Amphotericin B methyl ester hydrochloride

Category	Human immunodeficiency Virus (HIV)
CAS	35375-29-2
Description	Amphotericin B methyl ester hydrochloride, a methyl ester derivative of the polyene antibiotic Amphotericin B, is a cholesterol binding compound with significant antifungal activity. It disrupts the production of HIV-1 particles and effectively inhibits HIV-1 replication.

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Product Information

Synonyms	AME hydrochloride; NSC 252624; Methyl (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-carboxylate hydrochloride (1:1)
IUPAC 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-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-carboxylate;hydrochloride
Molecular Weight	974.57
Molecular Formula	C48H76ClNO17
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)OC)OC3C(C(C(C(O3)C)O)N)O.Cl
InChI	InChI=1S/C48H75NO17.ClH/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;1H/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
InChIKey	FCUABMXRRQIKMV-MFVSQRFRSA-N
Purity	≥98%
Solubility	DMSO: ≥ 50 mg/mL (93.28 mM) H2O: 5 mg/mL (9.33 mM)
Appearance	Solid powder
Storage	Store at -20°C
Exact Mass	973.48000
In Vitro	Amphotericin B methyl ester hydrochloride inhibits HIV-1 particle production with no significant effect on Gag binding to the plasma membrane, Gag association with lipid rafts, or Gag multimerization.
PSA	308.61000
Target	HIV; Fungal