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Principaux documents

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

Essai

≥75% (GC)

Forme

liquid

Couleur

colorless to brown

Pf

30-31 °C

Température de stockage

−20°C

Chaîne SMILES 

O1[C@@](CCc2c1c(c(c(c2C)O)C)C)(CC\C=C(\CC\C=C(\CCC=C(C)C)/C)/C)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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Certificats d'analyse (COA)

Lot/Batch Number
SLCJ6492
SLCD9270
SLBV4744
SLBH2309V
SLBG8379

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Consulter la Bibliothèque de documents

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
Molecular aspects of alpha-tocotrienol antioxidant action and cell signalling
Packer L, et al.
The Journal of Nutrition, 131(2), 369S-373S (2001)
Yoshiro Saito et al.
Free radical biology & medicine, 49(10), 1542-1549 (2010-08-26)
Glutamate plays a critical role in pathological cell death within the nervous system. Vitamin E is known to protect cells from glutamate cytotoxicity, either by direct antioxidant action or by indirect nonantioxidant action. Further, α-tocotrienol (α-T3) has been reported to
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
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
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