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1721-51-3

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1721-51-3 Structure

1721-51-3 Structure
IdentificationBack Directory
[Name]

(2R)-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]chroman-6-ol
[CAS]

1721-51-3
[Synonyms]

C14153
ξ1-Tokoferol
ξ1-Tocopherol
tocotrienol, alpha
5,7,8-Trimethyltocotrienol
D-alpha-Tocotrienol (Rice) (>
(2R)-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]chroman-6-ol
3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol
D-α-Tocotrienol,3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2H-1-benzopyran-6-ol
[Molecular Formula]

C29H44O2
[MOL File]

1721-51-3.mol
[Molecular Weight]

424.66
Chemical PropertiesBack Directory
[Melting point ]

30-31°C
[Boiling point ]

541.7±50.0 °C(Predicted)
[density ]

0.960±0.06 g/cm3(Predicted)
[storage temp. ]

−20°C
[form ]

liquid
[pka]

11.40±0.40(Predicted)
[color ]

colorless to brown
[biological source]

rice
[InChIKey]

RZFHLOLGZPDCHJ-XZXLULOTSA-N
[SMILES]

O1[C@@](CCc2c1c(c(c(c2C)O)C)C)(CC\C=C(\CC\C=C(\CCC=C(C)C)/C)/C)C
[EPA Substance Registry System]

2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)- (1721-51-3)
Safety DataBack Directory
[WGK Germany ]

3
[TSCA ]

TSCA listed
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Alpha-Tocotrienol is a vitamin E analog with anti-apoptotic neuroprotective action and antioxidant properties. Alpha-Tocotrienol prevents oxidative stress-independent apoptotic cell death, DNA cleavage, and nuclear morphological changes[1].
[Definition]

ChEBI: A tocotrienol that is chroman-6-ol substituted by methyl groups at positions 2, 5, 7 and 8 and a farnesyl chain at position 2. It has been found in palm oil derived from Elaeis guineensis.
[Biological Activity]

α-Tocotrienol is an effective free radical scavengerand elicits protective functionality during oxidative stress in microsomes. It is a strong antioxidantwhich 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-indu
[References]

[1] Fumitaka Osakada, et al. Alpha-tocotrienol provides the most potent neuroprotection among vitamin E analogs on cultured striatal neurons. Neuropharmacology. 2004 Nov;47(6):904-15. DOI:10.1016/j.neuropharm.2004.06.029
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