MONOBEHENIN Chemical Properties

Density 

0.93[at 20℃]

vapor pressure 

0.001Pa at 25℃

solubility 

Soluble, when heated, in chloroform and dichloromethane and in many organic solvents; slightly soluble in hot ethanol (96%); practically insoluble in cold ethanol (95%), hexane, mineral oil, and water.

form 

A solid

Water Solubility 

100ng/L at 25℃

LogP

8.58 at 25℃

EPA Substance Registry System

Docosanoic acid, monoester with 1,2,3-propanetriol (30233-64-8)

MONOBEHENIN Usage And Synthesis

Chemical Properties

Glyceryl behenate occurs as a fine white-yellow powder, as a hard waxy mass or pellet, or as white or almost white unctuous flakes. It has a faint odor.

Production Methods

Glyceryl behenate is prepared by the esterification of glycerin by behenic acid (C22 fatty acid) without the use of catalysts. In the case of Compritol 888 ATO (Gattefosse′), raw materials used are of vegetable origin, and the esterified material is atomized by spraycooling.

Definition

ChEBI: 1-behenoylglycerol is a fatty acid ester resulting from the formal condensation of the hydroxy group at position-1 of glycerol with the carboxy group of docosanoic acid. It has a role as a plant metabolite and an antineoplastic agent. It is a 1-monoglyceride and a fatty acid ester. It is functionally related to a glycerol and a docosanoic acid.

Pharmaceutical Applications

Glyceryl behenate is used in cosmetics, foods, and oral pharmaceutical formulations.
In pharmaceutical formulations, glyceryl behenate is mainly used as a lubricant in the preparation of oral tablets and capsules. It has good binding properties, it does not affect tablet hardness and is unaffected by mixing or production parameters. Glyceryl behenate has been investigated for the encapsulation of various drugs such as retinoids. It has also been investigated for use in the preparation of sustained-release tablets; as a matrix-forming agent for the controlled release of water-soluble drugs; and it can also be used as a hot-melt coating agent sprayed onto a powder or drug-loaded sugar beads and granules. It may also be incorporated via extrusion/spheronization into pellets, which can be further compressed into tablets.
Glyceryl behenate is used in oral enteric-coated pellets, powders and suspensions. It is also used in controlled, extended-release and orally disintegrating tablets. For oral preparations, glyceryl behenate forms a lipidic matrix for sustained-release formulations. It has been used along with acid-soluble or swellable polymers to mask the bitter or unpleasant taste of the medicament with improved palatability.
Glyceryl behenate has been used for the preparation of ophthalmic inserts.
In cosmetics, glyceryl behenate is used as a skin conditioning agent, emollient and viscosity-increasing agent in emulsions. It also improves the heat stability of emulsions and is a gelifying agent for various oils. For topical formulations, it is used as a thickening agent for oily phases. It is also used as a surfactant or emulsifying agent.

Safety

Glyceryl behenate is used in cosmetics, foods and oral pharmaceutical formulations, and is generally regarded as a relatively nonirritant and nontoxic material. The US Cosmetic Ingredients Review Expert Panel evaluated glyceryl behenate and concluded that it is safe for use in cosmetic formulations in present practices of use and concentration.
LD50 (mouse, oral): 5 g/kg

storage

Glyceryl behenate should be stored in a tightly closed container, at a temperature less than 35°C.

Regulatory Status

GRAS listed. Accepted for use as a food additive in Europe. Included in the FDA Inactive Ingredients Database (oral capsules, tablets, and suspensions). Included in the Canadian List of Acceptable Non-medicinal Ingredients.

MONOBEHENIN(30233-64-8)Related Product Information

• TRITRICOSANOIN
• TRIBEHENIN
• 1-Myristin-3-Behenin?
• 1,2-Olein-3-Behenin?
• 1,3-BEHENIN-2-OLEIN
• 1,3-Tetracosanoin-2-Olein
• 1,2-Behenin-3-Myristin
• 1,3-DIBEHENIN
• MONOBEHENIN
• ETHYLHEXYLGLYCERYL BEHENATE
• GLYCERYL BEHENATE/EICOSADIOATE
• Glycerol
• Docosanoic acid
• 6,6'-DIBEHENOYL-ALPHA,ALPHA'-TREHALOSE
• 1,2-DIDOCOSANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
• 1-Myristin-2-Olein-3-Behenin
• URSODEOXYCHOLIC ACID ACYL-B-D-GLUCURONIDE
• DILIGNOCERIN