MiMeDB: Showing metabocard for 2-trans,6-trans-Farnesal (MMDBc0048256)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 21:54:53 UTC

Update Date

2024-04-30 20:36:05 UTC

Metabolite ID

MMDBc0048256

Metabolite Identification

Common Name

2-trans,6-trans-Farnesal

Description

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

Structure

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

HMDB0060356
     RDKit          3D
2-trans,6-trans-Farnesal
 40 39  0  0  0  0  0  0  0  0999 V2000
    5.3376   -0.3176   -0.8694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    0.1631    0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0949    1.1120    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787   -0.2841    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -1.2270   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -0.6869   -1.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4217   -0.3005   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4195    0.7904    0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419   -0.9365   -0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423   -0.6024    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870   -0.1320   -0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2619    0.1852    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8565   -0.8808    0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8125    1.3767    0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9551    1.7168    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5395    0.8997    1.6345 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3359    0.2017   -0.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -1.4044   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222   -0.0399   -1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7578    2.1443    0.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2090    1.0613    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6689    0.8810    2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665    0.0833    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269   -1.5088   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4365   -2.2036   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804   -1.4876   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9523    0.1648   -1.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715    1.4604    0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4744    1.4614    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930    0.4632    1.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7560   -1.7163   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8127    0.0482    0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3228   -1.5799    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3850   -0.9465   -1.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7971    0.7238   -1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7175   -0.6028    1.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3284   -1.8647    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9109   -1.0840    0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3768    2.1470   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3377    2.7219    0.8555 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  2  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
M  END

 
  Mrv1652309042000402D          

 16 15  0  0  0  0            999 V2000
   27.6515  -18.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3652  -18.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9377  -18.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6515  -17.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0828  -18.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2203  -18.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7965  -18.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5065  -18.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5102  -18.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7929  -18.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2277  -18.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5102  -17.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0753  -18.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7929  -17.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9415  -18.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6551  -18.8461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  2  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0048256

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11-12H,5-6,8,10H2,1-4H3/b14-9+,15-11+

> <INCHI_KEY>
YHRUHBBTQZKMEX-YFVJMOTDSA-N

> <FORMULA>
C15H24O

> <MOLECULAR_WEIGHT>
220.356

> <EXACT_MASS>
220.182715393

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
28.23539898302098

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienal

> <ALOGPS_LOGP>
5.56

> <JCHEM_LOGP>
4.323755856666667

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.056097311875405

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
73.9267

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
E,E-farnesal

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060356
     RDKit          3D
2-trans,6-trans-Farnesal
 40 39  0  0  0  0  0  0  0  0999 V2000
    5.3376   -0.3176   -0.8694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    0.1631    0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0949    1.1120    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787   -0.2841    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -1.2270   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -0.6869   -1.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4217   -0.3005   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4195    0.7904    0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419   -0.9365   -0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423   -0.6024    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870   -0.1320   -0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2619    0.1852    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8565   -0.8808    0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8125    1.3767    0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9551    1.7168    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5395    0.8997    1.6345 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3359    0.2017   -0.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -1.4044   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222   -0.0399   -1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7578    2.1443    0.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2090    1.0613    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6689    0.8810    2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665    0.0833    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269   -1.5088   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4365   -2.2036   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804   -1.4876   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9523    0.1648   -1.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715    1.4604    0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4744    1.4614    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930    0.4632    1.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7560   -1.7163   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8127    0.0482    0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3228   -1.5799    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3850   -0.9465   -1.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7971    0.7238   -1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7175   -0.6028    1.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3284   -1.8647    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9109   -1.0840    0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3768    2.1470   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3377    2.7219    0.8555 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  2  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
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      51.616 -34.407   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      52.948 -35.179   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      50.284 -35.179   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      51.616 -32.869   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      54.288 -34.407   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      48.945 -34.407   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      55.620 -35.179   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      47.612 -35.179   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      56.952 -34.407   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      46.280 -34.407   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      58.292 -35.179   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      56.952 -32.869   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      44.941 -35.179   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      46.280 -32.869   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      59.624 -34.407   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      60.956 -35.179   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1                                                            
CONECT    5    2    7                                                       
CONECT    6    3    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11   12                                                  
CONECT   10    8   13   14                                                  
CONECT   11    9   15                                                       
CONECT   12    9                                                            
CONECT   13   10                                                            
CONECT   14   10                                                            
CONECT   15   11   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0060356
HETATM    1  C1  UNL     1       5.338  -0.318  -0.869  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.533   0.163   0.296  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.095   1.112   1.272  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.279  -0.284   0.446  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.726  -1.227  -0.528  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.584  -0.687  -1.319  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.422  -0.301  -0.521  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.420   0.790   0.456  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.742  -0.937  -0.713  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.942  -0.602   0.049  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.087  -0.132  -0.846  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.262   0.185   0.010  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.856  -0.881   0.854  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.813   1.377   0.059  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.955   1.717   0.881  1.00  0.00           C  
HETATM   16  O1  UNL     1      -6.539   0.900   1.634  1.00  0.00           O  
HETATM   17  H1  UNL     1       6.336   0.202  -0.870  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.500  -1.404  -0.795  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.822  -0.040  -1.807  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.758   2.144   0.997  1.00  0.00           H  
HETATM   21  H5  UNL     1       6.209   1.061   1.292  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.669   0.881   2.269  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.767   0.083   1.318  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.527  -1.509  -1.267  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.436  -2.204  -0.009  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.280  -1.488  -2.070  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.952   0.165  -1.953  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.271   1.460   0.236  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.474   1.461   0.352  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.493   0.463   1.508  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.756  -1.716  -1.462  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.813   0.048   0.906  1.00  0.00           H  
HETATM   33  H17 UNL     1      -2.323  -1.580   0.480  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.385  -0.946  -1.532  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.797   0.724  -1.465  1.00  0.00           H  
HETATM   36  H20 UNL     1      -4.718  -0.603   1.904  1.00  0.00           H  
HETATM   37  H21 UNL     1      -4.328  -1.865   0.698  1.00  0.00           H  
HETATM   38  H22 UNL     1      -5.911  -1.084   0.573  1.00  0.00           H  
HETATM   39  H23 UNL     1      -4.377   2.147  -0.557  1.00  0.00           H  
HETATM   40  H24 UNL     1      -6.338   2.722   0.855  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   16   40
END

HMDB0060356
     RDKit          3D
2-trans,6-trans-Farnesal
 40 39  0  0  0  0  0  0  0  0999 V2000
    5.3376   -0.3176   -0.8694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    0.1631    0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0949    1.1120    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787   -0.2841    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -1.2270   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -0.6869   -1.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4217   -0.3005   -0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4195    0.7904    0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419   -0.9365   -0.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423   -0.6024    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0870   -0.1320   -0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2619    0.1852    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8565   -0.8808    0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8125    1.3767    0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9551    1.7168    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5395    0.8997    1.6345 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3359    0.2017   -0.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -1.4044   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222   -0.0399   -1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7578    2.1443    0.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2090    1.0613    1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6689    0.8810    2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7665    0.0833    1.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269   -1.5088   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4365   -2.2036   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804   -1.4876   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9523    0.1648   -1.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715    1.4604    0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4744    1.4614    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930    0.4632    1.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7560   -1.7163   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8127    0.0482    0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3228   -1.5799    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3850   -0.9465   -1.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7971    0.7238   -1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7175   -0.6028    1.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3284   -1.8647    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9109   -1.0840    0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3768    2.1470   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3377    2.7219    0.8555 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  2  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
M  END

Synonyms

Value	Source
(2-trans,6-trans)-3,7,11-Trimethyldodeca-2,6,10-trienal	ChEBI
(2E,6E)-3,7,11-Trimethyl-2,6,10-dodecatrienal	ChEBI
(2E,6E)-Farnesal	ChEBI
(e,e)-3,7,11-Trimethyl-2,6,10-dodecatrienal	ChEBI
e,e-Farnesal	ChEBI
Farnesal	ChEBI
trans,trans-2,6-Farnesal	ChEBI
trans,trans-Farnesal	ChEBI
trans-Farnesal	ChEBI
2-trans,6-trans-Farnesal	ChEBI

Molecular Formula

C₁₅H₂₄O

Average Mass

220.356

Monoisotopic Mass

220.182715393

IUPAC Name

(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienal

Traditional Name

E,E-farnesal

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H24O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11-12H,5-6,8,10H2,1-4H3/b14-9+,15-11+

InChI Key

YHRUHBBTQZKMEX-YFVJMOTDSA-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
Medium-chain aldehyde
Enal
Alpha,beta-unsaturated aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

farnesal (CHEBI:15894 )
Acyclic farnesane sesquiterpenoids (C03461 )
Farnesenes (C03461 )
Acyclic farnesane sesquiterpenoids (LMPR0103010012 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.033 g/L	ALOGPS
logP	5.56	ALOGPS
logP	4.32	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	73.93 m³·mol⁻¹	ChemAxon
Polarizability	28.24 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-8910000000-6fceeb69758d37e309bb	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-00di-0390000000-657f36e374ebb8808c27	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-00di-2890000000-0a4f6e8585575dafa170	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 7V, positive	splash10-0229-4950000000-acdd7ffcb4da68105158	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 8V, positive	splash10-082a-5930000000-088e02c561f9f53fe069	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-06dj-6910000000-91730b247cc035789721	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 11V, positive	splash10-066r-9800000000-8cf27cc5267f4a6dccf7	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 14V, positive	splash10-066r-9400000000-5e04261f084a43d23514	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 17V, positive	splash10-066r-9300000000-f67fbf94ceed5805fbe1	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 21V, positive	splash10-066u-9200000000-293d7522c83886695e8a	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 25V, positive	splash10-0ar3-9200000000-8de0a5fa9189611331e0	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 30V, positive	splash10-05r3-9200000000-7e87afdfd792674d8743	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-0w2a-1940000000-2be454cf4cc48f729962	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-0aor-0900000000-fb6da0f873a8f2e26141	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-05fu-4900000000-8ed2edbc1c823be73a31	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-0006-9100000000-044eb012cbedaa252902	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-0a4i-2900000000-99939a6cb8c8c0fb61c2	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-004i-9000000000-316664545979ac5fe84e	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-0002-1900000000-752a111bf98f3c3e77bd	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 15V, positive	splash10-014i-0900000000-8d5a34c76bb03428a691	2020-07-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1790000000-d6fa26be28ef2eaf429d	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0600-6920000000-98f532df8055b5d69615	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9200000000-1d5460348e4d5315c078	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-ae58f757cade812b6100	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0290000000-f1633db79a7dcddca9c0	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ffx-5920000000-d8b1e1fb795bd6d4f461	2016-08-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0195054	Prenylcysteine oxidase 1	Unknown	Q9UHG3	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0010569	Farnesylcysteine	L-Cysteine	prenylcysteine oxidase 1		VMH; KEGG	30371894

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Basidiomycota	8	Human feces
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0060356

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

2-TRANS6-TRANS-FARNESAL

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280598

PDB ID

Not Available

ChEBI ID

15894

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 2-trans,6-trans-Farnesal (MMDBc0048256)

MOL for #<Metabolite:0x00007fece42f1c90>

3D MOL for #<Metabolite:0x00007fece42f1c90>

3D SDF for #<Metabolite:0x00007fece42f1c90>

3D-SDF for #<Metabolite:0x00007fece42f1c90>

PDB for #<Metabolite:0x00007fece42f1c90>

3D PDB for #<Metabolite:0x00007fece42f1c90>

SMILES for #<Metabolite:0x00007fece42f1c90>

INCHI for #<Metabolite:0x00007fece42f1c90>

Structure for #<Metabolite:0x00007fece42f1c90>

3D Structure for #<Metabolite:0x00007fece42f1c90>