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STEARYL HEPTANOATE

STEARYL HEPTANOATE


Stearyl heptanoate, the ester of stearyl alcohol and heptanoic acid (enanthic acid), is found in most cosmetic eyeliner. It is prepared from stearyl alcohol, which may be derived from sperm whale oil or from vegetable sources.


Stearyl heptanoate is added to cosmetics to act as an emollient.


CAS NO:66009-41-4
EC NO:266-065-4


IUPAC NAMES:octadecyl heptanoate


SYNONYMS:Octadecyl heptanoate


Stearyl heptanoate


66009-41-4


UNII-2M4UGL1NCN


Heptanoic acid, octadecyl ester


EINECS 266-065-4


2M4UGL1NCN


Heptanoic acid octadecyl ester


SCHEMBL116549


DTXSID9070379


ZINC100309362


AS-57281


Q7605536


What Is It?
Stearyl Heptanoate, Stearyl Caprylate, Stearyl Palmitate, Stearyl Stearate, Stearyl Behenate and Stearyl Olivate are waxy solid cosmetic ingredients with similar structures.


These ingredients are esters of stearyl alcohol and acids that differ only in the number of carbons in the chain. In cosmetics and personal care products, Stearyl Heptanoate, Stearyl Caprylate, Stearyl Palmitate, Stearyl Stearate, Stearyl Behenate and Stearyl Olivate may used in the formulation of bath products, eye makeup, lipsticks, rouges, and skin and hair care products.


Why is it used in cosmetics and personal care products?
The following functions have been reported for Stearyl Heptanoate and the related ingredients:


Binder - Stearyl Palmitate
Emulsion stabilizer - Stearyl Palmitate
Hair conditioning agent - Stearyl Palmitate
Humectant - Stearyl Palmitate
Opacifying agent - Stearyl Palmitate
Skin-conditioning agent - emollient - Stearyl Olivate
Skin-conditioning agent - miscellaneous - Stearyl Palmitate
Skin-conditioning agent - occlusive - Stearyl Heptanoate, Stearyl Caprylate, Stearyl Stearate, Stearyl Behenate
Surfactant - emulsifying agent - Stearyl Olivate
Viscosity increasing agent - nonaqueous - Stearyl Stearate


Stearyl Heptanoate is the ester of stearyl alcohol and heptanoic acid. It is often derived from sperm whale oil or from vegetable sources, and is used as an emollient in cosmetics and personal care products. It is also found in most eye liner products as an emollient and stabilizer.


Stearyl alcohol, or 1-octadecanol, is an organic compound classified as a saturated fatty alcohol with the formula CH3(CH2)16CH2OH. It takes the form of white granules or flakes, which are insoluble in water. It has a wide range of uses as an ingredient in lubricants, resins, perfumes, and cosmetics. It is used as an emollient, emulsifier, and thickener in ointments, and is widely used as a hair coating in shampoos and hair conditioners. Stearyl heptanoate, the ester of stearyl alcohol and heptanoic acid (enanthic acid), is found in most cosmetic eyeliners. Stearyl alcohol has also found application as an evaporation suppressing monolayer when applied to the surface of water.Stearyl alcohol is prepared from stearic acid or some fats by the process of catalytic hydrogenation. It has low toxicity.


Stearyl heptanoate is an ester of stearyl alcohol and heptanoic acid that functions in cosmetics as a skin conditioning agent and is in the general class of chemicals called stearyl alkanoates. Stearyl caprylate, stearyl palmitate, stearyl stearate, stearyl behenate, and stearyl olivate are stearyl alkanoates with similar chemical structures, toxicokinetics, and functions in cosmetics. These water-insoluble stearyl alkanoates, when metabolized, yield stearyl alcohol and a corresponding fatty acid. The available information supports the safety of all of the related stearyl alkanoates. The Expert Panel concluded that stearyl heptanoate, stearyl caprylate, stearyl palmitate, stearyl stearate, stearyl behenate, and stearyl olivate are safe in the present practices of use and concentration.


USES:Chemicals detected in substances or products (note that these chemicals may be absent from an 'ingredient list' for the product and thus unexpected, but have been detected in product testing studies)
Personal care products, including cosmetics, shampoos, perfumes, soaps, lotions, toothpastes, etc


Stearyl heptanoate is an ester of stearyl alcohol and heptanoic acid that functions in cosmetics as a skin conditioning agent and is in the general class of chemicals called stearyl alkanoates. Stearyl caprylate, stearyl palmitate, stearyl stearate, stearyl behenate, and stearyl olivate are stearyl alkanoates with similar chemical structures, toxicokinetics, and functions in cosmetics. These waterinsoluble stearyl alkanoates, when metabolized, yield stearyl alcohol and a corresponding fatty acid. The available information supports the safety of all of the related stearyl alkanoates. The Expert Panel concluded that stearyl heptanoate, stearyl caprylate, stearyl palmitate, stearyl stearate, stearyl behenate, and stearyl olivate are safe in the present practices of use and concentration.


Stearyl heptanoate, the ester of stearyl alcohol and the fatty acid, heptanoic acid, in the general class of chemicals called stearyl alkanoates, was previously reviewed by the Cosmetic Ingredient Review (CIR) Expert Panel.1 The conclusion that stearyl heptanoate is safe for use in cosmetics in the present practice of use and concentration was based on the available data, including that this ingredient is an off-white waxy solid, soluble in ethanol, mineral oil, and other organic solvents but not soluble in water. This ingredient does not absorb light in the UVA or UVB region of the spectrum.. Because significant systemic exposure was not expected, given the chemical/physical properties, the focus of the safety assessment was on dermal exposure. Stearyl heptanoate was not a significant dermal irritant and was not a sensitizer in both animal and human studies.This ingredient was not genotoxic in bacterial and mammalian test systems. No new safety test data were available for stearyl heptanoate, which supported the view that the previous conclusion was still valid for this single ingredient. In addition, however, the CIR Expert Panel determined that the available safety data described above for stearyl heptanoate can be extrapolated to support the safety of other stearyl alkanoates, including stearyl caprylate, stearyl palmitate, stearyl stearate, stearyl behenate, and stearyl olivate. This extrapolation is predicated on similar chemical and physical properties which suggested that little dermal penetration of stearyl alkanoates would occur. Were there any systemic exposure, stearyl alkanoates can be metabolized by esterases in the body to stearyl alcohol and the related fatty acid.


Enanthic acid, also called heptanoic acid, is an organic compound composed of a seven-carbon chain terminating in a carboxylic acid functional group. It is an oily liquid with an unpleasant, rancid odor.[1] It contributes to the odor of some rancid oils. It is slightly soluble in water, but very soluble in ethanol and ether. Salts and esters of enanthic acid are called enanthates or heptanoates.


The methyl ester of ricinoleic acid, obtained from castor bean oil, is the main commercial precursor to enanthic acid. It is pyrolyzed to the methyl ester of 10-undecenoic acid and heptanal, which is then air-oxidized to the carboxylic acid. Approximately 20,000 tons were consumed in Europe and US in 1980.[2]


Uses
Enanthic acid is used in the preparation of esters, such as ethyl enanthate, which are used in fragrances and as artificial flavors. Enanthic acid is used to esterify steroids in the preparation of drugs such as testosterone enanthate, trenbolone enanthate, drostanolone enanthate, and methenolone enanthate (Primobolan).


The triglyceride ester of enanthic acid is the triheptanoin, which is used in certain medical conditions as a nutritional supplement.


Stearyl alcohol, or 1-octadecanol, is an organic compound classified as a saturated fatty alcohol with the formula CH3(CH2)16CH2OH. It takes the form of white granules or flakes, which are insoluble in water. It has a wide range of uses as an ingredient in lubricants, resins, perfumes, and cosmetics. It is used as an emollient, emulsifier, and thickener in ointments, and is widely used as a hair coating in shampoos and hair conditioners. Stearyl heptanoate, the ester of stearyl alcohol and heptanoic acid (enanthic acid), is found in most cosmetic eyeliners. Stearyl alcohol has also found application as an evaporation suppressing monolayer when applied to the surface of water.


Stearyl alcohol is prepared from stearic acid or some fats by the process of catalytic hydrogenation. It has low toxicity.


As an organic compound, N-Heptanoic acid is a seven-carbon linear chain saturated fatty acid with an unpleasant, rancid and pungent odor, which is commonly used as a chemical intermediate in the synthesis of esters for products, such as ethyl heptanoate, that are used in fragrances and artificial flavors. It is also applied in cosmetics for the production of emollients, skin conditioning agents as well as viscosity controlling agents. Besides, N-Heptanoic acid can also act as a industrial lubricant applied in the fields of aviation, refrigeration, automobile, etc. due to its low viscosity at low temperature and low volatility at high temperature. Moreover, the good anti-corrosion property of N-Heptanoic acid results in the usage of metalworking fluids, industrial water-based refrigerants and anti-corrosion additive for paint. N-Heptanoic acid is also applied to esterify steroids in the field of pharmaceutical to produce drugs such as testosterone enanthate, trenbolone enanthate, drostanolone enanthate, methenolone enanthate and it is also one of numerous additives in cigarettes.


Stearyl alcohol production and use as a substitute for 1-hexadecanol in pharmaceutical dispensing, in cosmetic creams, for emulsions, textile oils and finishes, as an antifoam agent, lubricant, chemical raw material, in perfumery, cosmetics, as an intermediate, surface active agent, and in resins may result in its release to the environment through various waste streams. Stearyl alcohol If released to air, a vapor pressure of 2.7X10-6 mm Hg at 25 °C indicates 1-octadecanol will exist in both the vapor and particulate phases in the atmosphere. Stearyl alcohol Vapor-phase 1-octadecanol will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 14 hours. Stearyl alcohol Particulate-phase 1-octadecanol will be removed from the atmosphere by wet or dry deposition.Stearyl alcohol If released to soil, 1-octadecanol is expected to have no mobility based upon an estimated Koc of 1.8X10+5. Stearyl alcohol Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 8.4X10-4 atm-cu m/mole. However, Stearyl alcohol adsorption to soil is expected to attenuate volatilization. A percent theoretical oxygen demand value of 0.3 in 24 hrs using a Warburg test suggests that biodegradation may not be an important environmental fate process. Stearyl alcohol If released into water, 1-octadecanol is expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 2.8 hours and 7 days, respectively. However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. Stearyl alcohol the estimated volatilization half-life from a model pond is 140 days if adsorption is considered. An estimated BCF of 2.8X10+4 suggests the potential for bioconcentration in aquatic organisms is very high. Hydrolysis is not expected to be an important environmental fate process since 1-octadecanol lacks functional groups that hydrolyze under environmental conditions. Occupational exposure to 1-octadecanol may occur through inhalation and dermal contact with this compound at workplaces where 1-octadecanol is produced or used. The general population can be exposed to 1-octadecanol through ingestion, inhalation, and dermal contact and use of household goods, pharmaceuticals, and toiletries containing this compound. (SRC) Stearyl alcohol emission rates from green leaf composite samples and dead leaves were 28 ug/g and 30 ug/g, respectively.


What Is Stearyl alcohol?


Stearyl Alcohol, Oleyl Alcohol and Octyldodecanol are long chain fatty alcohols. Stearyl Alcohol is a white, waxy solid with a faint odor, while Oleyl Alcohol and Octyldodecanol are clear, colorless liquids. These three ingredients are found in a wide variety of products such as hair conditioners, foundations, eye makeup, skin moisturizers, skin cleansers and other skin care products.

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