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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:18:05 UTC

Update Date

2022-03-07 02:56:00 UTC

HMDB ID

HMDB0038954

Secondary Accession Numbers

HMDB38954

Metabolite Identification

Common Name

Citronellyl isovalerate

Description

Citronellyl isovalerate 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 isovalerate.

Structure

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

HMDB0038954
     RDKit          3D
Citronellyl isovalerate
 45 44  0  0  0  0  0  0  0  0999 V2000
   -6.1541    0.6279    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8061    0.1614    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1555    0.7295    1.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1525   -0.7502   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7953   -1.2215    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7839   -0.9361   -0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -1.4284   -0.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   -0.7669    0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6191   -1.4398   -1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -0.1478   -2.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4413    0.8565   -1.2257 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    0.6796   -0.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584   -0.3895   -0.6193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    1.7593    0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3884    1.2963    1.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1944    0.0304    1.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4257    1.1026   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9427    0.0293    0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2540    0.4793   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2769    1.7121    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866    1.1845    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8222    1.5068    2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0388   -0.1224    2.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6364   -1.1544   -1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8718   -2.3310    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -0.7327    1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848   -1.5322   -1.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148    0.1439   -1.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6231   -2.5112   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0385    0.3402    0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282   -1.1259    1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0331   -1.1694    1.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -2.1992   -2.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -1.8597   -0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1828    0.2981   -2.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8203   -0.3363   -2.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477    2.6159   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408    2.0700    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7052    2.1117    1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6018   -0.8540    1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1472   -0.1192    2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8018    0.1048    2.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9741    0.1486    0.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1258    1.9800    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9605    1.1595   -1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 14 37  1  0
 14 38  1  0
 15 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 05061310452D          

 17 16  0  0  0  0            999 V2000
   -4.3164   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  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
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  7  2  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17 10  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038954

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H28O2/c1-12(2)7-6-8-14(5)9-10-17-15(16)11-13(3)4/h7,13-14H,6,8-11H2,1-5H3

> <INCHI_KEY>
WZTNQQJXPYEGAF-UHFFFAOYSA-N

> <FORMULA>
C15H28O2

> <MOLECULAR_WEIGHT>
240.3816

> <EXACT_MASS>
240.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.992865285931913

