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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:11930683;   PMID:15793154;   PMID:16120633;   PMID:16793999;   PMID:1732516;   PMID:17507115;   PMID:33846129;   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 2:146,740,336...146,850,918
Ensembl chr 2:146,739,631...146,850,819
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 2:182,997,731...183,056,584
Ensembl chr 2:182,997,736...183,056,580
JBrowse link
G Atg3 autophagy related 3 decreases expression ISO Amphotericin B results in decreased expression of ATG3 mRNA CTD PMID:20849824 NCBI chr11:55,624,928...55,653,212
Ensembl chr11:55,624,917...55,653,224
JBrowse link
G Casp3 caspase 3 increases expression ISO Amphotericin B results in increased expression of CASP3 protein CTD PMID:23988732 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cat catalase decreases expression EXP Amphotericin B results in decreased expression of CAT mRNA CTD PMID:20623750 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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 NCBI chr 8:123,734,465...123,742,483
Ensembl chr 8:123,734,430...123,742,100
JBrowse link
G Clu clusterin affects expression EXP Amphotericin B affects the expression of CLU mRNA CTD PMID:20623750 NCBI chr15:40,161,068...40,200,315
Ensembl chr15:40,174,617...40,200,315
JBrowse link
G Ednrb endothelin receptor type B increases expression ISO Amphotericin B results in increased expression of EDNRB mRNA CTD PMID:20849824 NCBI chr15:80,640,839...80,672,115
Ensembl chr15:80,643,043...80,672,115
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 5:160,719,951...160,731,337
Ensembl chr 5:160,719,951...160,731,336
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 7:113,108,476...113,178,529
Ensembl chr 7:113,106,247...113,136,088
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 chr12:19,204,258...19,207,948
Ensembl chr12:19,204,508...19,207,946
JBrowse link
G Glod4 glyoxalase domain containing 4 decreases expression ISO Amphotericin B results in decreased expression of GLOD4 mRNA CTD PMID:20849824 NCBI chr10:61,077,535...61,095,876
Ensembl chr10:61,066,421...61,095,898
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 7:105,601,761...105,611,959
Ensembl chr 7:105,602,368...105,603,430
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 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
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 chr20:12,856,613...12,873,586
Ensembl chr20:12,856,669...12,873,585
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 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
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 1:243,419,175...243,440,464
Ensembl chr 1:243,419,194...243,434,327
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 8:41,183,397...41,187,260
Ensembl chr 8:41,183,264...41,187,259
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 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Ifngr1 interferon gamma receptor 1 increases expression ISO Amphotericin B results in increased expression of IFNGR1 CTD PMID:12803856 NCBI chr 1:14,333,167...14,351,799
Ensembl chr 1:14,333,187...14,351,785
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 9:74,452,371...74,464,953
Ensembl chr 9:74,448,382...74,465,156
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 chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il1b interleukin 1 beta increases expression ISO Amphotericin B results in increased expression of IL1B mRNA CTD PMID:29594315 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
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 5:134,275,145...134,326,992
Ensembl chr 5:134,275,934...134,326,932
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 chr11:70,132,919...70,168,526
Ensembl chr11:70,143,847...70,168,518
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 chr19:49,665,795...49,673,655
Ensembl chr19:49,665,791...49,677,690
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 8:108,215,823...108,218,996
Ensembl chr 8:108,215,814...108,218,996
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 1:245,770,993...245,896,925
Ensembl chr 1:245,772,277...245,897,913
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 2:51,523,142...51,550,241
Ensembl chr 2:51,522,921...51,550,241
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 chr19:55,080,282...55,630,111
Ensembl chr19:55,080,282...55,629,778
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:71,271,454...71,287,429
Ensembl chr  X:71,271,440...71,287,418
JBrowse link
G Polm DNA polymerase mu increases expression ISO Amphotericin B results in increased expression of POLM mRNA CTD PMID:20849824 NCBI chr14:80,707,075...80,716,677
Ensembl chr14:80,706,345...80,717,086
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 chr20:3,403,418...3,479,476 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 5:147,393,926...147,419,161
Ensembl chr 5:147,360,994...147,419,156
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 1:240,409,559...240,558,127
Ensembl chr 1:240,409,561...240,558,127
JBrowse link
G Spp1 secreted phosphoprotein 1 affects expression EXP Amphotericin B affects the expression of SPP1 mRNA CTD PMID:20623750 NCBI chr14:5,308,885...5,315,120
Ensembl chr14:5,308,885...5,315,162
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 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Tmprss2 transmembrane serine protease 2 increases expression ISO Amphotericin B results in increased expression of TMPRSS2 mRNA CTD PMID:32808185 NCBI chr11:36,934,306...36,973,779
Ensembl chr11:36,934,306...36,973,715
JBrowse link
G Tnf tumor necrosis factor increases expression EXP Amphotericin B results in increased expression of TNF mRNA CTD PMID:20623750 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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 9:88,696,981...88,808,465 JBrowse link
G Usp36 ubiquitin specific peptidase 36 increases expression ISO Amphotericin B results in increased expression of USP36 mRNA CTD PMID:20849824 NCBI chr10:103,497,349...103,528,877
Ensembl chr10:103,497,349...103,528,877
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 chr10:31,118,667...31,151,730
Ensembl chr10:31,119,088...31,151,698
JBrowse link
G Lcn2 lipocalin 2 increases expression ISO methylamphotericin B results in increased expression of LCN2 mRNA CTD PMID:22863853 NCBI chr 3:15,680,688...15,684,033
Ensembl chr 3:15,680,687...15,684,095
JBrowse link
G Spp1 secreted phosphoprotein 1 increases expression ISO methylamphotericin B results in increased expression of SPP1 mRNA CTD PMID:22863853 NCBI chr14:5,308,885...5,315,120
Ensembl chr14:5,308,885...5,315,162
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:1,212,969...1,217,714
Ensembl chr  X:1,212,972...1,217,664
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        antimicrobial agent 17400
          macrolide antibiotic 396
            amphotericin B 45
              amphotericin B methyl ester 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic ester 15889
                                        lactone 11245
                                          macrocyclic lactone 5532
                                            macrolide 5480
                                              macrolide antibiotic 396
                                                amphotericin B 45
                                                  amphotericin B methyl ester 4
paths to the root