Zuretinol acetate

Zuretinol acetate

Names
IUPAC name [(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] acetate
Other names 9-cis-retinyl acetate, 9-cis-vitamin A acetate, 9-cis-retinal acetate
Identifiers
CAS Number	29584-22-3  N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL4297637
ChemSpider	8421459
DrugBank	DB12112
KEGG	C08590
PubChem CID	10245972
UNII	2K3YP54BYU
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-AQDFTDIISA-N
SMILES CC1=C(C(CCC1)(C)C)/C=C/C(=C\C=C\C(=C\COC(=O)C)\C)/C
Properties
Chemical formula	C22H32O2
Molar mass	328.496 g·mol−1
Appearance	light yellow oil
Melting point	57–58 °C (135–136 °F; 330–331 K)
Solubility in water	insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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

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

The compound is an ester formed from retinol (vitamin A alcohol) and acetic acid, making it more stable than pure retinol.

Uses

The compound is used for treatment of visual disorders. ^{[6] [7]}

References

1. "Eluminex Biosciences Acquires Zuretinol Acetate from Retinagenix Holdings" (Press release). prnewswire.com. Retrieved 18 July 2025.
2. "9-cis Retinol Acetate | CAS 29584-22-3 | SCBT - Santa Cruz Biotechnology". scbt.com . Retrieved 18 July 2025.
3. 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 Ophthalmology & Visual Science . 50 (1): 322–333. doi:10.1167/iovs.08-2301. ISSN   1552-5783. PMC   2615069 . PMID   18708622.
4. "NCATS Inxight Drugs — ZURETINOL ACETATE". drugs.ncats.io. Retrieved 18 July 2025.
5. 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. Bibcode:2011JAChS.13319052S. doi:10.1021/ja208789h. PMC   3223315 . PMID   22026715.
6. "9-cis-Retinol Acetate | TRC-R252100-10MG | LGC Standards". lgcstandards.com. Retrieved 18 July 2025.
7. 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.