| Identification | Back Directory | [Name]
geninthiocin | [CAS]
158792-27-9 | [Synonyms]
geninthiocin
Geninthiocin A
PubChem ID: 16129809
14-DeMethylberinaMycin
Alaninamide, L-threonyl-2-[(1Z)-1-amino-1-propen-1-yl]-4-oxazolecarbonyl-2,3-didehydroalanyl-3-methyl-L-threonyl-2-(1-aminoethenyl)-5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-6-[2-(1-aminoethenyl)-4-oxazolyl]-5-(4-carboxy-2-thiazolyl)-2-pyridinecarbonyl-2,3-didehydroalanyl-2,3-didehydro-, (7→1)-... | [Molecular Formula]
C50H49N15O15S | [MOL File]
158792-27-9.mol | [Molecular Weight]
1132.08 |
| Chemical Properties | Back Directory | [density ]
1.54±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: soluble; DMSO: soluble; Ethanol: slightly soluble | [form ]
White to off-white amorphous powder. | [pka]
10.01±0.60(Predicted) |
| Hazard Information | Back Directory | [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. | [Uses]
Geninthiocin is a thiopeptide antibiotic tipA gene activator. | [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. |
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