alpha-tocotrienol

2H-1-benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-, (2R)- (9CI)

CAS: 58864-81-6 C29 H44 O2 MW: 424.66808000

Identification

Namealpha-tocotrienol
CAS Number58864-81-6
FDA UNIIB6LXL1832Y
Molecular FormulaC29 H44 O2
Molecular Weight424.66808000
MDL NumberMFCD11045308
Nikkaji NumberJ1.455.578A
Beilstein5484296

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 541.70 °C. @ 760.00 mm Hg (est)
Flash Point 432.00 °F. TCC ( 222.30 °C. ) (est)
logP (o/w) 10.760 (est)
Soluble in water, 5.375e-007 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for alpha-tocotrienol usage levels up tonot for fragrance use.
Recommendation for alpha-tocotrienol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

barley palm oil PMC rye seed wheat

Synonyms

2H-1- benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-, [R-(E,E)]- 2H-1- benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrien-1-yl]-, (2R)- 2H-1- benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-, (2R)- 2H-1- benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl]-, (2R)- (9CI) 3,4- dihydro-2,5,7,8-tetramethyl-2R-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrienyl)]-2H-1-benzopyran-6-ol (2R)-2,5,7,8- tetramethyl-2-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl)chroman-6-ol (2R)-2,5,7,8- tetramethyl-2-[(3E,7E)-4,8,12-trimethyl-3,7,11-tridecatrien-1-yl]-6-chromanol (2R)-2,5,7,8- tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol (2R)-2,5,7,8- tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]chroman-6-ol (2R)-2,5,7,8- tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol (2R,3'E,7'E)-a- tocotrienol (R)-a- tocotrienol (R)-alpha- tocotrienol a- tocotrienol D-a- tocotrienol PubMed: Tocotrienol Rich Palm Oil Extract Is More Effective Than Pure Tocotrienols at Improving Endothelium-Dependent Relaxation in the Presence of Oxidative Stress. PubMed: Muscadine grape seed oil as a novel source of tocotrienols to reduce adipogenesis and adipocyte inflammation. PubMed: A tocotrienol-enriched formulation protects against radiation-induced changes in cardiac mitochondria without modifying late cardiac function or structure. PubMed: A tocotrienol series with an oxidative terminal prenyl unit from Garcinia amplexicaulis. PubMed: Effects of late administration of pentoxifylline and tocotrienols in an image-guided rat model of localized heart irradiation. PubMed: α-Tocopherol does not accelerate depletion of γ-tocopherol and tocotrienol or excretion of their metabolites in rats. PubMed: Tocotrienols promote apoptosis in human breast cancer cells by inducing poly(ADP-ribose) polymerase cleavage and inhibiting nuclear factor kappa-B activity. PubMed: Tissue distribution of vitamin E metabolites in rats after oral administration of tocopherol or tocotrienol. PubMed: Tissue distribution of α- and γ-tocotrienol and γ-tocopherol in rats and interference with their accumulation by α-tocopherol. PubMed: A Regenerative Antioxidant Protocol of Vitamin E and α-Lipoic Acid Ameliorates Cardiovascular and Metabolic Changes in Fructose-Fed Rats. PubMed: A tocotrienol-rich fraction from grape seeds inhibits oxidative stress induced by tert-butyl hydroperoxide in HepG2 cells. PubMed: Tocotrienol suppresses adipocyte differentiation and Akt phosphorylation in 3T3-L1 preadipocytes. PubMed: GAPDH as housekeeping gene for human skin fibroblast senescent model. PubMed: Daily supplementation of tocotrienol-rich fraction or alpha-tocopherol did not induce immunomodulatory changes in healthy human volunteers. PubMed: Tocotrienols induce apoptosis and autophagy in rat pancreatic stellate cells through the mitochondrial death pathway. PubMed: Cytochrome P450-dependent metabolism of vitamin E isoforms is a critical determinant of their tissue concentrations in rats. PubMed: Triton WR1339, an inhibitor of lipoprotein lipase, decreases vitamin E concentration in some tissues of rats by inhibiting its transport to liver. PubMed: Postprandial metabolic fate of tocotrienol-rich vitamin E differs significantly from that of alpha-tocopherol. PubMed: The effects of a tocotrienol-rich fraction on experimentally induced atherosclerosis in the aorta of rabbits. PubMed: Tocotrienol-rich fraction from palm oil and gene expression in human breast cancer cells. PubMed: Alpha-tocotrienol provides the most potent neuroprotection among vitamin E analogs on cultured striatal neurons. PubMed: Dietary alpha-tocopherol decreases alpha-tocotrienol but not gamma-tocotrienol concentration in rats. PubMed: Comparative effects of a tocotrienol-rich fraction and tocopherol in aspirin-induced gastric lesions in rats. PubMed: Tocotrienol levels in various tissues of Sprague-Dawley rats after intragastric administration of tocotrienols. PubMed: Effect of sesaminol on plasma and tissue alpha-tocopherol and alpha-tocotrienol concentrations in rats fed a vitamin E concentrate rich in tocotrienols. PubMed: Effect of either gamma-tocotrienol or a tocotrienol mixture on the plasma lipid profile in hamsters. PubMed: Dose-dependent suppression of serum cholesterol by tocotrienol-rich fraction (TRF25) of rice bran in hypercholesterolemic humans. PubMed: Oral toxicity of a tocotrienol preparation in rats. PubMed: The combined effects of novel tocotrienols and lovastatin on lipid metabolism in chickens. PubMed: Novel tocotrienols of rice bran suppress cholesterogenesis in hereditary hypercholesterolemic swine. PubMed: Palm vitamin E and the healing of ethanol-induced gastric lesions. PubMed: Diet-derived and topically applied tocotrienols accumulate in skin and protect the tissue against ultraviolet light-induced oxidative stress. PubMed: Lipidaemic effects of tocotrienols, tocopherols and squalene: studies in the hamster. PubMed: Comparative antioxidant activity of tocotrienols and other natural lipid-soluble antioxidants in a homogeneous system, and in rat and human lipoproteins. PubMed: Effects of alpha-tocopherol and tocotrienols on blood pressure and linoleic acid metabolism in the spontaneously hypertensive rat (SHR). PubMed: Cereal grains, alpha tocotrienol and cholesterol metabolism in the rat.