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SML3331

Sigma-Aldrich

Triheptanoin

≥95% (HPLC)

Synonym(s):

Dermofeel TC 7, Glycerol trienanthate, Glyceryl triheptanoate, Heptanoic acid, 1,1′,1′′-(1,2,3-propanetriyl) ester, Heptanoic acid, 1,2,3-propanetriyl ester (9CI), Heptanoin, tri- (6CI,7CI,8CI), Lanol 37T, Trienanthoin, Triheptanoic glyceride, Trioenanthoin, UX007

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About This Item

Empirical Formula (Hill Notation):
C24H44O6
CAS Number:
620-67-7
Molecular Weight:
428.60
MDL number:
MFCD00042910
UNSPSC Code:
23201100
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

oil

color

colorless to brown

storage temp.

−20°C

InChI

1S/C24H44O6/c1-4-7-10-13-16-22(25)28-19-21(30-24(27)18-15-12-9-6-3)20-29-23(26)17-14-11-8-5-2/h21H,4-20H2,1-3H3

InChI key

PJHKBYALYHRYSK-UHFFFAOYSA-N

Biochem/physiol Actions

Triheptanoin is a triglyceride with 3 molar eq. of saturated heptanoic acid (C7:0). The even-chain FA does not occur naturally and is able to bypass metabolic block induced by enzyme deficiency and to replenish reduced tricarboxylic acid/TCA-cycle (Krebs cycle or citric acid cycle/CAC) intermediates (anaplerosis) in vivo.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

404.6 °F - open cup

Flash Point(C)

207 °C - open cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ingrid Sofia Vieira de Melo et al.
Nutricion hospitalaria, 32(1), 265-269 (2015-08-12)
the aim of this study was to evaluate the influence of consumption of a ketogenic diet supplemented with triheptanoin, a medium-chain anaplerotic triacylglycerol, on the liver fatty acid profile of Wistar rats. three groups of male Wistar rats (n =
Keri J Fogle et al.
Molecular genetics and metabolism, 126(4), 439-447 (2019-01-27)
Seizures are a feature not only of the many forms of epilepsy, but also of global metabolic diseases such as mitochondrial encephalomyopathy (ME) and glycolytic enzymopathy (GE). Modern anti-epileptic drugs (AEDs) are successful in many cases, but some patients are
T M Schwarzkopf et al.
Neuroscience, 300, 201-209 (2015-05-20)
Triheptanoin, an oily substance, consists of glycerol bound to three molecules of heptanoic acid, a C7 odd-chain fatty acid. A triheptanoin-rich diet has anaplerotic effects because heptanoate metabolism yields succinate which delivers substrates to the Krebs cycle. While previous studies
Tesfaye W Tefera et al.
PloS one, 11(8), e0161816-e0161816 (2016-08-27)
There is increasing evidence that energy metabolism is disturbed in Amyotrophic Lateral Sclerosis (ALS) patients and animal models. Treatment with triheptanoin, the triglyceride of heptanoate, is a promising approach to provide alternative fuel to improve oxidative phosphorylation and aid ATP
Kah Ni Tan et al.
Journal of neurochemistry, 144(4), 431-442 (2017-12-10)
Triheptanoin, the triglyceride of heptanoate, is anaplerotic (refills deficient tricarboxylic acid cycle intermediates) via the propionyl-CoA carboxylase pathway. It has been shown to be neuroprotective and anticonvulsant in several models of neurological disorders. Here, we investigated the effects of triheptanoin
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