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6-O-butyl castanospermine

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Category Hepatitis C Virus (HCV)
CAS 121104-96-9
Description Celgosivir, an effective α-glucosidase I inhibitor, has been found to be related to viral maturation and is still under Phase I/II trial against Dengue. IC50: 16 and 47 umol/L (through plaque assay and a cytopathic assay).
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Product Information

Synonyms 60-P-001; MBI-3253; MDL-28574; MX-3253; VIR-222; 60P001; MBI3253; MDL28574; MX3253; VIR222; 60 P 001; MBI 3253; MDL 28574; MX 3253; VIR 222; Celgosivir; BuCast; 6-O-Butanoylcastanospermine; UNII-895VG117HN; B-CAST; AC1L1TTH
Molecular Weight 259.30
Molecular Formula C12H21NO5
Canonical SMILES CCCC(=O)OC1CN2CCC(C2C(C1O)O)O
InChI InChI=1S/C12H21NO5/c1-2-3-9(15)18-8-6-13-5-4-7(14)10(13)12(17)11(8)16/h7-8,10-12,14,16-17H,2-6H2,1H3/t7-,8-,10+,11+,12+/m0/s1
InChIKey HTJGLYIJVSDQAE-VWNXEWBOSA-N
Boiling Point 422.9±45.0 °C at 760 mmHg
Flash Point 209.6±28.7 °C
Purity 95%
Density 1.3±0.1 g/cm3
Solubility soluble in DMSO
Appearance Powder
Application Celgosivir is an effective α-glucosidase I inhibitor that has been found to be related to viral maturation.
Shelf Life As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage -20°C Freeze
Animal Admin To mimic ADE, inject 20 μg/mouse intraperitoneal mouse monoclonal antibody against the DENV E protein one day before infection. For treatment during infection, intraperitoneal injections of sigosvir (50 mg / kg) twice a day starting on day 0, day 1 or day 2 for 5 days. The survival of mice is tracked until day 10 and survival curves are plotted.
Complexity 311
Exact Mass 259.14197277
Index Of Refraction 1.569
In Vitro Celgosivir is more effective (IC50=20 μM) than the parent molecule (IC50=254 μM) at causing the accumulation of glucosylated oligosaccharides in HIV-infected cells by inhibition of glycoprotein processing. Celgosivir exhibits potent antiviral activity against HIV-1 with an IC50 of 2.0±2.3 μM. Celgosivir inhibits BVDV with IC50 values of 16 and 47 μM in plaque assay and cytopathic effect assay, respectively. Celgosivir inhibits DENV2 replication with an EC50 of 0.2 μM. The EC50 values against DENV1, 3 and 4 are less than 0.7 μM.
In Vivo Celgosivir fully protects AG129 mice from lethal infection with a mouse adapted dengue virus at a dose of 50 mg/kg and is effective even after 48 h delayed treatment. Pharmacokinetics studies of celgosivir in mice shows that it rapidly metabolizes to castanospermine. During primary infection with a mouse-adapted DENV strain S221, mice shows increased viremia on day 3, yet 80% survived day 10 with virus completely cleared by day 8.
PSA 90.23000
Target Glucosidase; HCV; HIV
Vapor Pressure 0.0±2.3 mmHg at 25°C
XLogP3-AA -0.8

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