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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 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 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 Nfe2l1 nuclear factor, erythroid 2-like 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]
epoxomicin results in increased expression of NFE2L1 protein alternative form
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 nuclear factor, erythroid 2-like 2 increases expression ISO epoxomicin results in increased expression of NFE2L2 protein CTD PMID:22558124 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 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 19821
    role 19769
      application 19481
        pharmaceutical 19329
          drug 19329
            proteasome inhibitor 1327
              epoxomicin 27
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            carbamoyl group 17299
                                              carboxamide 17299
                                                peptide 9450
                                                  oligopeptide 1268
                                                    tripeptide 930
                                                      epoxomicin 27
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