User Survey : Help improve ChEBI - please click here to take part in our quick User Survey.

CHEBI:33277 - γ-tocotrienol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name γ-tocotrienol
ChEBI ID CHEBI:33277
ChEBI ASCII Name gamma-tocotrienol
Definition A tocotrienol that is chroman-6-ol substituted by methyl groups at positions 2, 7 and 8 and a farnesyl chain at position 2.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:35082
Supplier Information
Save molfile Download Molfile
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C28H42O2
Net Charge 0
Average Mass 410.63188
Monoisotopic Mass 410.318
InChI InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1
InChIKey OTXNTMVVOOBZCV-WAZJVIJMSA-N
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCc2cc(O)c(C)c(C)c2O1
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
(via vitamin E )
(via tocol )
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.
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): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing γ-tocotrienol (CHEBI:33277) has role antineoplastic agent (CHEBI:35610)
γ-tocotrienol (CHEBI:33277) has role antioxidant (CHEBI:22586)
γ-tocotrienol (CHEBI:33277) has role plant metabolite (CHEBI:76924)
γ-tocotrienol (CHEBI:33277) is a tocotrienol (CHEBI:33235)
γ-tocotrienol (CHEBI:33277) is a vitamin E (CHEBI:33234)
IUPAC Name
(2R)-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol
Synonym Source
γ-tocotrienol UniProt
Database Links Databases
C14155 KEGG COMPOUND
CPD-15838 MetaCyc
Gamma-Tocotrienol Wikipedia
HMDB12958 HMDB
LMPR02020057 LIPID MAPS
View more database links
Registry Numbers Types Sources
14101-61-2 CAS Registry Number ChemIDplus
43525 Beilstein Registry Number Beilstein
5483919 Reaxys Registry Number Reaxys
5483919 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
19195866 PubMed citation Europe PMC
19557601 PubMed citation Europe PMC
21429729 PubMed citation Europe PMC
23341695 PubMed citation Europe PMC
Last Modified
30 May 2014