R3375

Retinyl palmitate

Type IV, ~1,800,000 USP units/g, oil

• Synonim(y): Vitamin A palmitate, all−trans−Retinol palmitate
• Wzór empiryczny (zapis Hilla): C₃₆H₆₀O₂
• Numer CAS: 79-81-2
• Masa cząsteczkowa: 524.86
• Beilstein: 1917366
• Numer WE: 201-228-5
• Numer MDL: MFCD00019414
• Kod UNSPSC: 12352205
• Identyfikator substancji w PubChem: 24899361
• NACRES: NA.79

Właściwości

• pochodzenie biologiczne: synthetic (organic)
• typ: Type IV
• Próba: ≥90% (HPLC)
• Postać: oil
• aktywność właściwa: ~1,800,000 USP units/g
• kolor: yellow to orange
• mp: 26 °C
• temp. przechowywania: 2-8°C
• ciąg SMILES: CC1=C(/C=C/C(C)=C/C=C/C(C)=C/COC(CCCCCCCCCCCCCCC)=O)C(C)(C)CCC1
• InChI: 1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22+,32-28+
• Klucz InChI: VYGQUTWHTHXGQB-FFHKNEKCSA-N

Opis

Opis ogólny

Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A, respectively. The retinoids comprise a cyclohexenyl ring with a 20-carbon with double bonds in cis and trans configuration. Retinyl palmitate is a major storage form of vitamin A. Retinyl esters provide pools of vitamin A that are converted into retinol and other retinoids as needed. Retinoids also exist as retinyl esters such as retinyl propionate, retinyl acetate and retinyl palmitate.

Zastosowanie

Retinyl palmitate has been used as:

• a retinoid derivative to modulate expression of connexin Cx26 and Cx30 in the cochlea
• a standard in high performance liquid chromatography(HPLC)
• as a retinoid substrate in the isomerase assay of eyecup protein homogenates

Działania biochem./fizjol.

Retinoids are ligands to nuclear receptors and have antioxidant functionality. Retinyl palmitate is widely used in pharmaceutical and cosmetic applications. In sunscreen, it protects from UVB-induced DNA damage and apoptosis. Retinyl palmitate is used to treat photoaging in skincare cosmetics. Retinyl palmitate is an effective chemopreventive agent to treat lung cancer. It also regulates various biological processes including cell differentiation and proliferation.

Review: Vitamin A metabolism.

Opakowanie

Sealed ampule.

Postać fizyczna

Oil at room temperature

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS08
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H360D,H412
• Zwroty wskazujące środki ostrożności: P202 - P273 - P280 - P308 + P313 - P405 - P501
• Klasyfikacja zagrożeń: Aquatic Chronic 3 - Repr. 1B
• Kod klasy składowania: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Klasa zagrożenia wodnego (WGK): WGK 2
• Temperatura zapłonu (°F): No data available
• Temperatura zapłonu (°C): No data available
• Środki ochrony indywidualnej: Eyeshields, Gloves, type ABEK (EN14387) respirator filter