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CHEBI:82625 - Trolox

Default Structure
ChEBI IDCHEBI:82625
ChEBI NameTrolox
Stars
DefinitionA chromanol that is 6-hydroxychromane which is substituted by a carboxy group at position 2 and by methyl groups at positions 2, 5, 7, and 8. A cell-permeable, water-soluble analogue of vitamin E, it is used as a standard for measuring the antioxidant capacity of complex mixtures.
Last Modified26 May 2021
SubmitterGareth Owen
DownloadsMolfile
FormulaC14H18O4
Net Charge0
Average Mass250.294
Monoisotopic Mass250.12051
SMILESCc1c(C)c2c(c(C)c1O)CCC(C)(C(=O)O)O2
InChIInChI=1S/C14H18O4/c1-7-8(2)12-10(9(3)11(7)15)5-6-14(4,18-12)13(16)17/h15H,5-6H2,1-4H3,(H,16,17)
InChIKeyGLEVLJDDWXEYCO-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
Wnt signalling inhibitor  A substance that inhibits any of the Wnt signalling pathway, a group of signal transduction pathways made of proteins that pass signals from outside of a cell through cell surface receptors to the inside of the cell.
ferroptosis inhibitor  Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
Application:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
Trolox (CHEBI:82625) has role antioxidant (CHEBI:22586)
Trolox (CHEBI:82625) has role ferroptosis inhibitor (CHEBI:173084)
Trolox (CHEBI:82625) has role neuroprotective agent (CHEBI:63726)
Trolox (CHEBI:82625) has role radical scavenger (CHEBI:48578)
Trolox (CHEBI:82625) has role Wnt signalling inhibitor (CHEBI:78031)
Trolox (CHEBI:82625) is a chromanol (CHEBI:23229)
Trolox (CHEBI:82625) is a monocarboxylic acid (CHEBI:25384)
Trolox (CHEBI:82625) is a phenols (CHEBI:33853)
IUPAC Name 
6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene-2-carboxylic acid
Synonyms  Source
3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acidChemIDplus
6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-carboxylic acidIUPAC
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acidChemIDplus
6-hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acidChEBI
Brand Names  Source
TroloxChemIDplus
Trolox CChemIDplus
Manual XrefsDatabases
37117ChemSpider
FDB018229FooDB
HMDB0038804HMDB
JP2006306808Patent
LSM-4987LINCS
TroloxWikipedia
Registry NumbersSources
Reaxys:5052542Reaxys
CAS:53188-07-1ChemIDplus
Citations