Chemical Property of Geninthiocin
Chemical Property:
- PKA:10.01±0.60(Predicted)
- PSA：477.56000
- Density:1.54±0.1 g/cm3(Predicted)
- LogP:3.57360
- XLogP3:1.2
- Hydrogen Bond Donor Count:12
- Hydrogen Bond Acceptor Count:21
- Rotatable Bond Count:7
- Exact Mass:1131.32532709
- Heavy Atom Count:81
- Complexity:2700
- Purity/Quality:
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>95% by HPLC *data from raw suppliers
Geninthiocin *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:CC=C1C2=NC(=CO2)C(=O)NC(=C)C(=O)NC(C(=O)NC(=C)C3=NC(=C(O3)C)C(=O)NC(=C)C(=O)NC(=C)C4=NC(=CO4)C5=C(C=CC(=N5)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C6=NC(=CS6)C(=O)NC(C(=O)N1)C(C)O)C(C)(C)O
- Isomeric SMILES:C/C=C/1\C2=NC(=CO2)C(=O)NC(=C)C(=O)NC(C(=O)NC(=C)C3=NC(=C(O3)C)C(=O)NC(=C)C(=O)NC(=C)C4=NC(=CO4)C5=C(C=CC(=N5)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C6=NC(=CS6)C(=O)NC(C(=O)N1)C(C)O)C(C)(C)O
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Description
Geninthiocin A is a cyclic thiopeptide bacterial metabolite originally isolated from Streptomyces sp. DD84. It is active against a variety of Gram-positive bacteria (MICs = 0.2-4 μg/ml), the Gram-negative bacterium C. violaceum (MIC = 19 μg/ml), and the fungus M. hiemalis (MIC = 38 μg/ml). Geninthiocin A also induces tipA promoter transcription with a minimum induction concentration of 1.2 ng/ml.
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Uses
Geninthiocin, a thiopeptide antibiotic isolated from a Streptomyces sp., is a potent activator of the tipA gene, a bacterial transcription regulator involved in multidrug resistance. Geninthiocin displays a 10-fold selectivity for bacteria over mammalian cells lines, whereas the related dedialanyl geninthiocin shows the reverse selectivity. Geninthiocin is closely related to siomycin, a recently discovered inhibitor of oncogenic transcription factor, FoxM1. Geninthiocin is a thiopeptide antibiotic tipA gene activator.
