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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

HMDB0029350

Secondary Accession Numbers

HMDB29350

Metabolite Identification

Common Name

Geranyl 3-methylbutanoate

Description

Geranyl 3-methylbutanoate 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 3-methylbutanoate.

Structure

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

HMDB0029350
     RDKit          3D
Geranyl 3-methylbutanoate
 43 42  0  0  0  0  0  0  0  0999 V2000
    5.6486    1.8576   -1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067    1.0912   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    1.7114    0.8528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2739   -0.1185   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466   -0.8228    0.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.1510   -0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1998   -1.8473    0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -3.1401    1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0317   -1.4254    0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5962   -0.1791    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8320   -0.5597   -0.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655    0.4173   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503    1.5946   -0.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670    0.0428   -1.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1085    0.2843   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932   -0.1294   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230    1.7227   -0.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4683    1.6612   -2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4455    2.9364   -1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7158    1.6670   -0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4635    1.0814    1.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7687    2.6587    1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1270    1.8470    0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025   -0.5942   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7386   -1.8089    0.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -0.2210    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3015   -1.8469   -1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6335   -0.2324   -0.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5002   -2.9021    1.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -3.6342    0.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697   -3.8197    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093   -2.0411    1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7820    0.4530    1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093    0.4450   -0.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9485   -1.0033   -1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1062    0.7418   -2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0496   -0.3405    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5521   -1.2137   -0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2776    0.0327   -2.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2503    0.4314   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4374    2.3693   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2429    1.8154    1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2056    2.1690   -0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 14 35  1  0
 14 36  1  0
 15 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 02241216342D          

 17 16  0  0  0  0            999 V2000
    2.5012    2.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    1.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148    1.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    1.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0711    1.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    1.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -0.0007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0711   -1.2382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5011   -1.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5011   -2.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -2.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2148   -2.4757    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
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029350

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-12(2)7-6-8-14(5)9-10-17-15(16)11-13(3)4/h7,9,13H,6,8,10-11H2,1-5H3/b14-9-

> <INCHI_KEY>
SOUKTGNMIRUIQN-ZROIWOOFSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.36499451406289

> <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 3-methylbutanoate

> <ALOGPS_LOGP>
5.40

> <JCHEM_LOGP>
4.375632314666666

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.046211615596145

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
74.11010000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.00e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0029350
     RDKit          3D
Geranyl 3-methylbutanoate
 43 42  0  0  0  0  0  0  0  0999 V2000
    5.6486    1.8576   -1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067    1.0912   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    1.7114    0.8528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2739   -0.1185   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466   -0.8228    0.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.1510   -0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1998   -1.8473    0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -3.1401    1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0317   -1.4254    0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5962   -0.1791    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8320   -0.5597   -0.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655    0.4173   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503    1.5946   -0.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670    0.0428   -1.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1085    0.2843   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932   -0.1294   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230    1.7227   -0.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4683    1.6612   -2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4455    2.9364   -1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7158    1.6670   -0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4635    1.0814    1.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7687    2.6587    1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1270    1.8470    0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025   -0.5942   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7386   -1.8089    0.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -0.2210    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3015   -1.8469   -1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6335   -0.2324   -0.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5002   -2.9021    1.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -3.6342    0.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697   -3.8197    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093   -2.0411    1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7820    0.4530    1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093    0.4450   -0.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9485   -1.0033   -1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1062    0.7418   -2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0496   -0.3405    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5521   -1.2137   -0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2776    0.0327   -2.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2503    0.4314   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4374    2.3693   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2429    1.8154    1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2056    2.1690   -0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 14 35  1  0
 14 36  1  0
 15 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                                 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       4.669   4.621   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.669   3.081   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.001   2.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.667   4.619   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.667   3.079   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.667   2.311   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.999   3.081   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.334   2.311   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.999   2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.999   0.769   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.334  -0.001   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.334  -1.541   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.999  -2.311   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.669  -2.311   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.669  -3.851   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.334  -4.621   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.001  -4.621   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   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0029350
HETATM    1  C1  UNL     1       5.649   1.858  -1.264  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.707   1.091  -0.406  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.236   1.711   0.853  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.274  -0.119  -0.721  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.347  -0.823   0.166  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.020  -1.151  -0.547  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.200  -1.847   0.452  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.784  -3.140   1.002  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.032  -1.425   0.879  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.596  -0.179   0.390  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.832  -0.560  -0.194  1.00  0.00           O  
HETATM   12  C11 UNL     1      -2.665   0.417  -0.757  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.250   1.595  -0.703  1.00  0.00           O  
HETATM   14  C12 UNL     1      -3.967   0.043  -1.376  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.109   0.284  -0.411  1.00  0.00           C  
HETATM   16  C14 UNL     1      -6.393  -0.129  -1.137  1.00  0.00           C  
HETATM   17  C15 UNL     1      -5.223   1.723  -0.027  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.468   1.661  -2.343  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.445   2.936  -1.106  1.00  0.00           H  
HETATM   20  H3  UNL     1       6.716   1.667  -0.988  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.463   1.081   1.742  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.769   2.659   1.005  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.127   1.847   0.811  1.00  0.00           H  
HETATM   24  H7  UNL     1       4.602  -0.594  -1.635  1.00  0.00           H  
HETATM   25  H8  UNL     1       3.739  -1.809   0.499  1.00  0.00           H  
HETATM   26  H9  UNL     1       3.051  -0.221   1.048  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.302  -1.847  -1.403  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.633  -0.232  -0.970  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.500  -2.902   1.807  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.356  -3.634   0.191  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.970  -3.820   1.335  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.509  -2.041   1.649  1.00  0.00           H  
HETATM   33  H16 UNL     1      -0.782   0.453   1.311  1.00  0.00           H  
HETATM   34  H17 UNL     1       0.009   0.445  -0.266  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.949  -1.003  -1.721  1.00  0.00           H  
HETATM   36  H19 UNL     1      -4.106   0.742  -2.236  1.00  0.00           H  
HETATM   37  H20 UNL     1      -5.050  -0.341   0.483  1.00  0.00           H  
HETATM   38  H21 UNL     1      -6.552  -1.214  -0.970  1.00  0.00           H  
HETATM   39  H22 UNL     1      -6.278   0.033  -2.222  1.00  0.00           H  
HETATM   40  H23 UNL     1      -7.250   0.431  -0.713  1.00  0.00           H  
HETATM   41  H24 UNL     1      -4.437   2.369  -0.456  1.00  0.00           H  
HETATM   42  H25 UNL     1      -5.243   1.815   1.098  1.00  0.00           H  
HETATM   43  H26 UNL     1      -6.206   2.169  -0.344  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4    4
CONECT    3   21   22   23
CONECT    4    5   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8    9    9
CONECT    8   29   30   31
CONECT    9   10   32
CONECT   10   11   33   34
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   35   36
CONECT   15   16   17   37
CONECT   16   38   39   40
CONECT   17   41   42   43
END

