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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:05:43 UTC

Update Date

2023-02-21 17:23:17 UTC

HMDB ID

HMDB0033379

Secondary Accession Numbers

HMDB33379

Metabolite Identification

Common Name

cis-3-Hexenyl benzoate

Description

cis-3-Hexenyl benzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. cis-3-Hexenyl benzoate is a balsam, fatty, and floral tasting compound. cis-3-Hexenyl benzoate has been detected, but not quantified in, several different foods, such as green tea, fruits, cauliflowers (Brassica oleracea var. botrytis), black tea, and red tea. This could make cis-3-hexenyl benzoate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on cis-3-Hexenyl benzoate.

Structure

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

HMDB0033379
     RDKit          3D
cis-3-Hexenyl benzoate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -5.0713    1.0804    0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9673    0.9872   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9585   -0.3671   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142   -1.1610   -0.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506   -0.8131    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414   -0.8921   -1.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580   -0.5373   -0.3609 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831   -0.4892   -0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -0.7692   -2.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906   -0.1259   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252   -0.0805   -0.8562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4641    0.2624   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4127    0.5708    1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1822    0.5356    1.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0745    0.1880    1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4551    2.1044    0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8582    0.3360    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6630    0.7445    1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0619    1.3269    0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1735    1.7220   -0.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8772   -0.7270   -1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9687   -2.1677   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757   -1.5692    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    0.1625    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5206   -1.9250   -1.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414   -0.2157   -1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3404   -0.3308   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4187    0.2937   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2870    0.8437    1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295    0.7786    2.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1237    0.1595    1.6172 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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END


  Mrv0541 05061307052D          

 15 15  0  0  0  0            999 V2000
    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
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
 12  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  2  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033379

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O2/c1-2-3-4-8-11-15-13(14)12-9-6-5-7-10-12/h3-7,9-10H,2,8,11H2,1H3/b4-3-

> <INCHI_KEY>
BCOXBEHFBZOJJZ-ARJAWSKDSA-N

> <FORMULA>
C13H16O2

> <MOLECULAR_WEIGHT>
204.2649

> <EXACT_MASS>
204.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.497718388092444

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
3.827837468

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.891245998185378

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
62.27550000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.64e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0033379
     RDKit          3D
cis-3-Hexenyl benzoate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -5.0713    1.0804    0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9673    0.9872   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9585   -0.3671   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142   -1.1610   -0.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506   -0.8131    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414   -0.8921   -1.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580   -0.5373   -0.3609 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831   -0.4892   -0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -0.7692   -2.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906   -0.1259   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252   -0.0805   -0.8562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4641    0.2624   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4127    0.5708    1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1822    0.5356    1.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0745    0.1880    1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4551    2.1044    0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8582    0.3360    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6630    0.7445    1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0619    1.3269    0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1735    1.7220   -0.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8772   -0.7270   -1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9687   -2.1677   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757   -1.5692    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    0.1625    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5206   -1.9250   -1.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414   -0.2157   -1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3404   -0.3308   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4187    0.2937   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2870    0.8437    1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295    0.7786    2.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1237    0.1595    1.6172 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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  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       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668   3.850   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   12                                                       
CONECT   10    7   12                                                       
CONECT   11    8   15                                                       
CONECT   12    9   10   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   11   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0033379
HETATM    1  C1  UNL     1      -5.071   1.080   0.927  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.967   0.987  -0.130  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.959  -0.367  -0.700  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.914  -1.161  -0.634  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.651  -0.813   0.001  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.541  -0.892  -1.068  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.658  -0.537  -0.361  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.883  -0.489  -0.969  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.943  -0.769  -2.193  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.091  -0.126  -0.231  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.325  -0.080  -0.856  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.464   0.262  -0.159  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.413   0.571   1.180  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.182   0.536   1.846  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.075   0.188   1.108  1.00  0.00           C  
HETATM   16  H1  UNL     1      -5.455   2.104   0.975  1.00  0.00           H  
HETATM   17  H2  UNL     1      -5.858   0.336   0.634  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.663   0.745   1.904  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.062   1.327   0.362  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.174   1.722  -0.954  1.00  0.00           H  
HETATM   21  H6  UNL     1      -4.877  -0.727  -1.207  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.969  -2.168  -1.081  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.376  -1.569   0.781  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.534   0.162   0.444  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.521  -1.925  -1.417  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.741  -0.216  -1.901  1.00  0.00           H  
HETATM   27  H12 UNL     1       4.340  -0.331  -1.926  1.00  0.00           H  
HETATM   28  H13 UNL     1       6.419   0.294  -0.659  1.00  0.00           H  
HETATM   29  H14 UNL     1       6.287   0.844   1.756  1.00  0.00           H  
HETATM   30  H15 UNL     1       4.130   0.779   2.909  1.00  0.00           H  
HETATM   31  H16 UNL     1       2.124   0.159   1.617  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4    4   21
CONECT    4    5   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   11   15
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   31
END

HMDB0033379
     RDKit          3D
cis-3-Hexenyl benzoate
 31 31  0  0  0  0  0  0  0  0999 V2000
   -5.0713    1.0804    0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9673    0.9872   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9585   -0.3671   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9142   -1.1610   -0.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506   -0.8131    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5414   -0.8921   -1.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6580   -0.5373   -0.3609 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831   -0.4892   -0.9686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9425   -0.7692   -2.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906   -0.1259   -0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3252   -0.0805   -0.8562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4641    0.2624   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4127    0.5708    1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1822    0.5356    1.8460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0745    0.1880    1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4551    2.1044    0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8582    0.3360    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6630    0.7445    1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0619    1.3269    0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1735    1.7220   -0.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8772   -0.7270   -1.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9687   -2.1677   -1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757   -1.5692    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338    0.1625    0.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5206   -1.9250   -1.4166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414   -0.2157   -1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3404   -0.3308   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4187    0.2937   -0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2870    0.8437    1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1295    0.7786    2.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1237    0.1595    1.6172 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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-3-Hexenyl benzoic acid	Generator
(3Z)-3-Hexenyl benzoate	HMDB
(Z)-3-Hexen-1-ol benzoate	HMDB
(Z)-3-Hexen-1-yl benzoate	HMDB
(Z)-3-Hexen-1-yl-benzoate	HMDB
3-Hexenyl ester(Z)-benzoic acid	HMDB
Benzoic acid cis-3-hexenyl ester	HMDB
cis-3-HEXENYLBENZOATE	HMDB
cis-Hexenyl-3-benzoate	HMDB
FEMA 3688	HMDB
Hex-3(Z)-enyl benzoate	HMDB
Z-Hex-3-en-1-yl benzoate	HMDB
(3Z)-Hex-3-en-1-yl benzoic acid	Generator

Chemical Formula

C₁₃H₁₆O₂

Average Molecular Weight

204.2649

Monoisotopic Molecular Weight

204.115029756

IUPAC Name

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

Traditional Name

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

CAS Registry Number

25152-85-6

SMILES

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

InChI Identifier

InChI=1S/C13H16O2/c1-2-3-4-8-11-15-13(14)12-9-6-5-7-10-12/h3-7,9-10H,2,8,11H2,1H3/b4-3-

InChI Key

BCOXBEHFBZOJJZ-ARJAWSKDSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Benzoyl
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0033379)
Cell membrane (HMDB: HMDB0033379)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033379)

Source

Exogenous

Exogenous (HMDB: HMDB0033379)

Food

Food (HMDB: HMDB0033379)

Vegetable

Cabbage

Cauliflower (FooDB: FOOD00031)

Tea

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033379)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0033379)

Biological role

Nutrient (HMDB: HMDB0033379)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	105.00 °C. @ 1.00 mm Hg	The Good Scents Company Information System
Water Solubility	13.95 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.241 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	4.01	ALOGPS
logP	3.83	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	-6.9	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	6	ChemAxon
Refractivity	62.28 m³·mol⁻¹	ChemAxon
Polarizability	23.5 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]+	149.1	31661259
DarkChem	[M-H]-	147.879	31661259
DeepCCS	[M+H]+	151.137	30932474
DeepCCS	[M-H]-	148.779	30932474
DeepCCS	[M-2H]-	183.591	30932474
DeepCCS	[M+Na]+	158.515	30932474
AllCCS	[M+H]+	147.4	32859911
AllCCS	[M+H-H2O]+	143.5	32859911
AllCCS	[M+NH4]+	151.0	32859911
AllCCS	[M+Na]+	152.0	32859911
AllCCS	[M-H]-	151.5	32859911
AllCCS	[M+Na-2H]-	152.1	32859911
AllCCS	[M+HCOO]-	152.9	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.	9.07 minutes	32390414
Predicted by Siyang on May 30, 2022	17.3063 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.53 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2627.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	534.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	214.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	354.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	761.7 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	727.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1552.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	541.6 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	1497.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	514.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	520.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	431.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	431.0 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cis-3-Hexenyl benzoate	CC\C=C/CCOC(=O)C1=CC=CC=C1	2218.5	Standard polar	33892256
cis-3-Hexenyl benzoate	CC\C=C/CCOC(=O)C1=CC=CC=C1	1544.2	Standard non polar	33892256
cis-3-Hexenyl benzoate	CC\C=C/CCOC(=O)C1=CC=CC=C1	1609.9	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 benzoate EI-B (Non-derivatized)	splash10-0arr-9200000000-81473c0496fc70351f74	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - cis-3-Hexenyl benzoate EI-B (Non-derivatized)	splash10-0arr-9200000000-81473c0496fc70351f74	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl benzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5900000000-24ce24a8a400301321f1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl benzoate 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 benzoate 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 benzoate 10V, Positive-QTOF	splash10-0a4i-4590000000-c298928447b5a209f0c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 20V, Positive-QTOF	splash10-053r-9510000000-b14533d3e60c2e098656	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 40V, Positive-QTOF	splash10-0pb9-9400000000-73f1d324b8e569da5003	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 10V, Negative-QTOF	splash10-0udi-2390000000-6a51e4dc0ebb2b14427b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 20V, Negative-QTOF	splash10-0fmi-4920000000-8faaff6228db81dd742e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 40V, Negative-QTOF	splash10-004i-9500000000-aa7ab13bab5a978c797d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 10V, Negative-QTOF	splash10-0udi-2290000000-a447828716a58558249d	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 20V, Negative-QTOF	splash10-004i-9400000000-439f09e35f1256bc4ba4	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 40V, Negative-QTOF	splash10-004i-9000000000-45e282b3ab3faf17eda7	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 10V, Positive-QTOF	splash10-0a4i-6930000000-c1bbdcd8df87eee6ff0a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 20V, Positive-QTOF	splash10-0a4i-8900000000-a983e11ecd6fb207d0c0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl benzoate 40V, Positive-QTOF	splash10-0a4i-9800000000-a8c09a6fa2c563a4bfec	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

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

FDB011409

KNApSAcK ID

C00029345

Chemspider ID

4519192

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5367706

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1001382

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 benzoate (HMDB0033379)

MOL for HMDB0033379 (cis-3-Hexenyl benzoate)

3D MOL for HMDB0033379 (cis-3-Hexenyl benzoate)

3D SDF for HMDB0033379 (cis-3-Hexenyl benzoate)

3D-SDF for HMDB0033379 (cis-3-Hexenyl benzoate)

PDB for HMDB0033379 (cis-3-Hexenyl benzoate)

3D PDB for HMDB0033379 (cis-3-Hexenyl benzoate)

SMILES for HMDB0033379 (cis-3-Hexenyl benzoate)

INCHI for HMDB0033379 (cis-3-Hexenyl benzoate)

Structure for HMDB0033379 (cis-3-Hexenyl benzoate)

3D Structure for HMDB0033379 (cis-3-Hexenyl benzoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra