CHEBI:22470 - α-tocopherol

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ChEBI Name α-tocopherol
ChEBI ID CHEBI:22470
ChEBI ASCII Name alpha-tocopherol
Definition A tocopherol that is chroman-6-ol substituted by methyl groups at positions 2, 5, 7 and 8 and a 4,8,12-trimethyltridecyl group at position 2.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C29H50O2
Net Charge 0
Average Mass 430.707
Monoisotopic Mass 430.38108
Roles Classification
Chemical Role(s): food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
(via tocol )
(via vitamin E )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
fat-soluble vitamin (role)
Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
(via vitamin E )
Application(s): food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing α-tocopherol (CHEBI:22470) has role food antioxidant (CHEBI:77962)
α-tocopherol (CHEBI:22470) has role plant metabolite (CHEBI:76924)
α-tocopherol (CHEBI:22470) is a tocopherol (CHEBI:27013)
α-tocopherol (CHEBI:22470) is a vitamin E (CHEBI:33234)
Incoming (R,R,R)-α-tocopherol (CHEBI:18145) is a α-tocopherol (CHEBI:22470)
(R,R,S)-α-tocopherol (CHEBI:177081) is a α-tocopherol (CHEBI:22470)
(R,S,R)-α-tocopherol (CHEBI:177084) is a α-tocopherol (CHEBI:22470)
(R,S,S)-α-tocopherol (CHEBI:177085) is a α-tocopherol (CHEBI:22470)
(S,R,R)-α-tocopherol (CHEBI:177086) is a α-tocopherol (CHEBI:22470)
(S,R,S)-α-tocopherol (CHEBI:177090) is a α-tocopherol (CHEBI:22470)
(S,S,R)-α-tocopherol (CHEBI:177089) is a α-tocopherol (CHEBI:22470)
(S,S,S)-α-tocopherol (CHEBI:46430) is a α-tocopherol (CHEBI:22470)
IUPAC Name
rel-(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol
Synonyms Sources
(±)-alpha-tocopherol ChEBI
(±)-α-tocopherol ChemIDplus
2,5,7,8-tetramethyl-2-(4',8',12'-trimethyltridecyl)-6-chromanol ChemIDplus
all-rac-α-tocopherol ChEBI
dl-α-tocopherol ChemIDplus
E 307 ChEBI
E-307 ChEBI
E307 ChEBI
Manual Xrefs Databases
Alpha-Tocopherol Wikipedia
D02332 KEGG DRUG
View more database links
Registry Numbers Types Sources
10191-41-0 CAS Registry Number ChemIDplus
8176170 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
23949732 PubMed citation Europe PMC
24683365 PubMed citation Europe PMC
Last Modified
04 August 2021
General Comment
2021-08-04 Please note: The totally synthetic vitamin E, obtained without any control of stereochemistry, is a mixture in unspecified proportions of four racemates or pairs of enantiomers (i.e. eight diastereoisomers). It should be called all-rac-α-tocopherol (it was formerly known as dl-α-tocopherol, although this designation was previously used for 2-ambo-α-tocopherol).