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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:55:11 UTC

Update Date

2022-11-23 22:13:43 UTC

HMDB ID

HMDB0253470

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Indolepropionylglycine

Description

Indolepropionylglycine 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 small amount of articles have been published on Indolepropionylglycine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Indolepropionylglycine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Indolepropionylglycine 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

HMDB0253470
     RDKit          3D
indolepropionylglycine
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.4540   -0.7526   -0.2310 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1255    0.4319   -0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0502    1.3313    0.4392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7509    0.8675   -0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707   -0.2367   -0.8064 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5869   -0.1173   -1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0974    1.0270   -1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7950   -1.2351   -1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411   -0.9722   -1.9586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560   -0.5232   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7450    0.7593   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5416    0.7021    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    1.6704    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659    1.2972    2.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226   -0.0540    2.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4618   -1.0388    2.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143   -0.6279    1.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0639   -1.3352    0.0807 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0006    1.2649    0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3313    1.2561    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087    1.7087   -1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3805   -1.1954   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2641   -1.5471   -2.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -2.1212   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -0.2774   -2.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0522   -1.9527   -2.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    1.7098   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554    2.7002    1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3079    2.0506    3.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6198   -0.3211    3.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000   -2.0753    2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0325   -2.3938    0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 10  1  0
 17 12  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 18 32  1  0
M  END


  Mrv1652309112113552D          

 18 19  0  0  0  0            999 V2000
   -0.6157    1.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0282    1.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6157    2.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093    2.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218    1.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2093    1.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    2.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5150    2.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    3.1807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295    3.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9440    2.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584    3.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584    4.0827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3729    2.8452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0874    3.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8019    2.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5163    3.2577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8019    2.0202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253470

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C13H14N2O3/c16-12(14-8-13(17)18)6-5-10-7-9-3-1-2-4-11(9)15-10/h1-4,7,15H,5-6,8H2,(H,14,16)(H,17,18)

> <INCHI_KEY>
COLDUSPSCVUKRD-UHFFFAOYSA-N

> <FORMULA>
C13H14N2O3

> <MOLECULAR_WEIGHT>
246.266

> <EXACT_MASS>
246.100442319

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
25.934230928345926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[3-(1H-indol-2-yl)propanamido]acetic acid

> <ALOGPS_LOGP>
1.29

> <JCHEM_LOGP>
0.8131351873333332

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.64863923736209

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.979574152505801

> <JCHEM_PKA_STRONGEST_BASIC>
-2.099827707340003

> <JCHEM_POLAR_SURFACE_AREA>
82.19

> <JCHEM_REFRACTIVITY>
65.88810000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3-(1H-indol-2-yl)propanamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253470
     RDKit          3D
indolepropionylglycine
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.4540   -0.7526   -0.2310 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1255    0.4319   -0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0502    1.3313    0.4392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7509    0.8675   -0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707   -0.2367   -0.8064 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5869   -0.1173   -1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0974    1.0270   -1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7950   -1.2351   -1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411   -0.9722   -1.9586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560   -0.5232   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7450    0.7593   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5416    0.7021    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    1.6704    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659    1.2972    2.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226   -0.0540    2.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4618   -1.0388    2.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143   -0.6279    1.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0639   -1.3352    0.0807 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0006    1.2649    0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3313    1.2561    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087    1.7087   -1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3805   -1.1954   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2641   -1.5471   -2.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -2.1212   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -0.2774   -2.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0522   -1.9527   -2.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    1.7098   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554    2.7002    1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3079    2.0506    3.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6198   -0.3211    3.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000   -2.0753    2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0325   -2.3938    0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 10  1  0
 17 12  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 18 32  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      -1.149   2.126   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.919   3.459   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.149   4.793   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.391   4.793   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.161   3.459   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.391   2.126   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   3.779   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.828   5.311   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.421   5.937   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.162   6.081   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.495   5.311   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.829   6.081   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.829   7.621   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       8.163   5.311   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       9.496   6.081   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.830   5.311   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.164   6.081   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.830   3.771   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0253470
HETATM    1  O1  UNL     1       5.454  -0.753  -0.231  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.125   0.432  -0.038  1.00  0.00           C  
HETATM    3  O2  UNL     1       6.050   1.331   0.439  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.751   0.868  -0.321  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.971  -0.237  -0.806  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.587  -0.117  -1.168  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.097   1.027  -1.030  1.00  0.00           O  
HETATM    8  C4  UNL     1       0.795  -1.235  -1.660  1.00  0.00           C  
HETATM    9  C5  UNL     1      -0.641  -0.972  -1.959  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.456  -0.523  -0.817  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.745   0.759  -0.433  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.542   0.702   0.718  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.114   1.670   1.520  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.866   1.297   2.616  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.023  -0.054   2.876  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.462  -1.039   2.091  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.714  -0.628   1.002  1.00  0.00           C  
HETATM   18  N2  UNL     1      -2.064  -1.335   0.081  1.00  0.00           N  
HETATM   19  H1  UNL     1       7.001   1.265   0.045  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.331   1.256   0.647  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.809   1.709  -1.041  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.380  -1.195  -0.922  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.264  -1.547  -2.640  1.00  0.00           H  
HETATM   24  H6  UNL     1       0.823  -2.121  -0.972  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.772  -0.277  -2.836  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.052  -1.953  -2.355  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.473   1.710  -0.867  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.955   2.700   1.265  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.308   2.051   3.234  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.620  -0.321   3.745  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.600  -2.075   2.317  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.032  -2.394   0.062  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   19
CONECT    4    5   20   21
CONECT    5    6   22
CONECT    6    7    7    8
CONECT    8    9   23   24
CONECT    9   10   25   26
CONECT   10   11   11   18
CONECT   11   12   27
CONECT   12   13   13   17
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   18
CONECT   18   32
END

HMDB0253470
     RDKit          3D
indolepropionylglycine
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.4540   -0.7526   -0.2310 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1255    0.4319   -0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0502    1.3313    0.4392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7509    0.8675   -0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707   -0.2367   -0.8064 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5869   -0.1173   -1.1677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0974    1.0270   -1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7950   -1.2351   -1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411   -0.9722   -1.9586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560   -0.5232   -0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7450    0.7593   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5416    0.7021    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    1.6704    1.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659    1.2972    2.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226   -0.0540    2.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4618   -1.0388    2.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7143   -0.6279    1.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0639   -1.3352    0.0807 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0006    1.2649    0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3313    1.2561    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8087    1.7087   -1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3805   -1.1954   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2641   -1.5471   -2.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -2.1212   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -0.2774   -2.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0522   -1.9527   -2.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4733    1.7098   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554    2.7002    1.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3079    2.0506    3.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6198   -0.3211    3.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000   -2.0753    2.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0325   -2.3938    0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 10  1  0
 17 12  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 18 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₄N₂O₃

Average Molecular Weight

246.266

Monoisotopic Molecular Weight

246.100442319

IUPAC Name

2-[3-(1H-indol-2-yl)propanamido]acetic acid

Traditional Name

[3-(1H-indol-2-yl)propanamido]acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1

InChI Identifier

InChI=1S/C13H14N2O3/c16-12(14-8-13(17)18)6-5-10-7-9-3-1-2-4-11(9)15-10/h1-4,7,15H,5-6,8H2,(H,14,16)(H,17,18)

InChI Key

COLDUSPSCVUKRD-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
Indole or derivatives
Indole
Fatty acyl
Benzenoid
Substituted pyrrole
Fatty amide
Heteroaromatic compound
Pyrrole
Secondary carboxylic acid amide
Carboxamide group
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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)

