Retinyl acetate

Retinyl acetate
Names
IUPAC name
(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl acetate
Other names
Retinol acetate; Vitamin A acetate; Vitamin A1 acetate; Acetylretinol; all-trans-Retinol acetate; all-trans-Retinyl acetate; all-trans-Vitamin A acetate;
Identifiers
3D model (JSmol)
1915439
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.405
EC Number
  • 204-844-2
KEGG
UNII
  • 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+
    Key: QGNJRVVDBSJHIZ-QHLGVNSISA-N
  • InChI=1/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+
    Key: QGNJRVVDBSJHIZ-QHLGVNSIBE
  • O=C(OC/C=C(/C=C/C=C(/C=C/C1=C(/CCCC1(C)C)C)C)C)C
Properties
C22H32O2
Molar mass 328.496 g·mol−1
Melting point 57 to 58 °C (135 to 136 °F; 330 to 331 K)
Hazards
GHS labelling:
Warning
H315, H361, H413
P201, P202, P264, P273, P280, P281, P302+P352, P308+P313, P321, P332+P313, P362, P405, P501
NFPA 704 (fire diamond)
1
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Retinyl acetate (also called vitamin A acetate or all‑trans‑retinol acetate) is a synthetic, fat‑soluble retinyl ester often used to supply vitamin A in food fortification, dietary supplements, and topical cosmetic products.

Because the acetyl group protects the alcohol functionality, the compound is markedly more stable to heat, oxygen and light than free retinol, yet is rapidly hydrolyzed in the human intestine to active retinol after ingestion.

Commercially, retinyl acetate is the second most common retinyl ester after retinyl palmitate.