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Tocopherol acetate
"Descrizione"
by A_Partyns (12455 pt)
2022-Feb-04 10:07

Review Consensus: 10 Rating: 10 Number of users: 1
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Tocoferolo acetato ([(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] acetate) è un prodotto naturale, una forma modificata, idrolizzata, della vitamina E, di difficile ossidazione e con lo stesso colore.

"Tocopheryl acetate" è lo stesso prodotto ma sintetico, ricavato industrialmente tramite procedimento chimico.

Si presenta in forma di  olio dal colore giallastro o come polvere bianca.

A cosa serve e dove si usa

Medicina

E' un potente antiossidante, in pratica una vitamina E. (vedi Vitamina E), ha proprietà sia antiossidanti che antinfiammatorie e può ridurre la crescita batterica locale, promuovendo così la guarigione delle ferite.  Liposolubile, aiuta a proteggere i lipidi di membrana dalla perossidazione se assunto per via orale. 

Cosmetica

Viene utilizzato in prodotti cosmetici per la pelle, nei dentifrici, Inoltre, è stato accertato che riduce, dopo l'esposizione ai raggi UV,  le scottature solari, agisce anche come umettante quando la vitamina E viene applicata sulla pelle,  neutralizza i radicali liberi (1).

Tocoferolo acetato in forma di gel topico unitamente a isotretinoina ha  migliorato la sensibilità cutanea e può essere utilizzato come formulazione topica non irritante per il trattamento dell'acne (2).

In una preparazione comprendente alcuni polisorbati, Tween 20, 40, 60 e 80, il Tocoferolo acetato ha dimostrato attività antiossidante in vitro ed efficacia nella rigenerazione della pelle (3).

Non ha alcuna controindicazione per quanto riguarda la sicurezza.

Tocoferolo acetato studi

Caratteristiche tipiche ottimali del prodotto commerciale Tocopherol Acetate olio

AppearanceYellowish oil
Tocopherols96.0-102.0
Refractive index1.494-1.499
Absorbance E1%1cm41-45
Specific rotation+24°
Residue on ignition≤0.1
Acidity≤0.5
Pb≤10
Density0.953 g/mL at 25 °C
Shelf life≥36 months



  • Formula molecolare   C31H52O3
  • Peso molecolare   472.754 g/mol
  • UNII   A7E6112E4N
  • CAS   58-95-7  12741-00-3  133-80-2  1407-18-7  54-22-8  1406-70-8  26243-95-8  7695-91-2  52225-20-4
  • EC Number: 231-710-0  257-757-7  200-405-4
  • DSSTox Substance ID  DTXSID3021356    DTXSID1031096
  • IUPAC  [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] acetate
  • 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 
  • InChl Key      ZAKOWWREFLAJOT-CEFNRUSXSA-N
  • SMILES   CC1=C(C(=C(C2=C1OC(CC2)(C)CCCC(C)CCCC(C)CCCC(C)C)C)OC(=O)C)C
  • PubChem Substance ID 24900095    24899940
  • MDL number MFCD00072052
  • Beilstein Registry Number 97512
  • eCl@ss    34058007
  • ChEBI    32321
  • NACRES  NA.79    NA.75
  • RTECS   GP8280000

Sinonimi

  • Vitamin E acetate
  • α-tocopherol acetate
  • alpha-Tocopherol acetate
  • Tocopheryl acetate
  • Alfacol
  • Natur-E granulate
  • DL-alpha tocopheryl acetate
  • (+-)-alpha-Tocopherol acetate
  • Ecofrol
  • 58-95-7
  • Contopheron
  • Tofaxin
  • Econ
  • Covitol 1360
  • Vitamin Ealpha acetate
  • alpha-Tocopheryl acetate
  • DL-alpha-Tocopheryl acetate
  • Vitamin E acetate, d-
  • DL-alpha-Tocopherol acetate
  • 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-6-cromanyl acetate, (+)-
  • 6-Cromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, (+)-
  • 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, (2R-(2*(4R*,8R*)))-
  • 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, [2R-[2R*(4R*,8R*)]]- 
  • (R,R,R)-.alpha.-Tocopheryl acetate
  • 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate
  • 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-yl acetate
  • (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-yl acetate
  • 6-Chromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate, (+)-
  • (2R)-3,4-Dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol 6-Acetate
  • 6-Chromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate
  • (2R*(4R*,8R*))-(1)-3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-yl acetate
  • DL-alpha-Tocopherol acetate, analytical standard
  • DL-alpha-Tocopherol acetate, EP/USP/FCC grade
  • [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]chroman-6-yl] acetate
  • 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, 6-acetate, (2R)-
  • 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-b- enzopyran-6-ol, acetate
  • [2R-[2R*(4R,8R*)]]-3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol acetate
  • [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] acetate
  • [2R*(4R*,8R*)]-()-3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-yl acetate
  • 1406-70-8
  • 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, acetate, (2R)-
  • 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, acetate, (2R)-rel-
  • Ephynal acetate
  • Tokoferol acetate
  • D-alpha-tocopherol acetate
  • Tocopherex
  • Evipherol
  • Fertilvit
  • Tocophrin
  • Erevit
  • Gevex
  • Juvela
  • Combinal E
  • Tocopheryl acetate
  • D-ALPHA-TOCOPHERYL ACETATE
  • Epsilan-M
  • E-Toplex
  • E-Ferol
  • Endo E Dompe
  • Spondyvit
  • (+)-alpha-Tocopherol acetate
  • Copherol 1250
  • Covitol 1100

Bibliografia___________________________________________________

(1) Teo BS, Basri M, Zakaria MR, Salleh AB, Rahman RN, Rahman MB. A potential tocopherol acetate loaded palm oil esters-in-water nanoemulsions for nanocosmeceuticals. J Nanobiotechnology. 2010 Feb 23;8:4. doi: 10.1186/1477-3155-8-4.

(2) Gupta S, Wairkar S, Bhatt LK. Isotretinoin and α-tocopherol acetate-loaded solid lipid nanoparticle topical gel for the treatment of acne. J Microencapsul. 2020 Dec;37(8):557-565. doi: 10.1080/02652048.2020.1823499. 

(3) Caddeo C, Manca ML, Peris JE, Usach I, Diez-Sales O, Matos M, Fernàndez-Busquets X, Fadda AM, Manconi M. Tocopherol-loaded transfersomes: In vitro antioxidant activity and efficacy in skin regeneration. Int J Pharm. 2018 Nov 15;551(1-2):34-41. doi: 10.1016/j.ijpharm.2018.09.009.

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