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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:57:19 UTC

Update Date

2023-02-21 17:23:56 UTC

HMDB ID

HMDB0034160

Secondary Accession Numbers

HMDB34160

Metabolite Identification

Common Name

(±)-Citronellyl acetate

Description

(±)-Citronellyl acetate, also known as b-citronellol acetic acid or cephrol acetate, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. (±)-Citronellol acetate is a monoterpenoid that is the acetate ester of citronellol. It has been isolated from Citrus hystrix. (±)-Citronellyl acetate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.

Structure

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

HMDB0034160
     RDKit          3D
(±)-Citronellyl acetate
 36 35  0  0  0  0  0  0  0  0999 V2000
    4.4027    2.0915   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9329    0.8624    0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5666   -0.2011   -0.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618    0.7614    1.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226   -0.3934    1.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9870   -1.5282    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8304   -1.2874   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988   -0.2041   -1.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4793   -1.1478    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815   -0.9087   -0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068   -0.7696    0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6333    0.3124    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9477    0.4073    0.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2069    1.5017   -0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4773    2.2622   -0.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382    1.8760   -1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844    2.9677   -0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5309   -0.0968    2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1451   -0.7862    2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569   -2.3423    1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7905   -2.0001    0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246   -2.2387   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -0.2626   -1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0916   -0.4709   -1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1800    0.8034   -0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877   -2.1140    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663   -0.3788    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154   -1.8045   -1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -0.0071   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794   -1.5941    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7211    0.6486    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1859   -0.5389    1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8598    1.2211    1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235    1.2270   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8227    2.3853   -0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    1.7470   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
M  END

HMDB0034160
     RDKit          3D
(±)-Citronellyl acetate
 36 35  0  0  0  0  0  0  0  0999 V2000
    4.4027    2.0915   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9329    0.8624    0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5666   -0.2011   -0.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618    0.7614    1.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226   -0.3934    1.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9870   -1.5282    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8304   -1.2874   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988   -0.2041   -1.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4793   -1.1478    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815   -0.9087   -0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068   -0.7696    0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6333    0.3124    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9477    0.4073    0.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2069    1.5017   -0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4773    2.2622   -0.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382    1.8760   -1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844    2.9677   -0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5309   -0.0968    2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1451   -0.7862    2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569   -2.3423    1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7905   -2.0001    0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246   -2.2387   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -0.2626   -1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0916   -0.4709   -1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1800    0.8034   -0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877   -2.1140    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663   -0.3788    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154   -1.8045   -1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -0.0071   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794   -1.5941    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7211    0.6486    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1859   -0.5389    1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8598    1.2211    1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235    1.2270   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8227    2.3853   -0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    1.7470   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
M  END

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: citronellyl acetate                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      12.265   2.461   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.264   4.771   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.930   2.461   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.266   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.599   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.933   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.599   2.461   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0034160
HETATM    1  C1  UNL     1       4.403   2.092  -0.452  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.933   0.862   0.207  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.567  -0.201  -0.018  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.862   0.761   1.050  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.423  -0.393   1.667  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.987  -1.528   0.832  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.830  -1.287  -0.086  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.099  -0.204  -1.080  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.479  -1.148   0.648  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.582  -0.909  -0.352  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.907  -0.770   0.326  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.633   0.312   0.230  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.948   0.407   0.923  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.207   1.502  -0.562  1.00  0.00           C  
HETATM   15  H1  UNL     1       5.477   2.262  -0.169  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.438   1.876  -1.552  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.784   2.968  -0.242  1.00  0.00           H  
HETATM   18  H4  UNL     1       1.531  -0.097   2.300  1.00  0.00           H  
HETATM   19  H5  UNL     1       3.145  -0.786   2.444  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.657  -2.342   1.544  1.00  0.00           H  
HETATM   21  H7  UNL     1       2.790  -2.000   0.233  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.725  -2.239  -0.692  1.00  0.00           H  
HETATM   23  H9  UNL     1       0.321  -0.263  -1.900  1.00  0.00           H  
HETATM   24  H10 UNL     1       2.092  -0.471  -1.553  1.00  0.00           H  
HETATM   25  H11 UNL     1       1.180   0.803  -0.676  1.00  0.00           H  
HETATM   26  H12 UNL     1      -0.688  -2.114   1.140  1.00  0.00           H  
HETATM   27  H13 UNL     1      -0.466  -0.379   1.429  1.00  0.00           H  
HETATM   28  H14 UNL     1      -1.615  -1.805  -1.011  1.00  0.00           H  
HETATM   29  H15 UNL     1      -1.448  -0.007  -0.960  1.00  0.00           H  
HETATM   30  H16 UNL     1      -3.279  -1.594   0.919  1.00  0.00           H  
HETATM   31  H17 UNL     1      -5.721   0.649   0.164  1.00  0.00           H  
HETATM   32  H18 UNL     1      -5.186  -0.539   1.454  1.00  0.00           H  
HETATM   33  H19 UNL     1      -4.860   1.221   1.668  1.00  0.00           H  
HETATM   34  H20 UNL     1      -3.224   1.227  -1.615  1.00  0.00           H  
HETATM   35  H21 UNL     1      -3.823   2.385  -0.355  1.00  0.00           H  
HETATM   36  H22 UNL     1      -2.178   1.747  -0.221  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8    9   22
CONECT    8   23   24   25
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   12   12   30
CONECT   12   13   14
CONECT   13   31   32   33
CONECT   14   34   35   36
END

HMDB0034160
     RDKit          3D
(±)-Citronellyl acetate
 36 35  0  0  0  0  0  0  0  0999 V2000
    4.4027    2.0915   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9329    0.8624    0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5666   -0.2011   -0.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8618    0.7614    1.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4226   -0.3934    1.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9870   -1.5282    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8304   -1.2874   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988   -0.2041   -1.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4793   -1.1478    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815   -0.9087   -0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9068   -0.7696    0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6333    0.3124    0.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9477    0.4073    0.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2069    1.5017   -0.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4773    2.2622   -0.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382    1.8760   -1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844    2.9677   -0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5309   -0.0968    2.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1451   -0.7862    2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569   -2.3423    1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7905   -2.0001    0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246   -2.2387   -0.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -0.2626   -1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0916   -0.4709   -1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1800    0.8034   -0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877   -2.1140    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4663   -0.3788    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154   -1.8045   -1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4479   -0.0071   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794   -1.5941    0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7211    0.6486    0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1859   -0.5389    1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8598    1.2211    1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2235    1.2270   -1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8227    2.3853   -0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    1.7470   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
beta-Citronellol acetate	ChEBI
beta-Citronellyl acetate	ChEBI
3,7-Dimethyl-6-octen-1-yl acetate	Kegg
b-Citronellol acetate	Generator
b-Citronellol acetic acid	Generator
beta-Citronellol acetic acid	Generator
Β-citronellol acetate	Generator
Β-citronellol acetic acid	Generator
b-Citronellyl acetate	Generator
b-Citronellyl acetic acid	Generator
beta-Citronellyl acetic acid	Generator
Β-citronellyl acetate	Generator
Β-citronellyl acetic acid	Generator
3,7-Dimethyl-6-octen-1-yl acetic acid	Generator
(±)-citronellyl acetic acid	Generator
(+/-)-citronellyl acetate	HMDB
1-Acetoxy-3,7-dimethyloct-6-ene	HMDB
2-Octen-8-ol, 2,6-dimethyl-, acetate	HMDB
3,7-Dimethyl-6-octen-1-ol acetate	HMDB
3,7-Dimethyl-6-octen-1-yl ethanoate	HMDB
6-Octen-1-ol, 3,7-dimethyl-, 1-acetate	HMDB
6-Octen-1-ol, 3,7-dimethyl-, acetate	HMDB
6-Octen-L-ol, 3,7-dimethyl-, acetate	HMDB
Acetic acid, 3,7-dimethyl-6-octen-1-yl ester	HMDB
Acetic acid, citronellyl ester	HMDB
Cephrol acetate	HMDB
DL-Citronellol acetate	HMDB
FEMA 2311	HMDB
Citronellyl acetic acid	Generator
Citronellyl acetate, (S)-isomer	MeSH

Chemical Formula

C₁₂H₂₂O₂

Average Molecular Weight

198.306

Monoisotopic Molecular Weight

198.161979948

IUPAC Name

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

Traditional Name

citronellyl acetate

CAS Registry Number

150-84-5

SMILES

CC(CCOC(C)=O)CCC=C(C)C

InChI Identifier

InChI=1S/C12H22O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,11H,5,7-9H2,1-4H3

InChI Key

JOZKFWLRHCDGJA-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
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

acetate ester (CHEBI:70478 )
monoterpenoid (CHEBI:70478 )
Acyclic monoterpenoids (C12298 )
Acyclic monoterpenoids (LMPR0102010015 )

Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0034160)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034160)

Source

Endogenous

Endogenous (HMDB: HMDB0034160)

Plant

Plant (HMDB: HMDB0034160)

Animal

Animal (HMDB: HMDB0034160)

Exogenous

Food

Food (HMDB: HMDB0034160)

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)
Wild carrot (FooDB: FOOD00072)

Herb and spice

Spice

Herb

Lemon grass (FooDB: FOOD00070)

