TRIHEPTANOIN

Product NameTRIHEPTANOIN
CAS620-67-7
MFC24H44O6
MW428.6
EINECS210-647-2
MOL File620-67-7.mol

Chemical Properties

Boiling point	200 °C(Press: 1 Torr)
Density	0.966 g/mL at 20 °C(lit.)
refractive index	n20/D 1.444
storage temp.	Store at -20°C, protect from light
solubility	DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml
form	A liquid
color	Colorless to light yellow
Stability	Stable. Incompatible with strong oxidizing agents.
Cosmetics Ingredients Functions	SKIN CONDITIONING - OCCLUSIVE VISCOSITY CONTROLLING
InChI	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
InChIKey	PJHKBYALYHRYSK-UHFFFAOYSA-N
SMILES	C(OC(=O)CCCCCC)C(OC(=O)CCCCCC)COC(=O)CCCCCC
LogP	8.86 at 22℃
CAS DataBase Reference	620-67-7
EPA Substance Registry System	Heptanoic acid, 1,1',1''-(1,2,3-propanetriyl) ester (620-67-7)

Safety Information

Hazard Codes	Xi
Risk Statements	38
WGK Germany	1
RTECS	MB2660000
TSCA	TSCA listed
Storage Class	11 - Combustible Solids
Toxicity	LD50 intravenous in mouse: 320mg/kg

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

colourless liquid

Uses

triheptanoin is a triglyceride that acts as a surfactant and skinconditioning agent, it also helps increase product viscosity. often used in cleansers, face and neck products, moisturizers and lipsticks.

Flammability and Explosibility

Non flammable

Biological Activity

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.

in vivo

In long-chain fatty acid oxidation disorders (LC-FAOD), Triheptanoin is used as an anaplerotic compound, acting as a source of calories and fatty acids to bypass the LC-FAOD enzyme deficiencies^[1].
Triheptanoin can be used for the research of ataxia-telangiectasia (A-T)^[2].
Triheptanoin functions as an anaplerotic agent replenishing tricarboxylic acid (TCA) cycle intermediates by metabolism to heptanoate (C7) and subsequently acetyl-CoA and propionyl-CoA that feed into the TCA cycle to supply energy^[2].
Triheptanoin mitigates brain ATP depletion and mitochondrial dysfunction, including respiration and redox balance in a mouse model of Alzheimer's disease, supporting the energy failure hypothesis for that disorder^[2].
Triheptanoin (Mice were treated with Triheptanoin (35E%) for 10 days prior to pilocarpine injection to induce status epilepticus) preserved mitochondrial functions in the hippocampal formations of pilocarpine-induced status epilepticus (SE) mice^[3].

Animal Model:	7-8 week old male CD1 (35-40 g)^[3]
Dosage:	35E% oral Triheptanoin was mixed into mouse chow
Administration:	Given 35E% Triheptanoin treatment 10 days prior to SE induction
Result:	Preserved mitochondrial functions in SE mice.

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Chemical Properties

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