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G9893

Gliotoxin

Name: Gliotoxin
Brand: SIGMA

from Gliocladium fimbriatum, ≥98% (HPLC), powder, immunomodulating agent

别名:

Aspergillin

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关于此项目

经验公式（希尔记法）:

C₁₃H₁₄N₂O₄S₂

化学文摘社编号:

67-99-2

分子量:

326.39

UNSPSC Code:

12352200

PubChem Substance ID:

24895384

NACRES:

NA.77

Beilstein/REAXYS Number:

50675

MDL number:

MFCD00058534

Quality level:

200

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属性

产品名称

胶霉毒素来源于胶霉,

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

说明

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.

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

存储类别

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

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

0000492560

0000465977

0000445734

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商品

Bioactive Molecules for Immunology Research

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

Detection of gliotoxin in experimental and human aspergillosis

Lewis RE, et al.

Infection and Immunity, 73(1), 635 -6637 (2005)

Aspergillus fumigatus suppresses the human cellular immune response via gliotoxin-mediated apoptosis of monocytes

Stanzani M, et al.

Blood, 105(6), 2258 -22265 (2005)

Gliotoxin and related epipolythiodioxopiperazines

Waring P and Beaver J

General Pharmacology, 27(8), 1311-1316 (1996)

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全球贸易项目编号

货号	GTIN
G9893-25MG	04061832632100
G9893-5MG	04061833651339