Gliotoxin

• CAS: 67-99-2
• Catalog Number: ACM67992
• Category: Inhibitors
• Molecular Weight: 326.4
• Molecular Formula: C13H14N2O4S2
• 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.
• Synonyms: Aspergillin
• 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
• 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.
• Complexity: 621
• Defined Atom Stereocenter Count: 4
• Exact Mass: 326.0394
• Formal Charge: 0
• Heavy Atom Count: 21
• Hydrogen Bond Acceptor Count: 6
• Hydrogen Bond Donor Count: 2
• Isotope Atom Count: 0
• Monoisotopic Mass: 326.0394
• pKa: 12.90±0.40(Predicted)
• Rotatable Bond Count: 1
• Shipping: Room temperature
• Source: Aspergillus fumigatus
• 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
• Topological Polar Surface Area: 132 Ų
• XLogP3-AA: -0.7