Chemical Property of Cellocidin
Chemical Property:
- Vapor Pressure:0.00167mmHg at 25°C
- Melting Point:179 °C
- Refractive Index:1.4610 (estimate)
- Boiling Point:294°Cat760mmHg
- PKA:13.01±0.50(Predicted)
- Flash Point:131.6°C
- PSA:86.18000
- Density:1.41g/cm3
- LogP:-0.63900
- XLogP3:-1.2
- Hydrogen Bond Donor Count:2
- Hydrogen Bond Acceptor Count:2
- Rotatable Bond Count:0
- Exact Mass:112.027277375
- Heavy Atom Count:8
- Complexity:165
- Purity/Quality:
-
99.9% *data from raw suppliers
Cellocidin *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:T
- Statements:
25-21
- Safety Statements:
45-36/37-28A
- MSDS Files:
-
SDS file from LookChem
Useful:
- Canonical SMILES:C(#CC(=O)N)C(=O)N
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Description
Cellocidin is an antibiotic originally isolated from S. chibaensis. It is active against various bacterial strains including M. tuberculosis and against the trypanosomes T. brucei and T. rhodesiense (IC50s = 150 and 30 ng/ml, respectively). It inhibits proliferation of LCL1 and LCL2 cells transformed by Epstein-Barr virus (EBV), activates the c-Myc and NF-κB pathways in BC3 and LCL1 cells, and induces necrotic cell death in B cells infected with gammaherpes virus. Cellocidin (100-200 ppm) is protective against bacterial leaf blight in rice plants and inhibits α-ketoglutarate oxidation in X. oryzae, the bacterium that causes leaf blight, when used at a concentration of 1 ppm, suggesting that it inhibits the citric acid cycle. Formulations containing cellocidin have been used as agricultural pesticides.
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Uses
Cellocidin is a small neutral alkyne produced by a number of Streptomyces species, first discovered by Suzuki and colleagues in 1958. Cellocidin has a broad antibacterial, antifungal and antitumor profile due to its ability to react with endogenous thiols like cysteine and glutathione. Cellocidin occurs as a weak active in many bioassays using actinomycete crude extracts and is thus a useful standard for chemical and bioassay dereplication.