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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:32:28 UTC

Update Date

2022-03-07 02:55:41 UTC

HMDB ID

HMDB0038255

Secondary Accession Numbers

HMDB38255

Metabolite Identification

Common Name

Geranyl 2-ethylbutyrate

Description

Geranyl 2-ethylbutyrate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Based on a literature review a small amount of articles have been published on Geranyl 2-ethylbutyrate.

Structure

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

HMDB0038255
     RDKit          3D
Geranyl 2-ethylbutyrate
 46 45  0  0  0  0  0  0  0  0999 V2000
   -3.4757    2.7650   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080    1.4950   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5805    0.2310   -0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8674    0.1169    0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8995    1.1434    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796   -0.8752    0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564   -1.6186    1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4412   -1.1126   -0.4457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5980   -2.1822    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6257   -2.1707   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157   -2.0004   -0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0043   -2.0120   -1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452   -1.8293    1.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6743   -0.4927    1.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9910   -0.2567    0.8993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2279    0.7388    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1800    1.6993   -0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6061    0.8963   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7267    3.3503    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3114    2.6904   -1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7416    3.4622   -1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4552    1.4790    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8709    1.4056   -0.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807    0.0979   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    0.1256    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2921   -0.8854    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1474    1.2216   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8672    0.7577    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7340    2.1090    0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1336   -3.1408   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702   -2.0705    1.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -2.3150   -1.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305   -1.0807   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9533   -2.1610   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7737   -2.8338   -1.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.6112    1.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895   -1.9319    1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0100    0.3458    1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8156   -0.3498    2.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8039   -0.9287    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5740    2.3331   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    2.4087    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    1.1743   -0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7233    0.3281   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8438    1.9595   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3509    0.5246    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
M  END


  Mrv0541 05061310192D          

 18 17  0  0  0  0            999 V2000
    0.0000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    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
    7.0125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    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
    2.4750    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13  9  2  0  0  0  0
 14  5  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  2  0  0  0  0
 18 12  1  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038255

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H28O2/c1-6-15(7-2)16(17)18-12-11-14(5)10-8-9-13(3)4/h9,11,15H,6-8,10,12H2,1-5H3/b14-11-

> <INCHI_KEY>
PFVYLGTZGQUUOT-KAMYIIQDSA-N

> <FORMULA>
C16H28O2

> <MOLECULAR_WEIGHT>
252.3923

> <EXACT_MASS>
252.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.034952823222753

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-ethylbutanoate

> <ALOGPS_LOGP>
5.68

> <JCHEM_LOGP>
5.076168161666667

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.082057928134126

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
78.737

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-ethylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038255
     RDKit          3D
Geranyl 2-ethylbutyrate
 46 45  0  0  0  0  0  0  0  0999 V2000
   -3.4757    2.7650   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080    1.4950   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5805    0.2310   -0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8674    0.1169    0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8995    1.1434    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796   -0.8752    0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564   -1.6186    1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4412   -1.1126   -0.4457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5980   -2.1822    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6257   -2.1707   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157   -2.0004   -0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0043   -2.0120   -1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452   -1.8293    1.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6743   -0.4927    1.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9910   -0.2567    0.8993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2279    0.7388    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1800    1.6993   -0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6061    0.8963   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7267    3.3503    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3114    2.6904   -1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7416    3.4622   -1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4552    1.4790    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8709    1.4056   -0.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807    0.0979   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    0.1256    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2921   -0.8854    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1474    1.2216   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8672    0.7577    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7340    2.1090    0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1336   -3.1408   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702   -2.0705    1.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -2.3150   -1.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305   -1.0807   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9533   -2.1610   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7737   -2.8338   -1.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.6112    1.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895   -1.9319    1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0100    0.3458    1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8156   -0.3498    2.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8039   -0.9287    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5740    2.3331   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    2.4087    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    1.1743   -0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7233    0.3281   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8438    1.9595   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3509    0.5246    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.860   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.860   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.240   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.780   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.550   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.090   4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.470   1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.620   5.335   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.620   2.667   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5   14                                                            
CONECT    6    1   15                                                       
CONECT    7    2   15                                                       
CONECT    8    9   10                                                       
CONECT    9    8   13                                                       
CONECT   10    8   14                                                       
CONECT   11   12   14                                                       
CONECT   12   11   18                                                       
CONECT   13    3    4    9                                                  
CONECT   14    5   10   11                                                  
CONECT   15    6    7   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   12   16                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0038255
HETATM    1  C1  UNL     1      -3.476   2.765  -0.549  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.808   1.495  -0.173  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.581   0.231  -0.392  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.867   0.117   0.354  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.900   1.143   0.069  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.680  -0.875   0.095  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.056  -1.619   1.030  1.00  0.00           O  
HETATM    8  O2  UNL     1      -1.441  -1.113  -0.446  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.598  -2.182   0.043  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.626  -2.171  -0.724  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.816  -2.000  -0.210  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.004  -2.012  -1.139  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.045  -1.829   1.207  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.674  -0.493   1.501  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.991  -0.257   0.899  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.228   0.739   0.048  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.180   1.699  -0.368  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.606   0.896  -0.510  1.00  0.00           C  
HETATM   19  H1  UNL     1      -3.727   3.350   0.384  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.311   2.690  -1.258  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.742   3.462  -1.072  1.00  0.00           H  
HETATM   22  H4  UNL     1      -2.455   1.479   0.890  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.871   1.406  -0.798  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.781   0.098  -1.484  1.00  0.00           H  
HETATM   25  H7  UNL     1      -4.648   0.126   1.447  1.00  0.00           H  
HETATM   26  H8  UNL     1      -5.292  -0.885   0.108  1.00  0.00           H  
HETATM   27  H9  UNL     1      -6.147   1.222  -1.015  1.00  0.00           H  
HETATM   28  H10 UNL     1      -6.867   0.758   0.528  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.734   2.109   0.568  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.134  -3.141  -0.170  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.570  -2.070   1.114  1.00  0.00           H  
HETATM   32  H14 UNL     1       0.553  -2.315  -1.814  1.00  0.00           H  
HETATM   33  H15 UNL     1       2.931  -1.081  -1.735  1.00  0.00           H  
HETATM   34  H16 UNL     1       3.953  -2.161  -0.636  1.00  0.00           H  
HETATM   35  H17 UNL     1       2.774  -2.834  -1.865  1.00  0.00           H  
HETATM   36  H18 UNL     1       2.785  -2.611   1.597  1.00  0.00           H  
HETATM   37  H19 UNL     1       1.190  -1.932   1.889  1.00  0.00           H  
HETATM   38  H20 UNL     1       2.010   0.346   1.178  1.00  0.00           H  
HETATM   39  H21 UNL     1       2.816  -0.350   2.614  1.00  0.00           H  
HETATM   40  H22 UNL     1       4.804  -0.929   1.178  1.00  0.00           H  
HETATM   41  H23 UNL     1       3.574   2.333  -1.184  1.00  0.00           H  
HETATM   42  H24 UNL     1       2.964   2.409   0.478  1.00  0.00           H  
HETATM   43  H25 UNL     1       2.246   1.174  -0.668  1.00  0.00           H  
HETATM   44  H26 UNL     1       5.723   0.328  -1.463  1.00  0.00           H  
HETATM   45  H27 UNL     1       5.844   1.959  -0.717  1.00  0.00           H  
HETATM   46  H28 UNL     1       6.351   0.525   0.212  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4    6   24
CONECT    4    5   25   26
CONECT    5   27   28   29
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   30   31
CONECT   10   11   11   32
CONECT   11   12   13
CONECT   12   33   34   35
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   16   16   40
CONECT   16   17   18
CONECT   17   41   42   43
CONECT   18   44   45   46
END

HMDB0038255
     RDKit          3D
Geranyl 2-ethylbutyrate
 46 45  0  0  0  0  0  0  0  0999 V2000
   -3.4757    2.7650   -0.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080    1.4950   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5805    0.2310   -0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8674    0.1169    0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8995    1.1434    0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796   -0.8752    0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564   -1.6186    1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4412   -1.1126   -0.4457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5980   -2.1822    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6257   -2.1707   -0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157   -2.0004   -0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0043   -2.0120   -1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452   -1.8293    1.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6743   -0.4927    1.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9910   -0.2567    0.8993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2279    0.7388    0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1800    1.6993   -0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6061    0.8963   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7267    3.3503    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3114    2.6904   -1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7416    3.4622   -1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4552    1.4790    0.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8709    1.4056   -0.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7807    0.0979   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    0.1256    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2921   -0.8854    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1474    1.2216   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8672    0.7577    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7340    2.1090    0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1336   -3.1408   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5702   -2.0705    1.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -2.3150   -1.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9305   -1.0807   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9533   -2.1610   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7737   -2.8338   -1.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.6112    1.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1895   -1.9319    1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0100    0.3458    1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8156   -0.3498    2.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8039   -0.9287    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5740    2.3331   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    2.4087    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2456    1.1743   -0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7233    0.3281   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8438    1.9595   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3509    0.5246    0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  5 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Geranyl 2-ethylbutyric acid	Generator
(e)-3,7-Dimethyl-2,6-octadienyl 2-ethylbutanoate	HMDB
(e)-3,7-Dimethylocta-2,6-dienyl 2-ethylbutyrate	HMDB
3,7-Dimethylocta-2,6-dienyl 2-ethylbutanoate	HMDB
3,7-Dimethylocta-2,6-dienyl 2-ethylbutyrate	HMDB
FEMA 3339	HMDB
(2Z)-3,7-Dimethylocta-2,6-dien-1-yl 2-ethylbutanoic acid	Generator

Chemical Formula

C₁₆H₂₈O₂

Average Molecular Weight

252.3923

Monoisotopic Molecular Weight

252.20893014

IUPAC Name

(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-ethylbutanoate

Traditional Name

(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-ethylbutanoate

CAS Registry Number

73019-14-4

SMILES

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

InChI Identifier

InChI=1S/C16H28O2/c1-6-15(7-2)16(17)18-12-11-14(5)10-8-9-13(3)4/h9,11,15H,6-8,10,12H2,1-5H3/b14-11-

InChI Key

PFVYLGTZGQUUOT-KAMYIIQDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Monoterpenoid
Acyclic monoterpenoid
Fatty acid ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038255)
Membrane (HMDB: HMDB0038255)

Biofluid or Excreta

Urine (HMDB: HMDB0038255)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038255)

Source

Endogenous

Endogenous (HMDB: HMDB0038255)

Animal

Animal (HMDB: HMDB0038255)

Exogenous

Food

Food (HMDB: HMDB0038255)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038255)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038255)

Cellular process

Cell signaling (HMDB: HMDB0038255)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038255)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038255)

Nutrient

Nutrient (HMDB: HMDB0038255)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038255)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0038255)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	286.00 to 288.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.11 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.046 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	5.68	ALOGPS
logP	5.08	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	78.74 m³·mol⁻¹	ChemAxon
Polarizability	31.03 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	163.126	31661259
DarkChem	[M-H]-	163.858	31661259
DeepCCS	[M+H]+	165.118	30932474
DeepCCS	[M-H]-	162.76	30932474
DeepCCS	[M-2H]-	195.646	30932474
DeepCCS	[M+Na]+	171.211	30932474
AllCCS	[M+H]+	168.4	32859911
AllCCS	[M+H-H2O]+	165.3	32859911
AllCCS	[M+NH4]+	171.4	32859911
AllCCS	[M+Na]+	172.2	32859911
AllCCS	[M-H]-	168.2	32859911
AllCCS	[M+Na-2H]-	169.4	32859911
AllCCS	[M+HCOO]-	170.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Geranyl 2-ethylbutyrate	CCC(CC)C(=O)OC\C=C(\C)CCC=C(C)C	1958.6	Standard polar	33892256
Geranyl 2-ethylbutyrate	CCC(CC)C(=O)OC\C=C(\C)CCC=C(C)C	1598.3	Standard non polar	33892256
Geranyl 2-ethylbutyrate	CCC(CC)C(=O)OC\C=C(\C)CCC=C(C)C	1681.4	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 - Geranyl 2-ethylbutyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-06dr-9600000000-a4e474388cb8d9c5f7b2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranyl 2-ethylbutyrate 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 - Geranyl 2-ethylbutyrate 10V, Positive-QTOF	splash10-0udr-5980000000-a4d02faa91c32e3065a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 20V, Positive-QTOF	splash10-000i-9700000000-acaa0598bc4f47892fab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 40V, Positive-QTOF	splash10-014j-9000000000-4897114e77216d4403ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 10V, Negative-QTOF	splash10-0udi-2590000000-86d8361632ac9b403fb5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 20V, Negative-QTOF	splash10-01b9-5910000000-abab6b045b66c88f5b3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 40V, Negative-QTOF	splash10-00xr-9600000000-dd54c55527bee66f7bd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 10V, Positive-QTOF	splash10-001i-9410000000-b40eb8fe1341d026f8bc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 20V, Positive-QTOF	splash10-001i-9200000000-a1735286614b97c4d29b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 40V, Positive-QTOF	splash10-00r6-9000000000-2561d052492424544496	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 10V, Negative-QTOF	splash10-014i-0920000000-90d518db9fc9f685be3a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 20V, Negative-QTOF	splash10-03xr-0900000000-0e60b5f265d37b7fa0e7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 2-ethylbutyrate 40V, Negative-QTOF	splash10-0002-9100000000-466561d70afe387e4048	2021-09-24	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

FDB017549

KNApSAcK ID

Not Available

Chemspider ID

30777242

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92475862

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1020541

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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Geranyl 2-ethylbutyrate (HMDB0038255)

MOL for HMDB0038255 (Geranyl 2-ethylbutyrate)

3D MOL for HMDB0038255 (Geranyl 2-ethylbutyrate)

3D SDF for HMDB0038255 (Geranyl 2-ethylbutyrate)

3D-SDF for HMDB0038255 (Geranyl 2-ethylbutyrate)

PDB for HMDB0038255 (Geranyl 2-ethylbutyrate)

3D PDB for HMDB0038255 (Geranyl 2-ethylbutyrate)

SMILES for HMDB0038255 (Geranyl 2-ethylbutyrate)

INCHI for HMDB0038255 (Geranyl 2-ethylbutyrate)

Structure for HMDB0038255 (Geranyl 2-ethylbutyrate)

3D Structure for HMDB0038255 (Geranyl 2-ethylbutyrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra