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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2020-02-03 17:11:42 UTC

Update Date

2022-03-07 03:18:20 UTC

HMDB ID

HMDB0240623

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methyl indole-3-propanoate

Description

Methyl indole-3-propanoate, also known as methyl indole-3-propionate, belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Methyl indole-3-propanoate is a catabolite of tryptophan converted by the gut microbiota. After absorption through the intestinal epithelium, tryptophan catabolites enter the bloodstream and are later excreted in the urine (PMID: 28916042 ).

Structure

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

HMDB0240623
     RDKit          3D
Methyl indole-3-propanoate
 28 29  0  0  0  0  0  0  0  0999 V2000
    4.1723    1.2691    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451    0.1356    0.9414 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3927   -0.3097    0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    0.3639   -1.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360   -1.4855    0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5810   -1.8134   -0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.6803   -1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    0.2145   -2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862    1.0794   -1.9575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0671    0.7853   -0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1789    1.3611   -0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788    0.8427    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0312   -0.2379    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9222   -0.8182    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4369   -0.2964   -0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    1.9049   -0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884    1.8828    1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1829    0.9896    0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9354   -1.2049    1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -2.3232    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376   -2.6743   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643   -2.1515   -1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3740    0.1977   -2.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    1.8599   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633    2.2022   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5459    1.2708    1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3751   -0.6924    2.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4183   -1.6716    1.3175 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
  6  7  1  0
  7  8  2  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  7  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
M  END


  Mrv1652302032018112D          

 15 16  0  0  0  0            999 V2000
 9997.0764 9999.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8215 9998.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3735 9998.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1805 9998.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.295810000.3109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8834 9999.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4354 9998.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1891 9999.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.102810000.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9036 9998.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.6180 9999.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.3324 9998.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.0468 9999.3189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.3323 9998.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.7613 9998.9064    0.0000 C   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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
  4  7  1  0  0  0  0
  6  1  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 12 14  2  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240623

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)CCC1=CNC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO2/c1-15-12(14)7-6-9-8-13-11-5-3-2-4-10(9)11/h2-5,8,13H,6-7H2,1H3

> <INCHI_KEY>
BAYIDMGOQRXHBC-UHFFFAOYSA-N

> <FORMULA>
C12H13NO2

> <MOLECULAR_WEIGHT>
203.241

> <EXACT_MASS>
203.094628663

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
22.17255111194578

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.93

> <JCHEM_LOGP>
2.300218819333333

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.16477774932574

> <JCHEM_PKA_STRONGEST_BASIC>
-7.027635665916919

> <JCHEM_POLAR_SURFACE_AREA>
42.09

> <JCHEM_REFRACTIVITY>
57.82220000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.92e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240623
     RDKit          3D
Methyl indole-3-propanoate
 28 29  0  0  0  0  0  0  0  0999 V2000
    4.1723    1.2691    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451    0.1356    0.9414 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3927   -0.3097    0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    0.3639   -1.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360   -1.4855    0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5810   -1.8134   -0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.6803   -1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    0.2145   -2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862    1.0794   -1.9575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0671    0.7853   -0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1789    1.3611   -0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788    0.8427    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0312   -0.2379    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9222   -0.8182    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4369   -0.2964   -0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    1.9049   -0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884    1.8828    1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1829    0.9896    0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9354   -1.2049    1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -2.3232    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376   -2.6743   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643   -2.1515   -1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3740    0.1977   -2.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    1.8599   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633    2.2022   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5459    1.2708    1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3751   -0.6924    2.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4183   -1.6716    1.3175 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
  6  7  1  0
  7  8  2  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  7  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
M  END

