Details of Metabolite

General Information of MET (ID: META00297)
Name Indolelactic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2S)-2-Hydroxy-3-(1H-indol-3-yl)propanoic acid; (2S)-2-Hydroxy-3-(1H-indol-3-yl)propionic acid; (2S)-2-Hydroxy-3-indoylpropanoic acid; (2S)-2-Hydroxy-3-indoylpropionic acid; (S)-2-Hydroxy-3-(1H-indol-3-yl)propanoic acid; (S)-2-Hydroxy-3-(1H-indol-3-yl)propionic acid; (S)-Indole-3-lactic acid; (alphaS)-alpha-Hydroxy-1H-indole-3-propanoic acid; 2-(1H-Indol-3-yl)acetaldehyde; 2-Hydroxy-3-(1H-indol-3-yl)propanoic acid; 2-Hydroxy-3-(1H-indol-3-yl)propionic acid; 2-Hydroxy-3-(3-indolyl)propanoic acid; 2-Hydroxy-3-(3-indolyl)propionic acid; 3-(3-Indolyl)-2-hydroxypropanoic acid; 3-(3-Indolyl)-2-hydroxypropionic acid; 3-(3-Indolyl)-DL-lactic acid; 3-(indol-3-yl) LACTic acid; 3-Indolyllactic acid; Indole-3-L-lactic acid; Indole-3-lactic acid; Indolelactic acid; L-3-(3-Indolyl)lactic acid; L-Indole-3-lactic acid; alpha-Hydroxy-1H-indole-3-propanoic acid; alpha-Hydroxy-1H-indole-3-propionic acid; beta-(3-Indolyl)lactic acid
Source Endogenous;Food
Structure Type   Indolyl carboxylic acids and derivatives  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organoheterocyclic compounds
Indoles and derivatives
Indolyl carboxylic acids and derivatives
PubChem CID
676157
HMDB ID
HMDB0000671
Formula
C11H11NO3
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C02043
DrugBank ID
DB07060
FooDB ID
FDB022174
ChemSpider ID
588900
Physicochemical Properties Molecular Weight 205.21 Topological Polar Surface Area 73.3
XlogP 1.5 Complexity 244
Heavy Atom Count 15 Rotatable Bond Count 3
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 3
Function
Indolelactic acid (CAS: 1821-52-9) is a tryptophan metabolite found in human plasma, serum, and urine. Tryptophan is metabolized by two major pathways in humans, either through kynurenine or via a series of indoles, and some of its metabolites are known to be biologically active. Indolelactic acid is present in various amounts, significantly higher in umbilical fetal plasma than in maternal plasma in the protein-bound form. Indolelactic acid is also a microbial metabolite; urinary indole-3-lactate is produced by Clostridium sporogenes.
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 Indolelactic acid concentration: decrease (FC = 0.74)
                      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 indolelactic acid levels compared with control group.
      Pore-forming PNC peptide (PNC)
            Cellular tumor antigen p53 (TP53) 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 [2]
                      Introduced Variation Knockout of TP53
                      Induced Change Indolelactic acid concentration: increase (Log2 FC=2.45)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the increase of indolelactic acid 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.
2 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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