CHEBI:33276 - δ-tocotrienol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name δ-tocotrienol
ChEBI ID CHEBI:33276
ChEBI ASCII Name delta-tocotrienol
Definition A tocotrienol that is chroman-6-ol substituted by methyl groups at positions 2 and 8 and a farnesyl chain at position 2.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:35081
Supplier Information
Download Molfile XML SDF
Formula C27H40O2
Net Charge 0
Average Mass 396.60530
Monoisotopic Mass 396.30283
InChI InChI=1S/C27H40O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h10,12,14,18-19,28H,7-9,11,13,15-17H2,1-6H3/b21-12+,22-14+/t27-/m1/s1
InChIKey ODADKLYLWWCHNB-LDYBVBFYSA-N
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCc2cc(O)cc(C)c2O1
Metabolite of Species Details
Saccharomyces cerevisiae (NCBI:txid4932) See: PubMed
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): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
NF-kappaB inhibitor
An inhibitor of NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
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.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing δ-tocotrienol (CHEBI:33276) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
δ-tocotrienol (CHEBI:33276) has role anti-inflammatory agent (CHEBI:67079)
δ-tocotrienol (CHEBI:33276) has role antineoplastic agent (CHEBI:35610)
δ-tocotrienol (CHEBI:33276) has role apoptosis inducer (CHEBI:68495)
δ-tocotrienol (CHEBI:33276) has role bone density conservation agent (CHEBI:50646)
δ-tocotrienol (CHEBI:33276) has role NF-κB inhibitor (CHEBI:73240)
δ-tocotrienol (CHEBI:33276) has role plant metabolite (CHEBI:76924)
δ-tocotrienol (CHEBI:33276) has role radiation protective agent (CHEBI:66987)
δ-tocotrienol (CHEBI:33276) is a tocotrienol (CHEBI:33235)
δ-tocotrienol (CHEBI:33276) is a vitamin E (CHEBI:33234)
IUPAC Name
(2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-chromen-6-ol
Synonyms Sources
(2R)-2,8-dimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol IUPAC
delta-tocotrienol KEGG COMPOUND
δ-tocotrienol UniProt
δ-tocotrienol ChemIDplus
Manual Xrefs Databases
4445515 ChemSpider
C00035077 KNApSAcK
C14156 KEGG COMPOUND
CPD-15839 MetaCyc
FDB001299 FooDB
HMDB0030008 HMDB
LMPR02020056 LIPID MAPS
WO2009126866 Patent
View more database links
Registry Numbers Types Sources
25612-59-3 CAS Registry Number ChemIDplus
25612-59-3 CAS Registry Number NIST Chemistry WebBook
5449575 Reaxys Registry Number Reaxys
5449575 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
21598300 PubMed citation Europe PMC
22816285 PubMed citation Europe PMC
24294967 PubMed citation Europe PMC
24486300 PubMed citation Europe PMC
25225850 PubMed citation Europe PMC
25480449 PubMed citation Europe PMC
25534439 PubMed citation Europe PMC
25815474 PubMed citation Europe PMC
28825992 PubMed citation Europe PMC
29491063 PubMed citation Europe PMC
29749323 PubMed citation Europe PMC
30100736 PubMed citation Europe PMC
30639384 PubMed citation Europe PMC
30871192 PubMed citation Europe PMC
30940630 PubMed citation Europe PMC
31141912 PubMed citation Europe PMC
32580548 PubMed citation Europe PMC
32629979 PubMed citation Europe PMC
32932619 PubMed citation Europe PMC
32951743 PubMed citation Europe PMC
33143330 PubMed citation Europe PMC
33347911 PubMed citation Europe PMC
33899292 PubMed citation Europe PMC
PMC8181054 PubMed Central citation Europe PMC
Last Modified
04 August 2021