Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 09:20:56 UTC

Update Date

2021-09-24 09:20:57 UTC

HMDB ID

HMDB0304380

Secondary Accession Numbers

None

Metabolite Identification

Common Name

indole-3-acetyl-glutamine

Description

Indole-3-acetyl-glutamine, also known as n(2)-(1h-indol-3-ylacetyl)glutaminate or iaa-gln, belongs to glutamine and derivatives class of compounds. Those are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Indole-3-acetyl-glutamine is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Indole-3-acetyl-glutamine can be found in a number of food items such as yellow wax bean, rapini, borage, and fireweed, which makes indole-3-acetyl-glutamine a potential biomarker for the consumption of these food products.

Structure

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

HMDB0304380
     RDKit          3D
indole-3-acetyl-glutamine
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.2663   -0.5529    1.1445 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3446   -0.1309    0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6451    0.8185   -0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0420   -0.8156    0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2467   -0.1570   -1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9055   -0.8435   -1.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1293   -0.7807    0.0004 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0572   -0.0577    0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524    0.5569   -0.9688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9143    0.0580    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076    0.8962    1.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2797    2.1982    1.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4846    2.6459    1.1486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1410    1.6846    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3865    1.6409   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7625    0.4843   -0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9301   -0.6171   -0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6883   -0.5562   -0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2768    0.5956    0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902   -2.2415   -1.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4494   -2.3928   -2.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8844   -3.3244   -0.8307 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.9632   -0.6324    2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2490   -0.7915    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1448   -1.8990   -0.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.5903    0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0837    0.9209   -0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7822   -0.3187   -2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3312   -0.2790   -1.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4730   -1.3018    0.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1859   -0.9895    1.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2865    0.4372    2.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5546    2.7794    2.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9385    3.5856    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833    2.4636   -0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7287    0.3973   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2625   -1.5060   -1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892   -1.3848   -0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 19 11  1  0
 19 14  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
M  CHG  1  22  -1
M  END


  Mrv1533005141521452D          

 22 23  0  0  0  0            999 V2000
    1.3809   -0.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8288    0.3095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2413    1.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9864    1.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5384    2.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    2.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003    1.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0483    0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1345    0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8490   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5635    0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5635    0.8570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2780   -0.3805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924    0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7069   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214    0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1358   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8503    0.0320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1358   -1.2055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924    0.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7069    1.2695    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.2780    1.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
  1  9  2  0  0  0  0
  3  8  2  0  0  0  0
M  CHG  1  21  -1
M  END
> <DATABASE_ID>
HMDB0304380

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)CCC(NC(=O)CC1=CNC2=C1C=CC=C2)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H17N3O4/c16-13(19)6-5-12(15(21)22)18-14(20)7-9-8-17-11-4-2-1-3-10(9)11/h1-4,8,12,17H,5-7H2,(H2,16,19)(H,18,20)(H,21,22)/p-1

> <INCHI_KEY>
DVJIJAYHBZALOJ-UHFFFAOYSA-M

> <FORMULA>
C15H16N3O4

> <MOLECULAR_WEIGHT>
302.311

> <EXACT_MASS>
302.114629587

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.091471974929323

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-carbamoyl-2-[2-(1H-indol-3-yl)acetamido]butanoate

> <ALOGPS_LOGP>
0.60

> <JCHEM_LOGP>
0.01314378233333318

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.09993574969782

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9395828014295233

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5388820403724357

> <JCHEM_POLAR_SURFACE_AREA>
128.11

> <JCHEM_REFRACTIVITY>
89.19919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-carbamoyl-2-[2-(1H-indol-3-yl)acetamido]butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304380
     RDKit          3D
indole-3-acetyl-glutamine
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.2663   -0.5529    1.1445 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3446   -0.1309    0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6451    0.8185   -0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0420   -0.8156    0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2467   -0.1570   -1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9055   -0.8435   -1.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1293   -0.7807    0.0004 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0572   -0.0577    0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524    0.5569   -0.9688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9143    0.0580    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076    0.8962    1.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2797    2.1982    1.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4846    2.6459    1.1486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1410    1.6846    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3865    1.6409   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7625    0.4843   -0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9301   -0.6171   -0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6883   -0.5562   -0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2768    0.5956    0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902   -2.2415   -1.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4494   -2.3928   -2.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8844   -3.3244   -0.8307 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.9632   -0.6324    2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2490   -0.7915    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1448   -1.8990   -0.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.5903    0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0837    0.9209   -0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7822   -0.3187   -2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3312   -0.2790   -1.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4730   -1.3018    0.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1859   -0.9895    1.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2865    0.4372    2.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5546    2.7794    2.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9385    3.5856    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833    2.4636   -0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7287    0.3973   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2625   -1.5060   -1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892   -1.3848   -0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 19 11  1  0
 19 14  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
M  CHG  1  22  -1
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       2.578  -0.567   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.547   0.578   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.317   1.911   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.841   3.376   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.872   4.521   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.378   4.200   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.854   2.736   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.823   1.591   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.984   0.060   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.318  -0.710   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.652   0.060   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.652   1.600   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       7.986  -0.710   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       9.319   0.060   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.653  -0.710   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.987   0.060   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.320  -0.710   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      14.654   0.060   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0      13.320  -2.250   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       9.319   1.600   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.653   2.370   0.000  0.00  0.00           O-1
HETATM   22  O   UNK     0       7.986   2.370   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    7    9    3                                                  
CONECT    9    8   10    1                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   14   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0304380
HETATM    1  N1  UNL     1       6.266  -0.553   1.145  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.345  -0.131   0.163  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.645   0.818  -0.589  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.042  -0.816   0.040  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.247  -0.157  -1.065  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.906  -0.843  -1.208  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.129  -0.781   0.000  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.057  -0.058   0.067  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.452   0.557  -0.969  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.914   0.058   1.266  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.108   0.896   1.063  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.280   2.198   1.518  1.00  0.00           C  
HETATM   13  N3  UNL     1      -3.485   2.646   1.149  1.00  0.00           N  
HETATM   14  C9  UNL     1      -4.141   1.685   0.453  1.00  0.00           C  
HETATM   15  C10 UNL     1      -5.386   1.641  -0.136  1.00  0.00           C  
HETATM   16  C11 UNL     1      -5.763   0.484  -0.782  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.930  -0.617  -0.852  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.688  -0.556  -0.258  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.277   0.596   0.403  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.090  -2.241  -1.669  1.00  0.00           C  
HETATM   21  O3  UNL     1       2.449  -2.393  -2.882  1.00  0.00           O  
HETATM   22  O4  UNL     1       1.884  -3.324  -0.831  1.00  0.00           O1-
HETATM   23  H1  UNL     1       5.963  -0.632   2.135  1.00  0.00           H  
HETATM   24  H2  UNL     1       7.249  -0.791   0.918  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.145  -1.899  -0.116  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.480  -0.590   0.987  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.084   0.921  -0.866  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.782  -0.319  -2.033  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.331  -0.279  -1.989  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.473  -1.302   0.864  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.186  -0.989   1.582  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.286   0.437   2.103  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.555   2.779   2.088  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.938   3.586   1.326  1.00  0.00           H  
HETATM   35  H13 UNL     1      -6.083   2.464  -0.117  1.00  0.00           H  
HETATM   36  H14 UNL     1      -6.729   0.397  -1.261  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.262  -1.506  -1.368  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.989  -1.385  -0.277  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3    3    4
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7   20   29
CONECT    7    8   30
CONECT    8    9    9   10
CONECT   10   11   31   32
CONECT   11   12   12   19
CONECT   12   13   33
CONECT   13   14   34
CONECT   14   15   15   19
CONECT   15   16   35
CONECT   16   17   17   36
CONECT   17   18   37
CONECT   18   19   19   38
CONECT   20   21   21   22
END

