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
CAS Number	127-47-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	553599;
ECHA InfoCard	100.004.405
PubChem CID	638034;
UNII	3LE3D9D6OY ;
CompTox Dashboard (EPA)	DTXSID6021240 ;
	InChI 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;
	SMILES O=C(OC/C=C(/C=C/C=C(/C=C/C1=C(/CCCC1(C)C)C)C)C)C;
Properties
Chemical formula	C22H32O2
Molar mass	328.496 g·mol−1
Melting point	57 to 58 °C (135 to 136 °F; 330 to 331 K)[1]
Hazards
R-phrases (outdated)	R38-R63[1]
S-phrases (outdated)	S36/37[1]
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 (retinol acetate, vitamin A acetate) is a natural form of vitamin A which is the acetate ester of retinol. It has potential antineoplastic and chemopreventive activities.[2][3]

In the United States, retinyl acetate is classified generally recognized as safe (GRAS) in the amounts used to fortify foods with vitamin A.[4][5]

Teratogenicity

World Health Organization recommendation on Maternal Supplementation During Pregnancy states that "health benefits are expected for the mother and her developing fetus with little risk of detriment to either, from a daily supplement not exceeding 10,000 IU vitamin A (3000mcg RE) at any time during pregnancy." Preformed Vitamin A refers to retinyl palmitate and retinyl acetate. [6]

References

Retinyl acetate from Sigma-Aldrich
Moon, Richard C.; Grubbs, Clinton J.; Sporn, Michael B.; Goodman, Dawn G. (1977). "Retinyl acetate inhibits mammary carcinogenesis induced by N-methyl-N-nitrosourea". Nature. 267 (5612): 620–1. doi:10.1038/267620a0. PMID 876383.
Retinyl acetate, National Cancer Institute Drug Dictionary
Select Committee on GRAS Substances (SCOGS) Opinion: Vitamin A, United States Food and Drug Administration
21 C.F.R. 184.1930
http://whqlibdoc.who.int/hq/1998/WHO_NUT_98.4_eng.pdf

[SA-1] Retinyl acetate from Sigma-Aldrich

[2] Moon, Richard C.; Grubbs, Clinton J.; Sporn, Michael B.; Goodman, Dawn G. (1977). "Retinyl acetate inhibits mammary carcinogenesis induced by N-methyl-N-nitrosourea". Nature. 267 (5612): 620–1. doi:10.1038/267620a0. PMID 876383.

[3] Retinyl acetate, National Cancer Institute Drug Dictionary

[4] Select Committee on GRAS Substances (SCOGS) Opinion: Vitamin A, United States Food and Drug Administration

[5] 21 C.F.R. 184.1930

[6] ttp://whqlibdoc.who.int/hq/1998/WHO_NUT_98.4_eng.pdf