General Information of Metabolite (ID: MT083)
  Meta Name
Chenodeoxycholate
  Unify Name
Chenodeoxycholic acid
  Synonym    Click to Show/Hide the Detailed Synonyms of This Metabolite
3alpha,7alpha-Dihydroxy-5beta-cholanic acid;7alpha-Hydroxylithocholic acid;Anthropodeoxycholic acid;Anthropodesoxycholic acid;CDCA;Chenic acid;Chenix;Chenodiol;Gallodesoxycholic acid;3a,7a-Dihydroxy-5b-cholanate;3a,7a-Dihydroxy-5b-cholanic acid;3alpha,7alpha-Dihydroxy-5beta-cholanate;3Alpha,7Alpha-dihydroxy-5beta-cholanate;3Alpha,7Alpha-dihydroxy-5beta-cholanic acid;Chenodeoxycholate;7a-Hydroxylithocholate;7a-Hydroxylithocholic acid;7alpha-Hydroxylithocholate;7Alpha-hydroxylithocholate;7Alpha-hydroxylithocholic acid;Anthropodeoxycholate;Anthropodesoxycholate;Chenate;Gallodesoxycholate;(+)-Chenodeoxycholate;(+)-Chenodeoxycholic acid;(3a,5b,7a)-3,7-Dihydroxy-cholan-24-Oate;(3a,5b,7a)-3,7-Dihydroxy-cholan-24-Oic acid;3a,7a-Dihydroxy-5b,14a,17b-cholanate;3a,7a-Dihydroxy-5b,14a,17b-cholanic acid;3a,7a-Dihydroxy-5b-cholan-24-Oate;3a,7a-Dihydroxy-5b-cholan-24-Oic acid;7a-Hydroxy-desoxycholsaeure;Chenodesoxycholsaeure;Acid, chenique;Chenofalk;Chenophalk;Acid, chenodeoxycholic;Chenodeoxycholate, sodium;Quenocol;Solvay brand OF chenodeoxycholic acid;Antigen brand OF chenodeoxycholic acid;Falk brand OF chenodeoxycholic acid;Quenobilan;Sodium chenodeoxycholate;tramedico Brand OF chenodeoxycholic acid;Zambon brand OF chenodeoxycholic acid;Acid, chenic;Acid, gallodesoxycholic;Chenique acid;Estedi brand OF chenodeoxycholic acid;Henohol
  Molecule Type
Bile acids (BAs)
  Formula
C24H39O4
  Inchi Key
RUDATBOHQWOJDD-BSWAIDMHSA-M
  Description    Click to Show/Hide the Detailed Description of This Metabolite
Human Metabolome Database (HMDB): Chenodeoxycholic 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). Usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones.
  External Links   HMDB ID   HMDB0000518
  VMH ID   C02528
  KEGG ID   C02528
  Metlin ID   207

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 [3], [4]
         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.
      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 Dietary metabolites derived from gut microbiota: critical modulators of epigenetic changes in mammals. Nutr Rev. 2017 May 1;75(5):374-389. doi: 10.1093/nutrit/nux001.
4 Blood Pressure Abnormalities Associated with Gut Microbiota-Derived Short Chain Fatty Acids in Children with Congenital Anomalies of the Kidney and Urinary Tract J Clin Med. 2019 Jul 24;8(8):1090. doi: 10.3390/jcm8081090.

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