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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:28:06 UTC

Update Date

2022-03-07 02:55:14 UTC

HMDB ID

HMDB0037226

Secondary Accession Numbers

HMDB37226

Metabolite Identification

Common Name

Citronellyl propionate

Description

Citronellyl propionate 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 propionate.

Structure

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

HMDB0037226
     RDKit          3D
Citronellyl propionate
 39 38  0  0  0  0  0  0  0  0999 V2000
    6.4465   -0.3923    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9970   -0.6141    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1735    0.5016    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7217    1.4617   -0.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8147    0.5890    0.5149 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659    1.7009    0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6026    1.5541    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529    0.3094   -0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1540    0.2671   -1.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4311    0.1488    0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843   -1.0840   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3832   -1.4258   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636   -0.8211    0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7488   -1.4641    0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2594    0.5020    1.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9010    0.4186    1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9861   -1.3648    0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5755   -0.1110   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6715   -1.5695    0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599   -0.6828    1.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199    2.6005    0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2609    1.8736   -1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455    1.5215    1.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1030    2.4764   -0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5791   -0.5548    0.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921    0.6936   -2.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1939   -0.7983   -2.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416    0.7584   -2.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3417   -0.0408    1.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9508    1.0777    0.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461   -1.0585   -1.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -2.0019   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793   -2.4377   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7374   -2.4577    0.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3993   -0.7802   -0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1044   -1.4302    1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2457    1.3260    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883    0.5508    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2194    0.7579    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END


  Mrv0541 05061309392D          

 15 14  0  0  0  0            999 V2000
   -0.6039    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11  7  2  0  0  0  0
 12  4  1  0  0  0  0
 12  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037226

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H24O2/c1-5-13(14)15-10-9-12(4)8-6-7-11(2)3/h7,12H,5-6,8-10H2,1-4H3

> <INCHI_KEY>
POPNTVRHTZDEBW-UHFFFAOYSA-N

> <FORMULA>
C13H24O2

> <MOLECULAR_WEIGHT>
212.3285

> <EXACT_MASS>
212.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.470527258048612

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.54

> <JCHEM_LOGP>
3.8937165746666658

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.029696556762688

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
64.26450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.85e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037226
     RDKit          3D
Citronellyl propionate
 39 38  0  0  0  0  0  0  0  0999 V2000
    6.4465   -0.3923    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9970   -0.6141    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1735    0.5016    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7217    1.4617   -0.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8147    0.5890    0.5149 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659    1.7009    0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6026    1.5541    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529    0.3094   -0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1540    0.2671   -1.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4311    0.1488    0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843   -1.0840   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3832   -1.4258   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636   -0.8211    0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7488   -1.4641    0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2594    0.5020    1.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9010    0.4186    1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9861   -1.3648    0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5755   -0.1110   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6715   -1.5695    0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599   -0.6828    1.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199    2.6005    0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2609    1.8736   -1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455    1.5215    1.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1030    2.4764   -0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5791   -0.5548    0.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921    0.6936   -2.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1939   -0.7983   -2.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416    0.7584   -2.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3417   -0.0408    1.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9508    1.0777    0.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461   -1.0585   -1.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -2.0019   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793   -2.4377   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7374   -2.4577    0.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3993   -0.7802   -0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1044   -1.4302    1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2457    1.3260    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883    0.5508    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2194    0.7579    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.127   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.543   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.209  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.542   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.876   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.209   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.875   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.874   0.770   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5    1   13                                                       
CONECT    6    7    8                                                       
CONECT    7    6   11                                                       
CONECT    8    6   12                                                       
CONECT    9   10   12                                                       
CONECT   10    9   15                                                       
CONECT   11    2    3    7                                                  
CONECT   12    4    8    9                                                  
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0037226
HETATM    1  C1  UNL     1       6.446  -0.392   0.438  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.997  -0.614   0.810  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.174   0.502   0.330  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.722   1.462  -0.298  1.00  0.00           O  
HETATM    5  O2  UNL     1       2.815   0.589   0.515  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.066   1.701   0.024  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.603   1.554   0.357  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.053   0.309  -0.250  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.154   0.267  -1.734  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.431   0.149   0.156  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.984  -1.084  -0.442  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.383  -1.426  -0.215  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.364  -0.821   0.382  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.749  -1.464   0.451  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.259   0.502   1.012  1.00  0.00           C  
HETATM   16  H1  UNL     1       6.901   0.419   1.056  1.00  0.00           H  
HETATM   17  H2  UNL     1       6.986  -1.365   0.617  1.00  0.00           H  
HETATM   18  H3  UNL     1       6.575  -0.111  -0.614  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.672  -1.570   0.352  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.960  -0.683   1.930  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.420   2.601   0.586  1.00  0.00           H  
HETATM   22  H7  UNL     1       2.261   1.874  -1.033  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.545   1.521   1.476  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.103   2.476  -0.012  1.00  0.00           H  
HETATM   25  H10 UNL     1       0.579  -0.555   0.197  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.792   0.694  -2.169  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.194  -0.798  -2.101  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.042   0.758  -2.164  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.342  -0.041   1.272  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.951   1.078   0.012  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.746  -1.058  -1.542  1.00  0.00           H  
HETATM   32  H17 UNL     1      -1.392  -2.002  -0.102  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.679  -2.438  -0.655  1.00  0.00           H  
HETATM   34  H19 UNL     1      -5.737  -2.458   0.008  1.00  0.00           H  
HETATM   35  H20 UNL     1      -6.399  -0.780  -0.134  1.00  0.00           H  
HETATM   36  H21 UNL     1      -6.104  -1.430   1.493  1.00  0.00           H  
HETATM   37  H22 UNL     1      -4.246   1.326   0.250  1.00  0.00           H  
HETATM   38  H23 UNL     1      -3.488   0.551   1.770  1.00  0.00           H  
HETATM   39  H24 UNL     1      -5.219   0.758   1.587  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9   10   25
CONECT    9   26   27   28
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   13   33
CONECT   13   14   15
CONECT   14   34   35   36
CONECT   15   37   38   39
END

HMDB0037226
     RDKit          3D
Citronellyl propionate
 39 38  0  0  0  0  0  0  0  0999 V2000
    6.4465   -0.3923    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9970   -0.6141    0.8105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1735    0.5016    0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7217    1.4617   -0.2983 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8147    0.5890    0.5149 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0659    1.7009    0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6026    1.5541    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529    0.3094   -0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1540    0.2671   -1.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4311    0.1488    0.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843   -1.0840   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3832   -1.4258   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636   -0.8211    0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7488   -1.4641    0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2594    0.5020    1.0118 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9010    0.4186    1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9861   -1.3648    0.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5755   -0.1110   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6715   -1.5695    0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599   -0.6828    1.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199    2.6005    0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2609    1.8736   -1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455    1.5215    1.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1030    2.4764   -0.0124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5791   -0.5548    0.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7921    0.6936   -2.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1939   -0.7983   -2.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416    0.7584   -2.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3417   -0.0408    1.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9508    1.0777    0.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461   -1.0585   -1.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -2.0019   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793   -2.4377   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7374   -2.4577    0.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3993   -0.7802   -0.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1044   -1.4302    1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2457    1.3260    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883    0.5508    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2194    0.7579    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Citronellyl propionic acid	Generator
(+)-3,7-Dimethyloct-6-enyl propionate	HMDB
(1)-3,7-Dimethyloct-6-enyl propionate	HMDB
3,7-Dimethyl-6-octen-1-ol propanoate	HMDB
3,7-Dimethyl-6-octen-1-yl propanoate	HMDB
3,7-Dimethyl-6-octen-1-yl propionate	HMDB
3,7-Dimethyl-6-octenyl propionate	HMDB
6-Octen-1-ol, 3,7-dimethyl-, 1-propanoate	HMDB
6-Octen-1-ol, 3,7-dimethyl-, propanoate	HMDB
6-Octen-1-ol, 3,7-dimethyl-, propionate	HMDB
6-Octen-1-ol, 3,7-dimethyl-, propionate (7ci,8ci)	HMDB
Citronellyl N-proprionate	HMDB
Citronellyl propanoate	HMDB
Citronellyl propianoate	HMDB
e410	HMDB
FEMA 2316	HMDB
Methyl diphenylphosphite	HMDB
Propionic acid, ester with citronellol	HMDB
Propionic acid, ester with citronellol (6ci)	HMDB

Chemical Formula

C₁₃H₂₄O₂

Average Molecular Weight

212.3285

Monoisotopic Molecular Weight

212.177630012

IUPAC Name

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

Traditional Name

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

CAS Registry Number

141-14-0

SMILES

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

InChI Identifier

InChI=1S/C13H24O2/c1-5-13(14)15-10-9-12(4)8-6-7-11(2)3/h7,12H,5-6,8-10H2,1-4H3

InChI Key

POPNTVRHTZDEBW-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

Not Available

Ontology

Cytoplasm (HMDB: HMDB0037226)
Cell membrane (HMDB: HMDB0037226)

