R7882

Retinyl acetate

solid or viscous liquid, BioReagent, synthetic, suitable for cell culture

• Synonym(s): Retinol acetate, Vitamin A acetate
• Empirical Formula (Hill Notation): C₂₂H₃₂O₂
• CAS Number: 127-47-9
• Molecular Weight: 328.49
• NACRES: NA.75
• PubChem Substance ID: 24899401
• eCl@ss: 34058009
• UNSPSC Code: 12352205
• EC Number: 204-844-2
• MDL number: MFCD00019413
• Beilstein/REAXYS Number: 1915439
• Assay: ≥90% (HPLC)
• Form: solid or viscous liquid

Properties

• biological source: synthetic
• Quality Segment: 200
• product line: BioReagent
• assay: ≥90% (HPLC)
• form: solid or viscous liquid
• potency: ~2,800,000 I.U. per g
• mol wt: M_w 328.49 g/mol
• technique(s): cell culture | mammalian: suitable
• color: light yellow to dark yellow
• mp: 57-58 °C
• solubility: absolute ethanol: 25 mg/mL (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

Retinyl-acetate is a natural and ester derivative of vitamin A.[1] It is found in classical media formulations such as M-199; NCTC-109 and William′s Medium E. Vitamin A is a component of serum useful in most serum containing cell culture systems, which receive some level of vitamin A.

Application

Retinyl acetate has been used as a standard to measure the concentration of vitamin C in high performance liquid chromatography analysis (HPLC) and as a supplement in the preparation of the complete medium.

Biochem/physiol Actions

The oxidized form of retinol is retinoic acid, which has hormone-like growth factor and differentiation activity for epithelial and related cell types, especially neural cells. Retinoic acid induces embryonic stem cells to differentiate towards neural cells. Retinyl-acetate is known to be effective in treating breast cancer.

Preparation Note

The melting point of this material is approx. 58 °C. In order to package, it was melted and may exist as a crystalline solid or as a supercooled viscous liquid.

Other Notes

All trans

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H360D,H413
• pcodes: P202 - P273 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Aquatic Chronic 4 - Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 2
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter