R3375

Rétinyl-palmitate

Type IV, ~1,800,000 USP units/g, oil

• Synonyme(s) : Palmitate de vitamine A, palmitate de tout−trans−rétinol
• Formule empirique (notation de Hill): C₃₆H₆₀O₂
• Numéro CAS: 79-81-2
• Poids moléculaire : 524.86
• Numéro Beilstein : 1917366
• Numéro CE : 201-228-5
• Numéro MDL: MFCD00019414
• Code UNSPSC : 12352205
• ID de substance PubChem : 24899361
• Nomenclature NACRES : NA.79

Propriétés

• Source biologique: synthetic (organic)
• Type: Type IV
• Pureté: ≥90% (HPLC)
• Forme: oil
• Activité spécifique: ~1,800,000 USP units/g
• Couleur: yellow to orange
• Pf: 26 °C
• Température de stockage: 2-8°C
• Chaîne 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+
• Clé InChI: VYGQUTWHTHXGQB-FFHKNEKCSA-N

Description

Description générale

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.

Application

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

Actions biochimiques/physiologiques

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.

Revue : Métabolisme de la vitamine A.

Conditionnement

Sealed ampule.

Forme physique

Oil at room temperature

Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H360D,H412
• Conseils de prudence: P202 - P273 - P280 - P308 + P313 - P405 - P501
• Classification des risques: Aquatic Chronic 3 - Repr. 1B
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): No data available
• Point d'éclair (°C): No data available
• Équipement de protection individuelle: Eyeshields, Gloves, type ABEK (EN14387) respirator filter