CHEBI:68508 - diethyl maleate

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ChEBI Name diethyl maleate
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.
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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-
Roles Classification
Biological Role(s): glutathione depleting agent
A compound which causes a reduction in the levels of glutathione in cells.
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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)
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 Waiting for Citations Types Sources
1471155 PubMed citation Europe PMC
1609410 PubMed citation Europe PMC
3341033 PubMed citation Europe PMC
Last Modified
02 March 2015