Tocopheryl acetate

Tocopheryl acetate

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Names
IUPAC name [(2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl] acetate
Other names Tocopherol acetate Vitamin E acetate
Identifiers
CAS Number	58-95-7 Y
ChEMBL	ChEMBL1047 Y
ChemSpider	77987 Y
Jmol 3D model	Interactive image
PubChem	86472
UNII	A7E6112E4N Y
InChI InChI=1S/C31H52O3/c1-21(2)13-10-14-22(3)15-11-16-23(4)17-12-19-31(9)20-18-28-26(7)29(33-27(8)32)24(5)25(6)30(28)34-31/h21-23H,10-20H2,1-9H3/t22-,23-,31-/m1/s1 Y Key: ZAKOWWREFLAJOT-CEFNRUSXSA-N Y InChI=1/C31H52O3/c1-21(2)13-10-14-22(3)15-11-16-23(4)17-12-19-31(9)20-18-28-26(7)29(33-27(8)32)24(5)25(6)30(28)34-31/h21-23H,10-20H2,1-9H3/t22-,23-,31-/m1/s1 Key: ZAKOWWREFLAJOT-CEFNRUSXBQ
SMILES O=C(Oc2c(c(c1O[C@](CCc1c2C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)C)C
Properties
Chemical formula	C31H52O3
Molar mass	472.743 g/mol
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Tocopheryl acetate, also known as vitamin E acetate, is a common vitamin supplement with the molecular formula C₃₁H₅₂O₃ (for 'α' form). It is the ester of acetic acid and tocopherol (vitamin E). It is often used in dermatological products such as skin creams. Tocopheryl acetate is not oxidized and can penetrate through the skin to the living cells, where about 5% is converted to free tocopherol and provides beneficial antioxidant effects.

Tocopheryl acetate is used as an alternative to tocopherol itself because the phenolic hydroxyl group is blocked, providing a less acidic product with a longer shelf life. It is believed that the acetate is slowly hydrolyzed once it is absorbed into the skin, regenerating tocopherol and providing protection against the sun's ultraviolet rays.