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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:33:53 UTC

Update Date

2022-03-07 02:55:42 UTC

HMDB ID

HMDB0038281

Secondary Accession Numbers

HMDB38281

Metabolite Identification

Common Name

cis-3-Hexenyl phenylacetate

Description

cis-3-Hexenyl phenylacetate belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. cis-3-Hexenyl phenylacetate is a sweet, beany, and green tasting compound. Based on a literature review very few articles have been published on cis-3-Hexenyl phenylacetate.

Structure

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

HMDB0038281
     RDKit          3D
cis-3-Hexenyl phenylacetate
 34 34  0  0  0  0  0  0  0  0999 V2000
   -5.6818   -0.4735   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4447   -1.3284    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3449   -0.9880   -0.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689   -0.5400   -0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7765   -0.3051    1.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4393    1.1380    1.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3888    1.4822    0.2955 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8846    0.9628    0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1673    0.1225    1.2240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    1.4101   -0.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    0.7103   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1679    1.2219    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3520    0.5606    0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5687   -0.6517    0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6377   -1.1850   -0.7872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4571   -0.5037   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5565   -0.8411    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8861   -0.4753   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.5788    0.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7420   -2.3960   -0.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2979   -1.2775    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5407   -1.1304   -1.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4483   -0.3293   -1.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949   -0.6685    1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8498   -0.9163    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3328    1.7234    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714    1.4615    2.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    2.4945   -0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6139    1.1842   -1.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9565    2.1809    0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1123    0.9403    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4837   -1.1722    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -2.1110   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6863   -0.8792   -1.6805 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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
M  END


  Mrv0541 05061310202D          

 16 16  0  0  0  0            999 V2000
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038281

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/CCOC(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O2/c1-2-3-4-8-11-16-14(15)12-13-9-6-5-7-10-13/h3-7,9-10H,2,8,11-12H2,1H3/b4-3-

> <INCHI_KEY>
FJKFIIYSBXHBCT-ARJAWSKDSA-N

> <FORMULA>
C14H18O2

> <MOLECULAR_WEIGHT>
218.2915

> <EXACT_MASS>
218.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.026052655066024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z)-hex-3-en-1-yl 2-phenylacetate

> <ALOGPS_LOGP>
4.34

> <JCHEM_LOGP>
3.608002849333333

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.08688020971357

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
66.32690000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.31e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-hex-3-en-1-yl 2-phenylacetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038281
     RDKit          3D
cis-3-Hexenyl phenylacetate
 34 34  0  0  0  0  0  0  0  0999 V2000
   -5.6818   -0.4735   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4447   -1.3284    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3449   -0.9880   -0.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689   -0.5400   -0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7765   -0.3051    1.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4393    1.1380    1.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3888    1.4822    0.2955 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8846    0.9628    0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1673    0.1225    1.2240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    1.4101   -0.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    0.7103   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1679    1.2219    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3520    0.5606    0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5687   -0.6517    0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6377   -1.1850   -0.7872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4571   -0.5037   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5565   -0.8411    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8861   -0.4753   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.5788    0.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7420   -2.3960   -0.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2979   -1.2775    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5407   -1.1304   -1.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4483   -0.3293   -1.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949   -0.6685    1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8498   -0.9163    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3328    1.7234    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714    1.4615    2.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    2.4945   -0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6139    1.1842   -1.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9565    2.1809    0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1123    0.9403    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4837   -1.1722    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -2.1110   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6863   -0.8792   -1.6805 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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  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       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.671   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.669   4.620   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    8                                                       
CONECT    5    6    7                                                       
CONECT    6    5    9                                                       
CONECT    7    5   10                                                       
CONECT    8    4   11                                                       
CONECT    9    6   13                                                       
CONECT   10    7   13                                                       
CONECT   11    8   16                                                       
CONECT   12   13   14                                                       
CONECT   13    9   10   12                                                  
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0038281
HETATM    1  C1  UNL     1      -5.682  -0.473  -0.118  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.445  -1.328   0.189  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.345  -0.988  -0.702  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.169  -0.540  -0.385  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.776  -0.305   1.017  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.439   1.138   1.152  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.389   1.482   0.296  1.00  0.00           O  
HETATM    8  C7  UNL     1       0.885   0.963   0.354  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.167   0.123   1.224  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.937   1.410  -0.633  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.220   0.710  -0.365  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.168   1.222   0.492  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.352   0.561   0.729  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.569  -0.652   0.074  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.638  -1.185  -0.787  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.457  -0.504  -1.010  1.00  0.00           C  
HETATM   17  H1  UNL     1      -6.556  -0.841   0.434  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.886  -0.475  -1.202  1.00  0.00           H  
HETATM   19  H3  UNL     1      -5.493   0.579   0.167  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.742  -2.396  -0.040  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.298  -1.277   1.251  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.541  -1.130  -1.782  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.448  -0.329  -1.156  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.495  -0.669   1.775  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.850  -0.916   1.223  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.333   1.723   0.793  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.271   1.462   2.200  1.00  0.00           H  
HETATM   28  H12 UNL     1       2.130   2.495  -0.539  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.614   1.184  -1.668  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.957   2.181   0.988  1.00  0.00           H  
HETATM   31  H15 UNL     1       6.112   0.940   1.396  1.00  0.00           H  
HETATM   32  H16 UNL     1       6.484  -1.172   0.251  1.00  0.00           H  
HETATM   33  H17 UNL     1       4.784  -2.111  -1.299  1.00  0.00           H  
HETATM   34  H18 UNL     1       2.686  -0.879  -1.681  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4    4   22
CONECT    4    5   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   28   29
CONECT   11   12   12   16
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   34
END

