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CHEBI:47771 - β-tocopherol

ChEBI IDCHEBI:47771
ChEBI Nameβ-tocopherol
Stars
ASCII Namebeta-tocopherol
DefinitionA tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 5 and 8. While it is found in low concentrations in many vegetable oils, only cottonseed oil contains significant amounts.
Secondary ChEBI IDsCHEBI:22855, CHEBI:35069
Last Modified4 August 2021
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC28H48O2
Net Charge0
Average Mass416.690
Monoisotopic Mass416.36543
SMILESCc1cc(O)c(C)c2c1O[C@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC2
InChIInChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1
InChIKeyWGVKWNUPNGFDFJ-DQCZWYHMSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
- DOI (10.1038/nbt.2488)
blood (UBERON:0000178) PubMed (262184)
Panax ginseng (ncbitaxon:4054) - MetaboLights (MTBLS350) From MetaboLights
Helianthus annuus (ncbitaxon:4232) seed (PO:0009010) DOI (10.1007/s11032-005-5678-5)
Quercus rubra (ncbitaxon:3512) - DOI (10.1007/s00217-018-3150-0)
Quercus robur (ncbitaxon:38942) - DOI (10.1007/s00217-018-3150-0)
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
food component  A physiological role played by any substance that is distributed in foodstuffs. It includes materials derived from plants or animals, such as vitamins or minerals, as well as environmental contaminants.
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 (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.
ChEBI Ontology
Outgoing Relation(s)
β-tocopherol (CHEBI:47771) has role food component (CHEBI:78295)
β-tocopherol (CHEBI:47771) has role plant metabolite (CHEBI:76924)
β-tocopherol (CHEBI:47771) is a tocopherol (CHEBI:27013)
β-tocopherol (CHEBI:47771) is a vitamin E (CHEBI:33234)
IUPAC Name 
(2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol
Synonyms  Source
(R,R,R)-β-tocopherolChEBI
5,8-dimethyltocolChEBI
(2R)-3,4-dihydro-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-olChemIDplus
beta-TocopherolKEGG COMPOUND
(2R,4'R,8'R)-β-tocopherolChEBI
(2R)-2,5,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-olIUPAC
UniProt Name  Source
β-tocopherolUniProt
Manual XrefsDatabases
C14152KEGG COMPOUND
Beta-TocopherolWikipedia
HMDB0006335HMDB
C00007364KNApSAcK
BETA-TOCOPHEROLMetaCyc
LMPR02020059LIPID MAPS
FDB012381FooDB
5256784ChemSpider
ES2232276Patent
Registry NumbersSources
Beilstein:93070Beilstein
Reaxys:93070Reaxys
CAS:16698-35-4ChemIDplus
CAS:148-03-8KEGG COMPOUND
Citations