CAS 1397-89-3

Amphotericin B

Beschreibung:

Amphotericin B ist ein polyenes Antimykotikum, das hauptsächlich zur Behandlung schwerer Pilzinfektionen eingesetzt wird, insbesondere solcher, die durch Candida- und Aspergillus-Arten verursacht werden. Es wird aus dem Bakterium Streptomyces nodosus gewonnen und ist bekannt für seine Fähigkeit, an Ergosterol zu binden, einen Schlüsselbestandteil der Pilzzellmembranen, was zu einer Störung der Zellmembran und letztendlich zum Zelltod führt. Amphotericin B zeichnet sich durch seine gelblich-braune Farbe aus und wird typischerweise intravenös verabreicht, da es eine geringe orale Bioverfügbarkeit aufweist. Es hat ein relativ hohes Molekulargewicht und ist in Dimethylsulfoxid (DMSO) und anderen organischen Lösungsmitteln löslich, aber schlecht in Wasser löslich. Das Medikament ist bekannt für seine potenziellen Nebenwirkungen, einschließlich Nephrotoxizität und infusionsbedingten Reaktionen, was eine sorgfältige Überwachung während der Behandlung erforderlich macht. Amphotericin B wird häufig in schweren Fällen eingesetzt, in denen andere antimykotische Behandlungen möglicherweise unwirksam sind, was es zu einer kritischen Option im Management invasiver Pilzinfektionen macht.

Formel: C₄₇H₇₃NO₁₇

InChl: 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]

Synonyme:

• (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, 250 &mu;g/mL in distilled water, sterile-filtered

CAS: 1397-89-3

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 Sci

Ref: 02-J67049

Amphotericin B, Streptomyces nodosus

CAS: 1397-89-3

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.

Formel: C₄₇H₇₃NO₁₇

Molekulargewicht: 924.09

Ref: 02-J61491

AMPHOTERICIN B FOR PEAK IDENTIFICATION CRS

CAS: 1397-89-3

AMPHOTERICIN B FOR PEAK IDENTIFICATION CRS

Formel: C₄₇H₇₃NO₁₇

Molekulargewicht: 924.079

Ref: 41-Y0001014

AMPHOTERICIN B CRS

CAS: 1397-89-3

AMPHOTERICIN B CRS

Formel: C₄₇H₇₃NO₁₇

Molekulargewicht: 924.079

Ref: 41-Y0000005

AMPHOTERICIN B FOR MICROBIOLOGICAL ASSAY CRS

CAS: 1397-89-3

AMPHOTERICIN B FOR MICROBIOLOGICAL ASSAY CRS

Formel: C₄₇H₇₃NO₁₇

Molekulargewicht: 924.079

Ref: 41-Y0001361

SECOND INTERNATIONAL STANDARD FOR AMPHOTERICIN B

CAS: 1397-89-3

SECOND INTERNATIONAL STANDARD FOR AMPHOTERICIN B

Formel: C₄₇H₇₃NO₁₇

Molekulargewicht: 924.079

Ref: 41-ISA_29078

AMPHOTERICIN B RS

CAS: 1397-89-3

AMPHOTERICIN B RS

Formel: C₄₇H₇₃NO₁₇

Molekulargewicht: 924.079

Ref: 41-ICRS0210

Amphotericin B

CAS: 1397-89-3

Antibiotics nesoi

Formel: C₄₇H₇₃NO₁₇

Farbe und Form: Yellow Orange Powder

Molekulargewicht: 923.48785

Ref: 45-1032007

Amphotericin B

CAS: 1397-89-3

Amphotericin B (NSC-527017) is a polyene antifungal agent with broad-spectrum activity against many fungal species.

Formel: C₄₇H₇₃NO₁₇

Reinheit: 99.75% - ≥98%

Farbe und Form: Deep Yellow Prisms Or Needles From N N-Dimethylformamide Physical Description Bright Yellow Powder (Ntp 1992)

Molekulargewicht: 924.08

Ref: TM-T1067

AmphotericinB

CAS: 1397-89-3

Formel: C₄₇H₇₃NO₁₇

Reinheit: 95%

Farbe und Form: Solid

Molekulargewicht: 924.0790

Ref: IN-DA00ILH6

Amphotericin B

CAS: 1397-89-3

Formel: C₄₇H₇₃NO₁₇

Farbe und Form: Yellow Solid

Molekulargewicht: 924.09

Ref: 4Z-A-137002

Amphotericin B

CAS: 1397-89-3

Formel: C₄₇H₇₃NO₁₇

Reinheit: ≥ 750μg/mg (C47H73NO17, dried basis)

Farbe und Form: Yellow to dark yellow or orange powder

Molekulargewicht: 924.10

Ref: 7W-GA8986

Amphotericin B, Ph. Eur. grade

CAS: 1397-89-3

Formel: C₄₇H₇₃NO₁₇

Reinheit: ≤ 2.0% (at 383nm)

Farbe und Form: Yellow or orange powder

Molekulargewicht: 924.10

Ref: 7W-GA2492

Amphotericin B

CAS: 1397-89-3

Amphotericin B

Formel: C₄₇H₇₃NO₁₇

Farbe und Form: yellow powder

Molekulargewicht: 924.07902g/mol

Ref: 54-BIA0103

Amphotericin B

CAS: 1397-89-3

Amphotericin B

Reinheit: ≥98%

Molekulargewicht: 924.08g/mol

Ref: 54-BUP15128

Amphotericin B

CAS: 1397-89-3

Formel: C₄₇H₇₃NO₁₇

Reinheit: >80.0%(HPLC)

Farbe und Form: White to Light orange to Yellow powder to crystal

Molekulargewicht: 924.09

Ref: 3B-A2114

Amphotericin B

Kontrolliertes Produkt

CAS: 1397-89-3

Formel: C₄₇H₇₃NO₁₇

Farbe und Form: Neat

Molekulargewicht: 924.08

Ref: 04-C10243050

Amphotericin B (85%)

CAS: 1397-89-3

Formel: C₄₇H₇₃NO₁₇

Reinheit: 85%

Farbe und Form: Yellow

Molekulargewicht: 924.08

Ref: TR-A634250

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.

Formel: C₄₇H₇₃NO₁₇

Reinheit: Min. 75.0%

Farbe und Form: Powder

Molekulargewicht: 924.08 g/mol

Ref: 3D-AA15700

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.

Formel: C₄₇H₇₃NO₁₇

Reinheit: Min. 80.0 Area-%

Molekulargewicht: 924.08 g/mol

Ref: 3D-A-7680