TOCOTRIENOL

First approved in 2022

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 Search

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

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	2
Optical Activity	( + / - )

Description
Sources: https://www.excelvite.com/tocotrienol/faqs-about-tocotrienol/ | https://www.medicalnewstoday.com/articles/319689.php | https://www.healthline.com/health/tocotrienols#common-forms-and-uses | https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=NCI_Thesaurus&code=C68318

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

Condition	Modality	Targets	Highest Phase	Product
acne 7 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=f2c9579f-1734-45d3-94df-a5a6ffbb648e	Inactive ingredient		Approved 8583	CEELA NATURAALS Approved Use treating acne; dries up acne pimples; helps prevent new acne pimples

C_max

Value	Dose	Analyte	Population
1419.6 ng/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
1818.1 ng/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
795.6 ng/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
3742.6 ng/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	800 mg single, oral dose: 800 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
1272.4 ng/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	1600 mg single, oral dose: 1600 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
493.3 ng/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	100 mg 2 times / day multiple, oral dose: 100 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
1026.8 ng/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	200 mg 2 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
1320.3 ng/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	400 mg 2 times / day multiple, oral dose: 400 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
1299.9 ng/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	800 mg 2 times / day multiple, oral dose: 800 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
3746 ng/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	1600 mg 2 times / day multiple, oral dose: 1600 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

AUC

Value	Dose	Analyte	Population
5904.6 ng × h/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
10798.9 ng × h/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
6549.3 ng × h/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
29923.4 ng × h/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	800 mg single, oral dose: 800 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
11490.6 ng × h/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	1600 mg single, oral dose: 1600 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
1987.7 ng × h/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	100 mg 2 times / day multiple, oral dose: 100 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
5083.1 ng × h/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	200 mg 2 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
7458.5 ng × h/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	400 mg 2 times / day multiple, oral dose: 400 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
8764.4 ng × h/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	800 mg 2 times / day multiple, oral dose: 800 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
22171.2 ng × h/mL CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	1600 mg 2 times / day multiple, oral dose: 1600 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

T_1/2

Value	Dose	Analyte	Population
1.7 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
2.3 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
4.5 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
4.5 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	800 mg single, oral dose: 800 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
2.4 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	1600 mg single, oral dose: 1600 mg route of administration: Oral experiment type: SINGLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
3.8 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	100 mg 2 times / day multiple, oral dose: 100 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
2.1 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	200 mg 2 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
2.3 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	400 mg 2 times / day multiple, oral dose: 400 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
3 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	800 mg 2 times / day multiple, oral dose: 800 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
6.9 h CLINICAL TRIAL https://pubmed.ncbi.nlm.nih.gov/27278668/	1600 mg 2 times / day multiple, oral dose: 1600 mg route of administration: Oral experiment type: MULTIPLE co-administered:	.DELTA.-TOCOTRIENOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
	CYP4F2 11

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
CYP4F2 11	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/24704972/	yes

PubMed

Title	Date	PubMed
Comparative hypoglycemic and nephroprotective effects of tocotrienol rich fraction (TRF) from palm oil and rice bran oil against hyperglycemia induced nephropathy in type 1 diabetic rats.	2010-12-05	20816776
Chronic treatment with tocotrienol, an isoform of vitamin E, prevents intracerebroventricular streptozotocin-induced cognitive impairment and oxidative-nitrosative stress in rats.	2009-08	19464315
Suppression of diethylnitrosamine and 2-acetylaminofluorene-induced hepatocarcinogenesis in rats by tocotrienol-rich fraction isolated from rice bran oil.	2004-12	15548946

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:38:04 GMT 2025` Edited by `admin` on `Mon Mar 31 22:38:04 GMT 2025`
Record UNII	0867I0N41V
Record Status	`Validated (UNII)`
Record Version

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Related Record	Type

Name

Type

Language

TOCOTRIENOL

Common Name

English

2H-1-BENZOPYRAN-6-OL, 3,4-DIHYDRO-2-METHYL-2-(4,8,12-TRIMETHYL-3,7,11-TRIDECATRIENYL)-

Preferred Name

English

Classification Tree Code System Code

DSLD

3105 (Number of products:2036)