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Key Documents

91010

Sigma-Aldrich

Glyceryl tributyrate

puriss., ≥98.5% (GC)

Synonym(s):

1,2,3-Tributyrylglycerol, Glycerol tributyrate, Tributyrin

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About This Item

Linear Formula:
(CH3CH2CH2COOCH2)2CHOCOCH2CH2CH3
CAS Number:
Molecular Weight:
302.36
Beilstein:
1714746
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

puriss.

Quality Level

Assay

≥98.5% (GC)

form

liquid

refractive index

n20/D 1.435 (lit.)
n20/D 1.435

bp

129-131 °C/0.03 mmHg (lit.)
287-288 °C (lit.)

density

1.032 g/mL at 20 °C (lit.)
1.032 g/mL at 20 °C

SMILES string

CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC

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

InChI key

UYXTWWCETRIEDR-UHFFFAOYSA-N

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Application

Glyceryl tributyrate can be used as:
  • A model compound to study transesterification in vegetable oil for the synthesis of biodiesel catalyzed by the metal-loaded MgAl oxides.
  • A reactant in the synthesis of methyl butanoate by transesterification with methanol using Li-promoted CaO catalysts.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

345.2 °F - closed cup

Flash Point(C)

174 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Metal-loaded MgAl oxides for transesterification of glyceryl tributyrate and palm oil
Tittabut T and Trakarnpruk W
Industrial & Engineering Chemistry Research, 47(7), 2176-2181 (2008)
Li?CaO catalysed tri-glyceride transesterification for biodiesel applications.
Watkins RS, et al.
Green Chemistry, 6(7), 335-340 (2004)
Makoto Miyoshi et al.
Clinical nutrition (Edinburgh, Scotland), 30(2), 252-258 (2010-11-06)
Short-chain fatty acids, especially butyrate, have various biological activities including inhibition of tumor necrosis factor (TNF)-α secretion, via attenuation of nuclear factor-κB (NF-κB) activation. Here, we evaluated the protective effect of oral administration of tributyrin, a prodrug of butyrate, on
Marco A R Vinolo et al.
The Journal of nutritional biochemistry, 22(9), 849-855 (2010-12-21)
Short chain fatty acids (SCFAs) are fermentation products of anaerobic bacteria. More than just being an important energy source for intestinal epithelial cells, these compounds are modulators of leukocyte function and potential targets for the development of new drugs. The
Aline de Conti et al.
The Journal of nutritional biochemistry, 23(8), 860-866 (2011-09-24)
The chemopreventive effects of tributyrin (TB) and vitamin A (VA), alone or in combination, were investigated during the promotion phase of rat hepatocarcinogenesis. Compared to diethylnitrosamine control rats, TB and TB+VA-treated rats, but not VA-treated rats, presented a lower incidence

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