(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-yl acetate

• ChemBase ID: 129938
• Molecular Formular: C31H52O3
• Molecular Mass: 472.74278
• Monoisotopic Mass: 472.39164552
• SMILES: O=C(Oc1c(c(c2O[C@](CCc2c1C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)C)C
• Canonical SMILES: C[C@@H](CCC[C@]1(C)CCc2c(O1)c(C)c(c(c2C)OC(=O)C)C)CCC[C@@H](CCCC(C)C)C
• 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
• InChIKey: ZAKOWWREFLAJOT-CEFNRUSXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-yl acetate
• IUPAC Traditional name: tocopheryl acetate
• Synonyms: (2R)-3,4-Dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol 6-Acetate; Ephynal Acetate; (+)-α-Tocopherol Acetate; (+)-α-Tocopheryl Acetate; (2R,4'R,8'R)-α-Tocopherol Acetate; (2R,4'R,8'R)-α-Tocopheryl Acetate; (R,R,R)-α-Tocopheryl Acetate; 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol Acetate; Alfacol; Copherol 12250; Ecofrol; Econ; Tofaxin; Tokoferol Acetate; α-Tocopherol Acetate; all-rac-α-Tocopheryl acetate; (+)-α-Tocopherol acetate; Tocopherol acetate; Vitamin E acetate; Tocopheryl acetate; DL-α-Tocopherol acetate; O-Acetyl-α-tocopherol; DL-α-Tocopherol acetate; DL-α-Tocopheryl acetate; Vitamin E acetate; α-Tocopherylis acetas; α-Tocopherol acetate; 生育酚乙酸酯; 维生素 E 醋酸酯; DL-α-生育酚醋酸酯; O-乙酰基-α-生育酚; DL-α-生育酚乙酸酯; DL-α-生育酚醋酸酯; 维生素 E 醋酸酯

Database IDs

• CAS Number: 58-95-7; 7695-91-2
• EC Number: 231-710-0; 200-405-4
• MDL Number: MFCD00072052; MFCD00072042
• Beilstein Number: 97512
• PubChem SID: 162224224; 24871423; 24900133; 24899940; 24900095; 24858066
• PubChem CID: 86472
• CHEMBL: 1047
• Chemspider ID: 77987
• Unique Ingredient Identifier: A7E6112E4N
• Wikipedia Title: Tocopheryl_acetate

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 10.418544
• LogD (pH = 7.4): 10.418544
• Log P: 10.418544
• Molar Refractivity: 144.5256 cm^3
• Polarizability: 56.78112 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Oil; yellow oil or semi-solid
• Melting Point: ~25 °C(lit.)
• Boiling Point: 224 °C/0.3 mmHg(lit.)
• Flash Point: >113 °C; >235.4 °F; 110 °C; 230 °F
• Density: 0.953 g/mL at 25 °C(lit.); 0.96 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.496(lit.); n20/D 1.497

Safety Information

• RTECS: GP8280000
• German water hazard class: 1; nwg
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥96% (HPLC); ≥97.0% (HPLC); 96%
• Grade: analytical standard; Ph Eur
• Packaging: ampule of 100 mg
• Suitability: suitable for insect cell culture
• Ignition Residue: ≤0.1%
• Description: Synthesized from natural α-tocopherol
• Impurities: ≤0.02% heavy metals; ≤1.0% free tocopherol
• Purified By: crystallization
• Feature: standard type fat soluble vitamin
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Pharmacopeia Traceability: traceable to PhEur T1600000; traceable to USP 1667701
• Empirical Formula (Hill Notation): C31H52O3

DETAILS

Sigma Aldrich - T3001

Caution
Does not air oxidize.
包装
10, 25, 100 g in glass bottle
Biochem/physiol Actions
Tocopherols (TCP) (vitamin E) are a series (α, β, γ and δ) of chiral organic molecules that vary in their degree of methylation of the phenol moiety of the chromanol ring. Tocopherols are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. α-Tocopherol is the form of tocopherol preferentially absorbed by homo sapiens. Tocopherol acetate has properties similar but not identical to α-tocopherol.

Sigma Aldrich - T1157

Application
Use in insect cell culture applications as an antioxidant.
Caution
Since the M.P. is about 25 °C this preparation is usually an oil. Does not air oxidize.

Sigma Aldrich - T3376

包装
5, 25, 100 g in glass bottle
Biochem/physiol Actions
Tocopherols (TCP) (vitamin E) are a series (α, β, γ and δ) of chiral organic molecules that vary in their degree of methylation of the phenol moiety of the chromanol ring. Tocopherols are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. α-Tocopherol is the form of tocopherol preferentially absorbed by homo sapiens. Tocopherol acetate has properties similar but not identical to α-tocopherol.

Sigma Aldrich - 95250

Unit Definition
1 U corresponds to 1 USP-U acc. USP XXIII, 1631 (1995)

Toronto Research Chemicals - T526115

α-Tocopherol acetate is the most bioactive of the naturally occurring forms of Vitamin E. Richest sources are green vegetables, grains, and oils, particularly palm, safflower and sunflower oils.

REFERENCES

• Bianchi, G., et al.: Eur. J. Lipid Sci. Technology, 105, 229 (2003)
• Sakouhi, F., et al.: Food Chem., 108, 833 (2003)