Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C48H75NO17 |
| Molecular Weight | 938.1056 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 19 / 19 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12C[C@@H](O[C@]3([H])O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)\C=C\C=C\C=C\C=C\C=C\C=C\C=C\[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]1C(=O)OC)O2
InChI
InChIKey=UAZIZEMIKKIBCA-TYVGYKFWSA-N
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
| Molecular Formula | C48H75NO17 |
| Molecular Weight | 938.1056 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 19 / 19 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Amphotericin B methyl ester (also known as metamphocin), a more soluble and less toxic formulation of amphotericin B, is a new antifungal polyene antibiotic, which was studied to treat ocular mycoses and was proposed to treat Candida endophthalmitis. The suggested mechanism of its action includes the binding of this drug with the ergosterol-containing membranes.
CNS Activity
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Stability studies with amphotericin B and amphotericin B methyl ester. | 1975 Feb |
|
| Equilibrium binding of amphotericin B and its methyl ester and borate complex to sterols. | 1982 Feb 23 |
|
| Comparative toxicities of amphotericin B and its monomethyl ester derivative on glial cells in culture. | 1990 Jul |
|
| Inhibition of human immunodeficiency virus type 1 assembly and release by the cholesterol-binding compound amphotericin B methyl ester: evidence for Vpu dependence. | 2008 Oct |
|
| Comparative in vitro antifungal susceptibility activity of amphotericin B versus amphotericin B methyl ester against Candida albicans ocular isolates. | 2012 Dec |
Sample Use Guides
8 patients with keratomycosis and 2 patients with fungal endophthalmitis: drop-like intravenous injections
Route of Administration:
Intravenous
The in vitro susceptibility of amphotericin B methyl ester (AME) was determined for C. albicans isolates recovered from endophthalmitis (N=10) and for C. albicans ATCC reference strain 90028 using the Clinical and Laboratory Standards Institute M27-A2 (NCCLS/CLSI) broth dilution method. All isolates were obtained from samples of vitreous humor of patients with suspected endophthalmitis within the last 5 years at the Bascom Palmer Eye Institute, University of Miami Miller School of Medicine (Miami, FL). The minimal inhibitory concentrations (MICs) of AME was (0.125-1 μg/mL). The MIC(90) was equal (1 μg/mL). The minimal fungicidal concentrations (MFCs) of AME was (0.125-2 μg/mL).
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:25:23 GMT 2023
by
admin
on
Fri Dec 15 15:25:23 GMT 2023
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| Record UNII |
074Z98YIW3
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| Record Status |
Validated (UNII)
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| Record Version |
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36148-89-7
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C017501
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11968030
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DTXSID701009331
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074Z98YIW3
Created by
admin on Fri Dec 15 15:25:23 GMT 2023 , Edited by admin on Fri Dec 15 15:25:23 GMT 2023
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