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.07

> <JCHEM_LOGP>
4.625304335999998

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.035596125314682

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
73.41409999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.38e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038954
     RDKit          3D
Citronellyl isovalerate
 45 44  0  0  0  0  0  0  0  0999 V2000
   -6.1541    0.6279    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8061    0.1614    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1555    0.7295    1.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1525   -0.7502   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7953   -1.2215    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7839   -0.9361   -0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -1.4284   -0.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   -0.7669    0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6191   -1.4398   -1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -0.1478   -2.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4413    0.8565   -1.2257 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    0.6796   -0.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584   -0.3895   -0.6193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    1.7593    0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3884    1.2963    1.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1944    0.0304    1.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4257    1.1026   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9427    0.0293    0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2540    0.4793   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2769    1.7121    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866    1.1845    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8222    1.5068    2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0388   -0.1224    2.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6364   -1.1544   -1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8718   -2.3310    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -0.7327    1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848   -1.5322   -1.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148    0.1439   -1.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6231   -2.5112   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0385    0.3402    0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282   -1.1259    1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0331   -1.1694    1.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -2.1992   -2.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -1.8597   -0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1828    0.2981   -2.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8203   -0.3363   -2.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477    2.6159   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408    2.0700    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7052    2.1117    1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6018   -0.8540    1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1472   -0.1192    2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8018    0.1048    2.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9741    0.1486    0.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1258    1.9800    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9605    1.1595   -1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 14 37  1  0
 14 38  1  0
 15 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      -8.057  -0.921   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.390  -0.921   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.613  -3.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.279  -5.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.723  -5.541   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.724  -3.231   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.056  -3.231   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.389  -3.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.055  -4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.946  -3.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.724  -1.691   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.279  -4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.723  -4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.612  -4.001   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.612  -5.541   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.278  -3.231   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5   14                                                            
CONECT    6    7    8                                                       
CONECT    7    6   12                                                       
CONECT    8    6   14                                                       
CONECT    9   10   14                                                       
CONECT   10    9   17                                                       
CONECT   11   13   15                                                       
CONECT   12    1    2    7                                                  
CONECT   13    3    4   11                                                  
CONECT   14    5    8    9                                                  
CONECT   15   11   16   17                                                  
CONECT   16   15                                                            
CONECT   17   10   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0038954
HETATM    1  C1  UNL     1      -6.154   0.628   0.030  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.806   0.161   0.450  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.156   0.729   1.688  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.152  -0.750  -0.240  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.795  -1.221   0.182  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.784  -0.936  -0.915  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.451  -1.428  -0.437  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.023  -0.767   0.829  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.619  -1.440  -1.458  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.971  -0.148  -2.081  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.441   0.856  -1.226  1.00  0.00           O  
HETATM   12  C11 UNL     1       2.606   0.680  -0.508  1.00  0.00           C  
HETATM   13  O2  UNL     1       3.258  -0.390  -0.619  1.00  0.00           O  
HETATM   14  C12 UNL     1       3.117   1.759   0.419  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.388   1.296   1.060  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.194   0.030   1.868  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.426   1.103  -0.029  1.00  0.00           C  
HETATM   18  H1  UNL     1      -6.943   0.029   0.556  1.00  0.00           H  
HETATM   19  H2  UNL     1      -6.254   0.479  -1.079  1.00  0.00           H  
HETATM   20  H3  UNL     1      -6.277   1.712   0.266  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.187   1.184   1.463  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.822   1.507   2.138  1.00  0.00           H  
HETATM   23  H6  UNL     1      -4.039  -0.122   2.394  1.00  0.00           H  
HETATM   24  H7  UNL     1      -4.636  -1.154  -1.136  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.872  -2.331   0.267  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.559  -0.733   1.129  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.085  -1.532  -1.792  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.815   0.144  -1.110  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.623  -2.511  -0.150  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.038   0.340   0.760  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.628  -1.126   1.654  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.033  -1.169   1.049  1.00  0.00           H  
HETATM   33  H16 UNL     1       0.385  -2.199  -2.269  1.00  0.00           H  
HETATM   34  H17 UNL     1       1.529  -1.860  -0.979  1.00  0.00           H  
HETATM   35  H18 UNL     1       0.183   0.298  -2.718  1.00  0.00           H  
HETATM   36  H19 UNL     1       1.820  -0.336  -2.806  1.00  0.00           H  
HETATM   37  H20 UNL     1       3.348   2.616  -0.236  1.00  0.00           H  
HETATM   38  H21 UNL     1       2.341   2.070   1.127  1.00  0.00           H  
HETATM   39  H22 UNL     1       4.705   2.112   1.770  1.00  0.00           H  
HETATM   40  H23 UNL     1       4.602  -0.854   1.312  1.00  0.00           H  
HETATM   41  H24 UNL     1       3.147  -0.119   2.171  1.00  0.00           H  
HETATM   42  H25 UNL     1       4.802   0.105   2.792  1.00  0.00           H  
HETATM   43  H26 UNL     1       5.974   0.149   0.109  1.00  0.00           H  
HETATM   44  H27 UNL     1       6.126   1.980   0.024  1.00  0.00           H  
HETATM   45  H28 UNL     1       4.961   1.159  -1.028  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4    4
CONECT    3   21   22   23
CONECT    4    5   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8    9   29
CONECT    8   30   31   32
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   37   38
CONECT   15   16   17   39
CONECT   16   40   41   42
CONECT   17   43   44   45
END

HMDB0038954
     RDKit          3D
Citronellyl isovalerate
 45 44  0  0  0  0  0  0  0  0999 V2000
   -6.1541    0.6279    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8061    0.1614    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1555    0.7295    1.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1525   -0.7502   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7953   -1.2215    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7839   -0.9361   -0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -1.4284   -0.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   -0.7669    0.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6191   -1.4398   -1.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -0.1478   -2.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4413    0.8565   -1.2257 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059    0.6796   -0.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2584   -0.3895   -0.6193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165    1.7593    0.4193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3884    1.2963    1.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1944    0.0304    1.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4257    1.1026   -0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9427    0.0293    0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2540    0.4793   -1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2769    1.7121    0.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866    1.1845    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8222    1.5068    2.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0388   -0.1224    2.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6364   -1.1544   -1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8718   -2.3310    0.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -0.7327    1.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848   -1.5322   -1.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148    0.1439   -1.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6231   -2.5112   -0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0385    0.3402    0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282   -1.1259    1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0331   -1.1694    1.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -2.1992   -2.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -1.8597   -0.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1828    0.2981   -2.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8203   -0.3363   -2.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477    2.6159   -0.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408    2.0700    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7052    2.1117    1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6018   -0.8540    1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1472   -0.1192    2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8018    0.1048    2.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9741    0.1486    0.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1258    1.9800    0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9605    1.1595   -1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 14 37  1  0
 14 38  1  0
 15 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 isovaleric acid	Generator
(1)-3,7-Dimethyloct-6-enyl isovalerate	HMDB
3,7-Dimethyl-6-octen-1-yl 3-methylbutanoate	HMDB
3,7-Dimethyl-6-octenyl 3-methylbutanoate	HMDB
3,7-Dimethyl-6-octenyl isovalerate	HMDB
3,7-Dimethyloct-6-enyl isovalerate	HMDB
Butanoic acid, 3-methyl-, 3,7-dimethyl-6-octen-1-yl ester	HMDB
Butanoic acid, 3-methyl-, 3,7-dimethyl-6-octenyl ester	HMDB
Citronellyl iso-valerate	HMDB

Chemical Formula

C₁₅H₂₈O₂

Average Molecular Weight

240.3816

Monoisotopic Molecular Weight

240.20893014

IUPAC Name

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

Traditional Name

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

CAS Registry Number

68922-10-1

SMILES

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

InChI Identifier

InChI=1S/C15H28O2/c1-12(2)7-6-8-14(5)9-10-17-15(16)11-13(3)4/h7,13-14H,6,8-11H2,1-5H3

InChI Key

WZTNQQJXPYEGAF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Monoterpenoid
Acyclic monoterpenoid
Fatty acid ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	237.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.22 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.578 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0094 g/L	ALOGPS
logP	5.07	ALOGPS
logP	4.63	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	73.41 m³·mol⁻¹	ChemAxon
Polarizability	29.99 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]+	161.918	31661259
DarkChem	[M-H]-	158.508	31661259
DeepCCS	[M+H]+	164.879	30932474
DeepCCS	[M-H]-	162.521	30932474
DeepCCS	[M-2H]-	196.55	30932474
DeepCCS	[M+Na]+	172.179	30932474
AllCCS	[M+H]+	164.5	32859911
AllCCS	[M+H-H2O]+	161.2	32859911
AllCCS	[M+NH4]+	167.5	32859911
AllCCS	[M+Na]+	168.3	32859911
AllCCS	[M-H]-	165.4	32859911
AllCCS	[M+Na-2H]-	166.7	32859911
AllCCS	[M+HCOO]-	168.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Citronellyl isovalerate	CC(C)CC(=O)OCCC(C)CCC=C(C)C	1820.3	Standard polar	33892256
Citronellyl isovalerate	CC(C)CC(=O)OCCC(C)CCC=C(C)C	1492.7	Standard non polar	33892256
Citronellyl isovalerate	CC(C)CC(=O)OCCC(C)CCC=C(C)C	1578.3	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 isovalerate EI-B (Non-derivatized)	splash10-05o1-9300000000-a81be8d6a7ab8d4b3734	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellyl isovalerate EI-B (Non-derivatized)	splash10-05o3-9100000000-a9a3921ca5e9af8873b4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellyl isovalerate EI-B (Non-derivatized)	splash10-05o1-9300000000-a81be8d6a7ab8d4b3734	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellyl isovalerate EI-B (Non-derivatized)	splash10-05o3-9100000000-a9a3921ca5e9af8873b4	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bti-9810000000-ce4add1575bd7bb8b690	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellyl isovalerate 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 isovalerate 10V, Positive-QTOF	splash10-000f-7790000000-5c500730fe99093cd33d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 20V, Positive-QTOF	splash10-000l-9300000000-5673f5c1015d888416d7	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 40V, Positive-QTOF	splash10-0aou-9100000000-3a6e66ddcfcc86778177	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 10V, Negative-QTOF	splash10-0019-7590000000-37fb81b4fa537fa95110	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 20V, Negative-QTOF	splash10-0zgr-9810000000-bc9541d4ff6fceddba0c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 40V, Negative-QTOF	splash10-0pc0-9400000000-b3e47d58160f630a35b4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 10V, Negative-QTOF	splash10-0a4r-0940000000-f923638b18adf7a62a37	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 20V, Negative-QTOF	splash10-0zg0-2910000000-09d43d2a220be2c74cbb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 40V, Negative-QTOF	splash10-0f89-9500000000-bf15ee3496b11b217124	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 10V, Positive-QTOF	splash10-001r-9510000000-8394e3f21e903a961da7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 20V, Positive-QTOF	splash10-0540-9100000000-0e34328bd34412c32290	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellyl isovalerate 40V, Positive-QTOF	splash10-05nf-9000000000-e3f2a02b10fdbbdb937b	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

FDB018437

KNApSAcK ID

Not Available

Chemspider ID

99993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

111440

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1015861

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 isovalerate (HMDB0038954)

MOL for HMDB0038954 (Citronellyl isovalerate)

3D MOL for HMDB0038954 (Citronellyl isovalerate)

3D SDF for HMDB0038954 (Citronellyl isovalerate)

3D-SDF for HMDB0038954 (Citronellyl isovalerate)

PDB for HMDB0038954 (Citronellyl isovalerate)

3D PDB for HMDB0038954 (Citronellyl isovalerate)

SMILES for HMDB0038954 (Citronellyl isovalerate)

INCHI for HMDB0038954 (Citronellyl isovalerate)

Structure for HMDB0038954 (Citronellyl isovalerate)

3D Structure for HMDB0038954 (Citronellyl isovalerate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra