Chemicals and Drugs

alpha-Tocopherol

A natural tocopherol and one of the most potent antioxidant tocopherols. It exhibits antioxidant activity by virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus. It has four methyl groups on the 6-chromanol nucleus. The natural d form of alpha-tocopherol is more active than its synthetic dl-alpha-tocopherol racemic mixture.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A natural tocopherol and one of the most potent antioxidant tocopherols. It exhibits antioxidant activity by virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus. It has four methyl groups on the 6-chromanol nucleus. The natural d form of alpha-tocopherol is more active than its synthetic dl-alpha-tocopherol racemic mixture.

Chemical Identity

Chemical Information

Molecular Formula
C29H50O2
Molecular Weight
430.7 g/mol
CAS Registry No.
1406-18-4
IUPAC Name
(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
InChIKey
GVJHHUAWPYXKBD-IEOSBIPESA-N
SMILES
CC1=C(C2=C(CC[C@@](O2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C(=C1O)C)C
MeSH Unique ID
D024502
Source
PubChem CID 14985

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

21 entry terms
  • 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol
  • alpha Tocopherol
  • R,R,R-alpha-Tocopherol
  • Tocopherol Acetate
  • Tocopherol Succinate
  • Tocopheryl Acetate
  • Vitamin E Succinate
  • alpha-Tocopherol Acetate
  • alpha-Tocopherol Hemisuccinate
  • alpha-Tocopherol Succinate
  • alpha-Tocopheryl Calcium Succinate
  • d-alpha Tocopherol
  • d-alpha-Tocopheryl Acetate
  • Acetate, Tocopherol
  • Tocopherol, d-alpha
  • alpha Tocopherol Acetate
  • alpha Tocopherol Hemisuccinate
  • alpha Tocopherol Succinate
  • alpha Tocopheryl Calcium Succinate
  • d alpha Tocopherol
  • d alpha Tocopheryl Acetate

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

Indexing Annotation

deficiency: coordinate ALPHA-TOCOPHEROL with VITAMIN E DEFICIENCY

MeSH Record

History Note

2002; use VITAMIN E 1966-2001; for ALPHA-TOCOPHEROL SUCCINATE use VITAMIN E 1982-2007; for TOCOPHEROL ACETATE, D-ALPHA-TOCOPHEROL ACETATE, and TOCOPHEROL SUCCINATE use TOCOPHEROLS 2008-2013

MeSH Record

Previous Indexing

  • Vitamin E (1965-2001)

MeSH Hierarchy

Tree Numbers

  1. D03w.383.663.283.909w.750w.249w
  2. D03w.633.100.150.909w.750w.249w

AMA Style

References

  1. National Library of Medicine. alpha-Tocopherol. Medical Subject Headings (MeSH). 2026. Unique ID D024502. http://id.nlm.nih.gov/mesh/2026/D024502
  2. alpha-Tocopherol. In: Wikipedia. https://en.wikipedia.org/wiki/%CE%91-Tocopherol
  3. alpha-Tocopherol. In: Wikidata. https://www.wikidata.org/wiki/Q158348
  4. alpha-Tocopherol. In: PubChem Compound. CID 14985. https://pubchem.ncbi.nlm.nih.gov/compound/14985