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(+)-α-Tocopherol

SIGMA/T3634 - from vegetable oil, Type V, ~1000 IU/g

Synonym: 2,5,7,8-Tetramethyl-2-(4′,8′,12′-trimethyltridecyl)-6-chromanol; 5,7,8-Trimethyltocol; D-α-Tocopherol; Vitamin E

CAS Number: 59-02-9
Empirical Formula (Hill Notation): C29H50O2
Molecular Weight: 430.71
EC Number: 200-412-2
MDL Number: MFCD00072045
Linear Formula: C29H50O2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-T3634-10G 10 g
$26.20
1/EA
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45-T3634-100G 100 g
$138.00
1/EA
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biological source vegetable oil
bp 200-220 °C/0.1 mmHg (lit.)
color clear yellow to red
density 0.95 g/mL at 25 °C (lit.)
form viscous liquid
InChI 1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1
InChI key GVJHHUAWPYXKBD-IEOSBIPESA-N
Quality Level 200 
refractive index n20/D 1.505 (lit.)
SMILES string CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(O)c(C)c(C)c2O1
specific activity ~1000 IU/g
storage temp. −20°C
type Type V
Application: (+)-α-Tocopherol has been used:
• as a food supplement for juvenile cobia fish
• to evaluate its protective effect on bisphenol A induced oxidative stress in rats
• to test its chemopreventive efficacy in estrogen-mediated mammary cancer rats

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. Various isofroms and analogues of tocopherol have opposing and differentiated regulatory activities in vivo.
Biochem/physiol Actions: α-Tocopherol is essential for the photosynthesis in Synechocystis sp. strain PCC 6803. Supplementation with α-Tocopherol decreases lipid peroxidation and platelet aggregation. It inhibits protein kinase C and may play key role in gene regulation.
Caution: Subject to air oxidation.
General description: α-Tocopherol is synthesized from γ-tocopherol by the action of enzyme γ-tocopherol methyltransferase. It is the major form of Vitamin E in human plasma. It is present in sunflower seed oil.
Other Notes: Mixed constitutional (α, β, γ, δ) isomers.
Packaging: 10, 100 g in ampule
Packaging: Packaged under argon in a sealed ampule.
Physical properties: This product is miscible with chloroform or ethanol. It is practically insoluble in water but it is miscible with ether, acetone, and vegetable oils. It is unstable to alkaline conditions.
Quality: Approx. 670 mg D-α-tocopherol per gram. The non-α content is typically between 5-35 mg/g
RIDADR NONH for all modes of transport
WGK Germany WGK 1
Flash Point(F) 230.0 °F - closed cup
Flash Point(C) 110 °C - closed cup
activity specific activity: ~1000 IU/g
bp 200-220 °C/0.1 mmHg (lit.)
Density 0.95 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.505 (lit.)
Storage Temp. −20°C
UNSPSC 12352200

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