Description
Gliotoxin is a secondary metabolite, the most abundant mycotoxin secreted by A. fumigatus, inhibits the phagocytosis of macrophages and the immune functions of other immune cells . Gliotoxin inhibits inducible NF-κB activity by preventing IκB degradation, which consequently induces host-cell apoptosis. Gliotoxin activates PKA and increases intracellular cAMP concentration; modulates actin cytoskeleton rearrangement to facilitate A. fumigatus internalization into lung epithelial cells.
IUPAC Name
(1R,7S,8S,11R)-7-hydroxy-11-(hydroxymethyl)-15-methyl-12,13-dithia-9,15-diazatetracyclo[9.2.2.01,9.03,8]pentadeca-3,5-diene-10,14-dione
Molecular Formula
C13H14N2O4S2
Canonical SMILES
CN1C(=O)[C@]23CC4=CC=C[C@@H]([C@H]4N2C(=O)[C@]1(SS3)CO)O
InChI
FIVPIPIDMRVLAY-RBJBARPLSA-N
InChI Key
InChI=1S/C13H14N2O4S2/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-20-12/h2-4,8-9,16-17H,5-6H2,1H3/t8-,9-,12+,13+/m0/s1
Boiling Point
699.7±55.0 °C(Predicted)
Solubility
Soluble in DMSO (up to 15 mg/ml)
Appearance
White lyophilized solid
Storage
Powder-20°C, 3 years; In solvent-80°C. 6 months; -20°C, 1 month.
Stability
Stable for 2 yeara as supplied. Solutions in DMSO may be stored at -20 °C for up to 1 month.
Storage Temperature
-20 °C