Elaiophylin
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Elaiophylin
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CAS No:
37318-06-2
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Formula:
C54H88O18
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Chemical Name:
Elaiophylin
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Synonyms:
Elaiophylin;1,9-Dioxacyclohexadecane,elaiophylin deriv.;[7S-[3E,5E,7R*,8R*[1R*,2S*,3R*(2S*,4S*,5S*,6S*)],11E,13E,15R*,16R*[1R*,2S*,3R*(2S*,4S*,5S*,6S*)]]]-8,16-Bis[3-[4-[(2,6-dideoxy-α-L-lyxo-hexopyranosyl)oxy]-5-ethyltetrahydro-2-hydroxy-6-methyl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione;1,9-Dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione,8,16-bis[3-[4-[(2,6-dideoxy-α-L-lyxo-hexopyranosyl)oxy]-5-ethyltetrahydro-2-hydroxy-6-methyl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-7,15-dimethyl-,[7S-[3E,5E,7R*,8R*[1R*,2S*,3R*(2S*,4S*,5S*,6S*)],11E,13E,15R*,16R*[1R*,2S*,3R*(2S*,4S*,5S*,6S*)]]]-;Antibiotic 5001B;Antibiotic 56-62;Azalomycin B;5001B;Antibiotic A 164AB;(+)-Elaiophylin;Gopalamicin;Efomycin E;Efomycine E;106387-86-4;11003-23-9
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CAS No:
Description
Elaiophylin (Azalomycin B; Gopalamicin; Efomycin E) is an autophagy inhibitor, exerts antitumor activity as a single agent in ovarian cancer cells[1].
Characteristics
270
2.59
1.3±0.1 g/cm3
178-183 °C (decomp)
1080.5±65.0 °C at 760 mmHg
295.8±27.8 °C
1.569
Elaiophylin Use and Manufacturing
Elaiophylin is a macrodiolide antibiotic that can be isolated from various strains of Streptomyces. It displays in vitro anti-protozoal activity against both Plasmodium and Trypanosoma (IC50s = 370 and 460 ng/ml, respectively) and cytotoxicity against human fetal lung fibroblast MRC-5 cells (IC50 = 870 ng/ml). Elaiophylin alone has no activity against Candida, although it enhances the anti-fungal activity of rapamycin . Elaiophylin also forms stable, long-lasting ion channels in bilayer membranes that are selective for cations.
Computed Properties
Molecular Weight:1025.3
XLogP3:7
Hydrogen Bond Donor Count:8
Hydrogen Bond Acceptor Count:18
Rotatable Bond Count:14
Exact Mass:1024.59706595
Monoisotopic Mass:1024.59706595
Topological Polar Surface Area:270
Heavy Atom Count:72
Complexity:1730
Defined Atom Stereocenter Count:26
Undefined Bond Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes