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;
Beilstein Reference	1915439
ChEBI	CHEBI:32095;
ChEMBL	ChEMBL486193;
ChemSpider	553599;
ECHA InfoCard	100.004.405
EC Number	204-844-2;
KEGG	D01621;
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)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H361, H413
Precautionary statements	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 (retinol acetate, vitamin A acetate) is a natural^{[dubious – discuss]} 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]

Toxicology

World Health Organization "Recommendations for preformed vitamin A supplements for mothers 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 retinol and retinyl esters, such as 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. Bibcode:1977Natur.267..620M. doi:10.1038/267620a0. PMID 876383. S2CID 4211886.
^ Retinyl acetate, National Cancer Institute Drug Dictionary
^ Select Committee on GRAS Substances (SCOGS) Opinion: Vitamin A, United States Food and Drug Administration
^ 21 CFR 184.1930
^ World Health Organization Nutrition Unit (1998). Safe vitamin A dosage during pregnancy and lactation. World Health Organization. hdl:10665/63838.

[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. Bibcode:1977Natur.267..620M. doi:10.1038/267620a0. PMID 876383. S2CID 4211886.

[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 CFR 184.1930

[6] World Health Organization Nutrition Unit (1998). Safe vitamin A dosage during pregnancy and lactation. World Health Organization. hdl:10665/63838.

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