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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:52 UTC

Update Date

2023-02-21 17:21:11 UTC

HMDB ID

HMDB0031691

Secondary Accession Numbers

HMDB31691

Metabolite Identification

Common Name

cis-3-Hexenyl pentanoate

Description

cis-3-Hexenyl pentanoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a small amount of articles have been published on cis-3-Hexenyl pentanoate.

Structure

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

HMDB0031691
     RDKit          3D
cis-3-Hexenyl pentanoate
 33 32  0  0  0  0  0  0  0  0999 V2000
    5.4619    1.2779   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    0.2968   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172   -0.8673    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0372   -1.1488    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8280   -0.3444    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8461   -1.2589   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -0.6718   -0.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2975   -0.1412    0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0448   -0.1595    1.3950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5931    0.4622   -0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6636   -0.5353    0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0263   -0.0517   -0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3155    1.2680    0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7513    0.8708    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    2.2830   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901    1.3330   -0.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5605    0.7865   -1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546   -0.1306   -1.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0704   -1.5477    0.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906   -2.0380    1.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9652    0.6269   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3778   -0.1360    1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -1.5525   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790   -2.1930    0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8078    1.4050    0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6857    0.5514   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -1.5490   -0.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5422   -0.6542    1.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0488    0.0523   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7822   -0.8045    0.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4138    1.3032    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7619    1.3783    1.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0365    2.0583   -0.2688 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
M  END

HMDB0031691
     RDKit          3D
cis-3-Hexenyl pentanoate
 33 32  0  0  0  0  0  0  0  0999 V2000
    5.4619    1.2779   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    0.2968   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172   -0.8673    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0372   -1.1488    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8280   -0.3444    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8461   -1.2589   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -0.6718   -0.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2975   -0.1412    0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0448   -0.1595    1.3950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5931    0.4622   -0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6636   -0.5353    0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0263   -0.0517   -0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3155    1.2680    0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7513    0.8708    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    2.2830   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901    1.3330   -0.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5605    0.7865   -1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546   -0.1306   -1.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0704   -1.5477    0.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906   -2.0380    1.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9652    0.6269   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3778   -0.1360    1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -1.5525   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790   -2.1930    0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8078    1.4050    0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6857    0.5514   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -1.5490   -0.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5422   -0.6542    1.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0488    0.0523   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7822   -0.8045    0.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4138    1.3032    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7619    1.3783    1.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0365    2.0583   -0.2688 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  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      12.622  -7.287   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286  -3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.622  -5.747   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.956  -4.977   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.954  -3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.956  -3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.622  -2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.287  -2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.288  -3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.621  -3.437   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.621  -4.977   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       9.955  -2.667   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5    8                                                       
CONECT    8    7   10                                                       
CONECT    9    6   11                                                       
CONECT   10    8   13                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   10   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0031691
HETATM    1  C1  UNL     1       5.462   1.278  -0.171  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.453   0.297  -0.769  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.217  -0.867   0.105  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.037  -1.149   0.591  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.828  -0.344   0.326  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.846  -1.259  -0.372  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.379  -0.672  -0.694  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.297  -0.141   0.166  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.045  -0.160   1.395  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.593   0.462  -0.266  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.664  -0.535   0.186  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.026  -0.052  -0.197  1.00  0.00           C  
HETATM   13  C11 UNL     1      -5.315   1.268   0.448  1.00  0.00           C  
HETATM   14  H1  UNL     1       5.751   0.871   0.812  1.00  0.00           H  
HETATM   15  H2  UNL     1       5.000   2.283  -0.132  1.00  0.00           H  
HETATM   16  H3  UNL     1       6.390   1.333  -0.776  1.00  0.00           H  
HETATM   17  H4  UNL     1       3.560   0.787  -1.161  1.00  0.00           H  
HETATM   18  H5  UNL     1       4.955  -0.131  -1.712  1.00  0.00           H  
HETATM   19  H6  UNL     1       5.070  -1.548   0.370  1.00  0.00           H  
HETATM   20  H7  UNL     1       2.891  -2.038   1.250  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.965   0.627  -0.119  1.00  0.00           H  
HETATM   22  H9  UNL     1       1.378  -0.136   1.359  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.305  -1.553  -1.366  1.00  0.00           H  
HETATM   24  H11 UNL     1       0.779  -2.193   0.201  1.00  0.00           H  
HETATM   25  H12 UNL     1      -2.808   1.405   0.255  1.00  0.00           H  
HETATM   26  H13 UNL     1      -2.686   0.551  -1.354  1.00  0.00           H  
HETATM   27  H14 UNL     1      -3.490  -1.549  -0.244  1.00  0.00           H  
HETATM   28  H15 UNL     1      -3.542  -0.654   1.289  1.00  0.00           H  
HETATM   29  H16 UNL     1      -5.049   0.052  -1.307  1.00  0.00           H  
HETATM   30  H17 UNL     1      -5.782  -0.804   0.113  1.00  0.00           H  
HETATM   31  H18 UNL     1      -6.414   1.303   0.646  1.00  0.00           H  
HETATM   32  H19 UNL     1      -4.762   1.378   1.399  1.00  0.00           H  
HETATM   33  H20 UNL     1      -5.036   2.058  -0.269  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4    4   19
CONECT    4    5   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   25   26
CONECT   11   12   27   28
CONECT   12   13   29   30
CONECT   13   31   32   33
END

