CAS 1397-89-3
:Amphotericin B
Description:
Amphotericin B is a polyene antifungal agent primarily used to treat serious fungal infections, particularly those caused by Candida and Aspergillus species. It is derived from the bacterium Streptomyces nodosus and is known for its ability to bind to ergosterol, a key component of fungal cell membranes, leading to cell membrane disruption and ultimately cell death. Amphotericin B is characterized by its yellowish-brown color and is typically administered intravenously due to its poor oral bioavailability. It has a relatively high molecular weight and is soluble in dimethyl sulfoxide (DMSO) and other organic solvents, but poorly soluble in water. The drug is known for its potential side effects, including nephrotoxicity and infusion-related reactions, which necessitate careful monitoring during treatment. Amphotericin B is often used in severe cases where other antifungal treatments may be ineffective, making it a critical option in the management of invasive fungal infections.
Formula:C47H73NO17
InChI:InChI=1/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
InChI key:InChIKey=APKFDSVGJQXUKY-INPOYWNPSA-N
SMILES:C(O)(=O)[C@H]1[C@]2(O[C@@](O)(C[C@@H]1O)C[C@@H](O)C[C@@H](O)[C@H](O)CC[C@@H](O)C[C@@H](O)CC(=O)O[C@@H](C)[C@H](C)[C@H](O)[C@@H](C)\C=C\C=C\C=C\C=C\C=C\C=C\C=C\[C@H](O[C@H]3[C@@H](O)[C@@H](N)[C@H](O)[C@@H](C)O3)C2)[H]
Synonyms:- (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-b-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-carboxylicacid
- (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-<span class="text-smallcaps">D</span>-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
- (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
- (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
- 14,39-Dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid, 33-[(3-amino-3,6-dideoxy-β-<span class="text-smallcaps">D</span>-mannopyranosyl)oxy]-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-, (1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-
- 14,39-Dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid, 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-, (1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-
- 14,39-Dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylicacid, 33-[(3-amino-3,6-dideoxy-b-D-mannopyranosyl)oxy]-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-,(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-
- Abelcet
- Abelecet
- AmBisome
- Ampho-Moronal
- Amphocin
- Amphozone
- Apothecon
- Fungilin
- Fungizona
- Fungizone
- Halizon
- Kalsome 10
- LNS-AmB
- Ns 718
- Nsc 527017
- amfotericina B
- amphotericine B
- Amphotericin B
- 17,37-octahydroxy-15,16,18-trimethyl-13-oxo-(1r-(1r*,3s*,5r*,6r*,9r*,11r*,15s*
- 14,39-dioxabicyclo(33.3.1)nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carbo
- AMPHOTERICIN B, STREPTOMYCES NODOSUS
- AMPHOTERICIN B, STREPTOMYCES SPECIES
- FUNGIZONE(R)
- AMPHOTERCIN B
- amphotericineb
- AMPHOTERICIN B SOLUBILIZED
- 33-((3-amino-3,6-dideoxy-beta-d-mannopyranosyl)oxy)-1,3,5,6,9,11,-xylicaci
- 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
- AMPHOTERICIN B, SOLUBLE
- amphomoronal
- ,16r*,17r*,18s*,19e,21e,23e,25e-27e,29e,31e,33r*,35s*,36r*,37s*))-
- See more synonyms
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Amphotericin B, Streptomyces nodosus
CAS:Amphotericin B, Streptomyces nodosus, 1397-89-3, is a polyene with antibiotic properties which alters cell membrane permeability, leading to lysis and cell death. Learn more.Formula:C47H73NO17Molecular weight:924.09Amphotericin B, 250 μg/mL in distilled water, sterile-filtered
CAS:This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo SciAMPHOTERICIN B FOR PEAK IDENTIFICATION CRS
CAS:AMPHOTERICIN B FOR PEAK IDENTIFICATION CRSFormula:C47H73NO17Molecular weight:924.079SECOND INTERNATIONAL STANDARD FOR AMPHOTERICIN B
CAS:SECOND INTERNATIONAL STANDARD FOR AMPHOTERICIN BFormula:C47H73NO17Molecular weight:924.079AMPHOTERICIN B FOR MICROBIOLOGICAL ASSAY CRS
CAS:AMPHOTERICIN B FOR MICROBIOLOGICAL ASSAY CRSFormula:C47H73NO17Molecular weight:924.079Amphotericin B
CAS:Antibiotics nesoiFormula:C47H73NO17Color and Shape:Yellow Orange PowderMolecular weight:923.48785Amphotericin B
CAS:Amphotericin B (NSC-527017) is a polyene antifungal agent with broad-spectrum activity against many fungal species.Formula:C47H73NO17Purity:99.75% - ≥98%Color and Shape:Deep Yellow Prisms Or Needles From N N-Dimethylformamide Physical Description Bright Yellow Powder (Ntp 1992)Molecular weight:924.08Amphotericin B
CAS:Formula:C47H73NO17Purity:≥ 750μg/mg (C47H73NO17, dried basis)Color and Shape:Yellow to dark yellow or orange powderMolecular weight:924.10Amphotericin B, Ph. Eur. grade
CAS:Formula:C47H73NO17Purity:≤ 2.0% (at 383nm)Color and Shape:Yellow or orange powderMolecular weight:924.10Amphotericin B
CAS:Amphotericin BFormula:C47H73NO17Color and Shape: yellow powderMolecular weight:924.07902g/molAmphotericin B
CAS:Formula:C47H73NO17Purity:>80.0%(HPLC)Color and Shape:White to Light orange to Yellow powder to crystalMolecular weight:924.09Amphotericin B, Antibiotic for Culture Media Use Only
CAS:Amphotericin B is a macrocycle antibiotic first isolated from Streptomyces nodosus. Its antifungal activity is exerted by interacting with the fungal membrane, mainly ergosterol, and inducing pore formation. The increase in membrane permeability causes loss of ions and cell death. The C-2 hydroxyl residue of the mycosamine carbohydrate moiety in the structure seems to have a major role in binding to ergosterol. It is used in cell culture to prevent growth of microbial contaminants, such as yeast and fungi. It is recommended by the WHO and CDC as an antifungal component for VTM at a concentration of 250ug/ml.Formula:C47H73NO17Purity:Min. 80.0 Area-%Molecular weight:924.08 g/mol
