G9893
Gliotoxin
from Gliocladium fimbriatum, ≥98% (HPLC), powder, immunomodulating agent
Synonym(s):
Aspergillin
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About This Item
Empirical Formula (Hill Notation):
C13H14N2O4S2
CAS Number:
Molecular Weight:
326.39
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Beilstein/REAXYS Number:
50675
MDL number:
Product Name
Gliotoxin from Gliocladium fimbriatum,
Quality Segment
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
General description
Gliotoxin is the mycotoxin produced by Aspergillus fumigatus (AF). It is a hydrophobic metabolite of 326 Da.
Chemical structure: epipolythiodioxopiperazine
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.
signalword
Danger
hcodes
pcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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