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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:28:15 UTC

Update Date

2022-03-07 02:55:14 UTC

HMDB ID

HMDB0037229

Secondary Accession Numbers

HMDB37229

Metabolite Identification

Common Name

Citronellyl pentanoate

Description

Citronellyl pentanoate 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 pentanoate.

Structure

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

HMDB0037229
     RDKit          3D
Citronellyl pentanoate
 45 44  0  0  0  0  0  0  0  0999 V2000
    6.1479   -0.5253    1.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0560   -0.2616   -0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2902    1.0039   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9013    1.0044   -0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1037   -0.0478   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5656   -0.7779   -1.6144 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -0.2910   -0.3550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0494   -1.2931   -1.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3631   -1.3115   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9752    0.0161   -0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1787    1.1560   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3890    0.0342   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617   -0.9888   -0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339   -0.9867   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -0.1859    0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8321    1.0406    1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7672   -0.5923    0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1355   -0.7356    1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8416   -1.3677    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5379    0.3734    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1083   -0.0332   -0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7271   -1.1281   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2447    1.3047   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8531    1.8117   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9174    0.8488    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3811    1.9549   -0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096   -2.2858   -0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947   -1.0677   -2.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9118   -2.1883   -0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1911   -1.4076    0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0790    0.2923   -1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9581    1.9546    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2600    0.8700    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320    1.6239   -0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7825    1.0454   -0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662   -0.2643    1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207   -0.8792   -1.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126   -2.0334   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2541   -1.8593   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7806    1.8978    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6907    1.3821    1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    0.8955    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7916   -1.6852    0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0851   -0.1272    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3521   -0.1793    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
M  END


  Mrv0541 05061309392D          

 17 16  0  0  0  0            999 V2000
    0.6336   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -0.7145    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
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  2  0  0  0  0
 14  4  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 16 15  2  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037229

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H28O2/c1-5-6-10-15(16)17-12-11-14(4)9-7-8-13(2)3/h8,14H,5-7,9-12H2,1-4H3

> <INCHI_KEY>
PFOJEJPZUVQHEH-UHFFFAOYSA-N

> <FORMULA>
C15H28O2

> <MOLECULAR_WEIGHT>
240.3816

> <EXACT_MASS>
240.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
30.66155656877291

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.41

> <JCHEM_LOGP>
4.782853904666666

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.03274614863308

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
73.4665

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037229
     RDKit          3D
Citronellyl pentanoate
 45 44  0  0  0  0  0  0  0  0999 V2000
    6.1479   -0.5253    1.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0560   -0.2616   -0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2902    1.0039   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9013    1.0044   -0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1037   -0.0478   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5656   -0.7779   -1.6144 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -0.2910   -0.3550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0494   -1.2931   -1.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3631   -1.3115   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9752    0.0161   -0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1787    1.1560   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3890    0.0342   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617   -0.9888   -0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339   -0.9867   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -0.1859    0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8321    1.0406    1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7672   -0.5923    0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1355   -0.7356    1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8416   -1.3677    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5379    0.3734    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1083   -0.0332   -0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7271   -1.1281   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2447    1.3047   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8531    1.8117   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9174    0.8488    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3811    1.9549   -0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096   -2.2858   -0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947   -1.0677   -2.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9118   -2.1883   -0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1911   -1.4076    0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0790    0.2923   -1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9581    1.9546    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2600    0.8700    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320    1.6239   -0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7825    1.0454   -0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662   -0.2643    1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207   -0.8792   -1.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126   -2.0334   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2541   -1.8593   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7806    1.8978    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6907    1.3821    1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    0.8955    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7916   -1.6852    0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0851   -0.1272    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3521   -0.1793    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.183  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      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       2.516  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.519  -1.334   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       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.518  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.185  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.187  -1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.852  -1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.517  -1.334   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.517  -2.874   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       7.851  -0.564   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    1    6                                                       
CONECT    6    5   10                                                       
CONECT    7    8    9                                                       
CONECT    8    7   13                                                       
CONECT    9    7   14                                                       
CONECT   10    6   15                                                       
CONECT   11   12   14                                                       
CONECT   12   11   17                                                       
CONECT   13    2    3    8                                                  
CONECT   14    4    9   11                                                  
CONECT   15   10   16   17                                                  
CONECT   16   15                                                            
CONECT   17   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0037229
HETATM    1  C1  UNL     1       6.148  -0.525   1.115  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.056  -0.262  -0.375  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.290   1.004  -0.561  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.901   1.004  -0.017  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.104  -0.048  -0.699  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.566  -0.778  -1.614  1.00  0.00           O  
HETATM    7  O2  UNL     1       1.770  -0.291  -0.355  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.049  -1.293  -1.021  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.363  -1.312  -0.423  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.975   0.016  -0.654  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.179   1.156  -0.005  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.389   0.034  -0.040  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.262  -0.989  -0.659  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.634  -0.987  -0.173  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.288  -0.186   0.614  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.832   1.041   1.300  1.00  0.00           C  
HETATM   17  C15 UNL     1      -6.767  -0.592   0.854  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.135  -0.736   1.498  1.00  0.00           H  
HETATM   19  H2  UNL     1       6.842  -1.368   1.316  1.00  0.00           H  
HETATM   20  H3  UNL     1       6.538   0.373   1.608  1.00  0.00           H  
HETATM   21  H4  UNL     1       7.108  -0.033  -0.733  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.727  -1.128  -0.943  1.00  0.00           H  
HETATM   23  H6  UNL     1       5.245   1.305  -1.650  1.00  0.00           H  
HETATM   24  H7  UNL     1       5.853   1.812  -0.045  1.00  0.00           H  
HETATM   25  H8  UNL     1       3.917   0.849   1.087  1.00  0.00           H  
HETATM   26  H9  UNL     1       3.381   1.955  -0.197  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.510  -2.286  -0.976  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.895  -1.068  -2.109  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.912  -2.188  -0.750  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.191  -1.408   0.683  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.079   0.292  -1.721  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.958   1.955   0.183  1.00  0.00           H  
HETATM   33  H16 UNL     1       0.260   0.870   0.958  1.00  0.00           H  
HETATM   34  H17 UNL     1       0.532   1.624  -0.718  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.782   1.045  -0.152  1.00  0.00           H  
HETATM   36  H19 UNL     1      -2.266  -0.264   1.058  1.00  0.00           H  
HETATM   37  H20 UNL     1      -3.221  -0.879  -1.791  1.00  0.00           H  
HETATM   38  H21 UNL     1      -2.813  -2.033  -0.512  1.00  0.00           H  
HETATM   39  H22 UNL     1      -5.254  -1.859  -0.559  1.00  0.00           H  
HETATM   40  H23 UNL     1      -4.781   1.898   0.578  1.00  0.00           H  
HETATM   41  H24 UNL     1      -5.691   1.382   1.981  1.00  0.00           H  
HETATM   42  H25 UNL     1      -3.962   0.896   1.919  1.00  0.00           H  
HETATM   43  H26 UNL     1      -6.792  -1.685   0.890  1.00  0.00           H  
HETATM   44  H27 UNL     1      -7.085  -0.127   1.803  1.00  0.00           H  
HETATM   45  H28 UNL     1      -7.352  -0.179   0.010  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   27   28
CONECT    9   10   29   30
CONECT   10   11   12   31
CONECT   11   32   33   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   15   39
CONECT   15   16   17
CONECT   16   40   41   42
CONECT   17   43   44   45
END

HMDB0037229
     RDKit          3D
Citronellyl pentanoate
 45 44  0  0  0  0  0  0  0  0999 V2000
    6.1479   -0.5253    1.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0560   -0.2616   -0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2902    1.0039   -0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9013    1.0044   -0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1037   -0.0478   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5656   -0.7779   -1.6144 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -0.2910   -0.3550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0494   -1.2931   -1.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3631   -1.3115   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9752    0.0161   -0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1787    1.1560   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3890    0.0342   -0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617   -0.9888   -0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6339   -0.9867   -0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -0.1859    0.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8321    1.0406    1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7672   -0.5923    0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1355   -0.7356    1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8416   -1.3677    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5379    0.3734    1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1083   -0.0332   -0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7271   -1.1281   -0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2447    1.3047   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8531    1.8117   -0.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9174    0.8488    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3811    1.9549   -0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096   -2.2858   -0.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8947   -1.0677   -2.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9118   -2.1883   -0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1911   -1.4076    0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0790    0.2923   -1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9581    1.9546    0.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2600    0.8700    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320    1.6239   -0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7825    1.0454   -0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662   -0.2643    1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207   -0.8792   -1.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126   -2.0334   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2541   -1.8593   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7806    1.8978    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6907    1.3821    1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9624    0.8955    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7916   -1.6852    0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0851   -0.1272    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3521   -0.1793    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Citronellyl pentanoic acid	Generator
3,7-Dimethyl-6-octen-1-yl pentanoate	HMDB
3,7-Dimethyl-6-octen-1-yl valerate	HMDB
3,7-Dimethyloct-6-enyl valerate	HMDB
Citronellyl valerate	HMDB
e469	HMDB
FEMA 2317	HMDB
Pentanoic acid, 3,7-dimethyl-6-octen-1-yl ester	HMDB
Pentanoic acid, 3,7-dimethyl-6-octenyl ester	HMDB
Valeric acid, 3,7-dimethyl-6-octen-1-yl ester	HMDB

Chemical Formula

C₁₅H₂₈O₂

Average Molecular Weight

240.3816

Monoisotopic Molecular Weight

240.20893014

IUPAC Name

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

Traditional Name

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

CAS Registry Number

7540-53-6

SMILES

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

InChI Identifier

InChI=1S/C15H28O2/c1-5-6-10-15(16)17-12-11-14(4)9-7-8-13(2)3/h8,14H,5-7,9-12H2,1-4H3

InChI Key

PFOJEJPZUVQHEH-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

Cytoplasm (HMDB: HMDB0037229)
Cell membrane (HMDB: HMDB0037229)

Biofluid or Excreta

Urine (HMDB: HMDB0037229)

Cellular substructure

Extracellular (HMDB: HMDB0037229)
Membrane (HMDB: HMDB0037229)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037229)

Source

Endogenous

Endogenous (HMDB: HMDB0037229)

Plant

Plant (HMDB: HMDB0037229)

Animal

Animal (HMDB: HMDB0037229)

Exogenous

Food

Food (HMDB: HMDB0037229)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037229)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037229)

Cellular process

Cell signaling (HMDB: HMDB0037229)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037229)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037229)

Nutrient

Nutrient (HMDB: HMDB0037229)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037229)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0037229)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	237.00 to 240.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.19 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.733 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0044 g/L	ALOGPS
logP	5.41	ALOGPS
logP	4.78	ChemAxon
logS	-4.7	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	10	ChemAxon
Refractivity	73.47 m³·mol⁻¹	ChemAxon
Polarizability	30.66 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]+	159.813	31661259
DarkChem	[M-H]-	159.587	31661259
DeepCCS	[M+H]+	164.845	30932474
DeepCCS	[M-H]-	162.487	30932474
DeepCCS	[M-2H]-	196.969	30932474
DeepCCS	[M+Na]+	173.048	30932474
AllCCS	[M+H]+	166.7	32859911
AllCCS	[M+H-H2O]+	163.5	32859911
AllCCS	[M+NH4]+	169.7	32859911
AllCCS	[M+Na]+	170.5	32859911
AllCCS	[M-H]-	165.0	32859911
AllCCS	[M+Na-2H]-	166.3	32859911
AllCCS	[M+HCOO]-	167.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Citronellyl pentanoate	CCCCC(=O)OCCC(C)CCC=C(C)C	1896.4	Standard polar	33892256
Citronellyl pentanoate	CCCCC(=O)OCCC(C)CCC=C(C)C	1557.6	Standard non polar	33892256
Citronellyl pentanoate	CCCCC(=O)OCCC(C)CCC=C(C)C	1640.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Citronellyl pentanoate EI-B (Non-derivatized)	splash10-05o3-9100000000-3dede51a691444e8a0a7	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellyl pentanoate EI-B (Non-derivatized)	splash10-05o3-9100000000-3dede51a691444e8a0a7	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellyl pentanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bti-9710000000-1a30048fa4836698bcb0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellyl pentanoate 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 - Citronellyl pentanoate 10V, Positive-QTOF	splash10-000f-6790000000-2fb6f93b9e18c9b60c09	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 20V, Positive-QTOF	splash10-000i-9400000000-fd5d3fee02850941e87a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 40V, Positive-QTOF	splash10-05mo-9100000000-56e6d5394062167caee3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 10V, Negative-QTOF	splash10-0019-6590000000-04e3d257856823908172	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 20V, Negative-QTOF	splash10-0zgi-8910000000-065e670a5b4379600e68	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 40V, Negative-QTOF	splash10-0a5c-9400000000-0f2ed36363dbfd2040ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 10V, Negative-QTOF	splash10-000i-5390000000-25e8033e9147185d8976	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 20V, Negative-QTOF	splash10-0f80-7950000000-4df58bec0e8ecd00ee88	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 40V, Negative-QTOF	splash10-001i-9000000000-bc456abb6df3f00d3d1a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 10V, Positive-QTOF	splash10-001u-9530000000-077c027e5daff37fb15e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 20V, Positive-QTOF	splash10-0540-9100000000-bfe1ee0f568c59c3f8b1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl pentanoate 40V, Positive-QTOF	splash10-0aou-9000000000-e0695485e4e8589e8b07	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016236

KNApSAcK ID

C00054004

Chemspider ID

55342

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61416

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1015841

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 pentanoate (HMDB0037229)

MOL for HMDB0037229 (Citronellyl pentanoate)

3D MOL for HMDB0037229 (Citronellyl pentanoate)

3D SDF for HMDB0037229 (Citronellyl pentanoate)

3D-SDF for HMDB0037229 (Citronellyl pentanoate)

PDB for HMDB0037229 (Citronellyl pentanoate)

3D PDB for HMDB0037229 (Citronellyl pentanoate)

SMILES for HMDB0037229 (Citronellyl pentanoate)

INCHI for HMDB0037229 (Citronellyl pentanoate)

Structure for HMDB0037229 (Citronellyl pentanoate)

3D Structure for HMDB0037229 (Citronellyl pentanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra