Cholesteryl alcohol

Cholesterin; cholesterol; cholesteryl alcohol

Cholesteryl alcohol (cholesterol) is a lipid found in the cell membranes of our body tissues and also in the blood plasma of all animal organisms. It is found in particularly high concentrations in the liver, spinal cord and brain. In addition, cholesteryl alcohol is found in the stratum corneum: This refers to the outer layer of the epidermis, the horny layer. The stratum corneum consists of dead, keratinized cells that flake off at the surface and are called corneocytes. They are embedded in a lipid layer formed by fatty acids, ceramides, cholesteryl alcohol and other substances. Cholesteryl alcohol plays a central role in many biochemical processes. It is needed to build and maintain new cell membranes, is the main precursor for the synthesis of vitamin D, and is also an aid in the production of bile.

 

Component of our natural skin barrier

Cholesteryl alcohol is an important component of the so-called permeability barrier of our skin. In order for this barrier to function optimally at all times, a balance of the lipid classes mainly involved, which include free fatty acids and sphingolipids as well as cholest-5-en-3β-ol, is extremely important. It is essential for the barrier function of the skin in the extracellular lipid matrix.  The main components of this layer are cholesterol and cholesterol derivatives in their lamellar structure. Cholesterol and its derivatives, such as cholesterol sulfate, cholesterol succinate or potassium cholesterol sulfate, make up about one third of these lipids. They are essential for proper skin barrier function, including formation of the lamellar structure and controlled permeability.

 

Cholesteryl alcohol in cosmetics

Cholesteryl alcohol plays a very important role in cosmetics. Lanolin, the international common name for wool wax, is particularly worth mentioning in this context. Lanolin consists of a mixture of mainly long-chain esters, di-esters and hydroxy esters. During their hydrolysis, cholesteryl alcohol is also isolated. In pharmaceutical skin ointments, lanolin is a common component of W/O emulsions. The cholesteryl alcohol it contains has excellent skin-protective properties and is an effective component of the natural skin barrier. Lanolin with cholesteryl alcohol is very well tolerated by the skin. Thanks to the generally high quality standards that prevail today, contamination of the wool wax (for example, by pesticides) can be virtually ruled out. Incompatibilities or allergic reactions are therefore extremely rare.

Vitamin D3 (cholecalciferol) is also very important for our well-being. It is formed from a precursor of 7-Dehydrocholesterin. 7-Dehydrocholesterin is found in several layers of the epidermis and is converted into the vital vitamin D3 with the help of UVB light. The less our skin is exposed to sunlight (for example, in the dark season) and the more sunscreens are used, the more important it is to absorb vitamin D3 through food. Fatty fish species such as herring, salmon and mackerel are particularly important suppliers in this context.

Structurally related to cholesteryl alcohol are the plant sterols (phytosterols). They can excellently replace the animal cholesteryl alcohol in skin creams. Avocado oil with its excellent skin care properties is a particularly interesting example of this; the phytosterols are abundant in this oil. Lanosterol, also known as lanosterol, is also formed as an intermediate product in the biosynthesis of cholest-5-en-3β-ol. This naturally occurring chemical compound is also a component of wool wax. The substance has emulsifying properties in creams and can absorb up to 300% water.

Cholesterol is ideal for the production of your cosmetics. With Cosmacon you are closely involved in the development of your product, so this will surely be the successful start to build your own brand.

 

Fact Sheet Cholesteryl alcohol

INCI: Cholesterol

Alternative names: Cholesten-3ß-ol, Cholest-5-en-3β-ol.

CAS number 57-88-5

Nature: almost odorless, white powder

Solubility: practically insoluble in water

 

Recovery

Cholesteryl alcohol can also be obtained outside our body, namely from wool grease, which is a by-product of wool washing. The wool fat is first subjected to alkaline hydrolysis, after which the lanolin alcohol fraction must be separated before the cholesteryl alcohol can be extracted. So if you want to care for your skin in a natural way, you turn to products with wool wax (lanolin), which also contain cholest-5-en-3β-ol. Wool wax is obtained when washing the wool immediately after shearing the sheep and is a secretion from the animals’ valley glands. It is a very high-quality and well-tolerated skin care product, as it does not clog the sebaceous glands and works deep down. Creams and ointments with lanolin are now even used for wound healing and sun-stressed skin.

 

Disadvantages of cholesteryl alcohol

Conventionally, cholesterol is obtained mainly from the lanolin of sheep’s wool, from which it is extracted with solvents. This process has the disadvantage that the cholesterol obtained in this way may be contaminated with pesticide residues and cause undesirable reactions. Today, many consumers therefore prefer vegetable lipids that are highly pure and stable. In addition, conventional cholesterol is often poorly soluble and difficult to process.

Modern cholesterol cosmetics take this fact and the increasing demand for non-animal ingredients in cosmetics into account.

 

New developments

With PhytoChol® Technology, Evonik obtains plant sterols for the skin.

They are characterized by high purity. The semi-synthetic technology extracts skin-identical molecules from plant-based starting materials. The starting materials for the pure, harmless cholesterols are sustainable, GMO-free pine products.

They have better solubility and improved penetration capacity.

 

We are happy to work with these cholesterol-containing raw materials:

Trade NameCompany NameINCI Comment
TEGO Sterol 7-DHCEvonik – Personal Care7-Dehydrocholesterolplant sterols
Skin'ential DCMMP Europe7-Dehydrocholesterol
Aqua-proVita D3LABIO. Co., Ltd.Glycerin, Methyl Cyclodextrin, Water, 7-Dehydrocholesterol
CHOLESTEROLNIPPON FINE CHEMICAL CO., LTD.Cholesterol
Bio Ceramidyl PureCOBIOSAGlucosyl Ceramide, Phospholipids, Cholesterol
Creasterol IIThe Innovation CompanyLanolin, Cholesterol
TEGO Sterol HCSEvonik – Personal CareCholesteryl Succinateplant sterols
Creasterol CHThe Innovation CompanyC10-30 Cholesterol/Lanosterol Esters, Lanolin
Composite-PCNIPPON FINE CHEMICAL CO., LTD.Hydrogenated Lecithin, Cholesterol
CreasterolThe Innovation CompanyC10-30 Cholesterol/Lanosterol Esters
Super Sterol EsterCrodaC10-30 Cholesterol/Lanosterol Esters
Phytocohesine PSPAshlandSodium Beta-Sitosteryl Sulfate, Beta-Sitosterol
Tri-SolveSinergaCeramide NS, Trehalose, Cholesterol, Hydrogenated Lecithin
Natural Crystal GreenINABATACholesteryl Isostearate, Cholesteryl Chloride, Cholesteryl Nonanoate
Natural Crystal PinkINABATACholesteryl Nonanoate, Cholesteryl Isostearate, Cholesteryl Chloride
Super Sterol LiquidCrodaC10-30 Cholesterol/Lanosterol Esters
Natural Crystal VioletINABATACholesteryl Nonanoate, Cholesteryl Isostearate, Cholesteryl Chloride
Creasterol HR LLThe Innovation CompanyC10-30 Cholesterol/Lanosterol Esters, Hydrogenated Rosin
Corum 5081Corum Inc.Phytosteryl Hydroxystearate
Phytosterol MMMMP EuropePhytosterols
Collagen Stimulation Factor MAPLipoid Kosmetik AGWater, Alcohol, Hydrogenated Phosphatidylcholine, Cholesterol, Magnesium Ascorbyl Phosphate
Ecolano AL-ENIPPON FINE CHEMICAL CO., LTD.Lanolin Alcohol
Anallerg Ceramide NP-6PCOSROMACeramide NP, Glycerol Formal, Octyldodecanol, Lecithin, Cholesterol, Water
PELEMOL D3GPPhoenix Chemical, Inc.Dimer Dilinoleyl Dimer Dilinoleate, Propanediol Dicaprylate/Caprate, Polyglyceryl-3 Behenate
Depigmentation Factor 2ULipoid Kosmetik AGWater, Alcohol, Hydrogenated Lecithin, Glycerin, Cholesterol, Arctostaphylos Uva-Ursi Leaf Extract
Lanolin Alcohol CosmeticGarden Biochemical High-techLanolin Alcohol
iActive CeramideKimiKa, LLC (Formerly Cosphatech)Ceramide EOP, Ceramide NS, Ceramide NP, Ceramide AS, Ceramide AP, Cholesterol, Hydrogenated Lecithin, Glyceryl Stearate, Sucrose Distearate, Propylene Glycol
Ceracare MLS AC45NFC CorporationCeramide EOP, Ceramide NS, Ceramide NP, Ceramide AS, Ceramide AP, Cholesterol, Hydrogenated Lecithin, Glyceryl Stearate, 2,3-Butanediol
Lanolin Alcohol AD-5NIPPON FINE CHEMICAL CO., LTD.Lanolin Alcohol
DS-CERIX5Doosan CorporationCeramide NP, Phytosphingosine, Cholesterol, Stearic Acid, Oleic Acid, Lactic Acid, Caprylic/Capric Glycerides, Hydrogenated Lecithin, Caprylhydroxamic Acid, Caprylyl Glycol, Glycerin, Aqua
Lanolin Alcohol AWNIPPON FINE CHEMICAL CO., LTD.Lanolin Alcohol

 

Cholesterol in modern cosmetics

Cosmacon implements the exciting developments in modern cholesterol cosmetics in your formulations, whether creams, lotions, sunscreens or men’s cosmetics. The new cholesterol molecules are highly pure and stable and play an important role in several important trends in the cosmetics market. We look forward to receiving your inquiry and invite you to contact us today without obligation.

 

 

Sources:

Effect of Ceramide Tail Length on the Structure of Model Stratum Corneum Lipid Bilayers. ; Moore TC, Hartkamp R, Iacovella CR, Bunge AL, McCabe C.Biophys J. 2018 Jan 9;114(1):113-12

Enhancement of stratum corneum lipid structure improves skin barrier function and protects against irritation in adults with dry, eczema-prone skin.; Danby SG, Andrew PV, Kay LJ, Pinnock A, Chittock J, Brown K, Williams SF, Cork MJ.Br J Dermatol. 2022 May;186(5):875-886

Cholesterol sulfate fluidizes the sterol fraction of the stratum corneum lipid phase and increases its permeability.; Fandrei F, Engberg O, Opálka L, Jančálková P, Pullmannová P, Steinhart M, Kováčik A, Vávrová K, Huster D.J Lipid Res. 2022 Mar;63(3):100177