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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:59 UTC

Update Date

2022-03-07 02:52:08 UTC

HMDB ID

HMDB0029366

Secondary Accession Numbers

HMDB29366

Metabolite Identification

Common Name

N-[2-(4-Hydroxyphenyl)ethyl]benzamide

Description

N-[2-(4-Hydroxyphenyl)ethyl]benzamide, also known as N-benzoyltyramine, belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. Based on a literature review very few articles have been published on N-[2-(4-Hydroxyphenyl)ethyl]benzamide.

Structure

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

HMDB0029366
     RDKit          3D
N-[2-(4-Hydroxyphenyl)ethyl]benzamide
 33 34  0  0  0  0  0  0  0  0999 V2000
    1.1611   -0.5583   -1.3417 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7682    0.0719   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0145    0.6957    0.5533 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139    0.8030    0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -0.5113    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831   -0.2450    0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385   -0.1862   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5930    0.0619   -0.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3498    0.2620    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7249    0.5143    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6850    0.2013    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324   -0.0461    1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206   -0.0056   -0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804   -0.6905   -1.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3623   -0.7897   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9849   -0.1761    0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500    0.5347    1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8806    0.5999    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3391   -0.2690   -2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    1.3880    1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517    1.3807   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609   -1.1737   -0.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -1.0407    1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413   -0.3442   -1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1003    0.1064   -1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3335   -0.3061    0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2674    0.3570    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366   -0.0876    2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4946   -1.1819   -1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9716   -1.3272   -1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0607   -0.2046    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7187    1.0262    1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828    1.1406    1.6454 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12  6  1  0
 18 13  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 11 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 05061304452D          

 18 19  0  0  0  0            999 V2000
   -2.8579    3.3000    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
   -3.5724    3.7125    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
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    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
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  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  4  2  0  0  0  0
 13  5  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029366

> <DATABASE_NAME>
hmdb

> <SMILES>
O\C(=N/CCC1=CC=C(O)C=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H15NO2/c17-14-8-6-12(7-9-14)10-11-16-15(18)13-4-2-1-3-5-13/h1-9,17H,10-11H2,(H,16,18)

> <INCHI_KEY>
MUCNBPCTSRYLCB-UHFFFAOYSA-N

> <FORMULA>
C15H15NO2

> <MOLECULAR_WEIGHT>
241.2851

> <EXACT_MASS>
241.110278729

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.88090341918498

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(Z)-N-[2-(4-hydroxyphenyl)ethyl]benzene-1-carboximidic acid

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
3.5767353036666663

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.5418968838689

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.41241832554733

> <JCHEM_PKA_STRONGEST_BASIC>
4.974464036030687

> <JCHEM_POLAR_SURFACE_AREA>
52.82000000000001

> <JCHEM_REFRACTIVITY>
71.90330000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z)-N-[2-(4-hydroxyphenyl)ethyl]benzene-1-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029366
     RDKit          3D
N-[2-(4-Hydroxyphenyl)ethyl]benzamide
 33 34  0  0  0  0  0  0  0  0999 V2000
    1.1611   -0.5583   -1.3417 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7682    0.0719   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0145    0.6957    0.5533 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139    0.8030    0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -0.5113    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831   -0.2450    0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385   -0.1862   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5930    0.0619   -0.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3498    0.2620    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7249    0.5143    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6850    0.2013    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324   -0.0461    1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206   -0.0056   -0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804   -0.6905   -1.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3623   -0.7897   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9849   -0.1761    0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500    0.5347    1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8806    0.5999    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3391   -0.2690   -2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    1.3880    1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517    1.3807   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609   -1.1737   -0.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -1.0407    1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413   -0.3442   -1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1003    0.1064   -1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3335   -0.3061    0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2674    0.3570    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366   -0.0876    2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4946   -1.1819   -1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9716   -1.3272   -1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0607   -0.2046    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7187    1.0262    1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828    1.1406    1.6454 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12  6  1  0
 18 13  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 11 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      -5.335   6.160   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      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  16.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  16.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  17.710   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  17.710   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  18.480   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -4.001  11.550   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      -2.667  20.020   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.668  11.550   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   13                                                       
CONECT    5    3   13                                                       
CONECT    6    8   12                                                       
CONECT    7    9   12                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10   11   12                                                       
CONECT   11   10   16                                                       
CONECT   12    6    7   10                                                  
CONECT   13    4    5   15                                                  
CONECT   14    8    9   17                                                  
CONECT   15   13   16   18                                                  
CONECT   16   11   15                                                       
CONECT   17   14                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0029366
HETATM    1  O1  UNL     1       1.161  -0.558  -1.342  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.768   0.072  -0.266  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.014   0.696   0.553  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.414   0.803   0.459  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.122  -0.511   0.500  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.583  -0.245   0.394  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.238  -0.186  -0.817  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.593   0.062  -0.893  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.350   0.262   0.243  1.00  0.00           C  
HETATM   10  O2  UNL     1      -6.725   0.514   0.174  1.00  0.00           O  
HETATM   11  C8  UNL     1      -4.685   0.201   1.451  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.332  -0.046   1.534  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.221  -0.006  -0.122  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.980  -0.691  -1.034  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.362  -0.790  -0.936  1.00  0.00           C  
HETATM   16  C13 UNL     1       5.985  -0.176   0.117  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.250   0.535   1.073  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.881   0.600   0.925  1.00  0.00           C  
HETATM   19  H1  UNL     1       1.339  -0.269  -2.309  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.754   1.388   1.356  1.00  0.00           H  
HETATM   21  H3  UNL     1      -0.752   1.381  -0.430  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.861  -1.174  -0.342  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.902  -1.041   1.457  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.641  -0.344  -1.717  1.00  0.00           H  
HETATM   25  H7  UNL     1      -5.100   0.106  -1.850  1.00  0.00           H  
HETATM   26  H8  UNL     1      -7.334  -0.306   0.199  1.00  0.00           H  
HETATM   27  H9  UNL     1      -5.267   0.357   2.359  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.837  -0.088   2.507  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.495  -1.182  -1.875  1.00  0.00           H  
HETATM   30  H12 UNL     1       5.972  -1.327  -1.650  1.00  0.00           H  
HETATM   31  H13 UNL     1       7.061  -0.205   0.267  1.00  0.00           H  
HETATM   32  H14 UNL     1       5.719   1.026   1.911  1.00  0.00           H  
HETATM   33  H15 UNL     1       3.283   1.141   1.645  1.00  0.00           H  
CONECT    1    2   19
CONECT    2    3    3   13
CONECT    3    4
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7    7   12
CONECT    7    8   24
CONECT    8    9    9   25
CONECT    9   10   11
CONECT   10   26
CONECT   11   12   12   27
CONECT   12   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

