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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 EXP Brefeldin A inhibits the reaction [AGT protein results in increased phosphorylation of AKT1 protein] CTD PMID:15525798 NCBI chr19:57,321,594...57,333,460
Ensembl chr19:57,321,640...57,333,433 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions
decreases phosphorylation		 EXP 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 chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258 		JBrowse link
G Atf4 activating transcription factor 4 increases expression ISO Brefeldin A results in increased expression of ATF4 protein CTD PMID:24865413 PMID:27358234 NCBI chr 7:121,480,723...121,482,781
Ensembl chr 7:121,480,723...121,482,772 		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 chr13:89,053,457...89,242,531
Ensembl chr13:89,055,983...89,242,443 		JBrowse link
G Atp7a ATPase copper transporting alpha multiple interactions ISO Brefeldin A inhibits the reaction [ATP7A protein affects the localization of Doxorubicin] CTD PMID:17510416 NCBI chr  X:77,076,085...77,193,644
Ensembl chr  X:77,076,106...77,193,644 		JBrowse link
G Atp7b ATPase copper transporting beta multiple interactions ISO Brefeldin A inhibits the reaction [Copper affects the localization of ATP7B protein] CTD PMID:10982773 NCBI chr16:74,865,516...74,944,935
Ensembl chr16:74,865,516...74,945,286 		JBrowse link
G Casp12 caspase 12 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 chr 8:2,658,892...2,686,160
Ensembl chr 8:2,659,865...2,686,160 		JBrowse link
G Casp2 caspase 2 multiple interactions ISO 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 4:71,652,358...71,670,228
Ensembl chr 4:71,652,354...71,670,239 		JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions		 ISO 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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204 		JBrowse link
G Cftr CF transmembrane conductance regulator decreases activity
multiple interactions		 ISO 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 4:42,693,263...42,860,679
Ensembl chr 4:42,692,836...42,860,676 		JBrowse link
G Csf2 colony stimulating factor 2 multiple interactions ISO 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 chr10:39,602,089...39,604,070
Ensembl chr10:39,602,089...39,604,070 		JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 multiple interactions ISO Brefeldin A inhibits the reaction [Benzo(a)pyrene results in increased expression of CYP1B1 mRNA] CTD PMID:22167199 NCBI chr 6:2,308,179...2,316,739
Ensembl chr 6:2,307,808...2,316,722 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression
multiple interactions		 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 chr 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084 		JBrowse link
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 increases expression ISO Brefeldin A results in increased expression of EIF2AK3 protein CTD PMID:24865413 NCBI chr 4:98,648,513...98,709,695
Ensembl chr 4:98,648,545...98,709,694 		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 chr10:94,588,555...94,682,072
Ensembl chr10:94,588,555...94,681,914 		JBrowse link
G Fhl1 four and a half LIM domains 1 multiple interactions EXP Brefeldin A inhibits the reaction [25-hydroxycholesterol results in increased expression of FHL1 mRNA] CTD PMID:17161435 NCBI chr  X:159,112,516...159,172,528
Ensembl chr  X:159,112,880...159,172,524 		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 chr 7:27,226,570...27,240,533
Ensembl chr 7:27,226,569...27,240,533 		JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 multiple interactions
increases expression		 ISO 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]		 CTD PMID:12147617 PMID:18723477 PMID:19428936 PMID:20493918 PMID:20626587 PMID:27358234 NCBI chr 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762 		JBrowse link
G Il6 interleukin 6 decreases secretion
multiple interactions		 ISO 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 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation
multiple interactions		 EXP 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 chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 decreases phosphorylation
multiple interactions		 EXP 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 chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975 		JBrowse link
G Nfe2l1 nuclear factor, erythroid 2-like 1 multiple interactions ISO Brefeldin A affects the reaction [sodium arsenite affects the localization of NFE2L1 protein] CTD PMID:20805060 NCBI chr10:84,686,762...84,699,313
Ensembl chr10:84,682,460...84,698,886 		JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions ISO Brefeldin A inhibits the reaction [sodium arsenite results in increased activity of NFE2L2 protein] CTD PMID:20805060 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996 		JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 decreases expression ISO Brefeldin A results in decreased expression of NR1I2 mRNA CTD PMID:25616597 NCBI chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545 		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 chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716 		JBrowse link
G Scnn1b sodium channel epithelial 1 subunit beta multiple interactions EXP Brefeldin A inhibits the reaction [Terbutaline inhibits the reaction [Oxygen deficiency results in decreased expression of SCNN1B protein]] CTD PMID:12608646 NCBI chr 1:191,829,547...191,883,991
Ensembl chr 1:191,829,555...191,884,298 		JBrowse link
G Scnn1g sodium channel epithelial 1 subunit gamma multiple interactions EXP Brefeldin A inhibits the reaction [Terbutaline inhibits the reaction [Oxygen deficiency results in decreased expression of SCNN1G protein]] CTD PMID:12608646 NCBI chr 1:191,704,397...191,738,271
Ensembl chr 1:191,704,311...191,738,268 		JBrowse link
G Tnf tumor necrosis factor decreases secretion ISO Brefeldin A results in decreased secretion of TNF protein CTD PMID:22102721 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000 		JBrowse link
G Tnfrsf10b TNF receptor superfamily member 10b multiple interactions ISO Brefeldin A inhibits the reaction [Bortezomib results in increased localization of TNFRSF10A protein] CTD PMID:17326159 NCBI chr15:51,433,853...51,464,215 JBrowse link
G Tnfsf10 TNF superfamily member 10 multiple interactions ISO Brefeldin A affects the reaction [Bortezomib results in increased susceptibility to and results in increased activity of TNFSF10 protein] CTD PMID:17326159 NCBI chr 2:113,008,008...113,026,899
Ensembl chr 2:113,007,549...113,026,899 		JBrowse link
G Tp53bp1 tumor protein p53 binding protein 1 increases expression ISO Brefeldin A results in increased expression of TP53BP1 protein CTD PMID:27358234 NCBI chr 3:113,160,030...113,259,701
Ensembl chr 3:113,160,000...113,231,790 		JBrowse link
G Vegfa vascular endothelial growth factor A decreases secretion
multiple interactions
increases expression		 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 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681 		JBrowse link
G Xbp1 X-box binding protein 1 multiple interactions
increases expression
increases activity		 ISO 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 chr14:85,753,736...85,758,820
Ensembl chr14:85,753,760...85,758,145 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19875
    role 19825
      biological role 19825
        antimicrobial agent 17409
          macrolide antibiotic 394
            brefeldin A 33
              TX-1875 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19875
    subatomic particle 19873
      composite particle 19873
        hadron 19873
          baryon 19873
            nucleon 19873
              atomic nucleus 19873
                atom 19873
                  main group element atom 19763
                    p-block element atom 19763
                      carbon group element atom 19668
                        carbon atom 19657
                          organic molecular entity 19657
                            organic group 18569
                              organic divalent group 18560
                                organodiyl group 18560
                                  carbonyl group 18468
                                    carbonyl compound 18468
                                      carboxylic ester 14383
                                        lactone 6001
                                          macrocyclic lactone 1743
                                            macrolide 1612
                                              macrolide antibiotic 394
                                                brefeldin A 33
                                                  TX-1875 0
paths to the root