CHEBI:18145 - (+)-α-tocopherol

Main ChEBI Ontology Automatic Xrefs
ChEBI Name (+)-α-tocopherol
ChEBI ID CHEBI:18145
ChEBI ASCII Name (+)-alpha-tocopherol
Definition An α-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of α-tocopherol, it is found particularly in sunflower and olive oils.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:46509, CHEBI:10336, CHEBI:12343
Supplier Information
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Formula C29H50O2
Net Charge 0
Average Mass 430.70610
InChI InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1
InChIKey GVJHHUAWPYXKBD-IEOSBIPESA-N
SMILES CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(O)c(C)c(C)c2O1
Metabolite of Species Details
Chlamydomonas reinhardtii (NCBI:3055) See: PubMed
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.
(via vitamin E )
(via tocol )
food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
(via alpha-tocopherol )
Biological Role(s): vitamin
An organic substance that is distributed in foodstuffs, is distinct from the main organic components of food (protein, carbohydrate and fat) and is needed for the normal nutrition of the organism in question. The term "vitamines" (from vita + amines) was coined in 1912 by Casimir Funk, who believed that these compounds were amines.
EC 2.7.11.13 (protein kinase C) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of protein kinase C (EC 2.7.11.13).
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
antiviral agent
A substance that destroys or inhibits replication of viruses.
micronutrient

algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via alpha-tocopherol )
food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
(via alpha-tocopherol )
fat-soluble vitamin
Vitamins like A, D, E and K that dissolve in fats and are stored in body tissues. Unlike the water-soluble vitamins, these 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): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
antiatherogenic agent
A cardiovascular drug that prevents atherogenesis, the accumulation of lipid containing plaques on the innermost layers of the arteries.
anticoagulant
An agent that prevents blood clotting.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
(via alpha-tocopherol )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (+)-α-tocopherol (CHEBI:18145) has role algal metabolite (CHEBI:84735)
(+)-α-tocopherol (CHEBI:18145) has role antiatherogenic agent (CHEBI:50855)
(+)-α-tocopherol (CHEBI:18145) has role anticoagulant (CHEBI:50249)
(+)-α-tocopherol (CHEBI:18145) has role antioxidant (CHEBI:22586)
(+)-α-tocopherol (CHEBI:18145) has role antiviral agent (CHEBI:22587)
(+)-α-tocopherol (CHEBI:18145) has role EC 2.7.11.13 (protein kinase C) inhibitor (CHEBI:37700)
(+)-α-tocopherol (CHEBI:18145) has role immunomodulator (CHEBI:50846)
(+)-α-tocopherol (CHEBI:18145) has role micronutrient (CHEBI:27027)
(+)-α-tocopherol (CHEBI:18145) has role nutraceutical (CHEBI:50733)
(+)-α-tocopherol (CHEBI:18145) has role vitamin (CHEBI:33229)
(+)-α-tocopherol (CHEBI:18145) is a α-tocopherol (CHEBI:22470)
(+)-α-tocopherol (CHEBI:18145) is enantiomer of (−)-α-tocopherol (CHEBI:46430)
Incoming 13-hydroxy-α-tocopherol (CHEBI:84962) has functional parent (+)-α-tocopherol (CHEBI:18145)
(−)-α-tocopherol (CHEBI:46430) is enantiomer of (+)-α-tocopherol (CHEBI:18145)
IUPAC Name
(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol
Synonyms Sources
(+)-α-tocopherol UniProt
(2R)-2,5,7,8-TETRAMETHYL-2-[(4R,8R)-4,8,12-TRIMETHYLTRIDECYL]CHROMAN-6-OL PDBeChem
(2R,4'R,8'R)-α-tocopherol ChemIDplus
(R,R,R)-α-tocopherol ChemIDplus
5,7,8-trimethyltocol ChemIDplus
alpha-Tocopherol KEGG COMPOUND
d-α-tocopherol ChemIDplus
Vitamin E KEGG COMPOUND
Database Links Databases
C00007366 KNApSAcK
C02477 KEGG COMPOUND
DB00163 DrugBank
HMDB01893 HMDB
LMPR02020000 LIPID MAPS
LMPR02020001 LIPID MAPS
VIV PDBeChem
View more database links
Registry Numbers Types Sources
5300493 Beilstein Registry Number Beilstein
59-02-9 CAS Registry Number KEGG COMPOUND
59-02-9 CAS Registry Number ChemIDplus
94012 Reaxys Registry Number Reaxys
94012 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
11427352 PubMed citation CiteXplore
Last Modified
16 July 2015