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Merck
CN

SML3331

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
UNSPSC Code:
23201100
NACRES:
NA.77
MDL number:
MFCD00042910

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Product Name

Triheptanoin, ≥95% (HPLC)

SMILES string

O(C(COC(=O)CCCCCC)COC(=O)CCCCCC)C(=O)CCCCCC

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

assay

≥95% (HPLC)

form

oil

color

colorless to brown

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Orally available triglyceride that provides 3 molar eq of saturated heptanoic acid in vivo to replenish reduced tricarboxylic acid (TCA; Krebs)-cycle intermediates.
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

11 - Combustible Solids

wgk

WGK 1

flash_point_f

404.6 °F - open cup

flash_point_c

207 °C - open cup

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000357403
0000357403
0000465547
0000465547
0000452897

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Sara Tucci et al.
Journal of lipid research, 58(1), 196-207 (2016-11-26)
A rather new approach in the treatment of long-chain fatty acid oxidation disorders is represented by triheptanoin, a triglyceride with three medium-odd-chain heptanoic acids (C7), due to its anaplerotic potential. We here investigate the effects of a 1-year triheptanoin-based diet
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
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
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
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