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	1.29	ALOGPS
logP	0.81	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.98	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.19 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	65.89 m³·mol⁻¹	ChemAxon
Polarizability	25.93 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]+	147.041	30932474
DeepCCS	[M-H]-	144.683	30932474
DeepCCS	[M-2H]-	178.379	30932474
DeepCCS	[M+Na]+	153.145	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
indolepropionylglycine	OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1	3921.5	Standard polar	33892256
indolepropionylglycine	OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1	2078.1	Standard non polar	33892256
indolepropionylglycine	OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1	2626.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
indolepropionylglycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2[NH]1)[Si](C)(C)C	2569.7	Semi standard non polar	33892256
indolepropionylglycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2[NH]1)[Si](C)(C)C	2526.2	Standard non polar	33892256
indolepropionylglycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2[NH]1)[Si](C)(C)C	3091.1	Standard polar	33892256
indolepropionylglycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C	2557.3	Semi standard non polar	33892256
indolepropionylglycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C	2467.3	Standard non polar	33892256
indolepropionylglycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C	3011.9	Standard polar	33892256
indolepropionylglycine,2TMS,isomer #3	C[Si](C)(C)N(CC(=O)O)C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C	2580.8	Semi standard non polar	33892256
indolepropionylglycine,2TMS,isomer #3	C[Si](C)(C)N(CC(=O)O)C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C	2542.0	Standard non polar	33892256
indolepropionylglycine,2TMS,isomer #3	C[Si](C)(C)N(CC(=O)O)C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C	3081.6	Standard polar	33892256
indolepropionylglycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C)[Si](C)(C)C	2557.7	Semi standard non polar	33892256
indolepropionylglycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C)[Si](C)(C)C	2557.4	Standard non polar	33892256
indolepropionylglycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C)[Si](C)(C)C	2781.6	Standard polar	33892256
indolepropionylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2[NH]1)[Si](C)(C)C(C)(C)C	3061.4	Semi standard non polar	33892256
indolepropionylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2[NH]1)[Si](C)(C)C(C)(C)C	2955.9	Standard non polar	33892256
indolepropionylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2[NH]1)[Si](C)(C)C(C)(C)C	3201.6	Standard polar	33892256
indolepropionylglycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	3015.9	Semi standard non polar	33892256
indolepropionylglycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	2896.2	Standard non polar	33892256
indolepropionylglycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	3124.2	Standard polar	33892256
indolepropionylglycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	3033.3	Semi standard non polar	33892256
indolepropionylglycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	2943.4	Standard non polar	33892256
indolepropionylglycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C	3177.1	Standard polar	33892256
indolepropionylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3216.6	Semi standard non polar	33892256
indolepropionylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3144.2	Standard non polar	33892256
indolepropionylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CCC1=CC2=CC=CC=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3047.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Indolepropionylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-3920000000-45201a4a89fcaf9a9f03	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indolepropionylglycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indolepropionylglycine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indolepropionylglycine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indolepropionylglycine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indolepropionylglycine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indolepropionylglycine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Indolepropionylglycine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	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 - Indolepropionylglycine 10V, Positive-QTOF	splash10-004j-0390000000-91b681f532aaf80ff26f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indolepropionylglycine 20V, Positive-QTOF	splash10-006x-0910000000-cabcead9748ffda59d7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indolepropionylglycine 40V, Positive-QTOF	splash10-0006-3900000000-6d40791a0ab532046533	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indolepropionylglycine 10V, Negative-QTOF	splash10-0f6t-0390000000-c34642c391a8658cdbd9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indolepropionylglycine 20V, Negative-QTOF	splash10-006x-2930000000-8f5e66915d493d08f42a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Indolepropionylglycine 40V, Negative-QTOF	splash10-014l-1900000000-895b672f4c9761c660f8	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129691959

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 Indolepropionylglycine (HMDB0253470)

MOL for HMDB0253470 (Indolepropionylglycine)

3D MOL for HMDB0253470 (Indolepropionylglycine)

3D SDF for HMDB0253470 (Indolepropionylglycine)

3D-SDF for HMDB0253470 (Indolepropionylglycine)

PDB for HMDB0253470 (Indolepropionylglycine)

3D PDB for HMDB0253470 (Indolepropionylglycine)

SMILES for HMDB0253470 (Indolepropionylglycine)

INCHI for HMDB0253470 (Indolepropionylglycine)

Structure for HMDB0253470 (Indolepropionylglycine)

3D Structure for HMDB0253470 (Indolepropionylglycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra