.ALPHA.-TOCOPHEROL NICOTINATE, DL-

US Previously Marketed

First marketed in 1921

Details

Stereochemistry	RACEMIC
Molecular Formula	C35H53NO3
Molecular Weight	535.8002
Optical Activity	( + / - )
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of .ALPHA.-TOCOPHEROL NICOTINATE, DL-

Structure Search

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(OC(=O)C3=CN=CC=C3)=C2C

InChI

InChIKey=MSCCTZZBYHQMQJ-AZAGJHQNSA-N

InChI=1S/C35H53NO3/c1-24(2)13-9-14-25(3)15-10-16-26(4)17-11-20-35(8)21-19-31-29(7)32(27(5)28(6)33(31)39-35)38-34(37)30-18-12-22-36-23-30/h12,18,22-26H,9-11,13-17,19-21H2,1-8H3/t25-,26-,35-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C35H53NO3
Molecular Weight	535.8002
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.eisai.jp/medical/products/di/EPI/EN_C-SC-FG_EPI.pdf
Curator's Comment: Description was created based on several sources, including https://www.springboard4health.com/notebook/v_e.html and http://www.ncbi.nlm.nih.gov/pubmed/2134664

Tocopherol (alpha tocopheryl nicotinate) is an ester of tocopherol and nicotinic acid. Vitamin E (Tocopherol) is sold commercially as the esterified form (alpha tocopheryl acetate, alpha tocopheryl succinate and alpha tocopheryl nicotinate). Alpha tocopheryl nicotinate has antioxidant and vasodilatory properties. It can be used as a mild warming agent, without producing the redness typical for nicotinic acid. Tocopherol (alpha tocopheryl nicotinate) has been available in Japan since 1967. Tocopherol under the brand name Juvela N is approved in Japan for the treatment of symptoms accompanying hypertension, hyperlipidemia, peripheral circulatory disturbance resulting from arteriosclerosis obliterans. Tocopherol has being shown to inhibit platelet aggregation.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
platelet aggregation 76 Target ID: GO:0070527 Sources: http://www.ncbi.nlm.nih.gov/pubmed/2134664	Inhibitor 8297
platelet aggregation 76 Target ID: GO:0070527 Sources: https://www.ncbi.nlm.nih.gov/pubmed/835140 \| https://www.ncbi.nlm.nih.gov/pubmed/835137	Inhibitor 8297
Oxidative Stress 160 Target ID: WP408 Sources: https://www.ulprospector.com/en/na/PersonalCare/Detail/611/77797/Vitamin-E-Nicotinate \| https://www.ncbi.nlm.nih.gov/pubmed/28472095	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Hypertension 567 Sources: http://www.eisai.jp/medical/products/di/EPI/EN_C-SC-FG_EPI.pdf	Primary	Approved 8429	Juvela N Approved Use Accompanying symptoms resulting from the following Hypertension Hyperlipidemia Peripheral circulatory disturbance resulting from the following Arteriosclerosis obliterans Launch Date 1966
Hyperlipidemia 80 Sources: http://www.eisai.jp/medical/products/di/EPI/EN_C-SC-FG_EPI.pdf	Primary	Approved 8429	Juvela N Approved Use Accompanying symptoms resulting from the following Hypertension Hyperlipidemia Peripheral circulatory disturbance resulting from the following Arteriosclerosis obliterans Launch Date 1966
Arteriosclerosis obliterans 7 Sources: http://www.eisai.jp/medical/products/di/EPI/EN_C-SC-FG_EPI.pdf	Primary	Approved 8429	Juvela N Approved Use Accompanying symptoms resulting from the following Hypertension Hyperlipidemia Peripheral circulatory disturbance resulting from the following Arteriosclerosis obliterans Launch Date 1966

PubMed

Title	Date	PubMed
A family of familial hypercholesterolemia with cerebral infarction and without coronary heart disease. An unusual case with corneal opacity, polyneuropathy and carpal tunnel syndrome in the family: therapy with probucol and tocopherol nicotinate.	1991 Nov	1779233
Final report on the safety assessment of Tocopherol, Tocopheryl Acetate, Tocopheryl Linoleate, Tocopheryl Linoleate/Oleate, Tocopheryl Nicotinate, Tocopheryl Succinate, Dioleyl Tocopheryl Methylsilanol, Potassium Ascorbyl Tocopheryl Phosphate, and Tocophersolan.	2002	12537931
UPLC method for the determination of vitamin E homologues and derivatives in vegetable oils, margarines and supplement capsules using pentafluorophenyl column.	2014 Dec	25159413

Patents

Sample Use Guides

In Vivo Use Guide

The usual adult dosage for oral use is 300 - 600 mg of tocopherol nicotinate (3 - 6 capsules) daily in three divided doses

Route of Administration: Oral

In Vitro Use Guide

177 uM of Tocopherol led to decreased human platelet aggregation in response to the combined ADP and H2O 2

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:53:21 GMT 2023` Edited by `admin` on `Fri Dec 15 19:53:21 GMT 2023`
Record UNII	QCP2FMP7I8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

.ALPHA.-TOCOPHEROL NICOTINATE, DL-

Common Name

English

J299.341D

Code

English

TOCOPHEROL NICOTINATE [JAN]

Common Name

English

TOCOPHERYL NICOTINATE, DL-.ALPHA.-

Common Name

English

3-PYRIDINECARBOXYLIC ACID, 3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-(4,8,12-TRIMETHYLTRIDECYL)-2H-1-BENZOPYRAN-6-YL ESTER, (2R*(4R*,8R*))-(±)-

Common Name

English

TOCOPHEROL NICOTINATE

Common Name

English

JUVELA NICOTINATE

Brand Name

English

DL-.ALPHA.-TOCOPHEROL NICOTINIC ACID ESTER

Common Name

English

DL-.ALPHA.-TOCOPHERYL NICOTINATE

Common Name

English

Code System Code Type Description

CAS

51898-34-1