BIS(METHYLTHIO)GLIOTOXIN
- CAS No.
- 74149-38-5
- Chemical Name:
- BIS(METHYLTHIO)GLIOTOXIN
- Synonyms
- FR-49175;BIS(METHYLTHIO)GLIOTOXIN;Bis(methylthio)gliotoxin (FR-49175);bis-dethio-bis(methylthio)gliotoxin;gliotoxin, bis-dethio-bis(methylthio)-;Bis(methylthio)gliotoxin, platelet-activating factor (PAF) receptor antagonist;2,3,5aβ,6,10,10a-Hexahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-3,10aα-bis(methylthio)pyrazino[1,2-a]indole-1,4-dione;(3R)-2,3,5aβ,6,10,10a-Hexahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-3α,10aα-bis(methylthio)pyrazino[1,2-a]indole-1,4-dione;Pyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6,10,10a-hexahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylthio)-, (3R,5aS,6S,10aR)-
- CBNumber:
- CB1288191
- Molecular Formula:
- C15H20N2O4S2
- Molecular Weight:
- 356.46
- MDL Number:
- MFCD00133146
- MOL File:
- 74149-38-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Bis(methylthio)gliotoxin ≥90% | 26271 | 500μg | $95 |
| Bis(methylthio)gliotoxin ≥90% | 26271 | 1mg | $178 |
| Bis(methylthio)gliotoxin ≥95% | 26271 | 500μg | $86 |
| Bis(methylthio)gliotoxin ≥95% | 26271 | 1mg | $161 |
| Bisdethiobis(methylthio)gliotoxin 97% | AD261969 | 1MG | $265 |
| Boiling point | 669.6±55.0 °C(Predicted) |
|---|---|
| Density | 1.49±0.1 g/cm3(Predicted) |
| storage temp. | −20°C |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | White solid. |
| pka | 12.69±0.60(Predicted) |
| color | Off-White to Yellow |
| biological source | natural |
| Water Solubility | water: soluble |
| UNSPSC Code | 12352205 |
| NACRES | NA.25 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302+H312+H332 | |||||||||
| Precautionary statements | P261-P264b-P270-P271-P280-P302+P352-P304+P340-P312-P330-P363-P403-P501c | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 20/21/22 | |||||||||
| Safety Statements | 36 | |||||||||
| RIDADR | 1544 | |||||||||
| HazardClass | 6.1(b) | |||||||||
| PackingGroup | III | |||||||||
| NFPA 704 |
|
BIS(METHYLTHIO)GLIOTOXIN price More Price(13)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 26271 | Bis(methylthio)gliotoxin ≥90% | 74149-38-5 | 500μg | $95 | 2026-04-30 | Buy |
| Cayman Chemical | 26271 | Bis(methylthio)gliotoxin ≥90% | 74149-38-5 | 1mg | $178 | 2026-04-30 | Buy |
| Cayman Chemical | 26271 | Bis(methylthio)gliotoxin ≥95% | 74149-38-5 | 500μg | $86 | 2024-03-01 | Buy |
| Cayman Chemical | 26271 | Bis(methylthio)gliotoxin ≥95% | 74149-38-5 | 1mg | $161 | 2024-03-01 | Buy |
| ACHEMBLOCK | AD261969 | Bisdethiobis(methylthio)gliotoxin 97% | 74149-38-5 | 1MG | $265 | 2026-05-27 | Buy |
BIS(METHYLTHIO)GLIOTOXIN Chemical Properties,Uses,Production
Description
Bis(methylthio)gliotoxin is a fungal metabolite originally isolated from G. deliquescens that has diverse biological activities. It inhibits PAF- and collagen-induced platelet aggregation in rabbit platelet-rich plasma (IC50s = 8.4 and 84.2 μM, respectively) but has no effect on arachidonic acid- or ADP-induced platelet aggregation (IC50s = >400 μM). Bis(methylthio)gliotoxin inhibits growth of HCT116 colon cancer cells (IC50 = 23.56 μM). It inhibits PAF-induced bronchoconstriction in guinea pigs when administered at a dose of 0.1 mg/kg and is less toxic to mice (LD50 = >500 mg/kg) than gliotoxin . Bis(methylthio)gliotoxin has been used as a serum biomarker in patients infected with invasive aspergillosis.
