A polyene antiviral and antifungal agent
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Amphotericin B methyl ester

Item No. 36342

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
methyl (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-methyltetrahydro-2H-pyran-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-carboxylate
CAS Number
36148-89-7
Synonyms
  • LNS-AmB methyl ester
Molecular Formula
C48H75NO17
Formula Weight
938.1
Purity
≥70%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly SolubleMethanol: Slightly Soluble
SMILES
COC([C@H]1[C@@]2([H])O[C@@](C[C@@H]1O)(C[C@H](C[C@H]([C@@H](CC[C@H](C[C@H](CC(O[C@H]([C@@H]([C@@H]([C@H](/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@@H](C2)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O)C)O)C)C)=O)O)O)O)O)O)O)=O
InChi Code
InChI=1S/C48H75NO17/c1-28-18-16-14-12-10-8-6-7-9-11-13-15-17-19-35(65-47-45(59)42(49)44(58)31(4)64-47)25-39-41(46(60)62-5)38(55)27-48(61,66-39)26-34(52)23-37(54)36(53)21-20-32(50)22-33(51)24-40(56)63-30(3)29(2)43(28)57/h6-19,28-39,41-45,47,50-55,57-59,61H,20-27,49H2,1-5H3/b7-6+,10-8+,11-9+,14-12+,15-13+,18-16+,19-17+/t28-,29-,30-,31+,32+,33+,34-,35-,36+,37+,38-,39-,41+,42-,43+,44+,45-,47-,48+/m0/s1
InChi Key
UAZIZEMIKKIBCA-TYVGYKFWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Amphotericin B methyl ester is a polyene antiviral and antifungal agent and a derivative of amphotericin B (Item No. 11636).1,2 It impairs viral particle production, as well as viral entry and infectivity, in HIV-1-infected TZM-bl cells when used at a concentration of 10 µM.1 Amphotericin B methyl ester also inhibits replication of HIV-1 clinical isolates from a variety of clades in infected human peripheral blood mononuclear cells (PBMCs; IC50s = 0.5-5.5 µM). It is active against S. cerevisiae (MIC = 0.25 µg/ml) and reduces mortality in a mouse model of C. albicans infection when administered at doses of 1 and 10 mg/kg.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Waheed, A.A., Ablan, S.D., Mankowski, M.K., et al. Inhibition of HIV-1 replication by amphotericin B methyl ester: Selection for resistant variants. The Journal of Biological Chemisty 281(39), 28699-28711 (2006).