HEADER    PROTEIN                                 03-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-FEB-20         0                                  
HETATM    1  C   UNK     0    8661.2098665.593   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8660.7338664.128   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8661.7648662.984   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8663.2708663.304   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0    8663.4858667.247   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    8662.7168665.913   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.7468664.769   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8665.1538665.395   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8664.9928666.927   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8666.4878664.625   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8667.8208665.395   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8669.1548664.625   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    8670.4878665.395   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8669.1548663.085   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    8671.8218664.625   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    9                                                       
CONECT    6    7    5    1                                                  
CONECT    7    6    8    4                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    5                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   13   14   11                                                  
CONECT   13   12   15                                                       
CONECT   14   12                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0240623
HETATM    1  C1  UNL     1       4.172   1.269   0.667  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.345   0.136   0.941  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.393  -0.310   0.006  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.348   0.364  -1.050  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.536  -1.486   0.294  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.581  -1.813  -0.804  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.346  -0.680  -1.071  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.352   0.214  -2.118  1.00  0.00           C  
HETATM    9  N1  UNL     1      -1.386   1.079  -1.957  1.00  0.00           N  
HETATM   10  C7  UNL     1      -2.067   0.785  -0.835  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.179   1.361  -0.247  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.679   0.843   0.933  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.031  -0.238   1.467  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.922  -0.818   0.887  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.437  -0.296  -0.280  1.00  0.00           C  
HETATM   16  H1  UNL     1       3.719   1.905  -0.130  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.188   1.883   1.597  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.183   0.990   0.366  1.00  0.00           H  
HETATM   19  H4  UNL     1       0.935  -1.205   1.195  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.223  -2.323   0.531  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.038  -2.674  -0.451  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.064  -2.152  -1.733  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.374   0.198  -2.931  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.622   1.860  -2.607  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.663   2.202  -0.685  1.00  0.00           H  
HETATM   26  H11 UNL     1      -4.546   1.271   1.416  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.375  -0.692   2.393  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.418  -1.672   1.318  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8    8   15
CONECT    8    9   23
CONECT    9   10   24
CONECT   10   11   11   15
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   13   14   27
CONECT   14   15   15   28
END

HMDB0240623
     RDKit          3D
Methyl indole-3-propanoate
 28 29  0  0  0  0  0  0  0  0999 V2000
    4.1723    1.2691    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451    0.1356    0.9414 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3927   -0.3097    0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3477    0.3639   -1.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360   -1.4855    0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5810   -1.8134   -0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.6803   -1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3519    0.2145   -2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862    1.0794   -1.9575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0671    0.7853   -0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1789    1.3611   -0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6788    0.8427    0.9326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0312   -0.2379    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9222   -0.8182    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4369   -0.2964   -0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    1.9049   -0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884    1.8828    1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1829    0.9896    0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9354   -1.2049    1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231   -2.3232    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376   -2.6743   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0643   -2.1515   -1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3740    0.1977   -2.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    1.8599   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633    2.2022   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5459    1.2708    1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3751   -0.6924    2.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4183   -1.6716    1.3175 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
  6  7  1  0
  7  8  2  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  7  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl indole-3-propanoic acid	Generator
Methyl 3-(1H-indol-3-yl)propanoic acid	HMDB
MIP	HMDB
Methyl 1H-indole-3-propanoate	HMDB
Methyl 1H-indole-3-propionate	HMDB
Methyl 3-(1H-indol-3-yl)propanoate	HMDB
Methyl 3-(1H-indol-3-yl)propionate	HMDB
Methyl 3-(3-indolyl)propanoate	HMDB
Methyl 3-(3-indolyl)propionate	HMDB
Methyl 3-(indol-3-yl)propanoate	HMDB
Methyl 3-(indol-3-yl)propionate	HMDB
Methyl indole-3-propionate	HMDB
Methyl indole-3-propanoate	HMDB

Chemical Formula

C₁₂H₁₃NO₂

Average Molecular Weight

203.241

Monoisotopic Molecular Weight

203.094628663

IUPAC Name

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

Traditional Name

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

CAS Registry Number

5548-09-4

SMILES

COC(=O)CCC1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1S/C12H13NO2/c1-15-12(14)7-6-9-8-13-11-5-3-2-4-10(9)11/h2-5,8,13H,6-7H2,1H3

InChI Key

BAYIDMGOQRXHBC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 28916042)

Source

Exogenous

Exogenous (HMDB: HMDB0240623)

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	2.93	ALOGPS
logP	2.3	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	16.16	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.09 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.82 m³·mol⁻¹	ChemAxon
Polarizability	22.17 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]+	142.27	30932474
DeepCCS	[M-H]-	139.83	30932474
DeepCCS	[M-2H]-	175.197	30932474
DeepCCS	[M+Na]+	150.678	30932474
AllCCS	[M+H]+	146.6	32859911
AllCCS	[M+H-H2O]+	142.7	32859911
AllCCS	[M+NH4]+	150.3	32859911
AllCCS	[M+Na]+	151.3	32859911
AllCCS	[M-H]-	148.5	32859911
AllCCS	[M+Na-2H]-	148.7	32859911
AllCCS	[M+HCOO]-	149.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.8 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3227 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.77 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2141.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	419.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	161.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	238.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	280.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	472.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	460.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	101.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1156.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	457.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1324.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	389.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	351.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	359.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	350.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	37.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl indole-3-propanoate	COC(=O)CCC1=CNC2=C1C=CC=C2	2970.6	Standard polar	33892256
Methyl indole-3-propanoate	COC(=O)CCC1=CNC2=C1C=CC=C2	1635.5	Standard non polar	33892256
Methyl indole-3-propanoate	COC(=O)CCC1=CNC2=C1C=CC=C2	1961.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methyl indole-3-propanoate,1TMS,isomer #1	COC(=O)CCC1=CN([Si](C)(C)C)C2=CC=CC=C12	1942.1	Semi standard non polar	33892256
Methyl indole-3-propanoate,1TMS,isomer #1	COC(=O)CCC1=CN([Si](C)(C)C)C2=CC=CC=C12	1925.7	Standard non polar	33892256
Methyl indole-3-propanoate,1TMS,isomer #1	COC(=O)CCC1=CN([Si](C)(C)C)C2=CC=CC=C12	2383.5	Standard polar	33892256
Methyl indole-3-propanoate,1TBDMS,isomer #1	COC(=O)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2180.2	Semi standard non polar	33892256
Methyl indole-3-propanoate,1TBDMS,isomer #1	COC(=O)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2148.5	Standard non polar	33892256
Methyl indole-3-propanoate,1TBDMS,isomer #1	COC(=O)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2486.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl indole-3-propanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl indole-3-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 indole-3-propanoate 10V, Positive-QTOF	splash10-0f89-0930000000-679ae7f4ecf7e2804b7f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl indole-3-propanoate 20V, Positive-QTOF	splash10-001l-0900000000-a774a7a3eb55f1aca61f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl indole-3-propanoate 40V, Positive-QTOF	splash10-0gdi-5900000000-bd04994578902bcc974c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl indole-3-propanoate 10V, Negative-QTOF	splash10-0ukc-0940000000-b83d4418d6f2ece0e01e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl indole-3-propanoate 20V, Negative-QTOF	splash10-00kf-5900000000-98138a51b7ddd0b755fa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl indole-3-propanoate 40V, Negative-QTOF	splash10-014i-0900000000-f99d43c63f50681a3e00	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.0522 umol/mmol creatinine	Adult (>18 years old)	Female	Pregnancy	28916042	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

20406

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21711

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

Pavlova T, Vidova V, Bienertova-Vasku J, Janku P, Almasi M, Klanova J, Spacil Z: Urinary intermediates of tryptophan as indicators of the gut microbial metabolism. Anal Chim Acta. 2017 Sep 22;987:72-80. doi: 10.1016/j.aca.2017.08.022. Epub 2017 Aug 26. [PubMed:28916042 ]

Showing metabocard for Methyl indole-3-propanoate (HMDB0240623)

MOL for HMDB0240623 (Methyl indole-3-propanoate)

3D MOL for HMDB0240623 (Methyl indole-3-propanoate)

3D SDF for HMDB0240623 (Methyl indole-3-propanoate)

3D-SDF for HMDB0240623 (Methyl indole-3-propanoate)

PDB for HMDB0240623 (Methyl indole-3-propanoate)

3D PDB for HMDB0240623 (Methyl indole-3-propanoate)

SMILES for HMDB0240623 (Methyl indole-3-propanoate)

INCHI for HMDB0240623 (Methyl indole-3-propanoate)

Structure for HMDB0240623 (Methyl indole-3-propanoate)

3D Structure for HMDB0240623 (Methyl indole-3-propanoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra