Zuretinol acetate
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| IUPAC name
[(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] acetate
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| Other names
9-cis-retinyl acetate, 9-cis-vitamin A acetate, 9-cis-retinal acetate
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| Identifiers | |
3D model (JSmol)
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| Properties | |
| C22H32O2 | |
| Molar mass | 328.496 g·mol−1 |
| Appearance | light yellow oil |
| Melting point | 57–58 °C (135–136 °F; 330–331 K) |
| insoluble | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Zuretinol acetate is a carotenoid, a synthetic derivative of vitamin A, commonly used in dietary supplements, pharmaceuticals, and skincare products.[1][2][3][4]
Isomer
[edit]9-cis-Retinal acetate is a specific geometric isomer of retinal, meaning it has a different arrangement of atoms around a double bond compared to other retinal isomers like 11-cis-retinal.[5]
Synthesis
[edit]The compound is an ester formed from retinol (vitamin A alcohol) and acetic acid, making it more stable than pure retinol.
Uses
[edit]The compound is used for treatment of visual disorders.[6][7]
References
[edit]- ^ "Eluminex Biosciences Acquires Zuretinol Acetate from Retinagenix Holdings". prnewswire.com. Retrieved 18 July 2025.
- ^ "9-cis Retinol Acetate | CAS 29584-22-3 | SCBT - Santa Cruz Biotechnology". scbt.com. Retrieved 18 July 2025.
- ^ Maeda, Tadao; Maeda, Akiko; Leahy, Patrick; Saperstein, David A.; Palczewski, Krzysztof (1 January 2009). "Effects of Long-Term Administration of 9- cis -Retinyl Acetate on Visual Function in Mice". Investigative Opthalmology & Visual Science. 50 (1): 322. doi:10.1167/iovs.08-2301. ISSN 1552-5783. Retrieved 18 July 2025.
- ^ "NCATS Inxight Drugs — ZURETINOL ACETATE". drugs.ncats.io. Retrieved 18 July 2025.
- ^ Sekharan, Sivakumar; Morokuma, Keiji (30 November 2011). "Why 11- cis -Retinal? Why Not 7- cis -, 9- cis -, or 13- cis- Retinal in the Eye?". Journal of the American Chemical Society. 133 (47): 19052–19055. doi:10.1021/ja208789h. Retrieved 18 July 2025.
- ^ "9-cis-Retinol Acetate | TRC-R252100-10MG | LGC Standards". lgcstandards.com. Retrieved 18 July 2025.
- ^ Besharse, Joseph; Bok, Dean (25 April 2011). The Retina and Its Disorders. Academic Press. p. 646. ISBN 978-0-12-382198-0. Retrieved 18 July 2025.