Chemical Property of Ascomycin
Chemical Property:
- Appearance/Colour:White solid
- Melting Point:153-157 °C
- Refractive Index:1.543
- Boiling Point:868.3 °C at 760 mmHg
- PKA:9.97±0.70(Predicted)
- Flash Point:478.9 °C
- PSA：178.36000
- Density:1.19 g/cm3
- LogP:4.41080
- Storage Temp.:−20°C
- Solubility.:≥38.9 mg/mL in DMSO; insoluble in H2O; ≥98.6 mg/mL in EtOH
- Water Solubility.:Soluble in DMSO at 65mg/ml; soluble in ethanol at 50mg/m; with warming. Very poorly soluble in water
- XLogP3:2.5
- Hydrogen Bond Donor Count:3
- Hydrogen Bond Acceptor Count:12
- Rotatable Bond Count:6
- Exact Mass:791.48197664
- Heavy Atom Count:56
- Complexity:1430
- Purity/Quality:
-
99% *data from raw suppliers
Ascomycin *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xn
- Hazard Codes:Xn,F
- Statements:
20/21/22-36-11
- Safety Statements:
36/37-16
- MSDS Files:
-
SDS file from LookChem
Useful:
- Canonical SMILES:CCC1C=C(CC(CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC1=O)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC)C)C
- Isomeric SMILES:CC[C@@H]1/C=C(/C[C@@H](C[C@@H]([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O)C)/C(=C/[C@@H]4CC[C@H]([C@@H](C4)OC)O)/C)O)C)OC)OC)C)\C
-
Uses
A potent immunosuppressive agent and could be used as a potential therapeutic agent for autoimmune diseases Ascomycin is a macrocyclic lactone closely related to tacrolimus and rapamycin. Ascomycin is isolated from several species of Streptomyces and was first reported in 1988. Ascomycin exhibits limited, potent antifungal activity but has found considerable utility as an immunosuppressant. Everolimus is a semi-synthetic macrocyclic lactone prepared from rapamycin by selective alkylation of the 42-hydroxy group with a silyl-protected hydroxyethyl triflate moiety, followed by addition of an ethylhydroxy moiety to provide greater stability and bioavailability. Like all tacrolimus analogues, everolimus binds to receptor protein, FKBP12. The complex then binds to mTOR preventing it from interacting with target proteins. Everolimus is extensively cited in the literature with over 2,000 citations.
