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Details

Stereochemistry ACHIRAL
Molecular Formula C8H12O4
Molecular Weight 172.1785
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of DIETHYL FUMARATE

SMILES

CCOC(=O)\C=C\C(=O)OCC

InChI

InChIKey=IEPRKVQEAMIZSS-AATRIKPKSA-N
InChI=1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5+

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Paradoxical effects of perturbation of intracellular levels of glutathione on halothane-induced hepatotoxicity in hyperthyroid rats.
1984 Apr
Regulation of hepatic nitric oxide synthase by reactive oxygen intermediates and glutathione.
1995 Feb 1
Induction of metalloelastase mRNA in murine peritoneal macrophages by diethylmaleate.
1999 Apr 19
Hepatocellular response to chemical stress in CD-1 mice: induction of early genes and gamma-glutamylcysteine synthetase.
2000 Aug
Electrophile response element-mediated induction of the cystine/glutamate exchange transporter gene expression.
2002 Nov 22
Mechanisms for sensitization to TNF-induced apoptosis by acute glutathione depletion in murine hepatocytes.
2003 Jun
Effect of acrolein and glutathione depleting agents on thioredoxin.
2004 Nov 15
Spatial activities and induction of glutamate-cysteine ligase (GCL) in the postimplantation rat embryo and visceral yolk sac.
2004 Oct
Tumor necrosis factor-associated protein 1 (TRAP-1) protects cells from oxidative stress and apoptosis.
2007 Nov
Peroxiredoxin 2 and peroxidase enzymatic activity of mammalian spermatozoa.
2009 Jun
Dual mechanisms of NF-kappaB inhibition in carnosol-treated endothelial cells.
2010 May 15
A new in vitro method for identifying chemical sensitizers combining peptide binding with ARE/EpRE-mediated gene expression in human skin cells.
2010 Sep
An in vitro test to screen skin sensitizers using a stable THP-1-derived IL-8 reporter cell line, THP-G8.
2011 Dec
Structure-activity comparison of the cytotoxic properties of diethyl maleate and related molecules: identification of diethyl acetylenedicarboxylate as a thiol cross-linking agent.
2011 Jan 14
The ToxTracker assay: novel GFP reporter systems that provide mechanistic insight into the genotoxic properties of chemicals.
2012 Jan
Role of PKC-β in chemical allergen-induced CD86 expression and IL-8 release in THP-1 cells.
2014 Feb
A novel toxicogenomics-based approach to categorize (non-)genotoxic carcinogens.
2015 Dec
Patents
Name Type Language
DIETHYL FUMARATE
HSDB  
Systematic Name English
2-BUTENEDIOIC ACID (2E)-, DIETHYL ESTER
Common Name English
DIETHYL FUMARATE [HSDB]
Common Name English
FUMARIC ACID, DIETHYL ESTER
Common Name English
2-BUTENEDIOIC ACID (E)-, DIETHYL ESTER
Common Name English
NSC-20954
Code English
2-BUTENEDIOIC ACID, DIETHYL ESTER, (E)-
Common Name English
Code System Code Type Description
PUBCHEM
638144
Created by admin on Fri Dec 15 17:39:35 GMT 2023 , Edited by admin on Fri Dec 15 17:39:35 GMT 2023
PRIMARY
CAS
623-91-6
Created by admin on Fri Dec 15 17:39:35 GMT 2023 , Edited by admin on Fri Dec 15 17:39:35 GMT 2023
PRIMARY
HSDB
5722
Created by admin on Fri Dec 15 17:39:35 GMT 2023 , Edited by admin on Fri Dec 15 17:39:35 GMT 2023
PRIMARY
FDA UNII
5WBU5A3E8A
Created by admin on Fri Dec 15 17:39:35 GMT 2023 , Edited by admin on Fri Dec 15 17:39:35 GMT 2023
PRIMARY
NSC
20954
Created by admin on Fri Dec 15 17:39:35 GMT 2023 , Edited by admin on Fri Dec 15 17:39:35 GMT 2023
PRIMARY
MESH
C035088
Created by admin on Fri Dec 15 17:39:35 GMT 2023 , Edited by admin on Fri Dec 15 17:39:35 GMT 2023
PRIMARY
ECHA (EC/EINECS)
210-819-7
Created by admin on Fri Dec 15 17:39:35 GMT 2023 , Edited by admin on Fri Dec 15 17:39:35 GMT 2023
PRIMARY
EPA CompTox
DTXSID7027253
Created by admin on Fri Dec 15 17:39:35 GMT 2023 , Edited by admin on Fri Dec 15 17:39:35 GMT 2023
PRIMARY