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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:epoxomicin
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Accession:CHEBI:42265 term browser browse the term
Definition:A tripeptide consisting of an Ile-Ile-Thr-NH2 sequence N-substituted on the threonamide amidic nitrogen with a (2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl group and with acetyl and methyl groups on the nitrogen of the isoleucine residue distal to the threonamide; a naturally occurring selective proteasome inhibitor with anti-inflammatory activity.
Synonyms:exact_synonym: N-acetyl-N-methyl-L-isoleucyl-L-isoleucyl-N-{(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl}-L-threoninamide
 related_synonym: (2R,3S)-2-[acetyl(methyl)amino]-N-[(2S,3S)-1-{[(2S,3R)-3-hydroxy-1-({(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl}amino)-1-oxobutan-2-yl]amino}-3-methyl-1-oxopentan-2-yl]-3-methylpentanamide;   Formula=C28H50N4O7;   InChI=1S/C28H50N4O7/c1-11-16(5)21(30-27(38)23(17(6)12-2)32(10)19(8)34)25(36)31-22(18(7)33)26(37)29-20(13-15(3)4)24(35)28(9)14-39-28/h15-18,20-23,33H,11-14H2,1-10H3,(H,29,37)(H,30,38)(H,31,36)/t16-,17-,18+,20-,21-,22-,23-,28+/m0/s1;   InChIKey=DOGIDQKFVLKMLQ-JTHVHQAWSA-N;   SMILES=CC[C@H](C)[C@H](NC(=O)[C@H]([C@@H](C)CC)N(C)C(C)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(C)C)C(=O)[C@@]1(C)CO1
 xref: CAS:134381-21-8
 xref_mesh: MESH:C078846
 xref: PMID:10468620;   PMID:10843664;   PMID:12705480;   PMID:1468981;   PMID:25666501;   Wikipedia:Epoxomicin


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epoxomicin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions
affects localization		 ISO epoxomicin inhibits the reaction [Tetrachlorodibenzodioxin results in increased degradation of AHR protein]
epoxomicin affects the localization of AHR protein		 CTD PMID:17445780 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568 		JBrowse link
G Atf4 activating transcription factor 4 multiple interactions ISO epoxomicin inhibits the reaction [troxerutin inhibits the reaction [2,2',4,4'-tetrabromodiphenyl ether results in increased phosphorylation of ATF4 protein]] CTD PMID:25639565 NCBI chr 7:111,804,135...111,806,457
Ensembl chr 7:111,804,183...111,806,446 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO epoxomicin inhibits the reaction [troxerutin inhibits the reaction [2,2',4,4'-tetrabromodiphenyl ether results in increased expression of BAX protein]] CTD PMID:25639565 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO epoxomicin inhibits the reaction [troxerutin inhibits the reaction [2,2',4,4'-tetrabromodiphenyl ether results in decreased expression of BCL2 protein]] CTD PMID:25639565 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 increases expression
multiple interactions		 ISO epoxomicin results in increased expression of BIRC5 protein
epoxomicin inhibits the reaction [Aspirin results in decreased expression of BIRC5 protein]		 CTD PMID:17510429 PMID:18483385 NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380 		JBrowse link
G Casp3 caspase 3 multiple interactions ISO epoxomicin inhibits the reaction [troxerutin inhibits the reaction [2,2',4,4'-tetrabromodiphenyl ether results in increased cleavage of and results in increased activity of CASP3 protein]] CTD PMID:25639565 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Cdh1 cadherin 1 increases expression
multiple interactions		 ISO epoxomicin results in increased expression of CDH1 protein
NFE2L2 protein alternative form inhibits the reaction [epoxomicin results in increased expression of CDH1 protein]		 CTD PMID:35124418 NCBI chr19:34,492,371...34,561,775
Ensembl chr19:34,492,371...34,561,775 		JBrowse link
G Cebpa CCAAT/enhancer binding protein alpha multiple interactions ISO epoxomicin inhibits the reaction [NSC606985 results in decreased expression of CEBPA protein] CTD PMID:19662097 NCBI chr 1:87,759,631...87,762,303
Ensembl chr 1:87,759,433...87,762,412 		JBrowse link
G Cflar CASP8 and FADD-like apoptosis regulator affects expression ISO epoxomicin affects the expression of CFLAR protein alternative form CTD PMID:17510429 NCBI chr 9:60,185,338...60,236,173
Ensembl chr 9:60,185,452...60,237,034 		JBrowse link
G Dao D-amino-acid oxidase affects localization ISO epoxomicin affects the localization of DAO protein CTD PMID:28451739 NCBI chr12:42,592,342...42,613,046
Ensembl chr12:42,592,343...42,612,741 		JBrowse link
