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Retinyl palmitate

SIGMA/R3375 - Type IV, ~1,800,000 USP units/g, oil

Synonym: Vitamin A palmitate; all−trans−Retinol palmitate

CAS Number: 79-81-2
Empirical Formula (Hill Notation): C36H60O2
Molecular Weight: 524.86
EC Number: 201-228-5
MDL Number: MFCD00019414
Linear Formula: C36H60O2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-R3375-1G 1 g
$88.40
1/EA
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45-R3375-5G 5 g
$356.00
1/EA
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assay ≥90% (HPLC)
biological source synthetic (organic)
color yellow to orange
form oil
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+
InChI key VYGQUTWHTHXGQB-FFHKNEKCSA-N
mp 26 °C
Quality Level 100 
SMILES string CC1=C(/C=C/C(C)=C/C=C/C(C)=C/COC(CCCCCCCCCCCCCCC)=O)C(C)(C)CCC1
specific activity ~1,800,000 USP units/g
storage temp. 2-8°C
type Type IV
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
Biochem/physiol Actions: 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.
Biochem/physiol Actions: Review: Vitamin A metabolism.
General description: 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.
Packaging: 1, 5, 100 g in ampule
Packaging: Sealed ampule.
Physical form: Oil at room temperature
Purity ≥90% (HPLC)
activity specific activity: ~1,800,000 USP units/g
mp 26 °C
Storage Temp. 2-8°C
UNSPSC 12352205

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