Structure via PubChem · Public domain (PubChem)
tocopherol
Sign in to saveAlso known as tocopherols
Tocopherols (; TCP) are a class of organic compounds comprising various methylated phenols, many of which have vitamin E activity. Because the vitamin activity was first identified in 1936 from a dietary fertility factor in rats, it was named tocopherol, from Greek and , that is 'to carry a pregnancy', with the ending -ol signifying its status as a chemical alcohol.
OverviewAI-generated
Tocopherol is a chemical compound identified by the PubChem CID 14986. Its IUPAC name is 2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol. The structure is represented by the SMILES string CC1=C(C=C2CCC(OC2=C1C)(C)CCCC(C)CCCC(C)CCCC(C)C)O and the InChIKey QUEDXNHFTDJVIY-UHFFFAOYSA-N.
The molecule has an XLogP value of 10.3 and a topological polar surface area (TPSA) of 29.5. It contains one hydrogen bond donor and two hydrogen bond acceptors. The subject is associated with 27,751 records in PubMed.
Synthesized by Vinony from 10 facts across 2 sources: PubMed, PubChem. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C28H48O2
- Molecular weight
- 416.7 g/mol
- IUPAC name
- 2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol
- SMILES
- CC1=C(C=C2CCC(OC2=C1C)(C)CCCC(C)CCCC(C)CCCC(C)C)O
- InChIKey
- QUEDXNHFTDJVIY-UHFFFAOYSA-N
- XLogP
- 10.3
- Polar surface area
- 29.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
27,751 papers- α-Tocopherol in chloroplasts: Nothing more than an antioxidant?Current opinion in plant biology · 2023
- Survey of tocopherol and the associated genetic loci in wheat grain.TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik · 2025
- Tocopherol (vitamin E) in Alzheimer's disease and other neurodegenerative disorders.CNS drugs · 2004
- Unveiling the antioxidant superiority of α-tocopherol: Implications for vitamin E nomenclature and classification.Free radical biology & medicine · 2024
- Therapeutic Potential of Tocopherol and Tocotrienol in Glaucoma Management.Drug design, development and therapy · 2025
via PubMed
~30 min read
Encyclopedic overview
31 sectionsContents
- Forms
- α-Tocopherol
- Tocotrienols
- Function and dietary recommendations
- Mechanism of action
- Dietary considerations
- α-Tocopherol equivalents
- Sources
- Deficiency
- Commercial versions
- Synthetic all-racemic and d-α-tocopherol
- Mixed tocopherols
- Esters
- Uses
- Supplement popularity over time
- Age-related macular degeneration
- Complementary and alternative medicine
- Antioxidant theory
- Alzheimer's disease
- Cancer
- Cataracts
- Cardiovascular diseases
- Pregnancy
- Topical
- Side effects
- Drug interactions
- Synthesis
- History
- See also
- References
- External links
Tocopherols (; TCP) are a class of organic compounds comprising various methylated phenols, many of which have vitamin E activity. Because the vitamin activity was first identified in 1936 from a dietary fertility factor in rats, it was named tocopherol, from Greek and , that is 'to carry a pregnancy', with the ending -ol signifying its status as a chemical alcohol.
α-Tocopherol is the main source found in supplements and in the European diet, where the main dietary sources are olive and sunflower oils, while γ-tocopherol is the most common form in the American diet due to a higher intake of soybean and corn oil.
Excerpted from Wikipedia’s “tocopherol” article, available under the CC BY-SA 4.0 licence.