G9893

Gliotoxin from Gliocladium fimbriatum

• Sinónimos: Aspergillin
• Fórmula empírica (notación de Hill): C₁₃H₁₄N₂O₄S₂
• Número de CAS: 67-99-2
• Peso molecular: 326.39
• Beilstein/REAXYS Number: 50675
• MDL number: MFCD00058534
• UNSPSC Code: 12352200
• PubChem Substance ID: 24895384
• NACRES: NA.77

Propiedades

• Quality Level: 200
• antibiotic activity spectrum: viruses
• mode of action: DNA synthesis | interferes; enzyme | inhibits
• storage temp.: 2-8°C
• SMILES string: CN1C(=O)[C@]23CC4=CC=C[C@H](O)[C@H]4N2C(=O)[C@@]1(CO)SS3
• 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
• InChI key: FIVPIPIDMRVLAY-RBJBARPLSA-N

Descripción

General description

Chemical structure: epipolythiodioxopiperazine

Gliotoxin is the mycotoxin produced by Aspergillus fumigatus (AF). It is a hydrophobic metabolite of 326 Da.

Application

Gliotoxin has been used for performing cytotoxicity tests in adenocarcinomic human alveolar basal epithelial (A549) cell lines.

Noncompetitive inhibitor of the chymotrypsin-like activity of the 20S proteasome in vitro.

Biochem/physiol Actions

Gliotoxin is associated with immunosuppression. It is an antiphagocytic and immunomodulating agent that acts by blocking membrane thiol groups. It is implicated in the pathophysiology of invasive aspergillosis (IA) and impacts functional T-cell responses. Gliotoxin in observed in the sera of cancer patients with IA infection.

Información de seguridad

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P301 + P310
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges