Showing metabocard for 3-Hexenyl butanoate (MMDBc0033407)

Plant
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-19 04:47:17 UTC
Update Date2025-10-07 16:07:59 UTC
Metabolite IDMMDBc0033407
Metabolite Identification
Common Name3-Hexenyl butanoate
Description3-Hexenyl butanoate is a volatile ester belonging to the class of fatty acid esters. Its chemical structure consists of a hexenyl group derived from hexenoic acid and a butanoate moiety, contributing to its characteristic aroma and potential roles in plant signaling and insect attraction. This compound is involved in various biochemical pathways, particularly in the context of plant volatiles, which play a significant role in plant-insect interactions. For instance, it has been noted that females of certain insect species exhibit heightened sensitivity to (Z)-3-hexenyl butanoate, indicating its potential role in mediating attraction or repulsion mechanisms (PMID:36062941 ). Additionally, 3-hexenyl butanoate is commonly released alongside other volatile compounds, such as (Z)-3-hexenyl acetate and (E)-β-caryophyllene, suggesting its involvement in complex blends that may influence ecological interactions (PMID:34196858 ). Furthermore, studies have shown that absolute preferences for blends containing 3-hexenyl butanoate can vary among species, highlighting its significance in the volatile profiles of plants (PMID:38722476 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f2df5881e70>

61839
  Mrv0541 02241223102D          

 12 11  0  0  0  0            999 V2000
    4.5080    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  8 11  2  3  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f2df5881e70>

HMDB0302421
     RDKit          3D
Hex-trans-3-enyl butyrate
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.5105    0.9053   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3479    1.1902    0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6415   -0.0891    0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656   -0.2479    0.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6470   -1.5378    0.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1734   -2.0264   -0.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6887   -1.0707   -1.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811   -0.6545   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053   -1.1739    0.4542 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7383    0.3697   -1.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9482    0.5960   -0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4666    1.0900    0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074    0.4365    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670    0.1464   -1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9107    1.8134   -0.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7624    1.5343    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6910    1.9660    0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1528   -0.9316    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8441    0.5869    0.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656   -2.3082    1.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1272   -1.3843    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2897   -3.0330   -0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0815   -2.0583   -1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077    0.0006   -2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043    1.3307   -1.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853    1.2767   -0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -0.4203   -0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5381    0.2992    1.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2006    1.8865    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4623    1.5077    0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  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
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f2df5881e70>

61839
  Mrv0541 02241223102D          

 12 11  0  0  0  0            999 V2000
    4.5080    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  8 11  2  3  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033407

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O2/c1-3-5-6-7-9-12-10(11)8-4-2/h5-6H,3-4,7-9H2,1-2H3

> <INCHI_KEY>
ZCHOPXVYTWUHDS-UHFFFAOYSA-N

> <FORMULA>
C10H18O2

> <MOLECULAR_WEIGHT>
170.2487

> <EXACT_MASS>
170.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
20.361521137170932

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
hex-3-en-1-yl butanoate

> <ALOGPS_LOGP>
3.18

> <JCHEM_LOGP>
2.918767541666666

> <ALOGPS_LOGS>
-2.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.033293900568625

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
50.832899999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hex-3-en-1-yl butanoate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007f2df5881e70>

HMDB0302421
     RDKit          3D
Hex-trans-3-enyl butyrate
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.5105    0.9053   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3479    1.1902    0.5472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6415   -0.0891    0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656   -0.2479    0.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6470   -1.5378    0.7012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1734   -2.0264   -0.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6887   -1.0707   -1.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811   -0.6545   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053   -1.1739    0.4542 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7383    0.3697   -1.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9482    0.5960   -0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4666    1.0900    0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074    0.4365    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670    0.1464   -1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9107    1.8134   -0.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7624    1.5343    1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6910    1.9660    0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1528   -0.9316    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8441    0.5869    0.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656   -2.3082    1.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1272   -1.3843    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2897   -3.0330   -0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0815   -2.0583   -1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077    0.0006   -2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043    1.3307   -1.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853    1.2767   -0.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -0.4203   -0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5381    0.2992    1.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2006    1.8865    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4623    1.5077    0.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  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
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
M  END
Download

PDB for #<Metabolite:0x00007f2df5881e70>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 61839                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       8.415   1.155   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.081  -1.155   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.748   1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.414   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.082   1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.748   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.416   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080   1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.083   0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.750   1.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.417   1.155   0.000  0.00  0.00           C+0
CONECT    1    6    7                                                       
CONECT    2    7                                                            
CONECT    3    4    7                                                       
CONECT    4    3    9                                                       
CONECT    5    6    8                                                       
CONECT    6    1    5                                                       
CONECT    7    1    2    3                                                  
CONECT    8    5   11                                                       
CONECT    9    4                                                            
CONECT   10   11   12                                                       
CONECT   11    8   10                                                       
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
Download

3D PDB for #<Metabolite:0x00007f2df5881e70>

COMPND    HMDB0302421
HETATM    1  C1  UNL     1      -4.511   0.905  -0.388  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.348   1.190   0.547  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.642  -0.089   0.786  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.366  -0.248   0.463  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.647  -1.538   0.701  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.173  -2.026  -0.638  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.689  -1.071  -1.209  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.881  -0.655  -0.643  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.205  -1.174   0.454  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.738   0.370  -1.318  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.948   0.596  -0.444  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.467   1.090   0.899  1.00  0.00           C  
HETATM   13  H1  UNL     1      -5.307   0.436   0.260  1.00  0.00           H  
HETATM   14  H2  UNL     1      -4.167   0.146  -1.109  1.00  0.00           H  
HETATM   15  H3  UNL     1      -4.911   1.813  -0.855  1.00  0.00           H  
HETATM   16  H4  UNL     1      -3.762   1.534   1.538  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.691   1.966   0.121  1.00  0.00           H  
HETATM   18  H6  UNL     1      -3.153  -0.932   1.232  1.00  0.00           H  
HETATM   19  H7  UNL     1      -0.844   0.587   0.016  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.366  -2.308   1.072  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.127  -1.384   1.451  1.00  0.00           H  
HETATM   22  H10 UNL     1       0.290  -3.033  -0.570  1.00  0.00           H  
HETATM   23  H11 UNL     1      -1.081  -2.058  -1.299  1.00  0.00           H  
HETATM   24  H12 UNL     1       3.108   0.001  -2.297  1.00  0.00           H  
HETATM   25  H13 UNL     1       2.204   1.331  -1.440  1.00  0.00           H  
HETATM   26  H14 UNL     1       4.685   1.277  -0.910  1.00  0.00           H  
HETATM   27  H15 UNL     1       4.425  -0.420  -0.316  1.00  0.00           H  
HETATM   28  H16 UNL     1       3.538   0.299   1.677  1.00  0.00           H  
HETATM   29  H17 UNL     1       4.201   1.887   1.206  1.00  0.00           H  
HETATM   30  H18 UNL     1       2.462   1.508   0.779  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16   17
CONECT    3    4    4   18
CONECT    4    5   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   24   25
CONECT   11   12   26   27
CONECT   12   28   29   30
END
Download

SMILES for #<Metabolite:0x00007f2df5881e70>

CCCC(=O)OCCC=CCC
Download

INCHI for #<Metabolite:0x00007f2df5881e70>

InChI=1S/C10H18O2/c1-3-5-6-7-9-12-10(11)8-4-2/h5-6H,3-4,7-9H2,1-2H3
Download
Synonyms
ValueSource
3-Hexenyl butanoic acidGenerator
Hex-trans-3-enyl butyric acidGenerator
Molecular FormulaC10H18O2
Average Mass170.2487
Monoisotopic Mass170.13067982
IUPAC Namehex-3-en-1-yl butanoate
Traditional Namehex-3-en-1-yl butanoate
CAS Registry NumberNot Available
SMILES
CCCC(=O)OCCC=CCC
InChI Identifier
InChI=1S/C10H18O2/c1-3-5-6-7-9-12-10(11)8-4-2/h5-6H,3-4,7-9H2,1-2H3
InChI KeyZCHOPXVYTWUHDS-UHFFFAOYSA-N