Herbs and Spices (FooDB: FOOD00866)

Fruit

Berry

Blackcurrant (FooDB: FOOD00155)
Grape (FooDB: FOOD00369)

Citrus

Lemon (FooDB: FOOD00054)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Citrus (FooDB: FOOD00859)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034160)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034160)

Cellular process

Cell signaling (HMDB: HMDB0034160)

Biochemical process

Lipid transport (HMDB: HMDB0034160)

Role

Biological role

Energy storage (HMDB: HMDB0034160)
Irritant (HMDB: HMDB0034160)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034160)

Food and nutrition

Food additive

Flavoring agent

Flavor (HMDB: HMDB0034160)
Flavoring Agent (HMDB: HMDB0034160)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	229.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	5.69 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.220	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.068 g/L	ALOGPS
logP	4.13	ALOGPS
logP	3.19	ChemAxon
logS	-3.5	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	7	ChemAxon
Refractivity	59.64 m³·mol⁻¹	ChemAxon
Polarizability	24.4 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]+	149.349	31661259
DarkChem	[M-H]-	146.092	31661259
DeepCCS	[M+H]+	149.587	30932474
DeepCCS	[M-H]-	147.179	30932474
DeepCCS	[M-2H]-	182.673	30932474
DeepCCS	[M+Na]+	157.791	30932474
AllCCS	[M+H]+	150.4	32859911
AllCCS	[M+H-H2O]+	146.8	32859911
AllCCS	[M+NH4]+	153.8	32859911
AllCCS	[M+Na]+	154.8	32859911
AllCCS	[M-H]-	152.0	32859911
AllCCS	[M+Na-2H]-	153.5	32859911
AllCCS	[M+HCOO]-	155.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-Citronellyl acetate	CC(CCOC(C)=O)CCC=C(C)C	1687.7	Standard polar	33892256
(??)-Citronellyl acetate	CC(CCOC(C)=O)CCC=C(C)C	1346.8	Standard non polar	33892256
(??)-Citronellyl acetate	CC(CCOC(C)=O)CCC=C(C)C	1361.3	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 acetate EI-B (Non-derivatized)	splash10-00l6-9100000000-045f190926c18eb95193	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-Citronellyl acetate EI-B (Non-derivatized)	splash10-05o1-9200000000-6c549e192c218d0f0609	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-Citronellyl acetate EI-B (Non-derivatized)	splash10-00l6-9100000000-045f190926c18eb95193	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - (±)-Citronellyl acetate EI-B (Non-derivatized)	splash10-05o1-9200000000-6c549e192c218d0f0609	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Citronellyl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-9400000000-647ee7273b1211245f77	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Citronellyl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Citronellyl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00l6-9100000000-51cdcd6bcfa29c08c98f	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 acetate 10V, Positive-QTOF	splash10-0002-1900000000-d62f4d3daa7625d42573	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 20V, Positive-QTOF	splash10-000i-5900000000-1250db2a0c197578fb4e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 40V, Positive-QTOF	splash10-066u-9100000000-30796815da6d847bc888	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 10V, Negative-QTOF	splash10-0002-3900000000-12566dcfe874c1015c5c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 20V, Negative-QTOF	splash10-0a4i-9400000000-a8164e301b87ef9a7180	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 40V, Negative-QTOF	splash10-0a4l-9200000000-7ef7e7467b8fd8b4411d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 10V, Positive-QTOF	splash10-053r-9400000000-7ea1d82e221a84d56f03	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 20V, Positive-QTOF	splash10-00lr-9000000000-cf56e8724981e47b9ed7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 40V, Positive-QTOF	splash10-05nf-9000000000-732bfb819967673653cf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 10V, Negative-QTOF	splash10-0a4i-9200000000-03a8e205d6a049356fe1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Citronellyl acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-995316cfd01233c46244	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9017

PDB ID

Not Available

ChEBI ID

70478

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1012172

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 acetate (HMDB0034160)

MOL for HMDB0034160 ((±)-Citronellyl acetate)

3D MOL for HMDB0034160 ((±)-Citronellyl acetate)

3D SDF for HMDB0034160 ((±)-Citronellyl acetate)

3D-SDF for HMDB0034160 ((±)-Citronellyl acetate)

PDB for HMDB0034160 ((±)-Citronellyl acetate)

3D PDB for HMDB0034160 ((±)-Citronellyl acetate)

SMILES for HMDB0034160 ((±)-Citronellyl acetate)

INCHI for HMDB0034160 ((±)-Citronellyl acetate)

Structure for HMDB0034160 ((±)-Citronellyl acetate)

3D Structure for HMDB0034160 ((±)-Citronellyl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra