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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:57:20 UTC

Update Date

2022-03-07 02:55:27 UTC

HMDB ID

HMDB0037694

Secondary Accession Numbers

HMDB37694

Metabolite Identification

Common Name

cis-3-Hexenyl 2-aminobenzoate

Description

cis-3-Hexenyl 2-aminobenzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. cis-3-Hexenyl 2-aminobenzoate is a sweet, concord grape, and fruity tasting compound. Based on a literature review very few articles have been published on cis-3-Hexenyl 2-aminobenzoate.

Structure

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

HMDB0037694
     RDKit          3D
cis-3-Hexenyl 2-aminobenzoate
 33 33  0  0  0  0  0  0  0  0999 V2000
    5.1241    1.3785   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0060    1.3076   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0612    0.0362    0.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528   -0.8025    0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8088   -0.5861   -0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6874   -0.6027    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5667   -0.3984    0.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304   -0.3723    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -0.5316    2.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -0.1616    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1826   -0.1303    1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3839    0.0697    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4124    0.2422   -0.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2573    0.2170   -1.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0640    0.0125   -0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8749   -0.0122   -1.6063 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2545    0.3269   -1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7957    2.0237   -1.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0870    1.6625   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0813    1.5979   -0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3272    2.0991    0.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9804   -0.2301    1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381   -1.7609    1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603    0.3257   -0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5793   -1.4252   -0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6390   -1.5811    1.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8701    0.1842    1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1529   -0.2651    2.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3347    0.0971    1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3740    0.4011   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2569    0.3514   -2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4003    0.8933   -1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -0.8915   -1.9885 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 16  1  0
 15 10  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
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 16 33  1  0
M  END


  Mrv0541 05061309572D          

 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
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    4.2868    4.9500    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
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    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
    2.8579    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    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  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  2  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 10  1  0  0  0  0
 16 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037694

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/CCOC(=O)C1=CC=CC=C1N

> <INCHI_IDENTIFIER>
InChI=1S/C13H17NO2/c1-2-3-4-7-10-16-13(15)11-8-5-6-9-12(11)14/h3-6,8-9H,2,7,10,14H2,1H3/b4-3-

> <INCHI_KEY>
VZWCCPAVZNSCEO-ARJAWSKDSA-N

> <FORMULA>
C13H17NO2

> <MOLECULAR_WEIGHT>
219.2796

> <EXACT_MASS>
219.125928793

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
24.856103559427286

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
3.648911514

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.39787394461044

> <JCHEM_PKA_STRONGEST_BASIC>
2.1780794493204247

> <JCHEM_POLAR_SURFACE_AREA>
52.32000000000001

> <JCHEM_REFRACTIVITY>
66.97590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037694
     RDKit          3D
cis-3-Hexenyl 2-aminobenzoate
 33 33  0  0  0  0  0  0  0  0999 V2000
    5.1241    1.3785   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0060    1.3076   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0612    0.0362    0.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528   -0.8025    0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8088   -0.5861   -0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6874   -0.6027    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5667   -0.3984    0.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304   -0.3723    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -0.5316    2.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -0.1616    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1826   -0.1303    1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3839    0.0697    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4124    0.2422   -0.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2573    0.2170   -1.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0640    0.0125   -0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8749   -0.0122   -1.6063 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2545    0.3269   -1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7957    2.0237   -1.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0870    1.6625   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0813    1.5979   -0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3272    2.0991    0.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9804   -0.2301    1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381   -1.7609    1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603    0.3257   -0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5793   -1.4252   -0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6390   -1.5811    1.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8701    0.1842    1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1529   -0.2651    2.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3347    0.0971    1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3740    0.4011   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2569    0.3514   -2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4003    0.8933   -1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -0.8915   -1.9885 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 16  1  0
 15 10  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
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 16 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      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       5.335   9.240   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    8                                                       
CONECT    6    5    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   16                                                       
CONECT   11    8   12   13                                                  
CONECT   12    9   11   14                                                  
CONECT   13   11   15   16                                                  
CONECT   14   12                                                            
CONECT   15   13                                                            
CONECT   16   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0037694
HETATM    1  C1  UNL     1       5.124   1.379  -1.053  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.006   1.308  -0.008  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.061   0.036   0.719  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.053  -0.803   0.697  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.809  -0.586  -0.022  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.687  -0.603   1.036  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.567  -0.398   0.424  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.730  -0.372   1.173  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.661  -0.532   2.398  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.013  -0.162   0.534  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.183  -0.130   1.245  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.384   0.070   0.625  1.00  0.00           C  
HETATM   13  C11 UNL     1      -5.412   0.242  -0.740  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.257   0.217  -1.489  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.064   0.012  -0.825  1.00  0.00           C  
HETATM   16  N1  UNL     1      -1.875  -0.012  -1.606  1.00  0.00           N  
HETATM   17  H1  UNL     1       5.255   0.327  -1.432  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.796   2.024  -1.870  1.00  0.00           H  
HETATM   19  H3  UNL     1       6.087   1.662  -0.604  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.081   1.598  -0.469  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.327   2.099   0.748  1.00  0.00           H  
HETATM   22  H6  UNL     1       4.980  -0.230   1.309  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.138  -1.761   1.266  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.660   0.326  -0.574  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.579  -1.425  -0.749  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.639  -1.581   1.553  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.870   0.184   1.789  1.00  0.00           H  
HETATM   28  H12 UNL     1      -4.153  -0.265   2.306  1.00  0.00           H  
HETATM   29  H13 UNL     1      -6.335   0.097   1.188  1.00  0.00           H  
HETATM   30  H14 UNL     1      -6.374   0.401  -1.227  1.00  0.00           H  
HETATM   31  H15 UNL     1      -4.257   0.351  -2.570  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.400   0.893  -1.783  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.488  -0.892  -1.989  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   11   15
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16
CONECT   16   32   33
END

HMDB0037694
     RDKit          3D
cis-3-Hexenyl 2-aminobenzoate
 33 33  0  0  0  0  0  0  0  0999 V2000
    5.1241    1.3785   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0060    1.3076   -0.0081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0612    0.0362    0.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528   -0.8025    0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8088   -0.5861   -0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6874   -0.6027    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5667   -0.3984    0.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304   -0.3723    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -0.5316    2.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -0.1616    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1826   -0.1303    1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3839    0.0697    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4124    0.2422   -0.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2573    0.2170   -1.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0640    0.0125   -0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8749   -0.0122   -1.6063 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2545    0.3269   -1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7957    2.0237   -1.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0870    1.6625   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0813    1.5979   -0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3272    2.0991    0.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9804   -0.2301    1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381   -1.7609    1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6603    0.3257   -0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5793   -1.4252   -0.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6390   -1.5811    1.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8701    0.1842    1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1529   -0.2651    2.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3347    0.0971    1.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3740    0.4011   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2569    0.3514   -2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4003    0.8933   -1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -0.8915   -1.9885 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 16  1  0
 15 10  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
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 16 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-3-Hexenyl 2-aminobenzoic acid	Generator
(3Z)-3-Hexenyl 2-aminobenzoate	HMDB
(Z)-3-Hexenyl anthranilate	HMDB
(Z)-Hex-3-enyl anthranilate	HMDB
1-(2-Aminobenzoate)(3Z)-3-hexen-1-ol	HMDB
2-Aminobenzoate(3Z)-3-hexen-1-ol	HMDB
2-Aminobenzoate(Z)-3-hexen-1-ol	HMDB
2-Aminobenzoate(Z)-3-hexen-ol	HMDB
3-Hexen-1-yl 2-aminobenzoate	HMDB
cis-3-Hexenyl anthranilate	HMDB
cis-Hex-3-enyl anthranilate	HMDB
FEMA 3925	HMDB
(3Z)-Hex-3-en-1-yl 2-aminobenzoic acid	Generator
cis-3-Hexenyl anthranilic acid	Generator

Chemical Formula

C₁₃H₁₇NO₂

Average Molecular Weight

219.2796

Monoisotopic Molecular Weight

219.125928793

IUPAC Name

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

Traditional Name

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

CAS Registry Number

65405-76-7

SMILES

CC\C=C/CCOC(=O)C1=CC=CC=C1N

InChI Identifier

InChI=1S/C13H17NO2/c1-2-3-4-7-10-16-13(15)11-8-5-6-9-12(11)14/h3-6,8-9H,2,7,10,14H2,1H3/b4-3-

InChI Key

VZWCCPAVZNSCEO-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

Aminobenzoic acid or derivatives
Benzoate ester
Benzoyl
Aniline or substituted anilines
Vinylogous amide
Amino acid or derivatives
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cell membrane (HMDB: HMDB0037694)

Cellular substructure

Membrane (HMDB: HMDB0037694)

Source

Exogenous

Food

Food (HMDB: HMDB0037694)

Not Available

Nutrient (HMDB: HMDB0037694)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0037694)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	3.34	ALOGPS
logP	3.65	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	19.4	ChemAxon
pKa (Strongest Basic)	2.18	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.32 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	66.98 m³·mol⁻¹	ChemAxon
Polarizability	24.86 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	152.55	31661259
DarkChem	[M-H]-	151.057	31661259
DeepCCS	[M+H]+	154.881	30932474
DeepCCS	[M-H]-	152.523	30932474
DeepCCS	[M-2H]-	186.538	30932474
DeepCCS	[M+Na]+	161.485	30932474
AllCCS	[M+H]+	151.8	32859911
AllCCS	[M+H-H2O]+	148.0	32859911
AllCCS	[M+NH4]+	155.2	32859911
AllCCS	[M+Na]+	156.2	32859911
AllCCS	[M-H]-	154.6	32859911
AllCCS	[M+Na-2H]-	155.2	32859911
AllCCS	[M+HCOO]-	156.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cis-3-Hexenyl 2-aminobenzoate	CC\C=C/CCOC(=O)C1=CC=CC=C1N	2983.0	Standard polar	33892256
cis-3-Hexenyl 2-aminobenzoate	CC\C=C/CCOC(=O)C1=CC=CC=C1N	1791.0	Standard non polar	33892256
cis-3-Hexenyl 2-aminobenzoate	CC\C=C/CCOC(=O)C1=CC=CC=C1N	1869.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
cis-3-Hexenyl 2-aminobenzoate,1TMS,isomer #1	CC/C=C\CCOC(=O)C1=CC=CC=C1N[Si](C)(C)C	1968.0	Semi standard non polar	33892256
cis-3-Hexenyl 2-aminobenzoate,1TMS,isomer #1	CC/C=C\CCOC(=O)C1=CC=CC=C1N[Si](C)(C)C	1966.7	Standard non polar	33892256
cis-3-Hexenyl 2-aminobenzoate,2TMS,isomer #1	CC/C=C\CCOC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C	1964.3	Semi standard non polar	33892256
cis-3-Hexenyl 2-aminobenzoate,2TMS,isomer #1	CC/C=C\CCOC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C	1957.8	Standard non polar	33892256
cis-3-Hexenyl 2-aminobenzoate,1TBDMS,isomer #1	CC/C=C\CCOC(=O)C1=CC=CC=C1N[Si](C)(C)C(C)(C)C	2162.3	Semi standard non polar	33892256
cis-3-Hexenyl 2-aminobenzoate,1TBDMS,isomer #1	CC/C=C\CCOC(=O)C1=CC=CC=C1N[Si](C)(C)C(C)(C)C	2179.0	Standard non polar	33892256
cis-3-Hexenyl 2-aminobenzoate,2TBDMS,isomer #1	CC/C=C\CCOC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2374.8	Semi standard non polar	33892256
cis-3-Hexenyl 2-aminobenzoate,2TBDMS,isomer #1	CC/C=C\CCOC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2391.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-6900000000-1423ce6d0eebb34d4330	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 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 2-aminobenzoate 10V, Positive-QTOF	splash10-00di-3390000000-320579a662eeee5ad1e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 20V, Positive-QTOF	splash10-0089-9320000000-34d95b386c17cfe737f2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 40V, Positive-QTOF	splash10-0fxx-9100000000-f1f81d90f141df95fd86	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 10V, Negative-QTOF	splash10-014i-4390000000-4d57917174842eb19bbe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 20V, Negative-QTOF	splash10-00ko-9720000000-ebe12cb49fbef011395e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 40V, Negative-QTOF	splash10-0006-9200000000-886514a7cbd98d904705	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 10V, Negative-QTOF	splash10-00kf-9160000000-7b4694c5ec7f5f3b3f3b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 20V, Negative-QTOF	splash10-0006-9100000000-6705a7f26036002f8de0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 40V, Negative-QTOF	splash10-0006-9000000000-b456c72816be7a15b0f7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 10V, Positive-QTOF	splash10-00di-0930000000-d2227ea468f128989516	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 20V, Positive-QTOF	splash10-00di-2900000000-dffbdd26a7eacdc1477b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl 2-aminobenzoate 40V, Positive-QTOF	splash10-0596-9300000000-34bd8e9499fa9ef07026	2021-09-22	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

FDB016822

KNApSAcK ID

Not Available

Chemspider ID

4522640

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5372353

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 2-aminobenzoate (HMDB0037694)

MOL for HMDB0037694 (cis-3-Hexenyl 2-aminobenzoate)

3D MOL for HMDB0037694 (cis-3-Hexenyl 2-aminobenzoate)

3D SDF for HMDB0037694 (cis-3-Hexenyl 2-aminobenzoate)

3D-SDF for HMDB0037694 (cis-3-Hexenyl 2-aminobenzoate)

PDB for HMDB0037694 (cis-3-Hexenyl 2-aminobenzoate)

3D PDB for HMDB0037694 (cis-3-Hexenyl 2-aminobenzoate)

SMILES for HMDB0037694 (cis-3-Hexenyl 2-aminobenzoate)

INCHI for HMDB0037694 (cis-3-Hexenyl 2-aminobenzoate)

Structure for HMDB0037694 (cis-3-Hexenyl 2-aminobenzoate)

3D Structure for HMDB0037694 (cis-3-Hexenyl 2-aminobenzoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra