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About This Item
Empirical Formula (Hill Notation):
C29H50O2
CAS Number:
Molecular Weight:
430.71
NACRES:
NA.79
PubChem Substance ID:
eCl@ss:
34058016
UNSPSC Code:
12352205
EC Number:
200-412-2
MDL number:
Beilstein/REAXYS Number:
4712525
biological source
vegetable oil
Quality Level
type
Type V
form
viscous liquid
specific activity
~1000 IU/g
color
clear yellow to red
refractive index
n20/D 1.505 (lit.)
bp
200-220 °C/0.1 mmHg (lit.)
density
0.95 g/mL at 25 °C (lit.)
storage temp.
−20°C
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
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
General description
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.
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.
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.
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.
Packaging
Packaged under argon in a sealed ampule.
Analysis Note
Approx. 670 mg D-α-tocopherol per gram. The non-α content is typically between 5-35 mg/g
Other Notes
Mixed constitutional (α, β, γ, δ) isomers.
Disclaimer
Subject to air oxidation.
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Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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alpha-Tocopherol is essential for acquired chill-light tolerance in the cyanobacterium Synechocystis sp. strain PCC 6803
Yang Y, et al.
Journal of Bacteriology, 190(5), 1554-1560 (2008)
Dietary alanyl-glutamine and vitamin E supplements could considerably promote the expression of GPx and PPARalpha genes, antioxidation, feed utilization, growth, and improve composition of juvenile cobia
Ding Z, et al.
Aquaculture (Amsterdam, Netherlands), 470(6), 95-102 (2017)
Influence of alpha-tocopherol and alpha-lipoic acid on bisphenol-A-induced oxidative damage in liver and ovarian tissue of rats
Avci B, et al.
Toxicology and Industrial Health, 32(8), 1381-1390 (2016)