Tributyrin

Tributyrin
Names
	IUPAC name 1,3-Di(butanoyloxy)propan-2-yl butanoate
	Other names Tributyrin
Identifiers
CAS Number	60-01-5;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:35020 ;
ChemSpider	5827 ;
ECHA InfoCard	100.000.410
KEGG	C13870;
PubChem CID	6050;
UNII	S05LZ624MF ;
CompTox Dashboard (EPA)	DTXSID4052267 ;
	SMILES CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC;
Properties
Chemical formula	C15H26O6
Molar mass	302.367 g·mol−1
Appearance	Oily liquid with bitter taste[1]
Density	1.032 g/cm3[1]
Melting point	−75 °C (−103 °F; 198 K)[1]
Boiling point	305 to 310 °C (581 to 590 °F; 578 to 583 K)[1]
Solubility in water	Insoluble[1]
Hazards
Safety data sheet	Tributyrin MSDS, Fischer Scientific
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

Tributyrin is a triglyceride naturally present in butter. It is an ester composed of butyric acid and glycerol.[1] 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. [2]

Tributyrin is a stable and rapidly absorbed prodrug of butyric acid which enhances antiproliferative effects of dihydroxycholecalciferol in human colon cancer cells.[3]

References

Budavari, Susan, ed. (1996), The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (12th ed.), Merck, ISBN 0911910123
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. Washington, DC: American Society for Microbiology. 28 (10): 2347–2348. ISSN 1098-660X. PMC 268174. PMID 2121784.
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. Bethesda, MD: The American Society for Nutritional Sciences. 131 (6): 1839–1843. doi:10.1093/jn/131.6.1839. ISSN 1541-6100. PMID 11385076. Retrieved 2009-08-17.

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[Merck-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. Washington, DC: American Society for Microbiology. 28 (10): 2347–2348. 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. Bethesda, MD: The American Society for Nutritional Sciences. 131 (6): 1839–1843. doi:10.1093/jn/131.6.1839. ISSN 1541-6100. PMID 11385076. Retrieved 2009-08-17.