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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:N-ethylmaleimide
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Accession:CHEBI:44485 term browser browse the term
Definition:A member of the class of maleimides that is the N-ethyl derivative of maleimide.
Synonyms:related_synonym: 1-ethyl-1H-pyrrole-2,5-dione;   Ethylmaleimide;   Formula=C6H7NO2;   InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3;   InChIKey=HDFGOPSGAURCEO-UHFFFAOYSA-N;   NEM;   SMILES=CCN1C(=O)C=CC1=O
 alt_id: CHEBI:44483;   CHEBI:7269
 xref: Beilstein:112448;   CAS:128-53-0;   DrugBank:DB02967;   Gmelin:405614;   KEGG:C02441;   LINCS:LSM-4219
 xref_mesh: MESH:D005033
 xref: MetaCyc:N-ETHYLMALEIMIDE;   PDBeChem:NEQ;   PMID:12232209;   PMID:18499511;   PMID:24211707;   PMID:6501266;   Reaxys:112448;   Wikipedia:N-Ethylmaleimide



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N-ethylmaleimide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A decreases activity ISO Ethylmaleimide results in decreased activity of ABCB1 protein CTD PMID:2900677 NCBI chr 4:26,312,403...26,488,456 JBrowse link
G Abcc1 ATP binding cassette subfamily C member 1 affects activity
multiple interactions
ISO Ethylmaleimide affects the activity of ABCC1 protein
Ethylmaleimide inhibits the reaction [ABCC1 protein results in increased export of 2',7'-bis-(carboxypropyl)-5(6)-carboxyfluorescein]
CTD PMID:9096673 PMID:9334814 PMID:16101123 NCBI chr10:1,022,041...1,162,431 JBrowse link
G Acsl4 acyl-CoA synthetase long-chain family member 4 decreases activity EXP Ethylmaleimide results in decreased activity of ACSL4 protein CTD PMID:11319222 NCBI chr  X:110,739,633...110,803,416 JBrowse link
G Alb albumin decreases transport EXP Ethylmaleimide results in decreased transport of ALB protein CTD PMID:15897811 NCBI chr14:17,891,564...17,907,043 JBrowse link
G Apex1 apurinic/apyrimidinic endodeoxyribonuclease 1 multiple interactions ISO Ethylmaleimide inhibits the reaction [APEX1 protein inhibits the reaction [Hydrogen Peroxide results in decreased activity of MAPK1 protein]] CTD PMID:23370007 NCBI chr15:24,144,595...24,146,785 JBrowse link
G Atp7a ATPase copper transporting alpha multiple interactions
increases glutathionylation
ISO Dithiothreitol inhibits the reaction [Ethylmaleimide results in increased glutathionylation of ATP7A protein] CTD PMID:20566629 NCBI chr  X:75,159,635...75,267,094 JBrowse link
G Atp8b1 ATPase phospholipid transporting 8B1 multiple interactions EXP Ethylmaleimide inhibits the reaction [ATP8B1 protein results in increased transport of Phosphatidylserines] CTD PMID:11584374 NCBI chr18:60,286,605...60,427,862 JBrowse link
G Cbr2 carbonyl reductase 2 increases acylation ISO Ethylmaleimide results in increased acylation of CBR2 protein CTD PMID:18597497 NCBI chr10:106,008,535...106,012,838 JBrowse link
G Cftr CF transmembrane conductance regulator multiple interactions ISO Ethylmaleimide inhibits the reaction [Glutathione results in decreased activity of CFTR protein] CTD PMID:15657297 NCBI chr 4:47,422,084...47,694,646 JBrowse link
G Chat choline O-acetyltransferase decreases activity ISO Ethylmaleimide results in decreased activity of CHAT protein CTD PMID:3437937 NCBI chr16:7,657,362...7,717,093 JBrowse link
G Chuk component of inhibitor of nuclear factor kappa B kinase complex multiple interactions ISO Ethylmaleimide inhibits the reaction [Lipopolysaccharides results in increased activity of CHUK protein] CTD PMID:10820281 NCBI chr 1:252,908,748...252,944,273 JBrowse link
G Dusp23 dual specificity phosphatase 23 multiple interactions ISO Ethylmaleimide inhibits the reaction [DUSP23 protein results in decreased phosphorylation of nitrophenylphosphate] CTD PMID:15147733 NCBI chr13:85,097,899...85,100,054 JBrowse link
G F3 coagulation factor III, tissue factor increases expression ISO Ethylmaleimide results in increased expression of F3 protein CTD PMID:25569083 NCBI chr 2:212,511,675...212,523,375 JBrowse link
G Gad1 glutamate decarboxylase 1 decreases activity ISO Ethylmaleimide results in decreased activity of GAD1 protein CTD PMID:15836621 NCBI chr 3:75,777,260...75,818,099 JBrowse link
G Gad2 glutamate decarboxylase 2 decreases activity ISO Ethylmaleimide results in decreased activity of GAD2 protein CTD PMID:15836621 NCBI chr17:89,671,718...89,734,246 JBrowse link
G Hoxb13 homeo box B13 increases response to substance ISO HOXB13 protein results in increased susceptibility to Ethylmaleimide CTD PMID:24213000 NCBI chr10:81,160,498...81,162,777 JBrowse link
G Hsd11b2 hydroxysteroid 11-beta dehydrogenase 2 multiple interactions ISO Ethylmaleimide promotes the reaction [Thiram results in decreased activity of HSD11B2 protein] CTD PMID:22796344 NCBI chr19:50,307,569...50,312,812 JBrowse link
G Il1a interleukin 1 alpha multiple interactions ISO Ethylmaleimide inhibits the reaction [IL1A protein results in increased expression of SOD2 mRNA]; Ethylmaleimide inhibits the reaction [IL1A protein results in increased expression of SOD2 protein] CTD PMID:7476933 NCBI chr 3:136,979,804...136,990,236 JBrowse link
