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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:37:51 UTC

Update Date

2022-03-07 02:55:43 UTC

HMDB ID

HMDB0038338

Secondary Accession Numbers

HMDB38338

Metabolite Identification

Common Name

alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid

Description

alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 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. alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid has been detected, but not quantified in, nuts. This could make alpha-hydroxy-1-methyl-1H-indole-3-propanoic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid.

Structure

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

HMDB0038338
     RDKit          3D
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid
 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.1139    2.6757    0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026    1.4988   -0.1341 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0304    1.5386   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3874    0.2238   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7214   -0.2282   -1.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5348   -0.6572    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -1.0878   -0.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6864    0.4661    1.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    0.9782    1.6056 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539    0.9463    1.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484   -0.6003   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136   -1.9886   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888   -2.5704    0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0356   -1.7420    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8948   -0.3568    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7047    0.2219    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9631    2.7410   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5432    2.6673    1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313    3.5916    0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469    2.4440   -0.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    0.5721   -1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6536   -1.1348   -1.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0508   -1.4902    0.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6372   -1.9202   -0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4776    1.3235    0.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069   -2.6322   -0.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448   -3.6368    0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9892   -2.1231    0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7264    0.2797    0.7152 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
M  END


  Mrv0541 05061310232D          

 16 17  0  0  0  0            999 V2000
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -0.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.9399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -1.4984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  8  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  4  2  0  0  0  0
  9  8  1  0  0  0  0
 10  5  2  0  0  0  0
 10  9  1  0  0  0  0
 11  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  1  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  2  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038338

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=C(CC(O)C(O)=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO3/c1-13-7-8(6-11(14)12(15)16)9-4-2-3-5-10(9)13/h2-5,7,11,14H,6H2,1H3,(H,15,16)

> <INCHI_KEY>
ICSFHZYTTBEENT-UHFFFAOYSA-N

> <FORMULA>
C12H13NO3

> <MOLECULAR_WEIGHT>
219.2365

> <EXACT_MASS>
219.089543287

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.864801596174495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-3-(1-methyl-1H-indol-3-yl)propanoic acid

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.5069349083333339

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.155035942215807

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.194560438041302

> <JCHEM_PKA_STRONGEST_BASIC>
-3.854175491628756

> <JCHEM_POLAR_SURFACE_AREA>
62.46000000000001

> <JCHEM_REFRACTIVITY>
59.442

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.56e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-3-(1-methylindol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038338
     RDKit          3D
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid
 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.1139    2.6757    0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026    1.4988   -0.1341 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0304    1.5386   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3874    0.2238   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7214   -0.2282   -1.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5348   -0.6572    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -1.0878   -0.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6864    0.4661    1.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    0.9782    1.6056 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539    0.9463    1.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484   -0.6003   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136   -1.9886   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888   -2.5704    0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0356   -1.7420    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8948   -0.3568    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7047    0.2219    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9631    2.7410   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5432    2.6673    1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313    3.5916    0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469    2.4440   -0.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    0.5721   -1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6536   -1.1348   -1.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0508   -1.4902    0.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6372   -1.9202   -0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4776    1.3235    0.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069   -2.6322   -0.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448   -3.6368    0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9892   -2.1231    0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7264    0.2797    0.7152 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.650   5.553   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.680  -1.012   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.204  -2.477   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       4.187  -0.692   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.235  -3.621   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.698  -2.797   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    9                                                       
CONECT    5    3   10                                                       
CONECT    6    8   11                                                       
CONECT    7    8   13                                                       
CONECT    8    6    7    9                                                  
CONECT    9    4    8   10                                                  
CONECT   10    5    9   13                                                  
CONECT   11    6   12   14                                                  
CONECT   12   11   15   16                                                  
CONECT   13    1    7   10                                                  
CONECT   14   11                                                            
CONECT   15   12                                                            
CONECT   16   12                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0038338
HETATM    1  C1  UNL     1      -2.114   2.676   0.117  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.303   1.499  -0.134  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.030   1.539  -0.567  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.387   0.224  -0.679  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.721  -0.228  -1.119  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.535  -0.657   0.105  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.800  -1.088  -0.345  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.686   0.466   1.056  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.692   0.978   1.606  1.00  0.00           O  
HETATM   10  O3  UNL     1       3.954   0.946   1.333  1.00  0.00           O  
HETATM   11  C7  UNL     1      -0.648  -0.600  -0.309  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.814  -1.989  -0.225  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.989  -2.570   0.184  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.036  -1.742   0.521  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.895  -0.357   0.446  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.705   0.222   0.031  1.00  0.00           C  
HETATM   17  H1  UNL     1      -2.963   2.741  -0.601  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.543   2.667   1.143  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.531   3.592   0.007  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.547   2.444  -0.783  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.295   0.572  -1.647  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.654  -1.135  -1.764  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.051  -1.490   0.610  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.637  -1.920  -0.857  1.00  0.00           H  
HETATM   25  H9  UNL     1       4.478   1.324   0.531  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.007  -2.632  -0.484  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.145  -3.637   0.258  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.989  -2.123   0.852  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.726   0.280   0.715  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   16
CONECT    3    4    4   20
CONECT    4    5   11
CONECT    5    6   21   22
CONECT    6    7    8   23
CONECT    7   24
CONECT    8    9    9   10
CONECT   10   25
CONECT   11   12   12   16
CONECT   12   13   26
CONECT   13   14   14   27
CONECT   14   15   28
CONECT   15   16   16   29
END

HMDB0038338
     RDKit          3D
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid
 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.1139    2.6757    0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026    1.4988   -0.1341 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0304    1.5386   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3874    0.2238   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7214   -0.2282   -1.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5348   -0.6572    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -1.0878   -0.3446 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6864    0.4661    1.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922    0.9782    1.6056 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9539    0.9463    1.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484   -0.6003   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136   -1.9886   -0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9888   -2.5704    0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0356   -1.7420    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8948   -0.3568    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7047    0.2219    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9631    2.7410   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5432    2.6673    1.1427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313    3.5916    0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5469    2.4440   -0.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    0.5721   -1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6536   -1.1348   -1.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0508   -1.4902    0.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6372   -1.9202   -0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4776    1.3235    0.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069   -2.6322   -0.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448   -3.6368    0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9892   -2.1231    0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7264    0.2797    0.7152 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Hydroxy-1-methyl-1H-indole-3-propanoate	Generator
a-Hydroxy-1-methyl-1H-indole-3-propanoic acid	Generator
alpha-Hydroxy-1-methyl-1H-indole-3-propanoate	Generator
Α-hydroxy-1-methyl-1H-indole-3-propanoate	Generator
Α-hydroxy-1-methyl-1H-indole-3-propanoic acid	Generator
2-Hydroxy-3-(1-methylindolyl)propanoic acid	HMDB
2-Hydroxy-3-(1-methyl-1H-indol-3-yl)propanoate	Generator

Chemical Formula

C₁₂H₁₃NO₃

Average Molecular Weight

219.2365

Monoisotopic Molecular Weight

219.089543287

IUPAC Name

2-hydroxy-3-(1-methyl-1H-indol-3-yl)propanoic acid

Traditional Name

2-hydroxy-3-(1-methylindol-3-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

CN1C=C(CC(O)C(O)=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C12H13NO3/c1-13-7-8(6-11(14)12(15)16)9-4-2-3-5-10(9)13/h2-5,7,11,14H,6H2,1H3,(H,15,16)

InChI Key

ICSFHZYTTBEENT-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
N-alkylindole
3-alkylindole
Indole
Alpha-hydroxy acid
Hydroxy acid
N-methylpyrrole
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Azacycle
Alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
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

Cellular substructure

Extracellular (HMDB: HMDB0038338)
Cytoplasm (HMDB: HMDB0038338)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038338)

Source

Exogenous

Food

Food (HMDB: HMDB0038338)

Nut

Nuts (FooDB: FOOD00869)

Endogenous

Plant

Plant (HMDB: HMDB0038338)

Not Available

Nutrient (HMDB: HMDB0038338)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	216 °C	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
Water Solubility	0.96 g/L	ALOGPS
logP	1.44	ALOGPS
logP	1.51	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	4.19	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.46 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	59.44 m³·mol⁻¹	ChemAxon
Polarizability	22.86 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
DarkChem	[M+H]+	150.818	31661259
DarkChem	[M-H]-	147.435	31661259
DeepCCS	[M-2H]-	178.078	30932474
DeepCCS	[M+Na]+	152.739	30932474
AllCCS	[M+H]+	149.7	32859911
AllCCS	[M+H-H2O]+	145.6	32859911
AllCCS	[M+NH4]+	153.4	32859911
AllCCS	[M+Na]+	154.5	32859911
AllCCS	[M-H]-	150.7	32859911
AllCCS	[M+Na-2H]-	150.8	32859911
AllCCS	[M+HCOO]-	151.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid	CN1C=C(CC(O)C(O)=O)C2=CC=CC=C12	3592.6	Standard polar	33892256
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid	CN1C=C(CC(O)C(O)=O)C2=CC=CC=C12	1799.9	Standard non polar	33892256
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid	CN1C=C(CC(O)C(O)=O)C2=CC=CC=C12	2121.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid,1TMS,isomer #1	CN1C=C(CC(O[Si](C)(C)C)C(=O)O)C2=CC=CC=C21	2113.8	Semi standard non polar	33892256
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid,1TMS,isomer #2	CN1C=C(CC(O)C(=O)O[Si](C)(C)C)C2=CC=CC=C21	2094.4	Semi standard non polar	33892256
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid,2TMS,isomer #1	CN1C=C(CC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C2=CC=CC=C21	2084.5	Semi standard non polar	33892256
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid,1TBDMS,isomer #1	CN1C=C(CC(O[Si](C)(C)C(C)(C)C)C(=O)O)C2=CC=CC=C21	2397.9	Semi standard non polar	33892256
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid,1TBDMS,isomer #2	CN1C=C(CC(O)C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2354.4	Semi standard non polar	33892256
alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid,2TBDMS,isomer #1	CN1C=C(CC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2583.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-3920000000-f386a68210e3672984c1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-00ds-9263000000-62d4716629775ffdbbf8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 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 - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 10V, Positive-QTOF	splash10-0fk9-0490000000-8f94754ae78586323228	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 20V, Positive-QTOF	splash10-0fk9-0960000000-9e17db1449d1e7ad3b1e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 40V, Positive-QTOF	splash10-053s-1900000000-e10a17e68aacffc9ca09	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 10V, Negative-QTOF	splash10-014i-1390000000-62881463f28f333c9402	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 20V, Negative-QTOF	splash10-0fk9-1940000000-06936d23aca3bf41748d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 40V, Negative-QTOF	splash10-05cr-2900000000-dcf73249f77bc6f9e863	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 10V, Negative-QTOF	splash10-014i-1490000000-f7e77892b69e93915a8d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 20V, Negative-QTOF	splash10-001i-0900000000-873be78b06c770a24a8d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 40V, Negative-QTOF	splash10-004i-1900000000-aed0efdef31263e5d4ae	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 10V, Positive-QTOF	splash10-0fka-0590000000-d08fa7499b471f80eaea	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 20V, Positive-QTOF	splash10-00dj-1940000000-ada6642b60672d8f5719	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid 40V, Positive-QTOF	splash10-0f8c-0900000000-afe09a8a695d953a22c0	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB017673

KNApSAcK ID

Not Available

Chemspider ID

35014549

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

84128291

PDB ID

Not Available

ChEBI ID

166550

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid (HMDB0038338)

MOL for HMDB0038338 (alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid)

3D MOL for HMDB0038338 (alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid)

3D SDF for HMDB0038338 (alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid)

3D-SDF for HMDB0038338 (alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid)

PDB for HMDB0038338 (alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid)

3D PDB for HMDB0038338 (alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid)

SMILES for HMDB0038338 (alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid)

INCHI for HMDB0038338 (alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid)

Structure for HMDB0038338 (alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid)

3D Structure for HMDB0038338 (alpha-Hydroxy-1-methyl-1H-indole-3-propanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra