI for HMDB0243636 ((E,Z)-Farnesol)

Structure for HMDB0243636 ((E,Z)-Farnesol)

3D Structure for HMDB0243636 ((E,Z)-Farnesol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra