Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:48:52 UTC

Update Date

2022-03-07 02:56:32 UTC

HMDB ID

HMDB0040281

Secondary Accession Numbers

HMDB40281

Metabolite Identification

Common Name

Geranyl valerate

Description

Geranyl valerate 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 valerate.

Structure

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

HMDB0040281
     RDKit          3D
Geranyl valerate
 43 42  0  0  0  0  0  0  0  0999 V2000
    4.7029    2.4746   -0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028    1.2352   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5415   -0.0129   -0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -1.2300   -0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -1.0523   -0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508   -1.3472   -1.0520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174   -0.5627    1.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5018   -0.3978    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -1.6588    0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1264   -1.9601    0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7199   -3.3435    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758   -0.9852   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8979   -0.5418   -1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986    0.0926    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8481    1.3257    0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8430    2.0880   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3488    1.9535    1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4080    2.1861   -1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8643    3.0670   -1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225    3.0973   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6169    1.0963    0.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0928    1.3086   -0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6339   -0.0964   -1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0646    0.1026   -1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4463   -1.2371    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2628   -2.1566   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1226    0.4697    0.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3615   -0.1336    2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0147   -2.4546    1.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -3.4862   -0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190   -4.1246    0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754   -3.4994    1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7651   -0.1495   -0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -1.4967   -1.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0224    0.1092   -1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5575   -1.4344   -1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143   -0.4387    1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1988    3.1288   -0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7794    2.0709   -1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4295    1.5918   -1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9371    1.4801    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4517    1.8842    1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    3.0381    1.5210 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END


  Mrv0541 05061311442D          

 17 16  0  0  0  0            999 V2000
    0.6336    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4927    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  2  0  0  0  0
 14  4  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  2  0  0  0  0
 15 10  1  0  0  0  0
 16 15  2  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040281

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-5-6-10-15(16)17-12-11-14(4)9-7-8-13(2)3/h8,11H,5-7,9-10,12H2,1-4H3/b14-11-

> <INCHI_KEY>
CVSWGLSBJFKWMW-KAMYIIQDSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.400277378930646

