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CHEBI:18145 - (R,R,R)-α-tocopherol

ChEBI IDCHEBI:18145
ChEBI Name(R,R,R)-α-tocopherol
Stars
ASCII Name(R,R,R)-alpha-tocopherol
DefinitionAn α-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of α-tocopherol, it is found particularly in sunflower and olive oils.
Secondary ChEBI IDsCHEBI:10336, CHEBI:12343, CHEBI:46509
Last Modified3 January 2023
DownloadsMolfile

FormulaC29H50O2
Net Charge0
Average Mass430.717
Monoisotopic Mass430.38108
SMILESCc1c(C)c2c(c(C)c1O)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2
InChIInChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1
InChIKeyGVJHHUAWPYXKBD-IEOSBIPESA-N

Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
- DOI (10.1038/nbt.2488)
blood (UBERON:0000178) PubMed (7657478)
cerebrospinal fluid (UBERON:0001359) PubMed (8857741)
breast milk (ENVO:02000031) PubMed (2388136)
faeces (UBERON:0001988) PubMed (24029555)
saliva (UBERON:0001836) PubMed (17623524)
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Mus musculus (ncbitaxon:10090) - MetaboLights (MTBLS345) From MetaboLights
Roles Classification

ChEBI Ontology
IUPAC Name 
(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol
Synonyms  Source
alpha-TocopherolKEGG COMPOUND
Vitamin EKEGG COMPOUND
(2R)-2,5,7,8-TETRAMETHYL-2-[(4R,8R)-4,8,12-TRIMETHYLTRIDECYL]CHROMAN-6-OLPDBeChem
(2R,4'R,8'R)-α-tocopherolChemIDplus
(R,R,R)-α-tocopherolChemIDplus
5,7,8-trimethyltocolChemIDplus
UniProt Name  Source
(+)-α-tocopherolUniProt
Manual XrefsDatabases
C02477KEGG COMPOUND
VIVPDBeChem
DB00163DrugBank
LMPR02020001LIPID MAPS
Alpha-TocopherolWikipedia
HMDB0001893HMDB
C00007366KNApSAcK
ALPHA-TOCOPHEROLMetaCyc
4280DrugCentral
FDB000565FooDB
14265ChemSpider
Registry NumbersSources
Beilstein:5300493Beilstein
Reaxys:94012Reaxys
CAS:59-02-9KEGG COMPOUND
CAS:59-02-9ChemIDplus
CAS:59-02-9NIST Chemistry WebBook
Citations