Amphotericin B
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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.
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Bio Calculators
* 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:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