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Merck
CN

T0702

Sigma-Aldrich

D-γ-Tocotrienol

from palm oil, ≥80% (GC)

Synonym(s):

(R-(all-E))-3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12,16,20,24,28,32-octamethyl-3,7,11,15,19,23,27,31-tritriacontaoctaenyl)-2H-1-benzopyran-6-ol

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About This Item

Empirical Formula (Hill Notation):
C28H42O2
CAS Number:
14101-61-2
Molecular Weight:
410.63
MDL number:
MFCD05864856
UNSPSC Code:
12352200

Key Documents

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biological source

palm oil

Assay

≥80% (GC)

storage temp.

−20°C

SMILES string

C/C(CC/C=C(C)/CCC=C(C)C)=C\CC[C@@]1(C)OC2=C(C)C(C)=C(O)C=C2CC1

InChI

1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1

InChI key

OTXNTMVVOOBZCV-WAZJVIJMSA-N

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Biochem/physiol Actions

Tocotrienols are widely utilized for their strong antioxidant properties. The various isoforms of tocotrienols differ in their methyl substitution in the chromanol head. In addition to its antioxidant properties γ-tocotrienol has been shown to inhibit the NF-κB activation pathway. γ-tocotrienol also acts as an inhibitor of HMG-CoA, the rate limiting enzyme in cholesterol biosynthesis.

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
099K1151
108K1583
067K10731
067K10732
067K1073

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Suzana Makpol et al.
Oxidative medicine and cellular longevity, 2012, 785743-785743 (2012-08-25)
In this study, we determined the molecular mechanism of γ-tocotrienol (GTT) in preventing cellular aging by focusing on its anti-apoptotic effect in stress-induced premature senescence (SIPS) model of human diploid fibroblasts (HDFs). Results obtained showed that SIPS exhibited senescent-phenotypic characteristic
Archana Gopalan et al.
Cancer letters, 328(2), 285-296 (2012-10-16)
Present study shows that drug resistant human breast cancer cells are enriched in cancer stem-like cells (CSCs) and express elevated levels of Stat-3 signaling mediators, which contribute to CSC enrichment. Simvastatin (SVA) and gamma-tocotrienol (γT3) eliminate enriched CSCs and suppress
Shilpa S Kulkarni et al.
International immunopharmacology, 14(4), 495-503 (2012-09-25)
Gamma-tocotrienol (GT3), a promising radioprotectant, is shown to protect CD2F1 mice from radiation-induced neutropenia and thrombocytopenia when given 24h prior to total-body irradiation. GT3 also is shown to increase white blood cells (WBC) and absolute neutrophil counts (ANC) transiently in
Beatrycze Nowicka et al.
Biochimica et biophysica acta, 1828(2), 233-240 (2012-09-11)
Lipid peroxidation is an oxidation reaction leading to the generation of lipid hydroperoxides. Here we present comparative data on the inhibition of lipid peroxidation by a variety of biological prenyllipids in liposomes prepared from natural lipid membranes. Lipid peroxidation was
Tetsuro Matsunaga et al.
Molecular medicine reports, 5(4), 905-909 (2012-02-02)
Tocotrienols, members of the vitamin E family, have been shown to possess anti-inflammatory properties and display activity against a variety of chronic diseases, such as cancer, cardiovascular and neurological diseases. However, whether tocotrienols contribute to the prevention of inflammatory responses
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