CHEBI:194185 - α-tocopheryloxyacetic acid

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ChEBI Name α-tocopheryloxyacetic acid
ChEBI ID CHEBI:194185
ChEBI ASCII Name alpha-tocopheryloxyacetic acid
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kalpana P
Supplier Information
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Formula C31H52O4
Net Charge 0
Average Mass 488.753
Monoisotopic Mass 488.38656
InChI InChI=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
InChIKey LCFWOFKPFDWYLR-CEFNRUSXSA-N
SMILES CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(OCC(O)=O)=C(C)C(C)=C2O1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(RRR)-α-tocopheryloxyacetic acid ChEBI
({(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-yl}oxy)acetic acid IUPAC
2,5,7,8-tetramethyl-2R-(4R,8R,12-trimethyltridecyl)chroman-6-yloxyacetic acid ChEBI
α-TEA ChEBI
α-tocopheryloxy acetic acid ChEBI
alpha-tocopheryloxyacetic acid ChEBI
RRR-α-tocopheryloxyacetic acid ChEBI
Manual Xrefs Databases
8089051 ChemSpider
HMDB0248242 HMDB
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Registry Number Type Source
261929-52-6 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
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Last Modified
03 January 2023