CAS 1397-89-3

Anfotericina B

Descrição:

Anfotericina B é um agente antifúngico polieno usado principalmente para tratar infecções fúngicas graves, particularmente aquelas causadas por espécies de Candida e Aspergillus. É derivado da bactéria Streptomyces nodosus e é conhecido por sua capacidade de se ligar ao ergosterol, um componente chave das membranas celulares fúngicas, levando à interrupção da membrana celular e, em última instância, à morte celular. Anfotericina B é caracterizado por sua cor marrom-amarelada e é tipicamente administrado por via intravenosa devido à sua baixa biodisponibilidade oral. Tem um peso molecular relativamente alto e é solúvel em dimetilsulfóxido (DMSO) e outros solventes orgânicos, mas pouco solúvel em água. O medicamento é conhecido por seus potenciais efeitos colaterais, incluindo nefrotoxicidade e reações relacionadas à infusão, o que exige monitoramento cuidadoso durante o tratamento. Anfotericina B é frequentemente usado em casos graves onde outros tratamentos antifúngicos podem ser ineficazes, tornando-se uma opção crítica no manejo de infecções fúngicas invasivas.

Fórmula: 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

Chave InChI: 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]

Sinónimos:

• (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*))-

Amphotericin B, Antibiotic for Culture Media Use Only

CAS: 1397-89-3

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.

Fórmula: C₄₇H₇₃NO₁₇

Pureza: Min. 80.0 Area-%

Peso molecular: 924.08 g/mol

Ref: 3D-A-7680

Amphotericin B - Bio-X ™

CAS: 1397-89-3

Amphotericin B is a macrocycle antibiotic with very potent antifungal effects and resistance very rarely occurs. Amphotericin B is a polyene antifungal that binds to fungal cell membrane, i.e., ergosterol disrupts the membrane permeability leading to leakage of intracellular components. It is often used as an alternative therapy for leishmaniasis and to treat severe mycoses including: systemic Candida, Cryptococcus, blastomycosis, and histoplasmosis.

Fórmula: C₄₇H₇₃NO₁₇

Pureza: Min. 75.0%

Cor e Forma: Powder

Peso molecular: 924.08 g/mol

Ref: 3D-AA15700

Amphotericin B

CAS: 1397-89-3

Fórmula: C₄₇H₇₃NO₁₇

Peso molecular: 924.09

Ref: ST-EA-CP-A134000

Amphotericin B (~80%)

Produto Controlado

CAS: 1397-89-3

Stability Hygroscopic
Applications Amphotericin B is a polypeptide antibiotic active against gram positive bacteria. It is antifungal.
References Asher, I.M., et al.: Anal. Profiles Drug Subs., 6, 1, (1977);

Fórmula: C₄₇H₇₃NO₁₇

Pureza: ~80%

Cor e Forma: Neat

Peso molecular: 924.08

Ref: TR-A687800

Amphotericin B

CAS: 1397-89-3

(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-(((2R,3S,4S,5S,6R)-4-Amino-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)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

Fórmula: C₄₇H₇₃NO₁₇

Pureza: ≥750 μg/mg

Peso molecular: 924.08

Ref: IN-DG114239

Amphotericin B (AMT) Solution (250ug/ml) for cell culture, Endotoxin (BET) 1EU/ml

CAS: 1397-89-3

Fórmula: C₄₇H₇₃NO₁₇

Cor e Forma: Clear, Colourless, Liquid

Peso molecular:  924.09

Ref: SR-15875

Amphotericin B (AMT)

CAS: 1397-89-3

Fórmula: C₄₇H₇₃NO₁₇

Cor e Forma: Yellow to orange, Powder

Peso molecular: 924.09

Ref: SR-54713