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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:57:26 UTC

Update Date

2022-03-07 02:55:27 UTC

HMDB ID

HMDB0037696

Secondary Accession Numbers

HMDB37696

Metabolite Identification

Common Name

2-Phenylethyl 2-aminobenzoate

Description

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

Structure

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

HMDB0037696
     RDKit          3D
2-Phenylethyl 2-aminobenzoate
 33 34  0  0  0  0  0  0  0  0999 V2000
   -3.3275    1.1470    1.9341 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    0.2580    0.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0648   -0.1466    0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5152   -1.0081   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012   -1.4516   -1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2824   -1.0415   -0.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8179   -0.1815   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139    0.2385    0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    1.0116    0.8702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -0.2449   -0.9516 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7921    0.0755   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5688   -0.3249    0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    0.0527    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9397   -0.7859   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2624   -0.4180   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6856    0.8292   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7601    1.6841    0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4457    1.3004    0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6380    2.1397    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6703    0.7697    2.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7600    0.2221    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5635   -1.3270   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9245   -2.1374   -1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5999   -1.4205   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2211   -0.4599   -1.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9598    1.1580   -1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1523    0.0518    1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5613   -1.4511    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6440   -1.7674   -0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9669   -1.1113   -1.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7048    1.1713   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0729    2.6653    0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023    1.9613    0.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  7  2  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

  Mrv0541 05061309572D          

 18 19  0  0  0  0            999 V2000
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
    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
    0.0000    2.4750    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
    0.7145    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
    0.0000    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  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  2  0  0  0  0
 14  9  2  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 11  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037696

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H15NO2/c16-14-9-5-4-8-13(14)15(17)18-11-10-12-6-2-1-3-7-12/h1-9H,10-11,16H2

> <INCHI_KEY>
PXWNBAGCFUDYBE-UHFFFAOYSA-N

> <FORMULA>
C15H15NO2

> <MOLECULAR_WEIGHT>
241.2851

> <EXACT_MASS>
241.110278729

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.63522852039181

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-phenylethyl 2-aminobenzoate

> <ALOGPS_LOGP>
3.36

> <JCHEM_LOGP>
3.8109311483333332

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.397844179965162

> <JCHEM_PKA_STRONGEST_BASIC>
2.1854934477439243

> <JCHEM_POLAR_SURFACE_AREA>
52.32000000000001

> <JCHEM_REFRACTIVITY>
72.1513

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phenylethyl 2-aminobenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037696
     RDKit          3D
2-Phenylethyl 2-aminobenzoate
 33 34  0  0  0  0  0  0  0  0999 V2000
   -3.3275    1.1470    1.9341 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    0.2580    0.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0648   -0.1466    0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5152   -1.0081   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012   -1.4516   -1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2824   -1.0415   -0.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8179   -0.1815   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139    0.2385    0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    1.0116    0.8702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -0.2449   -0.9516 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7921    0.0755   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5688   -0.3249    0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    0.0527    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9397   -0.7859   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2624   -0.4180   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6856    0.8292   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7601    1.6841    0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4457    1.3004    0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6380    2.1397    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6703    0.7697    2.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7600    0.2221    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5635   -1.3270   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9245   -2.1374   -1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5999   -1.4205   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2211   -0.4599   -1.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9598    1.1580   -1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1523    0.0518    1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5613   -1.4511    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6440   -1.7674   -0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9669   -1.1113   -1.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7048    1.1713   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0729    2.6653    0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023    1.9613    0.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  7  2  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 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   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   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       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   4.620   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       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       5.335   9.240   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    2   12                                                       
CONECT    7    3   12                                                       
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10   11   12                                                       
CONECT   11   10   18                                                       
CONECT   12    6    7   10                                                  
CONECT   13    8   14   15                                                  
CONECT   14    9   13   16                                                  
CONECT   15   13   17   18                                                  
CONECT   16   14                                                            
CONECT   17   15                                                            
CONECT   18   11   15                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0037696
HETATM    1  N1  UNL     1      -3.327   1.147   1.934  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.738   0.258   0.904  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.065  -0.147   0.861  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.515  -1.008  -0.118  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.601  -1.452  -1.050  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.282  -1.041  -0.996  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.818  -0.182  -0.025  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.414   0.239   0.011  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.959   1.012   0.870  1.00  0.00           O  
HETATM   10  O2  UNL     1      -0.560  -0.245  -0.952  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.792   0.076  -1.029  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.569  -0.325   0.204  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.996   0.053   0.036  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.940  -0.786  -0.521  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.262  -0.418  -0.669  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.686   0.829  -0.253  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.760   1.684   0.307  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.446   1.300   0.446  1.00  0.00           C  
HETATM   19  H1  UNL     1      -3.638   2.140   1.999  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.670   0.770   2.670  1.00  0.00           H  
HETATM   21  H3  UNL     1      -5.760   0.222   1.611  1.00  0.00           H  
HETATM   22  H4  UNL     1      -6.564  -1.327  -0.151  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.925  -2.137  -1.842  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.600  -1.420  -1.755  1.00  0.00           H  
HETATM   25  H7  UNL     1       1.221  -0.460  -1.901  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.960   1.158  -1.217  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.152   0.052   1.137  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.561  -1.451   0.277  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.644  -1.767  -0.856  1.00  0.00           H  
HETATM   30  H12 UNL     1       5.967  -1.111  -1.112  1.00  0.00           H  
HETATM   31  H13 UNL     1       6.705   1.171  -0.343  1.00  0.00           H  
HETATM   32  H14 UNL     1       5.073   2.665   0.638  1.00  0.00           H  
HETATM   33  H15 UNL     1       2.702   1.961   0.885  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3    3    7
CONECT    3    4   21
CONECT    4    5    5   22
CONECT    5    6   23
CONECT    6    7    7   24
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   25   26
CONECT   12   13   27   28
CONECT   13   14   14   18
CONECT   14   15   29
CONECT   15   16   16   30
CONECT   16   17   31
CONECT   17   18   18   32
CONECT   18   33
END

HMDB0037696
     RDKit          3D
2-Phenylethyl 2-aminobenzoate
 33 34  0  0  0  0  0  0  0  0999 V2000
   -3.3275    1.1470    1.9341 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385    0.2580    0.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0648   -0.1466    0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5152   -1.0081   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012   -1.4516   -1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2824   -1.0415   -0.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8179   -0.1815   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139    0.2385    0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9591    1.0116    0.8702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596   -0.2449   -0.9516 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7921    0.0755   -1.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5688   -0.3249    0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    0.0527    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9397   -0.7859   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2624   -0.4180   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6856    0.8292   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7601    1.6841    0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4457    1.3004    0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6380    2.1397    1.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6703    0.7697    2.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7600    0.2221    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5635   -1.3270   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9245   -2.1374   -1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5999   -1.4205   -1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2211   -0.4599   -1.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9598    1.1580   -1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1523    0.0518    1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5613   -1.4511    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6440   -1.7674   -0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9669   -1.1113   -1.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7048    1.1713   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0729    2.6653    0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023    1.9613    0.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  7  2  1  0
 18 13  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Phenylethyl 2-aminobenzoic acid	Generator
2-Phenylethyl anthranilate	HMDB
2-Phenylethyl O-aminobenzoate	HMDB
2-Phenylethyl-O-aminobenzoate	HMDB
Anthranilic acid, phenethyl ester	HMDB
Anthranilic acid, phenylethyl ester	HMDB
Benzoic acid, 2-amino-, 2-phenylethyl ester	HMDB
Benzyl carbinyl anthranilate	HMDB
Benzylcarbinyl anthranilate	HMDB
beta -Phenethyl-O-aminobenzoate	HMDB
beta -Phenylethyl anthranilate	HMDB
beta-Phenethyl O-aminobenzoate	HMDB
beta-Phenethyl-O-aminobenzoate	HMDB
beta-Phenylethyl anthranilate	HMDB
FEMA 2859	HMDB
Phenethyl anthranilate	HMDB
Phenylethyl anthranilate	HMDB
Phenethyl anthranilic acid	Generator

Chemical Formula

C₁₅H₁₅NO₂

Average Molecular Weight

241.2851

Monoisotopic Molecular Weight

241.110278729

IUPAC Name

2-phenylethyl 2-aminobenzoate

Traditional Name

2-phenylethyl 2-aminobenzoate

CAS Registry Number

133-18-6

SMILES

NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C15H15NO2/c16-14-9-5-4-8-13(14)15(17)18-11-10-12-6-2-1-3-7-12/h1-9H,10-11,16H2

InChI Key

PXWNBAGCFUDYBE-UHFFFAOYSA-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

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037696)
Cell membrane (HMDB: HMDB0037696)

Source

Exogenous

Exogenous (HMDB: HMDB0037696)

Food

Food (HMDB: HMDB0037696)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037696)

Biological role

Nutrient (HMDB: HMDB0037696)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	42 °C	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	0.018 g/L	ALOGPS
logP	3.36	ALOGPS
logP	3.81	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	19.4	ChemAxon
pKa (Strongest Basic)	2.19	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	5	ChemAxon
Refractivity	72.15 m³·mol⁻¹	ChemAxon
Polarizability	26.64 Å³	ChemAxon
Number of Rings	2	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]+	155.074	31661259
DarkChem	[M-H]-	153.682	31661259
DeepCCS	[M+H]+	155.83	30932474
DeepCCS	[M-H]-	153.472	30932474
DeepCCS	[M-2H]-	186.576	30932474
DeepCCS	[M+Na]+	161.924	30932474
AllCCS	[M+H]+	156.4	32859911
AllCCS	[M+H-H2O]+	152.5	32859911
AllCCS	[M+NH4]+	160.0	32859911
AllCCS	[M+Na]+	161.1	32859911
AllCCS	[M-H]-	159.7	32859911
AllCCS	[M+Na-2H]-	159.5	32859911
AllCCS	[M+HCOO]-	159.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Phenylethyl 2-aminobenzoate	NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1	3344.5	Standard polar	33892256
2-Phenylethyl 2-aminobenzoate	NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1	2042.4	Standard non polar	33892256
2-Phenylethyl 2-aminobenzoate	NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1	2074.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Phenylethyl 2-aminobenzoate,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1	2242.4	Semi standard non polar	33892256
2-Phenylethyl 2-aminobenzoate,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1	2193.0	Standard non polar	33892256
2-Phenylethyl 2-aminobenzoate,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1C(=O)OCCC1=CC=CC=C1)[Si](C)(C)C	2205.5	Semi standard non polar	33892256
2-Phenylethyl 2-aminobenzoate,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1C(=O)OCCC1=CC=CC=C1)[Si](C)(C)C	2212.1	Standard non polar	33892256
2-Phenylethyl 2-aminobenzoate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1	2455.2	Semi standard non polar	33892256
2-Phenylethyl 2-aminobenzoate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1	2413.3	Standard non polar	33892256
2-Phenylethyl 2-aminobenzoate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)OCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2632.2	Semi standard non polar	33892256
2-Phenylethyl 2-aminobenzoate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)OCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2622.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Phenylethyl 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-9700000000-6c26d212a5d742a5d6a3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Phenylethyl 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 60V, Positive-QTOF	splash10-0a4i-2900000000-ad3466562eaae71e8479	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 75V, Positive-QTOF	splash10-0pb9-4900000000-9210ef179a20c8642958	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 45V, Positive-QTOF	splash10-0a4i-0910000000-816b76185995917ea455	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 90V, Positive-QTOF	splash10-0pb9-9800000000-5513b4055088b0096290	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 75V, Positive-QTOF	splash10-0pb9-4900000000-98d88912915da0d85a6d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 15V, Positive-QTOF	splash10-0ab9-0940000000-f79c77a97f67ea16b300	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 30V, Positive-QTOF	splash10-0a4i-0920000000-d3a0f33a7edc011317f4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 60V, Positive-QTOF	splash10-0a4i-2900000000-aa16e8fcf2988f9128ed	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 45V, Positive-QTOF	splash10-0a4i-0910000000-f175a7ef922934d3970d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 10V, Positive-QTOF	splash10-002f-1490000000-2a3ccaa8accb78b5097e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 20V, Positive-QTOF	splash10-0ab9-1920000000-d5fb9c92293e9a79234a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 40V, Positive-QTOF	splash10-1093-9400000000-10c111659635421d30c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 10V, Negative-QTOF	splash10-0006-3490000000-1637f479cfd46d5d501f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 20V, Negative-QTOF	splash10-0006-8920000000-191b1a3cb0428b0a8d82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 40V, Negative-QTOF	splash10-0006-9300000000-afe21cb01c6b7a32ce8f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 10V, Positive-QTOF	splash10-00dl-0930000000-e26dc354d012f99382b2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 20V, Positive-QTOF	splash10-00di-1900000000-f22cb96ffff5a4e74d40	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 40V, Positive-QTOF	splash10-002f-9400000000-2f9f7819a8c452f6cd47	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 10V, Negative-QTOF	splash10-0006-1290000000-23dfc38f232faf2a9588	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 20V, Negative-QTOF	splash10-0006-9100000000-669b5b18afc4eb12a30b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 40V, Negative-QTOF	splash10-0006-9000000000-eef4c1f804c025cbb978	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

FDB016824

KNApSAcK ID

Not Available

Chemspider ID

8296

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8615

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 2-Phenylethyl 2-aminobenzoate (HMDB0037696)

MOL for HMDB0037696 (2-Phenylethyl 2-aminobenzoate)

3D MOL for HMDB0037696 (2-Phenylethyl 2-aminobenzoate)

3D SDF for HMDB0037696 (2-Phenylethyl 2-aminobenzoate)

3D-SDF for HMDB0037696 (2-Phenylethyl 2-aminobenzoate)

PDB for HMDB0037696 (2-Phenylethyl 2-aminobenzoate)

3D PDB for HMDB0037696 (2-Phenylethyl 2-aminobenzoate)

SMILES for HMDB0037696 (2-Phenylethyl 2-aminobenzoate)

INCHI for HMDB0037696 (2-Phenylethyl 2-aminobenzoate)

Structure for HMDB0037696 (2-Phenylethyl 2-aminobenzoate)

3D Structure for HMDB0037696 (2-Phenylethyl 2-aminobenzoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra