U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C26H38O2
Molecular Weight 382.5787
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of TOCOTRIENOL

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC1(C)CCC2=CC(O)=CC=C2O1

InChI

InChIKey=GJJVAFUKOBZPCB-ZGRPYONQSA-N
InChI=1S/C26H38O2/c1-20(2)9-6-10-21(3)11-7-12-22(4)13-8-17-26(5)18-16-23-19-24(27)14-15-25(23)28-26/h9,11,13-15,19,27H,6-8,10,12,16-18H2,1-5H3/b21-11+,22-13+

HIDE SMILES / InChI

Molecular Formula C26H38O2
Molecular Weight 382.5787
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 2
Optical Activity ( + / - )

Description

Tocotrienols are a group of chemicals that are part of the vitamin E family. Tocotrienol is any of the four forms, alpha, beta, gamma and delta, of a member of the vitamin E family. It has potential hypocholesterolemic, antithrombotic, antioxidant, immunomodulating and antineoplastic activities. Tocotrienol inhibits the activity of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase, thereby lowering cholesterol levels. In addition, tocotrienol acts through multiple signal transduction pathways to induce cell cycle arrest and caspase-mediated apoptosis, and to decrease tumor cell proliferation. In addition, this agent may inhibit angiogenesis through the blockage of vascular endothelial growth factor receptor (VEGFR) and the subsequent inhibition of tumor cell-induced vessel formation. Also, this agent prevents free radical formation and inhibits lipid peroxidation, thereby preventing DNA cell damage. Tocotrienols are scare in nature. They are found most abundantly in crude palm oil extracted from palm fruits. Other sources are rice bran, wheat germ, oat and barley. These substances are available in supplement form as capsules or pills.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
CEELA NATURAALS

PubMed

Substance Class Chemical
Record UNII
0867I0N41V
Record Status Validated (UNII)
Record Version