| Identification | More | [Name]
Tributyrin | [CAS]
60-01-5 | [Synonyms]
1,2,3-TRIBUTYRYLGLYCEROL
BUTYRIN
C4:0
FEMA 2223
GLYCEROL TRIBUTYRATE
GLYCEROL TRI-N-BUTYRATE
GLYCERYL TRIBUTYRATE
TRIBUTYRIN
TRI-N-BUTYRIN
1,2,3-Propanetriol, tributyrate
1,2,3-tris-(butyryloxy)-propane
1,2,3-tris-butyryloxy-propane
2,3-Bis(butyryloxy)propyl butyrate
Butanoic acid, 1,2,3-propanetriyl ester
Butanoicacid,1,2,3-propanetriylester
Butyric acid triester with glycerin
butyricacidtriesterwithglycerin
Butyrin, tri-
Butyryl triglyceride
butyryltriglyceride | [EINECS(EC#)]
200-451-5 | [Molecular Formula]
C15H26O6 | [MDL Number]
MFCD00009392 | [Molecular Weight]
302.36 | [MOL File]
60-01-5.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless liquid | [Melting point ]
-75 °C
| [Boiling point ]
305 °C | [density ]
1.0335 | [FEMA ]
2223 | [refractive index ]
n20/D 1.435(lit.)
| [Fp ]
345 °F
| [storage temp. ]
Store at RT. | [solubility ]
H2O: insoluble | [form ]
Liquid | [color ]
Clear colorless to yellow | [Odor]
at 100.00 %. cheese waxy creamy fatty | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [biological source]
synthetic | [Odor Type]
cheesy | [Water Solubility ]
Not miscible in water. | [JECFA Number]
922 | [Merck ]
14,9620 | [BRN ]
1714746 | [Henry's Law Constant]
1.0×103 mol/(m3Pa) at 25℃, HSDB (2015) | [Major Application]
food and beverages | [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 | [InChIKey]
UYXTWWCETRIEDR-UHFFFAOYSA-N | [SMILES]
CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC | [LogP]
2.95 | [Uses]
Tributyrin is a flavoring agent that is the triester of glycerin and
butyric acid. it is prepared by esterification of glycerin with excess
butyric acid. it is used in the following foods: baked goods; alcoholic
beverages; nonalcoholic beverages; fats and oils; frozen dairy des-
serts and mixes; gelatins, puddings and fillings; and soft candy. it is
also termed butyrin and glyceryl tributyrate. | [CAS DataBase Reference]
60-01-5(CAS DataBase Reference) | [EPA Substance Registry System]
Tributyrin (60-01-5) |
| Hazard Information | Back Directory | [Description]
Tributyrin (C15H26O6), also known as butyrin or glyceryl tributyrate, is the triester of glycerin and butyric acid. It is prepared by esterifcation of glycerin with excess butyric acid. Glycerol tributyrate has a characteristic odor and a bitter taste.
Tributyrin is essentially a triacylglyceride (TAG), which is an ester derived from glycerol and 3 fatty acids. Tributyrin requires lipase to release the butyrate attached to the glycerol. Although 1 tributyrin contains 3 butyrate, not all 3 butyrate is guaranteed to be released. This is because lipase is regioselective. It can hydrolyse triacylglycerides at R1 and R3, only R2, or non-specifically. Lipase also has substrate specificity in that the enzyme can differentiate between acyl chains attached to the glycerol and preferentially cleaving certain types. Since tributyrin requires lipase to release its butyrate, there may be competition between tributyrin and other TAGs for lipase. | [Chemical Properties]
Glycerol tributyrate has a characteristic odor and bitter taste. | [Chemical Properties]
Tributyrin is a colorless, oily liquid
with a bitter taste. It is soluble in alcohol and ether and fairly insoluble in water. | [Definition]
ChEBI: A triglyceride obtained by formal acylation of the three hydroxy groups of glycerol by butyric acid. | [Preparation]
Prepared by esterifcation of glycerol with excess butyric acid. | [Production Methods]
Tributyrin is manufactured via esterification of glycerol
with butyric acid. | [Taste threshold values]
Taste characteristics at 30 ppm: bitter, waxy, fatty, cheese and butter nuances. | [General Description]
Tributyrin is a short-chain triacylglycerol that mainly occurs in butter. It shows potent anti-cancer property. | [Biochem/physiol Actions]
Taste at 30 ppm | [Carcinogenicity]
Administration of sodium
butyrate in drinking water potentiates 1,2-dimethylhydrazine-
induced colon cancer in rats . In mice, dietary
administration of 5% tributyrin for 48 weeks did not lead to
an increase in colonic tumor incidence or focal areas of
dysplasia as compared to controls . Therefore, it has
been suggested that the agent responsible for enhanced
tumorigenesis in the rat study was sodium, rather than
butyrate. |
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