HMDB0304380
     RDKit          3D
indole-3-acetyl-glutamine
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.2663   -0.5529    1.1445 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3446   -0.1309    0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6451    0.8185   -0.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0420   -0.8156    0.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2467   -0.1570   -1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9055   -0.8435   -1.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1293   -0.7807    0.0004 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0572   -0.0577    0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524    0.5569   -0.9688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9143    0.0580    1.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076    0.8962    1.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2797    2.1982    1.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4846    2.6459    1.1486 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1410    1.6846    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3865    1.6409   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7625    0.4843   -0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9301   -0.6171   -0.8520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6883   -0.5562   -0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2768    0.5956    0.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0902   -2.2415   -1.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4494   -2.3928   -2.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8844   -3.3244   -0.8307 O   0  0  0  0  0  1  0  0  0  0  0  0
    5.9632   -0.6324    2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2490   -0.7915    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1448   -1.8990   -0.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4795   -0.5903    0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0837    0.9209   -0.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7822   -0.3187   -2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3312   -0.2790   -1.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4730   -1.3018    0.8636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1859   -0.9895    1.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2865    0.4372    2.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5546    2.7794    2.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9385    3.5856    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833    2.4636   -0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7287    0.3973   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2625   -1.5060   -1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892   -1.3848   -0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 19 11  1  0
 19 14  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
M  CHG  1  22  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Indole-3-acetylglutaminate	ChEBI
N-Indoleacetylglutaminate	ChEBI
N(2)-(1H-indol-3-Ylacetyl)glutaminate	ChEBI
Indole-3-acetylglutaminic acid	Generator
N-Indoleacetylglutaminic acid	Generator
N(2)-(1H-indol-3-Ylacetyl)glutaminic acid	Generator
N-(indol-3-Ylacetyl)glutaminic acid	Generator
Indole-3-acetyl-GLN	MetaCyc
IAA-GLN	MetaCyc
Nα-(indol-3-ylacetyl)-glutamine	MetaCyc

Chemical Formula

C₁₅H₁₆N₃O₄

Average Molecular Weight

302.311

Monoisotopic Molecular Weight

302.114629587

IUPAC Name

4-carbamoyl-2-[2-(1H-indol-3-yl)acetamido]butanoate

Traditional Name

4-carbamoyl-2-[2-(1H-indol-3-yl)acetamido]butanoate

CAS Registry Number

Not Available

SMILES

NC(=O)CCC(NC(=O)CC1=CNC2=C1C=CC=C2)C([O-])=O

InChI Identifier

InChI=1S/C15H17N3O4/c16-13(19)6-5-12(15(21)22)18-14(20)7-9-8-17-11-4-2-1-3-10(9)11/h1-4,8,12,17H,5-7H2,(H2,16,19)(H,18,20)(H,21,22)/p-1

InChI Key

DVJIJAYHBZALOJ-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine 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

Glutamine and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (INDOLE-3-ACETYL-GLN )

Ontology

Not Available

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

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	0.6	ALOGPS
logP	0.013	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.11 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	89.2 m³·mol⁻¹	ChemAxon
Polarizability	30.09 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
AllCCS	[M+H]+	168.096	32859911
AllCCS	[M+H-H2O]+	164.985	32859911
AllCCS	[M+Na]+	171.801	32859911
AllCCS	[M+NH4]+	170.975	32859911
AllCCS	[M-H]-	169.393	32859911
AllCCS	[M+Na-2H]-	169.231	32859911
AllCCS	[M+HCOO]-	169.179	32859911
DeepCCS	[M+H]+	165.224	30932474
DeepCCS	[M-H]-	162.867	30932474
DeepCCS	[M-2H]-	195.752	30932474
DeepCCS	[M+Na]+	171.318	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
indole-3-acetyl-glutamine,1TMS,isomer #1	C[Si](C)(C)NC(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3027.0	Semi standard non polar	33892256
indole-3-acetyl-glutamine,1TMS,isomer #1	C[Si](C)(C)NC(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	2893.8	Standard non polar	33892256
indole-3-acetyl-glutamine,1TMS,isomer #1	C[Si](C)(C)NC(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	4144.5	Standard polar	33892256
indole-3-acetyl-glutamine,1TMS,isomer #2	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	2966.8	Semi standard non polar	33892256
indole-3-acetyl-glutamine,1TMS,isomer #2	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	2761.8	Standard non polar	33892256
indole-3-acetyl-glutamine,1TMS,isomer #2	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	4411.7	Standard polar	33892256
indole-3-acetyl-glutamine,1TMS,isomer #3	C[Si](C)(C)N1C=C(CC(=O)NC(CCC(N)=O)C(=O)[O-])C2=CC=CC=C21	3043.8	Semi standard non polar	33892256
indole-3-acetyl-glutamine,1TMS,isomer #3	C[Si](C)(C)N1C=C(CC(=O)NC(CCC(N)=O)C(=O)[O-])C2=CC=CC=C21	2783.4	Standard non polar	33892256
indole-3-acetyl-glutamine,1TMS,isomer #3	C[Si](C)(C)N1C=C(CC(=O)NC(CCC(N)=O)C(=O)[O-])C2=CC=CC=C21	4377.6	Standard polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-])[Si](C)(C)C	3078.1	Semi standard non polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-])[Si](C)(C)C	2984.5	Standard non polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #1	C[Si](C)(C)N(C(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-])[Si](C)(C)C	3879.1	Standard polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCC(C(=O)[O-])N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2978.8	Semi standard non polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCC(C(=O)[O-])N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2936.4	Standard non polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCC(C(=O)[O-])N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	3766.0	Standard polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCC(NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3030.8	Semi standard non polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCC(NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-]	2928.2	Standard non polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCC(NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3740.3	Standard polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	2937.4	Semi standard non polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	2825.7	Standard non polar	33892256
indole-3-acetyl-glutamine,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	4029.8	Standard polar	33892256
indole-3-acetyl-glutamine,3TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[O-]	3035.7	Semi standard non polar	33892256
indole-3-acetyl-glutamine,3TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[O-]	3021.0	Standard non polar	33892256
indole-3-acetyl-glutamine,3TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[O-]	3535.5	Standard polar	33892256
indole-3-acetyl-glutamine,3TMS,isomer #2	C[Si](C)(C)N(C(=O)CCC(NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-])[Si](C)(C)C	3066.9	Semi standard non polar	33892256
indole-3-acetyl-glutamine,3TMS,isomer #2	C[Si](C)(C)N(C(=O)CCC(NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-])[Si](C)(C)C	2996.3	Standard non polar	33892256
indole-3-acetyl-glutamine,3TMS,isomer #2	C[Si](C)(C)N(C(=O)CCC(NC(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)[O-])[Si](C)(C)C	3533.8	Standard polar	33892256
indole-3-acetyl-glutamine,3TMS,isomer #3	C[Si](C)(C)NC(=O)CCC(C(=O)[O-])N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2951.9	Semi standard non polar	33892256
indole-3-acetyl-glutamine,3TMS,isomer #3	C[Si](C)(C)NC(=O)CCC(C(=O)[O-])N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2947.7	Standard non polar	33892256
indole-3-acetyl-glutamine,3TMS,isomer #3	C[Si](C)(C)NC(=O)CCC(C(=O)[O-])N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	3472.6	Standard polar	33892256
indole-3-acetyl-glutamine,4TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[O-]	3044.9	Semi standard non polar	33892256
indole-3-acetyl-glutamine,4TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[O-]	3038.2	Standard non polar	33892256
indole-3-acetyl-glutamine,4TMS,isomer #1	C[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)[O-]	3306.0	Standard polar	33892256
indole-3-acetyl-glutamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3260.0	Semi standard non polar	33892256
indole-3-acetyl-glutamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	3098.3	Standard non polar	33892256
indole-3-acetyl-glutamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-]	4092.0	Standard polar	33892256
indole-3-acetyl-glutamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	3242.9	Semi standard non polar	33892256
indole-3-acetyl-glutamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	2990.0	Standard non polar	33892256
indole-3-acetyl-glutamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	4358.2	Standard polar	33892256
indole-3-acetyl-glutamine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CCC(N)=O)C(=O)[O-])C2=CC=CC=C21	3224.0	Semi standard non polar	33892256
indole-3-acetyl-glutamine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CCC(N)=O)C(=O)[O-])C2=CC=CC=C21	2985.9	Standard non polar	33892256
indole-3-acetyl-glutamine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(CC(=O)NC(CCC(N)=O)C(=O)[O-])C2=CC=CC=C21	4338.3	Standard polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-])[Si](C)(C)C(C)(C)C	3565.2	Semi standard non polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-])[Si](C)(C)C(C)(C)C	3403.4	Standard non polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CCC(NC(=O)CC1=C[NH]C2=CC=CC=C12)C(=O)[O-])[Si](C)(C)C(C)(C)C	3807.3	Standard polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCC(C(=O)[O-])N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3455.9	Semi standard non polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCC(C(=O)[O-])N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3334.1	Standard non polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCC(C(=O)[O-])N(C(=O)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3769.2	Standard polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCC(NC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3449.9	Semi standard non polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCC(NC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3296.7	Standard non polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCC(NC(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)[O-]	3756.5	Standard polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	3404.8	Semi standard non polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	3232.7	Standard non polar	33892256
indole-3-acetyl-glutamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CCC(N)=O)C(=O)[O-]	4003.1	Standard polar	33892256
indole-3-acetyl-glutamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[O-]	3775.5	Semi standard non polar	33892256
indole-3-acetyl-glutamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[O-]	3586.4	Standard non polar	33892256
indole-3-acetyl-glutamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=C[NH]C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[O-]	3617.8	Standard polar	33892256
indole-3-acetyl-glutamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)CCC(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	3718.1	Semi standard non polar	33892256
indole-3-acetyl-glutamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)CCC(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	3547.4	Standard non polar	33892256
indole-3-acetyl-glutamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)CCC(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	3612.4	Standard polar	33892256
indole-3-acetyl-glutamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCC(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	3597.1	Semi standard non polar	33892256
indole-3-acetyl-glutamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCC(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	3489.2	Standard non polar	33892256
indole-3-acetyl-glutamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCC(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	3610.7	Standard polar	33892256
indole-3-acetyl-glutamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[O-]	3895.1	Semi standard non polar	33892256
indole-3-acetyl-glutamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[O-]	3724.3	Standard non polar	33892256
indole-3-acetyl-glutamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)[O-]	3503.7	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - indole-3-acetyl-glutamine 10V, Negative-QTOF	splash10-0f79-0193000000-96b176598ca1d978a3f7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - indole-3-acetyl-glutamine 20V, Negative-QTOF	splash10-0536-2891000000-b6926c712d3ace7b0b02	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - indole-3-acetyl-glutamine 40V, Negative-QTOF	splash10-0006-9700000000-502ace951541afc4c9f4	2019-02-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB030925

KNApSAcK ID

Not Available

Chemspider ID

24784991

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

133730

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

Not Available

Showing metabocard for indole-3-acetyl-glutamine (HMDB0304380)

MOL for HMDB0304380 (indole-3-acetyl-glutamine)

3D MOL for HMDB0304380 (indole-3-acetyl-glutamine)

3D SDF for HMDB0304380 (indole-3-acetyl-glutamine)

3D-SDF for HMDB0304380 (indole-3-acetyl-glutamine)

PDB for HMDB0304380 (indole-3-acetyl-glutamine)

3D PDB for HMDB0304380 (indole-3-acetyl-glutamine)

SMILES for HMDB0304380 (indole-3-acetyl-glutamine)

INCHI for HMDB0304380 (indole-3-acetyl-glutamine)

Structure for HMDB0304380 (indole-3-acetyl-glutamine)

3D Structure for HMDB0304380 (indole-3-acetyl-glutamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra