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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:56:28 UTC

Update Date

2021-09-26 23:08:38 UTC

HMDB ID

HMDB0254563

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methyl 2-amino-3-(1H-indol-3-yl)propanoate

Description

Methyl 2-amino-3-(1H-indol-3-yl)propanoate, also known as methyl tryptophan or tryptophan methyl ester, belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Based on a literature review very few articles have been published on Methyl 2-amino-3-(1H-indol-3-yl)propanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Methyl 2-amino-3-(1h-indol-3-yl)propanoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Methyl 2-amino-3-(1H-indol-3-yl)propanoate 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

HMDB0254563
     RDKit          3D
Methyl 2-amino-3-(1H-indol-3-yl)propanoate
 30 31  0  0  0  0  0  0  0  0999 V2000
    5.2016    0.8289    0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688    0.3388   -0.3357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938   -0.1866    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201   -0.2321    1.7232 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7126   -0.6878   -0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7028   -0.5225   -1.4672 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5557    0.0877    0.5442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7291   -0.4005    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0002   -1.4292   -0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -1.5171   -1.0242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9421   -0.5912   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2986   -0.2882   -0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    0.7319    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6872    1.4319    1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3416    1.1400    1.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639    0.1119    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4372    0.6228    1.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3178    1.9252   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9885    0.3316   -0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537   -1.7538    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462   -1.2724   -1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0156    0.4380   -1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067    0.0434    1.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751    1.1502    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326   -2.0381   -1.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7814   -2.2299   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9918   -0.8939   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7124    0.9469    0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9674    2.2323    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5603    1.6818    1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
M  END


  Mrv1652309112115562D          

 16 17  0  0  0  0            999 V2000
    2.7791   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -0.4096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080   -1.6471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9225   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3514   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4377    0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2446    0.5824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571   -0.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4641   -0.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7190   -1.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1670   -1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3600   -1.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051   -0.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9225    0.4154    0.0000 N   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  7 15  1  0  0  0  0
  5 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254563

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C(N)CC1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2O2/c1-16-12(15)10(13)6-8-7-14-11-5-3-2-4-9(8)11/h2-5,7,10,14H,6,13H2,1H3

> <INCHI_KEY>
KCUNTYMNJVXYKZ-UHFFFAOYSA-N

> <FORMULA>
C12H14N2O2

> <MOLECULAR_WEIGHT>
218.256

> <EXACT_MASS>
218.105527699

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.381972751361435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-amino-3-(1H-indol-3-yl)propanoate

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.3222711020000006

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.14566965962109

> <JCHEM_PKA_STRONGEST_BASIC>
6.917457895433931

> <JCHEM_POLAR_SURFACE_AREA>
68.11

> <JCHEM_REFRACTIVITY>
60.97190000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-amino-3-(1H-indol-3-yl)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254563
     RDKit          3D
Methyl 2-amino-3-(1H-indol-3-yl)propanoate
 30 31  0  0  0  0  0  0  0  0999 V2000
    5.2016    0.8289    0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688    0.3388   -0.3357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938   -0.1866    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201   -0.2321    1.7232 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7126   -0.6878   -0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7028   -0.5225   -1.4672 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5557    0.0877    0.5442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7291   -0.4005    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0002   -1.4292   -0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -1.5171   -1.0242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9421   -0.5912   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2986   -0.2882   -0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    0.7319    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6872    1.4319    1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3416    1.1400    1.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639    0.1119    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4372    0.6228    1.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3178    1.9252   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9885    0.3316   -0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537   -1.7538    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462   -1.2724   -1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0156    0.4380   -1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067    0.0434    1.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751    1.1502    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326   -2.0381   -1.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7814   -2.2299   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9918   -0.8939   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7124    0.9469    0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9674    2.2323    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5603    1.6818    1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  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       5.188  -1.535   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.521  -0.765   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.855  -1.535   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.855  -3.075   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.189  -0.765   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.522  -1.535   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.856  -0.765   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.017   0.767   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      13.523   1.087   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      14.293  -0.246   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.800  -0.567   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.276  -2.031   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.245  -3.176   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.739  -2.856   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.263  -1.391   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       9.189   0.775   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10    7                                                  
CONECT   16    5                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0254563
HETATM    1  C1  UNL     1       5.202   0.829   0.096  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.969   0.339  -0.336  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.994  -0.187   0.493  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.220  -0.232   1.723  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.713  -0.688  -0.025  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.703  -0.522  -1.467  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.556   0.088   0.544  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.729  -0.401   0.037  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.000  -1.429  -0.852  1.00  0.00           C  
HETATM   10  N2  UNL     1      -2.322  -1.517  -1.024  1.00  0.00           N  
HETATM   11  C7  UNL     1      -2.942  -0.591  -0.288  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.299  -0.288  -0.132  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.665   0.732   0.702  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.687   1.432   1.366  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.342   1.140   1.219  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.964   0.112   0.378  1.00  0.00           C  
HETATM   17  H1  UNL     1       5.437   0.623   1.149  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.318   1.925  -0.128  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.988   0.332  -0.535  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.554  -1.754   0.251  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.246  -1.272  -1.944  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.016   0.438  -1.702  1.00  0.00           H  
HETATM   23  H7  UNL     1       0.607   0.043   1.635  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.675   1.150   0.233  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.233  -2.038  -1.310  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.781  -2.230  -1.660  1.00  0.00           H  
HETATM   27  H11 UNL     1      -4.992  -0.894  -0.695  1.00  0.00           H  
HETATM   28  H12 UNL     1      -5.712   0.947   0.807  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.967   2.232   2.021  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.560   1.682   1.734  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    7   20
CONECT    6   21   22
CONECT    7    8   23   24
CONECT    8    9    9   16
CONECT    9   10   25
CONECT   10   11   26
CONECT   11   12   12   16
CONECT   12   13   27
CONECT   13   14   14   28
CONECT   14   15   29
CONECT   15   16   16   30
END

