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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:33 UTC

Update Date

2022-03-07 02:53:16 UTC

HMDB ID

HMDB0032218

Secondary Accession Numbers

HMDB32218

Metabolite Identification

Common Name

(+/-)-Dihydrofarnesol

Description

(+/-)-Dihydrofarnesol 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 (+/-)-Dihydrofarnesol.

Structure

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

HMDB0032218
     RDKit          3D
(+/-)-Dihydrofarnesol
 44 43  0  0  0  0  0  0  0  0999 V2000
   -4.0414    1.2762    1.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    0.6217    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5771    1.0303   -1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9360   -0.3478    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1738   -0.7691    1.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7046   -0.5479    0.9381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2516   -1.3206   -0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -2.8334   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -0.7647   -1.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251    0.6624   -1.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7895    1.0996   -1.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8250    0.8115   -0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261    1.4996    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2936   -0.5870   -0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3781   -0.6878    0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -0.2648    1.4709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3406    0.4988    2.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9011    2.0005    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1267    1.7639    1.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4883    1.5690   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9134    1.6793   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8621    0.1754   -1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7787   -0.8213   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022   -0.1309    2.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3625   -1.8141    1.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0953   -0.9288    1.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5323    0.5226    0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850   -3.2577   -0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981   -3.1289   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1906   -3.2320    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5486   -1.4865   -2.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2546    1.0117   -2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0498    1.2704   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7952    2.2261   -2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0436    0.6444   -2.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7824    1.3774   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140    1.9099    0.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346    0.8548    1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7998    2.4084    0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7178   -0.9560   -1.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908   -1.2372   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853   -1.7544    0.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2054   -0.0310   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4586   -0.0122    2.1618 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  1  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
 12 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
M  END


  Mrv0541 02241221062D          

 16 15  0  0  0  0            999 V2000
    0.5155   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2300    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9445   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6590    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8024   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5168    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2313   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9458    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6603   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3747    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0892   -0.2357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9458    1.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    1.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2300    1.0018    0.0000 C   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  3  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  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
  6 15  1  0  0  0  0
  2 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032218

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H28O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,15-16H,5-6,8,10-12H2,1-4H3

> <INCHI_KEY>
OOOOFOPLSIWRAR-UHFFFAOYSA-N

> <FORMULA>
C15H28O

> <MOLECULAR_WEIGHT>
224.3822

> <EXACT_MASS>
224.214015518

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.76667783099584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7,11-trimethyldodeca-6,10-dien-1-ol

> <ALOGPS_LOGP>
5.15

> <JCHEM_LOGP>
4.411769592333334

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.109791816239

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8759770595770613

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
74.2887

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7,11-trimethyldodeca-6,10-dien-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032218
     RDKit          3D
(+/-)-Dihydrofarnesol
 44 43  0  0  0  0  0  0  0  0999 V2000
   -4.0414    1.2762    1.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    0.6217    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5771    1.0303   -1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9360   -0.3478    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1738   -0.7691    1.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7046   -0.5479    0.9381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2516   -1.3206   -0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -2.8334   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -0.7647   -1.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251    0.6624   -1.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7895    1.0996   -1.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8250    0.8115   -0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261    1.4996    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2936   -0.5870   -0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3781   -0.6878    0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -0.2648    1.4709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3406    0.4988    2.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9011    2.0005    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1267    1.7639    1.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4883    1.5690   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9134    1.6793   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8621    0.1754   -1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7787   -0.8213   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022   -0.1309    2.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3625   -1.8141    1.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0953   -0.9288    1.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5323    0.5226    0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850   -3.2577   -0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981   -3.1289   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1906   -3.2320    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5486   -1.4865   -2.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2546    1.0117   -2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0498    1.2704   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7952    2.2261   -2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0436    0.6444   -2.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7824    1.3774   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140    1.9099    0.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346    0.8548    1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7998    2.4084    0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7178   -0.9560   -1.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908   -1.2372   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853   -1.7544    0.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2054   -0.0310   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4586   -0.0122    2.1618 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  1  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
 12 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  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       0.962  -0.440   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.296   0.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.630  -0.440   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.963   0.330   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.297  -0.440   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.631   0.330   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.964  -0.440   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.298   0.330   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.632  -0.440   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.965   0.330   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.299  -0.440   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.633   0.330   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.967  -0.440   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.965   1.870   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.631   1.870   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.296   1.870   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   10                                                            
CONECT   15    6                                                            
CONECT   16    2                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0032218
HETATM    1  C1  UNL     1      -4.041   1.276   1.462  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.825   0.622   0.133  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.577   1.030  -1.077  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.936  -0.348   0.045  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.174  -0.769   1.250  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.705  -0.548   0.938  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.252  -1.321  -0.214  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.333  -2.833  -0.207  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.240  -0.765  -1.297  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.425   0.662  -1.558  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.789   1.100  -1.953  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.825   0.812  -0.942  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.426   1.500   0.350  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.294  -0.587  -0.801  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.378  -0.688   0.283  1.00  0.00           C  
HETATM   16  O1  UNL     1       3.800  -0.265   1.471  1.00  0.00           O  
HETATM   17  H1  UNL     1      -4.341   0.499   2.211  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.901   2.000   1.391  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.127   1.764   1.845  1.00  0.00           H  
HETATM   20  H4  UNL     1      -5.488   1.569  -0.734  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.913   1.679  -1.678  1.00  0.00           H  
HETATM   22  H6  UNL     1      -4.862   0.175  -1.694  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.779  -0.821  -0.914  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.402  -0.131   2.127  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.363  -1.814   1.543  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.095  -0.929   1.824  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.532   0.523   0.906  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.485  -3.258  -0.827  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.298  -3.129  -0.657  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.191  -3.232   0.819  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.549  -1.486  -2.104  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.255   1.012  -2.402  1.00  0.00           H  
HETATM   33  H17 UNL     1       0.050   1.270  -0.697  1.00  0.00           H  
HETATM   34  H18 UNL     1       1.795   2.226  -2.106  1.00  0.00           H  
HETATM   35  H19 UNL     1       2.044   0.644  -2.961  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.782   1.377  -1.303  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.314   1.910   0.839  1.00  0.00           H  
HETATM   38  H22 UNL     1       1.835   0.855   1.024  1.00  0.00           H  
HETATM   39  H23 UNL     1       1.800   2.408   0.092  1.00  0.00           H  
HETATM   40  H24 UNL     1       3.718  -0.956  -1.767  1.00  0.00           H  
HETATM   41  H25 UNL     1       2.491  -1.237  -0.447  1.00  0.00           H  
HETATM   42  H26 UNL     1       4.685  -1.754   0.318  1.00  0.00           H  
HETATM   43  H27 UNL     1       5.205  -0.031  -0.055  1.00  0.00           H  
HETATM   44  H28 UNL     1       4.459  -0.012   2.162  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   36
CONECT   13   37   38   39
CONECT   14   15   40   41
CONECT   15   16   42   43
CONECT   16   44
END

HMDB0032218
     RDKit          3D
(+/-)-Dihydrofarnesol
 44 43  0  0  0  0  0  0  0  0999 V2000
   -4.0414    1.2762    1.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    0.6217    0.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5771    1.0303   -1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9360   -0.3478    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1738   -0.7691    1.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7046   -0.5479    0.9381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2516   -1.3206   -0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3325   -2.8334   -0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -0.7647   -1.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4251    0.6624   -1.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7895    1.0996   -1.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8250    0.8115   -0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261    1.4996    0.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2936   -0.5870   -0.8015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3781   -0.6878    0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -0.2648    1.4709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3406    0.4988    2.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9011    2.0005    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1267    1.7639    1.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4883    1.5690   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9134    1.6793   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8621    0.1754   -1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7787   -0.8213   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022   -0.1309    2.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3625   -1.8141    1.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0953   -0.9288    1.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5323    0.5226    0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850   -3.2577   -0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981   -3.1289   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1906   -3.2320    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5486   -1.4865   -2.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2546    1.0117   -2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0498    1.2704   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7952    2.2261   -2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0436    0.6444   -2.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7824    1.3774   -1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140    1.9099    0.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346    0.8548    1.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7998    2.4084    0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7178   -0.9560   -1.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908   -1.2372   -0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853   -1.7544    0.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2054   -0.0310   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4586   -0.0122    2.1618 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  1  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
 12 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Dihydrofarnesol	HMDB, MeSH
3,7,11-Trimethyl-6,10-dodecadien-1-ol	HMDB

Chemical Formula

C₁₅H₂₈O

Average Molecular Weight

224.3822

Monoisotopic Molecular Weight

224.214015518

IUPAC Name

3,7,11-trimethyldodeca-6,10-dien-1-ol

Traditional Name

3,7,11-trimethyldodeca-6,10-dien-1-ol

CAS Registry Number

51411-24-6

SMILES

CC(CCO)CCC=C(C)CCC=C(C)C

InChI Identifier

InChI=1S/C15H28O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,15-16H,5-6,8,10-12H2,1-4H3

InChI Key

OOOOFOPLSIWRAR-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

Not Available

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032218)

Source

Endogenous

Endogenous (HMDB: HMDB0032218)

Animal

Animal (HMDB: HMDB0032218)

Exogenous

Food

Food (HMDB: HMDB0032218)

Exogenous (HMDB: HMDB0032218)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032218)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032218)

Lipid metabolism pathway (HMDB: HMDB0032218)

Cellular process

Cell signaling (HMDB: HMDB0032218)