HMDB0029350
     RDKit          3D
Geranyl 3-methylbutanoate
 43 42  0  0  0  0  0  0  0  0999 V2000
    5.6486    1.8576   -1.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067    1.0912   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    1.7114    0.8528 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2739   -0.1185   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466   -0.8228    0.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -1.1510   -0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1998   -1.8473    0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837   -3.1401    1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0317   -1.4254    0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5962   -0.1791    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8320   -0.5597   -0.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655    0.4173   -0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503    1.5946   -0.7031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670    0.0428   -1.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1085    0.2843   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932   -0.1294   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2230    1.7227   -0.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4683    1.6612   -2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4455    2.9364   -1.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7158    1.6670   -0.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4635    1.0814    1.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7687    2.6587    1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1270    1.8470    0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025   -0.5942   -1.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7386   -1.8089    0.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507   -0.2210    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3015   -1.8469   -1.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6335   -0.2324   -0.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5002   -2.9021    1.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -3.6342    0.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9697   -3.8197    1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093   -2.0411    1.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7820    0.4530    1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093    0.4450   -0.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9485   -1.0033   -1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1062    0.7418   -2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0496   -0.3405    0.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5521   -1.2137   -0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2776    0.0327   -2.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2503    0.4314   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4374    2.3693   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2429    1.8154    1.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2056    2.1690   -0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 14 35  1  0
 14 36  1  0
 15 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 3-methylbutanoic acid	Generator
(2E)-3,7-Dimethyl-2,6-octadienyl 3-methylbutanoate	HMDB
3,7-Dimethyl-2,6-octadienyl ester(e)-isovaleric acid	HMDB
3,7-Dimethyl-isovalerate(e)-2,6-octadien-1-ol	HMDB
FEMA 2518	HMDB
Geranyl isopentanoate	HMDB
Geranyl isovalerate	HMDB
trans-3,7-Dimethyl-2,6-octadienyl isopentanoate	HMDB
(Z)-3,7-Dimethyl-2,6-octadienyl 3-methylbutanoic acid	Generator

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

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

Traditional Name

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

CAS Registry Number

109-20-6

SMILES

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

InChI Identifier

InChI=1S/C15H26O2/c1-12(2)7-6-8-14(5)9-10-17-15(16)11-13(3)4/h7,9,13H,6,8,10-11H2,1-5H3/b14-9-

InChI Key

SOUKTGNMIRUIQN-ZROIWOOFSA-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 (LMFA07010625 )

Ontology

Cytoplasm (HMDB: HMDB0029350)
Cell membrane (HMDB: HMDB0029350)

Biofluid or Excreta

Urine (HMDB: HMDB0029350)

Cellular substructure

Extracellular (HMDB: HMDB0029350)
Membrane (HMDB: HMDB0029350)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029350)

Source

Endogenous

Endogenous (HMDB: HMDB0029350)

Animal

Animal (HMDB: HMDB0029350)

Exogenous

Food

Food (HMDB: HMDB0029350)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0029350)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0029350)

Cellular process

Cell signaling (HMDB: HMDB0029350)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0029350)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0029350)

Nutrient

Nutrient (HMDB: HMDB0029350)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029350)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0029350)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	145.00 °C. @ 15.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.26 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.225 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	5.4	ALOGPS
logP	4.38	ChemAxon
logS	-3.8	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	8	ChemAxon
Refractivity	74.11 m³·mol⁻¹	ChemAxon
Polarizability	29.36 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]+	159.256	31661259
DarkChem	[M-H]-	160.473	31661259
DeepCCS	[M+H]+	163.276	30932474
DeepCCS	[M-H]-	160.918	30932474
DeepCCS	[M-2H]-	193.922	30932474
DeepCCS	[M+Na]+	169.369	30932474
AllCCS	[M+H]+	162.4	32859911
AllCCS	[M+H-H2O]+	159.1	32859911
AllCCS	[M+NH4]+	165.4	32859911
AllCCS	[M+Na]+	166.3	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	165.3	32859911
AllCCS	[M+HCOO]-	166.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Geranyl 3-methylbutanoate	CC(C)CC(=O)OC\C=C(\C)CCC=C(C)C	1893.2	Standard polar	33892256
Geranyl 3-methylbutanoate	CC(C)CC(=O)OC\C=C(\C)CCC=C(C)C	1522.4	Standard non polar	33892256
Geranyl 3-methylbutanoate	CC(C)CC(=O)OC\C=C(\C)CCC=C(C)C	1626.9	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 3-methylbutanoate EI-B (Non-derivatized)	splash10-014i-9100000000-3dbb76e3291037535474	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Geranyl 3-methylbutanoate EI-B (Non-derivatized)	splash10-014i-9100000000-3dbb76e3291037535474	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranyl 3-methylbutanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-05n0-9800000000-ef9a9ea5e50d08973956	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Geranyl 3-methylbutanoate 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 3-methylbutanoate 10V, Positive-QTOF	splash10-000i-4950000000-4229a8010e3db2ae0f94	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 20V, Positive-QTOF	splash10-000i-9700000000-23ea949dfbcf9a4bb310	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 40V, Positive-QTOF	splash10-0ldl-9100000000-d8d295bdfcd5da260a9b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 10V, Negative-QTOF	splash10-0019-8790000000-7c05ceea168d81b6bb71	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 20V, Negative-QTOF	splash10-0ue9-7910000000-ec7f13f1e49ae7f161d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 40V, Negative-QTOF	splash10-0kai-9500000000-b068b346889bd7cfa77a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 10V, Negative-QTOF	splash10-0udr-1980000000-937878af1513ead92a40	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 20V, Negative-QTOF	splash10-0udj-7910000000-e036af38dd8d877d9b61	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 40V, Negative-QTOF	splash10-001i-9300000000-53972620b2f9076ed0a5	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 10V, Positive-QTOF	splash10-001i-9500000000-e38d2bf7676856108972	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 20V, Positive-QTOF	splash10-001i-9200000000-7b72c76ad13af83a5658	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Geranyl 3-methylbutanoate 40V, Positive-QTOF	splash10-00kf-9100000000-839c382927410744e71a	2021-09-25	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

FDB000411

KNApSAcK ID

C00030376

Chemspider ID

4934416

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6429039

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1025041

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 3-methylbutanoate (HMDB0029350)

MOL for HMDB0029350 (Geranyl 3-methylbutanoate)

3D MOL for HMDB0029350 (Geranyl 3-methylbutanoate)

3D SDF for HMDB0029350 (Geranyl 3-methylbutanoate)

3D-SDF for HMDB0029350 (Geranyl 3-methylbutanoate)

PDB for HMDB0029350 (Geranyl 3-methylbutanoate)

3D PDB for HMDB0029350 (Geranyl 3-methylbutanoate)

SMILES for HMDB0029350 (Geranyl 3-methylbutanoate)

INCHI for HMDB0029350 (Geranyl 3-methylbutanoate)

Structure for HMDB0029350 (Geranyl 3-methylbutanoate)

3D Structure for HMDB0029350 (Geranyl 3-methylbutanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra