GLIOTOXIN

ChemicalBook > CAS DataBase List > GLIOTOXIN

Product Name: GLIOTOXIN
CAS No.: 67-99-2
Chemical Name: GLIOTOXIN
Synonyms: S-82;GLIOTOXIN;s.n.12870;Nsc102866;Aids086418;aspergillin;Aids-086418;Gliotoxin solution;Aspergillin solution;Gliotoxin in Acetonitrile
CBNumber: CB2745332
Molecular Formula: C13H14N2O4S2
Formula Weight: 326.39
MOL File: 67-99-2.mol

Less

GLIOTOXIN Property

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.

Less

Safety

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
F: 4.2-10-23
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29419090
Toxicity: LD50 oral in mouse: 67mg/kg

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H301Toxic if swalloed
Precautionary statements: P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 371715
Product name: Gliotoxin from Gliocladium fimbriatum
Packaging: 1mg
Price: $167
Updated: 2023/01/07

Cayman Chemical

Product number: 11433
Product name: Gliotoxin
Purity: ≥98%
Packaging: 1mg
Price: $57
Updated: 2024/03/01

Cayman Chemical

Product number: 11433
Product name: Gliotoxin
Purity: ≥98%
Packaging: 5mg
Price: $253
Updated: 2024/03/01

Sigma-Aldrich

Product number: G9893
Product name: Gliotoxin from Gliocladium fimbriatum
Packaging: 5mg
Price: $255
Updated: 2024/03/01

Sigma-Aldrich

Product number: G9893
Product name: Gliotoxin from Gliocladium fimbriatum
Packaging: 25mg
Price: $801
Updated: 2024/03/01

Less

GLIOTOXIN Chemical Properties,Usage,Production

Description

Gliotoxin is an immunosuppressive mycotoxin produced by pathogenic strains of Aspergillus and other fungi with diverse biological activities. It inhibits 20S proteasomal chymotrypsin activity (IC₅₀ = 10 μM), blocking the degradation of IκBα and preventing the activation of NF-κB. Gliotoxin induces apoptosis in monocytes and dendritic cells and reduces phagocytosis by neutrophils. It suppresses viral infection by Nipah and Hendra virus in HEK293T cells (IC₅₀s = 149 and 579 nM, respectively). Under reducing conditions, gliotoxin inhibits leukotriene A₄ hydrolase (LTA₄H; ) epoxide hydrolase activity, but not aminopeptidase activity, and leukotriene B₄ (LTB₄; ) synthesis in neutrophils and monocytes. In vivo, gliotoxin (5 mg/kg) reduces LTB₄ plasma levels and blocks peritoneal neutrophil infiltration in a mouse model of peritonitis induced by zymosan A . It also inhibits geranylgeranyltransferase I and farnesyltransferase (IC₅₀s = 17 and 80 μM, respectively).

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.

Uses

Gliotoxin is a potent epithiodioxopiperazine mycotoxin produced by species of Gliocladium, Aspergillus and Penicillium. At the cellular level gliotoxin inhibits a broad range of unrelated mechanisms, including inhibition of chymotrypsin-like activity of the 20S proteasome and Ca2+ release from mitochondria, activation of transcription factor NF-κB in response to a variety of stimuli in T and B cells, anti-inflammatory activity, and inhibition of farnesyltransferase and geranylgeranyltransferase. The mode of action appears to be via covalent interaction with proteins through mixed disulphide formation. Gliotoxin inhibits a number of thiol-requiring enzymes and also displays antioxidant and immunomodulatory activity.

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.

target

COX | Wnt/β-catenin | Antifection

storage

-20°C (desiccate)

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.]

References

Waring & Beaver (1996), Gliotoxin and related epipolythiodioxopiperazines; Gen. Pharmacol., 27 1311 Kroll et al. (1999), The secondary fungal metabolite gliotoxin targets proteolytic activities of the proteasome; Chem. Biol., 6 689 Fitzpatrick et al. (2000), In vitro and in vivo effects of gliotoxin, a fungal metabolite: efficacy against dextran sodium sulfate-induced colitis in rats; Dig. Dis. Sci., 45 2327 Konig et al. (2019), Gliotoxin from Aspergillus fumigatus Abrogates Leukotriene B4 Formation through Inhibition of Leukotriene A4 Hydrolase ; Cell Chem. Biol., 26 524 Hubmann et al. (2020), Targeting Nuclear NOTCH2 by Gliotoxin Recovers a Tumor-Suppressor NOTCH3 Activity in CLL; Cells, 9 1484

GLIOTOXIN Preparation Products And Raw materials

Raw materials

Preparation Products

Less

GLIOTOXIN Suppliers

Canada 1 China 93 France 1 Germany 3 India 1 Norway 1 South Korea 1 Switzerland 2 United Kingdom 6 United States 20 Global 129

Nanjing Shizhou Biology Technology Co.,Ltd

Tel: 025-85560043 13675144456
Fax: 025-85563444
Email: sean.lv@synzest.com
Country: China
ProdList: 11438
Advantage: 58

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 94657
Advantage: 76

3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15839
Advantage: 69

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32321
Advantage: 50

BioBioPha Co., Ltd.

Tel: 0871-65217109 13211707573;
Fax: 0871-65215563
Email: y.liu@mail.biobiopha.com
Country: China
ProdList: 5653
Advantage: 65

Chengdu Biopurify Phytochemicals Ltd.

Tel: +86-028-82633397 18982077548
Fax: +86-28-82633165
Email: cwb1@biopurify.cn
Country: China
ProdList: 2376
Advantage: 60

Shanghai Tauto Biotech Co., Ltd.

Tel: 021-51320588
Fax: 0086-21-51320502
Email: tauto@tautobiotech.com
Country: China
ProdList: 3989
Advantage: 66

Hangzhou J&H Chemical Co., Ltd.

Tel: 0571-+86-571-87396432
Fax: 0571-87396431
Email: sales@jhechem.com
Country: China
ProdList: 11662
Advantage: 59

Shanghai Yongye Biotechnology Co., Ltd.

Tel: 86-021-61559134 15921386130
Fax: 021-55068248
Email: 3423497944@qq.com
Country: China
ProdList: 8144
Advantage: 55

Sigma-Aldrich

Tel: 021-61415566 800-8193336
Email: orderCN@merckgroup.com
Country: China
ProdList: 51456
Advantage: 80

Alta Scientific Co., Ltd.

Tel: 022-6537-8550 15522853686
Fax: 022-2532-9655
Email: sales@altasci.com.cn
Country: China
ProdList: 4511
Advantage: 55

Shanghai EFE Biological Technology Co., Ltd.

Tel: 021-65675885 18964387627
Fax: 021-65675885
Email: info@efebio.com
Country: China
ProdList: 9805
Advantage: 58

Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
ProdList: 27313
Advantage: 60

Qingdao IniKem BioPharmaTech Co.,Ltd

Tel: 0532-58268780
Fax: -
Email: sales@inikem.com
Country: China
ProdList: 295
Advantage: 55

Shanghai ChengShao Biological Technology Co., Ltd.

Tel: 021-61847300 13341622919
Fax: 021-61847300
Email: shcss01@163.com
Country: China
ProdList: 4808
Advantage: 58

Shanghai SuperLan Chemcial Technique Centre

Tel: 021-2022843681 15618226720
Fax: +86-21-51601218
Email: lucy@atkchemical.com
Country: China
ProdList: 9987
Advantage: 58

Beijing Solarbio Science & Tecnology Co., Ltd.

