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Tributyrin

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Chemical compound
Tributyrin
Skeletal formula of butyrin
Ball-and-stick model of the butyrin molecule
Names
Systematic IUPAC name Propane-1,2,3-triyl tributanoate
Other names Tributyrin
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.000.410 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C15H26O6/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2/h12H,4-11H2,1-3H3Key: UYXTWWCETRIEDR-UHFFFAOYSA-N
SMILES
  • CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC
Properties
Chemical formula C15H26O6
Molar mass 302.367 g·mol
Appearance Oily liquid with bitter taste
Density 1.032 g/cm
Melting point −75 °C (−103 °F; 198 K)
Boiling point 305 to 310 °C (581 to 590 °F; 578 to 583 K)
Solubility in water Insoluble
Hazards
Safety data sheet (SDS) Tributyrin MSDS, Fischer Scientific
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Tributyrin is a triglyceride naturally present in butter. It is an ester composed of butyric acid and glycerol. Among other things, it is used as an ingredient in making margarine. It is present in butter and can be described as a liquid fat with an acrid taste.

Tributyrin is also used in microbiological laboratories to identify the bacterium Moraxella catarrhalis.

Tributyrin is a stable and rapidly absorbed prodrug of butyric acid which enhances antiproliferative effects of dihydroxycholecalciferol in human colon cancer cells.

References

  1. ^ Budavari, Susan, ed. (1996). The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (12th ed.). Merck. ISBN 0911910123.
  2. Pérez, José L.; Angeles Pulido; Florencia Pantozzi; Rogelio Martin (October 1990). "Butyrate esterase (4-methylumbelliferyl butyrate) spot test, a simple method for immediate identification of Moraxella (Branhamella) catarrhalis corrected" (PDF Reprint). Journal of Clinical Microbiology. 28 (10). Washington, DC: American Society for Microbiology: 2347–2348. doi:10.1128/jcm.28.10.2347-2348.1990. ISSN 1098-660X. PMC 268174. PMID 2121784.
  3. Gaschott, Tanja; Dieter Steinhilber; Vladan Milovic; Jürgen Stein (June 2001). "Tributyrin, a Stable and Rapidly Absorbed Prodrug of Butyric Acid, Enhances Antiproliferative Effects of Dihydroxycholecalciferol in Human Colon Cancer Cells". The Journal of Nutrition. 131 (6). Bethesda, MD: The American Society for Nutritional Sciences: 1839–1843. doi:10.1093/jn/131.6.1839. ISSN 1541-6100. PMID 11385076. Retrieved 2009-08-17.
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