> <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 pentanoate

> <ALOGPS_LOGP>
5.61

> <JCHEM_LOGP>
4.5331818833333335

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.043360752308636

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
74.1625

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.49e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0040281
     RDKit          3D
Geranyl valerate
 43 42  0  0  0  0  0  0  0  0999 V2000
    4.7029    2.4746   -0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028    1.2352   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5415   -0.0129   -0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -1.2300   -0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -1.0523   -0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508   -1.3472   -1.0520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174   -0.5627    1.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5018   -0.3978    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -1.6588    0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1264   -1.9601    0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7199   -3.3435    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758   -0.9852   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8979   -0.5418   -1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986    0.0926    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8481    1.3257    0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8430    2.0880   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3488    1.9535    1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4080    2.1861   -1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8643    3.0670   -1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225    3.0973   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6169    1.0963    0.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0928    1.3086   -0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6339   -0.0964   -1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0646    0.1026   -1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4463   -1.2371    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2628   -2.1566   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1226    0.4697    0.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3615   -0.1336    2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0147   -2.4546    1.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -3.4862   -0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190   -4.1246    0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754   -3.4994    1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7651   -0.1495   -0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -1.4967   -1.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0224    0.1092   -1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5575   -1.4344   -1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143   -0.4387    1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1988    3.1288   -0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7794    2.0709   -1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4295    1.5918   -1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9371    1.4801    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4517    1.8842    1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    3.0381    1.5210 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  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       1.183   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.519   7.494   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.853   5.184   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.186   0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.516   0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.186   3.644   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.186   5.184   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.852   2.874   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.184   0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.518   0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.185   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.519   5.954   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.852   1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.517   1.334   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.517   2.874   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       7.851   0.564   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    1    6                                                       
CONECT    6    5   10                                                       
CONECT    7    8    9                                                       
CONECT    8    7   13                                                       
CONECT    9    7   14                                                       
CONECT   10    6   15                                                       
CONECT   11   12   14                                                       
CONECT   12   11   17                                                       
CONECT   13    2    3    8                                                  
CONECT   14    4    9   11                                                  
CONECT   15   10   16   17                                                  
CONECT   16   15                                                            
CONECT   17   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0040281
HETATM    1  C1  UNL     1       4.703   2.475  -0.814  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.203   1.235  -0.142  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.541  -0.013  -0.950  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.005  -1.230  -0.210  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.538  -1.052  -0.090  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.751  -1.347  -1.052  1.00  0.00           O  
HETATM    7  O2  UNL     1       1.917  -0.563   1.050  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.502  -0.398   1.148  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.227  -1.659   0.976  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.126  -1.960   0.053  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.720  -3.344   0.120  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.476  -0.985  -0.957  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.898  -0.542  -1.007  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.399   0.093   0.212  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.848   1.326   0.223  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.843   2.088  -1.047  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.349   1.953   1.454  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.408   2.186  -1.630  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.864   3.067  -1.256  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.222   3.097  -0.035  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.617   1.096   0.857  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.093   1.309  -0.079  1.00  0.00           H  
HETATM   23  H6  UNL     1       5.634  -0.096  -1.101  1.00  0.00           H  
HETATM   24  H7  UNL     1       4.065   0.103  -1.935  1.00  0.00           H  
HETATM   25  H8  UNL     1       4.446  -1.237   0.810  1.00  0.00           H  
HETATM   26  H9  UNL     1       4.263  -2.157  -0.739  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.123   0.470   0.626  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.362  -0.134   2.253  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.015  -2.455   1.722  1.00  0.00           H  
HETATM   30  H13 UNL     1      -2.298  -3.486  -0.799  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.919  -4.125   0.107  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.275  -3.499   1.053  1.00  0.00           H  
HETATM   33  H16 UNL     1      -0.765  -0.150  -0.977  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.291  -1.497  -1.963  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.022   0.109  -1.898  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.558  -1.434  -1.226  1.00  0.00           H  
HETATM   37  H20 UNL     1      -3.414  -0.439   1.153  1.00  0.00           H  
HETATM   38  H21 UNL     1      -4.199   3.129  -0.930  1.00  0.00           H  
HETATM   39  H22 UNL     1      -2.779   2.071  -1.409  1.00  0.00           H  
HETATM   40  H23 UNL     1      -4.429   1.592  -1.853  1.00  0.00           H  
HETATM   41  H24 UNL     1      -3.937   1.480   2.365  1.00  0.00           H  
HETATM   42  H25 UNL     1      -5.452   1.884   1.483  1.00  0.00           H  
HETATM   43  H26 UNL     1      -4.046   3.038   1.521  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   27   28
CONECT    9   10   10   29
CONECT   10   11   12
CONECT   11   30   31   32
CONECT   12   13   33   34
CONECT   13   14   35   36
CONECT   14   15   15   37
CONECT   15   16   17
CONECT   16   38   39   40
CONECT   17   41   42   43
END

HMDB0040281
     RDKit          3D
Geranyl valerate
 43 42  0  0  0  0  0  0  0  0999 V2000
    4.7029    2.4746   -0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2028    1.2352   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5415   -0.0129   -0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -1.2300   -0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -1.0523   -0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508   -1.3472   -1.0520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174   -0.5627    1.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5018   -0.3978    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -1.6588    0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1264   -1.9601    0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7199   -3.3435    0.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758   -0.9852   -0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8979   -0.5418   -1.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986    0.0926    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8481    1.3257    0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8430    2.0880   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3488    1.9535    1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4080    2.1861   -1.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8643    3.0670   -1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225    3.0973   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6169    1.0963    0.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0928    1.3086   -0.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6339   -0.0964   -1.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0646    0.1026   -1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4463   -1.2371    0.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2628   -2.1566   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1226    0.4697    0.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3615   -0.1336    2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0147   -2.4546    1.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -3.4862   -0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190   -4.1246    0.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754   -3.4994    1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7651   -0.1495   -0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -1.4967   -1.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0224    0.1092   -1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5575   -1.4344   -1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4143   -0.4387    1.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1988    3.1288   -0.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7794    2.0709   -1.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4295    1.5918   -1.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9371    1.4801    2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4517    1.8842    1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0456    3.0381    1.5210 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Geranyl valeric acid	Generator
(2E)-3,7-Dimethyl-2,6-octadienyl pentanoate	HMDB
3,7-Dimethyl-2,6-octadienyl ester(e)-pentanoic acid	HMDB
Geranyl pentanoate	HMDB
Pentanoic acid, (2E)-3,7-dimethyl-2,6-octadien-1-yl ester	HMDB
Pentanoic acid, (2E)-3,7-dimethyl-2,6-octadienyl ester	HMDB

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

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

Traditional Name

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

CAS Registry Number

10402-47-8

SMILES

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

InChI Identifier

InChI=1S/C15H26O2/c1-5-6-10-15(16)17-12-11-14(4)9-7-8-13(2)3/h8,11H,5-7,9-10,12H2,1-4H3/b14-11-

InChI Key

CVSWGLSBJFKWMW-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

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0040281)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040281)

Source

Endogenous

Endogenous (HMDB: HMDB0040281)

Animal

Animal (HMDB: HMDB0040281)

Exogenous

Food

Food (HMDB: HMDB0040281)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0040281)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040281)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040281)

Lipid metabolism pathway (HMDB: HMDB0040281)

Cellular process

Cell signaling (HMDB: HMDB0040281)

Biochemical process

Lipid transport (HMDB: HMDB0040281)

Role

Biological role

Energy source (HMDB: HMDB0040281)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040281)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	291 °C	Not Available
Boiling Point	290.00 to 291.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.23 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.698 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.025 g/L	ALOGPS
logP	5.61	ALOGPS
logP	4.53	ChemAxon
logS	-4	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	9	ChemAxon
Refractivity	74.16 m³·mol⁻¹	ChemAxon
Polarizability	29.4 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]+	159.324	31661259
DarkChem	[M-H]-	159.4	31661259
DeepCCS	[M+H]+	162.905	30932474
DeepCCS	[M-H]-	160.547	30932474
DeepCCS	[M-2H]-	193.529	30932474
DeepCCS	[M+Na]+	168.999	30932474
AllCCS	[M+H]+	164.9	32859911
AllCCS	[M+H-H2O]+	161.6	32859911
AllCCS	[M+NH4]+	167.9	32859911
AllCCS	[M+Na]+	168.8	32859911
AllCCS	[M-H]-	164.2	32859911
AllCCS	[M+Na-2H]-	165.4	32859911
AllCCS	[M+HCOO]-	166.8	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.	9.71 minutes	32390414
Predicted by Siyang on May 30, 2022	20.084 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.03 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3026.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	624.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	247.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	365.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	203.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	780.6 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	847.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1744.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	652.5 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	1426.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	594.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	456.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	396.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	596.3 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 valerate	CCCCC(=O)OC\C=C(\C)CCC=C(C)C	1950.4	Standard polar	33892256
Geranyl valerate	CCCCC(=O)OC\C=C(\C)CCC=C(C)C	1576.9	Standard non polar	33892256
Geranyl valerate	CCCCC(=O)OC\C=C(\C)CCC=C(C)C	1688.7	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 valerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ap0-9800000000-83efe2f6db334558da76	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranyl valerate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranyl valerate 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 valerate 10V, Positive-QTOF	splash10-000i-5970000000-c94fc96032d33f5533da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 20V, Positive-QTOF	splash10-000i-9400000000-9cf7b8af4353597adeb6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 40V, Positive-QTOF	splash10-0ap3-9100000000-fe039f20cd27a736ca50	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 10V, Negative-QTOF	splash10-0019-6690000000-680ea0b9fa504c29805c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 20V, Negative-QTOF	splash10-0ue9-6910000000-377bf626756d764d4182	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 40V, Negative-QTOF	splash10-0a5c-9600000000-9dcedb41369b02001acf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 10V, Positive-QTOF	splash10-001r-9410000000-730bfb2b2ca47f7cbc04	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 20V, Positive-QTOF	splash10-001i-9200000000-963239795ce7362d5d89	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 40V, Positive-QTOF	splash10-05mo-9100000000-9ae8af376e1bb2a4f42b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 10V, Negative-QTOF	splash10-0002-9230000000-974e60ae4eaa15af80f5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 20V, Negative-QTOF	splash10-0f79-6920000000-78a5f9f69a9ac3aa88e7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl valerate 40V, Negative-QTOF	splash10-001i-9000000000-88c41c9964690aed4687	2021-09-23	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

FDB020001

KNApSAcK ID

Not Available

Chemspider ID

4941014

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6436375

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1025021

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 valerate (HMDB0040281)

MOL for HMDB0040281 (Geranyl valerate)

3D MOL for HMDB0040281 (Geranyl valerate)

3D SDF for HMDB0040281 (Geranyl valerate)

3D-SDF for HMDB0040281 (Geranyl valerate)

PDB for HMDB0040281 (Geranyl valerate)

3D PDB for HMDB0040281 (Geranyl valerate)

SMILES for HMDB0040281 (Geranyl valerate)

INCHI for HMDB0040281 (Geranyl valerate)

Structure for HMDB0040281 (Geranyl valerate)

3D Structure for HMDB0040281 (Geranyl valerate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra