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T0452

Sigma-Aldrich

D-α-Tocotrienol

from rice, ≥75% (GC)

Synonyme(s) :

3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol

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About This Item

Formule empirique (notation de Hill):
C29H44O2
Numéro CAS:
1721-51-3
Poids moléculaire :
424.66
Code UNSPSC :
12352205
Nomenclature NACRES :
NA.79

Source biologique

rice

Niveau de qualité

200

Pureté

≥75% (GC)

Forme

liquid

Couleur

colorless to brown

Pf

30-31 °C

Température de stockage

−20°C

InChI

1S/C29H44O2/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/h12,14,16,30H,9-11,13,15,17-19H2,1-8H3/b21-14+,22-16+/t29-/m1/s1

Clé InChI

RZFHLOLGZPDCHJ-XZXLULOTSA-N

Catégories apparentées

Description générale

Tocotrienols belong to the vitamin E family and have an unsaturated isoprenoid side chain. The various isoforms of tocotrienols differ in their methyl substitution in the chromanol head. α-Tocotrienol present in crude palm oil is regarded as a natural supplement.

Actions biochimiques/physiologiques

α-Tocotrienol is an effective free radical scavengerand elicits protective functionality during oxidative stress in microsomes. It is a strong antioxidant, which reduces inflammation and is used in cancer treatment. α-tocotrienol supplementation may reduce cholesterol levels in hypercholesterolemia. α-tocotrienol is neuroprotective as it blocks glutamate-induced cell death in neuronal cells.
α-Tocotrienol may be used along with other isoforms to differentiate tocotrienol activities.
Tocotrienols are widely utilized for their strong antioxidant properties. The various isoforms of tocotrienols differ in their methyl substitution in the chromanol head. α-tocotrienol demonstrates neuroprotective properties by blocking glutamate-induced cell death in neuronal cells.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Han-A Park et al.
Stroke, 42(8), 2308-2314 (2011-07-02)
α-Tocotrienol (TCT) represents the most potent neuroprotective form of natural vitamin E that is Generally Recognized As Safe certified by the U.S. Food and Drug Administration. This work addresses a novel molecular mechanism by which α-TCT may be protective against
Hyunil Ha et al.
Biochemical and biophysical research communications, 406(4), 546-551 (2011-03-01)
Vitamin E, an essential nutrient with powerful antioxidant activity, is the mixture of two classes of compounds, tocopherols (TPs) and tocotrienols (TTs). Although TTs exhibit better bone protective activity than α-TP, the underlying mechanism is poorly understood. In this study
Tocotrienol is a cardioprotective agent against ageing-associated cardiovascular disease and its associated morbidities
Ramanathan N, et al.
Nutrition & Metabolism, 15(1), 6-6 (2018)
Savita Khanna et al.
Journal of neurochemistry, 98(5), 1474-1486 (2006-08-23)
The natural vitamin E tocotrienols possess properties not shared by tocopherols. Nanomolar alpha-tocotrienol, not alpha-tocopherol, is potently neuroprotective. On a concentration basis, this finding represents the most potent of all biological functions exhibited by any natural vitamin E molecule. We
Vladimir Gogvadze et al.
International journal of cancer, 127(8), 1823-1832 (2010-01-28)
Release of mitochondrial proteins such as cytochrome c, AIF, Smac/Diablo etc., plays a crucial role in apoptosis induction. A redox-silent analog of vitamin E, alpha-tocopheryl succinate (alpha-TOS), was shown to stimulate cytochrome c release via production of reactive oxygen species
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