Tributyrin

Tributyrin
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Names
	Systematic IUPAC name Propane-1,2,3-triyl tributanoate
	Other names Tributyrin
Identifiers
CAS Number	60-01-5;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:35020 N;
ChemSpider	13849665 Y;
ECHA InfoCard	100.000.410
KEGG	C13870;
PubChem CID	6050;
UNII	S05LZ624MF Y;
CompTox Dashboard (EPA)	DTXSID4052267 ;
	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,4-11H2,1-3H3 Key: UYXTWWCETRIEDR-UHFFFAOYSA-N;
	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
Density	1.032 g/cm3‍
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 [77 °F], 100 kPa). N verify (what is YN ?) 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.; Pulido, Angeles; Pantozzi, Florencia; Martin, Rogelio (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.
Gaschott, Tanja; Steinhilber, Dieter; Milovic, Vladan; Stein, Jürgen (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.

[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.; Pulido, Angeles; Pantozzi, Florencia; Martin, Rogelio (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; Steinhilber, Dieter; Milovic, Vladan; Stein, Jürgen (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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See also

References