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CHEBI:2682 - amphotericin B

ChEBI IDCHEBI:2682
ChEBI Nameamphotericin B
Stars
DefinitionA macrolide antibiotic used to treat potentially life-threatening fungal infections.
Secondary ChEBI IDsCHEBI:106303, CHEBI:566395
Last Modified28 April 2021
DownloadsMolfile
FormulaC47H73NO17
Net Charge0
Average Mass924.091
Monoisotopic Mass923.48785
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
InChIInChI=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
InChIKeyAPKFDSVGJQXUKY-INPOYWNPSA-N
Wikipedia
Roles Classification
Biological Roles:
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Applications:
antiamoebic agent  An antiparasitic agent which is effective against amoeba, a genus of single-celled amoeboids in the family Amoebidae.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
ChEBI Ontology
Outgoing Relation(s)
amphotericin B (CHEBI:2682) has role antiamoebic agent (CHEBI:171664)
amphotericin B (CHEBI:2682) has role antiprotozoal drug (CHEBI:35820)
amphotericin B (CHEBI:2682) has role bacterial metabolite (CHEBI:76969)
amphotericin B (CHEBI:2682) is a antibiotic antifungal drug (CHEBI:87113)
amphotericin B (CHEBI:2682) is a macrolide antibiotic (CHEBI:25105)
amphotericin B (CHEBI:2682) is a polyene antibiotic (CHEBI:26177)
Incoming Relation(s)
amphotericin B methyl ester (CHEBI:277842) has functional parent amphotericin B (CHEBI:2682)
IUPAC Name 
(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-β-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
INNs  Source
amphotericin BKEGG DRUG
amfotericina BChemIDplus
amphotericine BChemIDplus
amphotericinum BChemIDplus
Synonyms  Source
AMPH-BDrugBank
Amphotericine BDrugBank
Liposomal Amphotericin BDrugBank
Manual XrefsDatabases
C06573KEGG COMPOUND
D00203KEGG DRUG
DB00681DrugBank
US2908611Patent
LMPK06000002LIPID MAPS
Amphotericin_BWikipedia
197DrugCentral
Registry NumbersSources
Reaxys:4645978Reaxys
CAS:1397-89-3KEGG COMPOUND
CAS:1397-89-3KEGG DRUG
CAS:1397-89-3DrugBank
CAS:1397-89-3ChemIDplus
Citations