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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:amphotericin B
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Accession:CHEBI:2682 term browser browse the term
Definition:A macrolide antibiotic used to treat potentially life-threatening fungal infections.
Synonyms:exact_synonym: (1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-[(3-amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy]-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
 related_synonym: AMPH-B;   Amphotericine B;   Formula=C47H73NO17;   InChI=1S/C47H73NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-33(51)22-36(53)35(52)20-19-31(49)21-32(50)23-39(55)62-29(3)28(2)42(27)56/h5-18,27-38,40-44,46,49-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60)/b6-5+,9-7+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1;   InChIKey=APKFDSVGJQXUKY-INPOYWNPSA-N;   Liposomal Amphotericin B;   SMILES=[H][C@]12C[C@@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)\\C=C\\C=C\\C=C\\C=C\\C=C\\C=C\\C=C\\[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]1C(O)=O)O2;   amfotericina B;   amphotericinum B
 alt_id: CHEBI:106303;   CHEBI:566395
 xref: Beilstein:4645978;   CAS:1397-89-3;   DrugBank:DB00681;   Drug_Central:197;   KEGG:C06573;   KEGG:D00203;   LIPID_MAPS_instance:LMPK06000002
 xref_mesh: MESH:D000666
 xref: PMID:11429202;   PMID:16120633;   PMID:16793999;   PMID:1732516;   PMID:17507115;   Patent:US2908611;   Reaxys:4645978;   Wikipedia:Amphotericin_B


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amphotericin B term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Arhgef26 Rho guanine nucleotide exchange factor 26 increases expression ISO Amphotericin B results in increased expression of ARHGEF26 mRNA CTD PMID:20849824 NCBI chr 2:27,107,263...27,236,336
Ensembl chr 2:27,107,318...27,236,672
JBrowse link
G Arnt aryl hydrocarbon receptor nuclear translocator multiple interactions ISO Amphotericin B inhibits the reaction [[HIF1A protein binds to ARNT protein] which binds to EPO enhancer] CTD PMID:16189267 NCBI chr 2:196,594,178...196,651,486
Ensembl chr 2:196,594,303...196,651,179
JBrowse link
G Atg3 autophagy related 3 decreases expression ISO Amphotericin B results in decreased expression of ATG3 mRNA CTD PMID:20849824 NCBI chr11:60,585,192...60,613,706
Ensembl chr11:60,585,171...60,613,718
JBrowse link
G Casp3 caspase 3 increases expression ISO Amphotericin B results in increased expression of CASP3 protein CTD PMID:23988732 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Cat catalase decreases expression EXP Amphotericin B results in decreased expression of CAT mRNA CTD PMID:20623750 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ccr2 C-C motif chemokine receptor 2 decreases expression EXP Amphotericin B results in decreased expression of CCR2 mRNA CTD PMID:20623750
G Clu clusterin affects expression EXP Amphotericin B affects the expression of CLU mRNA CTD PMID:20623750 NCBI chr15:42,626,612...42,665,858
Ensembl chr15:42,640,146...42,665,857
JBrowse link
G Ednrb endothelin receptor type B increases expression ISO Amphotericin B results in increased expression of EDNRB mRNA CTD PMID:20849824 NCBI chr15:88,004,775...88,036,354
Ensembl chr15:88,006,977...88,036,354
JBrowse link
G Eno1 enolase 1 multiple interactions ISO Amphotericin B inhibits the reaction [Oxygen deficiency results in increased expression of ENO1 mRNA]; Amphotericin B results in increased expression of and results in increased secretion of ENO1 protein CTD PMID:16189267, PMID:26259607 NCBI chr 5:167,288,223...167,299,610
Ensembl chr 5:167,288,223...167,299,609
JBrowse link
G Ep300 E1A binding protein p300 multiple interactions ISO Amphotericin B inhibits the reaction [Oxygen deficiency promotes the reaction [HIF1A protein binds to EP300 protein]] CTD PMID:16189267 NCBI chr 7:122,818,194...122,889,055
Ensembl chr 7:122,818,975...122,861,296
JBrowse link
G Epo erythropoietin multiple interactions
decreases expression
ISO
EXP
Amphotericin B inhibits the reaction [[HIF1A protein binds to ARNT protein] which binds to EPO enhancer]; Amphotericin B inhibits the reaction [Oxygen deficiency results in increased expression of EPO mRNA]
Amphotericin B results in decreased expression of EPO protein
CTD PMID:697352, PMID:2299214, PMID:16189267 NCBI chr12:22,274,828...22,278,268
Ensembl chr12:22,274,828...22,278,266
JBrowse link
G Glod4 glyoxalase domain containing 4 decreases expression ISO Amphotericin B results in decreased expression of GLOD4 mRNA CTD PMID:20849824 NCBI chr10:64,379,922...64,398,263
Ensembl chr10:64,379,921...64,398,294
JBrowse link
G Gpr20 G protein-coupled receptor 20 increases expression ISO Amphotericin B results in increased expression of GPR20 mRNA CTD PMID:20849824 NCBI chr 7:114,943,675...114,953,977
Ensembl chr 7:114,944,282...114,945,344
JBrowse link
G Gstp1 glutathione S-transferase pi 1 decreases expression
multiple interactions
EXP
ISO
Amphotericin B results in decreased expression of GSTP1 mRNA
Amphotericin B inhibits the reaction [GSTP1 protein results in increased metabolism of 1-chloro-2,4-dinitrobenzene-glutathione conjugate]
CTD PMID:20623750, PMID:23769903 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
JBrowse link
G Gstt1 glutathione S-transferase theta 1 decreases expression EXP Amphotericin B results in decreased expression of GSTT1 mRNA CTD PMID:20623750 NCBI chr20:13,799,102...13,816,527
Ensembl chr20:13,799,102...13,816,526
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha multiple interactions
decreases activity
ISO Amphotericin B inhibits the reaction [[HIF1A protein binds to ARNT protein] which binds to EPO enhancer]; Amphotericin B inhibits the reaction [Oxygen deficiency promotes the reaction [HIF1A protein binds to EP300 protein]]; Amphotericin B promotes the reaction [HIF1AN protein binds to and results in increased hydroxylation of and results in decreased activity of HIF1A protein]
Amphotericin B results in decreased activity of HIF1A protein
CTD PMID:16189267 NCBI chr 6:96,810,868...96,856,303
Ensembl chr 6:96,810,907...96,856,052
JBrowse link
G Hif1an hypoxia inducible factor 1 subunit alpha inhibitor multiple interactions ISO Amphotericin B promotes the reaction [HIF1AN protein binds to and results in increased hydroxylation of and results in decreased activity of HIF1A protein] CTD PMID:16189267 NCBI chr 1:264,309,214...264,319,269
Ensembl chr 1:264,309,214...264,319,267
JBrowse link
G Hspa8 heat shock protein family A (Hsp70) member 8 multiple interactions ISO Amphotericin B results in increased expression of and results in increased secretion of HSPA8 protein CTD PMID:26259607 NCBI chr 8:44,989,401...44,993,261
Ensembl chr 8:44,990,014...44,993,179
JBrowse link
G Ifng interferon gamma multiple interactions ISO [Amphotericin B co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of IFNG mRNA; [Antimony Sodium Gluconate co-treated with Amphotericin B] results in increased expression of IFNG protein CTD PMID:17911647, PMID:29594315 NCBI chr 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
JBrowse link
G Ifngr1 interferon gamma receptor 1 increases expression ISO Amphotericin B results in increased expression of IFNGR1 CTD PMID:12803856 NCBI chr 1:15,062,380...15,080,815
Ensembl chr 1:15,062,432...15,080,907
JBrowse link
G Igfbp5 insulin-like growth factor binding protein 5 decreases expression ISO Amphotericin B results in decreased expression of IGFBP5 mRNA CTD PMID:20849824 NCBI chr 9:80,154,230...80,166,813
Ensembl chr 9:80,150,211...80,167,033
JBrowse link
G Il10 interleukin 10 multiple interactions ISO [Antimony Sodium Gluconate co-treated with Amphotericin B] results in decreased expression of IL10 protein CTD PMID:17911647 NCBI chr13:47,738,933...47,743,392
Ensembl chr13:47,739,526...47,743,392
JBrowse link
G Il1b interleukin 1 beta increases expression ISO Amphotericin B results in increased expression of IL1B mRNA CTD PMID:29594315 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il2 interleukin 2 multiple interactions ISO [Amphotericin B co-treated with Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in decreased expression of IL2 mRNA CTD PMID:29594315 NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
JBrowse link
G Kcnq4 potassium voltage-gated channel subfamily Q member 4 decreases expression ISO Amphotericin B results in decreased expression of KCNQ4 mRNA CTD PMID:20849824 NCBI chr 5:139,625,783...139,677,300
Ensembl chr 5:139,627,576...139,677,300
JBrowse link
G Lsg1 large 60S subunit nuclear export GTPase 1 decreases expression ISO Amphotericin B results in decreased expression of LSG1 mRNA CTD PMID:20849824 NCBI chr11:73,693,862...73,723,457
Ensembl chr11:73,693,814...73,723,501
JBrowse link
G Map1lc3b microtubule-associated protein 1 light chain 3 beta increases expression ISO Amphotericin B results in increased expression of MAP1LC3B protein CTD PMID:23988732 NCBI chr19:53,635,449...53,643,970
Ensembl chr19:53,629,779...53,646,058
JBrowse link
G Nprl2 NPR2-like, GATOR1 complex subunit decreases expression ISO Amphotericin B results in decreased expression of NPRL2 mRNA CTD PMID:20849824 NCBI chr 8:116,297,950...116,301,123
Ensembl chr 8:116,297,950...116,301,122
JBrowse link
G Nt5c2 5'-nucleotidase, cytosolic II increases expression ISO Amphotericin B results in increased expression of NT5C2 mRNA CTD PMID:20849824 NCBI chr 1:266,652,966...266,782,935
Ensembl chr 1:266,659,519...266,782,910
JBrowse link
G Paip1 poly(A) binding protein interacting protein 1 decreases expression ISO Amphotericin B results in decreased expression of PAIP1 mRNA CTD PMID:20849824 NCBI chr 2:52,300,921...52,328,212
Ensembl chr 2:52,301,798...52,328,205
JBrowse link
G Pard3 par-3 family cell polarity regulator decreases expression ISO Amphotericin B results in decreased expression of PARD3 mRNA CTD PMID:20849824 NCBI chr19:60,017,746...60,580,628
Ensembl chr19:60,017,746...60,580,651
JBrowse link
G Pgk1 phosphoglycerate kinase 1 multiple interactions ISO Amphotericin B inhibits the reaction [Oxygen deficiency results in increased expression of PGK1 mRNA] CTD PMID:16189267 NCBI chr  X:77,263,399...77,279,373
Ensembl chr  X:77,263,359...77,279,367
JBrowse link
G Polm DNA polymerase mu increases expression ISO Amphotericin B results in increased expression of POLM mRNA CTD PMID:20849824 NCBI chr14:86,069,378...86,079,327
Ensembl chr14:86,069,016...86,078,954
JBrowse link
G RT1-CE5 RT1 class I, locus CE5 increases expression ISO Amphotericin B results in increased expression of HLA-F mRNA CTD PMID:20849824 NCBI chr20:4,892,702...4,896,993
Ensembl chr20:4,892,702...4,896,991
JBrowse link
G Runx3 RUNX family transcription factor 3 decreases expression ISO Amphotericin B results in decreased expression of RUNX3 mRNA CTD PMID:20849824 NCBI chr 5:153,507,093...153,531,137
Ensembl chr 5:153,507,093...153,531,137
JBrowse link
G Slit1 slit guidance ligand 1 decreases expression ISO Amphotericin B results in decreased expression of SLIT1 mRNA CTD PMID:20849824 NCBI chr 1:260,843,481...260,992,366
Ensembl chr 1:260,843,483...260,992,366
JBrowse link
G Spp1 secreted phosphoprotein 1 affects expression EXP Amphotericin B affects the expression of SPP1 mRNA CTD PMID:20623750 NCBI chr14:6,673,686...6,679,965
Ensembl chr14:6,673,686...6,679,901
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO [Antimony Sodium Gluconate co-treated with Amphotericin B] results in decreased expression of TGFB1 protein CTD PMID:17911647 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
JBrowse link
G Tnf tumor necrosis factor increases expression EXP Amphotericin B results in increased expression of TNF mRNA CTD PMID:20623750 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 affects expression EXP Amphotericin B affects the expression of UGT1A9 mRNA CTD PMID:20623750 NCBI chr 9:95,161,157...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Usp36 ubiquitin specific peptidase 36 increases expression ISO Amphotericin B results in increased expression of USP36 mRNA CTD PMID:20849824 NCBI chr10:107,292,828...107,324,355
Ensembl chr10:107,292,828...107,324,355
JBrowse link
amphotericin B methyl ester term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Havcr1 hepatitis A virus cellular receptor 1 increases expression ISO methylamphotericin B results in increased expression of HAVCR1 mRNA CTD PMID:22863853 NCBI chr10:31,813,819...31,860,934
Ensembl chr10:31,813,814...31,848,379
JBrowse link
G Lcn2 lipocalin 2 increases expression ISO methylamphotericin B results in increased expression of LCN2 mRNA CTD PMID:22863853 NCBI chr 3:11,414,189...11,417,534
Ensembl chr 3:11,414,186...11,417,546
JBrowse link
G Spp1 secreted phosphoprotein 1 increases expression ISO methylamphotericin B results in increased expression of SPP1 mRNA CTD PMID:22863853 NCBI chr14:6,673,686...6,679,965
Ensembl chr14:6,673,686...6,679,901
JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 increases expression ISO methylamphotericin B results in increased expression of TIMP1 mRNA CTD PMID:22863853 NCBI chr  X:1,364,771...1,369,451
Ensembl chr  X:1,364,786...1,369,384
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        antimicrobial agent 17312
          macrolide antibiotic 392
            amphotericin B 44
              amphotericin B methyl ester 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic ester 14077
                                        lactone 5979
                                          macrocyclic lactone 1731
                                            macrolide 1598
                                              macrolide antibiotic 392
                                                amphotericin B 44
                                                  amphotericin B methyl ester 4
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.