Amphotericin B
SKU
A-1077
- CAS:1397-89-3
- Formula:C47H73NO17
- MW:924.091 Da
- Appearance:Yellow or orange powder
- Purity:≥750 µg/mg (Assay)
SDS
CofA
Description
Amphotericin B is a polyene anti-fungal antibiotic from Streptomyces nodosus that non-specifically induces loss of low molecular weight substances from cells. It binds to sterols and disrupts osmotic integrity of fungal membranes, forming pores which leads to the leakage of essential ions, causing cell death.
Applications
• Amphotericin B is used to control contamination from fungi, viruses, and protozoa.
• Treatment of serious, life-threatening fungal infections. Not to be used for treatment of minor fungal infections.
Specifications
Beilstein Registry Number: 78342
EC Number: 215-742-2
More Information
Alternate Name/Synonyms
Fungizone; Fungilin; Ampho-Moronal; Amfotericina B; Halizon; Amphocin; Ambisome; Amphozone; Fungilin; Abelcet; Abelecet; Ampho-Moronal; Amphotec; Fungisome; Fungisone; Mysteclin-F
SKU
A-1077
CAS #
1397-89-3
Chemical 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,
Chemical Formula
C47H73NO17
Molecular Weight
924.091 Da
Appearance
Yellow or orange powder
Purity
≥750 µg/mg (Assay)
Solubility
DMSO (35 mg/ml), DMF (3 mg/ml), water (no information available)
Melting Point
N/A
Preparation
N/A
Storage Temp
+4°C
THERAPEUTIC AREA
Anti-fungal antibiotic
USE
Cell culture antibiotic. For research use only. Not intended for diagnostic or therapeutic use. / One of the main uses of amphotericin B is treating a wide range of systemic fungal infections. Due to its extensive side effects, it is often reserved for severe infections in critically ill, or immunocompromised patients. It is considered first line therapy for invasive mucormycosis infections, cryptococcal meningitis, and certain aspergillus and candidal infections.
Merck Index
13.590.2001
MDL NUMBER
MFCD00877763
CHEMACX
X1004282-9
PubChecm ID
5280965
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)/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
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
RTECS
BU2625000
Handling
Protect from light and moisture. Packaged under inert gas. The pharmacological and toxicological properties of this product have not been fully investigated. Use caution when handling. Do not use this compound if you are not fully trained or are unaware of the hazards involved. Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation.
Certificate of Analysis 1
Certificate of Analysis 2
Certificate of Analysis 3
| GHS PICTOGRAMS |
|
|---|---|
| Handling | Protect from light and moisture. Packaged under inert gas. The pharmacological and toxicological properties of this product have not been fully investigated. Use caution when handling. Do not use this compound if you are not fully trained or are unaware of the hazards involved. Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation. |