Biochemical process

Lipid transport (HMDB: HMDB0032218)

Role

Biological role

Energy source (HMDB: HMDB0032218)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032218)

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	0.04 g/L	ALOGPS
logP	5.15	ALOGPS
logP	4.41	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	17.11	ChemAxon
pKa (Strongest Basic)	-1.9	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	8	ChemAxon
Refractivity	74.29 m³·mol⁻¹	ChemAxon
Polarizability	29.77 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]+	154.913	31661259
DarkChem	[M-H]-	155.345	31661259
DeepCCS	[M+H]+	157.759	30932474
DeepCCS	[M-H]-	155.401	30932474
DeepCCS	[M-2H]-	190.315	30932474
DeepCCS	[M+Na]+	165.037	30932474
AllCCS	[M+H]+	161.3	32859911
AllCCS	[M+H-H2O]+	157.8	32859911
AllCCS	[M+NH4]+	164.5	32859911
AllCCS	[M+Na]+	165.4	32859911
AllCCS	[M-H]-	162.1	32859911
AllCCS	[M+Na-2H]-	163.4	32859911
AllCCS	[M+HCOO]-	164.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.71 minutes	32390414
Predicted by Siyang on May 30, 2022	17.5267 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.83 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2753.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	507.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	205.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	257.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	158.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	705.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	708.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	73.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1516.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	559.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1296.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	526.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	292.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	491.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+/-)-Dihydrofarnesol	CC(CCO)CCC=C(C)CCC=C(C)C	2268.4	Standard polar	33892256
(+/-)-Dihydrofarnesol	CC(CCO)CCC=C(C)CCC=C(C)C	1643.5	Standard non polar	33892256
(+/-)-Dihydrofarnesol	CC(CCO)CCC=C(C)CCC=C(C)C	1689.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(+/-)-Dihydrofarnesol,1TMS,isomer #1	CC(C)=CCCC(C)=CCCC(C)CCO[Si](C)(C)C	1754.0	Semi standard non polar	33892256
(+/-)-Dihydrofarnesol,1TBDMS,isomer #1	CC(C)=CCCC(C)=CCCC(C)CCO[Si](C)(C)C(C)(C)C	1976.2	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 - (+/-)-Dihydrofarnesol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aou-9720000000-8c3151e2f70580098038	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+/-)-Dihydrofarnesol GC-MS (1 TMS) - 70eV, Positive	splash10-0fir-7960000000-859762a2196f745f9bf0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+/-)-Dihydrofarnesol 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 - (+/-)-Dihydrofarnesol 10V, Positive-QTOF	splash10-056r-0390000000-d4674a97c2fe7c5e88f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 20V, Positive-QTOF	splash10-0aor-9740000000-fa273628aa6a4ec52e86	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 40V, Positive-QTOF	splash10-0aor-9300000000-223ee47d15fca2942cec	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 10V, Negative-QTOF	splash10-00di-0390000000-1b8f32a10399925e8701	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 20V, Negative-QTOF	splash10-006x-0790000000-d81622d5273b45a27c7d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 40V, Negative-QTOF	splash10-0a6u-4910000000-6d159840bc40371f0d34	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 10V, Negative-QTOF	splash10-00di-0090000000-d3db97a570c8ea2b5dc5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 20V, Negative-QTOF	splash10-00dl-0690000000-c81e43712978d09492b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 40V, Negative-QTOF	splash10-00xr-4920000000-4978864c004a35a6f337	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 10V, Positive-QTOF	splash10-0059-5940000000-fed036704fde682f8356	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 20V, Positive-QTOF	splash10-001i-9300000000-b1290a788cc0918d2357	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Dihydrofarnesol 40V, Positive-QTOF	splash10-00l6-9000000000-4e687711eff8353ab999	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009288

KNApSAcK ID

C00045534

Chemspider ID

388362

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439223

PDB ID

Not Available

ChEBI ID

Not Available

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 ]
(). EAFUS: Everything Added to Food in the United States.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (+/-)-Dihydrofarnesol (HMDB0032218)

MOL for HMDB0032218 ((+/-)-Dihydrofarnesol)

3D MOL for HMDB0032218 ((+/-)-Dihydrofarnesol)

3D SDF for HMDB0032218 ((+/-)-Dihydrofarnesol)

3D-SDF for HMDB0032218 ((+/-)-Dihydrofarnesol)

PDB for HMDB0032218 ((+/-)-Dihydrofarnesol)

3D PDB for HMDB0032218 ((+/-)-Dihydrofarnesol)

SMILES for HMDB0032218 ((+/-)-Dihydrofarnesol)

INCHI for HMDB0032218 ((+/-)-Dihydrofarnesol)

Structure for HMDB0032218 ((+/-)-Dihydrofarnesol)

3D Structure for HMDB0032218 ((+/-)-Dihydrofarnesol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra