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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:53 UTC

Update Date

2022-03-07 02:52:08 UTC

HMDB ID

HMDB0029351

Secondary Accession Numbers

HMDB29351

Metabolite Identification

Common Name

Geranyl hexanoate

Description

Geranyl hexanoate 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 significant number of articles have been published on Geranyl hexanoate.

Structure

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

HMDB0029351
     RDKit          3D
Geranyl hexanoate
 46 45  0  0  0  0  0  0  0  0999 V2000
   -6.6943    1.0078    1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8606   -0.3684    0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5663   -1.1288    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -0.4270   -0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2435   -1.2242   -0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152   -0.5513   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4793    0.5439   -1.4987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9654   -1.1183   -1.1138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0712   -0.5047   -1.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4229    0.8179   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6111    1.1811   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    2.5948   -0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7534    0.2693   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140    0.0224    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596   -0.9133    0.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6917   -0.5904    0.6605 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9856    0.7294    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7909   -1.5726    0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7286    1.4319    1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2840    0.9680    2.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1509    1.6983    0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3642   -0.2828   -0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5513   -0.9236    1.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7923   -2.1337    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1461   -1.2691    1.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988    0.5787    0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9202   -0.4018   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5019   -2.2045   -0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8755   -1.4327    0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -0.3520   -2.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.2423   -1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063    1.5735   -1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166    2.6783    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7801    2.9487   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0789    3.2392   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5978    0.7155   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5385   -0.6956   -1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    0.9451    0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5025   -0.4841    1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444   -1.8814   -0.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2909    1.0033    2.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9902    0.6977    1.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9515    1.4784    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1226   -1.9544    1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4478   -2.3918   -0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6791   -1.0744    0.0280 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
  5  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
  3 25  1  0
  4 26  1  0
  4 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 02241217112D          

 18 17  0  0  0  0            999 V2000
    3.5723    1.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2873    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151    1.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151    1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436    1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -0.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001   -1.8570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286   -1.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -1.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873   -1.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  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  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029351

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H28O2/c1-5-6-7-11-16(17)18-13-12-15(4)10-8-9-14(2)3/h9,12H,5-8,10-11,13H2,1-4H3/b15-12-

> <INCHI_KEY>
ARVSCQUZFFSNKF-QINSGFPZSA-N

> <FORMULA>
C16H28O2

> <MOLECULAR_WEIGHT>
252.3923

> <EXACT_MASS>
252.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.756960139431207

> <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 hexanoate

> <ALOGPS_LOGP>
5.90

> <JCHEM_LOGP>
4.977750548333333

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.043362495161395

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
78.76350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0029351
     RDKit          3D
Geranyl hexanoate
 46 45  0  0  0  0  0  0  0  0999 V2000
   -6.6943    1.0078    1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8606   -0.3684    0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5663   -1.1288    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -0.4270   -0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2435   -1.2242   -0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152   -0.5513   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4793    0.5439   -1.4987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9654   -1.1183   -1.1138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0712   -0.5047   -1.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4229    0.8179   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6111    1.1811   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    2.5948   -0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7534    0.2693   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140    0.0224    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596   -0.9133    0.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6917   -0.5904    0.6605 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9856    0.7294    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7909   -1.5726    0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7286    1.4319    1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2840    0.9680    2.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1509    1.6983    0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3642   -0.2828   -0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5513   -0.9236    1.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7923   -2.1337    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1461   -1.2691    1.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988    0.5787    0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9202   -0.4018   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5019   -2.2045   -0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8755   -1.4327    0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -0.3520   -2.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.2423   -1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063    1.5735   -1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166    2.6783    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7801    2.9487   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0789    3.2392   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5978    0.7155   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5385   -0.6956   -1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    0.9451    0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5025   -0.4841    1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444   -1.8814   -0.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2909    1.0033    2.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9902    0.6977    1.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9515    1.4784    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1226   -1.9544    1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4478   -2.3918   -0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6791   -1.0744    0.0280 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
  5  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
  3 25  1  0
  4 26  1  0
  4 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                                 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       6.668   3.466   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   1.926   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.003   1.156   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.335   3.466   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.335   1.926   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.156   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   1.926   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.334   1.156   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.156   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -0.384   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.335  -1.154   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.335  -2.696   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000  -3.466   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667  -3.464   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -2.696   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.334  -3.466   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.668  -2.696   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.003  -3.466   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2                                                            
CONECT    4    5                                                            
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    2    7                                                       
CONECT    9    5   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0029351
HETATM    1  C1  UNL     1      -6.694   1.008   1.428  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.861  -0.368   0.835  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.566  -1.129   0.766  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.530  -0.427  -0.079  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.244  -1.224  -0.122  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.215  -0.551  -0.946  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.479   0.544  -1.499  1.00  0.00           O  
HETATM    8  O2  UNL     1      -0.965  -1.118  -1.114  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.071  -0.505  -1.904  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.423   0.818  -1.358  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.611   1.181  -0.921  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.741   2.595  -0.401  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.753   0.269  -0.936  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.314   0.022   0.454  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.460  -0.913   0.291  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.692  -0.590   0.660  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.986   0.729   1.258  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.791  -1.573   0.468  1.00  0.00           C  
HETATM   19  H1  UNL     1      -7.729   1.432   1.529  1.00  0.00           H  
HETATM   20  H2  UNL     1      -6.284   0.968   2.452  1.00  0.00           H  
HETATM   21  H3  UNL     1      -6.151   1.698   0.756  1.00  0.00           H  
HETATM   22  H4  UNL     1      -7.364  -0.283  -0.139  1.00  0.00           H  
HETATM   23  H5  UNL     1      -7.551  -0.924   1.502  1.00  0.00           H  
HETATM   24  H6  UNL     1      -5.792  -2.134   0.356  1.00  0.00           H  
HETATM   25  H7  UNL     1      -5.146  -1.269   1.782  1.00  0.00           H  
HETATM   26  H8  UNL     1      -4.299   0.579   0.263  1.00  0.00           H  
HETATM   27  H9  UNL     1      -4.920  -0.402  -1.135  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.502  -2.205  -0.589  1.00  0.00           H  
HETATM   29  H11 UNL     1      -2.875  -1.433   0.910  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.345  -0.352  -2.940  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.849  -1.242  -1.981  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.406   1.574  -1.317  1.00  0.00           H  
HETATM   33  H15 UNL     1       1.417   2.678   0.639  1.00  0.00           H  
HETATM   34  H16 UNL     1       2.780   2.949  -0.585  1.00  0.00           H  
HETATM   35  H17 UNL     1       1.079   3.239  -1.017  1.00  0.00           H  
HETATM   36  H18 UNL     1       3.598   0.716  -1.553  1.00  0.00           H  
HETATM   37  H19 UNL     1       2.538  -0.696  -1.392  1.00  0.00           H  
HETATM   38  H20 UNL     1       3.588   0.945   0.964  1.00  0.00           H  
HETATM   39  H21 UNL     1       2.502  -0.484   1.027  1.00  0.00           H  
HETATM   40  H22 UNL     1       4.244  -1.881  -0.148  1.00  0.00           H  
HETATM   41  H23 UNL     1       5.291   1.003   2.080  1.00  0.00           H  
HETATM   42  H24 UNL     1       6.990   0.698   1.705  1.00  0.00           H  
HETATM   43  H25 UNL     1       5.952   1.478   0.437  1.00  0.00           H  
HETATM   44  H26 UNL     1       7.123  -1.954   1.467  1.00  0.00           H  
HETATM   45  H27 UNL     1       6.448  -2.392  -0.197  1.00  0.00           H  
HETATM   46  H28 UNL     1       7.679  -1.074   0.028  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   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

HMDB0029351
     RDKit          3D
Geranyl hexanoate
 46 45  0  0  0  0  0  0  0  0999 V2000
   -6.6943    1.0078    1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8606   -0.3684    0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5663   -1.1288    0.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -0.4270   -0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2435   -1.2242   -0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152   -0.5513   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4793    0.5439   -1.4987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9654   -1.1183   -1.1138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0712   -0.5047   -1.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4229    0.8179   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6111    1.1811   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    2.5948   -0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7534    0.2693   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3140    0.0224    0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4596   -0.9133    0.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6917   -0.5904    0.6605 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9856    0.7294    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7909   -1.5726    0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7286    1.4319    1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2840    0.9680    2.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1509    1.6983    0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3642   -0.2828   -0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5513   -0.9236    1.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7923   -2.1337    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1461   -1.2691    1.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988    0.5787    0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9202   -0.4018   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5019   -2.2045   -0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8755   -1.4327    0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -0.3520   -2.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.2423   -1.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4063    1.5735   -1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166    2.6783    0.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7801    2.9487   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0789    3.2392   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5978    0.7155   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5385   -0.6956   -1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    0.9451    0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5025   -0.4841    1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444   -1.8814   -0.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2909    1.0033    2.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9902    0.6977    1.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9515    1.4784    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1226   -1.9544    1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4478   -2.3918   -0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6791   -1.0744    0.0280 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
  5  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
  3 25  1  0
  4 26  1  0
  4 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 hexanoic acid	Generator
(2E)-3,7-Dimethyl-2,6-octadienyl hexanoate	HMDB
(e)-3,7-Dimethyl-2,6-octadienyl hexanoate	HMDB
(e)-3,7-Dimethylocta-2,6-dien-1-yl N-hexanoate	HMDB
3,7-Dimethyl-2,6-octadienyl ester(e)-hexanoic acid	HMDB
3,7-Dimethyl-hexanoate(e)-2,6-octadien-1-ol	HMDB
3,7-Dimethylocta-2,6-dien-1-yl ester(e)-hexanoic acid	HMDB
FEMA 2515	HMDB
Geranyl caproate	HMDB
Geranyl N-hexanoate	HMDB
Hexanoic acid, (2E)-3,7-dimethyl-2,6-octadien-1-yl ester	HMDB
Hexanoic acid, (2E)-3,7-dimethyl-2,6-octadienyl ester	HMDB
Hexanoic acid, (2Z)-3,7-dimethyl-2,6-octadien-1-yl ester	HMDB
Hexanoic acid, (2Z)-3,7-dimethyl-2,6-octadienyl ester	HMDB
Neryl caproate	HMDB
Neryl hexanoate	HMDB
trans-3,7-Dimethyl-2,6-octadien-1-yl hexanoate	HMDB
(Z)-3,7-Dimethyl-2,6-octadienyl hexanoic 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 hexanoate

Traditional Name

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

CAS Registry Number

10032-02-7

SMILES

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

InChI Identifier

InChI=1S/C16H28O2/c1-5-6-7-11-16(17)18-13-12-15(4)10-8-9-14(2)3/h9,12H,5-8,10-11,13H2,1-4H3/b15-12-

InChI Key

ARVSCQUZFFSNKF-QINSGFPZSA-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

Wax monoesters (LMFA07010627 )

Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0029351)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029351)

Source

Endogenous

Endogenous (HMDB: HMDB0029351)

Plant

Plant (HMDB: HMDB0029351)

Animal

Animal (HMDB: HMDB0029351)

Exogenous

Food

Food (HMDB: HMDB0029351)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0029351)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0029351)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0029351)

Lipid metabolism pathway (HMDB: HMDB0029351)

Cellular process

Cell signaling (HMDB: HMDB0029351)

Biochemical process

Lipid transport (HMDB: HMDB0029351)

Role

Biological role

Energy source (HMDB: HMDB0029351)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029351)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0029351)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	98.00 °C. @ 1.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.073 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	6.230 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	5.9	ALOGPS
logP	4.98	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-7	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	10	ChemAxon
Refractivity	78.76 m³·mol⁻¹	ChemAxon
Polarizability	31.76 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]+	165.137	31661259
DarkChem	[M-H]-	163.884	31661259
DeepCCS	[M+H]+	168.776	30932474
DeepCCS	[M-H]-	166.418	30932474
DeepCCS	[M-2H]-	199.304	30932474
DeepCCS	[M+Na]+	174.869	30932474
AllCCS	[M+H]+	170.3	32859911
AllCCS	[M+H-H2O]+	167.2	32859911
AllCCS	[M+NH4]+	173.1	32859911
AllCCS	[M+Na]+	173.9	32859911
AllCCS	[M-H]-	168.1	32859911
AllCCS	[M+Na-2H]-	169.3	32859911
AllCCS	[M+HCOO]-	170.7	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.	10.17 minutes	32390414
Predicted by Siyang on May 30, 2022	21.1434 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.01 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3149.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	656.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	259.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	378.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	275.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	835.1 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	884.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	77.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1861.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	677.0 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	1510.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	644.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	483.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	424.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	619.2 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
Geranyl hexanoate	CCCCCC(=O)OC\C=C(\C)CCC=C(C)C	2039.8	Standard polar	33892256
Geranyl hexanoate	CCCCCC(=O)OC\C=C(\C)CCC=C(C)C	1652.7	Standard non polar	33892256
Geranyl hexanoate	CCCCCC(=O)OC\C=C(\C)CCC=C(C)C	1783.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Geranyl hexanoate EI-B (Non-derivatized)	splash10-00kf-9100000000-14dc62fff3ebd1344615	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Geranyl hexanoate EI-B (Non-derivatized)	splash10-00kf-9100000000-14dc62fff3ebd1344615	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranyl hexanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-05n0-9710000000-078c64f44658809006fd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranyl hexanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranyl hexanoate 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 hexanoate 10V, Positive-QTOF	splash10-0udr-6890000000-b525fc40a381e625496d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 20V, Positive-QTOF	splash10-052s-9400000000-100284476e9b34d01d78	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 40V, Positive-QTOF	splash10-0aor-9100000000-f8516990d6c1fe74a824	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 10V, Negative-QTOF	splash10-0udj-6690000000-e2e8912f2dbb25d5077f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 20V, Negative-QTOF	splash10-014j-5910000000-ffb60532bff1d0e2a35f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 40V, Negative-QTOF	splash10-01bd-9700000000-1b62b55a38eb09eb33ed	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 10V, Negative-QTOF	splash10-0f6t-9720000000-f52145abce9117d5766a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 20V, Negative-QTOF	splash10-00kb-7900000000-78f04d6496b99f414f06	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 40V, Negative-QTOF	splash10-0002-9000000000-9120d3cb076e3e38f41a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 10V, Positive-QTOF	splash10-001r-9410000000-033e1e97384df54e818f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 20V, Positive-QTOF	splash10-001i-9200000000-97ba3c06a205ccf5ed49	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl hexanoate 40V, Positive-QTOF	splash10-00kf-9000000000-29392c657edb86d2c682	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

FDB000412

KNApSAcK ID

Not Available

Chemspider ID

20122200

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12571389

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1016691

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 hexanoate (HMDB0029351)

MOL for HMDB0029351 (Geranyl hexanoate)

3D MOL for HMDB0029351 (Geranyl hexanoate)

3D SDF for HMDB0029351 (Geranyl hexanoate)

3D-SDF for HMDB0029351 (Geranyl hexanoate)

PDB for HMDB0029351 (Geranyl hexanoate)

3D PDB for HMDB0029351 (Geranyl hexanoate)

SMILES for HMDB0029351 (Geranyl hexanoate)

INCHI for HMDB0029351 (Geranyl hexanoate)

Structure for HMDB0029351 (Geranyl hexanoate)

3D Structure for HMDB0029351 (Geranyl hexanoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra