Retinyl palmitate
| Retinyl palmitate | |
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[(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenyl] hexadecanoate |
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Other names
Retinol palmitate |
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| Identifiers | |
| CAS number | 79-81-2  |
| PubChem | 5280531 |
| ChemSpider | 10618934 |
| UNII | 1D1K0N0VVC |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C36H60O2 |
| Molar mass | 524.86 g/mol |
| Hazards | |
| NFPA 704 |
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 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Retinyl palmitate, or vitamin A palmitate, is the ester of retinol (vitamin A) and palmitic acid, with formula C36H60O2.
An alternate spelling, retinol palmitate, which violates the -yl organic chemical naming convention for esters, is also frequently seen.
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Uses [edit]
Retinyl palmitate is a synthetic alternate for retinyl acetate in vitamin A supplements, and is available in oily or dry forms. It is a common vitamin supplement, available in both oral and injectable forms for treatment of vitamin A deficiency, under the brand names Aquasol A, Palmitate A and many others. It is a pre-formed version of vitamin A; therefore, the intake should not exceed the Recommended Dietary Allowance (RDA). Overdosing preformed Vitamin A forms such as retinyl palmitate leads to adverse physiological reactions (hypervitaminosis A).[1]
Retinyl palmitate is used as an antioxidant and a source of vitamin A added to low fat milk and other dairy products to replace the vitamin content lost through the removal of milk fat. Palmitate is attached to the alcohol form of vitamin A, retinol, in order to make vitamin A stable in milk.[citation needed]
Retinyl palmitate is also a constituent of some topically applied skin care products. After its absorption into the skin, retinyl palmitate is converted to retinol, and ultimately to retinoic acid (the active form of vitamin A present in Retin-A).
Political controversy [edit]
The Environmental Working Group and New York Senator Chuck Schumer have called attention to the fact that high doses of topical retinyl palmitate were shown to accelerate cancer in lab animals,[2] fueling the sunscreen controversy in the popular press.[3] Although concerns about other sunscreen ingredients remain, toxicological analysis has determined that "there is no convincing evidence to support the notion that [retinyl palmitate] in sunscreens is carcinogenic".[4]
Teratogenicity [edit]
World Health Organization recommendation on Maternal Supplementation During Pregnancy states that "health benefits are expected for the mother and her developing fetus with little risk of detriment to either, from a daily supplement not exceeding 10,000IU [preformed] vitamin A (3000mcg RE) at any time during pregnancy." Preformed Vitamin A refers to retinyl palmitate and retinyl acetate.
http://whqlibdoc.who.int/hq/1998/WHO_NUT_98.4_eng.pdf
References [edit]
- ^ Vitamin A, Linus Pauling Institute
- ^ "Possible link between ingredient in sunscreen and skin cancer: Schumer". New York Daily News. June 14, 2010.
- ^ Wang, SQ; Dusza, SW; Lim, HW (2010). "Safety of retinyl palmitate in sunscreens: a critical analysis.". Journal of the American Academy of Dermatology 63 (5): 903–6. doi:10.1016/j.jaad.2010.07.015. PMID 20692724.
- ^ Wang, SQ; Dusza, SW; Lim, HW (2010). "Safety of retinyl palmitate in sunscreens: a critical analysis.". Journal of the American Academy of Dermatology 63 (5): 903–6. doi:10.1016/j.jaad.2010.07.015. PMID 20692724.