HMDB0038281
     RDKit          3D
cis-3-Hexenyl phenylacetate
 34 34  0  0  0  0  0  0  0  0999 V2000
   -5.6818   -0.4735   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4447   -1.3284    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3449   -0.9880   -0.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689   -0.5400   -0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7765   -0.3051    1.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4393    1.1380    1.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3888    1.4822    0.2955 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8846    0.9628    0.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1673    0.1225    1.2240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371    1.4101   -0.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    0.7103   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1679    1.2219    0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3520    0.5606    0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5687   -0.6517    0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6377   -1.1850   -0.7872 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4571   -0.5037   -1.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5565   -0.8411    0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8861   -0.4753   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933    0.5788    0.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7420   -2.3960   -0.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2979   -1.2775    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5407   -1.1304   -1.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4483   -0.3293   -1.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949   -0.6685    1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8498   -0.9163    1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3328    1.7234    0.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2714    1.4615    2.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296    2.4945   -0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6139    1.1842   -1.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9565    2.1809    0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1123    0.9403    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4837   -1.1722    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7838   -2.1110   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6863   -0.8792   -1.6805 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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-3-Hexenyl phenylacetic acid	Generator
(3Z)-3-Hexenyl phenylacetate	HMDB
(Z)-3-Hexenyl phenylacetate	HMDB
3-Hexenyl ester(Z)-benzeneacetic acid	HMDB
beta ,laquo gammaraquo -Hexenyl alpha -toluate	HMDB
cis-3-HEXENYLPHENYLACETATE	HMDB
FEMA 3633	HMDB
(3Z)-Hex-3-en-1-yl 2-phenylacetic acid	Generator

Chemical Formula

C₁₄H₁₈O₂

Average Molecular Weight

218.2915

Monoisotopic Molecular Weight

218.13067982

IUPAC Name

(3Z)-hex-3-en-1-yl 2-phenylacetate

Traditional Name

(3Z)-hex-3-en-1-yl 2-phenylacetate

CAS Registry Number

42436-07-7

SMILES

CC\C=C/CCOC(=O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C14H18O2/c1-2-3-4-8-11-16-14(15)12-13-9-6-5-7-10-13/h3-7,9-10H,2,8,11-12H2,1H3/b4-3-

InChI Key

FJKFIIYSBXHBCT-ARJAWSKDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038281)
Cell membrane (HMDB: HMDB0038281)

Source

Exogenous

Exogenous (HMDB: HMDB0038281)

Food

Food (HMDB: HMDB0038281)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038281)

Biological role

Nutrient (HMDB: HMDB0038281)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	297.00 to 299.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	7.17 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.035 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	4.34	ALOGPS
logP	3.61	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-7.1	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	7	ChemAxon
Refractivity	66.33 m³·mol⁻¹	ChemAxon
Polarizability	25.03 Å³	ChemAxon
Number of Rings	1	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]+	154.266	31661259
DarkChem	[M-H]-	152.231	31661259
DeepCCS	[M+H]+	153.017	30932474
DeepCCS	[M-H]-	150.659	30932474
DeepCCS	[M-2H]-	185.133	30932474
DeepCCS	[M+Na]+	160.324	30932474
AllCCS	[M+H]+	151.6	32859911
AllCCS	[M+H-H2O]+	147.9	32859911
AllCCS	[M+NH4]+	155.0	32859911
AllCCS	[M+Na]+	156.0	32859911
AllCCS	[M-H]-	156.1	32859911
AllCCS	[M+Na-2H]-	156.7	32859911
AllCCS	[M+HCOO]-	157.4	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.	9.3 minutes	32390414
Predicted by Siyang on May 30, 2022	17.2084 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.11 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2562.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	524.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	207.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	329.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	345.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	766.1 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	698.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1589.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	575.3 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	1473.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	499.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	445.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	383.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	432.7 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	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cis-3-Hexenyl phenylacetate	CC\C=C/CCOC(=O)CC1=CC=CC=C1	2226.8	Standard polar	33892256
cis-3-Hexenyl phenylacetate	CC\C=C/CCOC(=O)CC1=CC=CC=C1	1552.2	Standard non polar	33892256
cis-3-Hexenyl phenylacetate	CC\C=C/CCOC(=O)CC1=CC=CC=C1	1665.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - cis-3-Hexenyl phenylacetate EI-B (Non-derivatized)	splash10-000x-9000000000-6d03e0fb21e55893cf72	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - cis-3-Hexenyl phenylacetate EI-B (Non-derivatized)	splash10-000x-9000000000-6d03e0fb21e55893cf72	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-93e974f564189e8a30f7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl phenylacetate 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 phenylacetate 10V, Positive-QTOF	splash10-014i-5590000000-a628cb4762d55e0400ac	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 20V, Positive-QTOF	splash10-00lr-9410000000-83806e47a9a9f6b8c97a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 40V, Positive-QTOF	splash10-0006-9100000000-357d82d0dbbc67bfa0db	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 10V, Negative-QTOF	splash10-014i-4980000000-df0fc8bf320e6c5104d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 20V, Negative-QTOF	splash10-014r-4910000000-81b3a7b01fcf9c08d13a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 40V, Negative-QTOF	splash10-014u-9800000000-7e77c75de6ed13dac181	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 10V, Positive-QTOF	splash10-014i-8890000000-8196a753fd5e5b6855c8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 20V, Positive-QTOF	splash10-0006-9100000000-028cec8c193bc362777f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 40V, Positive-QTOF	splash10-0006-9000000000-5a30f8cbae1bdb8ced47	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 10V, Negative-QTOF	splash10-014l-8090000000-97ba28813f420941a45e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 20V, Negative-QTOF	splash10-0006-9210000000-d9f448b2cb7e1f8afabd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl phenylacetate 40V, Negative-QTOF	splash10-0006-9000000000-03756384be98d68ce222	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB017579

KNApSAcK ID

Not Available

Chemspider ID

4519184

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5367698

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1028481

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for cis-3-Hexenyl phenylacetate (HMDB0038281)

MOL for HMDB0038281 (cis-3-Hexenyl phenylacetate)

3D MOL for HMDB0038281 (cis-3-Hexenyl phenylacetate)

3D SDF for HMDB0038281 (cis-3-Hexenyl phenylacetate)

3D-SDF for HMDB0038281 (cis-3-Hexenyl phenylacetate)

PDB for HMDB0038281 (cis-3-Hexenyl phenylacetate)

3D PDB for HMDB0038281 (cis-3-Hexenyl phenylacetate)

SMILES for HMDB0038281 (cis-3-Hexenyl phenylacetate)

INCHI for HMDB0038281 (cis-3-Hexenyl phenylacetate)

Structure for HMDB0038281 (cis-3-Hexenyl phenylacetate)

3D Structure for HMDB0038281 (cis-3-Hexenyl phenylacetate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra