Names | |
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Preferred IUPAC name Hexadecyl hexadecanoate | |
Other names Palmityl palmitate Palmitic acid palmityl ester Palmitic acid hexadecyl ester Palmitic acid cetyl ester n-hexadecyl palmitate Palmatic acid n-hexadecyl ester | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.007.943 |
EC Number |
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KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C32H64O2 | |
Molar mass | 480.862 g·mol−1 |
Appearance | Colourless wax |
Melting point | 54 °C (129 °F; 327 K) [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Hexadecyl hexadecanoate, also known as cetyl palmitate, is the ester derived from hexadecanoic acid and 1-hexadecanol. This white waxy solid is the primary constituent of spermaceti, the once highly prized wax found in the skull of sperm whales. [2] Cetyl palmitate is a component of some solid lipid nanoparticles.
Stony corals, which build the coral reefs, contain large amounts of cetyl palmitate wax in their tissues, which may function in part as an antifeedant. [3]
Cetyl palmitate is used in cosmetics as a thickener and emulsifier. [4]
Beeswax is a natural wax produced by honey bees of the genus Apis. The wax is formed into scales by eight wax-producing glands in the abdominal segments of worker bees, which discard it in or at the hive. The hive workers collect and use it to form cells for honey storage and larval and pupal protection within the beehive. Chemically, beeswax consists mainly of esters of fatty acids and various long-chain alcohols.
A triglyceride is an ester derived from glycerol and three fatty acids. Triglycerides are the main constituents of body fat in humans and other vertebrates, as well as vegetable fat. They are also present in the blood to enable the bidirectional transference of adipose fat and blood glucose from the liver, and are a major component of human skin oils.
Waxes are a diverse class of organic compounds that are lipophilic, malleable solids near ambient temperatures. They include higher alkanes and lipids, typically with melting points above about 40 °C (104 °F), melting to give low viscosity liquids. Waxes are insoluble in water but soluble in nonpolar organic solvents such as hexane, benzene and chloroform. Natural waxes of different types are produced by plants and animals and occur in petroleum.
Spermaceti is a waxy substance found in the head cavities of the sperm whale. Spermaceti is created in the spermaceti organ inside the whale's head. This organ may contain as much as 1,900 litres (500 US gal) of spermaceti. It has been extracted by whalers since the 17th century for human use in cosmetics, textiles, and candles.
Palmitic acid is a fatty acid with a 16-carbon chain. It is the most common saturated fatty acid found in animals, plants and microorganisms. Its chemical formula is CH3(CH2)14COOH, and its C:D is 16:0. It is a major component of the oil from the fruit of oil palms, making up to 44% of total fats. Meats, cheeses, butter, and other dairy products also contain palmitic acid, amounting to 50–60% of total fats. Palmitates are the salts and esters of palmitic acid. The palmitate anion is the observed form of palmitic acid at physiologic pH (7.4). Major sources of C16:0 are palm oil, palm kernel oil, coconut oil, and milk fat.
The retinoids are a class of chemical compounds that are vitamers of vitamin A or are chemically related to it. Retinoids have found use in medicine where they regulate epithelial cell growth.
Ethyl acetate is the organic compound with the formula CH3CO2CH2CH3, simplified to C4H8O2. This colorless liquid has a characteristic sweet smell and is used in glues, nail polish removers, and in the decaffeination process of tea and coffee. Ethyl acetate is the ester of ethanol and acetic acid; it is manufactured on a large scale for use as a solvent.
Cetyl alcohol, also known as hexadecan-1-ol and palmityl alcohol, is a C-16 fatty alcohol with the formula CH3(CH2)15OH. At room temperature, cetyl alcohol takes the form of a waxy white solid or flakes. The name cetyl derives from the whale oil (cetacea oil, from Latin: cetus, lit. 'whale', from Ancient Greek: κῆτος, romanized: kētos, lit. 'huge fish') from which it was first isolated.
Jojoba oil is the liquid produced in the seed of the Simmondsia chinensis (jojoba) plant, a shrub, which is native to southern Arizona, southern California, and northwestern Mexico. The oil makes up approximately 50% of the jojoba seed by weight. The terms "jojoba oil" and "jojoba wax" are often used interchangeably because the wax visually appears to be a mobile oil, but as a wax it is composed almost entirely (~97%) of mono-esters of long-chain fatty acids (wax ester) and alcohols, accompanied by only a tiny fraction of triglyceride esters. This composition accounts for its extreme shelf-life stability and extraordinary resistance to high temperatures, compared with true vegetable oils.
Retinyl palmitate, or vitamin A palmitate, is the ester of retinol (vitamin A) and palmitic acid, with formula C36H60O2. It is the most abundant form of vitamin A storage in animals.
Jojoba esters are the hydrogenation or transesterification product of Jojoba oil. Jojoba Esters are commonly used in cosmetic formulations as an emollient, due to its remarkable similarity to the natural oils produced by the human skin, and its high oxidative stability. Fully hydrogenated jojoba esters are most often small beads used to exfoliate the skin.
Sperm oil is a waxy liquid obtained from sperm whales. It is a clear, yellowish liquid with a very faint odor. Sperm oil has a different composition from common whale oil, obtained from rendered blubber. Although it is traditionally called an "oil", it is technically a liquid wax. It is composed of wax esters with a small proportion of triglycerides, an ester of an unsaturated fatty acid, and a branched-chain fatty alcohol. It is a natural antioxidant and heat-transfer agent. In the late-18th and early-19th centuries, sperm oil was prized as an illuminant for its bright, odorless flame and as a lubricant for its low viscosity and stability. It was supplanted in the late 19th century by less expensive alternatives such as kerosene and petroleum-based lubricants. With the 1987 international ban on whaling, sperm oil is no longer legally sold.
Epicuticular wax is a waxy coating which covers the outer surface of the plant cuticle in land plants. It may form a whitish film or bloom on leaves, fruits and other plant organs. Chemically, it consists of hydrophobic organic compounds, mainly straight-chain aliphatic hydrocarbons with or without a variety of substituted functional groups. The main functions of the epicuticular wax are to decrease surface wetting and moisture loss. Other functions include reflection of ultraviolet light, assisting in the formation of an ultra-hydrophobic and self-cleaning surface and acting as an anti-climb surface.
A plant cuticle is a protecting film covering the outermost skin layer (epidermis) of leaves, young shoots and other aerial plant organs that have no periderm. The film consists of lipid and hydrocarbon polymers infused with wax, and is synthesized exclusively by the epidermal cells.
A wax ester (WE) is an ester of a fatty acid and a fatty alcohol. Wax esters comprise the main components of three commercially important waxes: carnauba wax, candelilla wax, and beeswax.
Isopropyl palmitate is the ester of isopropyl alcohol and palmitic acid. It is an emollient, moisturizer, thickening agent, and anti-static agent. The chemical formula is CH3(CH2)14COOCH(CH3)2.
In enzymology, a long-chain-alcohol O-fatty-acyltransferase is an enzyme that catalyzes the chemical reaction
Paliperidone palmitate (PP), sold under the brand name Invega Sustenna among others, is an atypical antipsychotic which is used in the treatment of schizophrenia and schizoaffective disorder. It is an antipsychotic ester – specifically the palmitate ester of paliperidone – and acts as a long-lasting form of paliperidone. Paliperidone palmitate is formulated as an aqueous suspension, has a strong smell similar to alcohol, and is administered by intramuscular injection into deltoid or gluteal muscle once every 1, 3, or 6 months depending on the formulation. A formulation for injection once every 6 months is also pending regulatory approval as of September 2021.
Lipid nanoparticles (LNPs) are nanoparticles composed of lipids. They are a novel pharmaceutical drug delivery system, and a novel pharmaceutical formulation. LNPs as a drug delivery vehicle were first approved in 2018 for the siRNA drug Onpattro. LNPs became more widely known in late 2020, as some COVID-19 vaccines that use RNA vaccine technology coat the fragile mRNA strands with PEGylated lipid nanoparticles as their delivery vehicle.
Ethyl palmitate is an organic compound with the chemical formula C18H36O2. It is a colorless solid with a wax-like odor. Chemically, ethyl palmitate is the ethyl ester of palmitic acid.