TRIOCTANOIN Chemical Properties

Melting point:

9-10 °C

Boiling point:

233 °C/1 mmHg (lit.)

Density 

0.956 g/mL at 20 °C (lit.)

vapor pressure 

0Pa at 25℃

refractive index 

n20/D 1.448

Flash point:

225 °C

storage temp. 

-20°C

solubility 

Miscible with most organic solvents including ethanol (95%). Captex 8000 is insoluble in water.

form 

Liquid

color 

Colourless

Odor

at 100.00?%. odorless

Water Solubility 

65mg/L at 20℃

BRN 

1717202

LogP

9.2 at 20℃

CAS DataBase Reference

538-23-8(CAS DataBase Reference)

EPA Substance Registry System

Glycerol trioctanoate (538-23-8)

Safety Information

Safety Statements 

23-24/25

WGK Germany 

-

RTECS 

YJ7700000

HS Code 

29159000

Hazardous Substances Data

538-23-8(Hazardous Substances Data)

Toxicity

LD50 oral in rat: 33300mg/kg

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

TRIOCTANOIN Usage And Synthesis

Description

1,2,3-Trioctanoyl glycerol is a triacylglycerol that contains octanoic acid at the sn-1, sn-2, and sn-3 positions. Dietary administration of 1,2,3-trioctanoyl glycerol (260 g/kg diet) increases hepatic and adipose tissue glucose-6-phosphate dehydrogenase (G6PDH), citrate cleavage enzyme (CCE), and malic enzyme activities in rats. It induces nuclear edema and cytolysis in tumor cells, but not normal hepatic cells, in a murine hepatic carcinoma model.

Chemical Properties

clear colorless to yellow viscous liquid

Chemical Properties

Tricaprylin occurs as a clear, colorless to pale-yellow liquid. It forms crystals from acetone/ethanol (95%). Tricaprylin is odorless.

Uses

Glytex(R) 273 is a low viscosity polyol ester suggested for use as a synthetic fiber lubricant. It offers a balance of moderate volatility and low varnishing behavior. For low to moderate denier polyester and nylon filament and staple yarn applications. Product Data Sheet

Uses

glyceryl trioctanoate is an emollient with skin-softening abilities.

Uses

tricaprylin is a skin-conditioning agent.

Production Methods

Tricaprylin is a triglyceride manufactured by esterification of caprylic acid and glycerin.

Definition

ChEBI: A triglyceride obtained by acylation of the three hydroxy groups of glycerol by octanoic acid. Used as an alternative energy source to glucose for patients with mild to moderate Alzheimer's disease.

General Description

Odorless viscous clear colorless to amber-brown liquid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

TRIOCTANOIN is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. TRIOCTANOIN is incompatible with strong oxidizers. .

Fire Hazard

TRIOCTANOIN is combustible.

Flammability and Explosibility

Not classified

Pharmaceutical Applications

Tricaprylin is used in pharmaceutical preparations as a neutral carrier, absorption promoter, and solubilizer for active drugs. It has been used as an oily phase to prepare water-in-oil-in-water multiple emulsions for incorporating water-soluble drugs such as cefadroxil, cephradine, 4-aminoantipyrine, and antipyrine, and also for obtaining stable microcapsules.
Tricaprylin acts as a vehicle for topical creams and lotions, and cosmetic preparations. It is used as a penetration-enhancing lipid base with excellent emollient and skin-smoothing properties. Owing to its non-greasy components and low viscosity, it has very good spreadability. In spite of being skin-permeable, tricaprylin does not obstruct natural skin respiration, and hence it is used in baby oils, massage oils, and face masks. It is an excellent dispersant, and acts as a solubilizer, wetting agent and binder in color cosmetics. Being readily miscible with natural oils and surfactants, tricaprylin is used as the fat component in two-phase foam baths. It is used in sunscreen creams and oils because of its compatibility with organic and inorganic filter agents. It is also used as a fixative for perfumes/fragrances.

Biochem/physiol Actions

Glyceryl trioctanoate might serve as a skin softening agent. It possesses caprylic acid as the aliphatic chain.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by intravenous route. Mildly toxic by ingestion. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Safety

Tricaprylin is used in pharmaceutical and cosmetic formulations. The Cosmetic Ingredient Review (CIR) Expert Panel found that dermal application of tricaprylin has not been associated with significant irritation in rabbit skin. However, as a penetration enhancer, tricaprylin may allow other chemicals to penetrate deeper into the skin, increasing their concentration so that they may reach the bloodstream. Ocular exposures of tricaprylin were found to be only mildly irritating to rabbit eyes. Little or no acute, subchronic, or chronic oral toxicity was observed in animal studies unless levels approached a significant percentage of caloric intake. Subcutaneous injections of tricaprylin in rats over a period of 5 weeks caused a granulomatous reaction.
Tricaprylin has not been found to be teratogenic in rats, mice, or hamsters, but some reproductive effects have been seen in rabbits. Dose-related central nervous system toxicity in dogs has also been observed.
LD50 (mouse, IP): >27.8 g/kg
LD50 (mouse, IV): 3.7 g/kg
LD50 (mouse, oral): 29.6 g/kg
LD50 (mouse, SC): >27.8 g/kg
LD50 (rat, IP): 0.05 g/kg
LD50 (rat, IV): 4 g/kg
LD50 (rat, oral): 33.3 g/kg

Carcinogenicity

In F344 rats given 10 mL/kg of tricaprylin by gavage daily for 2 years, there is significant increase in the incidence of squamous cell papillomas of the forestomach, compared to controls .

storage

Tricaprylin is classified as a stable compound. It has high stability against oxidation and is not heat sensitive. Even in hot climates cooling is not necessary. However, exposure to high temperatures near the flash point (246℃) should be avoided. Owing to its very low water content, it is not sensitive to hydrolytic and microbial splitting. Although polymerization of tricaprylin will not occur, it is reported to decompose into carbon monoxide and carbon dioxide.
Tricaprylin should be stored in well-closed containers, protected from light, in a dry place at ambient temperature. High-density polyethylene, polypropylene, metal (aluminum), and glass are suitable for packaging. Some plastics, especially those containing plasticizers, can become brittle or expand in the presence of tricaprylin. Polystyrene and polyvinyl chloride are not suitable for its storage. Tricaprylin has a high tendency to migrate, and therefore care should be taken when selecting seal-closure elastomer material.

Incompatibilities

Tricaprylin is incompatible with strong oxidizing agents.

Regulatory Status

Included in the FDA Inactive Ingredients Database (epidural injections).

TRIOCTANOIN(538-23-8)Related Product Information

• Citric acid
• Petrolatum
• Ethoxylated hydrogenated castor oil
• 2-Methyl-4-isothiazolin-3-one
• Xanthan gum
• Triethanolamine
• Dipotassium glycyrrhizinate
• 4'-Hydroxyacetophenone
• MEDIUMCHAINTRIGLYCERIDES
• Glycerol
• Tricaprylin?(Trioctanoin)?,trioctanoin,glyceryltri(2-ethylhexanoate
• 1,2,3-PROPANETRIOL TRIS(OCTANOATE-1-13C)
• Octanoic acid
• MONOCAPRYLIN
• Trioctanoin-d45 (tri-octyl-d45)
• Trioctanoin (Acid-1-13C)
• Trioctanoin(1,1,1-13C3,) (Glyceryl Trioctanoate)