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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:28:09 UTC

Update Date

2022-03-07 02:55:14 UTC

HMDB ID

HMDB0037227

Secondary Accession Numbers

HMDB37227

Metabolite Identification

Common Name

Citronellyl butyrate

Description

Citronellyl butyrate 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 Citronellyl butyrate.

Structure

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

HMDB0037227
     RDKit          3D
Citronellyl butyrate
 42 41  0  0  0  0  0  0  0  0999 V2000
    6.5412    0.0360    1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3888   -0.5415    0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1226   -0.5399    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0377   -1.1195    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374   -1.5157   -0.7064 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7897   -1.2380    0.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6592   -1.7512    0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531   -1.1393   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076    0.3048   -0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6857    0.9427   -1.9354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1021    0.4965    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4003   -0.2180    0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2574    0.1769   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4103    0.8235   -0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2278    1.1947   -1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8272    1.1468    0.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -0.7730    1.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1209    0.6213    2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0420    0.7863    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1872   -0.0427   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5968   -1.6159    0.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8981    0.4817    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3103   -1.1935    2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1298   -1.8226    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9033   -2.8323    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554   -1.3088   -1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -1.6546   -1.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7746    0.8283   -0.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663    0.2279   -2.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    1.5710   -2.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960    1.6843   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5450    0.1321    1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780    1.5869    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0050   -0.0084    1.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928   -1.3344    0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713   -0.0815   -1.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5799    2.2491   -1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1490    0.5813   -1.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6691    1.1979   -2.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476    1.7361    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7970    1.6881    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0203    0.2368    1.5239 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv0541 05061309392D          

 16 15  0  0  0  0            999 V2000
    1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9217   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2072   -1.5395    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
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -0.7145    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
    8.4927   -0.3020    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
    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
    9.2072   -0.7145    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
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  8  2  0  0  0  0
 13  4  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 15 14  2  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037227

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)OCCC(C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O2/c1-5-7-14(15)16-11-10-13(4)9-6-8-12(2)3/h8,13H,5-7,9-11H2,1-4H3

> <INCHI_KEY>
XQPZQXTWYZAXAK-UHFFFAOYSA-N

> <FORMULA>
C14H26O2

> <MOLECULAR_WEIGHT>
226.355

> <EXACT_MASS>
226.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.22763795913702

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dimethyloct-6-en-1-yl butanoate

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
4.338285239666666

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032639712781787

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
68.8655

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dimethyloct-6-en-1-yl butanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037227
     RDKit          3D
Citronellyl butyrate
 42 41  0  0  0  0  0  0  0  0999 V2000
    6.5412    0.0360    1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3888   -0.5415    0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1226   -0.5399    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0377   -1.1195    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374   -1.5157   -0.7064 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7897   -1.2380    0.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6592   -1.7512    0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531   -1.1393   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076    0.3048   -0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6857    0.9427   -1.9354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1021    0.4965    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4003   -0.2180    0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2574    0.1769   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4103    0.8235   -0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2278    1.1947   -1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8272    1.1468    0.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -0.7730    1.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1209    0.6213    2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0420    0.7863    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1872   -0.0427   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5968   -1.6159    0.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8981    0.4817    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3103   -1.1935    2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1298   -1.8226    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9033   -2.8323    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554   -1.3088   -1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -1.6546   -1.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7746    0.8283   -0.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663    0.2279   -2.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    1.5710   -2.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960    1.6843   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5450    0.1321    1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780    1.5869    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0050   -0.0084    1.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928   -1.3344    0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713   -0.0815   -1.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5799    2.2491   -1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1490    0.5813   -1.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6691    1.1979   -2.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476    1.7361    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7970    1.6881    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0203    0.2368    1.5239 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  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       2.516  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.521  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.187  -2.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.852  -2.874   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.519  -1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.853  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.186  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.518  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.185  -1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.187  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.852  -1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.517  -1.334   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.517  -2.874   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       7.851  -0.564   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    1    7                                                       
CONECT    6    8    9                                                       
CONECT    7    5   14                                                       
CONECT    8    6   12                                                       
CONECT    9    6   13                                                       
CONECT   10   11   13                                                       
CONECT   11   10   16                                                       
CONECT   12    2    3    8                                                  
CONECT   13    4    9   10                                                  
CONECT   14    7   15   16                                                  
CONECT   15   14                                                            
CONECT   16   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0037227
HETATM    1  C1  UNL     1       6.541   0.036   1.183  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.389  -0.541   0.430  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.123  -0.540   1.254  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.038  -1.119   0.451  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.237  -1.516  -0.706  1.00  0.00           O  
HETATM    6  O2  UNL     1       1.790  -1.238   0.952  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.659  -1.751   0.352  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.153  -1.139  -0.873  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.208   0.305  -0.674  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.686   0.943  -1.935  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.102   0.497   0.515  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.400  -0.218   0.494  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.257   0.177  -0.638  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.410   0.823  -0.451  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.228   1.195  -1.611  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.827   1.147   0.937  1.00  0.00           C  
HETATM   17  H1  UNL     1       7.209  -0.773   1.507  1.00  0.00           H  
HETATM   18  H2  UNL     1       6.121   0.621   2.040  1.00  0.00           H  
HETATM   19  H3  UNL     1       7.042   0.786   0.533  1.00  0.00           H  
HETATM   20  H4  UNL     1       5.187  -0.043  -0.535  1.00  0.00           H  
HETATM   21  H5  UNL     1       5.597  -1.616   0.173  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.898   0.482   1.622  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.310  -1.193   2.157  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.130  -1.823   1.113  1.00  0.00           H  
HETATM   25  H9  UNL     1       0.903  -2.832   0.108  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.755  -1.309  -1.789  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.830  -1.655  -1.115  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.775   0.828  -0.396  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.966   0.228  -2.723  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.168   1.571  -2.358  1.00  0.00           H  
HETATM   31  H15 UNL     1      -1.496   1.684  -1.815  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.545   0.132   1.415  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.278   1.587   0.715  1.00  0.00           H  
HETATM   34  H18 UNL     1      -3.005  -0.008   1.432  1.00  0.00           H  
HETATM   35  H19 UNL     1      -2.293  -1.334   0.506  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.971  -0.082  -1.638  1.00  0.00           H  
HETATM   37  H21 UNL     1      -5.580   2.249  -1.457  1.00  0.00           H  
HETATM   38  H22 UNL     1      -6.149   0.581  -1.641  1.00  0.00           H  
HETATM   39  H23 UNL     1      -4.669   1.198  -2.556  1.00  0.00           H  
HETATM   40  H24 UNL     1      -4.048   1.736   1.448  1.00  0.00           H  
HETATM   41  H25 UNL     1      -5.797   1.688   0.888  1.00  0.00           H  
HETATM   42  H26 UNL     1      -5.020   0.237   1.524  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   10   11   28
CONECT   10   29   30   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   14   36
CONECT   14   15   16
CONECT   15   37   38   39
CONECT   16   40   41   42
END

HMDB0037227
     RDKit          3D
Citronellyl butyrate
 42 41  0  0  0  0  0  0  0  0999 V2000
    6.5412    0.0360    1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3888   -0.5415    0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1226   -0.5399    1.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0377   -1.1195    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374   -1.5157   -0.7064 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7897   -1.2380    0.9519 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6592   -1.7512    0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1531   -1.1393   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076    0.3048   -0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6857    0.9427   -1.9354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1021    0.4965    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4003   -0.2180    0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2574    0.1769   -0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4103    0.8235   -0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2278    1.1947   -1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8272    1.1468    0.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -0.7730    1.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1209    0.6213    2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0420    0.7863    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1872   -0.0427   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5968   -1.6159    0.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8981    0.4817    1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3103   -1.1935    2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1298   -1.8226    1.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9033   -2.8323    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554   -1.3088   -1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8299   -1.6546   -1.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7746    0.8283   -0.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663    0.2279   -2.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1679    1.5710   -2.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960    1.6843   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5450    0.1321    1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780    1.5869    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0050   -0.0084    1.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928   -1.3344    0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713   -0.0815   -1.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5799    2.2491   -1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1490    0.5813   -1.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6691    1.1979   -2.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0476    1.7361    1.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7970    1.6881    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0203    0.2368    1.5239 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Citronellyl butyric acid	Generator
(1)-3,7-Dimethyloct-6-enyl butyrate	HMDB
3,7-Dimethyl-6-octen-1-yl butyrate	HMDB
3,7-Dimethyl-6-octenyl butanoate	HMDB
Butanoic acid, 3,7-dimethyl-6-octen-1-yl ester	HMDB
Butanoic acid, 3,7-dimethyl-6-octenyl ester	HMDB
Butyric acid, 3,7-dimethyl-6-octenyl ester (8ci)	HMDB
Butyric acid, ester with citronellol	HMDB
e275	HMDB
FEMA 2312	HMDB

