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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:13:17 UTC

Update Date

2021-09-26 22:55:04 UTC

HMDB ID

HMDB0246185

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Benzoyl-L-tyrosine ethyl ester

Description

N-Benzoyl-L-tyrosine ethyl ester belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review a significant number of articles have been published on N-Benzoyl-L-tyrosine ethyl ester. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-benzoyl-l-tyrosine ethyl ester is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Benzoyl-L-tyrosine ethyl ester is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0246185
     RDKit          3D
N-Benzoyl-L-tyrosine ethyl ester
 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.6438   -3.5681   -1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0046   -3.9979    0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004   -2.9293    0.8281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5299   -2.0501    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0615   -2.2140   -0.7584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934   -0.9690    1.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481   -0.0892    1.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9106    0.5662    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9738   -0.0219   -0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5902    0.5826   -1.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249    1.8231   -1.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7378    2.4407   -2.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0729    2.4474   -0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4989    1.8060    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9286   -0.1344    0.7077 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006    0.0120    1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271   -0.6047    2.3835 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2503    0.8403    0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172    1.5569   -0.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1457    2.3326   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3589    2.4224   -0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092    1.7105    0.8769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795    0.9412    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7594   -3.4680   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7825   -4.5068    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2245   -4.7337   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338   -1.4003    2.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9864   -0.7127    2.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8591    0.6485    2.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3427   -0.9828    0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4250    0.1310   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4162    3.3449   -2.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7474    3.4199   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626    2.2956    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    0.3552   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1610    1.4981   -0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    2.8971   -1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1714    3.0383   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4602    1.7690    1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020    0.3752    2.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
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 14  8  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
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  2 27  1  0
  2 28  1  0
  6 29  1  0
  7 30  1  0
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 13 35  1  0
 14 36  1  0
 15 37  1  0
 19 38  1  0
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 22 41  1  0
 23 42  1  0
M  END

  Mrv1652309112101132D          

 23 24  0  0  0  0            999 V2000
   -0.7145   -1.2375    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
    0.0000   -2.4750    0.0000 O   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
   -0.7145   -3.7125    0.0000 O   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
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
   -2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 N   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
    0.7145   -2.0625    0.0000 O   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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
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 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
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 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246185

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO4/c1-2-23-18(22)16(12-13-8-10-15(20)11-9-13)19-17(21)14-6-4-3-5-7-14/h3-11,16,20H,2,12H2,1H3,(H,19,21)

> <INCHI_KEY>
SRLROPAFMUDDRC-UHFFFAOYSA-N

> <FORMULA>
C18H19NO4

> <MOLECULAR_WEIGHT>
313.353

> <EXACT_MASS>
313.131408096

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.27273051828722

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 3-(4-hydroxyphenyl)-2-(phenylformamido)propanoate

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
2.9497727833333336

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.021306259090494

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.503926148343668

> <JCHEM_PKA_STRONGEST_BASIC>
-1.343770236827781

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
86.72920000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 3-(4-hydroxyphenyl)-2-(phenylformamido)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246185
     RDKit          3D
N-Benzoyl-L-tyrosine ethyl ester
 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.6438   -3.5681   -1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0046   -3.9979    0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004   -2.9293    0.8281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5299   -2.0501    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0615   -2.2140   -0.7584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934   -0.9690    1.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481   -0.0892    1.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9106    0.5662    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9738   -0.0219   -0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5902    0.5826   -1.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249    1.8231   -1.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7378    2.4407   -2.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0729    2.4474   -0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4989    1.8060    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9286   -0.1344    0.7077 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006    0.0120    1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271   -0.6047    2.3835 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2503    0.8403    0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172    1.5569   -0.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1457    2.3326   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3589    2.4224   -0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092    1.7105    0.8769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795    0.9412    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7594   -3.4680   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384   -2.5801   -1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4070   -4.2919   -2.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7825   -4.5068    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2245   -4.7337   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338   -1.4003    2.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9864   -0.7127    2.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8591    0.6485    2.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3427   -0.9828    0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4250    0.1310   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4162    3.3449   -2.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7474    3.4199   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626    2.2956    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    0.3552   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1610    1.4981   -0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    2.8971   -1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1714    3.0383   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4602    1.7690    1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020    0.3752    2.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 14  8  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   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  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667 -10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       2.667  -6.160   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334  -3.850   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11                                                            
CONECT   15    6   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0246185
HETATM    1  C1  UNL     1      -2.644  -3.568  -1.216  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.005  -3.998   0.066  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.500  -2.929   0.828  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.530  -2.050   0.397  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.062  -2.214  -0.758  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.093  -0.969   1.308  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.248  -0.089   1.735  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.911   0.566   0.575  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.974  -0.022  -0.100  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.590   0.583  -1.175  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.125   1.823  -1.590  1.00  0.00           C  
HETATM   12  O3  UNL     1      -3.738   2.441  -2.671  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.073   2.447  -0.953  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.499   1.806   0.105  1.00  0.00           C  
HETATM   15  N1  UNL     1       0.929  -0.134   0.708  1.00  0.00           N  
HETATM   16  C12 UNL     1       2.201   0.012   1.307  1.00  0.00           C  
HETATM   17  O4  UNL     1       2.427  -0.605   2.383  1.00  0.00           O  
HETATM   18  C13 UNL     1       3.250   0.840   0.734  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.117   1.557  -0.432  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.146   2.333  -0.940  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.359   2.422  -0.293  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.509   1.710   0.877  1.00  0.00           C  
HETATM   23  C18 UNL     1       4.479   0.941   1.374  1.00  0.00           C  
HETATM   24  H1  UNL     1      -3.759  -3.468  -1.079  1.00  0.00           H  
HETATM   25  H2  UNL     1      -2.238  -2.580  -1.528  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.407  -4.292  -2.010  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.782  -4.507   0.702  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.225  -4.734  -0.141  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.334  -1.400   2.234  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.986  -0.713   2.299  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.859   0.648   2.466  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.343  -0.983   0.213  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.425   0.131  -1.712  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.416   3.345  -2.992  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.747   3.420  -1.320  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.663   2.296   0.616  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.677   0.355  -0.193  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.161   1.498  -0.960  1.00  0.00           H  
HETATM   39  H16 UNL     1       4.019   2.897  -1.872  1.00  0.00           H  
HETATM   40  H17 UNL     1       6.171   3.038  -0.699  1.00  0.00           H  
HETATM   41  H18 UNL     1       6.460   1.769   1.401  1.00  0.00           H  
HETATM   42  H19 UNL     1       4.602   0.375   2.306  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   15   29
CONECT    7    8   30   31
CONECT    8    9    9   14
CONECT    9   10   32
CONECT   10   11   11   33
CONECT   11   12   13
CONECT   12   34
CONECT   13   14   14   35
CONECT   14   36
CONECT   15   16   37
CONECT   16   17   17   18
CONECT   18   19   19   23
CONECT   19   20   38
CONECT   20   21   21   39
CONECT   21   22   40
CONECT   22   23   23   41
CONECT   23   42
END

HMDB0246185
     RDKit          3D
N-Benzoyl-L-tyrosine ethyl ester
 42 43  0  0  0  0  0  0  0  0999 V2000
   -2.6438   -3.5681   -1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0046   -3.9979    0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5004   -2.9293    0.8281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5299   -2.0501    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0615   -2.2140   -0.7584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0934   -0.9690    1.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481   -0.0892    1.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9106    0.5662    0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9738   -0.0219   -0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5902    0.5826   -1.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249    1.8231   -1.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7378    2.4407   -2.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0729    2.4474   -0.9531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4989    1.8060    0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9286   -0.1344    0.7077 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006    0.0120    1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271   -0.6047    2.3835 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2503    0.8403    0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172    1.5569   -0.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1457    2.3326   -0.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3589    2.4224   -0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092    1.7105    0.8769 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795    0.9412    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7594   -3.4680   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2384   -2.5801   -1.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4070   -4.2919   -2.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7825   -4.5068    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2245   -4.7337   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338   -1.4003    2.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9864   -0.7127    2.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8591    0.6485    2.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3427   -0.9828    0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4250    0.1310   -1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4162    3.3449   -2.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7474    3.4199   -1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626    2.2956    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    0.3552   -0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1610    1.4981   -0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    2.8971   -1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1714    3.0383   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4602    1.7690    1.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020    0.3752    2.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 14  8  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Benzoyltyrosine ethyl ester	HMDB

Chemical Formula

C₁₈H₁₉NO₄

Average Molecular Weight

313.353

Monoisotopic Molecular Weight

313.131408096

IUPAC Name

ethyl 3-(4-hydroxyphenyl)-2-(phenylformamido)propanoate

Traditional Name

ethyl 3-(4-hydroxyphenyl)-2-(phenylformamido)propanoate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C(CC1=CC=C(O)C=C1)NC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H19NO4/c1-2-23-18(22)16(12-13-8-10-15(20)11-9-13)19-17(21)14-6-4-3-5-7-14/h3-11,16,20H,2,12H2,1H3,(H,19,21)

InChI Key

SRLROPAFMUDDRC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
Hippuric acid or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid ester
Amphetamine or derivatives
Benzoic acid or derivatives
Benzamide
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Secondary carboxylic acid amide
Carboxamide group
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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
logP	2.83	ALOGPS
logP	2.95	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.63 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	86.73 m³·mol⁻¹	ChemAxon
Polarizability	33.27 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
DeepCCS	[M+H]+	178.312	30932474
DeepCCS	[M-H]-	175.955	30932474
DeepCCS	[M-2H]-	209.707	30932474
DeepCCS	[M+Na]+	184.933	30932474
AllCCS	[M+H]+	174.8	32859911
AllCCS	[M+H-H2O]+	171.5	32859911
AllCCS	[M+NH4]+	177.9	32859911
AllCCS	[M+Na]+	178.8	32859911
AllCCS	[M-H]-	176.4	32859911
AllCCS	[M+Na-2H]-	176.2	32859911
AllCCS	[M+HCOO]-	176.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Benzoyl-L-tyrosine ethyl ester	CCOC(=O)C(CC1=CC=C(O)C=C1)NC(=O)C1=CC=CC=C1	3562.3	Standard polar	33892256
N-Benzoyl-L-tyrosine ethyl ester	CCOC(=O)C(CC1=CC=C(O)C=C1)NC(=O)C1=CC=CC=C1	2443.9	Standard non polar	33892256
N-Benzoyl-L-tyrosine ethyl ester	CCOC(=O)C(CC1=CC=C(O)C=C1)NC(=O)C1=CC=CC=C1	2739.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Benzoyl-L-tyrosine ethyl ester,2TMS,isomer #1	CCOC(=O)C(CC1=CC=C(O[Si](C)(C)C)C=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	2646.4	Semi standard non polar	33892256
N-Benzoyl-L-tyrosine ethyl ester,2TMS,isomer #1	CCOC(=O)C(CC1=CC=C(O[Si](C)(C)C)C=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	2465.3	Standard non polar	33892256
N-Benzoyl-L-tyrosine ethyl ester,2TMS,isomer #1	CCOC(=O)C(CC1=CC=C(O[Si](C)(C)C)C=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	3130.9	Standard polar	33892256
N-Benzoyl-L-tyrosine ethyl ester,2TBDMS,isomer #1	CCOC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3130.9	Semi standard non polar	33892256
N-Benzoyl-L-tyrosine ethyl ester,2TBDMS,isomer #1	CCOC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2870.1	Standard non polar	33892256
N-Benzoyl-L-tyrosine ethyl ester,2TBDMS,isomer #1	CCOC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3311.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-2790000000-14e03ad25b6304195a76	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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-Benzoyl-L-tyrosine ethyl ester 10V, Positive-QTOF	splash10-03xr-0379000000-0fd387bd5b41c383c17f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester 20V, Positive-QTOF	splash10-0a4i-1910000000-514d5a2239b827c9bb3b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester 40V, Positive-QTOF	splash10-056r-9700000000-cbcf39a0f21fe62794fd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester 10V, Negative-QTOF	splash10-03di-0339000000-1ff7b44d17edd0695fdd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester 20V, Negative-QTOF	splash10-01u0-3930000000-7e8da20276560b712ece	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Benzoyl-L-tyrosine ethyl ester 40V, Negative-QTOF	splash10-003u-7900000000-2fdf328f69320fef83cc	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

221945

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

253239

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-Benzoyl-L-tyrosine ethyl ester (HMDB0246185)

MOL for HMDB0246185 (N-Benzoyl-L-tyrosine ethyl ester)

3D MOL for HMDB0246185 (N-Benzoyl-L-tyrosine ethyl ester)

3D SDF for HMDB0246185 (N-Benzoyl-L-tyrosine ethyl ester)

3D-SDF for HMDB0246185 (N-Benzoyl-L-tyrosine ethyl ester)

PDB for HMDB0246185 (N-Benzoyl-L-tyrosine ethyl ester)

3D PDB for HMDB0246185 (N-Benzoyl-L-tyrosine ethyl ester)

SMILES for HMDB0246185 (N-Benzoyl-L-tyrosine ethyl ester)

INCHI for HMDB0246185 (N-Benzoyl-L-tyrosine ethyl ester)

Structure for HMDB0246185 (N-Benzoyl-L-tyrosine ethyl ester)

3D Structure for HMDB0246185 (N-Benzoyl-L-tyrosine ethyl ester)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra