Menthyl nicotinate is an organic compound with the formula C₁₆H₂₃NO₂. It is the

ester In chemistry, an ester is a compound derived from an acid (either organic or inorganic) in which the hydrogen atom (H) of at least one acidic hydroxyl group () of that acid is replaced by an organyl group (R). These compounds contain a distin ...

nicotinic acid Nicotinic acid, or niacin, is an organic compound and a vitamer of vitamin B3, an essential human nutrient. It is produced by plants and animals from the amino acid tryptophan. Nicotinic acid is also a prescription medication. Amounts f ...

(

niacin Nicotinic acid, or niacin, is an organic compound and a vitamer of vitamin B3, an essential human nutrient. It is produced by plants and animals from the amino acid tryptophan. Nicotinic acid is also a prescription medication. Amounts f ...

, vitamin B3) and

menthol Menthol is an organic compound, specifically a Monoterpene, monoterpenoid, that occurs naturally in the oils of several plants in the Mentha, mint family, such as Mentha arvensis, corn mint and peppermint. It is a white or clear waxy crystallin ...

. At room temperature, menthyl nicotinate is a colorless, odorless, viscous liquid. Being a topical lipophilic niacin derivative, menthyl nicotinate is used in cosmetics and personal care products, personal lubricants and intimate hygiene compositions. Menthyl nicotinate is rapidly absorbed through the ''

stratum corneum The stratum corneum (Latin language, Latin for 'horny layer') is the outermost layer of the epidermis (skin), epidermis. Consisting of dead tissue, it protects underlying tissue from infection, dehydration, chemicals and mechanical stress. It is ...

'' and slowly hydrolyzed by skin

esterase In biochemistry, an esterase is a class of enzyme that splits esters into an acid and an alcohol in a chemical reaction with water called hydrolysis (and as such, it is a type of hydrolase). A wide range of different esterases exist that differ ...

into niacin and menthol. Such time-dependent release of niacin and menthol, in an equimolar ratio, prevents the excessive niacin-

flush Flush may refer to: Places * Flush, Kansas, a community in the United States Architecture, construction and manufacturing * Flush cut, a type of cut made with a French flush-cut saw or diagonal pliers * Flush deck, in naval architecture * F ...

effect that is usually observed with other nicotinates. Niacin is a precursor to coenzyme

nicotinamide adenine dinucleotide Nicotinamide adenine dinucleotide (NAD) is a Cofactor (biochemistry), coenzyme central to metabolism. Found in all living cell (biology), cells, NAD is called a dinucleotide because it consists of two nucleotides joined through their phosphat ...

(NAD), which is essential to all cellular processes involved in immune response and DNA-repairing of photodamaged skin cells. Niacin has also been used and tested for the purpose of enhancing detoxification by removing skin lipid-stored xenobiotics. In vitro testing has evidenced menthyl nicotinate's fast skin absorption kinetics and slow percutaneous delivery of niacin. Its antioxidant, antipollution, and protective efficacy against different kinds of damaging agents (UV radiation, oxidizing agents, urban

particulates Particulate matter (PM) or particulates are microscopic particles of solid or liquid matter suspension (chemistry), suspended in the atmosphere of Earth, air. An ''aerosol'' is a mixture of particulates and air, as opposed to the particulate ...

, and cigarette smoke) has also been evaluated. Results indicate that menthyl nicotinate significantly enhances

skin barrier The innate immune system or nonspecific immune system is one of the two main immunity strategies in vertebrates (the other being the adaptive immune system). The innate immune system is an alternate defense strategy and is the dominant immune s ...

function.

References

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