HMDB0254563
     RDKit          3D
Methyl 2-amino-3-(1H-indol-3-yl)propanoate
 30 31  0  0  0  0  0  0  0  0999 V2000
    5.2016    0.8289    0.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688    0.3388   -0.3357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938   -0.1866    0.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201   -0.2321    1.7232 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7126   -0.6878   -0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7028   -0.5225   -1.4672 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5557    0.0877    0.5442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7291   -0.4005    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0002   -1.4292   -0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3224   -1.5171   -1.0242 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9421   -0.5912   -0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2986   -0.2882   -0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6651    0.7319    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6872    1.4319    1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3416    1.1400    1.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639    0.1119    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4372    0.6228    1.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3178    1.9252   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9885    0.3316   -0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5537   -1.7538    0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2462   -1.2724   -1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0156    0.4380   -1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067    0.0434    1.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6751    1.1502    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326   -2.0381   -1.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7814   -2.2299   -1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9918   -0.8939   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7124    0.9469    0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9674    2.2323    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5603    1.6818    1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  9 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 2-amino-3-(1H-indol-3-yl)propanoic acid	Generator
Methyl tryptophan	MeSH
Methyl tryptophan monohydrochloride, (D-TRP)-isomer	MeSH
Methyl tryptophan monohydrochloride, (DL-TRP)-isomer	MeSH
Methyl tryptophan monohydrochloride, (L-TRP)-isomer	MeSH
Methyl tryptophan, (D-TRP)-isomer	MeSH
Methyl tryptophan, (L-TRP)-isomer	MeSH
Tryptophan methyl ester	MeSH

Chemical Formula

C₁₂H₁₄N₂O₂

Average Molecular Weight

218.256

Monoisotopic Molecular Weight

218.105527699

IUPAC Name

methyl 2-amino-3-(1H-indol-3-yl)propanoate

Traditional Name

methyl 2-amino-3-(1H-indol-3-yl)propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(N)CC1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C12H14N2O2/c1-16-12(15)10(13)6-8-7-14-11-5-3-2-4-9(8)11/h2-5,7,10,14H,6,13H2,1H3

InChI Key

KCUNTYMNJVXYKZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Indolyl carboxylic acid derivative
3-alkylindole
Indole
Indole or derivatives
Fatty acid ester
Aralkylamine
Substituted pyrrole
Benzenoid
Fatty acyl
Heteroaromatic compound
Methyl ester
Pyrrole
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Amine
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Carbonyl group
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.44	ALOGPS
logP	1.32	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	16.15	ChemAxon
pKa (Strongest Basic)	6.92	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.11 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.97 m³·mol⁻¹	ChemAxon
Polarizability	23.38 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-2H]-	180.012	30932474
DeepCCS	[M+Na]+	155.354	30932474
AllCCS	[M+H]+	151.2	32859911
AllCCS	[M+H-H2O]+	147.5	32859911
AllCCS	[M+NH4]+	154.7	32859911
AllCCS	[M+Na]+	155.7	32859911
AllCCS	[M-H]-	151.7	32859911
AllCCS	[M+Na-2H]-	151.9	32859911
AllCCS	[M+HCOO]-	152.2	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TMS,isomer #1	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C	2109.8	Semi standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TMS,isomer #1	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C	2056.9	Standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TMS,isomer #1	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C	2848.7	Standard polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TMS,isomer #2	COC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12	2103.8	Semi standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TMS,isomer #2	COC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12	2114.0	Standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TMS,isomer #2	COC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12	2968.2	Standard polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C	2118.2	Semi standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C	2157.7	Standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C	2570.2	Standard polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TMS,isomer #2	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2293.6	Semi standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TMS,isomer #2	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2225.1	Standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TMS,isomer #2	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2697.1	Standard polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,3TMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2357.3	Semi standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,3TMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2299.3	Standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,3TMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2512.7	Standard polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TBDMS,isomer #1	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C	2335.0	Semi standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TBDMS,isomer #1	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C	2272.5	Standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TBDMS,isomer #1	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C	2905.4	Standard polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TBDMS,isomer #2	COC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2327.1	Semi standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TBDMS,isomer #2	COC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2324.9	Standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,1TBDMS,isomer #2	COC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	3003.3	Standard polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TBDMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C	2523.3	Semi standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TBDMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C	2587.9	Standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TBDMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C	2755.3	Standard polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TBDMS,isomer #2	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2739.8	Semi standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TBDMS,isomer #2	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2658.8	Standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,2TBDMS,isomer #2	COC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2808.4	Standard polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,3TBDMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2962.0	Semi standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,3TBDMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2905.1	Standard non polar	33892256
Methyl 2-amino-3-(1H-indol-3-yl)propanoate,3TBDMS,isomer #1	COC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2768.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-amino-3-(1H-indol-3-yl)propanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2900000000-1356a59e2fecf462b270	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-amino-3-(1H-indol-3-yl)propanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-amino-3-(1H-indol-3-yl)propanoate 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 - Methyl 2-amino-3-(1H-indol-3-yl)propanoate 10V, Positive-QTOF	splash10-0lec-0970000000-4cfe6dfdb4046216dadb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-amino-3-(1H-indol-3-yl)propanoate 20V, Positive-QTOF	splash10-00lr-1910000000-f74b0e1a57b1e4b420f0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-amino-3-(1H-indol-3-yl)propanoate 40V, Positive-QTOF	splash10-00kf-4900000000-c2f22e9b1cfba0c30acd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-amino-3-(1H-indol-3-yl)propanoate 10V, Negative-QTOF	splash10-014i-0980000000-bc6705d9ff9b9f1e9bd2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-amino-3-(1H-indol-3-yl)propanoate 20V, Negative-QTOF	splash10-014i-0900000000-9273bdc1897c8021f592	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-amino-3-(1H-indol-3-yl)propanoate 40V, Negative-QTOF	splash10-014i-0900000000-a37c12a63cad1eb39ac8	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

108990

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122205

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 Methyl 2-amino-3-(1H-indol-3-yl)propanoate (HMDB0254563)

MOL for HMDB0254563 (Methyl 2-amino-3-(1H-indol-3-yl)propanoate)

3D MOL for HMDB0254563 (Methyl 2-amino-3-(1H-indol-3-yl)propanoate)

3D SDF for HMDB0254563 (Methyl 2-amino-3-(1H-indol-3-yl)propanoate)

3D-SDF for HMDB0254563 (Methyl 2-amino-3-(1H-indol-3-yl)propanoate)

PDB for HMDB0254563 (Methyl 2-amino-3-(1H-indol-3-yl)propanoate)

3D PDB for HMDB0254563 (Methyl 2-amino-3-(1H-indol-3-yl)propanoate)

SMILES for HMDB0254563 (Methyl 2-amino-3-(1H-indol-3-yl)propanoate)

INCHI for HMDB0254563 (Methyl 2-amino-3-(1H-indol-3-yl)propanoate)

Structure for HMDB0254563 (Methyl 2-amino-3-(1H-indol-3-yl)propanoate)

3D Structure for HMDB0254563 (Methyl 2-amino-3-(1H-indol-3-yl)propanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra