A natural form of vitamin A
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Retinyl Acetate

Item No. 20242

Technical Information
Formal Name
retinol acetate
CAS Number
127-47-9
Synonyms
  • NSC 122045
  • NSC 122760
  • Ro 1-5275
  • Vitamin A Acetate
Molecular Formula
C22H32O2
Formula Weight
Purity
≥98%
A semi-solid
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 16 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.3 mg/ml
λmax
326 nm
SMILES
CC1=C(/C=C/C(C)=C/C=C/C(C)=C/COC(C)=O)C(C)(C)CCC1
InChi Code
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+
InChi Key
QGNJRVVDBSJHIZ-QHLGVNSISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Retinyl acetate is a natural form of vitamin A (Item No. 20241).1 It inhibits ascorbic acid- or ferrous sulfate-induced increases in malondialdehyde (MDA) levels in rat brain mitochondria when used at a concentration of 100 µM.2 Retinyl acetate binds to retinol-binding protein (Kd = 220 nM for the human protein) and inhibits organic anion transporting polypeptide 1B1 (OATP1B1) and OATP1B3 in CHO cells expressing the human transporters (Kis = 1.22 and 3.89, respectively).3,4 It inhibits the formation of mammary adenocarcinomas induced by the polycyclic aromatic hydrocarbon 7,12-dimethylbenz[a]anthracene (DMBA; Item No. 30383) in rats when administered at a dose of 2.5 mg/animal.5 Retinyl acetate (352 µmol/kg) is teratogenic to rat fetuses when administered to pregnant dams.6 Formulations containing retinyl acetate have been used as skin-conditioning agents in cosmetics.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gomis, D.B., Fernández, M.P., and Alvarez, M.D.G. Simultaneous determination of fat-soluble vitamins and provitamins in milk by microcolumn liquid chromatography. J. Chromatogr. A 891(1), 109-114 (2000).

    2. Das, N.P. Effects of vitamin A and its analogs on nonenzymatic lipid peroxidation in rat brain mitochondria. J. Neurochem. 52(2), 585-588 (1989).

    3. Cogan, U., Kopelman, M., Mokady, S., et alBinding affinities of retinol and related compounds to retinol binding proteins. Eur. J. Biochem. 65(1), 71-78 (1976).

    4. De Bruyn, T., van Westen, G.J.P., Ijzerman, A.P., et alStructure-based identification of OATP1B1/3 inhibitors. Mol. Pharmacol. 83(6), 1257-1267 (2013).

    5. Moon, R.C., Grubbs, C.J., and Sporn, M.B. Inhibition of 7,12-dimethylbenz(a)anthracene-induced mammary carcinogenesis by retinyl acetate. Cancer Res. 36(7 PT 2), 2626-2630 (1976).

    6. Duitsman, P.K., and Olson, J.A. Comparative embryolethality and teratogenicity of the all-trans isomers of retinoic acid, 3,4-didehydroretinyl acetate, and retinyl acetate in pregnant rats. Teratology 53(4), 237-244 (1996).