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R1512

Sigma-Aldrich

Retinyl palmitate

potency: ≥1,700,000 USP units per g

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Synonym(s):
Vitamin A palmitate, all−trans−Retinol palmitate
Empirical Formula (Hill Notation):
C36H60O2
CAS Number:
Molecular Weight:
524.86
Beilstein/REAXYS Number:
1917366
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.79

biological source

synthetic (organic)

Quality Level

form

solid or viscous liquid

potency

≥1,700,000 USP units per g

does not contain

antioxidant

color

yellow to yellow-green

mp

26 °C

storage temp.

2-8°C

SMILES string

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+

InChI key

VYGQUTWHTHXGQB-FFHKNEKCSA-N

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General description

Retinyl palmitate or vitamin A palmitate is a retinoid, which is an acid form of vitamin A. Retinoids exist as many geometric isomers due to the unsaturated bonds in the aliphatic chain. Retinyl palmitate is a major storage form of vitamin A found in epidermis. Retinyl esters provide pools of vitamin A that are converted into retinol and other retinoids as needed.

Application

Retinyl palmitate has been used as a standard in high performance liquid chromatography (HPLC). It has also been used to study its effect on brain regeneration in larval Xenopus laevis.

Biochem/physiol Actions

Retinyl palmitate is widely used in pharmaceutical applications. It is also extensively used in cosmetic formulations due to its beneficial effects on the appearance of skin and anti-oxidant properties. Retinyl palmitate acts as a teratogen and affect vertebrate embryogenesis and regeneration. It is added as a source of vitamin A in low fat and skim milks. Retinyl palmitate acts as a chemopreventive or antineoplastic agent.
Review: Vitamin A metabolism.

Packaging

Sealed ampule.

Physical form

oil or solid

pictograms

Health hazard

signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Repr. 1B

wgk_germany

WGK 2

flash_point_f

No data available

flash_point_c

No data available

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Topical application of retinyl palmitate-loaded nanotechnology-based drug delivery systems for the treatment of skin aging
Oliveira MB, et al.
BioMed Research International (2014)
Fundamentals of Dairy Chemistry (2012)
S D Todorov et al.
Meat science, 84(3), 334-343 (2010-04-09)
Bacteriocins bacST202Ch and bacST216Ch, produced by Lactobacillus plantarum strains isolated from Beloura and Chouriço, respectively, inhibited the growth of a number of Gram-positive and Gram-negative meat spoilage bacteria. According to trycine-SDS-PAGE, bacST202Ch and bacST216Ch are approximately 3.5 and 10.0 kDa
The effect of retinyl-palmitate on brain regeneration of larval Xenopus laevis
Bernardini S, et al.
Italian Journal of Zoology, 77(3), 261-271 (2010)
Characterization of esterase and alcohol dehydrogenase activity in skin. Metabolism of retinyl palmitate to retinol (vitamin A) during percutaneous absorption
Boehnlein J, et al.
Pharmaceutical Research, 11(8), 1155-1159 (1994)

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