HMDB0029366
     RDKit          3D
N-[2-(4-Hydroxyphenyl)ethyl]benzamide
 33 34  0  0  0  0  0  0  0  0999 V2000
    1.1611   -0.5583   -1.3417 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7682    0.0719   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0145    0.6957    0.5533 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139    0.8030    0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -0.5113    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831   -0.2450    0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2385   -0.1862   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5930    0.0619   -0.8933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3498    0.2620    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7249    0.5143    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6850    0.2013    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324   -0.0461    1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206   -0.0056   -0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804   -0.6905   -1.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3623   -0.7897   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9849   -0.1761    0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500    0.5347    1.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8806    0.5999    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3391   -0.2690   -2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7535    1.3880    1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7517    1.3807   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609   -1.1737   -0.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -1.0407    1.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413   -0.3442   -1.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1003    0.1064   -1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3335   -0.3061    0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2674    0.3570    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366   -0.0876    2.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4946   -1.1819   -1.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9716   -1.3272   -1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0607   -0.2046    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7187    1.0262    1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828    1.1406    1.6454 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 12  6  1  0
 18 13  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
 10 26  1  0
 11 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
N-(4-Hydroxyphenethyl)benzamide	HMDB
N-Benzoyltyramine	HMDB
N-[2-(4-Hydroxyphenyl)ethyl]benzamide, 9ci	HMDB
N-[2-(4-Hydroxyphenyl)ethyl]benzenecarboximidate	HMDB

Chemical Formula

C₁₅H₁₅NO₂

Average Molecular Weight

241.2851

Monoisotopic Molecular Weight

241.110278729

IUPAC Name

(Z)-N-[2-(4-hydroxyphenyl)ethyl]benzene-1-carboximidic acid

Traditional Name

(Z)-N-[2-(4-hydroxyphenyl)ethyl]benzene-1-carboximidic acid

CAS Registry Number

41859-54-5

SMILES

O\C(=N/CCC1=CC=C(O)C=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H15NO2/c17-14-8-6-12(7-9-14)10-11-16-15(18)13-4-2-1-3-5-13/h1-9,17H,10-11H2,(H,16,18)

InChI Key

MUCNBPCTSRYLCB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029366)
Cytoplasm (HMDB: HMDB0029366)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029366)

Source

Endogenous

Endogenous (HMDB: HMDB0029366)

Plant

Plant (HMDB: HMDB0029366)

Exogenous

Food

Food (HMDB: HMDB0029366)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	161 - 162 °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	0.04 g/L	ALOGPS
logP	2.86	ALOGPS
logP	3.58	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.41	ChemAxon
pKa (Strongest Basic)	4.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	71.9 m³·mol⁻¹	ChemAxon
Polarizability	26.88 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]+	154.875	31661259
DarkChem	[M-H]-	156.525	31661259
DeepCCS	[M+H]+	163.752	30932474
DeepCCS	[M-H]-	161.394	30932474
DeepCCS	[M-2H]-	194.28	30932474
DeepCCS	[M+Na]+	169.845	30932474
AllCCS	[M+H]+	156.3	32859911
AllCCS	[M+H-H2O]+	152.4	32859911
AllCCS	[M+NH4]+	160.0	32859911
AllCCS	[M+Na]+	161.0	32859911
AllCCS	[M-H]-	160.3	32859911
AllCCS	[M+Na-2H]-	160.0	32859911
AllCCS	[M+HCOO]-	159.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-[2-(4-Hydroxyphenyl)ethyl]benzamide	O\C(=N/CCC1=CC=C(O)C=C1)C1=CC=CC=C1	3474.2	Standard polar	33892256
N-[2-(4-Hydroxyphenyl)ethyl]benzamide	O\C(=N/CCC1=CC=C(O)C=C1)C1=CC=CC=C1	2260.5	Standard non polar	33892256
N-[2-(4-Hydroxyphenyl)ethyl]benzamide	O\C(=N/CCC1=CC=C(O)C=C1)C1=CC=CC=C1	2352.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-[2-(4-Hydroxyphenyl)ethyl]benzamide,1TMS,isomer #1	C[Si](C)(C)O/C(=N\CCC1=CC=C(O)C=C1)C1=CC=CC=C1	2349.5	Semi standard non polar	33892256
N-[2-(4-Hydroxyphenyl)ethyl]benzamide,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(CC/N=C(\O)C2=CC=CC=C2)C=C1	2386.1	Semi standard non polar	33892256
N-[2-(4-Hydroxyphenyl)ethyl]benzamide,2TMS,isomer #1	C[Si](C)(C)O/C(=N\CCC1=CC=C(O[Si](C)(C)C)C=C1)C1=CC=CC=C1	2326.8	Semi standard non polar	33892256
N-[2-(4-Hydroxyphenyl)ethyl]benzamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O/C(=N\CCC1=CC=C(O)C=C1)C1=CC=CC=C1	2596.2	Semi standard non polar	33892256
N-[2-(4-Hydroxyphenyl)ethyl]benzamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(CC/N=C(\O)C2=CC=CC=C2)C=C1	2654.1	Semi standard non polar	33892256
N-[2-(4-Hydroxyphenyl)ethyl]benzamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O/C(=N\CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=CC=CC=C1	2764.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4910000000-bb196005310b6ee19d28	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide GC-MS (2 TMS) - 70eV, Positive	splash10-00fr-2935000000-d75510a4cbf006660f2d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 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 - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 10V, Positive-QTOF	splash10-0006-0690000000-24973d24e508f1172105	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 20V, Positive-QTOF	splash10-05g0-0910000000-1b72ef32bdf890fa9c66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 40V, Positive-QTOF	splash10-0pk9-7900000000-c0381b20f4d58d09f6d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 10V, Negative-QTOF	splash10-0006-0290000000-d84aff03709257131687	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 20V, Negative-QTOF	splash10-006x-3970000000-b94140ba20f65ce9a04a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 40V, Negative-QTOF	splash10-002f-9500000000-e0cf163e21e23b29ae42	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 10V, Negative-QTOF	splash10-0006-0090000000-40bcfc16a64c75d2f51f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 20V, Negative-QTOF	splash10-0006-9520000000-5a80f16081a7e7a38b1e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 40V, Negative-QTOF	splash10-002f-9200000000-8ad46336c93111f46ee0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 10V, Positive-QTOF	splash10-00di-1920000000-242e946e603939eead19	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 20V, Positive-QTOF	splash10-00dl-4920000000-6797110c4114d39e9cb5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[2-(4-Hydroxyphenyl)ethyl]benzamide 40V, Positive-QTOF	splash10-004l-9300000000-923869dec0d58e6bfe34	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB000434

KNApSAcK ID

C00053991

Chemspider ID

502117

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

577614

PDB ID

Not Available

ChEBI ID

354566

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 N-[2-(4-Hydroxyphenyl)ethyl]benzamide (HMDB0029366)

MOL for HMDB0029366 (N-[2-(4-Hydroxyphenyl)ethyl]benzamide)

3D MOL for HMDB0029366 (N-[2-(4-Hydroxyphenyl)ethyl]benzamide)

3D SDF for HMDB0029366 (N-[2-(4-Hydroxyphenyl)ethyl]benzamide)

3D-SDF for HMDB0029366 (N-[2-(4-Hydroxyphenyl)ethyl]benzamide)

PDB for HMDB0029366 (N-[2-(4-Hydroxyphenyl)ethyl]benzamide)

3D PDB for HMDB0029366 (N-[2-(4-Hydroxyphenyl)ethyl]benzamide)

SMILES for HMDB0029366 (N-[2-(4-Hydroxyphenyl)ethyl]benzamide)

INCHI for HMDB0029366 (N-[2-(4-Hydroxyphenyl)ethyl]benzamide)

Structure for HMDB0029366 (N-[2-(4-Hydroxyphenyl)ethyl]benzamide)

3D Structure for HMDB0029366 (N-[2-(4-Hydroxyphenyl)ethyl]benzamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra