Showing metabocard for (z)-3-Hexenyl acetate (MMDBc0047627)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:34:50 UTC
Update Date2022-09-01 01:47:24 UTC
Metabolite IDMMDBc0047627
Metabolite Identification
Common Name(z)-3-Hexenyl acetate
Descriptioncis-3-Hexenyl acetate, also known as (Z)-3-hexenol acetic acid or acetate(3Z)-3-hexen-1-ol, is an acetate ester that results from the formal condensation of acetic acid with (Z)-hex-3-en-1-ol. It has a role as a metabolite. It is an acetate ester and an olefinic compound. It derives from a (Z)-hex-3-en-1-ol and an acetic acid. It belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). cis-3-Hexenyl acetate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. cis-3-Hexenyl acetate is a sweet, apple, and banana tasting compound. cis-3-Hexenyl acetate has been detected, but not quantified, in several different foods, such as tamarinds, sunburst squash (pattypan squash), carobs, pepper (Capsicum baccatum), and swedes.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fe2d5f7d1f8>


  Mrv1652306222023232D          

 12 11  0  0  0  0            999 V2000
   -3.2704    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  2  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fe2d5f7d1f8>

HMDB0040215
     RDKit          3D
cis-3-Hexenyl acetate
 24 23  0  0  0  0  0  0  0  0999 V2000
   -3.3317   -0.8759    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    0.2280    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590    0.7247   -0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    0.6716   -1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1906    0.0991   -1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3114    1.1373   -0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4742    0.5377   -0.4580 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034   -0.0142    0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8960   -0.6349    1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6090    0.0125    1.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6101   -0.9244    1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8531   -1.8659    0.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2206   -0.6992    0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -0.0990    1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6824    1.0986    1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0724    1.1719   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704    1.0851   -2.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257   -0.6540   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1137   -0.4983   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0163    2.0118   -0.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4864    1.5080   -2.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2544   -1.2601    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6654   -1.2670    2.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5994    0.1540    1.5587 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  1  0
  8 10  2  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  9 22  1  0
  9 23  1  0
  9 24  1  0
M  END
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3D SDF for #<Metabolite:0x00007fe2d5f7d1f8>


  Mrv1652306222023232D          

 12 11  0  0  0  0            999 V2000
   -3.2704    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  2  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047627

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CC)=C(/[H])CCOC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O2/c1-3-4-5-6-7-10-8(2)9/h4-5H,3,6-7H2,1-2H3/b5-4-

> <INCHI_KEY>
NPFVOOAXDOBMCE-PLNGDYQASA-N

> <FORMULA>
C8H14O2

> <MOLECULAR_WEIGHT>
142.1956

> <EXACT_MASS>
142.099379692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.4399978427304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z)-hex-3-en-1-yl acetate

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
1.7736630296666664

> <ALOGPS_LOGS>
-2.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.9944855647067925

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
41.605000000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z)-3-hexenyl acetate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fe2d5f7d1f8>

HMDB0040215
     RDKit          3D
cis-3-Hexenyl acetate
 24 23  0  0  0  0  0  0  0  0999 V2000
   -3.3317   -0.8759    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    0.2280    0.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590    0.7247   -0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481    0.6716   -1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1906    0.0991   -1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3114    1.1373   -0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4742    0.5377   -0.4580 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034   -0.0142    0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8960   -0.6349    1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6090    0.0125    1.5660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6101   -0.9244    1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8531   -1.8659    0.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2206   -0.6992    0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4033   -0.0990    1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6824    1.0986    1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0724    1.1719   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704    1.0851   -2.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257   -0.6540   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1137   -0.4983   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0163    2.0118   -0.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4864    1.5080   -2.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2544   -1.2601    0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6654   -1.2670    2.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5994    0.1540    1.5587 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  1  0
  8 10  2  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  9 22  1  0
  9 23  1  0
  9 24  1  0
M  END
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PDB for #<Metabolite:0x00007fe2d5f7d1f8>

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0      -6.105   1.746   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.771   0.976   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.771  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.437  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.897  -1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.897  -2.874   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.564  -0.564   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0      -6.105  -1.334   0.000  0.00  0.00           H+0
HETATM   12  H   UNK     0      -3.437  -2.874   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    8                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6   10                                                       
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    7    8                                                       
CONECT   11    4                                                            
CONECT   12    5                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for #<Metabolite:0x00007fe2d5f7d1f8>

COMPND    HMDB0040215
HETATM    1  C1  UNL     1      -3.332  -0.876   0.625  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.295   0.228   0.493  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.159   0.725  -0.867  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.048   0.672  -1.552  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.191   0.099  -1.018  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.311   1.137  -0.977  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.474   0.538  -0.458  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.603  -0.014   0.800  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.896  -0.635   1.256  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.609   0.012   1.566  1.00  0.00           O  
HETATM   11  H1  UNL     1      -3.610  -0.924   1.705  1.00  0.00           H  
HETATM   12  H2  UNL     1      -2.853  -1.866   0.406  1.00  0.00           H  
HETATM   13  H3  UNL     1      -4.221  -0.699   0.015  1.00  0.00           H  
HETATM   14  H4  UNL     1      -1.403  -0.099   1.008  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.682   1.099   1.110  1.00  0.00           H  
HETATM   16  H6  UNL     1      -3.072   1.172  -1.326  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.070   1.085  -2.583  1.00  0.00           H  
HETATM   18  H8  UNL     1       0.526  -0.654  -1.817  1.00  0.00           H  
HETATM   19  H9  UNL     1       0.114  -0.498  -0.112  1.00  0.00           H  
HETATM   20  H10 UNL     1       1.016   2.012  -0.363  1.00  0.00           H  
HETATM   21  H11 UNL     1       1.486   1.508  -2.002  1.00  0.00           H  
HETATM   22  H12 UNL     1       4.254  -1.260   0.414  1.00  0.00           H  
HETATM   23  H13 UNL     1       3.665  -1.267   2.119  1.00  0.00           H  
HETATM   24  H14 UNL     1       4.599   0.154   1.559  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4    4   16
CONECT    4    5   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8
CONECT    8    9   10   10
CONECT    9   22   23   24
END
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SMILES for #<Metabolite:0x00007fe2d5f7d1f8>

[H]\C(CC)=C(/[H])CCOC(C)=O
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INCHI for #<Metabolite:0x00007fe2d5f7d1f8>

InChI=1S/C8H14O2/c1-3-4-5-6-7-10-8(2)9/h4-5H,3,6-7H2,1-2H3/b5-4-
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Synonyms
ValueSource
(Z)-3-Hexen-1-yl acetateChEBI
(Z)-3-Hexenol acetateChEBI
(Z)-3-Hexenyl acetateChEBI
(Z)-Hex-3-enyl acetateChEBI
3Z-Hexenyl acetateChEBI
cis-3-Hexen-1-yl acetateChEBI
cis-3-Hexenyl ethanoateChEBI
(3Z)-Hex-3-en-1-yl acetateKegg
(Z)-3-Hexen-1-yl acetic acidGenerator
(Z)-3-Hexenol acetic acidGenerator
(Z)-3-Hexenyl acetic acidGenerator
(Z)-Hex-3-enyl acetic acidGenerator
3Z-Hexenyl acetic acidGenerator
cis-3-Hexen-1-yl acetic acidGenerator
cis-3-Hexenyl ethanoic acidGenerator
(3Z)-Hex-3-en-1-yl acetic acidGenerator
cis-3-Hexenyl acetic acidGenerator
(3Z)-3-Hexenyl acetateHMDB
(Z)-3-Hexen-1-ol acetateHMDB
(Z)-3-Hexen-1-yl, acetateHMDB
1-Acetate(3Z)-3-hexen-1-olHMDB
3(Z)-Hexenyl acetateHMDB
3-Hexenol acetate, cisHMDB
Acetate(3Z)-3-hexen-1-olHMDB
Acetate(Z)-3-hexen-1-olHMDB
Acetic acid cis-3-hexenyl esterHMDB
cis-3-Hexen-1-ol, acetateHMDB
cis-3-Hexenol acetateHMDB
cis-3-Hexenyl-1-acetateHMDB
cis-Hex-3-enyl acetateHMDB
FEMA 3171HMDB
Hex-3(Z)-enyl acetateHMDB
Z-Hex-3-en-1-yl acetateHMDB
3-HexenylacetateMeSH, HMDB
3-Hexenyl acetateMeSH, HMDB
cis-3-Hexenyl acetateChEBI
(3Z)-Hexen-1-yl acetateHMDB
(Z)-Hex-3-en-1-yl acetateHMDB
3Z-Hexen-1-ol acetateHMDB
cis-3-Hexen-1-ol acetateHMDB
cis-Hex-3-en-1-yl acetateHMDB
Molecular FormulaC8H14O2
Average Mass142.1956
Monoisotopic Mass142.099379692
IUPAC Name(3Z)-hex-3-en-1-yl acetate
Traditional Name(Z)-3-hexenyl acetate
CAS Registry NumberNot Available
SMILES
[H]\C(CC)=C(/[H])CCOC(C)=O
InChI Identifier
InChI=1S/C8H14O2/c1-3-4-5-6-7-10-8(2)9/h4-5H,3,6-7H2,1-2H3/b5-4-
InChI KeyNPFVOOAXDOBMCE-PLNGDYQASA-N