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T0577

D-δ-Tocotrienol

Name: <SC>D</SC>-δ-Tocotrienol
Brand: SIGMA

from rice, ≥65% (GC)

Synonym(s):

(R-(E,E))-3,4-Dihydro-2,8-dimethyl-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):

C₂₇H₄₀O₂

CAS Number:

25612-59-3

Molecular Weight:

396.61

UNSPSC Code:

12352205

NACRES:

NA.79

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Properties

biological source

rice

Quality Level

100

form

liquid

concentration

≥65% (GC)

color

yellow to orange

storage temp.

−20°C

SMILES string

O1[C@@](CCc2c1c(cc(c2)O)C)(CC\C=C(\CC\C=C(\CCC=C(C)C)/C)/C)C

InChI

1S/C27H40O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h10,12,14,18-19,28H,7-9,11,13,15-17H2,1-6H3/b21-12+,22-14+/t27-/m1/s1

InChI key

ODADKLYLWWCHNB-LDYBVBFYSA-N

Description

General description

D-δ-Tocotrienol is a bioavailable isomer of vitamin E and has farnesyl side chain. Palm oil is rich in δ-Tocotrienol.

Biochem/physiol Actions

D-δ-Tocotrienol suppresses ras sarcoma (Ras) protein levels. It elicits anti-proliferative functionality in melanoma cells by halting cell cycle and favoring apoptosis. δ-Tocotrienol is cytotoxic to human lung adenocarcinoma and glioblastoma cancer cells. δ-Tocotrienol possesses anti-inflammatory, antidiabetic and neuroprotective functionality. It is an effective hypocholesterolemic agent and an inhibitor of lipid peroxidation.

Tocotrienols are widely utilized for their strong antioxidant properties. The various isoforms of tocotrienols differ in their methyl substitution in the chromanol head. δ-tocotrienol, effectively blocks cleavage of SREBPs, ultimately decreasing the amount of cholesterol synthesized in the liver.

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Regulatory Information

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Cytotoxicity and apoptotic activities of alpha-, gamma-and delta-tocotrienol isomers on human cancer cells

Lim SW, et al.

BMC Complementary and Alternative Medicine, 14(1), 469-469 (2014)

A paraptosis-like cell death induced by δ-tocotrienol in human colon carcinoma SW620 cells is associated with the suppression of the Wnt signaling pathway.

Jing-Shu Zhang et al.

Toxicology, 285(1-2), 8-17 (2011-04-02)

Tocotrienol is considered a beneficial effect agent on inhibition of tumor development. In this study, we focused on the effects of δ-tocotrienol and its possible mechanism on induction of death in human colon cancer SW620 cells. δ-Tocotrienol inhibited proliferation of

Pharmacological potential of tocotrienols: a review

Ahsan H, et al.

Nutrition & Metabolism, 11(1), 52-52 (2014)

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Global Trade Item Number

SKU	GTIN
T0577-10MG	04061837335419