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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 23:59:54 UTC

Update Date

2022-03-07 02:55:52 UTC

HMDB ID

HMDB0038666

Secondary Accession Numbers

HMDB38666

Metabolite Identification

Common Name

L-N-(1H-Indol-3-ylacetyl)aspartic acid

Description

L-N-(1H-Indol-3-ylacetyl)aspartic acid belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-N-(1H-Indol-3-ylacetyl)aspartic acid has been detected, but not quantified in, a few different foods, such as garden tomato (var.), opium poppies (Papaver somniferum), and pulses. This could make L-N-(1H-indol-3-ylacetyl)aspartic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on L-N-(1H-Indol-3-ylacetyl)aspartic acid.

Structure

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

HMDB0038666
     RDKit          3D
L-N-(1H-Indol-3-ylacetyl)aspartic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.9919   -1.3425   -0.5992 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0380   -0.5217   -0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    0.4980   -1.7390 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8231   -0.7564   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7523    0.3116   -0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6598   -0.1524    0.6642 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -0.4231    0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -0.2641   -1.0079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555   -0.8813    1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9785   -1.1300    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5811   -2.3249    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048   -2.0971   -0.2249 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0308   -0.7614   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1149   -0.0095   -0.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    1.3577   -0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9001    1.9961   -0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8214    1.2125    0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8999   -0.1474    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2101    1.6054    0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6677    2.0547    1.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2231    2.3710   -0.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0641    0.9145   -1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4237   -1.7498   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -0.7263    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4250    0.3976   -1.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9487   -0.2635    1.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2570   -1.8177    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006   -0.1217    1.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -3.2937    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5066   -2.7911   -0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9930   -0.5084   -1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8413    1.9855   -0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252    3.0706   -0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9427    1.6860    0.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060    2.6228    0.3639 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  2  0
 19 21  1  0
 18 10  1  0
 18 13  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 21 35  1  0
M  END


  Mrv0541 02241218012D          

 21 22  0  0  0  0            999 V2000
    2.1443    0.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292   -0.3229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443   -0.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3059   -1.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7394   -2.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303   -2.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686   -1.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344   -0.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344    0.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686    0.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686    1.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4968    1.8609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4961    0.2436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679    0.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2021    0.0003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1220    1.8609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6063    1.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    1.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0627    1.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4675    0.9711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292    2.3459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 17  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038666

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC(NC(=O)CC1=CNC2=C1C=CC=C2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H14N2O5/c17-12(16-11(14(20)21)6-13(18)19)5-8-7-15-10-4-2-1-3-9(8)10/h1-4,7,11,15H,5-6H2,(H,16,17)(H,18,19)(H,20,21)

> <INCHI_KEY>
VAFNMNRKDDAKRM-UHFFFAOYSA-N

> <FORMULA>
C14H14N2O5

> <MOLECULAR_WEIGHT>
290.2714

> <EXACT_MASS>
290.090271568

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.18168812826304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-(1H-indol-3-yl)acetamido]butanedioic acid

> <ALOGPS_LOGP>
1.04

> <JCHEM_LOGP>
0.531425191

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.520219862773287

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7408154764353134

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6883227075491307

> <JCHEM_POLAR_SURFACE_AREA>
119.49000000000001

> <JCHEM_REFRACTIVITY>
71.7849

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-(1H-indol-3-yl)acetamido]butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038666
     RDKit          3D
L-N-(1H-Indol-3-ylacetyl)aspartic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.9919   -1.3425   -0.5992 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0380   -0.5217   -0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    0.4980   -1.7390 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8231   -0.7564   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7523    0.3116   -0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6598   -0.1524    0.6642 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -0.4231    0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -0.2641   -1.0079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555   -0.8813    1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9785   -1.1300    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5811   -2.3249    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048   -2.0971   -0.2249 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0308   -0.7614   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1149   -0.0095   -0.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    1.3577   -0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9001    1.9961   -0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8214    1.2125    0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8999   -0.1474    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2101    1.6054    0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6677    2.0547    1.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2231    2.3710   -0.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0641    0.9145   -1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4237   -1.7498   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -0.7263    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4250    0.3976   -1.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9487   -0.2635    1.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2570   -1.8177    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006   -0.1217    1.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -3.2937    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5066   -2.7911   -0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9930   -0.5084   -1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8413    1.9855   -0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252    3.0706   -0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9427    1.6860    0.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060    2.6228    0.3639 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  2  0
 19 21  1  0
 18 10  1  0
 18 13  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.003   0.604   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       4.908  -0.603   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       4.003  -1.811   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.304  -3.322   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.247  -4.379   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.737  -3.926   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.435  -2.416   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.491  -1.359   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.491   0.152   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.435   1.208   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.435   2.567   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.794   3.474   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.793   0.455   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.433   1.208   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.377   0.001   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       0.228   3.474   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -1.132   2.718   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.491   3.625   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.850   3.172   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.606   1.813   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.908   4.379   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    3    7    9                                                  
CONECT    9    1    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14   13   15   17                                                  
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   14   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0038666
HETATM    1  O1  UNL     1       5.992  -1.342  -0.599  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.038  -0.522  -0.818  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.161   0.498  -1.739  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.823  -0.756  -0.020  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.752   0.312  -0.211  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.660  -0.152   0.664  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.357  -0.423   0.203  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.099  -0.264  -1.008  1.00  0.00           O  
HETATM    9  C5  UNL     1      -0.655  -0.881   1.150  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.979  -1.130   0.584  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.581  -2.325   0.280  1.00  0.00           C  
HETATM   12  N2  UNL     1      -3.805  -2.097  -0.225  1.00  0.00           N  
HETATM   13  C8  UNL     1      -4.031  -0.761  -0.263  1.00  0.00           C  
HETATM   14  C9  UNL     1      -5.115  -0.009  -0.685  1.00  0.00           C  
HETATM   15  C10 UNL     1      -5.014   1.358  -0.583  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.900   1.996  -0.087  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.821   1.212   0.331  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.900  -0.147   0.238  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.210   1.605   0.349  1.00  0.00           C  
HETATM   20  O4  UNL     1       2.668   2.055   1.385  1.00  0.00           O  
HETATM   21  O5  UNL     1       4.223   2.371  -0.211  1.00  0.00           O  
HETATM   22  H1  UNL     1       6.064   0.915  -1.957  1.00  0.00           H  
HETATM   23  H2  UNL     1       3.424  -1.750  -0.304  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.125  -0.726   1.060  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.425   0.398  -1.250  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.949  -0.263   1.677  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.257  -1.818   1.646  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.701  -0.122   1.965  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.108  -3.294   0.438  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.507  -2.791  -0.550  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.993  -0.508  -1.076  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.841   1.985  -0.903  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.825   3.071  -0.008  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.943   1.686   0.720  1.00  0.00           H  
HETATM   35  H14 UNL     1       5.006   2.623   0.364  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   22
CONECT    4    5   23   24
CONECT    5    6   19   25
CONECT    6    7   26
CONECT    7    8    8    9
CONECT    9   10   27   28
CONECT   10   11   11   18
CONECT   11   12   29
CONECT   12   13   30
CONECT   13   14   14   18
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17   33
CONECT   17   18   18   34
CONECT   19   20   20   21
CONECT   21   35
END

HMDB0038666
     RDKit          3D
L-N-(1H-Indol-3-ylacetyl)aspartic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
    5.9919   -1.3425   -0.5992 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0380   -0.5217   -0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613    0.4980   -1.7390 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8231   -0.7564   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7523    0.3116   -0.2113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6598   -0.1524    0.6642 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -0.4231    0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -0.2641   -1.0079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555   -0.8813    1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9785   -1.1300    0.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5811   -2.3249    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048   -2.0971   -0.2249 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0308   -0.7614   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1149   -0.0095   -0.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    1.3577   -0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9001    1.9961   -0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8214    1.2125    0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8999   -0.1474    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2101    1.6054    0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6677    2.0547    1.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2231    2.3710   -0.2105 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0641    0.9145   -1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4237   -1.7498   -0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -0.7263    1.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4250    0.3976   -1.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9487   -0.2635    1.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2570   -1.8177    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7006   -0.1217    1.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1080   -3.2937    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5066   -2.7911   -0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9930   -0.5084   -1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8413    1.9855   -0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252    3.0706   -0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9427    1.6860    0.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060    2.6228    0.3639 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  2  0
 19 21  1  0
 18 10  1  0
 18 13  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
L-N-(1H-indol-3-Ylacetyl)aspartate	Generator
(Indole-3-acetyl)aspartic acid	HMDB
(Indoleacetyl)aspartic acid	HMDB
3-Indolylacetyl-L-aspartic acid	HMDB
Aspartic acid, N-(indol-3-ylacetyl)- (7ci)	HMDB
Aspartic acid, N-(indol-3-ylacetyl)-, L- (8ci)	HMDB
Indole-3-acetyl-L-aspartic acid	HMDB
Indole-3-acetylasparaginic acid	HMDB
Indoleacetylaspartate	HMDB
Indolyl-3-aspartic acid	HMDB
L-Aspartic acid, N-indol-3-ylacetyl- (6ci)	HMDB
N-(1H-indol-3-Ylacetyl)-L-aspartic acid	HMDB
2-{[1-hydroxy-2-(1H-indol-3-yl)ethylidene]amino}butanedioate	Generator

Chemical Formula

C₁₄H₁₄N₂O₅

Average Molecular Weight

290.2714

Monoisotopic Molecular Weight

290.090271568

IUPAC Name

2-[2-(1H-indol-3-yl)acetamido]butanedioic acid

Traditional Name

2-[2-(1H-indol-3-yl)acetamido]butanedioic acid

CAS Registry Number

2456-73-7

SMILES

OC(=O)CC(NC(=O)CC1=CNC2=C1C=CC=C2)C(O)=O

InChI Identifier

InChI=1S/C14H14N2O5/c17-12(16-11(14(20)21)6-13(18)19)5-8-7-15-10-4-2-1-3-9(8)10/h1-4,7,11,15H,5-6H2,(H,16,17)(H,18,19)(H,20,21)

