General Information of Metabolite (ID: MT055)
  Meta Name
Hyocholate
  Unify Name
Hyocholic acid
  Synonym    Click to Show/Hide the Detailed Synonyms of This Metabolite
3a,6a,7a-Trihydroxy-5b-cholan-24-Oate;3a,6a,7a-Trihydroxy-5b-cholan-24-Oic acid;3a,6a,7a-Trihydroxy-5b-cholanate;3a,6a,7a-Trihydroxy-5b-cholanic acid;3a,6a,7a-Trihydroxy-5b-cholanoate;3a,6a,7a-Trihydroxy-5b-cholanoic acid;5b-Cholanic acid-3a,6a,7a-triol;6a-Hydroxychenodeoxycholate;6a-Hydroxychenodeoxycholic acid;a-Hyocholate;a-Hyocholic acid;alpha-Hyocholate;alpha-Hyocholic acid;g-Muricholate;g-Muricholic acid;gamma-Muricholate;gamma-Muricholic acid;Iocholate;Iocholic acid;
  Molecule Type
Bile acids (BAs)
  Formula
C24H39O5
  Inchi Key
DKPMWHFRUGMUKF-KWXDGCAGSA-N
  Description    Click to Show/Hide the Detailed Description of This Metabolite
Human Metabolome Database (HMDB): Hyocholic acid is a bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135).
  External Links   HMDB ID   HMDB0000760
  VMH ID   hyochol
  Metlin ID   5728

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

The microbes that produce this metabolite
      Eubacterium
         Detailed Information MIC Info click to show the detail information of this Microbiota [1], [3]
         Description
Eubacteria is a genus of gram-positive bacteria in the family Eubacteriaceae. These bacteria are characterised by a rigid cell wall. They may either be motile or nonmotile. If motile, they have a flagellum. A typical flagellum consists of a basal body, filament, and hook. The long filament is the organ which helps eubacteria move.
      Clostridium
         Detailed Information MIC Info click to show the detail information of this Microbiota [1], [2]
         Description
Clostridium is a genus of gram-positive, anaerobic bacteria from the family Bacillaceae.
      Enterobacter
         Detailed Information MIC Info click to show the detail information of this Microbiota [1], [2]
         Description
Enterobacter is a genus of common gram-negative, facultatively anaerobic, rod-shaped, non-spore-forming bacteria of the family Enterobacteriaceae. It is the type genus of the order Enterobacterales.
      Escherichia
         Detailed Information MIC Info click to show the detail information of this Microbiota [1]
         Description
Escherichia is a genus of gram-negative, non-spore-forming, facultatively anaerobic, rod-shaped bacteria from the family Enterobacteriaceae.

References
1 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.
2 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.
3 Identification of lysine isobutyrylation as a new histone modification mark. Nucleic Acids Res. 2021 Jan 11;49(1):177-189. doi: 10.1093/nar/gkaa1176.

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