R4632

Retinyl acetate

synthetic, crystalline solid or supercooled liquid

• Synonym(s): Retinol acetate, Vitamin A acetate
• Empirical Formula (Hill Notation): C₂₂H₃₂O₂
• CAS Number: 127-47-9
• Molecular Weight: 328.49
• Beilstein: 1915439
• EC Number: 204-844-2
• MDL number: MFCD00019413
• UNSPSC Code: 12352205
• eCl@ss: 34058009
• PubChem Substance ID: 57654592
• NACRES: NA.79

Properties

• biological source: synthetic
• Quality Level: 300
• Assay: ≥90% (HPLC)
• form: crystalline solid or supercooled liquid
• potency: 2,600,000-2,940,000 I.U. per g
• color: light yellow to dark yellow
• mp: 57-58 °C; ~58 °C (lit.)
• storage temp.: −20°C
• SMILES string: CC1=C(/C=C/C(C)=C/C=C/C(C)=C/COC(C)=O)C(C)(C)CCC1
• InChI: 1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7+,13-12+,17-9+,18-14+
• InChI key: QGNJRVVDBSJHIZ-QHLGVNSISA-N

Description

General description

Vitamin A usually occurs in food as retinyl esters, which are the pre-formed sources of vitamin A. Retinyl acetate exists as yellow crystals and is insoluble in water. It is soluble in ethanol and oils.

Application

Retinyl acetate has been used:

• to study its effects on cochlear development in mice
• as a component of an internal standard to quantify antioxidants in yolk
• as an internal standard to determine serum retinol concentration

Biochem/physiol Actions

Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A. The retinoids exist as many geometric isomers due to the unsaturated bonds in the aliphatic chain.
Retinoids also exist as retinyl esters such as retinyl propionate, retinyl acetate and retinyl palmitate. Retinyl esters provide pools of vitamin A that are converted into retinol and other retinoids as needed. Retinyl acetate is used in a wide range of biological applications.

Physical form

Packaged as a melt and may exist as a crystalline solid or a supercooled viscous liquid

Analysis Note

Activity based on HPLC comparison to USP standard.

Safety Information

• Pictograms: GHS08
• Signal Word: Danger
• Hazard Statements: H360D - H413
• Precautionary Statements: P202 - P273 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Aquatic Chronic 4 - 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): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves