R1512

Sigma-Aldrich

Retinyl palmitate

potency: ≥1,700,000 USP units per g

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:
PubChem Substance ID:
NACRES:
NA.79

Quality Level

biological source

synthetic (organic)

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.

Packaging

5 g in ampule
Sealed ampule.

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.

Physical form

oil or solid

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

No data available

Flash Point(C)

No data available

Certificate of Analysis
Certificate of Origin
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)
Anticancer activity and mechanism of action of retinoids in oral and pharyngeal cancer
Klaassen I and Braakhuis BJM
Oral Oncology, 38(6) (2002)
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)
Fundamentals of Dairy Chemistry (2012)

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