Chemical Formula

C₁₄H₂₆O₂

Average Molecular Weight

226.355

Monoisotopic Molecular Weight

226.193280076

IUPAC Name

3,7-dimethyloct-6-en-1-yl butanoate

Traditional Name

3,7-dimethyloct-6-en-1-yl butanoate

CAS Registry Number

141-16-2

SMILES

CCCC(=O)OCCC(C)CCC=C(C)C

InChI Identifier

InChI=1S/C14H26O2/c1-5-7-14(15)16-11-10-13(4)9-6-8-12(2)3/h8,13H,5-7,9-11H2,1-4H3

InChI Key

XQPZQXTWYZAXAK-UHFFFAOYSA-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

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	245.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.59 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.224 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	4.93	ALOGPS
logP	4.34	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	9	ChemAxon
Refractivity	68.87 m³·mol⁻¹	ChemAxon
Polarizability	28.23 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]+	154.24	31661259
DarkChem	[M-H]-	153.208	31661259
DeepCCS	[M+H]+	159.02	30932474
DeepCCS	[M-H]-	156.662	30932474
DeepCCS	[M-2H]-	191.407	30932474
DeepCCS	[M+Na]+	166.466	30932474
AllCCS	[M+H]+	161.3	32859911
AllCCS	[M+H-H2O]+	158.0	32859911
AllCCS	[M+NH4]+	164.5	32859911
AllCCS	[M+Na]+	165.3	32859911
AllCCS	[M-H]-	161.1	32859911
AllCCS	[M+Na-2H]-	162.4	32859911
AllCCS	[M+HCOO]-	164.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Citronellyl butyrate	CCCC(=O)OCCC(C)CCC=C(C)C	1791.5	Standard polar	33892256
Citronellyl butyrate	CCCC(=O)OCCC(C)CCC=C(C)C	1479.0	Standard non polar	33892256
Citronellyl butyrate	CCCC(=O)OCCC(C)CCC=C(C)C	1539.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Citronellyl butyrate EI-B (Non-derivatized)	splash10-00rx-9100000000-adf929332f117b653cc7	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellyl butyrate EI-B (Non-derivatized)	splash10-008a-9300000000-5190c6b3c8ba0a74d864	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellyl butyrate EI-B (Non-derivatized)	splash10-00rx-9100000000-adf929332f117b653cc7	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellyl butyrate EI-B (Non-derivatized)	splash10-008a-9300000000-5190c6b3c8ba0a74d864	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellyl butyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-08ml-9700000000-7d5d14e3eb0c9f976b01	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellyl butyrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellyl butyrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00rx-9100000000-a242f53795353291cf70	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 10V, Positive-QTOF	splash10-004i-6790000000-64129f846c392693a12f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 20V, Positive-QTOF	splash10-0079-9400000000-c87498cf8b86d83caebb	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 40V, Positive-QTOF	splash10-066u-9100000000-d179c931bebfdf1013e4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 10V, Negative-QTOF	splash10-00or-8390000000-589cf0d48808257d7503	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 20V, Negative-QTOF	splash10-00kr-9210000000-ceef9b887d1536dede0d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 40V, Negative-QTOF	splash10-00ko-9200000000-6b5f1d9d65f23e6a0218	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 10V, Positive-QTOF	splash10-001i-9410000000-cf68e31282a3c420cb06	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 20V, Positive-QTOF	splash10-053r-9100000000-3bfc83fa7e692db01327	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 40V, Positive-QTOF	splash10-0006-9000000000-1a9af3c97dee98985f83	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 10V, Negative-QTOF	splash10-002r-9150000000-14a29cdcc773cd6cae93	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 20V, Negative-QTOF	splash10-000i-9100000000-8a81ee75687704f5fabb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl butyrate 40V, Negative-QTOF	splash10-014i-9100000000-3afdaf99261e44f0258a	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

FDB016234

KNApSAcK ID

Not Available

Chemspider ID

8503

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8835

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1017851

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 Citronellyl butyrate (HMDB0037227)

MOL for HMDB0037227 (Citronellyl butyrate)

3D MOL for HMDB0037227 (Citronellyl butyrate)

3D SDF for HMDB0037227 (Citronellyl butyrate)

3D-SDF for HMDB0037227 (Citronellyl butyrate)

PDB for HMDB0037227 (Citronellyl butyrate)

3D PDB for HMDB0037227 (Citronellyl butyrate)

SMILES for HMDB0037227 (Citronellyl butyrate)

INCHI for HMDB0037227 (Citronellyl butyrate)

Structure for HMDB0037227 (Citronellyl butyrate)

3D Structure for HMDB0037227 (Citronellyl butyrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra