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GLIOTOXIN

GLIOTOXIN Structure
CAS No.
67-99-2
Chemical Name:
GLIOTOXIN
Synonyms
S-82;GLIOTOXIN;s.n.12870;Nsc102866;Aids086418;aspergillin;Aids-086418;Gliotoxin solution;Aspergillin solution;Aspergillin, SN 12879, SN 12870
CBNumber:
CB2745332
Molecular Formula:
C13H14N2O4S2
Molecular Weight:
326.39
MOL File:
67-99-2.mol
MSDS File:
SDS
Modify Date:
2023/6/30 15:45:59

GLIOTOXIN Properties

Melting point 221°C (rough estimate)
Boiling point 699.7±55.0 °C(Predicted)
alpha D25 -290° (c = 0.08 in ethanol)
Density 1.4069 (rough estimate)
refractive index 1.6510 (estimate)
Flash point 2℃
storage temp. 2-8°C
solubility chloroform: 10 mg/mL, clear, colorless
form White solid
pka 12.90±0.40(Predicted)
color Monoclinic crystals from MeOH
Merck 13,4454
BRN 50675
Stability Stable for 2 yeara as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310
Hazard Codes  T,Xn,F
Risk Statements  25-36-20/21/22-11
Safety Statements  36/37/39-45-36/37-16
RIDADR  UN 3462 6.1/PG 3
WGK Germany  3
RTECS  KB4725000
4.2-10-23
HazardClass  6.1(b)
PackingGroup  III
HS Code  29419090
Toxicity LD50 oral in mouse: 67mg/kg
NFPA 704
0
2 0

GLIOTOXIN price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) G9893 Gliotoxin from Gliocladium fimbriatum 67-99-2 5MG ₹25666.08 2022-06-14 Buy
Sigma-Aldrich(India) G9893 Gliotoxin from Gliocladium fimbriatum 67-99-2 25MG ₹97977.08 2022-06-14 Buy
Sigma-Aldrich 371715 Gliotoxin, Gladiocladium fimbriatum - CAS 67-99-2 - Calbiochem An immunosuppressive secondary metabolite produced by several pathogenic fungi. 67-99-2 1MG ₹13100 2022-06-14 Buy
Sigma-Aldrich(India) 371715 Gliotoxin, Gladiocladium fimbriatum - CAS 67-99-2 - Calbiochem An immunosuppressive secondary metabolite produced by several pathogenic fungi. 67-99-2 1MG ₹13100 2022-06-14 Buy
Product number Packaging Price Buy
G9893 5MG ₹25666.08 Buy
G9893 25MG ₹97977.08 Buy
371715 1MG ₹13100 Buy
371715 1MG ₹13100 Buy

GLIOTOXIN Chemical Properties,Uses,Production

Chemical Properties

White powder

Uses

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 re gulation 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.

Definition

ChEBI: A pyrazinoindole with a disulfide bridge spanning a dioxo-substituted pyrazine ring; mycotoxin produced by several species of fungi.

Hazard

Poison.

Biological Activity

Immunosuppressive agent; blocks phagocytosis, cytokine production and proliferation of T and B cells. Non-competitively inhibits chymotrypsin-like activity of 20S proteasome; prevents degradation of I κ B α , an endogenous blocker of NF- κ B. Also inhibits farnesyltransferase and geranylgeranyltransferase I (IC 50 values are 80 and 17 μ M respectively) and displays antitumor activity against breast cancer in vivo .

Safety Profile

Poison by intraperitoneal andintravenous routes. When heated to decomposition itemits very toxic fumes such as SOx and NOx.

Purification Methods

Purify gliotoxin by recrystallisation from MeOH. Its solubility in CHCl3 is 1%. The dibenzoyl derivative has m 202o (from CHCl3/MeOH). [Glister & Williams Nature 153 651 1944, Elvidge & Spring J Chem Soc Suppl 135 1949, Johnson et al. J Am Chem Soc 65 2005 1943, Bracken & Raistrick Biochem J 41 569 1947.]

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GLIOTOXIN GLIOTOXIN, GLADIOCLADIUM FIMBRIATUM 2,3,5A,6-TETRAHYDRO-6-HYDROXY-3(HYROXYMETHYL)-2-METHYL-10H-3A, 10A-EPIDITHIO-PYRAZINOL[1,2ALPHA]INDOLE-1,4-DIONE (3r-(3-alpha,5a-beta,6-beta,10a-alpha))-ymethyl)-2-methyl 10h-3,10a-epidithiopyrazino(1,2-a)indole-1,4-dione,2,3,5a,6-hydroxy-3-(hydrox aspergillin s.n.12870 gliotoxin from gliocladium fimbriatum GLIOTOXIN FROM GLIOCLADIUM VIRENS 10H-3,10a-Epidithiopyrazino1,2-aindole-1,4-dione, 2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, (3R,5aS,6S,10aR)- (3R)-2-Methyl-3-(hydroxymethyl)-6β-hydroxy-3α,10aα-epidithio-1,2,3,4,5aβ,6,10,10a-octahydropyrazino[1,2-a]indole-1,4-dione 2,3,5aβ,6-Tetrahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-10H-3α,10aα-epidithiopyrazino[1,2-a]indole-1,4-dione S-82 6-Hydroxy-3-(hydroxymethyl)-2-methyl-2,3,6,10-tetrahydro-5ah-3,10A-epidithiopyrazino[1,2-A]indole-1,4-dione Aids086418 Aids-086418 Nsc102866 (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 Aspergillin, SN 12879, SN 12870 Aspergillin solution Gliotoxin solution Gliotoxin, Gladiocladium fimbriatum - CAS 67-99-2 - Calbiochem Gliotoxin, 99%, from Gliocladium fimbriatum Gliotoxin, 98%, from Gliocladium fimbriatum GliotoxinQ: What is Gliotoxin Q: What is the CAS Number of Gliotoxin Q: What is the storage condition of Gliotoxin Q: What are the applications of Gliotoxin 67-99-2 C13H14N2O4S2 Antibiotics Antibiotics A to Z Antibiotics G-M BioChemical antibiotic