InChI Key

VAFNMNRKDDAKRM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Dicarboxylic acid or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Azacycle
Organoheterocyclic compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aspartic acid derivative (CHEBI:86909 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	164.5 °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	0.23 g/L	ALOGPS
logP	1.04	ALOGPS
logP	0.53	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	119.49 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	71.78 m³·mol⁻¹	ChemAxon
Polarizability	28.18 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]+	165.95	31661259
DarkChem	[M-H]-	165.365	31661259
DeepCCS	[M+H]+	165.151	30932474
DeepCCS	[M-H]-	162.793	30932474
DeepCCS	[M-2H]-	195.679	30932474
DeepCCS	[M+Na]+	171.244	30932474
AllCCS	[M+H]+	164.8	32859911
AllCCS	[M+H-H2O]+	161.5	32859911
AllCCS	[M+NH4]+	167.8	32859911
AllCCS	[M+Na]+	168.7	32859911
AllCCS	[M-H]-	166.1	32859911
AllCCS	[M+Na-2H]-	165.9	32859911
AllCCS	[M+HCOO]-	165.8	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.	4.73 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2381 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.64 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	148.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1379.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	238.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	95.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	113.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	295.1 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	303.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	169.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	664.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	338.7 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	1106.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	254.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	221.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	399.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	190.8 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	261.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-N-(1H-Indol-3-ylacetyl)aspartic acid	OC(=O)CC(NC(=O)CC1=CNC2=C1C=CC=C2)C(O)=O	4352.0	Standard polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid	OC(=O)CC(NC(=O)CC1=CNC2=C1C=CC=C2)C(O)=O	2230.3	Standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid	OC(=O)CC(NC(=O)CC1=CNC2=C1C=CC=C2)C(O)=O	2953.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-N-(1H-Indol-3-ylacetyl)aspartic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)O	2937.8	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)CC1=C[NH]C2=CC=CC=C12	2940.8	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,1TMS,isomer #3	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC(=O)O)C(=O)O	2913.3	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,1TMS,isomer #4	C[Si](C)(C)N1C=C(CC(=O)NC(CC(=O)O)C(=O)O)C2=CC=CC=C21	2934.4	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2881.8	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2887.5	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CC(NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2905.6	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2893.5	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TMS,isomer #5	C[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12	2881.8	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TMS,isomer #6	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CC(=O)O)C(=O)O	2897.0	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2877.1	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2759.1	Standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC(NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2847.9	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC(NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2680.8	Standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2853.6	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2801.0	Standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2863.1	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2749.2	Standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2865.3	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2769.8	Standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)O	3222.8	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)CC1=C[NH]C2=CC=CC=C12	3222.8	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CC(=O)O)C(=O)O	3196.7	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CC(=O)O)C(=O)O)C2=CC=CC=C21	3183.6	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3432.1	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3431.9	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3394.0	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3426.0	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	3377.5	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CC(=O)O)C(=O)O	3391.1	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3600.1	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3343.7	Standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3495.7	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3249.7	Standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3556.4	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3323.5	Standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3566.8	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3297.3	Standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3677.5	Semi standard non polar	33892256
L-N-(1H-Indol-3-ylacetyl)aspartic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3472.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid GC-MS (3 TMS)	splash10-0udi-0190100000-7fb205d18232e8768798	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid GC-MS (Non-derivatized)	splash10-0udi-0190100000-7fb205d18232e8768798	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a5c-2930000000-77ff887a088fa6e4c6d5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid GC-MS (2 TMS) - 70eV, Positive	splash10-00m0-6928000000-02551143f0b5ed2e9df7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid LC-ESI-QQ , positive-QTOF	splash10-004i-0940000000-c5c34dc648f69524e3a5	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 10V, Positive-QTOF	splash10-00di-0490000000-f93991abe0c989878a29	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 20V, Positive-QTOF	splash10-05gr-6950000000-51d1ec03803a156f346f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 40V, Positive-QTOF	splash10-001r-4900000000-9f90167bd44fceec27d5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 10V, Negative-QTOF	splash10-000j-0190000000-d3afff33086ec0109090	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 20V, Negative-QTOF	splash10-00gs-2790000000-f7aee6333c9a18e9347d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 40V, Negative-QTOF	splash10-07bu-8900000000-607b8fda228a8086f182	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 10V, Negative-QTOF	splash10-0002-1890000000-c329a3955e5e348a0ea2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 20V, Negative-QTOF	splash10-00n3-8930000000-79b692c8781b4ef48b60	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 40V, Negative-QTOF	splash10-00kf-9500000000-a0bca27e4a92f8761790	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 10V, Positive-QTOF	splash10-0ac4-0490000000-26c5cf39c76f115841b6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 20V, Positive-QTOF	splash10-001i-0910000000-906acbc4ee239db53ec9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-N-(1H-Indol-3-ylacetyl)aspartic acid 40V, Positive-QTOF	splash10-001i-0900000000-37234fa501d8ec06e44b	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018065

KNApSAcK ID

C00000117

Chemspider ID

3845644

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4656408

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

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

Showing metabocard for L-N-(1H-Indol-3-ylacetyl)aspartic acid (HMDB0038666)

MOL for HMDB0038666 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

3D MOL for HMDB0038666 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

3D SDF for HMDB0038666 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

3D-SDF for HMDB0038666 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

PDB for HMDB0038666 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

3D PDB for HMDB0038666 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

SMILES for HMDB0038666 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

INCHI for HMDB0038666 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

Structure for HMDB0038666 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

3D Structure for HMDB0038666 (L-N-(1H-Indol-3-ylacetyl)aspartic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra