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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 6:57,961,423...57,998,901
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 7:113,684,681...113,686,739
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 1:105,076,472...105,081,906
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 chr13:23,204,464...23,366,900
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 chr10:103,567,369...103,580,069
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 chr16:52,395,539...52,413,794
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 chr19:51,402,178...51,471,572
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 1:96,896,584...96,899,256
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 9:67,679,502...67,747,226
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 chr12:48,252,900...48,275,964
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 4:104,363,838...104,425,271
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 6:103,405,880...103,430,549
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 chr10:91,826,663...91,920,976
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 6:98,357,788...98,405,068
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 7:110,076,710...110,103,665
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 chr10:82,296,824...82,309,472
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 3:81,001,529...81,031,165
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 chr17:78,118,847...78,169,543
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 chr13:94,839,484...94,871,295
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 4:150,095,743...150,221,104
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 1:51,236,410...52,430,242
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 chr10:55,239,256...55,241,586
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 7:135,419,864...135,450,513
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:70,680,901...70,756,535
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 5:164,330,452...164,348,435
Ensembl chr 5:159,051,799...159,062,055
JBrowse link

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  CHEBI ontology 19899
    role 19870
      application 19712
        pharmaceutical 19549
          drug 19549
            proteasome inhibitor 1387
              epoxomicin 29
Path 2
Term Annotations click to browse term
  CHEBI ontology 19899
    subatomic particle 19897
      composite particle 19897
        hadron 19897
          baryon 19897
            nucleon 19897
              atomic nucleus 19897
                atom 19897
                  main group element atom 19836
                    p-block element atom 19836
                      carbon group element atom 19776
                        carbon atom 19772
                          organic molecular entity 19772
                            heteroorganic entity 19536
                              organochalcogen compound 19296
                                organooxygen compound 19214
                                  carbon oxoacid 18693
                                    carboxylic acid 18690
                                      carboacyl group 17731
                                        univalent carboacyl group 17731
                                          carbamoyl group 17576
                                            carboxamide 17576
                                              peptide 11452
                                                oligopeptide 1361
                                                  tripeptide 996
                                                    epoxomicin 29
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