Tel: 010-50973130 4009686088
Email: 3193328036@qq.com
Country: China
ProdList: 29764
Advantage: 68

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 18892239720
Fax: 010-60605840
Email: psaitong@jm-bio.com
Country: China
ProdList: 12306
Advantage: 58

Lynnchem

Tel: 86-(0)29-85992781 17792393971
Email: info@lynnchem.com
Country: China
ProdList: 4587
Advantage: 58

Chengdu Push Bio-Technology Co., Ltd.

Tel: 028-85370565-229 18080489829
Email: 3004654993@qq.com
Country: China
ProdList: 8915
Advantage: 60

Chengdu Alfa Biotechnology Co.,Ltd.

Tel: 028-85142057, 18030712385
Fax: 028-85142057 QQ:3591697873
Email: sales@alfabiotech.com
Country: China
ProdList: 1925
Advantage: 58

Chengdu Greenpure Biopharma CO.,Ltd

Tel: 028-88203606; 18283602253
Email: jancyzheng@gcgreenpure.com
Country: China
ProdList: 1594
Advantage: 58

Shanghai Standard Technology Co.,Ltd.

Tel: 021-021-57127007-6622-6622 17621252073
Fax: +86 (21) 5132-0077
Email: luzh@nature-standard.com
Country: China
ProdList: 3021
Advantage: 58

Aikon International Limited

Tel: 025-66113011 18112977050
Fax: (5)02557626880
Email: cb6@aikonchem.com
Country: China
ProdList: 15494
Advantage: 58

Shanghai Innovative Reseach Center Of Traditional

Tel: 86-21-50801717-301
Fax: 86-21-50800509
Email: wangjh@sirc-tcm.sh.cn
Country: China
ProdList: 2070
Advantage: 58

Shanghai Jizhi Biochemical Technology Co. Ltd.

Tel: 4009004166/18616739031 18616739031
Email: 3007523370@qq.com
Country: China
ProdList: 52693
Advantage: 58

Nanjing Digger Medical Technology Co. Ltd.

Tel: 025-025-51191215 18013836722
Fax: 025-51191215
Email: 2399235533@qq.com
Country: China
ProdList: 4933
Advantage: 58

Zhejiang Lianshuo Biotechnology Co., Ltd.

Tel: 18616526224
Email: lianshuo@vip.126.com
Country: China
ProdList: 9607
Advantage: 58

Chengdu Alfa Biotechnology Co.,Ltd.

Tel: 028-028-85142057 19983342022
Fax: 028-85142057
Email: 3005359975@qq.com
Country: China
ProdList: 1970
Advantage: 58

ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Tel: 18818260767
Fax: QQ 3610331285
Email: sales@chemegen.com
Country: China
ProdList: 11218
Advantage: 58

career henan chemical co

Tel: +86-0371-86658258 +8613203830695
Fax: 0086-371-86658258
Email: factory@coreychem.com
Country: China
ProdList: 29809
Advantage: 58

Shaanxi Dideu Medichem Co. Ltd

Tel: +86-29-87569262 +86-15003564040
Fax: 029-88380327
Email: 1087@dideu.com
Country: China
ProdList: 3167
Advantage: 58

Shaanxi Dideu Medichem Co. Ltd

Tel: 029-81024372 15029046529
Fax: 029-88380327
Email: 1027@dideu.com
Country: China
ProdList: 10010
Advantage: 58

Shanghai Fusheng Industrial Co., LTD

Tel: 021-52961053 13524666654
Email: 3004902811@qq.com
Country: China
ProdList: 9724
Advantage: 58

Shanghai Bohu Biotechnology Co., LTD

Tel: 021-57763112 13585886131
Email: 3004987436@qq.com
Country: China
ProdList: 9693
Advantage: 58

Meng Cheng Technology (Shanghai) Co., LTD

Tel: 400-820-6829
Email: sales@mitachieve.com
Country: China
ProdList: 8860
Advantage: 58

Shanghai Hewu Biotechnology Co., LTD

Tel: 021-57886085 17317861055
Email: shhebio@126.com
Country: CHINA
ProdList: 7974
Advantage: 58

Zhejiang Huida Biotech Co., LTD

Tel: 0571-89903882 15990081639
Email: sunshixuan@huidabiotech.com
Country: China
ProdList: 3656
Advantage: 58

Energy Chemical

Tel: 021-58432009 400-005-6266
Fax: 021-58436166
Email: marketing@energy-chemical.com
Country: China
ProdList: 44918
Advantage: 58

cjbscvictory

Tel: 13348960310 13348960310
Email: 3003867561@qq.com
Country: China
ProdList: 10524
Advantage: 58

Hubei yongkuo Technology Co., Ltd

Tel: 027-59223108 15972152991
Fax: 027-59223108
Email: 1248580099@qq.com
Country: China
ProdList: 9986
Advantage: 58

Hubei Baidu Chemical Co., Ltd

Tel: 027-59106051 13627137652
Fax: 027-59223020
Email: 1438180055@qq.com
Country: China
ProdList: 9880
Advantage: 58

Tianmen Hengchang Chemical Co., Ltd

Tel: 027-59322316 15172518801
Fax: 027-59322316
Email: 1208480077@qq.com
Country: China
ProdList: 9895
Advantage: 58

Hubei Qifei Pharmaceutical Chemical Co., Ltd

Tel: 027-027-59322506 18071128681
Fax: 027-59322506
Email: 1438082200@qq.com
Country: China
ProdList: 9975
Advantage: 58

Hubei xingongli Chemical Co., Ltd

Tel: 027-59106151 15172325309
Fax: 027-59503710
Email: 1400858877@qq.com
Country: China
ProdList: 9935
Advantage: 58

TCI (Shanghai) Chemical Trading Co., Ltd.

Tel: 021-021-61109150
Fax: 021-61105897
Email: sales@tcisct.com
Country: China
ProdList: 31121
Advantage: 58

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 15801484223;
Email: psaitong@jm-bio.com
Country: China
ProdList: 29774
Advantage: 58

Zhejiang Huida Biotech Co., LTD

Tel: 0571-0571-89903882 15990081639
Email: sunshixuan@huidabiotech.com
Country: China
ProdList: 3705
Advantage: 58

Chengdu Push Bio-Technology Co., Ltd.

Tel: 18080489829
Email: 3004654993@qq.com
Country: China
ProdList: 9209
Advantage: 58

Shanghai Moqi Biological Technology Co., LTD

Tel: 021-38218169 13341702378
Email: 190129269@qq.com
Country: China
ProdList: 9136
Advantage: 58

Less

View Lastest Price from GLIOTOXIN manufacturers

Career Henan Chemical Co

Product: GLIOTOXIN 67-99-2
Price: US $1.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 200kg
Release date: 2020-01-10

67-99-2, GLIOTOXINRelated Search:

BUTYL ETHYL DISULPHIDE 1,5-HEXADIEN-3-OL 1,3-CYCLOHEXADIENE 1-ALLYLPIPERAZINE 2-Piperazinone 2,5-Dimethylpiperazine CYCLO(-ALA-ALA) (R)-(-)-1-OCTEN-3-OL, 99 1,2,4-TRIMETHYLDIETHYLENEDIAMINE N,N'-Diisopropylethylenediamine isopropyl methyl disulphide 2-Aminoethyldiisopropylamine METHYL PENTYL DISULPHIDE (S)-(+)-2-Methylpiperazine (R)-2-ETHYL-PIPERAZINE GLIOTOXIN 1-ETHYLPIPERAZIN-2-ONE HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE

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

Gliotoxin, Gladiocladium fimbriatum - CAS 67-99-2 - Calbiochem

Gliotoxin, 99%, from Gliocladium fimbriatum

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, 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

Gliotoxin in Acetonitrile

Gliotoxin, NF-kappaB inhibitor

67-99-2

C13H14N2O4S2

Antibiotics

Antibiotics A to Z

Antibiotics G-M

BioChemical

antibiotic