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 multiple interactions ISO epoxomicin inhibits the reaction [troxerutin inhibits the reaction [2,2',4,4'-tetrabromodiphenyl ether results in increased phosphorylation of EIF2AK3 protein]] CTD PMID:25639565 NCBI chr 4:102,805,495...102,866,914
Ensembl chr 4:102,805,510...102,866,911 		JBrowse link
G Eif2s1 eukaryotic translation initiation factor 2 subunit alpha multiple interactions ISO epoxomicin inhibits the reaction [troxerutin inhibits the reaction [2,2',4,4'-tetrabromodiphenyl ether results in increased phosphorylation of EIF2S1 protein]] CTD PMID:25639565 NCBI chr 6:97,672,829...97,697,499
Ensembl chr 6:97,672,766...97,706,225 		JBrowse link
G Ern1 endoplasmic reticulum to nucleus signaling 1 multiple interactions ISO epoxomicin inhibits the reaction [troxerutin inhibits the reaction [2,2',4,4'-tetrabromodiphenyl ether results in increased phosphorylation of ERN1 protein]] CTD PMID:25639565 NCBI chr10:91,326,889...91,421,201
Ensembl chr10:91,330,654...91,421,029 		JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
increases expression		 ISO epoxomicin inhibits the reaction [scutellarin inhibits the reaction [[cobaltous chloride co-treated with Glucose] results in increased expression of HIF1A protein]]; epoxomicin inhibits the reaction [scutellarin results in decreased expression of HIF1A protein]
epoxomicin results in increased expression of HIF1A protein		 CTD PMID:25192544 NCBI chr 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261 		JBrowse link
G Hsf1 heat shock transcription factor 1 increases activity ISO epoxomicin results in increased activity of HSF1 protein CTD PMID:34170685 NCBI chr 7:108,196,040...108,223,011
Ensembl chr 7:108,196,056...108,223,011 		JBrowse link
G Nfe2l1 NFE2 like bZIP transcription factor 1 multiple interactions
increases expression		 ISO epoxomicin results in increased expression of and affects the localization of NFE2L1 protein; NFE2L1 protein affects the reaction [epoxomicin results in increased expression of PSMA2 mRNA]; NFE2L1 protein affects the reaction [epoxomicin results in increased expression of PSMB6 mRNA]; NFE2L1 protein affects the reaction [epoxomicin results in increased expression of PSMC4 mRNA]
NFE2L1 alternative form affects the reaction [epoxomicin results in increased expression of NFE2L1 protein alternative form]		 CTD PMID:27345029 PMID:32980394 NCBI chr10:81,796,055...81,812,926
Ensembl chr10:81,800,366...81,832,318 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 increases expression
multiple interactions		 ISO epoxomicin results in increased expression of NFE2L2 protein
NFE2L2 protein alternative form inhibits the reaction [epoxomicin results in increased expression of CDH1 protein]		 CTD PMID:22558124 PMID:35124418 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Optn optineurin increases expression ISO
EXP		 epoxomicin results in increased expression of OPTN protein CTD PMID:21059646 NCBI chr17:73,209,572...73,260,251
Ensembl chr17:73,209,575...73,260,251 		JBrowse link
G Pacrg parkin coregulated decreases expression EXP
ISO		 epoxomicin results in decreased expression of PACRG mRNA CTD PMID:18586549 NCBI chr 1:49,882,671...50,305,564
Ensembl chr 1:49,882,630...50,305,430 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions
increases cleavage		 ISO quinoline-val-asp(OMe)-CH2-OPH inhibits the reaction [epoxomicin results in increased cleavage of PARP1 protein] CTD PMID:20153345 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Pdyn prodynorphin multiple interactions
decreases expression		 ISO
EXP		 epoxomicin inhibits the reaction [Potassium results in increased secretion of PDYN protein alternative form]; epoxomicin results in decreased expression of and results in decreased secretion of PDYN protein alternative form
epoxomicin results in decreased expression of PDYN protein alternative form		 CTD PMID:17670969 NCBI chr 3:116,900,990...116,913,334
Ensembl chr 3:116,900,992...116,913,334 		JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions ISO epoxomicin inhibits the reaction [resveratrol results in decreased expression of PPARG protein]; epoxomicin inhibits the reaction [rosiglitazone results in decreased expression of PPARG protein] CTD PMID:18555852 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468 		JBrowse link
G Prkn parkin RBR E3 ubiquitin protein ligase decreases expression
multiple interactions		 ISO
EXP		 epoxomicin results in decreased expression of PRKN mRNA
epoxomicin inhibits the reaction [PRKN protein results in decreased susceptibility to Ceramides]		 CTD PMID:12588799 PMID:18586549 NCBI chr 1:48,688,651...49,882,520
Ensembl chr 1:48,690,556...49,882,555 		JBrowse link
G Psma2 proteasome 20S subunit alpha 2 multiple interactions
increases expression		 ISO NFE2L1 protein affects the reaction [epoxomicin results in increased expression of PSMA2 mRNA] CTD PMID:27345029 NCBI chr17:50,554,536...50,564,923
Ensembl chr17:50,551,924...50,564,938 		JBrowse link
G Psmb6 proteasome 20S subunit beta 6 increases expression
multiple interactions		 ISO epoxomicin results in increased expression of PSMB6 mRNA
Ascorbic Acid inhibits the reaction [epoxomicin results in increased expression of PSMB6 mRNA]; NFE2L1 protein affects the reaction [epoxomicin results in increased expression of PSMB6 mRNA]; sulforaphane inhibits the reaction [epoxomicin results in increased expression of PSMB6 mRNA]		 CTD PMID:27345029 NCBI chr10:55,239,274...55,241,581
Ensembl chr10:55,239,241...55,241,586 		JBrowse link
G Psmc4 proteasome 26S subunit, ATPase 4 multiple interactions
increases expression		 ISO NFE2L1 protein affects the reaction [epoxomicin results in increased expression of PSMC4 mRNA] CTD PMID:27345029 NCBI chr 1:83,349,127...83,357,497
Ensembl chr 1:83,348,592...83,357,494 		JBrowse link
G Sp1 Sp1 transcription factor multiple interactions
increases ubiquitination		 ISO epoxomicin inhibits the reaction [5-(4-((6-(allyloxy)-2,5,7,8-tetramethylchroman-2-yl)methoxy)-3-methoxybenzylidene)thiazolidine-2,4-dione results in decreased expression of SP1 protein]; epoxomicin inhibits the reaction [5-(4-((6-(allyloxy)-2,5,7,8-tetramethylchroman-2-yl)methoxy)-3-methoxybenzylidene)thiazolidine-2,4-dione results in increased degradation of SP1 protein]
epoxomicin results in increased ubiquitination of SP1 protein		 CTD PMID:17409431 NCBI chr 7:133,541,302...133,571,961
Ensembl chr 7:133,541,491...133,571,961 		JBrowse link
G Taf1 TATA-box binding protein associated factor 1 multiple interactions ISO epoxomicin inhibits the reaction [5-(4-((6-(allyloxy)-2,5,7,8-tetramethylchroman-2-yl)methoxy)-3-methoxybenzylidene)thiazolidine-2,4-dione results in decreased expression of TAF1 protein] CTD PMID:17409431 NCBI chr  X:66,640,915...66,716,543
Ensembl chr  X:66,640,982...66,716,543 		JBrowse link
G Tardbp TAR DNA binding protein multiple interactions ISO epoxomicin inhibits the reaction [Cycloheximide results in decreased expression of and results in decreased stability of TARDBP protein mutant form]; epoxomicin inhibits the reaction [Cycloheximide results in decreased expression of TARDBP protein] CTD PMID:24477737 NCBI chr 5:159,050,518...159,062,218
Ensembl chr 5:159,051,799...159,062,055 		JBrowse link
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  CHEBI ontology 19812
    role 19784
      application 19615
        pharmaceutical 19493
          drug 19493
            proteasome inhibitor 1356
              epoxomicin 29
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  CHEBI ontology 19812
    subatomic particle 19810
      composite particle 19810
        hadron 19810
          baryon 19810
            nucleon 19810
              atomic nucleus 19810
                atom 19810
                  main group element atom 19755
                    p-block element atom 19755
                      carbon group element atom 19698
                        carbon atom 19693
                          organic molecular entity 19693
                            organic group 18902
                              organic divalent group 18884
                                organodiyl group 18884
                                  carbonyl group 18850
                                    carbonyl compound 18850
                                      carboxylic acid 18564
                                        carboacyl group 17681
                                          univalent carboacyl group 17681
                                            carbamoyl group 17527
                                              carboxamide 17527
                                                peptide 9564
                                                  oligopeptide 1313
                                                    tripeptide 964
                                                      epoxomicin 29
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