HMDB0031691
     RDKit          3D
cis-3-Hexenyl pentanoate
 33 32  0  0  0  0  0  0  0  0999 V2000
    5.4619    1.2779   -0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    0.2968   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172   -0.8673    0.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0372   -1.1488    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8280   -0.3444    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8461   -1.2589   -0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -0.6718   -0.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2975   -0.1412    0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0448   -0.1595    1.3950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5931    0.4622   -0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6636   -0.5353    0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0263   -0.0517   -0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3155    1.2680    0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7513    0.8708    0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0003    2.2830   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3901    1.3330   -0.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5605    0.7865   -1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546   -0.1306   -1.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0704   -1.5477    0.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906   -2.0380    1.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9652    0.6269   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3778   -0.1360    1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -1.5525   -1.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7790   -2.1930    0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8078    1.4050    0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6857    0.5514   -1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -1.5490   -0.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5422   -0.6542    1.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0488    0.0523   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7822   -0.8045    0.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4138    1.3032    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7619    1.3783    1.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0365    2.0583   -0.2688 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-3-Hexenyl pentanoic acid	Generator
(3Z)-3-Hexenyl pentanoate	HMDB
(e)-3-Hexen-1-ol, pentanoate	HMDB
(e)-Hex-3-enyl valerate	HMDB
(Z)-3-Hexen-1-ol, pentanoate	HMDB
(Z)-3-Hexenyl pentanoate	HMDB
(Z)-3-Hexenyl valerate	HMDB
(Z)-Hex-3-enyl valerate	HMDB
2,2-Dimethylpropyl ethylphosphonofluoridate	HMDB
3-Hexenyl ester(Z)-pentanoic acid	HMDB
3-Hexenyl ester(Z)-valeric acid	HMDB
cis-3-Hexenyl N-valerate	HMDB
cis-3-Hexenyl valerate	HMDB
FEMA 3936	HMDB
Neopentyl ethylphosphonofluoridoate	HMDB
Pentanoic acid, (3Z)-3-hexen-1-yl ester	HMDB
Pentanoic acid, (3Z)-3-hexenyl ester	HMDB
Z-3-Hexenyl valerate	HMDB

Chemical Formula

C₁₁H₂₀O₂

Average Molecular Weight

184.2753

Monoisotopic Molecular Weight

184.146329884

IUPAC Name

(3Z)-hex-3-en-1-yl pentanoate

Traditional Name

(3Z)-hex-3-en-1-yl pentanoate

CAS Registry Number

35852-46-1

SMILES

CCCCC(=O)OCC\C=C/CC

InChI Identifier

InChI=1S/C11H20O2/c1-3-5-7-8-10-13-11(12)9-6-4-2/h5,7H,3-4,6,8-10H2,1-2H3/b7-5-

InChI Key

XPFTVTFOOTVHIA-ALCCZGGFSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

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

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0031691)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031691)

Source

Endogenous

Endogenous (HMDB: HMDB0031691)

Plant

Plant (HMDB: HMDB0031691)

Animal

Animal (HMDB: HMDB0031691)

Exogenous

Food

Food (HMDB: HMDB0031691)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0031691)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031691)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031691)

Lipid metabolism pathway (HMDB: HMDB0031691)

Cellular process

Cell signaling (HMDB: HMDB0031691)

Biochemical process

Lipid transport (HMDB: HMDB0031691)

Role

Biological role

Energy source (HMDB: HMDB0031691)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031691)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0031691)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	108.00 to 109.00 °C. @ 20.00 mm Hg	The Good Scents Company Information System
Water Solubility	16.97 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.928 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.083 g/L	ALOGPS
logP	3.79	ALOGPS
logP	3.36	ChemAxon
logS	-3.4	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	8	ChemAxon
Refractivity	55.43 m³·mol⁻¹	ChemAxon
Polarizability	22.66 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]+	144.249	31661259
DarkChem	[M-H]-	144.773	31661259
DeepCCS	[M+H]+	144.455	30932474
DeepCCS	[M-H]-	141.02	30932474
DeepCCS	[M-2H]-	178.168	30932474
DeepCCS	[M+Na]+	153.625	30932474
AllCCS	[M+H]+	148.1	32859911
AllCCS	[M+H-H2O]+	144.4	32859911
AllCCS	[M+NH4]+	151.5	32859911
AllCCS	[M+Na]+	152.4	32859911
AllCCS	[M-H]-	148.6	32859911
AllCCS	[M+Na-2H]-	150.2	32859911
AllCCS	[M+HCOO]-	152.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.04 minutes	32390414
Predicted by Siyang on May 30, 2022	17.445 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.07 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2415.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	530.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	208.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	354.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	407.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	761.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	692.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	77.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1560.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	527.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1494.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	528.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	415.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	446.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	500.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cis-3-Hexenyl pentanoate	CCCCC(=O)OCC\C=C/CC	1579.4	Standard polar	33892256
cis-3-Hexenyl pentanoate	CCCCC(=O)OCC\C=C/CC	1255.2	Standard non polar	33892256
cis-3-Hexenyl pentanoate	CCCCC(=O)OCC\C=C/CC	1311.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - cis-3-Hexenyl pentanoate EI-B (Non-derivatized)	splash10-05o9-9000000000-3e1a4f898f761efb7fa6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - cis-3-Hexenyl pentanoate EI-B (Non-derivatized)	splash10-05o9-9000000000-3e1a4f898f761efb7fa6	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl pentanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-067r-9100000000-9bd7ac1dea826722b26d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl pentanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl 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 - cis-3-Hexenyl pentanoate 10V, Positive-QTOF	splash10-000i-6900000000-0ecf7c3d4fc231ff2c23	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 20V, Positive-QTOF	splash10-001r-9200000000-8a91170520999c0c747c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 40V, Positive-QTOF	splash10-000x-9000000000-7797b1f40e5a5996e66b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 10V, Negative-QTOF	splash10-001i-7900000000-3314b5fde87697648df3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 20V, Negative-QTOF	splash10-0f89-9600000000-a9afa5a6ba332b473ba0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 40V, Negative-QTOF	splash10-053u-9100000000-53a59491d385c2536193	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 10V, Negative-QTOF	splash10-001j-9600000000-49947a2bc357741440cf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 20V, Negative-QTOF	splash10-001j-9200000000-d7f7ff05bf417511dd70	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 40V, Negative-QTOF	splash10-001i-9000000000-cea4d2e538f7dc589f37	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 10V, Positive-QTOF	splash10-001i-9100000000-c0e236488d69836bf2d0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 20V, Positive-QTOF	splash10-053r-9000000000-5c628d1fa5d320d7097e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl pentanoate 40V, Positive-QTOF	splash10-0a4i-9000000000-f591de1b9920ea72159f	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

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

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008354

KNApSAcK ID

Not Available

Chemspider ID

4519170

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5367682

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1026901

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 cis-3-Hexenyl pentanoate (HMDB0031691)

MOL for HMDB0031691 (cis-3-Hexenyl pentanoate)

3D MOL for HMDB0031691 (cis-3-Hexenyl pentanoate)

3D SDF for HMDB0031691 (cis-3-Hexenyl pentanoate)

3D-SDF for HMDB0031691 (cis-3-Hexenyl pentanoate)

PDB for HMDB0031691 (cis-3-Hexenyl pentanoate)

3D PDB for HMDB0031691 (cis-3-Hexenyl pentanoate)

SMILES for HMDB0031691 (cis-3-Hexenyl pentanoate)

INCHI for HMDB0031691 (cis-3-Hexenyl pentanoate)

Structure for HMDB0031691 (cis-3-Hexenyl pentanoate)

3D Structure for HMDB0031691 (cis-3-Hexenyl pentanoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra