Amphotericin B, USP | 2497

A polyene antifungal antibiotic from Streptomyces. Amphotericin B targets a wide range of susceptible fungi including Histoplasma, Coccidioides, and Cryptococcus species. Amphotericin B targets ergosterol in the fungal cell membrane and increases permeability. This alteration of the cell membrane is toxic to the fungus and leads to death. Can be used as a selective agent in several types of isolation media.

Amphotericin B is a polyene antifungal antibiotic from Streptomyces. Amphotericin B targets a wide range of susceptible fungi including Histoplasma, Coccidioides, and Cryptococcus species. Amphotericin B targets ergosterol in the fungal cell membrane and increases permeability.

2497 | Amphotericin B, USP DataSheet

Alternate Name/Synonyms: Fungizone

Appearance: Yellow or orange powder

Formulation: N/A

CAS Number: 1397-89-3

Structure Available?: Yes

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C₄₇H₇₃NO₁₇

Molecular Weight: 924.08

Cell-Permeable?: No

Purity: >750 µg/mg

Solubilities: DMF (~2-4 mg/ml) or DMSO (~30-40 mg/ml)

Handling: Protect from air and moisture

Country of Origin: USA

Tag Line: An antibiotic and selection agent

MDL Number: MFCD00877763

PubChem CID: 5280965

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)/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: APKFDSVGJQXUKY-INPOYWNPSA-N