Glycerol triheptanoate

Structural formula
General
Non-proprietary name	Triheptanoin
other names	1,3-di (heptanoyloxy) propan-2-yl-heptanoate; GTH; 1,2,3-trienanthyl glycerol; TRIHEPTANOIN ( INCI ) ;
Molecular formula	C 24 H 44 O 6
External identifiers / databases
EC number	210-647-2
ECHA InfoCard	100.009.681
PubChem	69286
ChemSpider	62497
DrugBank	DB11677
Wikidata	Q414576
properties
Molar mass	428.60 g mol −1
Physical state	liquid
density	0.97 g cm −3
Refractive index	1.444 (20 ° C)
safety instructions
H and P phrases	H: 315-411
	P: 273
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Glycerol triheptanoate or (GTH) is a triglyceride with three enanthic acid residues. Since September 12, 2007 it has been the official EU raw material for marking risk meat .

Glyceroltriheptanoate is a triglyceride ( glycerol - ester ) of enanthic (C 7: 0, also n called -heptanoic).

use

GTH was chosen as the meat marker because it is cheap, non-toxic and non-washable. In 2005 it was recommended as a suitable meat marker by the Institute for Reference Materials and Measurements in Geel, Belgium . GTH itself is colorless and odorless and is mixed with the actual dye for use. For the coloring, the meat is heated to 80 ° C in a sterilizer and then the GTH is added. The minimum concentration of GTH is 250 mg per kg of fat.

Biological importance

Glycerol triheptanoate has been used in the treatment of pyruvate carboxylase deficiency , with the fatty acid residues producing acetyl-CoA and propionyl-CoA via anaplerotic reactions due to their odd carbon number . Furthermore, experiments on rats to elucidate the treatment of epilepsies have shown an effect on the central nervous system.

Individual evidence

↑ Entry on TRIHEPTANOIN in the CosIng database of the EU Commission, accessed on June 30, 2020.
↑ ^a ^b ^c ^d data sheet Glycerol trienanthate from Sigma-Aldrich , accessed on April 3, 2011 ( PDF ).
↑ TAZ.de: The substance with which the dye comes
↑ Official Journal of the European Union: COMMISSION REGULATION (EC) No. 1432/2007 of December 5, 2007 amending Appendices I, II and VI of Regulation (EC) No. 1774/2002 of the European Parliament and of the Council with regard to the labeling and transport of animal by-products (PDF) , December 6, 2007.
↑ Mochel, F. et al. : Pyruvate carboxylase deficiency: clinical and biochemical response to anaplerotic diet therapy Mol Genet Metab. 2005 Apr; 84 (4): 305-312. PMID 15781190 .
↑ de Almeida Rabello Oliveira, M. et al. : Effects of short-term and long-term treatment with medium- and long-chain triglycerides ketogenic diet on cortical spreading depression in young rats Neurosci Lett. 2008 Mar 21; 434 (1): 66-70. PMID 18281154 .

[CosIng-1] Entry on TRIHEPTANOIN in the CosIng database of the EU Commission, accessed on June 30, 2020.

[Sigma-2] ta sheet Glycerol trienanthate from Sigma-Aldrich , accessed on April 3, 2011 ( PDF ).

[3] TAZ.de: The substance with which the dye comes

[4] Official Journal of the European Union: COMMISSION REGULATION (EC) No. 1432/2007 of December 5, 2007 amending Appendices I, II and VI of Regulation (EC) No. 1774/2002 of the European Parliament and of the Council with regard to the labeling and transport of animal by-products (PDF) , December 6, 2007.

[5] Mochel, F. et al. : Pyruvate carboxylase deficiency: clinical and biochemical response to anaplerotic diet therapy Mol Genet Metab. 2005 Apr; 84 (4): 305-312. PMID 15781190 .

[6] Almeida Rabello Oliveira, M. et al. : Effects of short-term and long-term treatment with medium- and long-chain triglycerides ketogenic diet on cortical spreading depression in young rats Neurosci Lett. 2008 Mar 21; 434 (1): 66-70. PMID 18281154 .