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Key Documents

T0452

Sigma-Aldrich

D-α-Tocotrienol

from rice, ≥75% (GC)

Synonym(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

Empirical Formula (Hill Notation):
C29H44O2
CAS Number:
1721-51-3
Molecular Weight:
424.66
UNSPSC Code:
12352205
NACRES:
NA.79

biological source

rice

Quality Level

200

Assay

≥75% (GC)

form

liquid

color

colorless to brown

mp

30-31 °C

storage temp.

−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

InChI key

RZFHLOLGZPDCHJ-XZXLULOTSA-N

Related Categories

General description

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.

Biochem/physiol Actions

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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)
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
Kailash Prasad
Current pharmaceutical design, 17(21), 2147-2154 (2011-07-22)
This review emphasizes the effects of tocotrienols on the risk factors for atherosclerosis, plaque instability and thrombogenesis, and compares these effects with tocopherol. Tocotrienols reduce serum lipids and raise serum HDL-C. Alpha-tocopherol, on the other hand, has no effect on
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