Details of Metabolite

General Information of MET (ID: META00642)
Name Indoleacetyl glutamine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(1H-indol-3-yl)-Acetate glutamine; (1H-indol-3-yl)-Acetic acid glutamine; 1H-Indole-3-acetate glutamine; 1H-Indole-3-acetic acid glutamine; 1H-indol-3-Ylacetate glutamine; 1H-indol-3-Ylacetic acid glutamine; 2-(1H-indol-3-yl)Acetate glutamine; 2-(1H-indol-3-yl)Acetic acid glutamine; 2-(3-Indolyl)acetate glutamine; 2-(3-Indolyl)acetic acid glutamine; 3-(Carboxymethyl)indole glutamine; 3-IAA glutamine; 3-Indole-acetic acid glutamine; 3-Indoleacetate glutamine; 3-Indoleacetic acid glutamine; 3-Indolylacetate glutamine; 3-Indolylacetic acid glutamine; Heteroauxin glutamine; Indole-3-acetate glutamine; Indole-3-acetic acid glutamine; Indole-3-acetic-acid-O-glutamine; Indole-3-acetyl-glutamine; Indoleacetate glutamine; Indoleacetic acid glutamine; Indolyl-3-acetate glutamine; Indolyl-3-acetic acid glutamine; Indolylacetate glutamine; Indolylacetic acid glutamine; Kyselina 3-indolyloctova glutamine; N-Indoleacetylglutamine; b-Indoleacetate glutamine; b-Indoleacetic acid glutamine; b-Indolylacetate glutamine; b-Indolylacetic acid glutamine; beta-Indole-3-acetic acid glutamine; beta-Indoleacetate glutamine; beta-Indoleacetic acid glutamine; beta-Indolylacetate glutamine; beta-Indolylacetic acid glutamine; indol-3-Ylacetate glutamine; indol-3-Ylacetic acid glutamine
Source Aromatic heteropolycyclic compounds
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
25200879
HMDB ID
HMDB0013240
Formula
C15H17N3O4
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
70811
FooDB ID
FDB029352
Physicochemical Properties Molecular Weight 303.31 Topological Polar Surface Area 125
XlogP N.A. Complexity 441
Heavy Atom Count 22 Rotatable Bond Count 7
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 4
Function
Indoleacetyl glutamine is indolic derivative of tryptophan. It is generated from indoleacetic acid. Indoleacetic acid (IAA) is a breakdown product of tryptophan metabolism and is often produced by the action of bacteria in the mammalian gut. Some endogenous production of IAA in mammalian tissues also occurs. It may be produced by the decarboxylation of tryptamine or the oxidative deamination of tryptophan. Indoleacetyl glutamine frequently occurs at low levels in urine and has been found in elevated levels in the urine of patients with hartnup disease, the characteristic symptoms of the disease are mental retardation and pellagra like skin rash.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Apolipoprotein (Apo)
            Apolipoprotein A-II (APOA2) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Mutation (-265T >C(rs5082)) of APOA2
                      Induced Change Indoleacetyl glutamine concentration: decrease (FC = 0.41)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Obesity [ICD-11: 5B81]
                      Details It is reported that mutation (-265T >C(rs5082)) of APOA2 leads to the decrease of indoleacetyl glutamine levels compared with control group.
References
1 Epigenomics and metabolomics reveal the mechanism of the APOA2-saturated fat intake interaction affecting obesity. Am J Clin Nutr. 2018 Jul 1;108(1):188-200.

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