CAS 67-99-2

Gliotoxin

Description:

Gliotoxin is a secondary metabolite produced by certain fungi, particularly species of the genus Aspergillus and Penicillium. It is classified as a thiazole-containing compound and is known for its potent immunosuppressive properties. Gliotoxin exhibits a complex structure characterized by a bicyclic core that includes a thiazole ring and a lactone moiety. This compound has been studied for its ability to inhibit various cellular processes, including apoptosis and the activation of immune cells, making it of interest in both medical research and toxicology. Gliotoxin is also recognized for its potential role in fungal pathogenesis, as it can contribute to the virulence of certain fungal infections. In terms of physical properties, gliotoxin is typically a colorless to pale yellow solid, soluble in organic solvents, and has a relatively low molecular weight. Due to its biological activity, gliotoxin is a subject of ongoing research, particularly in the context of its effects on human health and its potential therapeutic applications.

Formula: C₁₃H₁₄N₂O₄S₂

InChI: 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: InChIKey=FIVPIPIDMRVLAY-RBJBARPLSA-N

SMILES: O=C1[C@@]23N([C@]4(C(C2)=CC=C[C@@H]4O)[H])C(=O)[C@](CO)(N1C)SS3

Synonyms:

• (3R,5aS,6S,10aR)-2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione
• (3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-2,3,6,10-tetrahydro-5aH-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione
• 10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, (3R,5aS,6S,10aR)-
• 10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, [3R-(3α,5aβ,6β,10aα)]-
• Aspergillin
• Gliotoxin
• Gliotoxin, Gladiocladium fimbriatum
• S. N. 12870

Gliotoxin

CAS: 67-99-2

Gliotoxin, a mycotoxin, inhibits Wnt pathway, causing apoptosis in mutated colorectal cancer cells and blocks NF-κB by preserving IκB.

Formula: C₁₃H₁₄N₂O₄S₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 326.39

Ref: TM-TN1694

Gliotoxin from Gliocladium fimbriatum

CAS: 67-99-2

Gliotoxin from Gliocladium fimbriatum

Formula: C₁₃H₁₄N₂O₄S₂

Purity: By hplc: 99.42% (Typical Value in Batch COA)

Color and Shape: white powder

Molecular weight: 326.39g/mol

Ref: 54-BIG1003

Gliotoxin

CAS: 67-99-2

Formula: C₁₃H₁₄N₂O₄S₂

Molecular weight: 326.39

Ref: 7W-GA1128

Gliotoxin

CAS: 67-99-2

Formula: C₁₃H₁₄N₂O₄S₂

Purity: 95%~99%

Molecular weight: 326.385

Ref: BP-BP1769

Gliotoxin

CAS: 67-99-2

Gliotoxin is a bioactive mycotoxin and antibiotic compound, which is primarily derived from various species of Aspergillus and Penicillium fungi. This epipolythiodioxopiperazine (ETP) toxin possesses a unique disulfide bridge that plays a pivotal role in its biological activity. Gliotoxin exerts its effects through the induction of oxidative stress by generating reactive oxygen species (ROS) and disrupting cellular redox balance. Additionally, it can inhibit the activation of crucial transcription factors like NF-κB, thereby modulating immune responses.

Formula: C₁₃H₁₄N₂O₄S₂

Purity: Min. 95%

Molecular weight: 326.0395

Ref: 3D-BG162731

Gliotoxin

CAS: 67-99-2

Applications Gliotoxin is a sulfur-containing mycotoxin produced by species of fungi and pathogens of humans. Gliotoxin exhibits inhibitory activities against histone H3K9 methyltransferase, a key enzyme in the regulation of transcriptional activity by writing epigenetic marks. Gliotoxin also exhibits immunosuppressive properties by causing apoptosis of cells of the immune system. In addition, various studies suggests Gliotoxin may also be a potential anti-inflammatory, antibiotic, antifungal and antiviral agent.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Takahashi, M., et al.: J. Antibiotics., 65, 263 (2012); Li., Y.G., et al.: Biochem. Biophy. Rsch. Commun., 422, 85 (2012); Zhang, H.C., et al.: Applied, Mech. Mater., 178, 783 (2012); Scharf, D.H., et al.: Appl. Microbiol. Biotechnol., 93, 467 (2012);

Formula: C₁₃H₁₄N₂O₄S₂

Color and Shape: Neat

Molecular weight: 326.39

Ref: TR-G410200