CHEBI:82625 - Trolox

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ChEBI Name Trolox
ChEBI ID CHEBI:82625
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H18O4
Net Charge 0
Average Mass 250.29030
Monoisotopic Mass 250.12051
InChI InChI=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)
InChIKey GLEVLJDDWXEYCO-UHFFFAOYSA-N
SMILES Cc1c(C)c2OC(C)(CCc2c(C)c1O)C(O)=O
Roles Classification
Chemical Role(s): 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 (Bronsted base).
(via oxoacid )
Biological Role(s): 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(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
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ChEBI Ontology
Outgoing 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 Sources
3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid ChemIDplus
6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid IUPAC
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid ChemIDplus
6-hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid ChEBI
Brand Names Sources
Trolox ChemIDplus
Trolox C ChemIDplus
Manual Xrefs Databases
37117 ChemSpider
FDB018229 FooDB
HMDB0038804 HMDB
JP2006306808 Patent
LSM-4987 LINCS
Trolox Wikipedia
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Registry Numbers Types Sources
5052542 Reaxys Registry Number Reaxys
53188-07-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
26 May 2021