EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:194185 - α-tocopheryloxyacetic acid

ChEBI IDCHEBI:194185
ChEBI Nameα-tocopheryloxyacetic acid
Stars
ASCII Namealpha-tocopheryloxyacetic acid
DefinitionA monocarboxylic acid that is (R,R,R)-α-tocopherol in which the hydroxy group at position 6 is replaced by a carboxymethoxy group. It is a nonhydrolyzable ether analog of vitamin E that exhibits anticancer properties.
Last Modified3 January 2023
SubmitterKalpana P
DownloadsMolfile
FormulaC31H52O4
Net Charge0
Average Mass488.753
Monoisotopic Mass488.38656
SMILESCc1c(C)c2c(c(C)c1OCC(=O)O)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2
InChIInChI=1S/C31H52O4/c1-21(2)12-9-13-22(3)14-10-15-23(4)16-11-18-31(8)19-17-27-26(7)29(34-20-28(32)33)24(5)25(6)30(27)35-31/h21-23H,9-20H2,1-8H3,(H,32,33)/t22-,23-,31-/m1/s1
InChIKeyLCFWOFKPFDWYLR-CEFNRUSXSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
autophagy inducer  Any compound that induces the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
α-tocopheryloxyacetic acid (CHEBI:194185) has functional parent (R,R,R)-α-tocopherol (CHEBI:18145)
α-tocopheryloxyacetic acid (CHEBI:194185) has role antineoplastic agent (CHEBI:35610)
α-tocopheryloxyacetic acid (CHEBI:194185) has role apoptosis inducer (CHEBI:68495)
α-tocopheryloxyacetic acid (CHEBI:194185) has role autophagy inducer (CHEBI:138880)
α-tocopheryloxyacetic acid (CHEBI:194185) is a aromatic ether (CHEBI:35618)
α-tocopheryloxyacetic acid (CHEBI:194185) is a chromanes (CHEBI:23230)
α-tocopheryloxyacetic acid (CHEBI:194185) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name 
({(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-yl}oxy)acetic acid
Synonyms  Source
α-TEAChEBI
alpha-tocopheryloxyacetic acidChEBI
({(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-yl}oxy)acetic acidIUPAC
2,5,7,8-tetramethyl-2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxyacetic acidChEBI
RRR-α-tocopheryloxyacetic acidChEBI
(RRR)-α-tocopheryloxyacetic acidChEBI
Manual XrefsDatabases
HMDB0248242HMDB
8089051ChemSpider
Registry NumbersSources
CAS:261929-52-6SUBMITTER
Citations