CHEBI:33277 - γ-tocotrienol

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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. A vitamin E family member that has potent anti-cancer properties against a wide-range of cancers.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:35082
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Formula C28H42O2
Net Charge 0
Average Mass 410.63188
Monoisotopic Mass 410.31848
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.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
radiation protective agent
Any compound that is able to protect normal cells from the damage caused by radiation therapy.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
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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 apoptosis inducer (CHEBI:68495)
γ-tocotrienol (CHEBI:33277) has role hepatoprotective agent (CHEBI:62868)
γ-tocotrienol (CHEBI:33277) has role plant metabolite (CHEBI:76924)
γ-tocotrienol (CHEBI:33277) has role radiation protective agent (CHEBI:66987)
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
Synonyms Sources
(2R)-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol IUPAC
gamma-tocotrienol KEGG COMPOUND
γ-tocotrienol UniProt
Manual Xrefs Databases
4445514 ChemSpider
C00035101 KNApSAcK
C14155 KEGG COMPOUND
CPD-15838 MetaCyc
FDB001298 FooDB
Gamma-Tocotrienol Wikipedia
HMDB0012958 HMDB
LMPR02020057 LIPID MAPS
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Registry Numbers Types Sources
14101-61-2 CAS Registry Number ChemIDplus
14101-61-2 CAS Registry Number NIST Chemistry WebBook
43525 Beilstein Registry Number Beilstein
5483919 Beilstein Registry Number Beilstein
5483919 Reaxys Registry Number Reaxys
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Last Modified
26 July 2021