CHEBI:84233 - triethylene glycol monomethyl ether

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name triethylene glycol monomethyl ether ChEBI ID CHEBI:84233 Definition A hydroxypolyether that is the monomethyl ether derivative of triethylene glycol. Metabolite observed in cancer metabolism. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information ChemicalBook:CB1119037, eMolecules:497231, ZINC000001632619 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C7H16O4 Net Charge 0 Average Mass 164.19950 Monoisotopic Mass 164.10486 InChI InChI=1S/C7H16O4/c1-9-4-5-11-7-6-10-3-2-8/h8H,2-7H2,1H3 InChIKey JLGLQAWTXXGVEM-UHFFFAOYSA-N SMILES COCCOCCOCCO Metabolite of Species Details Homo sapiens (NCBI:txid9606) Metabolite observed in cancer metabolism. See: PubMed Homo sapiens (NCBI:txid9606) See: MetaboLights Study Roles Classification Biological Role(s): human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). View more via ChEBI Ontology ChEBI Ontology Outgoing triethylene glycol monomethyl ether (CHEBI:84233) has functional parent triethylene glycol (CHEBI:44926) triethylene glycol monomethyl ether (CHEBI:84233) has role human metabolite (CHEBI:77746) triethylene glycol monomethyl ether (CHEBI:84233) is a hydroxypolyether (CHEBI:46792) IUPAC Name 2-[2-(2-methoxyethoxy)ethoxy]ethanol Synonyms Sources 3,6,9-Trioxa-1-decanol ChemIDplus Methoxytriethylene glycol ChemIDplus Methoxytriglycol ChemIDplus Methyl triethylene glycol ChemIDplus Methyltrioxitol ChemIDplus Triethylene glycolmonomethyl ether ChemIDplus Registry Numbers Types Sources 112-35-6 CAS Registry Number ChemIDplus 1700198 Reaxys Registry Number Reaxys Citations Yuca N, Zhao H, Song X, Dogdu MF, Yuan W, Fu Y, Battaglia VS, Xiao X, Liu G (2014) A systematic investigation of polymer binder flexibility on the electrode performance of lithium-ion batteries. ACS applied materials & interfaces 6, 17111-17118 [PubMed:25203598] [show Abstract] The mechanical failure at the electrode interfaces (laminate/current collector and binder/particle interfaces) leads to particle isolation and delamination, which has been regarded as one of the main reasons for the capacity decay and cell failure of lithium-ion batteries (LIBs). Polymer binder provides the key function for a good interface property and for maintaining the electrode integrity of LIBs. Triethylene glycol monomethyl ether (TEG) moieties were incorporated into polymethacrylic acid (PMAA) to different extents at the molecular level. Microscratch tests of the graphite electrodes based on these binders indicate that the electrode is more flexible with 5 or 10% TEG in the polymer binders. Crack generation is inhibited by the flexible TEG-containing binder, compared to that of the unmodified PMAA-based electrode, leading to the better cycling performance of the flexible electrode. With a 10% TEG moiety in the binder, the graphite half-cell reaches a reversible capacity of >270 mAh/g at the 1C rate, compared to a value of ∼190 mAh/g for the unmodified PMAA binder. Vermeersch KA, Wang L, McDonald JF, Styczynski MP (2014) Distinct metabolic responses of an ovarian cancer stem cell line. BMC systems biology 8, 134 [PubMed:25518943] [show Abstract] Background Cancer metabolism is emerging as an important focus area in cancer research. However, the in vitro cell culture conditions under which much cellular metabolism research is performed differ drastically from in vivo tumor conditions, which are characterized by variations in the levels of oxygen, nutrients like glucose, and other molecules like chemotherapeutics. Moreover, it is important to know how the diverse cell types in a tumor, including cancer stem cells that are believed to be a major cause of cancer recurrence, respond to these variations. Here, in vitro environmental perturbations designed to mimic different aspects of the in vivo environment were used to characterize how an ovarian cancer cell line and its derived, isogenic cancer stem cells metabolically respond to environmental cues. Results Mass spectrometry was used to profile metabolite levels in response to in vitro environmental perturbations. Docetaxel, the chemotherapeutic used for this experiment, caused significant metabolic changes in amino acid and carbohydrate metabolism in ovarian cancer cells, but had virtually no metabolic effect on isogenic ovarian cancer stem cells. Glucose deprivation, hypoxia, and the combination thereof altered ovarian cancer cell and cancer stem cell metabolism to varying extents for the two cell types. Hypoxia had a much larger effect on ovarian cancer cell metabolism, while glucose deprivation had a greater effect on ovarian cancer stem cell metabolism. Core metabolites and pathways affected by these perturbations were identified, along with pathways that were unique to cell types or perturbations. Conclusions The metabolic responses of an ovarian cancer cell line and its derived isogenic cancer stem cells differ greatly under most conditions, suggesting that these two cell types may behave quite differently in an in vivo tumor microenvironment. While cancer metabolism and cancer stem cells are each promising potential therapeutic targets, such varied behaviors in vivo would need to be considered in the design and early testing of such treatments. Last Modified 14 January 2015