General Information of Metabolite (ID: MT050)
  Meta Name
Indole-3-propionate
  Unify Name
Indole-3-propionate
  Synonym    Click to Show/Hide the Detailed Synonyms of This Metabolite
beta-(3-Indolyl)propionic acid;Indolepropionic acid;b-(3-Indolyl)propionate;b-(3-Indolyl)propionic acid;beta-(3-Indolyl)propionate;beta-(3-indolyl)propionate;beta-(3-indolyl)propionic acid;Indolepropionate;Indole-3-propionate;3-Indolepropionate;1H-Indole-3-propionate;1H-Indole-3-propionic acid;3-(1H-indol-3-yl)Propanoate;3-(1H-indol-3-yl)Propanoic acid;3-(1H-indol-3-yl)Propionate;3-(1H-indol-3-yl)Propionic acid;3-(2-Carboxyethyl)-1H-indole;3-(3-Indolyl)propanoate;3-(3-Indolyl)propanoic acid;3-(3-Indolyl)propionate;3-(3-Indolyl)propionic acid;b-Indole-3-propionate;b-Indole-3-propionic acid;b-Indolepropionate;b-Indolepropionic acid;beta-Indole-3-propionate;beta-Indole-3-propionic acid;beta-Indolepropionate;beta-Indolepropionic acid;IPA;Indole propionate;Indole-3-propanoic acid;3-Indolepropionic acid;1H-Indole-3-propanoic acid;3-(Indole-3-yl)propanoic acid;3-(Indole-3-yl)propionic acid;beta-(3-Indolyl)propanoic acid;beta-Indole-3-propanoic acid;beta-Indolepropanoic acid;beta-(3-indolyl)propanoic acid;beta-indole-3-propanoic acid;beta-indole-3-propionic acid;beta-indolepropanoic acid;beta-indolepropionic acid;Indole-3-propionic acid
  Molecule Type
Tryptophan metabolites
  Formula
C11H10NO2
  Inchi Key
NA
  Description    Click to Show/Hide the Detailed Description of This Metabolite
Human Metabolome Database (HMDB): Indole-3-propionic acid (IPA, indole-3-propionate, or indolepropionic acid), is a deamination product of tryptophan formed by symbiotic bacteria in the gastrointestinal tract of mammals and birds. It is endogenously produced by human microbiota and has only been detected in vivo when the species Clostridium sporogenes is present in the gastrointestinal tract (PMID: 19234110). Indole-3-propionic acid is an even more potent scavenger of hydroxyl radicals than melatonin, the most potent scavenger of hydroxyl radicals that is synthesized by the human body. Similar to melatonin but unlike other antioxidants, indole-3-propionic acid scavenges radicals without subsequently generating reactive and pro-oxidant intermediate compounds (PMID: 9928448). Indole-3-propionic acid has been shown to prevent oxidative stress and death of primary neurons and neuroblastoma cells exposed to the amyloid beta-protein in the form of amyloid fibrils, one of the most prominent neuropathologic features of Alzheimer's disease. Indole-3-propionic acid also shows a strong level of neuroprotection in two other paradigms of oxidative stress. (PMID: 10319516). More recently it has been found that higher indole-3-propionic acid levels in serum/plasma are associated with reduced likelihood of type 2 diabetes and with higher levels of consumption of fiber-rich foods (PMID: 28397877).
  External Links   HMDB ID   HMDB0002302
  VMH ID   ind3ppa
  Metlin ID   6602

The epigenetic modification information of this metabolite
Modification Type Molecule EM Info Cell/Tissue Type Modified sites Condition REF
DNA Methylation DNMT EM Info . . . [1], [2]

The microbes that produce this metabolite
      Escherichia coli
         Detailed Information MIC Info click to show the detail information of this Microbiota [3], [4]
         Description
Escherichia coli, also known as E. coli, is a gram-negative, facultative anaerobic, rod-shaped, coliform bacteria of the genus Escherichia.
      Bifidobacterium
         Detailed Information MIC Info click to show the detail information of this Microbiota [5], [6]
         Description
Bifidobacteria is a genus of gram-positive, nonmotile, often branched anaerobic bacteria. They are ubiquitous inhabitants of the gastrointestinal tract, vagina and mouth of mammals, including humans.
      Eubacterium hallii
         Detailed Information MIC Info click to show the detail information of this Microbiota [1], [2]
         Description
Anaerobutyricum hallii is an anaerobic bacteria that lives inside the human digestive system.
      Clostridium sporogenes
         Detailed Information MIC Info click to show the detail information of this Microbiota [5]
         Description
Clostridium sporogenes is a species of gram-positive bacteria that belongs to the genus Clostridium.
      Lactobacillus spp.
         Detailed Information MIC Info click to show the detail information of this Microbiota [3], [7]
         Description
Lactobacillus sp. is a bacteria of gram-positive, aerotolerant anaerobics or microaerophilic, rod-shaped, non-spore-forming bacteria.

References
1 Commensal microbe-derived butyrate induces the differentiation of colonic regulatory T cells. Nature. 2013 Dec 19;504(7480):446-50. doi: 10.1038/nature12721. Epub 2013 Nov 13.
2 Mucin Cross-Feeding of Infant Bifidobacteria and Eubacterium hallii Microb Ecol. 2018 Jan;75(1):228-238. doi: 10.1007/s00248-017-1037-4. Epub 2017 Jul 18.
3 Acetate functions as an epigenetic metabolite to promote lipid synthesis under hypoxia. Nat Commun. 2016 Jun 30;7:11960. doi: 10.1038/ncomms11960.
4 Fermentation Products of Commensal Bacteria Alter Enterocyte Lipid Metabolism Cell Host Microbe. 2020 Mar 11;27(3):358-375.e7. doi: 10.1016/j.chom.2020.01.028. Epub 2020 Feb 25.
5 Gut Microbiota as Important Mediator Between Diet and DNA Methylation and Histone Modifications in the Host. Nutrients. 2020 Feb 25;12(3):597. doi: 10.3390/nu12030597.
6 Arachidonic and oleic acid exert distinct effects on the DNA methylome. Epigenetics. 2016 May 3;11(5):321-34. doi: 10.1080/15592294.2016.1161873. Epub 2016 Apr 18.
7 Antifungal Activity of Lactobacillus pentosusOCK 0979 in the Presence of Polyols and Galactosyl-Polyols Probiotics Antimicrob Proteins. 2018 Jun;10(2):186-200. doi: 10.1007/s12602-017-9344-0.

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