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CHEBI:2682 - amphotericin B

Default Structure
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:
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
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:
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antiamoebic agent  An antiparasitic agent which is effective against amoeba, a genus of single-celled amoeboids in the family Amoebidae.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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 antibacterial agent (CHEBI:33282)
amphotericin B (CHEBI:2682) has role antihypertensive agent (CHEBI:35674)
amphotericin B (CHEBI:2682) has role antiinfective agent (CHEBI:35441)
amphotericin B (CHEBI:2682) has role antileishmanial agent (CHEBI:70868)
amphotericin B (CHEBI:2682) has role antineoplastic agent (CHEBI:35610)
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
amfotericina BChemIDplus
amphotericin BKEGG DRUG
amphotericine BChemIDplus
amphotericinum BChemIDplus
Synonyms  Source
Abelcet, liposomal amphotericin bChEMBL
AmbilChEMBL
AMPH-BDrugBank
AmphotericinChEMBL
Amphotericin b deoxycholateChEMBL
Amphotericin b lipid complexChEMBL
Brand Names  Source
AmbisomeChEMBL
Amophotericin bChEMBL
Ampho-moronalChEMBL
AmphotecChEMBL
Amphotercin bChEMBL
Amphotericitin bChEMBL
Manual XrefsDatabases
197DrugCentral
Amphotericin_BWikipedia
C06573KEGG COMPOUND
D00203KEGG DRUG
DB00681DrugBank
LMPK06000002LIPID MAPS
US2908611Patent
Registry NumbersSources
Reaxys:4645978Reaxys
CAS:1397-89-3DrugBank
CAS:1397-89-3ChemIDplus
CAS:1397-89-3KEGG DRUG
CAS:1397-89-3KEGG COMPOUND
Citations