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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:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
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