Amphotericin B

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Amphotericin B
Category Antifungal
Catalog number BBF-00683
CAS 1397-89-3
Molecular Weight 924.08
Molecular Formula C47H73NO17
Purity >98%

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Description

It is produced by the strain of Streptomyces nodosus. It is an important antifungal drug, especially for deep fungal infection. Liposomes were prepared to reduce toxic and side effects.

Specification

Synonyms Amfotericina B; Amphotericinum B; AMPH-B; Fungizone; Liposomal; Amphotericine B; Ambisome; Amphozone; Fungilin; NSC 527017; NSC527017; NSC-527017; (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; 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)-; Abelcet; Abelecet; Ampho-Moronal; Amphocin; Apothecon; Fungizona; Halizon; Kalsome 10; LNS-AmB; NS 718
Storage Store at 2-8 °C
IUPAC Name (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-methyloxan-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
Canonical SMILES CC1C=CC=CC=CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC(C(CCC(CC(CC(=O)OC(C(C1O)C)C)O)O)O)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O
InChI InChI=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)/t27-,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1
InChI Key APKFDSVGJQXUKY-KKGHZKTASA-N
Source Streptomyces nodosus

Properties

Appearance Yellow Crystal
Antibiotic Activity Spectrum fungi
Boiling Point 1140.36±65.0 °C at 760 mmHg
Melting Point >170 °C (dec.)
Flash Point 643.5°C
Density 1.340±0.1 g/cm3
Solubility Soluble in Methanol, DMF, Water
LogP 1.41200

Reference Reading

1.Comparison of the antifungal activity of micafungin and amphotericin B against Candida tropicalis biofilms.
Marcos-Zambrano LJ1, Escribano P2, Bouza E3, Guinea J4. J Antimicrob Chemother. 2016 May 4. pii: dkw162. [Epub ahead of print]
OBJECTIVES: Candida tropicalis is the fourth most common cause of candidaemia in hospitalized patients and associated mortality is high. C. tropicalis frequently causes biofilm-related infections. Echinocandins and amphotericin B show potent in vitro activity against C. albicans biofilms, but their activity against C. tropicalis biofilms has received little attention.

Bio Calculators

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L

* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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