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R3375

Sigma-Aldrich

Retinyl palmitate

Type IV, ~1,800,000 USP units/g, oil

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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:
1917366
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.79

biological source

synthetic (organic)

Quality Level

type

Type IV

Assay

≥90% (HPLC)

form

oil

specific activity

~1,800,000 USP units/g

color

yellow to orange

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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1 of 4

This Item
R1512PHR1235R3250
Retinyl palmitate Type IV, ~1,800,000 USP units/g, oil

Sigma-Aldrich

R3375

Retinyl palmitate

Retinyl palmitate potency: ≥1,700,000 USP units per g

Sigma-Aldrich

R1512

Retinyl palmitate

Retinyl acetate synthetic, matrix dispersion, 475,000-650,000 USP units/g

Sigma-Aldrich

R3250

Retinyl acetate

assay

≥90% (HPLC)

assay

-

assay

-

assay

-

form

oil

form

solid or viscous liquid

form

-

form

matrix dispersion

color

yellow to orange

color

yellow to yellow-green

color

-

color

yellow

mp

26 °C

mp

26 °C

mp

-

mp

57-58 °C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

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.

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.
Review: Vitamin A metabolism.

Packaging

Sealed ampule.

Physical form

Oil at room temperature

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Repr. 1B

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

No data available

Flash Point(C)

No data available

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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T1503
Product Number
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25G
Pack Size/Quantity

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705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

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Sigma-Aldrich

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USP

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Vitamin A or E and a catechin synergize as vaccine adjuvant to enhance immune responses in mice by induction of early interleukin-15 but not interleukin-1beta responses
Patel S, et al.
Immunology, 148(4), 352-362 (2016)
Effects of retinoid treatment on cochlear development, connexin expression and hearing thresholds in mice
Kim Y and Lin X
Journal of Otorhinolaryngology, Hearing and Balance Medicine settings, 1(1), 2-2 (2018)
Laboratory evaluation during high-dose vitamin A administration: a randomized study on lung cancer patients after surgical resection
Infante M, et al.
Journal of Cancer Research and Clinical Oncology, 117(2), 156-162 (1991)
Retinoids in cosmeceuticals
Sorg O, et al.
Dermatologic Therapy, 19(5), 289-296 (2006)
Safety of retinyl palmitate in sunscreens: a critical analysis
Wang SQ, et al.
Journal of the American Academy of Dermatology, 63(5), 903-906 (2010)

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