Chemical Property of Elaiophylin
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Chemical Property:
- Vapor Pressure:0mmHg at 25°C
- Melting Point:179-182℃
- Boiling Point:1080.5°Cat760mmHg
- PKA:12.18±0.70(Predicted)
- Flash Point:295.8°C
- PSA：269.82000
- Density:1.25g/cm3
- LogP:4.11780
- Storage Temp.:-20°C Freezer
- Solubility.:DMSO (Slightly), Methanol (Slightly)
- XLogP3:7
- Hydrogen Bond Donor Count:8
- Hydrogen Bond Acceptor Count:18
- Rotatable Bond Count:14
- Exact Mass:1024.59706595
- Heavy Atom Count:72
- Complexity:1730
- Purity/Quality:
-
97% *data from raw suppliers
Elaiophylin *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:CCC1C(OC(CC1OC2CC(C(C(O2)C)O)O)(C(C)C(C(C)C3C(C=CC=CC(=O)OC(C(C=CC=CC(=O)O3)C)C(C)C(C(C)C4(CC(C(C(O4)C)CC)OC5CC(C(C(O5)C)O)O)O)O)C)O)O)C
- Isomeric SMILES:CC[C@H]1[C@@H](C[C@](O[C@@H]1C)(O)[C@H]([C@H](O)[C@@H]([C@H]2OC(=O)/C=C/C=C/[C@@H]([C@H](OC(=O)/C=C/C=C/[C@@H]2C)[C@H]([C@@H](O)[C@@H]([C@@]3(O[C@@H]([C@H]([C@@H](C3)O[C@@H]4O[C@H]([C@H]([C@H](C4)O)O)C)CC)C)O)C)C)C)C)C)O[C@@H]5O[C@H]([C@H]([C@H](C5)O)O)C
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Uses
Elaiophyllin is a highly characteristic metabolite produced by Streptomyces hygroscopicus. Elaiophylin inhibits testosterone 5-reductase. Elaiophylin is synergistic with its co-metabolite, rapamycin, as an antifungal. Elaiophylin also has anthelminthic and immunosuppressive activity and inhibits NO synthesis. Elaiophylin displays broad, albeit weak, biological activity against bacteria, nematodes, protozoa and mammalian tumour cells. Elaiophylin is a highly characteristic metabolite produced by Streptomyces hygroscopicus. Elaiophylin inhibits testosterone 5-reductase. Elaiophylin is synergistic with its co-metabolite, rapamycin, as an antifungal. Elaiophylin also has anthelmintic and immunosuppressive activity and inhibits NO synthesis. Elaiophylin displays broad, albeit weak, biological activity against bacteria, nematodes, protozoa and mammalian tumor cells. 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.