Biofluid or Excreta

Urine (HMDB: HMDB0037226)

Cellular substructure

Extracellular (HMDB: HMDB0037226)
Membrane (HMDB: HMDB0037226)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037226)

Source

Endogenous

Endogenous (HMDB: HMDB0037226)

Plant

Plant (HMDB: HMDB0037226)

Animal

Animal (HMDB: HMDB0037226)

Exogenous

Food

Food (HMDB: HMDB0037226)

Vegetable

Fruit vegetable

Garden tomato (FooDB: FOOD00171)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037226)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037226)

Cellular process

Cell signaling (HMDB: HMDB0037226)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037226)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037226)

Nutrient

Nutrient (HMDB: HMDB0037226)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037226)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0037226)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	235.00 to 236.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	6.21 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.678 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	4.54	ALOGPS
logP	3.89	ChemAxon
logS	-3.9	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	64.26 m³·mol⁻¹	ChemAxon
Polarizability	26.47 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]+	153.366	31661259
DarkChem	[M-H]-	150.564	31661259
DeepCCS	[M+H]+	154.655	30932474
DeepCCS	[M-H]-	152.116	30932474
DeepCCS	[M-2H]-	187.475	30932474
DeepCCS	[M+Na]+	162.681	30932474
AllCCS	[M+H]+	155.9	32859911
AllCCS	[M+H-H2O]+	152.4	32859911
AllCCS	[M+NH4]+	159.1	32859911
AllCCS	[M+Na]+	160.1	32859911
AllCCS	[M-H]-	156.8	32859911
AllCCS	[M+Na-2H]-	158.1	32859911
AllCCS	[M+HCOO]-	159.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Citronellyl propionate	CCC(=O)OCCC(C)CCC=C(C)C	1733.1	Standard polar	33892256
Citronellyl propionate	CCC(=O)OCCC(C)CCC=C(C)C	1404.0	Standard non polar	33892256
Citronellyl propionate	CCC(=O)OCCC(C)CCC=C(C)C	1462.3	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 propionate EI-B (Non-derivatized)	splash10-05o1-9100000000-717a571be4855f62445f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellyl propionate EI-B (Non-derivatized)	splash10-05o1-9100000000-717a571be4855f62445f	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellyl propionate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bt9-9700000000-6aa782e1f4362513145b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellyl propionate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-067l-9100000000-d3923dca21c1b29b6ec7	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 propionate 10V, Positive-QTOF	splash10-03di-7890000000-1a716286a62de3837aa0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 20V, Positive-QTOF	splash10-0a4r-9500000000-8ee88aeff8fba827b98f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 40V, Positive-QTOF	splash10-0aor-9100000000-1953135c14f3bdf0258a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 10V, Negative-QTOF	splash10-08fr-8390000000-93232066141865cdec96	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 20V, Negative-QTOF	splash10-0ab9-9310000000-03fdf9162ca6a0fc27fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 40V, Negative-QTOF	splash10-0a4i-9300000000-741737fcaf4e466958ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 10V, Positive-QTOF	splash10-001i-9400000000-82bfb2e6959065e61fb0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 20V, Positive-QTOF	splash10-001i-9100000000-309667360d8be6a32cca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 40V, Positive-QTOF	splash10-0apl-9000000000-a8eb49da1acdd37246e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 10V, Negative-QTOF	splash10-00di-9010000000-fb84395adbfad35df46d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 20V, Negative-QTOF	splash10-00di-9100000000-284626b2ec70c866dc53	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl propionate 40V, Negative-QTOF	splash10-00di-9200000000-c32accb35be723c8ab96	2021-09-22	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

FDB016233

KNApSAcK ID

Not Available

Chemspider ID

8502

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8834

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1382741

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 propionate (HMDB0037226)

MOL for HMDB0037226 (Citronellyl propionate)

3D MOL for HMDB0037226 (Citronellyl propionate)

3D SDF for HMDB0037226 (Citronellyl propionate)

3D-SDF for HMDB0037226 (Citronellyl propionate)

PDB for HMDB0037226 (Citronellyl propionate)

3D PDB for HMDB0037226 (Citronellyl propionate)

SMILES for HMDB0037226 (Citronellyl propionate)

INCHI for HMDB0037226 (Citronellyl propionate)

Structure for HMDB0037226 (Citronellyl propionate)

3D Structure for HMDB0037226 (Citronellyl propionate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra