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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:32:54 UTC

Update Date

2021-09-26 22:52:05 UTC

HMDB ID

HMDB0244386

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-

Description

AD 20, also known as AD-20, belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review a significant number of articles have been published on AD 20. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- 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

HMDB0244386
     RDKit          3D
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.0236   -1.7599   -1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1689   -0.6462   -0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1509   -0.1114    0.4488 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -0.6315    0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4434   -1.6881    0.1764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689    0.1317    1.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1098    0.7778    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0453    2.1654    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789    2.8136   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971    2.0808   -0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595    0.7083   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130    0.0422    0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1844   -1.3345    0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2481   -2.0907   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4546    0.0886   -0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6002    1.1582    0.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5063   -0.3681   -1.2290 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8677   -2.1225   -1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1476   -2.3389   -1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839    0.8031    0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4799   -0.5659    2.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5331    0.8819    2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292    2.7330    0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091    3.8841   -0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689    2.5112   -1.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8385    0.0960   -1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2285   -1.5842    0.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659   -2.1265   -1.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2175   -3.1053    0.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4732   -0.4023   -2.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 12  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 17 30  1  0
M  END


  Mrv1652309102123332D          

 17 17  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244386

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC=C1CC(=O)NC(=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO4/c1-8(12(15)16)13-11(14)7-9-5-3-4-6-10(9)17-2/h3-6H,1,7H2,2H3,(H,13,14)(H,15,16)

> <INCHI_KEY>
JJLSSLSXTRMIGR-UHFFFAOYSA-N

> <FORMULA>
C12H13NO4

> <MOLECULAR_WEIGHT>
235.239

> <EXACT_MASS>
235.084457903

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.409060605441358

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-(2-methoxyphenyl)acetamido]prop-2-enoic acid

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
0.8726238573333333

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.892555251320758

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9620160563913385

> <JCHEM_PKA_STRONGEST_BASIC>
-4.836107210160201

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
61.54520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-(2-methoxyphenyl)acetamido]prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244386
     RDKit          3D
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.0236   -1.7599   -1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1689   -0.6462   -0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1509   -0.1114    0.4488 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -0.6315    0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4434   -1.6881    0.1764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689    0.1317    1.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1098    0.7778    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0453    2.1654    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789    2.8136   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971    2.0808   -0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595    0.7083   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130    0.0422    0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1844   -1.3345    0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2481   -2.0907   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4546    0.0886   -0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6002    1.1582    0.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5063   -0.3681   -1.2290 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8677   -2.1225   -1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1476   -2.3389   -1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839    0.8031    0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4799   -0.5659    2.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5331    0.8819    2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292    2.7330    0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091    3.8841   -0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689    2.5112   -1.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8385    0.0960   -1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2285   -1.5842    0.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659   -2.1265   -1.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2175   -3.1053    0.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4732   -0.4023   -2.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 12  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0244386
HETATM    1  C1  UNL     1       3.024  -1.760  -1.014  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.169  -0.646  -0.352  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.151  -0.111   0.449  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.889  -0.631   0.668  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.443  -1.688   0.176  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.069   0.132   1.584  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.110   0.778   0.740  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.045   2.165   0.521  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.979   2.814  -0.246  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.997   2.081  -0.811  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.059   0.708  -0.594  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.113   0.042   0.187  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.184  -1.334   0.397  1.00  0.00           O  
HETATM   14  C11 UNL     1      -3.248  -2.091  -0.194  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.455   0.089  -0.456  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.600   1.158   0.174  1.00  0.00           O  
HETATM   17  O4  UNL     1       5.506  -0.368  -1.229  1.00  0.00           O  
HETATM   18  H1  UNL     1       3.868  -2.122  -1.626  1.00  0.00           H  
HETATM   19  H2  UNL     1       2.148  -2.339  -1.011  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.384   0.803   0.949  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.480  -0.566   2.339  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.533   0.882   2.108  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.229   2.733   0.967  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.909   3.884  -0.398  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.769   2.511  -1.425  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.839   0.096  -1.016  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.229  -1.584   0.029  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.166  -2.126  -1.301  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.217  -3.105   0.248  1.00  0.00           H  
HETATM   30  H13 UNL     1       5.473  -0.402  -2.244  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3   15
CONECT    3    4   20
CONECT    4    5    5    6
CONECT    6    7   21   22
CONECT    7    8    8   12
CONECT    8    9   23
CONECT    9   10   10   24
CONECT   10   11   25
CONECT   11   12   12   26
CONECT   12   13
CONECT   13   14
CONECT   14   27   28   29
CONECT   15   16   16   17
CONECT   17   30
END

HMDB0244386
     RDKit          3D
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.0236   -1.7599   -1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1689   -0.6462   -0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1509   -0.1114    0.4488 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -0.6315    0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4434   -1.6881    0.1764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689    0.1317    1.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1098    0.7778    0.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0453    2.1654    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789    2.8136   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9971    2.0808   -0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595    0.7083   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130    0.0422    0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1844   -1.3345    0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2481   -2.0907   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4546    0.0886   -0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6002    1.1582    0.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5063   -0.3681   -1.2290 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8677   -2.1225   -1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1476   -2.3389   -1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839    0.8031    0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4799   -0.5659    2.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5331    0.8819    2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292    2.7330    0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9091    3.8841   -0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7689    2.5112   -1.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8385    0.0960   -1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2285   -1.5842    0.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1659   -2.1265   -1.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2175   -3.1053    0.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4732   -0.4023   -2.2445 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 12  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 17 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
AD-20	MeSH
N-(2-Methoxyphenylacetyl)dehydroalanine	MeSH

Chemical Formula

C₁₂H₁₃NO₄

Average Molecular Weight

235.239

Monoisotopic Molecular Weight

235.084457903

IUPAC Name

2-[2-(2-methoxyphenyl)acetamido]prop-2-enoic acid

Traditional Name

2-[2-(2-methoxyphenyl)acetamido]prop-2-enoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=CC=C1CC(=O)NC(=C)C(O)=O

InChI Identifier

InChI=1S/C12H13NO4/c1-8(12(15)16)13-11(14)7-9-5-3-4-6-10(9)17-2/h3-6H,1,7H2,2H3,(H,13,14)(H,15,16)

InChI Key

JJLSSLSXTRMIGR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Phenylacetamide
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
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)

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	1.69	ALOGPS
logP	0.87	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.96	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.63 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	61.55 m³·mol⁻¹	ChemAxon
Polarizability	23.41 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	149.596	30932474
DeepCCS	[M-H]-	147.238	30932474
DeepCCS	[M-2H]-	181.742	30932474
DeepCCS	[M+Na]+	157.012	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-	COC1=CC=CC=C1CC(=O)NC(=C)C(O)=O	3050.7	Standard polar	33892256
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-	COC1=CC=CC=C1CC(=O)NC(=C)C(O)=O	1513.0	Standard non polar	33892256
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-	COC1=CC=CC=C1CC(=O)NC(=C)C(O)=O	1978.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-,2TMS,isomer #1	C=C(C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=CC=C1OC)[Si](C)(C)C	2069.4	Semi standard non polar	33892256
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-,2TMS,isomer #1	C=C(C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=CC=C1OC)[Si](C)(C)C	2081.5	Standard non polar	33892256
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-,2TMS,isomer #1	C=C(C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=CC=C1OC)[Si](C)(C)C	2502.1	Standard polar	33892256
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-,2TBDMS,isomer #1	C=C(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=CC=C1OC)[Si](C)(C)C(C)(C)C	2519.3	Semi standard non polar	33892256
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-,2TBDMS,isomer #1	C=C(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=CC=C1OC)[Si](C)(C)C(C)(C)C	2490.3	Standard non polar	33892256
2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-,2TBDMS,isomer #1	C=C(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=CC=C1OC)[Si](C)(C)C(C)(C)C	2734.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- GC-MS (Non-derivatized) - 70eV, Positive	splash10-0076-9710000000-0eb90df8dd2bfee6168b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- 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 - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- 10V, Positive-QTOF	splash10-05g0-2940000000-9495787bae65d8b80025	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- 20V, Positive-QTOF	splash10-00di-1900000000-44c5fd560cd00308ba4b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- 40V, Positive-QTOF	splash10-006x-9500000000-2cf7e2cfd635f23fa665	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- 10V, Negative-QTOF	splash10-00el-2920000000-84a4291d684af02c4e92	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- 20V, Negative-QTOF	splash10-0abc-4900000000-9eee79bd527359a55f85	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- 40V, Negative-QTOF	splash10-0avl-9500000000-15d365d54efe016f3a29	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

140234

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

AD 20

METLIN ID

Not Available

PubChem Compound

159468

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 2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)- (HMDB0244386)

MOL for HMDB0244386 (2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-)

3D MOL for HMDB0244386 (2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-)

3D SDF for HMDB0244386 (2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-)

3D-SDF for HMDB0244386 (2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-)

PDB for HMDB0244386 (2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-)

3D PDB for HMDB0244386 (2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-)

SMILES for HMDB0244386 (2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-)

INCHI for HMDB0244386 (2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-)

Structure for HMDB0244386 (2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-)

3D Structure for HMDB0244386 (2-Propenoic acid, 2-(((2-methoxyphenyl)acetyl)amino)-)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra