BIS(METHYLTHIO)GLIOTOXIN

BIS(METHYLTHIO)GLIOTOXIN Structure
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)-;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
MOL File:
74149-38-5.mol
MSDS File:
SDS
Modify Date:
2023/6/8 9:02:57

BIS(METHYLTHIO)GLIOTOXIN Properties

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

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
0
3 0

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.

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.

BIS(METHYLTHIO)GLIOTOXIN Preparation Products And Raw materials

Raw materials

Preparation Products

BIS(METHYLTHIO)GLIOTOXIN Suppliers

Global( 29)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Shaanxi Pioneer Biotech Co., Ltd . +8613259417953 China 3000 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 United States 19973 58 Inquiry
Aladdin Scientific +1-+1(833)-552-7181 United States 52927 58 Inquiry
Cayman Chemical Company (800) 364-9897 United States 6618 81 Inquiry
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 China 9707 58 Inquiry
Biomol Feinchemikalien GmbH 49-40-8532600 Germany 479 74 Inquiry
BIOMOL INTERNATIONAL, LP (800) 942-0430 United States 1503 77 Inquiry
Service Chemical Inc. 888-895-6920 Germany 6373 71 Inquiry
3B Scientific Corporation 847.281.9822 United States 6744 47 Inquiry
SIGMA-RBI 800 736 3690 (Orders) Switzerland 6913 91 Inquiry
gliotoxin, bis-dethio-bis(methylthio)- (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 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 Bis(methylthio)gliotoxin (FR-49175) BIS(METHYLTHIO)GLIOTOXIN FR-49175 bis-dethio-bis(methylthio)gliotoxin 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)- 74149-38-5 C15H20N2O4S2