Uses
Bis(methylthio)gliotoxin (FR-49175) is an antiphagocytic metabolite.
Enzyme inhibitor
This naturally occurring indole derivative (FW = 356.47 g/mol; CAS 74149- 38-5), also known as bis(methylthio)gliotoxin and dimethylgliotoxin, is a platelet-acivating factor (PAF) antagonist that inhibits PAF-induced platelet aggregation. The parent compound, gliotoxin is a dual inhibitor of famesyltransferase and geranylgeranyl-transferase. Bisdethiobis(methylthio)gliotoxin is a minor metabolite of Gliocladium deliquescens, Radiocarbon tracer experiments showed it is formed, apparently irreversibly, from gliotoxin. It has also been synthesized from gliotoxin by reduction and methylation. Bisdethio-bis(methylthio)gliotoxin also binds Cu+ and Ag+ ions.
References
[1] G. W. KIRBY. Biosynthesis of bisdethiobis(methylthio)gliotoxin, a new metabolite of Gliocladium deliquescens[J]. Journal of The Chemical Society-perkin Transactions 1, 1980, 31 1: 119-121. DOI: 10.1039/p19800000119
[2] M OKAMOTO. Studies of platelet activating factor (PAF) antagonists from microbial products. I. Bisdethiobis(methylthio)gliotoxin and its derivatives.[J]. Chemical & pharmaceutical bulletin, 1986, 34 1: 340-344. DOI: 10.1248/cpb.34.340
[3] BáRBARA S. F. RODRIGUES. Bioprospection of Cytotoxic Compounds in Fungal Strains Recovered from Sediments of the Brazilian Coast[J]. Chemistry & Biodiversity, 2015, 12 3: 432-442. DOI: 10.1002/cbdv.201400193
[4] M OKAMOTO. Studies of platelet activating factor (PAF) antagonists from microbial products. II. Pharmacological studies of FR-49175 in animal models.[J]. Chemical & pharmaceutical bulletin, 1986, 34 1: 345-348. DOI: 10.1248/cpb.34.345
[5] MARIA P. DOMINGO . Bis(methyl)gliotoxin proves to be a more stable and reliable marker for invasive aspergillosis than gliotoxin and suitable for use in diagnosis[J]. Diagnostic microbiology and infectious disease, 2012, 73 1: Pages 57-64. DOI: 10.1016/j.diagmicrobio.2012.01.012
BIS(METHYLTHIO)GLIOTOXIN Preparation Products And Raw materials
BIS(METHYLTHIO)GLIOTOXIN Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354; | support@targetmol.com | United States | 39039 | 58 |
| Aladdin Scientific | tp@aladdinsci.com | United States | 52923 | 58 | |
| DAYANG CHEM (HANGZHOU) CO.,LTD | +86-88938639 +86-17705817739 | info@dycnchem.com | China | 53803 | 58 |
| BioBioPha Co., Ltd. | 0871-65217109 13211707573; | y.liu@mail.biobiopha.com | China | 5645 | 65 |
| ALB Technology Limited | 702-983-3769 | sales@albtechnology.com | United States | 2993 | 55 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 021-61312847; 18021002903 | 3008007409@qq.com | China | 89686 | 60 |
| Qingdao IniKem BioPharmaTech Co.,Ltd | 0532-58268781 18561687109 | sales@inikem.com | China | 300 | 55 |
| Shanghai Hongye Biotechnology Co. Ltd | 400-9205774 | sales@glpbio.cn | China | 6777 | 58 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11218 | 58 |
| Shanghai Binsui Biotechnology Co., Ltd. | 18301908279 18301908279; | 1292752157@qq.com | China | 7684 | 58 |
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