Chemistry:Retinyl acetate

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Retinyl acetate
Retinyl acetate.svg
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
EC Number
  • 204-844-2
KEGG
UNII
Properties
C22H32O2
Molar mass 328.496 g·mol−1
Melting point 57 to 58 °C (135 to 136 °F; 330 to 331 K)[1]
Hazards
GHS pictograms GHS07: HarmfulGHS08: Health hazard
GHS Signal word Warning
H315, H361, H413
P201, P202, P264, P273, P280, P281, P302+352, P308+313, P321, P332+313, P362, P405, P501
NFPA 704 (fire diamond)
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored 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
Tracking categories (test):

Retinyl acetate (retinol acetate, vitamin A acetate) is a natural[dubious ] 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

  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. Bibcode1977Natur.267..620M. 
  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. World Health Organization Nutrition Unit (1998). Safe vitamin A dosage during pregnancy and lactation. World Health Organization.