General Information of Metabolite (ID: MT012)
  Meta Name
Taurocholate
  Unify Name
Taurocholic acid
  Synonym    Click to Show/Hide the Detailed Synonyms of This Metabolite
3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid 24-taurine;Cholic acid taurine conjugate;Choloyl-taurine;Cholyltaurine;N-Choloyltaurine;Taurocholate;Cholaic acid;3a,7a,12a-Trihydroxy-5b-cholanate 24-taurine;3a,7a,12a-Trihydroxy-5b-cholanic acid 24-taurine;3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate 24-taurine;3A,7Alpha,12Alpha-Trihydroxy-5beta-cholanate 24-taurine;3A,7Alpha,12Alpha-Trihydroxy-5beta-cholanic acid 24-taurine;Cholaate taurine conjugate;Cholic acid taurine conjugic acid;Cholaate;Taurine cholate;Taurocholic acid,(7 beta)-isomer;Taurocholic acid,(5 alpha)-isomer
  Molecule Type
Bile acids (BAs)
  Formula
C26H45NO7S
  Inchi Key
WBWWGRHZICKQGZ-DFXZFZLWSA-N
  Description    Click to Show/Hide the Detailed Description of This Metabolite
Human Metabolome Database (HMDB): Taurocholic acid is a bile acid and is the product of conjugation of cholic acid with taurine. Its sodium salt is the chief ingredient of the bile of carnivorous animals. 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 ) Taurocholic acid, as with all bile acids, acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as a cholagogue and cholerectic (a bile purging agent). Hydrolysis of taurocholic acid yields taurine, a nonessential amino acid. Taurocholic acid is one of the main components of urinary nonsulfated bile acids in biliary atresia. Raised levels of the bile acid taurocholate in the fetal serum in obstetric cholestasis may result in the development of a fetal dysrhythmia and in sudden intra-uterine death. (PMID: 3944741 , 11256973 ).
  External Links   HMDB ID   HMDB0000036
  VMH ID   tchola
  KEGG ID   C05122
  Metlin ID   5104

The epigenetic modification information of this metabolite
Modification Type Molecule EM Info Cell/Tissue Type Modified sites Condition REF
Histone Citrullination H3 EM Info Blood neutrophils . . [1], [2]

The microbes that produce this metabolite
      Bacteroides
         Detailed Information MIC Info click to show the detail information of this Microbiota [3], [4]
         Description
Bacteroides is a genus of gram-negative, obligate anaerobic bacteria.
      Eubacterium
         Detailed Information MIC Info click to show the detail information of this Microbiota [1], [2]
         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 [5], [6]
         Description
Clostridium is a genus of gram-positive, anaerobic bacteria from the family Bacillaceae.
      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.
      Enterobacter
         Detailed Information MIC Info click to show the detail information of this Microbiota [5], [6]
         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 [5], [7]
         Description
Escherichia is a genus of gram-negative, non-spore-forming, facultatively anaerobic, rod-shaped bacteria from the family Enterobacteriaceae.
      Lactobacillus
         Detailed Information MIC Info click to show the detail information of this Microbiota [8], [5]
         Description
Lactobacillus is a genus of gram-positive, facultative anaerobic or microaerophilic, rod-shaped, non-spore-forming bacteria. They are a major part of the lactic acid bacteria group. In humans, they constitute a significant component of the microbiota at a number of body sites, such as the digestive system, urinary system, and genital system.

References
1 Butyrate greatly enhances derivation of human induced pluripotent stem cells by promoting epigenetic remodeling and the expression of pluripotency-associated genes. Stem Cells. 2010 Apr;28(4):713-20. doi: 10.1002/stem.402.
2 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.
3 Propionate hampers differentiation and modifies histone propionylation and acetylation in skeletal muscle cells. Mech Ageing Dev. 2021 Jun;196:111495. doi: 10.1016/j.mad.2021.111495. Epub 2021 Apr 28.
4 A Gut Commensal-Produced Metabolite Mediates Colonization Resistance to Salmonella Infection Cell Host Microbe. 2018 Aug 8;24(2):296-307.e7. doi: 10.1016/j.chom.2018.07.002. Epub 2018 Jul 26.
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 c-Abl kinase regulates neutrophil extracellular trap formation, inflammation, and tissue damage in severe acute pancreatitis. J Leukoc Biol. 2019 Aug;106(2):455-466. doi: 10.1002/JLB.3A0618-222RR. Epub 2019 Mar 12.
8 Valerian and valeric acid inhibit growth of breast cancer cells possibly by mediating epigenetic modifications. Sci Rep. 2021 Jan 28;11(1):2519. doi: 10.1038/s41598-021-81620-x.

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