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Bis(methylthio)gliotoxin (FR-49175) (CAS 74149-38-5)

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Application:An antiphagocytic metabolite
CAS Number:74149-38-5
Purity:99%
Molecular Weight:356.5
Molecular Formula:C15H20N2O4S2
Refer to Certificate of Analysis for lot specific data (including water content).
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Product NameCatalog #UnitPriceQtyAddFavorites
Bis(methylthio)gliotoxin (FR-49175) sc-201027 1 mg $84
Bis(methylthio)gliotoxin (FR-49175) sc-201027A 5 mg $331
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
Description
Bis(methylthio)gliotoxin (FR-49175) is a toxic metabolite with anthiphagocytic and immunosuppressive properties synthesized by pathogenic fungi such as Aspergillus fumigatus. Bis(methylthio)gliotoxin (FR-49175) is an analog of gliotoxin known to inhibit PAF-induced platelet aggregation and collagen-aggregation, but has no activity with arachidonic or ADP induced aggregation. Shown to speed up PAF hydrolysis and inhibit PAF-mediated caspase 3 activation. From guinea-pig experiments, reported to Inhibit PAF-induced bronchoconstriction.
Technical Information
Appearance:Oil
Physical State:Solid
Solubility:Soluble in DMSO (25 mg/ml), ethanol (25 mg/ml), and water (Partly miscible).
Storage:Store at -20° C
Melting Point:70 °C
Boiling Point:669.62 °C at 760 mmHg (Predicted)
Density:1.50 g/cm3 (Predicted)
Refractive Index:n20D 1.70
IC50:P388 cells : IC50 = 110 nM (mouse); HUVEC50: IC50 = 1120 nM (human); PAF: IC50 = 8400 nM; PAF-induced platelet aggregation: IC50 = 8.4 µM; collagen-induced aggregation: IC50 = 84.2 µM
pK Values:pKa: 12.7 (Predicted)
Safety and Reference Information
Transport:UN 3462, Class 6.1, Packing group III
WGK Germany:3
PubChem CID:194564
MDL Number:MFCD00133146
SMILES:CN1C(=O)C2(CC3=CC=CC(C3N2C(=O)C1(CO)SC)O)SC
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. Pahl, H.L., et al. 1996. J. Exp. Med. 183: 1829-1840. PMID: 8666939
2. Bonin, F., et al. 2004. J. Biol. Chem. 279: 52425-52436. PMID: 15456758
3. Zhao, W.Y., et al. 2009. Nat. Prod. Res. 23: 203-207. PMID: 19235019
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