G Ltbr lymphotoxin beta receptor multiple interactions ISO Ethylmaleimide promotes the reaction [OSM protein binds to LTBR protein] CTD PMID:37193757 NCBI chr 4:158,108,884...158,115,339 JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO Ethylmaleimide inhibits the reaction [APEX1 protein inhibits the reaction [Hydrogen Peroxide results in decreased activity of MAPK1 protein]] CTD PMID:23370007 NCBI chr11:97,462,025...97,529,193 JBrowse link
G Mt3 metallothionein 3 increases alkylation ISO Ethylmaleimide results in increased alkylation of MT3 protein CTD PMID:12383939 NCBI chr19:10,848,754...10,850,158 JBrowse link
G Osm oncostatin M multiple interactions ISO Ethylmaleimide promotes the reaction [OSM protein binds to LTBR protein] CTD PMID:37193757 NCBI chr14:79,103,638...79,108,500 JBrowse link
G Pah phenylalanine hydroxylase multiple interactions ISO Ethylmaleimide results in increased activity of [PAH protein binds to PAH protein binds to PAH protein binds to PAH protein] CTD PMID:19367645 NCBI chr 7:21,933,179...21,998,134 JBrowse link
G Senp1 SUMO specific peptidase 1 multiple interactions ISO Ethylmaleimide inhibits the reaction [SUMO2 protein binds to SENP1 protein] CTD PMID:26060329 NCBI chr 7:131,042,237...131,105,826 JBrowse link
G Senp6 SUMO specific peptidase 6 multiple interactions ISO Ethylmaleimide inhibits the reaction [SUMO2 protein binds to SENP6 protein] CTD PMID:26060329 NCBI chr 8:80,988,675...81,071,606 JBrowse link
G Slc12a5 solute carrier family 12 member 5 increases activity
multiple interactions
ISO Ethylmaleimide results in increased activity of SLC12A5 protein
Ethylmaleimide inhibits the reaction [SLC12A5 protein results in increased import of Thallium]
CTD PMID:20086212 NCBI chr 3:153,696,517...153,735,801 JBrowse link
G Slc16a1 solute carrier family 16 member 1 multiple interactions ISO Ethylmaleimide inhibits the reaction [SLC16A1 protein results in increased uptake of Lactic Acid] CTD PMID:15804185 NCBI chr 2:194,805,556...194,832,966 JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions ISO Ethylmaleimide inhibits the reaction [IL1A protein results in increased expression of SOD2 mRNA]; Ethylmaleimide inhibits the reaction [IL1A protein results in increased expression of SOD2 protein]; Ethylmaleimide inhibits the reaction [TNF protein results in increased expression of SOD2 mRNA]; Ethylmaleimide inhibits the reaction [TNF protein results in increased expression of SOD2 protein] CTD PMID:7476933 NCBI chr 1:50,043,323...50,050,168 JBrowse link
G Sp1 Sp1 transcription factor multiple interactions ISO Ethylmaleimide inhibits the reaction [CD 437 results in increased cleavage of SP1 protein] CTD PMID:9343396 NCBI chr 7:135,419,864...135,450,513 JBrowse link
G Sumo2 small ubiquitin-like modifier 2 multiple interactions ISO Ethylmaleimide inhibits the reaction [SUMO2 protein binds to SENP1 protein]; Ethylmaleimide inhibits the reaction [SUMO2 protein binds to SENP6 protein] CTD PMID:26060329 NCBI chr10:100,771,941...100,784,503 JBrowse link
G Tf transferrin decreases uptake ISO Ethylmaleimide results in decreased uptake of TF protein CTD PMID:10865941 NCBI chr 8:103,789,780...103,816,487 JBrowse link
G Th tyrosine hydroxylase multiple interactions EXP Ethylmaleimide inhibits the reaction [Clozapine results in decreased expression of TH protein] CTD PMID:15983997 NCBI chr 1:207,500,959...207,508,276 JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO Ethylmaleimide inhibits the reaction [TNF protein results in increased expression of SOD2 mRNA]; Ethylmaleimide inhibits the reaction [TNF protein results in increased expression of SOD2 protein] CTD PMID:7476933 NCBI chr20:3,626,685...3,629,303 JBrowse link
G Vdac1 voltage-dependent anion channel 1 affects binding EXP Ethylmaleimide binds to VDAC1 protein CTD PMID:20192921 NCBI chr10:37,029,377...37,060,542 JBrowse link
G Vkorc1 vitamin K epoxide reductase complex, subunit 1 multiple interactions
decreases activity
EXP Dithiothreitol promotes the reaction [Ethylmaleimide results in decreased activity of VKORC1 protein] CTD PMID:2319331 NCBI chr 1:191,932,969...191,935,490 JBrowse link

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    role 19869
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          antiviral agent 11395
            anticoronaviral agent 10043
              N-ethylmaleimide 35
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                      carbon group element atom 19774
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                          organic molecular entity 19770
                            heteroorganic entity 19535
                              organochalcogen compound 19296
                                organooxygen compound 19213
                                  carbonyl compound 18938
                                    dicarboxylic acids and O-substituted derivatives 11200
                                      dicarboxylic acid 11194
                                        C4-dicarboxylic acid 1362
                                          butenedioic acid 626
                                            maleic acid 588
                                              maleimides 170
                                                maleimide 88
                                                  N-ethylmaleimide 35
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