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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:brefeldin A
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Accession:CHEBI:48080 term browser browse the term
Definition:A metabolite from Penicillium brefeldianum that exhibits a wide range of antibiotic activity.
Synonyms:exact_synonym: (1R,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
 related_synonym: Formula=C16H24O4;   InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1;   InChIKey=KQNZDYYTLMIZCT-KQPMLPITSA-N;   SMILES=[H][C@@]12C[C@H](O)C[C@@]1([H])[C@H](O)\\C=C\\C(=O)O[C@@H](C)CCC\\C=C\\2;   ascotoxin;   cyanein;   decumbin
 xref: Beilstein:25191;   Beilstein:5282047;   CAS:20350-15-6
 xref_mesh: MESH:D020126


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brefeldin A term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G AGT angiotensinogen multiple interactions ISO Brefeldin A inhibits the reaction [AGT protein results in increased phosphorylation of AKT1 protein] CTD PMID:15525798 NCBI chr 1:230,702,523...230,745,583
Ensembl chr 1:230,690,776...230,745,576 		JBrowse link
G AKT1 AKT serine/threonine kinase 1 multiple interactions
decreases phosphorylation		 ISO Brefeldin A inhibits the reaction [AGT protein results in increased phosphorylation of AKT1 protein]
Brefeldin A results in decreased phosphorylation of AKT1 protein		 CTD PMID:15525798 PMID:24090963 NCBI chr14:104,769,349...104,795,748
Ensembl chr14:104,769,349...104,795,751 		JBrowse link
G ATF4 activating transcription factor 4 increases expression EXP Brefeldin A results in increased expression of ATF4 protein CTD PMID:24865413 PMID:27358234 PMID:32397857 NCBI chr22:39,520,559...39,522,686
Ensembl chr22:39,519,695...39,522,683 		JBrowse link
G ATF6 activating transcription factor 6 multiple interactions ISO Apigenin inhibits the reaction [Brefeldin A results in increased cleavage of ATF6 protein] CTD PMID:20493918 NCBI chr 1:161,766,320...161,964,070
Ensembl chr 1:161,766,298...161,977,574 		JBrowse link
G ATP7A ATPase copper transporting alpha multiple interactions EXP Brefeldin A inhibits the reaction [ATP7A protein affects the localization of Doxorubicin] CTD PMID:17510416 NCBI chr  X:77,910,693...78,050,395
Ensembl chr  X:77,910,690...78,050,395 		JBrowse link
G ATP7B ATPase copper transporting beta multiple interactions EXP Brefeldin A inhibits the reaction [Copper affects the localization of ATP7B protein] CTD PMID:10982773 NCBI chr13:51,932,669...52,012,132
Ensembl chr13:51,930,436...52,012,125 		JBrowse link
G CASP12 caspase 12 (gene/pseudogene) increases activity
multiple interactions		 ISO Brefeldin A results in increased activity of CASP12 protein
Apigenin inhibits the reaction [Brefeldin A results in increased activity of CASP12 protein]		 CTD PMID:20493918 NCBI chr11:104,883,286...104,898,460
Ensembl chr11:104,885,718...104,898,670 		JBrowse link
G CASP2 caspase 2 multiple interactions EXP Bortezomib promotes the reaction [Brefeldin A results in increased cleavage of and results in increased activity of CASP2 protein]; Brefeldin A promotes the reaction [Bortezomib results in increased cleavage of and results in increased activity of CASP2 protein]; Brefeldin A results in increased cleavage of and results in increased activity of CASP2 protein CTD PMID:18723477 NCBI chr 7:143,288,351...143,307,696
Ensembl chr 7:143,288,215...143,307,696 		JBrowse link
G CASP3 caspase 3 increases activity
multiple interactions		 ISO
EXP		 Brefeldin A results in increased activity of CASP3 protein
Apigenin inhibits the reaction [Brefeldin A results in increased activity of CASP3 protein]		 CTD PMID:20150630 PMID:20493918 NCBI chr 4:184,627,696...184,649,447
Ensembl chr 4:184,627,696...184,650,062 		JBrowse link
G CFTR CF transmembrane conductance regulator decreases activity
multiple interactions		 EXP Brefeldin A results in decreased activity of CFTR protein
Brefeldin A inhibits the reaction [5-butyl-7-chloro-6-hydroxybenzo(c)quinolizinium inhibits the reaction [CFTR protein mutant form inhibits the reaction [[Colforsin co-treated with Genistein] results in increased transport of Iodides]]]; Brefeldin A inhibits the reaction [5-butyl-7-chloro-6-hydroxybenzo(c)quinolizinium results in increased activity of CFTR protein mutant form]; Brefeldin A inhibits the reaction [miglustat inhibits the reaction [CFTR protein mutant form inhibits the reaction [[Colforsin co-treated with Genistein] results in increased transport of Iodides]]]; Brefeldin A inhibits the reaction [miglustat results in increased activity of CFTR protein mutant form]		 CTD PMID:15371258 PMID:18230692 NCBI chr 7:117,480,025...117,668,665
Ensembl chr 7:117,287,120...117,715,971 		JBrowse link
G CSF2 colony stimulating factor 2 multiple interactions EXP Brefeldin A inhibits the reaction [kaempferol results in increased secretion of CSF2 protein]; Brefeldin A inhibits the reaction [Quercetin results in increased secretion of CSF2 protein] CTD PMID:18346843 NCBI chr 5:132,073,789...132,076,170
Ensembl chr 5:132,073,789...132,076,170 		JBrowse link
G CYP1B1 cytochrome P450 family 1 subfamily B member 1 multiple interactions EXP Brefeldin A inhibits the reaction [Benzo(a)pyrene results in increased expression of CYP1B1 mRNA] CTD PMID:22167199 NCBI chr 2:38,067,509...38,076,151
Ensembl chr 2:38,066,973...38,109,902 		JBrowse link
G DDIT3 DNA damage inducible transcript 3 increases expression
multiple interactions		 EXP
ISO		 Brefeldin A results in increased expression of DDIT3 mRNA; Brefeldin A results in increased expression of DDIT3 protein
Acetylcysteine inhibits the reaction [Brefeldin A results in increased expression of DDIT3 protein]; Apigenin inhibits the reaction [Brefeldin A results in increased expression of DDIT3 protein]; Glutathione inhibits the reaction [Brefeldin A results in increased expression of DDIT3 protein]		 CTD PMID:19428936 PMID:20493918 PMID:20626587 PMID:24865413 PMID:27358234 NCBI chr12:57,516,588...57,520,517
Ensembl chr12:57,516,588...57,521,737 		JBrowse link
G EIF2AK3 eukaryotic translation initiation factor 2 alpha kinase 3 increases expression EXP Brefeldin A results in increased expression of EIF2AK3 protein CTD PMID:24865413 NCBI chr 2:88,556,741...88,628,145
Ensembl chr 2:88,556,741...88,691,518 		JBrowse link
G ERN1 endoplasmic reticulum to nucleus signaling 1 multiple interactions
increases phosphorylation		 ISO Apigenin inhibits the reaction [Brefeldin A results in increased phosphorylation of ERN1 protein] CTD PMID:20493918 NCBI chr17:64,039,142...64,130,144
Ensembl chr17:64,039,080...64,130,819 		JBrowse link
G FHL1 four and a half LIM domains 1 multiple interactions ISO Brefeldin A inhibits the reaction [25-hydroxycholesterol results in increased expression of FHL1 mRNA] CTD PMID:17161435 NCBI chr  X:136,146,702...136,211,359
Ensembl chr  X:136,146,702...136,211,359 		JBrowse link
G HSP90B1 heat shock protein 90 beta family member 1 multiple interactions
increases expression		 ISO Apigenin inhibits the reaction [Brefeldin A results in increased expression of HSP90B1 protein] CTD PMID:20493918 NCBI chr12:103,930,410...103,947,926
Ensembl chr12:103,930,107...103,953,931 		JBrowse link
G HSPA5 heat shock protein family A (Hsp70) member 5 multiple interactions
increases expression		 ISO
EXP		 Acetylcysteine inhibits the reaction [Brefeldin A results in increased expression of HSPA5 protein]; Apigenin inhibits the reaction [Brefeldin A results in increased expression of HSPA5 protein]; Glutathione inhibits the reaction [Brefeldin A results in increased expression of HSPA5 protein]
Brefeldin A results in increased expression of HSPA5 mRNA; Brefeldin A results in increased expression of HSPA5 protein
Bortezomib inhibits the reaction [Brefeldin A results in increased expression of HSPA5 protein]; Brefeldin A inhibits the reaction [Shiga toxin subunit A results in increased cleavage of HSPA5 protein]		 CTD PMID:12147617 PMID:18723477 PMID:19428936 PMID:20493918 PMID:20626587 More... NCBI chr 9:125,234,853...125,241,343
Ensembl chr 9:125,234,853...125,241,382 		JBrowse link
G IL6 interleukin 6 decreases secretion
multiple interactions		 ISO
EXP		 Brefeldin A results in decreased secretion of IL6 protein
Brefeldin A inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 protein]		 CTD PMID:11216681 PMID:22102721 PMID:24849676 NCBI chr 7:22,727,200...22,731,998
Ensembl chr 7:22,725,884...22,732,002 		JBrowse link
G KCNH2 potassium voltage-gated channel subfamily H member 2 multiple interactions
decreases expression		 EXP Brefeldin A promotes the reaction [vandetanib results in decreased expression of KCNH2 protein modified form]
Brefeldin A results in decreased expression of KCNH2 protein modified form		 CTD PMID:35680041 NCBI chr 7:150,944,961...150,978,321
Ensembl chr 7:150,944,961...150,978,321 		JBrowse link
G MAP1LC3B microtubule associated protein 1 light chain 3 beta multiple interactions EXP [aloxistatin co-treated with pepstatin] promotes the reaction [Brefeldin A results in increased expression of and results in increased lipidation of MAP1LC3B protein]; Brefeldin A results in increased expression of and results in increased lipidation of MAP1LC3B protein CTD PMID:32397857 NCBI chr16:87,392,336...87,404,774
Ensembl chr16:87,383,953...87,404,779 		JBrowse link
G MAPK1 mitogen-activated protein kinase 1 decreases phosphorylation
multiple interactions		 ISO Brefeldin A results in decreased phosphorylation of MAPK1 protein
Brefeldin A inhibits the reaction [Levodopa results in increased phosphorylation of MAPK1 protein]		 CTD PMID:24090963 PMID:25044243 NCBI chr22:21,759,657...21,867,680
Ensembl chr22:21,759,657...21,867,680 		JBrowse link
G MAPK3 mitogen-activated protein kinase 3 decreases phosphorylation
multiple interactions		 ISO Brefeldin A results in decreased phosphorylation of MAPK3 protein
Brefeldin A inhibits the reaction [Levodopa results in increased phosphorylation of MAPK3 protein]		 CTD PMID:24090963 PMID:25044243 NCBI chr16:30,114,105...30,123,220
Ensembl chr16:30,114,105...30,123,506 		JBrowse link
G NFE2L1 NFE2 like bZIP transcription factor 1 multiple interactions EXP Brefeldin A affects the reaction [sodium arsenite affects the localization of NFE2L1 protein] CTD PMID:20805060 NCBI chr17:48,048,359...48,061,545
Ensembl chr17:48,048,329...48,061,545 		JBrowse link
G NFE2L2 NFE2 like bZIP transcription factor 2 multiple interactions EXP Brefeldin A inhibits the reaction [sodium arsenite results in increased activity of NFE2L2 protein] CTD PMID:20805060 NCBI chr 2:177,230,303...177,264,727
Ensembl chr 2:177,218,667...177,392,756 		JBrowse link
G NR1I2 nuclear receptor subfamily 1 group I member 2 decreases expression EXP Brefeldin A results in decreased expression of NR1I2 mRNA CTD PMID:25616597 NCBI chr 3:119,782,101...119,818,487
Ensembl chr 3:119,780,484...119,818,487 		JBrowse link
G PARP1 poly(ADP-ribose) polymerase 1 multiple interactions
increases cleavage		 ISO Apigenin inhibits the reaction [Brefeldin A results in increased cleavage of PARP1 protein] CTD PMID:20493918 NCBI chr 1:226,360,691...226,408,093
Ensembl chr 1:226,360,210...226,408,154 		JBrowse link
G SCNN1B sodium channel epithelial 1 subunit beta multiple interactions ISO Brefeldin A inhibits the reaction [Terbutaline inhibits the reaction [Oxygen deficiency results in decreased expression of SCNN1B protein]] CTD PMID:12608646 NCBI chr16:23,278,231...23,381,294
Ensembl chr16:23,278,231...23,381,294 		JBrowse link
G SCNN1G sodium channel epithelial 1 subunit gamma multiple interactions ISO Brefeldin A inhibits the reaction [Terbutaline inhibits the reaction [Oxygen deficiency results in decreased expression of SCNN1G protein]] CTD PMID:12608646 NCBI chr16:23,182,745...23,216,883
Ensembl chr16:23,182,745...23,216,883 		JBrowse link
G TNF tumor necrosis factor decreases secretion ISO Brefeldin A results in decreased secretion of TNF protein CTD PMID:22102721 NCBI chr 6:31,575,565...31,578,336
Ensembl chr 6:31,575,565...31,578,336 		JBrowse link
G TNFRSF10A TNF receptor superfamily member 10a multiple interactions EXP Brefeldin A inhibits the reaction [Bortezomib results in increased localization of TNFRSF10A protein] CTD PMID:17326159 NCBI chr 8:23,190,452...23,225,102
Ensembl chr 8:23,190,452...23,225,102 		JBrowse link
G TNFRSF10B TNF receptor superfamily member 10b multiple interactions EXP Brefeldin A inhibits the reaction [Bortezomib results in increased localization of TNFRSF10B protein] CTD PMID:17326159 NCBI chr 8:23,020,133...23,069,031
Ensembl chr 8:23,020,133...23,069,031 		JBrowse link
G TNFSF10 TNF superfamily member 10 multiple interactions EXP Brefeldin A affects the reaction [Bortezomib results in increased susceptibility to and results in increased activity of TNFSF10 protein] CTD PMID:17326159 NCBI chr 3:172,505,508...172,523,430
Ensembl chr 3:172,505,508...172,523,475 		JBrowse link
G TP53BP1 tumor protein p53 binding protein 1 increases expression EXP Brefeldin A results in increased expression of TP53BP1 protein CTD PMID:27358234 NCBI chr15:43,403,061...43,510,640
Ensembl chr15:43,403,061...43,510,728 		JBrowse link
G VEGFA vascular endothelial growth factor A decreases secretion
multiple interactions
increases expression		 EXP
ISO		 Brefeldin A results in decreased secretion of VEGFA protein
Brefeldin A inhibits the reaction [cobaltous chloride results in increased secretion of VEGFA protein]
Brefeldin A results in increased expression of VEGFA mRNA		 CTD PMID:12147617 PMID:20850416 NCBI chr 6:43,770,211...43,786,487
Ensembl chr 6:43,770,184...43,786,487 		JBrowse link
G XBP1 X-box binding protein 1 multiple interactions
increases expression
increases activity		 EXP bortezomib inhibits the reaction [Brefeldin A results in increased activity of XBP1 protein]
Brefeldin A results in increased expression of XBP1 protein		 CTD PMID:18723477 PMID:27358234 NCBI chr22:28,794,560...28,800,569
Ensembl chr22:28,794,555...28,800,597 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 26050
    role 25966
      biological role 25945
        antimicrobial agent 21931
          macrolide antibiotic 774
            brefeldin A 36
              TX-1875 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 26050
    subatomic particle 26025
      composite particle 26025
        hadron 26025
          baryon 26025
            nucleon 26025
              atomic nucleus 26025
                atom 26025
                  main group element atom 25850
                    p-block element atom 25850
                      carbon group element atom 25447
                        carbon atom 25405
                          organic molecular entity 25405
                            heteroorganic entity 24782
                              organochalcogen compound 24395
                                organooxygen compound 24072
                                  ester 18828
                                    carboxylic ester 17971
                                      lactone 13645
                                        macrocyclic lactone 7723
                                          macrolide 7656
                                            macrolide antibiotic 774
                                              brefeldin A 36
                                                TX-1875 0
paths to the root