CHEBI:68508 - diethyl maleate

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ChEBI Name diethyl maleate ChEBI ID CHEBI:68508 Definition A maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with ethanol. A colourless liquid at room temperature (m.p. -10°C) with boiling point 220°C at 1 atm., it is commonly used as a dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C8H12O4 Net Charge 0 Average Mass 172.17850 Monoisotopic Mass 172.07356 InChI InChI=1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5- InChIKey IEPRKVQEAMIZSS-WAYWQWQTSA-N SMILES CCOC(=O)\C=C/C(=O)OCC Roles Classification Biological Role(s): glutathione depleting agent A compound which causes a reduction in the levels of glutathione in cells. View more via ChEBI Ontology ChEBI Ontology Outgoing diethyl maleate (CHEBI:68508) has functional parent ethanol (CHEBI:16236) diethyl maleate (CHEBI:68508) has role glutathione depleting agent (CHEBI:68509) diethyl maleate (CHEBI:68508) is a ethyl ester (CHEBI:23990) diethyl maleate (CHEBI:68508) is a maleate ester (CHEBI:35486) IUPAC Name diethyl (2Z)-but-2-enedioate Synonyms Sources 2-butenedioic acid (2Z)-, dimethyl ester ChemIDplus maleic acid, diethyl ester NIST Chemistry WebBook Registry Numbers Types Sources 141-05-9 CAS Registry Number NIST Chemistry WebBook 141-05-9 CAS Registry Number ChemIDplus 907616 Reaxys Registry Number Reaxys Citations Types Sources 1471155 PubMed citation Europe PMC 1609410 PubMed citation Europe PMC 3341033 PubMed citation Europe PMC Last Modified 02 March 2015