95140

Retinyl acetate

concentrate (~50% (w/w) in peanut oil), ~1500 U/mg

• Synonym(s): Retinol acetate, Vitamin A acetate
• Empirical Formula (Hill Notation): C₂₂H₃₂O₂
• CAS Number: 127-47-9
• Molecular Weight: 328.49
• Beilstein: 1915439
• MDL number: MFCD00019413
• UNSPSC Code: 12352200
• eCl@ss: 34058009
• PubChem Substance ID: 57653653
• NACRES: NA.79

Properties

• biological source: synthetic
• Assay: ~95% (HPLC)
• form: liquid
• quality: concentrate (~50% (w/w) in peanut oil)
• specific activity: ~1500 U/mg
• contains: DL-α-tocopherol as stabilizer
• color: yellow to very dark yellow
• mp: 57-58 °C
• storage temp.: 2-8°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 is also known as retinol. Retinaldehyde, retinoic acid and retinyl esters are the derivatives of retinol. Retinol consists of a 20-carbon molecule. It also contains a cyclohexanyl ring with a side chain of four double bonds and an alcohol end group. Vitamin A is naturally present in the body as retinyl ester and β-carotene. Retinyl acetate, retinyl propionate and retinyl palmitate are analogs of retinol.

Biochem/physiol Actions

Retinyl esters are stored in the liver and get converted to retinol before absorption by the intestine. Retinal plays a role in eye vision as it is a part of rhodopsin. Retinol binds to the retinol binding proteins in the plasma. Retinyl acetate has applications in cosmetology.

Other Notes

isomeric purity: ~95% all-trans- and ~5% 13-cis-isomer

Review: Systematic mode of action of vitamin A

Caution

crystallized product can be liquidified by heating to 65°C

Unit Definition

1 U corresponds to 1 international unit acc. to Ph Eur II, 217 (1983)

Physical form

may partially crystallize

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